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32 Webb Rd, Westport
$4,100,000
8 Beds ⋅ 9 Baths ⋅ 24167975 MLS
Discover luxury living in the heart of Westport at 32 Webb Road, a newly built 2026 Colonial offering 8,412 square feet of open-concept living on a private 0.64-acre cul-de-sac lot just minutes from Compo Beach. This exceptional new construction features 8 ensuite with a first floor and 9 bathrooms, including a stunning primary suite with a private balcony, walk-in closet, and spa-like bath. A first floor guest with ensuite bathroomMultiple flexible spaces are ideal for entertaining, working from home, or multi-generational living. The gourmet chef's kitchen is the centerpiece, outfitted with top-of-the-line appliances, custom cabinetry, and seamless flow into sun-filled living and dining areas with soaring ceilings and designer finishes. This property includes a fully approved pool permit, pool already staked out-offering a clear vision for a luxury outdoor oasis. Buyers can move forward immediately, eliminating the uncertainty of approvals-a key advantage in the Westport market. The private backyard is perfect for entertaining and relaxation, with ample space for a resort-style experience. Highlights include custom millwork, high ceilings, natural light, attached garage, and brand-new modern systems. Located 0.5 miles to Compo Beach, moments to downtown Westport's shopping, dining, and Metro-North for easy NYC access..A rare opportunity to own a luxury new construction home in Westport-combining location, scale, and long-term value in one exceptional property.

32 Webb Rd, Westport

2 Webb Rd, Westport
$3,400,000
6 Beds ⋅ 7 Baths ⋅ 24146001 MLS
Winner of the 2025 HOBI Award for "Best In Town Spec Home" in CT! Exceptional new construction, on a quiet cul-de-sac, in one of Westport's most desirable neighborhoods. Walk to Post Road shops, restaurants, Winslow Dog Park, Main Street, Library & Levitt Pavilion. Only 3 miles to train! This stunning home offers 6 bedrooms, 5 full and 2 half baths across 4 finished floors. Features include a Gunite pool with automatic safety cover, a large, flat, fenced in, private yard with walk-out lower level, full house generator, EV charging outlet, and city water, sewer, and natural gas. Traditional layout with modern, high-end finishes and an abundance of natural light. Built by multi-award-winning Westport Family Homes.

2 Webb Rd, Westport

4 Wild Rose Rd, Westport
$3,300,000
5 Beds ⋅ 5 Baths ⋅ 24167522 MLS
Wonderful reimagining of this circa 1880 antique home on a quiet in-town cul-de-sac. Set on a level half acre and beautifully rebuilt and expanded by Further Afield, the home now features 3 levels of brand new living space. An English inspired kitchen features inset cabinetry, marble countertops, Bertazzoni appliances and an 11' island with storage and seating. A separate larder/pantry with oak countertops hides small appliances and includes food storage, microwave, wine fridge and a second sink for functionality. Family Rm with built-ins and wood-burning FPL features a wall of glass doors to the patio and gorgeous private property with room for a pool. 5 BRS on one level include a stunning primary suite with 10' ceilings, two walk-in closets and a marble bath. A well-outfitted mudroom, laundry rm and finished lower level flexible space complete this new home. Amazing in-town location with sidewalk access to Westport's main shopping district, restaurants and the Saugatuck River. Another beautiful restoration from Westport's Further Afield!

4 Wild Rose Rd, Westport

3 Hickory Hill Rd, Westport
$3,250,000
5 Beds ⋅ 5 Baths ⋅ 24123838 MLS
3 Hickory Hill Rd, an exceptional new construction sits on a quiet cut-de-sac close to Westport's Town Tennis courts & ball fields & 3 mins to Main St. With over 5000SF on 4 finished levels, this home blends modern design, luxury finishes, & thoughtful functionality. The main level features 9' ceilings, wide-plank white oak floors & a dramatic oak & glass staircase with white oak wall paneling.The chef's kitchen offers custom cabinetry, quartzite countertops & backsplash, a luxury Thermador appliance package & center island with seating for four. The breakfast area flows into a spacious FR with sliders to a bluestone patio. A gas-ready fireplace with stunning Sahara Noir marble surround & oak paneling is the focal point. Elegant tray-ceiling DR, walk-in pantry & mudroom with side & garage entry, large -format porcelain tile floors, custom oak -paneled cabinetry & benches complete the main level. Upstairs, the primary suite boasts a cathedral ceiling, dual walk-ins & spa- like bath with heated floors, Victoria & Albert soaking tub, large frameless shower with LED niches, custom cabinetry, marble counters & wall-mounted California Faucets. 2 BRS share a Jack & Jill bath, while the 4th has its own ensuite. The 3rd floor offers a private office & recreation/playroom & and the finished lower level includes the 5th BR, full bath & gym/media room. Professionally landscaped 0.34 acre lot with stone walls, sprinklers & room for a small pool. Home is EV charger & generator ready.

3 Hickory Hill Rd, Westport

72 Compo Rd N, Westport
$3,225,000
5 Beds ⋅ 7 Baths ⋅ 24178717 MLS
**THANK YOU FOR YOUR INTEREST. SELLER REQUESTS HIGHEST/BEST OFFERS BEFORE MONDAY 6/15/26 AT 4PM**Incredibly located moments from downtown, Winslow Park, commuting routes, schools, beaches & more, this grand home on an acre of landscaped property with a stunning gunite pool is ready to exceed your expectations. This sun-splashed home blends the best of a traditional Colonial with modern flair. The double-height foyer opens to the LR w/ the 1st of two fireplaces and the dining rm. The updated gourmet kitchen has a generous breakfast rm w/ French doors, new induction cooktop, backsplash & Taj Mahal quartzite counters, a Sub Zero & plenty of storage/pantry space - all leading into the magnificent Great Room which is a signature feature of this home. This soaring space has room to host any size gathering or to simply relax in stylish surroundings w/the 2nd fireplace, built-ins, a wet bar & more. All 5 BRs have en-suite baths, beginning w/ one on the main level which is highly-sought-after. Upstairs, the primary BR suite has built-ins, lrg clsts, a private office, a vltd ceil bth w/dual vanities. Each remaining BR is spacious. The third flr is finished and incl a full bth. The vast finished LL has a rec/play rm, gym, office/lib, half bth & amazing mudroom/sporting equipment storage rm. A three car garage & ample storage complete the interior. Outside, a party-sized deck leads to the level backyard w/room to run and to the fenced-in, htd pool & waterfall spa.

72 Compo Rd N, Westport

24 Washington Ave, Westport
$3,126,000
4 Beds ⋅ 4 Baths ⋅ 24175092 MLS
There is a moment just inside the front door, when the house introduces itself. The entrance hall-original, unhurried, exactly as gracious as 1919 intended-tells you everything. This is a home that was built when details mattered and time was taken. A century later, nothing essential has been lost. The living room and formal dining room carry that same quiet elegance, their proportions generous, their light beautiful through Anderson architectural-grade windows. Then comes the turn- into the 2013 addition, where a stunning chef's kitchen anchors a family room that opens through French doors onto a covered deck. Beyond it, a private landscaped backyard unfolds like a secret: lush, park-like, deeply planted and utterly your own. An outdoor shower with hot and cold water, a detached two-car garage, gravel driveway and an automated irrigation system make it as effortless as it is beautiful. Upstairs, the primary suite earns its name- spacious bedroom, sitting room, a spa bath, place to exhale. Three additional bedrooms, each with the soul of the original house, share a handsome hall bath.A finished third-floor now features two versatile offices and a full bath, offering flexible space ready for your next chapter. New roof, siding insulation, 4-zone A/C, sewer and water mains from 2013. 4300 SF set on .39 acres of one of Westport's most sought-after residential streets -walking distance to town.This home exudes charm and is completely, confidently, move -in ready.

24 Washington Ave, Westport

36 E Main St, Westport
$2,999,000
6 Beds ⋅ 6 Baths ⋅ 24192039 MLS
Nestled in the heart of Westport, Connecticut, this stunning new construction residence redefines elegant suburban living with unparalleled sophistication, timeless grace and is complete and ready for immediate occupancy. Boasting six generous bedrooms and six luxurious bathrooms, the home features soaring nine-foot ceilings that bathe its expansive interiors in natural light and create an atmosphere of airy grandeur. Thoughtfully designed with premium finishes, custom millwork, and state-of-the-art systems. From the chef's kitchen with Thermador Appliances and a commanding kitchen island to the serene primary suite with a warming fireplace and a walk in closet fit for royalty; every detail invites effortless entertaining and refined daily living. Spanning three floors, this home offers exceptional versatility with a peaceful third floor sanctuary housing a private office and media room for entertainment or productivity. The finished lower lever further elevates the lifestyle with a spacious additional family room and an exercise studio, creating inviting spaces for relaxation, recreation, and personal wellness. Set against Westport's coveted landscape, located across from Winslow Park and upscale shopping, this exceptional property offers a rare opportunity to embrace modern luxury within one of Fairfield County's most distinguished communities.

36 E Main St, Westport

30 Saint Johns Pl, Westport
$2,925,000
5 Beds ⋅ 4 Baths ⋅ 24182424 MLS
Saint John Place is the street people who know Westport quietly hope opens up. It almost never does. Reimagined in 2007 by Renato Gasparian Associates and refreshed in 2022, this house has all the right moves. Inside, the main level opens up the way you hope it will. The great room stretches nearly thirty-four feet and flows into the dining area and a kitchen built around a center island, with a custom walk-in pantry right behind it. A sun room pulls in the morning light. There's a separate family room, plus a real office with a door that closes. Upstairs, five bedrooms give everyone somewhere to land. The primary suite has a spa bath with a soaking tub, a separate shower, and two walk-in closets (because who likes to share?). The laundry is up here too, in its own room. The outdoor spaces close the deal. A bluestone patio wraps around a good portion of the house with a stone fireplace. The deep flat lot is screened by mature plantings and gives you the privacy people leave town to find. You're in the heart of Westport's in-town neighborhood, which means the car can stay in the driveway. Walk to a different cuisine every night, the shops, the Library, the Westport Country Playhouse, summer nights at the Levitt Pavilion. The Saugatuck River is right there, and a celebrated omakase counter is a few minutes on foot. When you do want the car, the beach is a short drive away. Beautiful house, easy life, almost everything a walk from the door. Tour online @ 30saintjohn.com

30 Saint Johns Pl, Westport

8 Washington Ave, Westport
$2,850,000
5 Beds ⋅ 6 Baths ⋅ 24173805 MLS
Award-winning builder proudly presents a rare, beautifully restored high Victorian Gothic home chronicled for its grace and splendor. Original architectural details artfully remain, including the only known local example of clustered colonette posts adorning the veranda. The interior showcases curved archways, carved mahogany stair banister and newel post, and detailed window trim. White oak Smallbone kitchen with La CornuFe range and mosaic marble tile opens to a dining/great room. Light fixtures and appliances were individually selected with an artist's eye. Sun-filled, the home offers six-inch white oak flooring throughout, stunning renovated baths, and all-new mechanicals with an electric heat pump and Smart home technology. The flexible layout includes a first-floor guest suite with full bath, powder room, and living room with fireplace. The second level boasts three bedrooms, one en-suite, plus a hall bath. The finished third level works as a primary suite, guest suite, or office with full bath and laundry. The detached two-car barn and garage conceal a legal one-bedroom cottage with a private garden. New kitchen, appliances, flooring, heat pump, and renovated bath; ideal for extended family or income. Both structures feature Smart eco-systems controlling security, sound, light, and climate via voice or phone. While away the hours on one of the two porches overlooking the private garden and stone wall. This coveted walk-to-town gem is an investment in loving life here.

8 Washington Ave, Westport

21 Dover Rd, Westport
$2,800,000
5 Beds ⋅ 5 Baths ⋅ 24167866 MLS
Spacious and impeccably maintained Colonial tucked away on a quiet cul-de-sac in one of Westport's most desirable locations, just moments to town, schools, trains, beaches, and everyday conveniences. Offering four finished levels, this beautifully updated home features 5 bedrooms, 4 full baths, and a powder room. Designed for both comfortable daily living and effortless entertaining, the home showcases sun filled interiors, hardwood floors throughout, and timeless architectural details. The updated kitchen opens seamlessly to the inviting family room with fireplace, while formal living and dining rooms offer additional space for gathering and entertaining. A spacious mudroom with first floor laundry adds everyday convenience. Additional highlights include two fireplaces, a brand new roof, whole house generator, and irrigation system. Set on professionally landscaped grounds with inviting outdoor living spaces and a private level backyard with room for a pool. Exceptional opportunity in a sought after Westport location. Additional professional photography will be added closer to the live date.

21 Dover Rd, Westport

23 Harborview Rd, Westport
$2,750,000
4 Beds ⋅ 4 Baths ⋅ 24163587 MLS
Located on a quiet cul-de-sac in the heart of Westport, this beautiful timeless Colonial is located at the top of one of the town's most picturesque streets, directly across from the scenic Saugatuck River. The gourmet kitchen features island seating, custom cabinetry, a serving peninsula, and a breakfast room with an abundance of natural light. The front-to-back living room with fireplace and high ceilings is adjacent to the kitchen and is also the heart of the home. Two recently renovated (Trex) decks off the kitchen and living room, along with an expansive terrace, overlook the private backyard-perfect for entertaining and outdoor enjoyment. All bedrooms are located on the second level along with two fully renovated baths. The lower level includes a family room, home gym, full bathroom and a lot of storage. The lower level has potential for a fifth bedroom. Offering 3,674 sq ft of finished living space, 23 Harborview Rd provides both comfort and flexibility, with additional unfinished space to expand within the existing footprint, if desired. Additional highlights include natural gas, public water and sewer, central air, two-car garage with room for storage, and new blue stone front walk. Commuters will appreciate the south of the Post Rd location, just 1.8 miles to the Westport Station. Harborview offers a walkable lifestyle-minutes to town 'over the foot bridge' to the library, Farmer's market, Levitt Pavillion, and restaurants. Audio/Visual

23 Harborview Rd, Westport

79 Riverside Ave, Westport
$2,650,000
3 Beds ⋅ 4 Baths ⋅ 24147214 MLS
Sparkling river views from four floors of the most modern, chic spaces. With three bedrooms, three and a half baths, gorgeous natural light and the smartest use of 1800 sqft this waterfront home by Vita Design Group has been crafted to truly enjoy its surroundings - a perfect blend of slow tides and vibrant downtown. The main level enjoys a full wall of windows spanning the kitchen, dining area and living room. Upstairs, the primary suite fills the second floor with a serene bedroom, beautiful bath, walk in wardrobe and convenient laundry. A third floor bedroom and bath also offer a bird's eye balcony to take in the sun and sounds of rowers gliding by during the day or live Levitt tunes on a summer evening. A full lower level includes both a den/office and an en-suite bedroom. Sit riverside on the patio or cruise the river straight to the Long Island Sound.

79 Riverside Ave, Westport

19a Darbrook Rd, Westport
$2,625,000
6 Beds ⋅ 8 Baths ⋅ 24121310 MLS
Discover this stunning 6-bedroom single-family home-a modern masterpiece designed for today's lifestyle. Perched on a private cul-de-sac just minutes from downtown Westport, dog parks, beaches, award-winning restaurants, and even a 24-hour CVS for those late-night essentials, this residence perfectly blends convenience with serenity. Step inside and experience Westport luxury redefined-a striking contemporary design surrounded by lush, landscaped grounds that create a peaceful, retreat-like setting. Once home to a celebrated local artist, the interiors exude creativity and sophistication, featuring clean lines, light-filled spaces, and flexible living areas ideal for entertaining or everyday living. Enjoy sweeping natural views, a rooftop deck made for sunsets, and versatile spaces suited for an in-law suite, au pair, or private studio. With a separate-entry studio for creative or professional use, this home adapts to your lifestyle-whether you're a growing family seeking space or a downsizer who refuses to compromise on style.Whether you're hosting family on the fabulous rooftop deck, enjoying the privacy, or welcoming guests to their own separate suite, this home delivers the perfect balance of connection and calm. Note: Town records do not include the heated/cooled first-floor office studio and lower-level art studio in the official square footage. Combined with the finished basement, these areas bring the total living space to approximately 7,734 sq ft.

19a Darbrook Rd, 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

21 Woods Grove Rd, Westport
$2,250,000
4 Beds ⋅ 4 Baths ⋅ 24146391 MLS
Nestled on the freshwater banks of the Saugatuck River, this extensively renovated/refreshed custom-built riverfront beauty sits high and dry with assumable flood insurance of approx. $1400 a year. Experience the river deck complete with swim ladder, perfect for a kayak launch or swim, memorable entertaining or simply enjoy the quietude of this picturesque & peaceful escape. Tall ceilings & light-filled rooms, accented by wide doorways & beautiful hardwood floors, welcome you into the sunny Living and Dining Rooms, & the newly updated Chef's Kitchen. The Family Room opens to the large stone terrace with pergola which overlooks the River just beyond the good sized, flat backyard. Upstairs you will find 9' ceilings through-out, beginning in the open common area that accesses the Primary Bedroom with 2 walk-in closets & brand new lux Bath, plus 3 additional Bedrooms- one with private Bath & two sharing a Jack & Jill Bath. The finished 3rd floor has flexible space for an office, playroom or gym, plus an attic for storage. Improvements include the total freshly painted interior, new Primary Bath & Powder Room, extensive Kitchen updates, new fireplace, new lighting, new AC, all floors refinished, garage with Tesla charger & so much more. On a quiet in-town cul-de-sac with a private association "swimming hole" at the end of street and a short walk to the center of downtown Westport.

21 Woods Grove Rd, 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

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

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

7 Wild Rose Rd, Westport
$1,960,000
3 Beds ⋅ 3 Baths ⋅ 24127121 MLS
Every plank, beam, and finish in this 3BR, 2.5 bath was selected with intention. A masterclass in design with warmth, quality, and craftsmanship in every detail, and finishes typically reserved for homes at much higher price points. Reimagined by Alex Brandfon, founder of ZIBA Hardwoods, the home reflects a vision of luxury and ease, where reclaimed character and modern precision come together seamlessly. Taken down to the foundation, with only portions of the exterior walls remaining, this home is essentially brand new. At 1,800 SF, it lives larger than its footprint, with a layout that's open, airy, and light-filled. Wide-plank flooring, reclaimed beams, and lofted ceilings feel like a work of art. The kitchen is a showpiece with rift-sawn white oak cabinetry, a painted shiplap ceiling with exposed beams, and a Calacatta marble island that invites gathering and flows to the dining room. The living room centers around a gas fireplace framed in stone creating a cozy yet sophisticated focal point. Fabulous first-floor office, mudroom with custom built-ins, covered porch, landscaped gardens and spacious bluestone patio. Upstairs, retreat to the vaulted primary suite w/ spa-like bath and walk-in closet. Two additional bedrooms, full bath & laundry complete the level. The garage offers EV hookup and is generator-ready. Quiet street within short walking distance to town, this home offers convenience and privacy. More than a renovation, it's a transformation at its finest.

7 Wild Rose Rd, Westport

41 Richmondville Ave Unit 303, Westport
$1,749,000
2 Beds ⋅ 2 Baths ⋅ 24097551 MLS ⋅ The Mill Westport BLDG.
Welcome to Residence 303 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. 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 303, Westport

2 Evergreen Ave, Westport
$1,721,000
3 Beds ⋅ 3 Baths ⋅ 24204054 MLS
***Seller requests that all offers for 2 Evergreen Ave, Westport be submitted no later than 5pm, Monday Sept. 14, 2026 for consideration. Thank you, Tammy Zelkowitz, 203.985.5649 In-town living at its best! Step into a little piece of history with this charming three-bedroom, 2 1/2-bath home, beautifully renovated and situated in Evergreen's historic district just moments from Main Street. Light and airy throughout, this home offers an inviting open floor plan with a warm comfortable feel. The newer kitchen opens seamlessly to a spacious great room with relaxed living and dining areas, anchored by a cozy fireplace; an ideal setting for everyday living and entertaining. Enjoy generous outdoor spaces, including a large deck and stone patio. The private yard provides a wonderful spot to garden, unwind, or savor a cup of coffee. A true condo alternative without giving up privacy, outdoor space, or the appeal of a single-family home. This property is so conveniently located near Westport's Main Street shopping, Compo Beach, Metro-North, and major highways. Part of Westport's history, this timeless home is ready for you to begin its next chapter! Not to be missed!!

2 Evergreen Ave, Westport

785 Post Rd E Unit 303, Westport
$1,550,000
3 Beds ⋅ 2 Baths ⋅ 24123899 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. You'll also find a luxurious primary suite with a lavish bathroom and custom closet, two comfortable guest suites, and a dedicated laundry 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 303, Westport

8 Washington Ave, Westport
$1,550,000
5 Beds ⋅ 3 Baths ⋅ 24100527 MLS
One of the most sought-after walk-to-town neighborhoods in Westport, presents a stately charmer on 8 Washington Ave. Enjoy the splendor of an era gone by with original Victorian architectural details including hard wood flooring, carved mahogany stair banister, detailed window trim and expansive back porch overlooking an oversized garden. This five-bedroom home on three levels offers the walk to town convenience that draws city folk to enjoy country living. A sun filled home, this property presents the ability to move right in the freshly painted and lovingly maintained home with legal assessory dwelling above the garage. A flexible layout provides a first-floor guest suite with full bath, an open kitchen great room, a formal living room with fireplace and utilitarian mud room. The second level boasts three amply sized bedrooms sharing a large bath and a full finished level on the third floor could be enjoyed as a primary suite, guest suite or open play space. Town applies taxes on a small portion of the livable space on this level while one can truly enjoy the use of a robust area with sleeping and living space with a full bath. The detached garage has a partially finished space that could be converted back to a second bay while a full apartment flaunts the second level, adding great value creating an income producing option. Charm, character and ability to add your personal touches, this walk-to-town gem is an investment in a future of loving life here.

8 Washington Ave, Westport

783 Post Rd E Unit 204, Westport
$1,535,000
2 Beds ⋅ 3 Baths ⋅ 24186218 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. The main level offers a sun-filled living room, kitchen, dining area, and private terrace framed by expansive Marvin windows and sliding doors. Upstairs, retreat to a luxurious primary suite with spa-like bath and custom walk-in closet, plus an additional guest suite and laundry. Each townhome includes an oversized garage and attic with abundant storage. 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 $450 month. Taxes estimated to be $12,000-$13,000.

783 Post Rd E Unit 204, Westport

781 Post Rd E Unit 102, Westport
$1,485,000
2 Beds ⋅ 3 Baths ⋅ 24184810 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. The main level offers a sun-filled living room, kitchen, dining area, and private terrace framed by expansive Marvin windows and sliding doors. Upstairs, retreat to a luxurious primary suite with spa-like bath and custom walk-in closet, plus an additional guest suite and laundry. Each townhome includes an oversized garage and attic with abundant storage. Set within a private enclave tucked away from Post Road, the community is surrounded by lush native landscaping and green spaces. Elevator option available.

781 Post Rd E Unit 102, Westport

25 Oak St, Westport
$1,466,000
3 Beds ⋅ 2 Baths ⋅ 24161417 MLS
The seller is asking for the Best and Final offers by Sunday 3/29 at 7:00pm. A Westport classic cape, at an attractive price! Blending timeless charm with modern enhancements, this home is truly move-in ready while still offering room for your personal touch. Inside, the main level features an open kitchen with breakfast bar that opens to a living room with wood-burning fireplace. The family room, with its vaulted ceiling and skylights, opens directly to a private, fully fenced yard with a stone patio-perfect for entertaining or quiet relaxation. Adjacent to the family room is a flexible space with a dry bar, ideal for a formal dining area or a home office. A bedroom and full bath on the main floor offer a private guest suite or the option for a main-floor primary bedroom. Upstairs, you'll find two additional bedrooms including the primary bedroom and full bath. The spacious primary bedroom is a true retreat, designed with both comfort and style in mind. Sunlight streams through large windows, creating a bright and airy atmosphere that invites you to relax and unwind. The lower level offers finished bonus space ideal for a play/rec room or home office, along a with a laundry area and storage space. Additional perks include sewer availability on the street, and an approved variance for a two-car garage. Recent updates include a refreshed kitchen and primary bath, a new roof, furnace and beautifully updated landscaping. A complete list of improvements is available upon reques

25 Oak St, Westport

783 Post Rd E Unit 201, Westport
$1,450,000
2 Beds ⋅ 3 Baths ⋅ 24169714 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. The main level offers a sun-filled living room, kitchen, dining area, and private terrace framed by expansive Marvin windows and sliding doors. Upstairs, retreat to a luxurious primary suite with spa-like bath and custom walk-in closet, plus an additional guest suite and laundry. Each townhome includes an oversized garage and attic with abundant storage. 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 $450month. Taxes TBD.

783 Post Rd E Unit 201, Westport

15 Wright St, Westport
$1,450,000
3 Beds ⋅ 3 Baths ⋅ 24146944 MLS
Another opportunity on one of Westport's most desirable streets! This Antique gem has been lovingly cared for by the same family for 31 years. It underwent massive renovations in 2017. Some walls were removed to create a beautiful open gourmet kitchen which opens to a charming Family Room with fireplace. There is also a front living room with pretty builtins. All three full baths have been updated. The hall bath on the second floor features radiant heat in the floor. This gem also offers Central Air throughout the home. Outside there is a large stone patio-perfect for entertaining al fresco surrounded by beautiful gardens and specimen trees. And if all of this is not enough there is a one car garage and a driveway that accommodates two more cars. Walk to everything that downtown Westport offers! This is a wonderful opportunity to enjoy the charm of yesteryear melded with today's lifestyle and conveniences! NOTE: BEST AND FINAL TODAY 1/12 AT 5 PM

15 Wright St, Westport

785 Post Rd E Unit 301, Westport
$1,450,000
2 Beds ⋅ 3 Baths ⋅ 24123906 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. Nearly completed this residential flat offers the best of first floor living. The open floor plan seamlessly connects the living room, kitchen, and dining area, which extends to a large private terrace and yard. You'll also find a luxurious primary suite with a lavish bathroom and custom closet, a comfortable guest suite, and a dedicated laundry 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 301, Westport

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