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18 Silver Brook Rd, Westport
$2,400,000
4 Beds ⋅ 5 Baths ⋅ 24191350 MLS
Welcome to 18 Silver Brook Road, a beautifully updated and meticulously maintained home set on a level, private acre in one of Westport's most beloved neighborhoods. Located in the sought-after Silver Brook/Bonnie Brook community, this move-in ready residence offers the perfect blend of timeless charm, generous living spaces, and exceptional indoor-outdoor living. The spacious eat-in kitchen flows seamlessly into the vaulted family room, creating a natural gathering place for everyday living. Formal living and dining rooms, a sun-filled office, and a spectacular great room with exposed beams, a fireplace, and French doors opening to the terrace provide exceptional spaces for entertaining and relaxing alike. Upstairs, the serene primary suite features vaulted ceilings, dual walk-in closets, and a spa-inspired bath. Three additional bedrooms, well-appointed baths, and a dedicated laundry room complete the second level. Lovingly cared for and thoughtfully enhanced, the home has seen extensive recent improvements, including pool equipment and liner replacement, smart home upgrades, energy-efficiency enhancements, chimney reconstruction, basement waterproofing, and significant landscaping improvements. Every detail has been attended to, allowing the next owner to move in and immediately enjoy everything this exceptional home has to offer.

18 Silver Brook Rd, Westport
6 Imperial Lndg, Westport
$2,400,000
4 Beds ⋅ 4 Baths ⋅ 24156649 MLS
Tucked at the end of a quiet cul-de-sac in one of Westport's most convenient locations, 6 Imperial Landing offers the perfect blend of privacy, light-filled living, and effortless luxury. Thoughtfully designed and finished across three levels, this 4-bedroom, 3 full and 1 half bath home features well-proportioned rooms, an open layout, and an abundance of natural light throughout. Expansive windows bring the outdoors in, creating a bright and welcoming atmosphere in every space. The heart of the home is a chef's kitchen that flows seamlessly into the main living areas - ideal for both everyday living and entertaining. The primary suite is a true retreat, complete with dream walk-in closets and a newly renovated, spa-like bath designed for comfort and relaxation. The finished lower level adds exceptional versatility, offering a playroom, gym, kitchenette, and an additional bedroom or private office - perfect for today's flexible lifestyle. Set on beautifully landscaped grounds, the property features a waterfall, multiple patios, and a fully fenced backyard, creating a private oasis for relaxing and entertaining. A 3-car garage adds both convenience and functionality. With many recent upgrades throughout, this home is truly move-in ready - simply unpack and enjoy. A rare and special opportunity to experience the full Westport lifestyle, just minutes from the train, restaurants, Longshore, Compo Beach, Saugatuck Center, and downtown.

6 Imperial Lndg, Westport
24 Blue Ribbon Dr, Westport
$2,400,000
4 Beds ⋅ 4 Baths ⋅ 24168290 MLS
**PLEASE SUBMIT ALL OFFERS BY TUESDAY MAY 5TH AT NOON** Classic charm meets modern comfort in this beautifully updated 4-bedroom, 3 full and 1 half bath home, set in one of Westport's most loved walking neighborhoods-just minutes to top schools, vibrant downtown, and an easy hour to NYC. A bright, spacious eat-in kitchen is the heart of the home, opening to a back deck for effortless indoor-outdoor living and flowing into a sun-filled family room with vaulted ceilings and custom built-ins-perfect for gathering or unwinding. Upstairs, the primary suite is a true retreat, featuring a luxe bath with soaking tub, heated floors, heated towel bars, and generous walk-in closets. All baths are beautifully updated, and the home offers incredible flexibility with a first-floor office, elegant living room, and a bonus sunroom ideal as a playroom, lounge, or creative space. Step outside and you'll find your own private resort-a gorgeous heated pool with a chic cabana, made for summer entertaining, long weekends, and effortless staycations. A finished lower level adds even more space to spread out, making this home as functional as it is inviting.

24 Blue Ribbon Dr, Westport
30 Cavalry Rd, Westport
$2,375,000
4 Beds ⋅ 5 Baths ⋅ 24154690 MLS
Stunningly re-imagined & rebuilt, designed for flexibility & privacy Westport residence offers TWO distinct living levels w/bdrm suites on both floors. Ideal for today's evolving lifestyles. Main-level living is complimented by a private lower-level retreat, perfect for guests, home offices, or extended living needs, all set on beautiful, serene property.Prepare to be wowed by this 4-bedroom, 3 full and 2 half bath masterpiece, set on over 2 acres of private, picturesque grounds with plenty of room for a pool.This home is fully equipped with the latest in smart home technology. The open-concept floor plan centers around a to die for chef's kitchen w/top-of-the-line appliances & designer finishes-that flows seamlessly into the living room w/a cozy fireplace, stylish bar, & show-stopping wine display. Expansive sliders open to a sun-soaked deck w/panoramic views of your sprawling backyard extending all the way to the Saugatuck River!.The luxurious primary suite is a private retreat, featuring a spa-inspired bath w/radiant heated floors, fireplace,& generous walk-in closet.A dramatic spiral staircase leads to an intimate office loft, while sliding doors open to a deck w/breathtaking vistas. Second ensuite bedroom, half bath, & welcoming foyer complete the first floor.On the lower 2 add'l bdrms share a jack & jill bath. You'll also find a laundry room, powder room, and a spacious family room with frplc.Finished 3rd level w/endless possibilities for a gym, office or rec room

30 Cavalry Rd, Westport
10 Charcoal Hill Rd, Westport
$2,370,000
4 Beds ⋅ 4 Baths ⋅ 24153789 MLS
A rare offering in Westport, this antique stone home blending timeless character with modern updates. Built in 1929 by Frazier Peters, featuring a fieldstone exterior. It gives cozy while living comfortably. New chef's kitchen and an updated primary suite. Set on a picturesque property with mature landscaping and in-ground fenced pool. A rare opportunity to own a beautifully updated, storybook home just in time to enjoy watching the trees bloom.

10 Charcoal Hill Rd, Westport
5 Farnham Ct, Westport
$2,351,009
5 Beds ⋅ 5 Baths ⋅ 24171058 MLS
Timeless elegance meets modern comfort in this stunning 1936 brick Colonial, beautifully updated while preserving the warmth, character, and craftsmanship of its vintage roots. Set in one of Westport's most desirable coastal locations, this 5-bedroom, 4.5-bath antique home is filled with architectural detail and storybook charm at every turn. Graceful arched doorways, a curved staircase, detailed moldings, leaded decorative windows, cozy window seats, original crystal and brass hardware, and three fireplaces create an atmosphere that feels both refined and deeply welcoming. Each room has been thoughtfully refreshed with an eye toward comfort, function, and timeless style, while honoring the home's original soul. Outdoor living is equally inviting, with lovely gardens, a spacious patio, a built-in grill, and a firepit perfect for relaxed evenings under the stars. Enjoy an exceptional Westport lifestyle just moments from Compo Beach, Longshore Club, the train, and Saugatuck's beloved restaurants and shops. The result is a rare blend of old-world beauty and updated livability - a home that feels elegant yet warm, sophisticated yet inviting. 5 Farnham Court is a truly special Westport residence for those who appreciate character, quality, location, and enduring design.

5 Farnham Ct, Westport
41 Richmondville Ave Unit Duplex 2, Westport
$2,350,000
2 Beds ⋅ 3 Baths ⋅ 24090155 MLS ⋅ The Mill Westport BLDG.
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.

41 Richmondville Ave Unit Duplex 2, Westport
24 Burr School Rd, Westport
$2,325,000
5 Beds ⋅ 5 Baths ⋅ 24172330 MLS
Tucked away towards the end of a quiet cul-de-sac in a prime central Westport location, this beautifully updated home offers the perfect blend of privacy, convenience, and lifestyle. Set on 1.05 acres and just moments from town, close to schools, shopping, and commuting options, this five-bedroom residence is designed for both everyday living and effortless entertaining. The heart of the home is the open kitchen featuring a large sunny dining area, center island, breakfast bar and exceptional flow into the family room-ideal for gatherings and modern living. A charming living room with a warm and inviting fireplace seamlessly flows into the private formal dining room, creating elegant spaces for more intimate gatherings. This residence includes 4.5 baths and a thoughtfully designed layout throughout. The luxurious primary suite is a true retreat, complete with an adjacent office/dressing/make-up area or baby's room-exceptional custom closets-including a spacious walk-in with built-ins-and a spa-inspired bath with jetted tub. The finished lower level, with private room with large closet, open space and full bath, provides ideal flexible space for storage, playroom, or gym. Outdoors, enjoy a private oasis with an in-ground pool framed by beautiful stone walls and mature plantings. Set back from the road, the property offers both tranquility and seclusion while remaining close to all that Westport has to offer.

24 Burr School Rd, Westport
9 Marsh Rd, Westport
$2,325,000
4 Beds ⋅ 3 Baths ⋅ 24162314 MLS
Don't miss this rare opportunity to wake up every day to the serenity of breathtaking water views & the charm of coastal living at 9 Marsh Rd, nestled in the coveted Saugatuck Shores of Westport. Perfectly positioned on a private 0.23-acre lot within a tranquil waterfront community, this FEMA-compliant home has been meticulously remodeled to offer modern elegance & everyday comfort. Step inside to find an open-concept layout featuring 2 cozy fireplaces, gleaming hardwood floors, a bright, updated eat-in kitchen complete w/ a spacious island, walk-in pantry & top-of-the-line appliances. With 4 bedrms & 3 full bths, this home provides plenty of room for family & guests. The primary suite is a true retreat, w/ an oversized walk-in closet & a spa-like bathroom w/a soaking tub, stall shower & double sinks. The heart of the home is the sunlit family room, where soaring ceilings & walls of windows frame sweeping water views. Step out onto the expansive Ipe deck w/sleek marine railings, the perfect spot for al fresco dining, birdwatching, or admiring stunning sunsets. The private, fenced yard features an outdoor shower, a whole-house generator, a 2-car garage, & enclosed storage. Embrace the coastal lifestyle w/ ease: stroll to nearby Canal Beach, launch your kayak or paddleboard, or set sail from the Cedar Point Yacht Club, a short walk from the home. And, when you're ready for a change of pace, Westport's vibrant downtown, gourmet dining, & boutique shopping are just minutes away.

9 Marsh Rd, Westport
368b Wilton Rd, Westport
$2,310,000
4 Beds ⋅ 3 Baths ⋅ 24130527 MLS
*THANK YOU FOR YOUR INTEREST: Seller has requested highest and best offers by Monday 3/9/26 at 3pm* Set on a tranquil acre on a three home spur back and off the road, this meticulous, move-in ready Colonial with a sparkling gunite pool & spa is the home you have been waiting for. The prime Westport location offers convenience to commuting options, town centers, schools, beaches & more. The professionally-landscaped property w/specimen plantings & artisanal stonework is the perfect backdrop for this classic Colonial. The home's interior was freshly painted in a neutral palate and the hardwood floors were just refinished. The front-to-back LR w/ the 1st fireplace has three exposures, filling it with light. The DR is ready to host memorable occasions. The custom gourmet kitchen has fresh white cabinetry, stone counters, Sub Zero & Wolf appliances including double wall ovens & gas cooktop, walk-in pantry and an effortless flow to the captivating brkfst rm w/French doors to both a deck & exquisite sun rm. The family rm is a signature highlight w/ skylit cathedral ceil, 2nd fpl, wet bar & French doors. Upstairs, the expanded primary suite has a king-sized BR, two large walk-in clsts & a unique, luxurious octagonal bth w/htd flr, glass shower & hydro tub. The spacious BRs access an updated full bath. Finished LL rec/play/gym space w/office plus lrg storage rm in addition to very spacious attic. The resort-style pool area has a waterfall spa, built-in grill/bar. Generator, 2c gar.

368b Wilton Rd, Westport
117 Weston Rd, Westport
$2,300,000
5 Beds ⋅ 4 Baths ⋅ 24155788 MLS
Set in a serene natural setting, this custom Colonial offers a comfortable layout with a balance of privacy and convenient access to top-rated schools, shopping, and dining. The main living spaces are bright and inviting, with generous windows that frame views of the surrounding greenery and create an easy flow for everyday living and entertaining. Upstairs, four bedrooms are located on one floor, offering a practical and cohesive bedroom arrangement. The top level features an extra room that can serve as a bedroom, home office, playroom, or media room-flexible to suit a variety of needs. Outdoors, enjoy a private yard retreat with a heated gunite pool and spa, surrounded by mature landscaping for a peaceful setting ideal for relaxing or hosting. This property delivers a tucked-away feel while remaining close to modern conveniences.

117 Weston Rd, Westport
18 River Ln, Westport
$2,275,000
5 Beds ⋅ 6 Baths ⋅ 24120643 MLS
Update: Offers are due at 6pm on Monday June 15th. Set along one of Westport's most coveted stretches of the Saugatuck River, 18 River Lane is a timeless 1939 English Manor offering a rare blend of architectural character, waterfront serenity, and exceptional potential. Privately sited on 1.38 picturesque acres with sweeping river views and mature landscaping, this six-bedroom residence embodies the elegance and craftsmanship of a bygone era. Rich in period details, the home features graciously scaled rooms, distinctive architectural elements, and an inviting floor plan designed for both comfortable living and entertaining. The versatile layout includes a full walk-out lower-level apartment/studio, ideal for guests, extended family, a home office, creative workspace, or au pair accommodations. The spectacular riverfront setting provides a sense of tranquility and privacy while remaining just minutes from downtown Westport, the train, beaches, and top-rated schools. An extraordinary opportunity exists to further expand the estate, as the adjacent 1.13-acre building lot is also available for purchase, creating the potential for a remarkable compound or future development opportunity. A truly rare offering where historic charm, waterfront living, and limitless possibilities converge.

18 River Ln, Westport
4 Raymond Pl, Westport
$2,275,000
4 Beds ⋅ 5 Baths ⋅ 24180382 MLS
A beautifully refined Colonial offering 2,695 square feet of thoughtfully designed living space, plus an additional 485 square feet in the finished lower level. Privately sited on a .21-acre property bordering Birchwood Country Club, this home is located on a quiet street just moments from Saugatuck and downtown Westport. A charming front porch welcomes you into a home that was thoughtfully renovated and expanded in 2013, blending timeless design with modern comfort. Sun-filled interiors, quality craftsmanship, & an effortless floor plan create an ideal setting for both everyday living & entertaining. The heart of the home is the bright chef's kitchen, which opens seamlessly to the family room & overlooks the patio & fully fenced backyard, perfect for indoor-outdoor living. The residence features four bedrooms, four full baths, & one half bath, including a spacious primary suite with walk-in closets & a spa-inspired bath. Three additional bedrooms & two full baths complete the second floor. A generous mudroom adds convenience, while the finished lower level offers exceptional flexibility with a recreation room, full bath, & dedicated home office.Surrounded by mature landscaping & set in a peaceful, private setting, this property is just minutes from Saugatuck Center, Metro-North, & the shopping & dining of downtown Westport. A polished & sophisticated offering, it seamlessly combines classic architecture, modern livability, & an exceptional location. Welcome home!

4 Raymond Pl, Westport
55 Compo Rd N, Westport
$2,236,055
2 Beds ⋅ 3 Baths ⋅ 24173921 MLS
There is a quality of light that artists seek-the kind that pours through the soaring atelier window of the great room in this updated vintage home. Once the studio of Norman Mason, each aspect of its design was in service to his art. Set on 1.26 acres overlooking Winslow Park, this charming home carries its history lightly and beautifully. The dramatic great room is anchored by an oversized fireplace, newly refinished hardwood floors and a special light that imbues the space with a certain atmosphere whether holding a dinner party for 20 or relaxing alone with a good book. The kitchen has been thoughtfully updated for how we live now-new appliances, clean lines, proper workspace, a walk-in pantry. The library offers a quiet place to work from home. The first floor primary suite is its own private world, serene and removed, with a generous walk-in closet and full bath that feels both practical and indulgent. Guests have a separate wing with room to settle in, while additional space throughout the property invites expansion, reinvention or room to grow. Step outside and the story continues. The grounds are lush and unhurried. The perennial gardens and flat sweep of lawn provide a living landscape that changes with the seasons. Moments from the center of town, theater, shops and restaurants, the particular rhythm of a place that is sophisticated and yet part of a neighborhood.

55 Compo Rd N, Westport
234 Wilton Rd, Westport
$2,199,120
4 Beds ⋅ 4 Baths ⋅ 24157114 MLS
Wilton Road places you minutes from town and the shoreline. At 234, convenience and privacy coexist. A turn onto a side lane and a set-back approach behind mature trees create a setting that feels distinctly separate from the street. Originally built in 1884, the home has been fully renovated and thoughtfully expanded. A 2024 addition reshaped the main level, enlarging the kitchen and introducing a newly constructed family room anchoring the home. Tall ceilings, open sight lines, and abundant natural light create a sense of volume rarely found in homes of this era. It lives larger than its footprint. The kitchen centers around an oversized island, with a cozy banquette tucked into the corner. A beverage bar and architectural wine display are seamlessly integrated. The flow from kitchen to family room to dining is open and intuitive. Sliders extend to an expansive stone patio with a built-in grill station and fireplace, creating an easy transition between indoors and out. An expansive lawn invites play, set within the safety of the private backyard. Upstairs, the primary suite features a private sitting room, boutique-style dressing room, and a light-filled bath with a soaking tub and glass-enclosed shower. Additional bedrooms are carefully arranged, including a private suite, offering flexibility for guests. Historic at its core and thoughtfully expanded for today. Set where Westport unfolds at your doorstep, and designed with the scale to fully enjoy it.

234 Wilton Rd, Westport
4 Cardinal Ln, Westport
$2,150,000
4 Beds ⋅ 4 Baths ⋅ 24172650 MLS
Welcome to 4 Cardinal Lane ~ a beautifully expanded and thoughtfully updated home set on two private, level acres in one of Westport's most desirable cul-de-sac neighborhoods. Originally built in 1964 and enhanced with a significant 2015 addition, this 4-bedroom, 3.5 bath residence offers over 4,100 square feet of versatile living space designed for both everyday comfort and effortless entertaining. The layout blends classic charm with modern functionality, featuring sun-filled living spaces, a wood-burning fireplace, an office and seamless flow throughout. The standout "bungalow" addition creates a one-of-a-kind experience, complete with a bar and direct access to the patio, perfect for hosting gatherings year-round. Upstairs, the primary suite offers a peaceful retreat with a walk-in closet and well-appointed bath, while three additional bedrooms provide flexibility for family and guests. A partially finished basement adds more usable space, including a dedicated gym area. Outside, the expansive backyard is a rare find offering endless potential for outdoor living, play, or future enhancements. The patio extends the home's entertaining footprint, creating an ideal setting for dining and relaxing. Just minutes from Westport's top-rated schools, beaches, golf course, tennis and pickle courts, town center, and train this is a unique opportunity to own a spacious, move-in ready home with exceptional indoor-outdoor living and standout entertaining spaces in a coveted setting.

4 Cardinal Ln, Westport
10 Reimer Rd, Westport
$2,125,000
4 Beds ⋅ 4 Baths ⋅ 24152179 MLS
Thank you for your interest , sellers are respectfully requesting highest and best offers by 3/22 @5pm . stunning 5-bedroom, 3.5-bath home offers beautifully updated living space on a level 1-acre lot at the end of a sought-after cul-de-sac, just minutes to top-rated schools, beaches, & the many amenities of Westport. Flooded w/ natural light from vaulted ceilings & skylights, the chef's kitchen features a Wolf range & an oversized island ideal for gathering and opens seamlessly to a comfortable living area w/ a fireplace & a wet bar. French doors lead to a TimberTech deck overlooking the private, level backyard, creating effortless indoor-outdoor living. Freshly finished hardwood floors run throughout the home, complementing the bright interiors. The dining room showcases a wall of windows. The family room includes built-in bookshelves/entertainment center, a second fireplace, half-bath and offers access to a bluestone patio, another inviting space to relax or entertain. The primary suite is exceptionally spacious w/ a vaulted ceiling, dual walk-in closets, and a luxurious bath, along with an adjacent bedroom w/ Belvedere balcony, currently used as an office, which could also function as a nursery. 3 additional well-appointed bedrooms, including one ensuite, provide comfort and privacy for family or guests. The basement includes a wine cellar & full-height unfinished space, offering exceptional storage & potential for future expansion. Freshly painted on the exterior

10 Reimer Rd, Westport
4 Joann Cir, Westport
$2,050,000
4 Beds ⋅ 3 Baths ⋅ 24179836 MLS
HIGHEST AND BEST DEADLINE: SUNDAY, 6/7 BY 5PM -- Beautifully renovated and perfectly positioned in one of Westport's most coveted and centrally located neighborhoods, this 4-bedroom home offers the turnkey lifestyle today's buyers are seeking, with modern updates, flexible living spaces, and easy access to everything that makes Westport so special. Just minutes from top-ranked schools, downtown shopping and dining, Compo Beach, and transportation -- the location is simply exceptional. The sun-filled main level features a welcoming living room with vaulted ceiling, fireplace, and seamless flow into the dining room. The renovated kitchen showcases crisp white cabinetry, quartz countertops, marble backsplash, chic lighting, and sweeping views of the private backyard. The primary suite has been thoughtfully transformed with a tray ceiling, large walk-in closet, and luxurious marble bath with double vanity, soaking tub, and shower. Two additional bedrooms and a renovated full bath complete the upper level. The lower level offers outstanding flexibility with a fourth bedroom, renovated full bath, convenient home office, and spacious family room featuring custom built-ins, a wood-burning fireplace, and sliders to the patio and backyard. An additional lower level provides a large recreation room, dedicated laundry room, cedar closet, and abundant storage. Move right in and enjoy a turnkey lifestyle in one of Westport's most desirable neighborhoods.

4 Joann Cir, Westport
34 Pequot Trl, Westport
$2,050,000
5 Beds ⋅ 4 Baths ⋅ 24178738 MLS
Discover this serene setting in a sought after Old Hill neighborhood. Two thoughtful and beautifully executed additions have made this sprawling 12 room home flow with the versatility to fit today's varied lifestyles. Comfortable open living spaces have been designed with the flexibility to offer multi-generational spaces, a home office or simply to allow for room to grow in the way that pleases you best. The welcoming living room with its broad bay window and formal fireplace provides ample room for your guests and the Baby Grand piano! The custom country kitchen is both practical and beautiful with wide plank wood floors, cherry and glass cabinetry, granite counters and a walk-in pantry. The adjoining family room with it's cathedral ceiling is filled with natural light and includes a fireplace, wet bar and French doors that open to a wraparound deck. The most recent addition is an impressive library with long, tall windows set amid tailored built-ins. An additional exterior entry makes it ideal for home office use while the adjacent full bathroom and closet offers the possibility of a first floor bedroom suite. The informal rear foyer includes access to a laundry area, powder room and extra closets. Just beyond is a 2nd private office or den. Upstairs you'll discover the primary suite with full bathroom and walk-in closet, as well as 4 very spacious additional bedrooms. Unseen value found in the new roof, updated mechanicals and whole house generator!

34 Pequot Trl, Westport
4 Wake Robin Rd, Westport
$2,048,000
5 Beds ⋅ 4 Baths ⋅ 24172491 MLS
Peacefully placed overlooking Signal Lake on a Greens Farms cul-de-sac is 4 Wake Robin Road, a classic Colonial with so much to offer! With over an acre of flat, private and blooming property, the home sits far back from the road with wooded and water views. Filled with historic charm, the main floor is bright and sunny - there are formal living and dining rooms with built-ins and cozy decorative fireplaces. The large family room has plenty of space for gathering and lounging, and connects to the beautiful screened in porch, perfect for 3 season enjoyment. The kitchen is anchored by a large island with cooktop, there are double wall ovens and a dining area. An office and powder room complete the main floor. Upstairs holds the primary suite, another ensuite bedroom, two bedrooms and a flexible bedroom/office space that share a hall bath as well as the laundry room. There is also a walk up attic space for plenty of storage. A pretty brick patio spans the front of the home with views of the rolling lawn, while there is a lush green backyard with access to the lake for a canoe rise or paddle board! There is a two car garage, and double driveway areas for sports and guest parking. Conveniently located to town, schools, the Greens Farms train station, and of course, Westport beaches!

4 Wake Robin Rd, Westport
21 Turkey Hill Rd N, Westport
$2,025,000
3 Beds ⋅ 4 Baths ⋅ 24161803 MLS
THANK YOU FOR YOUR INTEREST. SELLER IS REQUESTING HIGHEST AND BEST OFFERS SUNDAY, 3/29 BY 4PM. 21 Turkey Hill Road North is the kind of home that just works. Comfortable, well-proportioned, and thoughtfully updated over time, it offers a way of living that feels easy from the moment you walk in. There's a quiet sense of care throughout. Not just in the updates, but in how the home has been lived in over time.Natural light moves through the main spaces, where warm oak floors and an intuitive layout create a sense of flow between rooms. The scale is just right, with sizable bedrooms, updated baths, and a finished lower level that adds flexibility for work, wellness, or quiet retreat. The primary suite is set apart, offering subtle touches of luxury, including a tray ceiling above and a newly renovated bath. At the center of the home, the living spaces are designed for everyday use as much as they are for gathering, opening naturally to a bluestone patio and fully fenced yard. It's outdoor space you'll actually use, with just the right amount of room to relax, play, or entertain without feeling like a project. And just beyond the front door, daily routines fall into place with ease. Set in a location that keeps you connected to the best of Westport, from Longshore and the beaches to dining, culture, and everyday conveniences, this home pairs accessibility with a sense of calm. A home that's easy to step into, and even easier to stay.

21 Turkey Hill Rd N, Westport
36 Turkey Hill Rd N, Westport
$2,015,000
5 Beds ⋅ 4 Baths ⋅ 24178616 MLS
Welcome home to this charming 5-bedroom home located in the desirable Long Lots area, convenient to everything. Short walk to schools, shopping and minutes from train and highways. Every room in this home is so inviting, gather round in the kitchen or watch movies in the den, sit by the fireplace in the living room or enjoy the view of the brook from the balcony in the primary bedroom. The walk-out lower level leads to a brick patio perfect for private twilight nights and an expansive backyard to kick a ball around. The home abuts a dead end great for riding bikes and extra parking for large gatherings. This multi-level home lives large, truly a must-see.

36 Turkey Hill Rd N, Westport
41 Richmondville Ave Unit 102, Westport
$2,000,000
2 Beds ⋅ 3 Baths ⋅ 24184165 MLS ⋅ The Mill Westport BLDG.
Welcome to Residence 102 at The Mill Westport, offering 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. 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 was undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations.

41 Richmondville Ave Unit 102, Westport
5 Tanglewood Ln, Westport
$2,000,000
4 Beds ⋅ 3 Baths ⋅ 24120677 MLS
Set on a quiet, convenient street in Westport's coveted Old Hill, this charming home captures the essence of Fairfield County living. A picturesque acre with level lawns, a sparkling pool, and expansive patios creates an exceptional outdoor retreat ideal for relaxing or entertaining. A welcoming front porch leads into a thoughtfully renovated interior with beautifully proportioned spaces and distinctive architectural details. The dramatic living room features a soaring beamed cathedral ceiling, fireplace, and oversized windows, while a central butler's pantry connects seamlessly to the dining room with its own fireplace and adjacent wine area. The sunlit gourmet kitchen offers customized cabinetry, a professional gas range, and a banquette dining area. The comfortable family room has a third fireplace. The flexible 4-bedroom layout includes a serene primary suite with a luxurious bath, soaking tub, separate shower, and walk-in closet. Additional bedrooms are spacious, including one with a private sitting area. Outdoor living is enhanced by multiple patios, including a covered space perfect for dining beside the pool. Enjoy close proximity to Earthplace, town, schools, train, and shopping.

5 Tanglewood Ln, Westport
41 Richmondville Ave Unit Duplex 1, Westport
$1,975,500
2 Beds ⋅ 2 Baths ⋅ 24161320 MLS ⋅ The Mill Westport BLDG.
A new opportunity to own in The Mill, now completely sold out, this is the first resale opportunity within this highly sought-after community. This thoughtfully designed residence features floor-to-ceiling windows, beautiful European Oak floors, and a sleek linear gas fireplace anchoring the living space. The open-concept kitchen includes an oversized island, custom Poliform cabinetry, and high-end appliances-ideal for everyday living and entertaining. A smart split-bedroom layout offers privacy, with bedrooms on opposite sides of the home. The primary suite features two walk-in closets and a bath with dual vanities, heated floors and a rain shower. Enhanced beyond its original offering, this home now includes custom electronic shades, designer wall coverings, and added frosted glass for privacy. Upstairs, a nearly 600 sq ft private rooftop terrace extends your living space outdoors. Additional highlights include in-unit laundry, parking, and storage. Residents enjoy a landscaped courtyard with a 45' lap pool and hot tub, grilling area, fitness center, Great Room, cafe, rooftop terrace, and concierge service six days a week.

41 Richmondville Ave Unit Duplex 1, Westport
48 Burr Farms Rd, Westport
$1,951,000
3 Beds ⋅ 3 Baths ⋅ 24149417 MLS
Nice words said.

48 Burr Farms Rd, Westport
2 Grassy Plains Rd, Westport
$1,925,000
4 Beds ⋅ 4 Baths ⋅ 24176436 MLS
*SELLERS ARE AKSING FOR HIGHEST AND BEST OFFERS BY 4PM MONDAY JUNE 1ST*Set on a beautifully landscaped, bucolic acre at the top of a quiet cul-de-sac in Westport's coveted Old Hill neighborhood, this charming cottage-style ranch home offers the perfect blend of modern convenience, and luxurious Westport lifestyle. Move-in ready and beautifully maintained it's thoughtful layout is ideal for both everyday living and gracious entertaining. Light pours in through picture windows, French doors, and skylights giving a bright airy feel throughout. At the heart of the home is a stunning chef's kitchen equipped with high-end stainless steel appliances. The open dining area is perfect for feasts with family. Sliders leading to multiple decks make indoor-outdoor living seamless. Relax in the inviting living room with a cozy fireplace, or entertain outdoors on the expansive deck overlooking lush lawns. Retreat to the primary suite that boasts a newly renovated spa-like bath. Two additional bedrooms & full bath complete this level. The lower level offers a family room, perfect for movie nights, as well as office built-ins to WFH. A playroom/rec space, plus a fourth bedroom and full bath, make an ideal setup for guests, in-laws, or au pair. Step outside to your resort-like oasis featuring a stunning, sun-drenched saltwater pool and cabana with bar & Sonos - summer entertaining perfection! Energy efficient with Tesla Solar Roof, newer mechanicals and a generator give peace of mind.

2 Grassy Plains Rd, Westport
71 High Point Rd, Westport
$1,917,500
5 Beds ⋅ 4 Baths ⋅ 24178245 MLS
Tucked at the end of one of Westport's most coveted cul-de-sacs, this 5-bedroom contemporary offers 6,310 sq ft of finished living space on just over a private acre, with a backyard path leading directly to Bedford Middle and Staples High School. From the foyer, a dramatic vaulted living room with skylights, built-ins and a floor-to-ceiling stone fireplace sets the tone. The glass-wrapped sunroom windows (newly replaced) frames stunning views of the lush grounds and heated gunite pool, while the updated eat-in kitchen with granite counters, center island, breakfast bar and pantry flows into a generous family room anchored by a second fireplace. A formal dining room and four main-level bedrooms offer flexibility, including possible first-floor in-law. Upstairs, the primary suite is a true retreat: vaulted ceilings, dressing room, walk-in closet and a private treehouse-like balcony overlooking the backyard. The expansive finished lower level delivers a playroom, game area and built-in wet bar, plus a large laundry room, mudroom and abundant storage. Recent updates include new natural gas heating and tankless hot water systems and new pool filtration. With a 2-car attached garage, walk-up floored attic and Westport beach rights, this is the rare home combining resort-style privacy with a walk-to-schools location - minutes to downtown, the train and Compo Beach.

71 High Point Rd, Westport
143 North Ave, Westport
$1,906,000
3 Beds ⋅ 3 Baths ⋅ 24183954 MLS
Set on over an acre of beautifully landscaped, level property, this freshly updated Westport home offers the perfect balance of everyday comfort and effortless outdoor living. A welcoming front porch leads inside to hardwood floors throughout and a thoughtfully designed layout where the open kitchen flows seamlessly into the family room, formal dining room, and living room with a wood-burning fireplace. Sliders off the family room open to an expansive deck overlooking the private backyard featuring an in-ground pool, spa, fire pit, and generous lawn with plenty of space for recreation and entertaining. The bedroom wing of the home provides privacy and functionality, highlighted by a spacious primary suite with a full wall of closets and an en-suite bath, along with well-proportioned secondary bedrooms sharing a hall bath. The finished lower level expands the lifestyle with a media room and additional family room with direct pool access, a full bath, dedicated home office, flexible gym space, laundry room, and access to the attached two-car garage. A newly paved driveway provides plenty of parking.Perfectly positioned just moments from Westport's schools and centrally located for everyday convenience, you'll enjoy easy access to the train, downtown shopping and dining, Wakeman Town Farm, parks, beaches, and everything that makes Westport such a special place.

143 North Ave, Westport
462 Riverside Ave, Westport
$1,900,000
3 Beds ⋅ 3 Baths ⋅ 24156927 MLS
Historic Landmark Queen Anne Victorian House C.1899 w/beautiful architectural detail. The house is situated in the heart of thriving Saugatuck Area of Westport. This home has been lovingly maintained and updated. Grand windows drench the home with light... featuring 9 foot ceilings on the main floor. There are 3 bedrooms, 3 baths, and a den that could be a 4th bedroom. a Additionally, there is a 2 story detached garage with the option of an ADU possibility as well as a wonderful opportunity for a visible home office. Location is close to public transportation, restaurants, Riverside Park, Saugatuck Rowing Club, walking paths, and much more.....

462 Riverside Ave, Westport

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