My Office's Listings
Some or all of the listings below are provided by the Westport office.
$10,950,000 (USD)
Westport Area Single Family Home
Active
5 Fraser Road Westport, CT 06880
6 Bed
10 Baths
8639 sqft
MLS# 122508
Embodying modern minimalist architecture by famous intl. architects and European sophistication, 5 Fraser Road is unlike anything you have seen before. 21st-century net-zero insulated concrete technology, floor-to-ceiling TRIPLE glazed European windows, all on a desirable cul-de-sac close to downtown. High-end, handmade, and hand-picked top-of-the-line materials. Walls of sliding glass doors, cathedral ceilings, floating stairs, radiant heat throughout the house (inc. w/o lower level and 3-car attached garage). Oversized patio with integrated gunite pool, spa, cabana area for relaxation and entertainment. The first floor welcomes you with multiple living and entertaining spaces. Modern kitchen with Miele appliances. Have a personal chef? check out a prep kitchen. 2nd floor is balanced between 5 large private bedrooms all ensuite, and a 2nd-floor family room and office. The lux primary suite features expansive his hers walk-in closets and a lavish bathroom. The finished attic offers a 6th bedroom, bathroom, and a bonus room with built-in bunk beds - for play, work, and enjoyment. The lower level brings a spa experience, a world-class gym, a bathroom, and a playroom. Multiple balconies overlooking the mature trees and professionally landscaped grounds yielding an interflowing harmony between home and nature. This house is all about design, comfort, and precise execution. If you can dream it, we can build it! Live your dream in this state-of-the-art property for generations!
Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / Alexander Chingas
$6,999,999 (USD)
Compo Beach Area Single Family Home
Active
32 Narrow Rocks Road Westport, CT 06880
6 Bed
9 Baths
1883 sqft
MLS# 24145296
NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train, and schools. Currently under construction, this impeccably designed 6-bedroom residence spans four finished levels and blends timeless elegance with modern living. The main level offers light-filled, open living spaces ideal for both everyday living and entertaining, featuring a custom chef's kitchen with breakfast area, expansive family room, formal living and dining rooms, private office, mudroom, and thoughtfully placed powder rooms. The second level showcases a luxurious primary suite with two generous walk-in closets and a spa-inspired bath, along with four additional ensuite bedrooms and a dedicated laundry room. The walk-out lower level includes a spacious recreation room, gym, guest bedroom with full bath, and flexible space for today's lifestyles. A finished third floor provides additional living space-perfect for a playroom, media room, or home office-with a half bath. Designed with Mattera Construction's signature attention to detail, craftsmanship, and integrity, this home offers the ultimate Westport lifestyle-coastal, convenient, and effortlessly elegant. New construction. Premier beach-area location. A home that rarely comes to market.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis
$5,980,000 (USD)
Hunt Club Area Single Family Home
Active
21 Sturges Commons Westport, CT 06880
6 Bed
9 Baths
3158 sqft
MLS# 24063050
NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is well-known for architecturally significant & stunning modern homes filled with elegance, timeless beauty, custom interiors with state-of-the-art amenities. Now offering a perfectly designed 6 bedroom home finished on 4 levels filled with elegant finishes, well sited on a quiet private cul-de-sac with an inground pool. The first floor features open living spaces throughout including an oversized custom kitchen with breakfast area, family room, office, living room, dining room, mudroom & two half baths. The second floor offers a luxurious expansive primary suite with 2 large walk-in closets & a spalike bath, plus 4 additional ensuite bedrooms and a laundry room. The lower walk out level includes an additional family room, gym, bedroom with a full bath. The finished third floor contains an additional playroom or office plus a half bath. This is an exceptional residence by the most sought after craftsman who consistently builds each masterpiece with ingenuity and integrity. Minutes to the train, beach, shops, schools & more.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Patricia "Pat" Shea
$4,899,000 (USD)
Greens Farms Area Single Family Home
Active
10 Tierney Lane Westport, CT 06880
5 Bed
8 Baths
6135 sqft
MLS# 24103087
This is the second of 2 custom homes, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents throughout, flowing from the Living and Dining Rooms with paneled walls into the Study with built-in cabinetry. The Chef's Kitchen with Wolf and Cove appliances adjoins the sunny Family Room which opens to a picturesque 1.4 acres with salt water Swimming Pool and Spa, surrounded by a handsome granite patio. An elegant Primary Suite with fireplace, luxurious Bathroom, dressing area and 2 walk-in closets with custom cabinetry, plus 4 additional Bedrooms with 3 additional Baths, a Family Room/Lounge and Laundry Room grace the second level. The third floor has a Playroom and an additional Flex Space/Office. The lower level features a Gym with mirrored walls and rubber floor, a Sauna, a handsome Bar and gathering area with a glass garage door that opens to a patio, a full bath plus an additional room with a private entrance for Media, Office or use as a Bedroom. Available for immediate occupancy.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Laurie Crouse
$4,499,900 (USD)
Greens Farms Area Single Family Home
Active
26 Morningside Drive South Westport, CT 06880
7 Bed
8 Baths
6980 sqft
MLS# 24147443
Now fully complete, this newly built residence in Greens Farms offers a rare blend of architectural presence, modern comfort, and understated luxury. Crafted by a seasoned Westport builder with a fresh perspective, the home delivers a level of finish and warmth that distinguishes it from typical new construction. The outdoor experience is now fully realized with a custom gunite pool and over $150,000 of additional landscaping, creating a private, resort-style setting designed for everyday enjoyment and entertaining. Inside, a chef's kitchen anchors the main level with bespoke cabinetry, professional appliances, and a generous island that naturally brings people together. Open dining and family spaces flow seamlessly, complemented by a private library and an oversized three-car garage designed for the car enthusiast. The primary suite is a serene retreat with sitting area, spa-inspired bath, and custom dressing room, joined by four additional en-suite bedrooms and second-floor laundry. The third floor offers a full movie theater, office, and game area, while the finished lower level features a climate-controlled wine room, sauna, gym, and secondary prep kitchen with full-size refrigerator and freezer ideal for hosting or extended stays. Bluetooth audio, designer lighting, integrated TVs, and three fireplaces enhance the home throughout. Minutes to train to NYC, Compo Beach, Westport's best amenities, this move-in-ready home represents exceptional value at this price.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / John Schiaroli
$4,400,000 (USD)
In-Town Area Single Family Home
Active
32 Webb Road Westport, CT 06880
8 Bed
9 Baths
6863 sqft
MLS# 24147888
This luxury 2026 Colonial at 32 Webb Road offers 8,412 sq ft of open-concept living on a 0.64-acre lot, tucked away on a quiet cul-de-sac in the heart of Westport. All eight bedrooms are ensuite, and nine bathrooms include a spacious primary suite with a walk-in closet and a private balcony. The gourmet kitchen features top-tier appliances and custom cabinetry, flowing seamlessly into sun-filled living and dining areas with high ceilings. Multiple living spaces allow flexible layouts for entertaining or work-from-home setups. Outdoor amenities include a private backyard, perfect for dining or gatherings. The attached garage provides convenient parking. Additional features include custom millwork, premium finishes throughout, and high ceilings. Located 0.5 miles from Compo Beach, Downtown Westport shops and restaurants, and Westport Train Station with Metro-North access. Nearby schools include Saugatuck Elementary and Staples High School (0.5 mi). This home combines modern design, functional living spaces, and luxury features in the heart of Westport, with easy access to the town's beaches, shops, and transit.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis
$3,999,000 (USD)
Compo South Area Single Family Home
Active
102 Compo Road South Westport, CT 06880
7 Bed
8 Baths
5179 sqft
MLS# 24147210
THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This elevator-ready home begins with a spectacular glass-lined foyer, filling the entire layout with sun. The private office/library with extensive built-ins provides a wonderful place to work. The dining room is accented by steel-framed glass panels and a crisp tray ceiling detail, while the butler's pantry has a fluted backsplash. The incredible gourmet kitchen features a pale oak-accented ceiling, generous island, Thermador appls incl double dishwashers and massive ref/frz. The open flow continues into the fam rm w/bold coffered ceil detail, linear gas fpl and glass doors to the deck. The oversized mudrm links the hub of the home to the garage and casual entry. Upstairs, the first 5 BRs incl the primary suite, which is an awe-inspiring sanctuary of refined design and ultimate comfort, beginning w/the cath ceil BR w/fpl, massive dbl clsts, a designer bath & more. Each BR has unique appeal. 3rd flr bonus space & the 6th BR. The finished, walk-out LL has the 7th BR, rec/gym/media, cabana bar for poolside entertaining, all stepping out to a patio. Just moments to Compo Beach, Longshore Club Park, train and town.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross
$3,999,000 (USD)
Greens Farms Area Single Family Home
Active
18 Woodhill Road Westport, CT 06880
6 Bed
7 Baths
7092 sqft
MLS# 24144655
Nestled near the end of an upscale cul-de-sac in prime Greens Farms, the newest SIR SIGNATURE Home blends timeless design with modern luxury on beautifully flat, private grounds. A heated gunite pool with auto cover anchors the expansive backyard w/ two connecting raised patios creates a true indooroutdoor retreat. Inside, sunfilled spaces showcase the craftsmanship SIR is known for. High ceilings, custom millwork, wide-plank oak floors, and a stunning chef's kitchen opens to a spacious family room w/ a distinctive beamed ceiling & walls of glass overlooking the property are just some of the highlights which place this fine home in a class of its own. The purposeful layout offer effortless flow for everyday living and entertaining. Six bedrooms include a serene primary suite w/ spa inspired bath incl floating white oak vanity and generous dressing room. The finished third floor provides flexible bonus space w/ bath for work or play, while the fully finished walk-out lower level offers recreation, fitness, and media options. The private office with custom cabinetry provides an ideal place to work in serene surroundings. Thoughtful amenities like designer lighting, a terrific mudroom, pantry, and attached garage complete this exceptional home. Close to Greens Farms school, beaches, walk to Westport Tennis Club and only 1.6 mi to train. A rare opportunity to buy from Westport's most trusted builder with over 300+ completed homes in one of the town's most coveted neighborhoods.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross
$3,900,000 (USD)
N/A Area Single Family Home
Active
76 Lords Highway Weston, CT 06883
6 Bed
11 Baths
9974 sqft
MLS# 24151746
In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every turn, including a coffered ceiling living room, a banquet sized dining room with a curved wall of windows, and an octagonal office. French doors create a natural flow to two stone patios and sweeping lawns. The gourmet kitchen, appointed with four Wolf ovens, dual Sub Zeros and dishwashers, and extensive custom cabinetry, is designed for both comfortable daily living and memorable entertaining. The serene primary suite offers a private sitting room, balcony, barrel-ceiling dressing room, and an inspiring octagonal bathroom, while additional en-suite bedrooms and a full in-law suite provide exceptional comfort. The finished lower level includes a custom cherry wet bar, gym, and flexible space for a media room or wine cellar. Two full-size laundry rooms and a pool bath w/exterior access offer flexibility. Outdoors, a heated Gunite pool with auto cover and spa create a private resort experience. Convenient to the Merritt Parkway and Westport, this rare offering blends timeless sophistication with modern livability in one of Fairfield County's most sought-after settings.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Alexander Chingas
$3,075,000 (USD)
N/A Area Single Family Home
Active
12 Dellwood Road Darien, CT 06820
5 Bed
6 Baths
4672 sqft
MLS# 24156013
This beautifully designed residence seamlessly blends timeless charm with modern sophistication, showcasing sun-drenched interiors, inviting fireplaces, and refined architectural details throughout. A secluded stone patio overlooks the sparkling in-ground gunite pool and pool house, all set within a serene, park-like landscape - an idyllic backdrop for both intimate gatherings and grand entertaining. The home's exceptional flow connects the formal living and dining rooms to the newly renovated kitchen, featuring brand new stainless steel appliances, striking quartz countertops, and a sunlit breakfast area. Designed for effortless living, the layout is both elegant and functional. A dramatic family room with soaring cathedral ceiling, wet bar, and impressive stone fireplace offers direct access to the extensive new deck and private yard - a perfect setting for celebrating life year round. The main level primary suite is privately situated in its own wing, complete with spa-inspired bath and dedicated office. A separate wing on the main floor features a remarkable 42 foot media/playroom with custom built-ins and two spacious ensuite bedrooms. Upstairs, two additional bedrooms share a bath and offer abundant storage. Meticulously maintained and thoughtfully updated, this exceptional property is ideally located just minutes from town, train, beaches, and approximately one hour to New York City.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Printz
$2,595,000 (USD)
Greenfield Hill Area Single Family Home
Pending
1380 Old Academy Road Fairfield, CT 06824
4 Bed
6 Baths
3961 sqft
MLS# 24153510
THANK YOU FOR YOUR STRONG INTEREST; SELLER REQUESTS HIGHEST & BEST OFFERS BY 4PM SAT 2/28 . One approaches 1380 Old Academy Road through a stone wall, where a paved drive opens to a gravel courtyard arrival framed by mature trees and open skies. Old Academy is the kind of street where homes feel settled rather than transitional, and where people arrive, put down roots, and tend to stay. Inside, the house is generous without feeling oversized. Tall ceilings, dormers, and bay windows draw natural light deep into the living spaces, allowing it to move easily throughout the day. The main living areas are grounded by multiple fireplaces, and the layout supports everyday living with ease while expanding naturally when the house is full. The finished lower level adds meaningful flexibility, with room for fitness, media, or wine storage. A cabana-style mudroom with a full bath and direct outdoor access extends the way the home lives across seasons. Upstairs, the bedrooms are designed with privacy in mind, offering thoughtful connections that work well for both family and guests. Outdoors, the property becomes a destination in its own right. A Gunite pool bordered by stone terraces, an outdoor fireplace, a putting green, and a side porch with rocking chairs create spaces meant for lingering rather than passing through. Manicured grounds, full irrigation, and a three-car garage complete the setting. Carefully maintained and continually improved, this is Greenfield Hill livi
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney
$2,495,000 (USD)
In-Town Area Condo
Active
41 Richmondville Avenue Duplex 2 Westport, CT 06880
2 Bed
3 Baths
1760 sqft
MLS# 24090155
Welcome to Residence Duplex 2 at The Mill Westport, a spectacular unit with spacious rooftop deck which offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature large windows, open floor plans, and light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. A variety of floor plans are available to meet the unique needs of discerning buyers seeking a bespoke lifestyle, with some offering spectacular terraces. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport's many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment and adaptation of The Mill Westport into a luxurious residential property is being undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross
$1,999,999 (USD)
N/A Area Single Family Home
Pending
88 Drum Hill Road Wilton, CT 06897
6 Bed
5 Baths
4009 sqft
MLS# 24145307
This historic 1800s Colonial at 88 Drum Hill has been thoughtfully expanded and renovated, blending timeless charm with modern luxury. Original features - wide plank floors, multiple fireplaces, high ceilings, and classic moldings - honor the home's heritage, while updates create a fully livable, elegant residence. With 6 bedrooms, 4 full baths, and 1 half bath, this updated historic home offers flexible spaces for entertaining, work-from-home setups, and family gatherings. Set on a beautifully landscaped 2-acre property, the home features a stunning in-ground pool, outdoor entertaining areas, and private spaces perfect for relaxation. Unique historic touches, including a sleeping porch, library/study, and charming updated kitchen accents, blend seamlessly with modern comforts, including a chef's kitchen and light-filled living and dining areas. Ideally located minutes from Wilton Center and top schools, this luxury Wilton CT home combines historic integrity, modern updates, and a lifestyle designed for year-round enjoyment - a rare opportunity in Wilton real estate. Offer deadline: All offers must be submitted by Sunday, the 25th, at 4:00 PM.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis
$1,779,000 (USD)
N/A Area Single Family Home
Active
28 Old Orchard Drive Weston, CT 06883
5 Bed
6 Baths
4079 sqft
MLS# 24079433
Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer. Large windows that fill the rooms w/sunlight are a defining characteristic of the home, including the cathedral-ceil LR w/stone fpl & wide plank floors, holiday-sized DR w/bay window, fam rm w/wet bar and wall of glass to deck. The dine-in kitchen w/ center island, updated stainless steel appls incl gas cooktop & Sub Zero, also opens out to the large deck. A main flr office & 1.5 bths complete the main lvl. Front & rear staircases lead up to the spacious 2nd level where you will find a grand primary suite w/lrg walk-in clst & en-suite bth plus 3 addl BRs & 2 full baths. The incredible finished, walk-out lower level is a highlight, with sun-drenched spaces that add spacious comfort, flexibility and can meet any need - while still offering great storage. The rec rm w/fpl and a pair of offices or bonus rms each have doors to the rear property. The gym has an adjacent full bth, making it an ideal cabana for swimming guests using the pool when entertaining in these splendid surroundings. Enjoy gorgeous views & tranquil privacy, just minutes to the town Center & school campus plus commuting.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Bross
$1,500,000 (USD)
Lower Weston Area Single Family Home
Active
35 Joanne Lane Weston, CT 06883
4 Bed
3 Baths
3009 sqft
MLS# 24153538
Welcome to 35 Joanne Lane - a beautifully renovated home set on a perfectly flat property in coveted Lower Weston, offering exceptional lifestyle flexibility with room for a pool, expansion, or outdoor retreat. Ideally located just minutes to Weston's award-winning schools, Westport's vibrant Main Street, premier shopping and dining, and the train to NYC, this home seamlessly blends suburban tranquility with commuter convenience. Inside, sun-filled living spaces unfold with effortless flow, including a gracious living room, inviting family room, and a stunning multi-purpose great room anchored by a fireplace - ideal as a media room, playroom, fitness studio, or private workspace. The recently renovated kitchen and baths are pristine, showcasing timeless design and modern functionality suited for today's lifestyle. Additional highlights include: * Four spacious bedrooms * Two and a half baths * Three fireplaces * Finished lower-level offering flexible space * Whole-house generator for peace of mind. The expansive, level yard is increasingly rare in Weston and presents endless possibilities for future customization. Move-in ready and thoughtfully updated, this home offers the perfect balance of comfort, style, and location in one of Fairfield County's most desirable neighborhoods.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis
$1,475,000 (USD)
Old Hill Area Land
Active
50 Sylvan Road North Westport, CT 06880
Bed
0 Baths
0 sqft
MLS# 24151295
DREAM YOUR TOMORROW This 1.05 acre of dry, level land that is available for sale, is beautifully sited in the middle of Westport's Old Hill and awaits your imagination. Enter through the original gates of the 1928 Arthur Whiteside Estate at 50 Sylvan North --- the park-like entry to the 25-acre estate built for Whiteside, who founded and headed the commercial credit rating firm of Dun & Bradstreet. There in the 1930's, he perfected a system whereby a client could receive an accurate credit rating on a business within 2 minutes of a request. Whiteside's original Tudor home is visible in the distance where the Sellers of Lot #1 will remain in residence on Lot #2. LOT 1 FOR SALE is flat, pristine, dry and park-like, and enclosed by 1920's fieldstone drywalls which run a full 450' along Sylvan Road North frontage. The Town-Approved Site Plan (FOR DESIGN DEVELOPMENT NOT CONSTRUCTION) is being "simplified" by LandTech to clarify: (1)House site can be moved (2)Sewer and City Water available at street for connection. (3)Natural Gas is available across street, so is being explored as a possibility. Seller has requested feedback from Southern CT Gas about possible hookup to an existing natural gas line across street at 43 Sylvan North/Marion Rd. Still awaiting response from the SCG field manager. (4) utility lines to Lot #2 will logically be moved from the middle of Lot #1 to run alongside the Lot#2 driveway. (5) an optional private and separate Lot#1 entry farther nort
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman
$1,325,000 (USD)
N/A Area Multi-Family Home
Active
21 Holcomb Avenue Stamford, CT 06906
7 Bed
4 Baths
1244 sqft
MLS# 24136182
Prime Multi-Family Investment! Outstanding opportunity to own a turnkey 4-unit property in the center of town. This well-maintained building offers strong, consistent rental income, low operating expenses, and a proven low-vacancy history. Each unit is separately metered with updated systems, efficient layouts, and solid tenant appeal. Ideal for investors seeking immediate cash flow with long-term appreciation potential in a high-demand rental market. Please note taxes are $11,865
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Christopher "Chris" Spadaro
$1,150,000 (USD)
Lordship Area Single Family Home
Active
44 Washington Parkway Stratford, CT 06615
4 Bed
3 Baths
2136 sqft
MLS# 24143445
Your coastal retreat, nestled along the stunning shoreline of Lordship with beautiful water views. Step inside to discover a spacious, light filled home with an open floor plan that invites both comfortable everyday living and effortless entertaining. The main level features a seamless flow between the between the living room, dining area, and kitchen, along with a versatile bedroom or home office. an added luxury is the elevator, providing effortless to the first level. Glass doors open to a large deck where you can relax and enjoy the tranquil coastal scenery. Upstairs, you'll find a generous primary suite along with two additional bedrooms and a well-appointed bath. Outdoors, the property offers a private landscaped yard, a cozy fire-pit area, a large patio, and two car garage. Ideally located just moments from Short Beach, Lordship Beach, Russian Beach sand the spectacular Stratford Point Lighthouse, this home offers the best of shoreline living. Golf enthusiasts will love being minutes Short Beach Golf Course and Mill River Country Club, two of Stratford's most popular courses. Enjoy year-round beach events, walk to nearby restaurants, and embrace a vibrant coastal lifestyle-whether you're seeking a full-time residence, a beach retreat, or a strong investment opportunity (including Airbnb potential).
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Georgia Wasserman
$1,149,900 (USD)
Nichols Area Single Family Home
Active
68 Old Dike Road Trumbull, CT 06611
5 Bed
4 Baths
3657 sqft
MLS# 24155839
Welcome to a rare gem that seamlessly blends elegance, comfort, & the coveted Pinewood Lake lifestyle. This 5-bedroom, 4-bath Colonial offers not just a home, but an unparalleled way of life with deeded lake rights to the highly sought-after Pinewood Lake. Imagine waking up to the serenity of 110 feet of pristine lakefront, complete with new sand on your own private beach. Step inside & be greeted by hardwood floors and a light-filled main level. The Living Room, Dining Room, & Kitchen connect seamlessly, creating an inviting and open space for entertaining. A stone-faced fireplace adds warmth and character, while French doors lead to a composite deck overlooking a private, expansive fenced-in yard. The oversized Family Room, with its vaulted ceilings, provides the perfect space for relaxation or gatherings. The private Master Suite occupies the third level, creating a tranquil retreat. With its own balcony, a luxurious spa-inspired bath, and a walk-in closet, this suite offers privacy & comfort. Four additional bedrooms on the second level share a beautifully appointed hall bath. The fully finished Lower Level adds even more versatility to this home, complete w/a full bath & ample space for a playroom/media room & office, or potential 6th bedroom. From here, step outside to the backyard & follow the path to the lakefront, where you'll discover a charming lakeside "Cottage," a private dock, & your own sandy beach.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kristin Corsello-Egmont
$979,000 (USD)
In-Town Area Single Family Home
Active
25 Maplewood Avenue Westport, CT 06880
3 Bed
3 Baths
1212 sqft
MLS# 24130771
WOW!!! This light-filled cozy cape with 1800sf living space on 3-levels, 3-bedrooms and 2-1/2 baths (this includes the legal accessory apt with a separate kitchen, 1 bedroom and 1 bath) is INDEED A RARE FIND in its sought-after neighborhood --- and yields so much flexibility for the new owner to supplement income as needed! Where else in town do you have a chance to purchase a home with an EXISTING LEGAL accessory apartment, to draw income just as the current owner has. The legal, accessory apartment in Lower Level has been constantly rented privately to tenants by current owner since 2011 purchase at a recent $1425/month (no documentation available since tenant was there for years, with informal owner-tenant arrangement). Since accessory apartment access is via a separate private entry on the lower driveway off Willowbrook Drive and a separate #2 Willowbrook Drive mailbox, co-inhabitants of this house have a friendly and "relatively private" coexistence - rarely seeing each other.Current owner has shared the backyard and lower-level laundry room with tenants. The seller has also rented the upstairs for $5750 via the MLS(reference listing #24013621) and lived in the lower level from August 2024 into mid January 2026.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman
$895,000 (USD)
Nichols Area Single Family Home
Active
244 Strobel Road Trumbull, CT 06611
3 Bed
4 Baths
2875 sqft
MLS# 24132332
Welcome to 244 Strobel Road - a one-of-a-kind Trumbull residence that perfectly balances space, lifestyle, and location. Privately set on a wooded lot with deeded Pinewood Lake rights, this 4,075 sq ft expanded Colonial has some beautiful updates with endless potential for more. Discover 3 bedrooms and 3.5 baths with a thoughtfully designed layout ideal for everyday living and entertaining. The main level features sun-filled living and dining spaces, hardwood floors, and a first-floor en-suite bedroom with radiant heated floors-perfect for guests or multi-generational living. The kitchen, also with radiant heat, opens seamlessly to the dining area for effortless flow. Step outside to a brand-new composite deck overlooking a peaceful, wooded backdrop. Below, a patio with a screened-in porch extends the living space, creating the perfect spot for relaxing or entertaining. The walk-out lower level impresses with vaulted ceilings, a second kitchen, and bar area, offering flexibility for gatherings, extended family, or a private in-law suite. Car enthusiasts will love the five-car garage, a rare find, with room for vehicles, storage, boat, or a workshop. A dedicated home office and cedar closet add comfort and functionality. Located in one of Trumbull's most desirable neighborhoods, this home offers easy access to award-winning schools, parks, shopping, major commuting routes, and Pinewood Lake for swimming, kayaking, and year-round recreation.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Christine Struble-Nirmaier
$875,000 (USD)
East Norwalk Area Multi-Family Home
Coming Soon
40 1st Street Norwalk, CT 06855
5 Bed
4 Baths
1988 sqft
Welcome to 40 1st Street in the highly sought-after East Norwalk section of Norwalk. This beautifully maintained two-family home presents an exceptional opportunity for investors or owner-occupants seeking strong rental potential and a prime coastal location. The property features one 2-bedroom, 1.5-bath unit and one 3-bedroom, 1.5-bath unit, both offering central air conditioning and in-unit laundry for modern comfort and convenience. Each unit also enjoys its own separate basement, providing ample storage space and added functionality. A detached three-car garage offers rare and valuable off-street parking, additional storage, or potential workspace. Ideally situated within walking distance to local restaurants, shops, and the waterfront, this home combines neighborhood charm with coastal living. Whether you're looking to occupy one unit and rent the other or expand your investment portfolio, this is a fantastic opportunity in one of Norwalk's most desirable neighborhoods.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Eugene "Robbie" Salvatore
$874,959 (USD)
Lordship Area Single Family Home
Active
190 5th Avenue Stratford, CT 06615
6 Bed
4 Baths
4514 sqft
MLS# 24144678
Life at the beach is a year round vacation in the coveted community of Lordship. A charming yet spacious home has been part of one family's history for generations. This lovingly maintained & carefully updated home has almost 3200 SF & is considered to be 7 BRS by the town w/ 3.5 Baths. The perfect home for family & friends to gather! Upon entering this home you experience the best of beach living w/ the inviting LR w/ FP which leads into the DR both w/ bay windows flooding the rooms w/ natural sunlight. The kitchen w/ ample work areas, S/S appliances & granite countertops is adjacent to a sunroom which is perfect for enjoying casual dining w/ sliders overlooking the deck, gardens & inground pool. There is a spacious FR w/ sliders & direct access to the deck, pool & a conveniently located 1st floor laundry. An office/bedroom, full hall bath & a bedroom w/half bath completes the main level. The upper level has 4 spacious bedrooms & hall bath w/the 2nd laundry hook-up. An impressive primary bedroom w/ distant water views has a full bath w/ spa-like tub & separate shower. An inviting retreat w/ sitting areas & walk-in closet. There is even a full basement w/ a variety of uses. The owners have done significant improvements in recent years-exterior painting & wood repairs as well as front porch & back decks 10/25, Installation of HW floors between 3/25 and 10/25, new C/A and furnace 2nd floor 7/25, new roof 5/25, new windows '21-'23 &new pool liner 2021.Enjoy!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Marilyn Heffers
$799,000 (USD)
Stratfield Area Townhouse
Active
160 Glengarry Road 160 Fairfield, CT 06825
2 Bed
3 Baths
1569 sqft
MLS# 24133350
Come to Woodfield Village where the living is easy. This amazing corner unit offers effortless living on all levels. Don't want stairs? The primary bedroom is on the main level and features a beautiful newer bathroom with a walk-in shower, plus access to a large deck overlooking the woods and manicured open space. The deck has a gas hook-up for barbecuing and is also accessed from the great room/living room, which offers a fireplace, oversized windows, vaulted ceilings and plenty of space for large gatherings. The main level includes an updated kitchen, formal dining room and a 2nd bedroom. The loft, with skylights, vaulted ceilings, a huge walk-in closet and spacious living area that is easily reached with the stair lift. The finished lower level has a office, a full bath, a large flexible-use room, storage space and an unfinished area perfect for a workshop or storage. Woodfield Village offers a pool, pool house, tennis court/pickleball court. This lovely condo is minutes to the Merritt Parkway, restaurants, shopping and Fairchild Wheeler Golf Course. This is a must see!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Bross
$775,000 (USD)
East Norwalk Area Condo
Active
26 Cove Avenue Apt 3B Norwalk, CT 06855
2 Bed
2 Baths
1628 sqft
MLS# 24099304
Welcome to your dream home-a beautifully appointed, direct waterfront ranch style condo with sweeping views of the picturesque Norwalk Harbor. Located in a serene neighborhood, this 2-bedroom, 2-bath gem offers a rare opportunity to enjoy waterfront living at its finest. Enjoy unbeatable views and open concept living. Step inside to a spacious, open floor plan that blends the kitchen, living room, and dining areas into a seamless living experience. The expansive wall of glass invites the outdoors in, offering panoramic views of the sparkling harbor and ever-changing water scenes. Step out onto your private balcony to enjoy the salty breeze, stunning sunsets, and a peaceful retreat right at your doorstep. A water lover's paradise! For those who love the water, the condo comes with a deeded deep water dock, perfect for boats up to 35 feet. Whether you're into sailing, cruising, or just enjoying a tranquil day on the water, your own dock awaits. Location, Location, Location! This condo isn't just about luxury-it's about lifestyle. Ideally located with a variety of nearby amenities, you'll have easy access to everything. Explore local shopping malls, enjoy fresh seafood and diverse cuisines at nearby restaurants, or spend your days lounging at one of the area's beautiful beaches. The golf course is nearby, and your furry friends will love the nearby dog park.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Susan Hawley
$775,000 (USD)
Stratfield Area Single Family Home
Active
249 Wheeler Park Avenue Fairfield, CT 06825
4 Bed
2 Baths
2205 sqft
MLS# 24155667
Wonderfully maintained split-level ranch in Fairfield, located on a quiet dead-end street. Lovingly cared for by the same family for the past 33 years, this home offers both space and flexibility. The home features four bedrooms, with one currently being used as a home office. The primary bedroom is on the second floor and includes an en-suite bathroom. The other bedrooms are on the main floor. There is also a second full bathroom on the main floor. A large, oversized great room and dining room create an ideal layout for entertaining and everyday living. The cozy family room includes a wood-burning fireplace. Additional highlights include hardwood floors throughout, central air, and a deep, partially-fenced-in .47-acre yard offering privacy and room to enjoy the outdoors. The basement offers potential for future finishing, providing additional living space. Ideally located just minutes from Sacred Heart University, the Merritt Parkway, shopping, dining, and Lake Mohegan. This home is an estate and is being sold "as is."
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Katerina "Kat" Hendrickson
$699,000 (USD)
Stratfield Area Townhouse
Active
35 Balmaha Court 35 Fairfield, CT 06825
2 Bed
3 Baths
1750 sqft
MLS# 24149033
Welcome to 35 Balmaha Court; a beautifully light and spacious 2 bedroom, 2.5-bath townhouse in the sought after Woodfield Village community. Spacious layout on 2 levels of living space including Living Room with fireplace, Kitchen with open floor plan to Dining area & Family Room with double sliding doors to Deck. 1/2 Bath with Laundry. 2nd Level includes oversized Primary en-suite bedroom with Slider to Deck, Spa style bath, skylight, double vanity, shower stall. walk-in closet. 2nd en-suite bedroom with walk-in closet. Owner states there are hard wood floors under wall to wall carpeting throughout. Lower level includes basement with great storage space and a 2-car attached garage. Ideally situated on 37 acres of impeccably maintained space overlooking wooded areas. On-site Maintenance Superintendent. Pool, clubhouse, tennis court/pickleball court. Minutes to Fairfield restaurants, shopping, Merritt Pkwy, Fairfield Metro train station, beaches. All roofs in complex to be replaced in 2027. Updates include: A/C 2025, Sliding doors on Main level 2025, gas water heater 2025, Upper level Deck 2024, Gas furnace 2018, Humidifier 2019.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Nancy Hatfield
$699,000 (USD)
Brookside Area Condo
Active
119 Rowayton Woods Drive 119 Norwalk, CT 06854
2 Bed
2 Baths
1468 sqft
MLS# 24155547
A rare opportunity to have the best of Rowayton Woods! Perfectly situated with direct views of the pond, this walk out ranch-style unit has a private entrance and features 2 bedrooms and 2 full baths. At 1468 sq ft, it is larger than most 3 bedroom units with separate living room, dining room and eat in kitchen. The spacious living room features a wood-burning fireplace with custom built-ins, and slider doors that walk out (great for pets!) to a covered, private deck area. Ideal for relaxing and entertaining! The assigned parking space (154) is directly in front of the unit, along with plenty of additional visitor parking for guests. Extra storage and separate laundry. Residents enjoy access to pool and tennis courts, as well as a community garden and walking trails, all enhancing leisure and recreation options. Convenient to Rowayton train station, Bayley Beach and Rowayton Village with its restaurants and quaint shops. Not to be missed!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Mary Petro Noonan
$689,000 (USD)
N/A Area Multi-Family Home
Pending
156 Blakeman Place Stratford, CT 06615
6 Bed
3 Baths
3379 sqft
MLS# 24150827
Tucked away on a cul-de-sac street, this 3 family is a great opportunity for investors or owner occupant. First floor is in good condition with an updated kitchen, newer cabinets, updated appliances. Up date baths as well. Lr, Dr, Eik and 2 bedrooms and laundry. This unit has natural gas stove, new gas hot water and gas hot water heat newer furnace. The second floor is the same, Lr, Dr, Eik, 2 Brs, updated bath and enclosed porch. Oil hot air, elec hot water heater, Third floor Lr., Eik, 2 Bedrooms, updated bath. The second and third floor share an oil hot heating system which is included in the rent, landlord pays it. Third floor has electric heat back up. Front porch, wide hallways. fenced yard. 2 car detached garage and plenty of parking. Walk to restaurants and train station, near the historic district.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Jonathan Deak
$675,000 (USD)
Mid City Area Townhouse
Pending
2435 Bedford Street 12B Stamford, CT 06905
2 Bed
3 Baths
1539 sqft
MLS# 24135686
Tucked away at the serene rear of Chesterfield, one of Stamford's premier gated communities, this sparkling townhouse offers a rare blend of privacy, space, and sought-after amenities, including an attached garage and driveway parking. Offered in excellent condition with all-new fresh paint and new carpeting, this residence lives large across four finished levels, offering a flexible layout to suit today's lifestyle. The updated kitchen is a bright and functional hub. The spacious dining room and living room with fireplace and triple slider open to a private deck framed by lush trees which will be your own quiet retreat. Upstairs, the oversized primary suite features two generous closets and a spacious marble full bath with shower and large spa tub. The second bedroom offers double closets and access to a second full bath, while the top floor presents a sunlit bonus room ideal as a home office, which has been used as a third bedroom by past occupants. The finished lower level adds a windowed family room or rec/play space, perfect for movie nights. Enjoy the ease of condo living and peace of mind with a full-time guardhouse, beautifully maintained grounds, and access to pools. Thoughtful upkeep includes full new interior painting & new carpeting. Moments from vibrant shopping and dining at the Ridgeway Center and throughout the surrounding area, this is a smart, stylish opportunity in a coveted location. Now is your chance to make one of Chesterfield's finest homes your own.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Alexander Chingas
$585,000 (USD)
N/A Area Townhouse
Active
12 Willard Road 8 Norwalk, CT 06851
2 Bed
3 Baths
1710 sqft
MLS# 24155785
"The Enclave on Willard" is an association of 14 luxuriously appointed Nantucket Style townhomes in Norwalk close to the Westport border. This home features 4 levels of living. Living Room w/Gas Fireplace and Sliders to Balcony, Dining Room, Kitchen w/Stainless Steel Appliances, 2 Bedrooms including a primary Suite w/ Full Bath and spacious Loft with skylights. The Lower Level offers an extra flex space great for home office , gym or guest space that leads to the outdoor stone patio. Designer Quartz Countertops and Hardwood Floors throughout. 1 Car Garage & 1 Reserved Space. Conveniently located, close to all major shopping, highways & two train stations. Norwalk's coastal charm and revitalized neighborhoods have become a hotspot for new residents. The city's waterfront developments, diverse dining options, and cultural attractions appeal to those looking for a vibrant community with easy access to the coast. This property was completed in 2014 and has been beautifully maintained by the original owners. Professionally managed, The Enclave boasts low common charges and is actively and impeccably maintained by the association.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Elise Larrabure
$439,000 (USD)
West Norwalk Area Townhouse
Active
115 Fillow Street 78 Norwalk, CT 06850
2 Bed
2 Baths
1448 sqft
MLS# 24155668
Welcome to Fillow Ridge, an exceptional townhouse community in West Norwalk offering comfort, convenience, and an unbeatable location. Just a short stroll to the scenic greens of Oak Hills Golf Course, this residence is set in one of the area's most desirable neighborhoods. Inside, the main level welcomes you with an expansive living room centered around a charming fireplace, creating a warm and inviting setting. Sliding glass doors open to a private deck, providing the perfect extension of your living space for relaxing or entertaining outdoors. The generously sized dining area flows effortlessly into the kitchen, making gatherings both comfortable and convenient. The sun-filled eat-in kitchen offers abundant space for cooking and casual dining, complete with pleasant views that enhance the experience. Upstairs, the tranquil primary bedroom features oversized windows and an entire wall of closets for excellent storage. The second bedroom is equally bright and spacious, offering both a walk-in closet and an additional closet. A well-appointed Jack & Jill bathroom connects the two bedrooms and includes a separate shower, soaking tub, and dual sinks for added comfort and functionality. Additional highlights include a pull-down attic for extra storage and ample unassigned parking for residents and guests. Fillow Ridge combines everyday practicality with a prime West Norwalk location, making it a wonderful place to make a home. Close to all the areas amenities.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Ninfa Valella
$435,000 (USD)
North End Area Single Family Home
Active
165 Douglas Street Stratford, CT 06614
2 Bed
1 Baths
1008 sqft
MLS# 24138609
Welcome to effortless one-level living in this super sweet and sunny 2-bedroom gem, where comfort meets harmony in all the right ways. The inviting living room is anchored by a cozy brick fireplace with custom mantel -perfect for chilly nights or a stylish focal point all year round. The fully applianced galley style kitchen with granite counters offers both efficiency and charm, and there's even a pantry for added storage, as well as an easy flow into the dining area. Sliders lead to a bright sunroom-ideal as-is or a perfect candidate for future expansion. Enjoy the convenience of an attached garage, a full unfinished basement with endless possibilities, and a fenced-in yard ready for play, pets, or your next garden project. Light, bright, and ready for you, this home is packed with value and waiting for its next chapter with you.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Szablak
$399,000 (USD)
North End Area Single Family Home
Pending
671 Fairview Avenue Bridgeport, CT 06606
3 Bed
3 Baths
1420 sqft
MLS# 24147828
A classic Cape Cod home with a modern renovated appeal in the desirable North End in close proximity to Sacred Heart University. Recent renovations include a new roof, siding and updated electrical panel. Upon entering your spacious living/ dining room area which flows into your modern farmhouse kitchen with stainless steel appliances and custom marble countertops providing ample workspace! Adjacent to the kitchen is a wonderful 3 season room which is perfect for dining or simply relaxing. There are 2 bedrooms on the main level or a home office and a full bath with a designer deep soaking tub. The upper-level features 2 additional bedrooms and another updated bath. The lower level is partially finished with space for multiple uses and a half bath. Freshly painted and refinished floors. The work has been done for the new owners to enjoy! See agent remarks for additional details* The home is FULLY AVAILABLE and PRICED TO SELL. INSPECTIONS ARE FOR INFORMATIONAL USE ONLY.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Marilyn Heffers
$359,000 (USD)
Walnut Beach Area Condo
Active
85 Viscount Drive B21 Milford, CT 06460
2 Bed
1 Baths
990 sqft
MLS# 24156458
Welcome to Heritage Sound, a highly sought-after beachside condo community just steps from Walnut Beach, with boardwalks that extend all the way to Silver Sands State Park. Located in Building B, this desirable second-floor end unit is filled with natural light. Upon entry, you're welcomed by a spacious family room featuring an open floor plan and sliding doors that lead to a private balcony overlooking the courtyard - perfect for relaxing or entertaining. The kitchen offers ample cabinetry and abundant natural light. Both bedrooms are generously sized with large windows that fill the rooms with sunshine. The full bathroom has been tastefully updated and includes the convenience of an in-unit washer and dryer. Beautiful floors run throughout the home, and the HVAC system is brand new for added peace of mind. Additional features include Storage Unit #1, located just down the hall, elevator access, and a designated carport # 146. Enjoy everything this vibrant beach community has to offer - kayaking, paddleboarding, yoga on the beach, local restaurants, and an ice cream shop - all just moments from your door.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Katerina "Kat" Hendrickson
$299,000 (USD)
Mid City Area Condo
Pending
5 Hundley Court Ll Stamford, CT 06902
1 Bed
1 Baths
1100 sqft
MLS# 24150941
Prime Downtown Stamford! Smashing, completely renovated one-bedroom offers modern turnkey living! Chef's kitchen featuring quartz counters, stainless appliances, and a built-in beverage center. The bonus room, currently used as an office, adds valuable flexibility for work-from-home or additional storage. One assigned parking space plus plenty of visitor parking. Recent improvements include fresh paint throughout, a new stylish barn door, new in-unit washer and dryer, and a newer hot water heater. Complex recently replaced roof, & painted exterior. Nothing to do but move right in - ideal for a homeowner or an investor. All just minutes from vibrant Downtown Stamford with endless shopping, dining, and easy commuting access to Metro-North and I-95. A prime walkable location with low-maintenance living - a rare find at this price point.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Tara Chlupsa
$25,000 / mo (USD)
Shippan Area Rental Home
Active
23 Auldwood Road Stamford, CT 06902
5 Bed
4 Baths
2588 sqft
MLS# 24150406
Classic Shippan Colonial with private Beach Access for Summer Rental! Have the ultimate summer with gorgeous pool, BBQ with outdoor kitchen framed by rose trellis, expansive patio with firepit, basketball hoop and ping pong. You will never run out of things to do! Updated kitchen and baths and perfect nooks for lounging, reading and relaxing. Complete with hammocks surrounded by summer perennials. Finished LL and separate office space to easily work from home while enjoying a quick commute to Grand Central. Walk to the private beach in the ALC association.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Mary Petro Noonan
$20,000 / mo (USD)
Compo Beach Area Rental Home
Active
10 Bluewater Hill South Westport, CT 06880
4 Bed
4 Baths
3674 sqft
MLS# 24143164
Secluded Mediterranean inspired estate located on prestigious Bluewater Hill South with tennis courts and private beach rights to Compo Beach located steps away. Magnificent historical gardens designed by F.L. Olmstead of Central Park fame in the early 1900's. A crescent shaped pool and pergola over patio crown the front lawn and gardens. The upper living level open floor plan boasts water and garden views from the over sized windows throughout the rooms. The living and dining rooms feature a gas fireplace. A balcony off the living room has seating for many guests. Renovated kitchen with custom Maple cabinets and flooring, built in cabinets, stainless steel appliances and dining area. The den located off the kitchen with the laundry can function as an additional bedroom if needed. Master Suite has large renovated bath with custom built in cabinets. Enter on the garden level through the front door and see a sweeping staircase with mahogany railing or take the convenient elevator if needed. This level features three additional bedrooms, two full baths, family room and sun room. The attached two car garage entrance is through the sun room. This home is truly turn key, decorated and furnished with all the comforts needed to enjoy living this resort lifestyle! The upper garden is shared with the owners.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Susan Hawley
$20,000 / mo (USD)
Compo Beach Area Rental Home
Active
232 Hillspoint Road Westport, CT 06880
4 Bed
2 Baths
2234 sqft
MLS# 24078871
Light, bright Contemporary/Ranch with incredible water views of the LI Sound. Enjoy Compo Beach life and take in the spectacular sunrises and sunsets from the warmth of the sunroom or the sundrenched deck. Open floor plan, bathed in natural light, where you can gaze out at the LI Sound from the expanse of windows. A modern Poggenpohl kitchen with stainless appliances opens to a rear terrace with grill and outdoor dining space with a secret garden feeling. Tranquil Master Suite with sitting area, spa like bath, and private deck. Three more spacious bedrooms with hardwood floors, built-ins for work at home space, and full bath complete the bedroom wing. Beautiful private property with outdoor shower. Close to Compo beach and the premier Longshore Park with dining, golf, pool, boating, tennis, marina. Only minutes to the train station, and town center with all of Westport's amenities. Live, work, play at the beach and make memories that will last a lifetime! The monthly rent of $20,000 is for a 12 month lease. Shorter term rents are Seasonally adjusted. Summer rent for June, July and August is $33,000 per month.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Printz
$18,000 / mo (USD)
Compo Beach Area Rental Home
Active
19 Bluewater Hill Westport, CT 06880
3 Bed
3 Baths
3066 sqft
MLS# 24088536
Furnished Yearly Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and property. Available 9/1/25. Shorter Term Rental option possible @15,000/mo
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross
$18,000 / mo (USD)
South Wilton Area Rental Home
Active
25 Deacons Lane Wilton, CT 06897
7 Bed
6 Baths
4411 sqft
MLS# 24151218
Settle in to the summer you've been waiting for. This beautifully furnished home lives like a private resort, where days begin poolside and evenings unfold on the expansive terrace with outdoor kitchen and fire pit, surrounded by lush, manicured grounds. Designed for effortless indoor-outdoor living, every space invites you to slow down, entertain easily, and enjoy the season. Inside, light-filled rooms offer comfort and flexibility with five bedrooms, a dedicated home office, four full baths, and two powder rooms. The oversized eat-in kitchen-complete with honed granite counters, high-end stainless appliances, and a wet bar-anchors the home and makes gathering feel natural and relaxed. Multiple living areas provide room to unwind, work remotely, or enjoy movie nights, while an upstairs playroom with projector, a private gym, and sauna elevate everyday living. Tesla charging station. Fabulous in-town location with easy NYC access. Summer at its very best! Arrive, exhale, and enjoy.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Adrienne Schoetz
$15,000 / mo (USD)
Compo Beach Area Rental Home
Active
19 Bluewater Hill Westport, CT 06880
3 Bed
3 Baths
3066 sqft
MLS# 24088530
Furnished Short Term Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and property. Available after 9/1/25
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross
$12,500 / mo (USD)
Compo Beach Area Rental Home
Active
4 Vani Court Westport, CT 06880
5 Bed
6 Baths
3051 sqft
MLS# 24140482
Welcome to your 5 bed/bath dream residence located in the idyllic Compo neighborhood of Westport. This stunning home offers over 3900 sq ft of modern elegance living space, where sleek design and hand-crafted finishes flourish. The kitchen is a chef's delight with high-end appliances, custom cabinetry, along with a spacious island for your culinary creations and casual family dining. Abundant light-filled home office, dining room, butlers pantry with wet bar, and family room with fireplace open to the kitchen complete the ground floor. On 2nd floor you'll find 3 nice sized bedrooms, plus the luxurious primary suite. There you'll bask in its soaring ceiling, ample closet space, and a true spa-like primary bath experience.The private and finished 3rd floor can serve as a large playroom or 2nd home office.Fully-finished lower level with spacious bedroom/full bath and kitchen/living area offers fantastic opportunities as a family gathering area for viewing sports/movie nights, or a perfect in-law or au pair suite with total privacy. Located 1 minute from Longshore Park public golf/pool/tennis/paddle, and 2 minutes from Compo beach where swimming and sunsets await. Moments from Metro North train for easy/quick commuting, and downtowns wonderful shopping/dining options galore.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Christopher "Chris" Spadaro
$12,000 / mo (USD)
Greens Farms Area Rental Home
Active
61 Hillandale Road Westport, CT 06880
3 Bed
2 Baths
1524 sqft
MLS# 24150954
AVAILABLE from 6/26/26-DALD (9/8/26) with possibility of extending to 9/30/26. Enjoy your summer at this wonderful Greens Farms Colonial. What a perfect spot to come home to, after a day at the beach! Spend your evenings on the screened porch & in the festive, private back yard with a great patio featuring multiple seating areas, fire pit, hot tub (with outdoor smart TV) and swing set. The main level offers a living room complete with a comfortable TV area, a spacious country Eat-in Kitchen plus a Home Office -no need to travel to work from here! 3 sweet Bedrooms upstairs share a bath. The Primary has a king sized bed. One Bedroom has a twin with a trundle bed that opens to a king. The other has two twins and one twin has a trundle. The lower level offers a Home Theater, complete with recliners, plus the laundry. Detached Garage has been converted to an Entertainment/Lounge/Game Room with smart TV, piano and more! Owners reserve walk-up attic for their belongings. Just over an hour by train service from NYC. Enjoy all that Westport has to offer including great dining, Compo Beach, Longshore Country Club, Westport Country Playhouse and concerts under the stars all summer long at the Levitt Pavillion. Owners prefer no pets.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Laurie Crouse
$10,000 / mo (USD)
Saugatuck Area Rental Home
Pending
1 Otter Trail Westport, CT 06880
4 Bed
3 Baths
2027 sqft
MLS# 24153301
Tenants have described this charming bungalow as "a thoughtfully-curated 5-star accommodation in a fantastic location". Furnished rentals do not get any better! You can enjoy this sparkling clean and tastefully decorated cottage for 12 to 15 months. WALKABLE TO TRAIN, Saugatuck Center, Levitt Pavilion, our award-winning Westport Library and so much more. Beautiful Compo Beach and Longshore Golf, Sailing & Tennis are all a short bike ride away in one direction, with downtown Westport shopping and restaurants in the other direction. Enjoy dining at many local restaurants or al fresco in your own charming, pea-gravel back yard complete with cafe lights and wisteria above a rustic farm table. Lawn and landscaping included for condo-style, low maintenance living. 4 bedrooms, 3 full bathrooms plus a convenient outdoor shower for rinsing off sand from the beach! Price includes locker at Compo Beach to store your beach chairs; it just doesn't get easier than this! NOTE: current tenant has some limited furnishings of their own in the house, so refer to the photos for decor with a few furniture pieces upgraded since photos taken.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman
$8,000 / mo (USD)
Saugatuck Area Rental Home
Active
414 Riverside Avenue Westport, CT 06880
3 Bed
3 Baths
2457 sqft
MLS# 24148167
Furnished farmhouse with Waterviews and Walk to Train. Forget your cares and your car! Artist's restored farmhouse with oodles of charm, sophistication and amenities (central air, porch, swing, two patios, BBQ grill, grassy yards, outdoor Ping Pong, chef's kitchen and hydro tub for relaxing) in Westport's 'happening' restaurant village of Saugatuck. A 5-minute walk to everything: the train to NYC (one hour), kayak and paddle board rentals, ice cream, wine shops, dining. Across from a lovely riverside park with footpaths and nearby boardwalk. Stroll to library, Levitt Pavilion and bike to the beach and town golf, tennis, and sailing. What a location!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Inna Agujen
$7,500 / mo (USD)
Shippan Area Rental Home
Active
43 Harbor Drive 509 Stamford, CT 06902
2 Bed
2 Baths
1455 sqft
MLS# 24153958
Luxurious fully furnished penthouse with jaw-dropping water & city views day and night in Stamford's premier waterfront community, Shippan Point. Exclusive building with private elevator, separate entrance, and only two units per floor. Renovated throughout with a stunning kitchen, oversized quartz breakfast bar, and spa-like baths. Balcony overlooks the marina; sunsets, boats, and beach living just minutes away. Close to downtown, dining, shopping, and train. Covered parking available. Annual and short-term lease options available.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Demetrios "Demetri" Dassouras
$5,500 / mo (USD)
Coleytown Area Rental Home
Active
167 North Avenue Cottage Westport, CT 06880
2 Bed
2 Baths
1201 sqft
MLS# 24153517
Charming two-bedroom carriage house filled with natural light, set on two private acres. This beautifully renovated home offers an open-concept layout, featuring a brand-new kitchen and updated bathroom. Situated on two picturesque acres in the sought-after Coleytown neighborhood, while still just minutes from downtown Westport, shopping, dining, and transportation.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Brittany Strouse
$4,800 / mo (USD)
Hillspoint Area Rental Home
Pending
63 Valley Road Westport, CT 06880
2 Bed
2 Baths
1342 sqft
MLS# 24154074
Welcome home to this adorable 2-3 bedroom, 2 full bath cape on Valley Rd., a super convenient, quiet neighborhood located between Greens Farms and Saugatuck Village. The sunny first floor features a spacious living room with fireplace, family/dining room with windows overlooking the backyard and access to the patio. The bright, spacious kitchen, full bath, bedroom/office, and laundry complete the main level. The upper level has 2 large bedrooms and a full bath with double sinks and a tub/shower. This home is close to shopping, restaurants and walking distance to Longshore, Compo Beach, and all that Saugatuck has to offer, as well as the train and I-95 for an easy commute. Garage on property is for owner's personal use.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Georgia Rojas
$3,950 / mo (USD)
Long Hill Area Rental Home
Active
Address Not Disclosed Trumbull, CT 06611
2 Bed
2 Baths
1092 sqft
MLS# 24146294
This sun-filled 2-3 bedroom ranch offers a versatile open floor plan and is ready for you to move in! The freshly painted interiors highlight the open and welcoming main level, where a generous living room features a charming fireplace and a wide bay window that brings in beautiful natural light. The dining area connects seamlessly to an inviting kitchen equipped with plentiful cabinetry, stainless steel appliances, and a center island-ideal for casual dining and entertaining alike. Two comfortable bedrooms and a full bathroom complete the main floor, complemented by hardwood flooring and a clean, neutral palette throughout. The finished lower level, accessible through its own private entrance, expands the living space with exceptional flexibility. It includes a den or playroom, a separate room with a full-size closet suitable for a third bedroom, home office, or fitness space, and a full bathroom with a shower. Large windows, updated flooring, and generous storage enhance the functionality of this level. Outdoors, the level backyard offers a raised deck perfect for outdoor dining and grilling, along with mature trees that provide shade and privacy and ample room for recreation or gardening. With updated HVAC systems, a smart and adaptable layout, and a location convenient to schools, shopping, parks, and major commuter routes, this home blends comfort, versatility, and value in a setting designed for everyday enjoyment. Welcome home!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kristin Corsello-Egmont
$3,200 / mo (USD)
N/A Area Rental Home
Active
433 Post Road Darien, CT 06820
2 Bed
1 Baths
2817 sqft
MLS# 24148900
Recently renovated apartment ideally located in Darien. The kitchen features stainless steel appliances, abundant cabinetry, and a large island that opens to the living and dining areas-perfect for entertaining. The primary bedroom offers custom built-in cabinetry providing excellent storage. All utilities are included in the rent. This is the only residential unit in the building; the lower level is occupied by a doctor's office.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Christopher "Chris" Spadaro
$3,000 / mo (USD)
Downtown North Area Rental Home
Active
54 Richmondville Avenue Westport, CT 06880
1 Bed
1 Baths
900 sqft
MLS# 24148204
Bright and Beautifully remodeled 2 floor 1- bedroom apartment.Offering a spacious sun filled living area and oversized primary ensuite.Featuring a brand new kitchen with new appliances and an in unit washer and dryer.Ideally located within walking distance to town with easy access to Westport's shops, dining and beach.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Kosut
$2,800 / mo (USD)
East Norwalk Area Rental Home
Active
6 Pleasant Street 3 Norwalk, CT 06855
3 Bed
1 Baths
2757 sqft
MLS# 24147862
ALL UTILITIES INCLUDED - Spacious 3-bedroom unit located in desirable East Norwalk, offering a bright and functional layout with ample living space. Enjoy a large private balcony, perfect for relaxing or entertaining. Well maintained and move-in ready with a comfortable, functional flow ideal for everyday living. Enjoy the ease of two off-street parking spaces and a prime location close to beaches, parks, shopping, dining, train, and major highways. An opportunity to live in a desirable neighborhood with utilities fully covered.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Demetrios "Demetri" Dassouras
$2,800 / mo (USD)
Cove Area Rental Home
Active
638 Cove Road 3 Stamford, CT 06902
2 Bed
1 Baths
1180 sqft
MLS# 24154182
Live the Cove lifestyle in one of Stamford's most sought-after waterfront neighborhoods! Welcome to 638 Cove Road Unit #3, a bright and inviting true 2-bedroom, 1-bath home perfectly located just minutes from Cove Island Park, beaches, walking trails, and all the best of Stamford's shoreline living. This bright, well-designed unit features two full-sized bedrooms, a spacious living area, fireplace, and a kitchen equipped with a dishwasher for everyday ease. Enjoy the added convenience of covered parking plus laundry on the premises-everything you need for effortless living. Whether you're soaking up the shoreline lifestyle, commuting with ease, or looking for the perfect place to call home, this one checks all the boxes. Perfect for commuters or anyone seeking easy living near the water. Don't miss this rare Cove opportunity!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Geoffrey Hollander
$2,600 / mo (USD)
North End Area Rental Home
Active
51 Waller Road Bridgeport, CT 06606
3 Bed
1 Baths
1219 sqft
MLS# 24134240
SHORT TERM UNFURNISHED RENTAL ONLY!!!!Updated Ranch Style home located within walking distance to Sacred Heart University and close to the Merritt Parkway. Spacious remodeled eat-in kitchen with dining area and island/breakfast bar. Cherry wood cabinets, stainless steel appliances and tile back splash. Full size washer and dryer in kitchen. The full bath has been updated with neutral tile in the tub and shower area. All 3 bedrooms are spacious with double closets. Level yard with patio. Garage has additional storage. Ample driveway can accommodate several cars. NO STREET PARKING PERMITTED. The owner provides lawn cutting and lawn care. Snow removal is the tenant's responsibility. RENTAL TERM FROM December 2025-MAY 2026 is $2600 per month. Applicants and cosigners need to provide credit checks through Rent Spree at their expense and provide to the listing agent. Renter's insurance required. NO PETS OR SMOKERS WITH NO EXCEPTIONS! Tenants receive a full tank of oil at the start of the lease and the tenants leave a fuel tank upon leaving through the owner's oil company. Photos from previous listing.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Marilyn Heffers
$2,600 / mo (USD)
Sono Area Rental Home
Active
33 North Water Street 301 Norwalk, CT 06854
1 Bed
1 Baths
917 sqft
MLS# 24152742
Waterfront living at its finest, directly across from the Maritime Aquarium in the heart of SoNo. Step outside your door and enjoy downtown Norwalk's restaurants, shops, and waterfront lifestyle. This spacious 1BR/1BA unit offers abundant natural light with floor-to-ceiling windows throughout, a modern layout, and in-unit laundry. The building also features an elevator for easy access. Lease includes full use of the fitness center and one assigned garage parking space. Contemporary elegance meets unbeatable convenience.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Demetrios "Demetri" Dassouras
$2,300 / mo (USD)
Mid City Area Rental Home
Active
104 North Street Apt 401 Stamford, CT 06902
1 Bed
1 Baths
846 sqft
MLS# 24140315
Beautifully Located & Move-In Ready! This spacious one-bedroom residence features an open-concept layout with a modern, updated bathroom and a seamless flow from the kitchen into the combined living/dining area. Both the living room and the bedroom offer access to a private balcony, providing sweeping city views and a relaxing outdoor retreat. Additional highlights include an in-unit washer/dryer, elevator access, and assigned parking. Ideally situated just minutes from UConn Stamford, top restaurants, shops, and all the vibrant amenities that downtown Stamford has to offer.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Katerina "Kat" Hendrickson
$2,300 / mo (USD)
N/A Area Rental Home
Active
300 Broad Street 107 Stamford, CT 06902
1 Bed
1 Baths
517 sqft
MLS# 24140652
Welcome 2026 in your new home (furnished or unfurnished)! Discover this move-in-ready one-bedroom condo perfectly situated in the heart of Downtown Stamford. Located on the first floor, this unit offers a bright and inviting open layout with a well-equipped eat-in kitchen, a spacious living area, and the convenience of an in-unit washer and dryer. Residents enjoy a host of amenities, including a newly updated community patio with BBQ grills, tables, and seating-ideal for outdoor gatherings-along with an on-site fitness center, a dedicated parking spot, a live-in superintendent, and a warm, welcoming lobby. Just steps outside your door, you'll find Stamford's top restaurants, shops, and public transportation, making everyday living, commuting, and entertainment effortless. An unbeatable location-come see it for yourself! Available for furnished at $2500/month
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Ninfa Valella
$2,100 / mo (USD)
Broad River Area Rental Home
Active
11 Bedford Avenue O-3 Norwalk, CT 06850
1 Bed
1 Baths
732 sqft
MLS# 24146874
NEWLY REDUCED - RESERVED PARKING SPOT AND LAUNDRY IN THE COMPLEX! Bright, sunny, and spacious renovated condo unit. Heat, hot water and parking included. 2nd floor. Hard wood floors throughout. Nicely renovated kitchen, tile floor, cherry cabinets, updated appliances, recessed lighting, 1 Ceiling fan. Fresh full bathroom with stall shower, ceramic tile. Generous sized bedroom with large closets and hardwood floor. Large living area with dining area. Laundry on premises. Great location with convenient access to I-95 and Merritt Pkwy. Next to the elementary school and around the corner from the hospital. Very close to all public transportation and shopping. Quiet setting in Kingsley complex with a parklike atmosphere. Available Immediately. The unit comes with one assigned parking spot (#47); there is a communal laundry room in building F which is in the center of the complex; the Postal Box are also located in the center of the complex. All applicants are required to do a RentSpree application, credit check, and provide proof of funds.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Ninfa Valella
$2,100 / mo (USD)
South Norwalk Area Rental Home
Active
218 Flax Hill Road 2 Norwalk, CT 06854
1 Bed
1 Baths
5617 sqft
MLS# 24146836
All Utilities Included! Discover this 1 bedroom rental in a central location, just minutes from vibrant downtown Norwalk. Enjoy a open concept layout, dedicated off street parking, and unbeatable convenience to shopping, dining, and major highways. With heat, hot water, and electricity all covered, this is a hassle free living experience. Make it yours today!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Demetrios "Demetri" Dassouras
$1,795 / mo (USD)
Sono Area Rental Home
Active
7 Fairfield Avenue 1 Norwalk, CT 06854
1 Bed
1 Baths
400 sqft
MLS# 24141589
Live in the heart of SoNo in a beautifully renovated first floor studio that truly feels like a one bedroom. Two steps down from the main living space, a sunken bedroom area paired with a partial wall creates real separation and privacy. You get defined sleeping quarters without sacrificing openness or light. Ceilings soar over 14 feet, something you rarely find in South Norwalk. The volume alone makes the space feel dramatic and expansive. Natural light pours in through large windows, and the open layout makes the home feel significantly larger than a typical studio. Everything is brand new. The kitchen and bath have been fully updated with clean, modern finishes. Fresh paint throughout gives the entire unit a crisp, move in ready feel. The decorative fireplace anchors the living area and adds warmth and character you simply do not see in most rentals. The financials are simple and transparent. Water is included. Electricity is a fixed $200 per month, no seasonal surprises. Tenant pays gas for heat, hot water, and cooking. Assigned parking is located in the paved lot behind the building, a huge advantage in SoNo. Location is where this home truly stands out. You are moments from the train, top restaurants, the waterfront, the SoNo Collection mall, fitness studios, coffee shops, and nightlife. Leave your car parked and walk everywhere. Studios with this ceiling height, layout, renovation level, and parking rarely hit the market in this building. If you are looking fo
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Inna Agujen
$24 (USD)
Flax Hill Area Commercial Lease
Active
200 Connecticut Avenue Norwalk, CT 06854
Bed
0 Baths
124336 sqft
MLS# 24152047
Recently renovated Class A office building under new ownership, positioned along Norwalk's premier Route 1 retail and amenity corridor. This 10-story, property features seven floors of premium office space multiple levels of covered parking, with flexible configurations from 590 SF to 26,743 SF including full-floor opportunities. Multi-million dollar recent upgrades include a modern lobby, full-service cafe, on-site fitness center, and three elevators. The building offers central HVAC, full fire sprinkler protection, and public water/sewer service. Premium amenities include a 303-space covered parking garage (2.3:1,000 SF ratio), multiple loading docks, and approximately 50 common-area restrooms. Direct I-95 and Route 1 access with nearby SoNo, Rowayton, and Darien Metro-North stations provide seamless connectivity to Fairfield County and New York City. Surrounded by popular dining and retail destinations, this professionally managed property is ideal for corporate, professional, medical, and technology users seeking scalable, move-in ready space in Norwalk's most connected office environment.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Inna Agujen
