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23 Bridge St, Westport
$1,058,500
4 Beds ⋅ 3 Baths ⋅ 24151653 MLS
Set in the heart of Westport, 23 Bridge Street offers a rare opportunity to own a character-rich home at a price point that is increasingly hard to find in town. Ideally located just minutes from the Metro-North Railroad train station, this property delivers exceptional everyday convenience for commuters and weekend explorers alike. The home borders over 1.5 acres of town-owned open space, a truly rare feature in this part of Westport so close to the center of town. An in-ground pool adds to the lifestyle appeal (pool photo is digitally rendered). Inside, the home is rich with antique barn-style character dating back to the early 1900s. Signature rooms include a dramatic great room with cathedral ceilings and a striking cobblestone fireplace wall, which flows seamlessly into an enclosed sunroom. At ground level, a walk-out offers exceptional versatility, featuring an additional bedroom, full bath, and partial kitchen. This property presents multiple paths forward: remodel in place, expand, or add an additional level. Plans are available for review, offering buyers a head start on unlocking the home's full potential. Surrounded by luxury shopping, renowned dining, and Westport's elevated lifestyle, this is a compelling opportunity to create long-term value in a premier location. Perfectly positioned minutes from Saugatuck Center, Compo Beach, Longshore Club Park, and downtown Westport-this is historical charm paired with modern convenience, 50 miles from NYC, Welcome Home!

23 Bridge St, Westport

5 Edge Hill Trl, Westport
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 24174435 MLS
BRAND NEW ROOF. BRAND NEW BOILER. Even though the house is not new, it sure will seem like it is! But that isn't the best part about this house...this lovely home is in a catbird seat location! Walking distance to the best Westport has to offer...Main Street shops & restaurants, the library, the Levitt Pavilion, the farmers' market or the Playhouse. A quick bike ride to Longshore Park or Compo beach, this home sits in the heart of Westport. Newly painted and refreshed, this home is so easy to enjoy. A lovely, sunlit living room with a wood-burning fireplace is wonderful for entertaining. A roomy, eat-in kitchen is adjacent to the dining room with sliding doors that leads out to a deck. Having dinner on the deck is like dining among the treetops! Two ample-sized bedrooms and a hall bath, along with the Primary bedroom with ensuite bath, complete the upper floor of this home. The downstairs has a possible 4th bedroom/office/workout space (you decide how to use it!) and a large family room with a fireplace and sliders that lead out to the newly landscaped backyard. To complete the package, this house has a very convenient attached two-car garage. The only thing better than the location, is the wonderful home itself!

5 Edge Hill Trl, Westport

220 Lansdowne Unit 220, Westport
$1,030,000
2 Beds ⋅ 3 Baths ⋅ 24137684 MLS ⋅ Lansdowne BLDG.
Incredible opportunity to own at Lansdowne, one of Westport's most desirable gated communities. This elegant townhouse offers spacious, sun-filled living with beautiful architectural details and serene outdoor views. The large living room features a cathedral ceiling, hardwood floors, and a fireplace, leading to a bright sunroom with sliding doors to an oversized patio overlooking a picturesque yard with a pond and summertime fountain-the perfect setting for relaxing or entertaining. A formal dining room with vaulted ceilings, hardwood floors, triple windows, and a wet bar, provides an inviting space for gatherings. The eat-in kitchen is appointed with granite counters, white cabinetry, stainless steel appliances, and a nearby powder room. A desirable first-floor primary suite includes a walk-in closet, full bath, and convenient laundry. A second primary suite is located on the upper level, featuring a loft area, full bath, walk-in closet, and ample storage space-ideal for guests or a private retreat. Enjoy the ease of townhouse living with Lansdowne's sought-after amenities, including a pool, tennis courts, clubhouse, and lush landscaped grounds-all within minutes of downtown Westport, Compo Beach, and Metro-North. Experience comfort, style, and convenience in this beautifully maintained home in one of Westport's premier communities.

220 Lansdowne Unit 220, Westport

201 Bradley Ln Unit 201, Westport
$1,015,000
2 Beds ⋅ 3 Baths ⋅ 24168481 MLS ⋅ Bradley Commons BLDG.
Welcome to Bradley Commons, a private gated enclave in the heart of Westport's vibrant Saugatuck neighborhood-just minutes to the train, Compo Beach, top-rated schools, and premier dining and shopping. This exceptional end-unit townhome features a bright open floor plan with hardwood floors, high ceilings, and abundant natural light. The chef's kitchen offers granite countertops, gas range, French door refrigerator, large pantry, and breakfast bar, flowing seamlessly into the dining area with sliders to a private deck-ideal for entertaining. The sun-filled living room with eastern exposure includes a gas fireplace, powder room, and generous closet space. Upstairs, the spacious primary suite boasts walk-in closets and a luxurious ensuite bath with double vanity and oversized shower. A second en-suite bedroom and upper-level laundry provide comfort and convenience. The versatile lower level is perfect for a guest suite, office, gym, or den, with direct access to a private patio and yard, plus ample storage and entry to the attached one-car garage. Beautifully maintained with professional landscaping and abundant guest parking, Bradley Commons offers turnkey living in an unbeatable location.

201 Bradley Ln Unit 201, Westport

785 Post Rd E Unit 304, Westport
$1,000,000
1 Beds ⋅ 1 Baths ⋅ 24123814 MLS ⋅ The Gables Of Westport BLDG.
AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local renowned builder RPM Home Inc., these residences showcase open floor plans and premium finishes: Bertazzoni appliances, Grohe fixtures, custom cabinetry, quartz and marble countertops, 6" white oak flooring, and elegant trim selections. This nearly completed residential flat provides the best of single-floor living, filled with natural light from expansive Marvin windows. The open floor plan seamlessly connects the living room, kitchen, and dining area. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available. HOA estimated at $500-$600/month. Real Estate Taxes are to be determined.

785 Post Rd E Unit 304, Westport

503 Bradley Ln Unit 503, Westport
$999,000
2 Beds ⋅ 3 Baths ⋅ 24157132 MLS ⋅ Bradley Commons BLDG.
Welcome to Bradley Commons - a private, gated enclave in the heart of Westport's coveted Saugatuck neighborhood. Originally presented as the model home for the community, this distinguished end-unit residence showcases elevated finishes, thoughtful architectural detail, and a premier setting within the complex. Just a five-minute walk to the Metro-North station, the home offers effortless access to Manhattan while embracing Westport's coastal lifestyle - ideal as a full-time residence or refined weekend retreat. A gracious, light-filled entry framed by windows on two sides introduces a grand, beautifully designed staircase that serves as an elegant focal point. The main level features 9+ foot ceilings, rich hardwood floors, and an open-concept layout designed for modern living. The family room with gas fireplace flows seamlessly to the dining area and private deck - perfect for entertaining or quiet evenings at home. The chef's kitchen is both refined and functional, offering a generous peninsula with seating, stainless steel appliances, custom cabinetry, and a separate pantry - all overlooking a private, manicured green backyard that provides a serene natural backdrop.

503 Bradley Ln Unit 503, Westport

185 Regents Park, Unit 185, Westport
$951,000
1 Beds ⋅ 3 Baths ⋅ 24137898 MLS ⋅ Regents Park BLDG.
Welcome to 185 Regents Park, an award-winning gated community in Westport offering an exceptional blend of luxury, privacy, and convenience. From the moment you arrive, you'll appreciate the beautifully landscaped grounds and 24-hour security. Step inside this elegant townhouse and be greeted by a grand, light-filled foyer with double skylights that opens to a spacious living and dining area. The living room features built-in bookcases, a dry bar, and a cozy fireplace - perfect for relaxing or entertaining. Two sets of sliders lead to a private deck, seamlessly connecting you to the outdoors. The eat-in kitchen offers generous counter space, hardwood floors, stainless-steel appliances, and skylights that fill the room with natural light. Upstairs, you'll find the laundry area and a luxurious primary suite with a comfortable sitting or office area, exceptional closet space, and a convenient kitchenette - perfect for your morning coffee. The en-suite bath includes both a walk-in shower and a soaking tub. The fully finished lower level provides flexible space for a den, home office, gym, or guest room. Community amenities include a pool, tennis courts, and a clubhouse. This residence offers the perfect opportunity to add your own personal touches and create your dream home. Conveniently located near Westport's renowned restaurants, shops, beaches, the Playhouse, and Longshore Golf Course, 185 Regents Park delivers the best of luxury living in an unbeatable location.

185 Regents Park, Unit 185, Westport

29 Guyer Rd, Westport
$950,000
3 Beds ⋅ 2 Baths ⋅ 24142691 MLS
Located on highly desirable Guyer Road, this 3-bedroom, 2-bath plus bonus room home is being offered for the first time since 1980. Guyer Road is a quiet horseshoe street with limited traffic and a central Westport location offering convenient access to town, beaches, schools, and shopping. Originally part of an onion farm, the neighborhood was developed in the mid-to-late 1950s, and many homes have since been renovated, expanded, or rebuilt. This home is positioned in the valley section of the street on a .51-acre lot and offers a flexible floor plan with multiple living spaces, including a living room, dining room, and family room. One bedroom was created from the former garage and features its own exterior entrance, offering options for an office, guest area, or conversion back to garage space. The property offers an excellent opportunity for renovation, personalization, expansion or new build. Four bedrooms, two full baths, and a spacious lot provide a solid foundation for future improvements. A rare opportunity to purchase a home on Guyer Road, where properties do not often come on the market.

29 Guyer Rd, Westport

6 Sunny Acres Ln, Westport
$950,000
4 Beds ⋅ 1 Baths ⋅ 24130202 MLS
Welcome to "The Village" as this lovely neighborhood in Westport is known by long time homeowners. This cape cod style home sits on a flat .25 acre lot on the cul de sac. Opportunity awaits for builders to take advantage of this great location and build a dream home either for you or for a client that has been looking for a terrific lot. If you are an end user and have been renting and waiting for the right home that you can move into... and remodel into your dream home at your own pace, this could be the opportunity you've been waiting for! This home features great bones and was a family home that has stood the test of time and use! There is a living room and kitchen on the main floor. There are 2 bedrooms on the main floor and one full bathroom. Upstairs there are two bedrooms. The basement is full and unfinished. This is an opportunity for someone to be able to own a home in Westport and enjoy the beaches, highly rated schools, the arts, dining and shopping and beautiful lifestyle Westport is known for! The home is being sold "as is".

6 Sunny Acres Ln, Westport

25 Maplewood Ave, Westport
$930,000
3 Beds ⋅ 3 Baths ⋅ 24130771 MLS
LOVE IT TODAY, DREAM YOUR TOMORROW! WOW!!! This snuggly 1800sf bungalow is ready for you to move right in with 3-bedrooms, 2-1/2 baths total on 3 levels (which includes the 1 bedroom/1bath Lower Level legal accessory apartment). Guests feel welcomed the minute they step through the 25 Maplewood front door into the light-filled main level where entertainment feels easy-peasy! The open floor plan has wonderful flow between Living Room with built-ins, roomy Dining Room and Kitchen with stainless steel appliances, updated cabinetry and granite countertops. The upstairs top level features an unexpectedly roomy Primary Bedroom and Bedroom #2. Closet built-ins maximize storage and an updated bathroom are wonderful features. The Lower Level holds RARE TREASURE in Westport that yields an income option: a LEGAL ACCESSORY APARTMENT with direct walkout to paved parking at its entry and its own #2 Willowbrook mailing address. You can opt to rent it as an ongoing income supplement (as the Seller did for 14 years and at $1425 most recently) --- OR as your primary residence while renting the upper level for greater cash flow(current owner yielded $5750/month for the recent 1-1/2 years ...see MLS listing #24013621)! Or maybe you will opt to live the whole house as all-yours and use it as a private office or recreation space . Off-street paved parking for 6 cars adds a fabulous advantage on a street where many get by with far less.

25 Maplewood Ave, Westport

7 High Gate Rd, Westport
$915,000
4 Beds ⋅ 2 Baths ⋅ 24126961 MLS
A Greens Farms Opportunity with Character and Possibility Set in the heart of sought-after Greens Farms, this charming home offers both comfort today and exciting possibilities for tomorrow. With its Cape-to-Colonial design, the home combines character with a flexible layout-featuring two bedrooms on the main level and two upstairs. One of the spacious second-floor bedrooms could easily serve as a den, office, or media room, adapting to your lifestyle needs. The sun-filled living area is anchored by a newer kitchen, open to the living room for a modern, welcoming feel-perfect for gatherings and everyday living. Outdoors, the level .34-acre lot provides a peaceful setting with space to enjoy. Rarely does a home in Greens Farms come to market at such an approachable price point. Whether you're drawn by the neighborhood or the flexible spaces, this home is a true find in one of Westport's most desirable communities.

7 High Gate Rd, Westport

23 Bridge St, Westport
$896,000
4 Beds ⋅ 3 Baths ⋅ 24132874 MLS
Nestled back on a .31 Acre site is an intriguing circa 1900 converted barn/carriage house. This property is unique in many ways, as it has spacious rooms, smallish rooms, an interesting flow, guest living area in the walkout lower level, charming stone patios, garden areas and an elegant pool. Plus, one can walk to the Saugatuck station in 5-7 minutes! RARE! Because this property started life as a barn, the floorplan is unexpected. The main level has an entry hall, eat in kitchen, open and attached to a large cathedral ceiling dining room. The Great Room has cathedral ceilings, a cobble stone fireplace wall, and leads to a large sunroom, bathed in natural sunlight. A hallway leads to two bedrooms, two full baths, and an office. Another bedroom is in the loft. At ground level is the walkout full guest space, with another bedroom, full bath and partial kitchen. ( No stove currently.) There are wood floors mostly, and natural landscaping with stone walls and patios. A new owner will want to do some upgrades to make it their own, and enjoy all that Westport will offer, especially that closeness to the train! Subject to probate, as this is an estate. As is. There is no Property Disclosure. When viewing, be aware of the long shared driveway, and park either at the red picket fence and walk the pool deck carefully, OR, park in the carport, and go up the stone steps to the front door.

23 Bridge St, Westport

68 Center St, Westport
$880,000
4 Beds ⋅ 3 Baths ⋅ 24140854 MLS
Welcome to 68 Center Street - a rustic retreat nestled in beautiful Greens Farms. This character-rich 1920s Cottage, cherished by the same family for over 50 years, is now ready to begin a new chapter - with you. You will find charming nooks, thoughtful details and two wood burning fireplaces perfect for quiet mornings or hosting friends, on three finished levels. The glass solarium entry invites you to view a peaceful garden featuring an impressive collection of 37 different kinds of flowers. The eat-in kitchen sets the scene for leisurely weekend breakfasts, while both the living and family rooms - with their fireplaces - provide an inviting backdrop for cozy evenings. Outside, there's a charming detached stone garage, a whimsical potting shed and grounds that offer both privacy and serenity - without sacrificing convenience. You're close to local favorites - restaurants, markets, the Greens Farms train station, Burying Hill Beach, Greens Farms Elementary and Sherwood Island State Park - all just minutes away. 68 Center Street isn't just a home - it's a charming blank canvas waiting for your personal touch! Home and property sold "as is."

68 Center St, Westport

202 Bradley Ln Unit 202, Westport
$880,000
2 Beds ⋅ 3 Baths ⋅ 24136555 MLS ⋅ Bradley Commons BLDG.
Nestled in a private gated enclave, this sophisticated Westport townhouse blends timeless elegance with modern comfort. Enjoy a coveted lifestyle with walkable access to Metro-North and Saugatuck's vibrant dining scene. Bradley Commons is a beautifully maintained, gated condominium complex offering an effortless lifestyle. Rich millwork, gleaming hardwood floors, large windows and an attached garage elevate this pristine home's appeal. The custom granite kitchen boasts premium stainless steel appliances and flows seamlessly into open-concept living and dining rooms, anchored by a cozy fireplace and glass doors leading to a sun-kissed deck. Two luxurious en-suite bedrooms. The first is the sun-filled primary suite, which has dramatic double doors, a tray ceiling with gorgeous mouldings, two fitted closets and a large spa-like bath with double vanity and glass shower. 2nd bedroom w/cathedral ceiling & full bath. Convenient bedroom-level laundry. The walk-out lower level offers a spacious family room perfect for entertaining or relaxing, and there is a space used as a convenient home office. Recent upgrades include new central air, heating, and hot water systems that are all less than 1.5 years old. Minutes from Compo Beach's scenic shoreline and Longshore Club Park's golf, tennis, sailing and marina amenities, the Saugatuck Rowing Club and beautiful river access, this residence offers the best of Westport living. A rare opportunity for refined coastal charm and convenience.

202 Bradley Ln Unit 202, Westport

489 Main St, Westport
$840,000
5 Beds ⋅ 4 Baths ⋅ 24121354 MLS
Single Family with legal accessory apartment. New 5 bedroom septic system- just installed and new furnace and hot water heater in apartment. Let your imagination soar in creating your ideal situation. The main house and the accessory apartment each has a fireplace, The main house has 3 bedrooms and the apartment 2 bedrooms and each has 2 full baths. Hardwood Floors, laminate floor, vinyl floor, parquet floors, carpeted floors and even slate floors nicely accent the various rooms in the property. A pleasant balcony, an elevated deck and lush gardens are a few of the outdoor features. Close to all that matters, the town, shopping and the Merritt. Back on the market because of denial of financing no fault of home.

489 Main St, Westport

2 Drumlin Rd, Westport
$825,000
4 Beds ⋅ 2 Baths ⋅ 24133545 MLS
Welcome to 2 Drumlin Road, a rare single-story ranch nestled in the desirable Compo Beach neighborhood of Westport. Set on a .29-acre parcel, this 4-bedroom, 2-full-bath home offers endless possibilities-move right in, renovate, or build your dream home. Lovingly maintained by the same owners since 1973, the home features a cheerful kitchen with stainless steel appliances, a newer roof, siding, and windows, plus spacious front and back decks for outdoor enjoyment. The inviting front porch is ideal for relaxing in a rocking chair, while the expansive rear deck provides a great space for entertaining. This hard-to-find ranch-style residence blends comfort, convenience, and opportunity in one of Westport's most sought-after locations-within walking distance to Old Mill and Compo Beach, and close to schools, town, and commuting options.

2 Drumlin Rd, Westport

230 Saugatuck Ave Unit U-6, Westport
$740,000
2 Beds ⋅ 3 Baths ⋅ 24120074 MLS ⋅ Indian River Green BLDG.
Welcome to Indian River Green! Located in a private community of 20 Townhouse Style Units in the desirable Saugatuck neighborhood with walk to train convenience. Beautiful Open Concept design with custom kitchen which features skylights, vaulted ceiling, corian countertops and tile backsplash. The dining room has built -in bookcases and opens to the spacious Living Room which boasts a fireplace, built-ins, vaulted ceiling and sliders that access your private patio. Private half bath with laundry along with sunlit entry foyer complete the main level. As you walk up the light and bright staircase you are greeted to the Primary Bedroom Suite which showcases a high ceiling, sliders to a wonderful upper balcony/deck and beautiful full bath. The second Bedroom has a vaulted ceiling with an ensuite full bathroom. A wrap around entry porch and private 1 car garage complete this attractive home. Just minutes to the heart of downtown shopping and beaches with easy access to the train and I-95. Enjoy all that the Westport lifestyle has to offer. The perfect place to call home!

230 Saugatuck Ave Unit U-6, Westport

26 Hiawatha Lane Ext, Westport
$670,000
3 Beds ⋅ 2 Baths ⋅ 24118735 MLS
**Westport Estate Sale!!** Bring your Design Ideas to Life with this 3 Bedroom, 1.5 Bath Saugatuck Raised Ranch Set on .41 Acres. Light Filled Living Room & Dining Area with Fireplace. Nice Hardwood Floors Throughout! High Ceiling, Dry Basement with a Framed Out Half Bath. Basement is Just Waiting to be Finished for Additional Living Space. 1 Car Attached Garage. Wonderful Location for Commuters! WALK to the Westport Train Station or Hop onto I-95. Less than one Hour to NYC by Road or Rail. WESTPORT AMENITIES Include: Award Winning Top Rated Public and Private Schools!! Beautiful Resident Beaches, Boating, Parks, Golf, Restaurants, Shopping, Museums, Theatre, Concerts, And So Much More!! This Home Does Needs Some Work and Remodeling BUT it is WELL WORTH the EFFORT!! Enjoy ALL that Westport has to Offer at an Affordable Price.

26 Hiawatha Lane Ext, Westport

26 Crescent Park Rd, Westport
$568,000
3 Beds ⋅ 2 Baths ⋅ 24137231 MLS
Beautifully maintained single-family home offering 3 bedrooms and 2 full bathrooms, with hardwood floors throughout, perfectly move-in ready, this home provides comfortable living with a thoughtful layout, over 1100 sq ft, a great condo alternative. Located in the heart of Westport, you'll enjoy convenient access to all the town's amenities-shops, restaurants, beaches, and more-while commuters will love the quick connection to I-95, the nearby train station. and excellent Westport school system, consistently ranked among the best in the state. This home is designed for easy living, featuring bright and airy living spaces, a functional kitchen, and well-proportioned bedrooms. The home has many improvements including improved crawlspace, new electrical panel, roof (with 30-yr warrantee), newer Central cooling and heating system and water heater, thermopane windows, hardwood floor, Wi-Fi thermostat. Don't miss this opportunity to own a turnkey property in one of Fairfield County's most desirable communities.

26 Crescent Park Rd, Westport

12 Cross Hwy Unit B, Westport
$560,000
1 Beds ⋅ 1 Baths ⋅ 24205418 MLS ⋅ Westport Village BLDG.
Welcome to this charming condominium featuring a bright, open concept layout designed for comfortable living and effortless entertaining. The spacious living and dining area flows seamlessly into the kitchen, creating an inviting atmosphere filled with natural light.The generously sized bedroom offers a peaceful retreat, while the well appointed bathroom provides both style and functionality. Step outside to your private patio, perfect for enjoying your morning coffee, relaxing with a book, or dining al fresco. Whether you are a first time buyer, looking to downsize, or searching for a low maintenance home, this condominium offers the perfect blend of comfort, convenience, and modern living in a great location in Westport.

12 Cross Hwy Unit B, Westport

32 Whitney Glen, Unit 32, Westport
$520,000
1 Beds ⋅ 2 Baths ⋅ 24162515 MLS ⋅ Whitney Glen BLDG.
Whitney Glen, one of Westport's sought-after communities, is surrounded by mature trees & impeccably maintained grounds. This tranquil & serene end-unit condo offers the perfect blend of comfort & convenience. Located on the second floor, this 949-square-foot residence looks much larger thanks to its vaulted ceilings. Natural light pours in through the skylight, sliding glass doors, & large windows highlighting the hardwood, white oak floors throughout. The dining & living room (with its cozy, wood-burning fireplace), kitchen, bed & bath make up the main level. Conveniently located off the foyer are the washer & dryer. Step outside to one of two private decks, ideal for morning coffee or afternoon drinks. A spiral staircase leads to a loft with wood paneled walls. This flexible area offers endless possibilities-office, yoga studio, or guest retreat. It includes a full bath along with access to the attic. There is a huge storage room in the basement. Whitney Glen offers a heated, saltwater pool, open early in the season & extends into early autumn. Despite its peaceful setting, the location is incredibly convenient. Just a short walk to the Westport Country Playhouse, Winslow Park for dogs, CVS, Trader Joes, plus exceptional restaurants & shopping. One resident must be 62 years of age. HOA is $261/month, with an additional tax district of $638/quarter. A rare opportunity to enjoy low-maintenance living in the heart of Westport-where tranquility meets accessibility.

32 Whitney Glen, Unit 32, Westport

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