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2 Drumlin Rd, Westport
$1,895,000
4 Beds ⋅ 3 Baths ⋅ 24205784 MLS
Experience modern coastal luxury in this custom-built, down-to-the-studs NEW CONSTRUCTION just minutes from Compo Beach and downtown Westport. Blending the scale and sophistication of a true custom home with effortless single-level living, this exceptional property showcases designer finishes and impeccable craftsmanship throughout. The sun-filled open floor plan features soaring cathedral ceilings, white oak floors, custom millwork, Marvin windows, automated shades, and a striking porcelain fireplace. The chef's kitchen features custom cabinetry, premium Calacatta porcelain countertops and full-height backsplash, oversized island, top-of-the-line Bosch appliances, and matching wet bar with dual-zone wine refrigerator, beverage cooler, and ice maker. Expansive tri-fold doors open to a spacious deck overlooking a private, fully fenced backyard with professional landscaping and Kentucky bluegrass sod. The main-level primary suite offers heated bathroom floors, automated blackout shades, and spa-inspired finishes. The finished lower level includes a gym or recreation room, five-person infrared sauna, wine room, full bath, GE laundry, and abundant storage. Additional highlights include smart home technology, integrated sound, a Tesla Universal EV charger, and an epoxy-finished garage. This is not just an extraordinary home-it's a spectacular lifestyle offering every amenity imaginable in a coveted location.

2 Drumlin Rd, Westport

41 Richmondville Ave Unit 311, Westport
$1,799,000
2 Beds ⋅ 2 Baths ⋅ 24216042 MLS ⋅ The Mill BLDG.
Experience the pinnacle of sophisticated, carefree living in this stunning luxury condominium at Westport's historic and reimagined landmark, The Mill. Seamlessly combining chic modern aesthetics with resort-style amenities, Unit 311 offers a turnkey lifestyle of comfort and elegance. Step inside to an expansive, light-filled open floor plan featuring soaring floor-to-ceiling windows, pristine light wood floors, and a striking gas linear fireplace. The gourmet kitchen is a culinary masterpiece outfitted with Poliform cabinetry, Sub-Zero, Wolf, and Miele appliances, sleek custom cabinetry, and an open layout perfect for seamless entertaining. The primary suite serves as a private sanctuary complete with a generous dressing area and a spa-inspired en-suite bath boasting heated floors and a glass walk-in shower. The den/2nd bedroom is a flexible space that can accommodate a home office. A private heated garage and a locking storage room add to the ease of living. White-glove convenience is anchored by a front desk concierge to assist with your day-to-day needs. Residents also enjoy a state-of-the-art health and wellness center/gym, a sparkling pool, hot tub, outdoor grilling patio, common rooftop terrace, guest suite and an elegant residents' great room and cafe. Perfectly situated in-town close to Westport's finest dining, shopping, and scenic surroundings.

41 Richmondville Ave Unit 311, Westport

41 Richmondville Ave Unit 303, Westport
$1,799,000
2 Beds ⋅ 2 Baths ⋅ 24211506 MLS ⋅ The Mill Westport BLDG.
Welcome to The Mill offering a sophisticated, effortless approach to Westport living, pairing a distinctive setting with thoughtful amenities and the convenience of a condominium. Designed for those who appreciate style, The Mill combines modern architecture with an exceptional trove of luxuries and well-appointed spaces. This delightful, sun-lit unit provides luxurious features complementing the residence's refined aesthetic. New high-end appliances, large center island and ample storage in both kitchen and bedrooms include 2 walk-in closets in the primary suite. Residents enjoy a resort-like outdoor setting with pool, lounge area and grilling stations-perfect for a quiet afternoon or entertaining. The rooftop terrace adds an inviting place to gather. Inside, an elegant resident lounge and generous coffee station provides a comfortable setting for the daily ritual. A dedicated on-site concierge adds an additional level of service and convenience. The Mill provides a beautifully designed setting close to Westport's restaurants, shops, arts, culture and all transportation.

41 Richmondville Ave Unit 303, Westport

4 Lookout Ln, Westport
$1,699,000
4 Beds ⋅ 4 Baths ⋅ 24204801 MLS
Set on a stunning, meticulously manicured, lush, one-acre property in the heart of Greens Farms and approx. 1 mile to the beach. This inviting 4 bedroom, 3.5 bath home is a jewel box with endless potential to personalize, expand and create your ideal retreat or simply enjoy it's current curated beauty. The property's expansive grounds, mature landscaping and beautiful garden create a peaceful backdrop for everyday living. Conveniently located in the heart of Westport, just minutes from beaches, train, shopping, dining, schools, and everyday amenities. 4 Lookout Lane offers an exceptional opportunity to enjoy the beauty, convenience, and a coastal community lifestyle that that is the essence of Westport. **Please see addendum for a full list of upgrades, including new roof in 2021, new oil tank 2025, newer windows and furnace and full house generator among multiple other improvements.**

4 Lookout Ln, Westport

58 Terra Nova Cir Unit 58, Westport
$1,649,000
2 Beds ⋅ 3 Baths ⋅ 24214379 MLS ⋅ Terra Nova At Westport BLDG.
Move right in to this pristine townhome in Westport's exclusive Terra Nova condominium association. Located in one of the most desirable areas within the Terra Nova complex, the spacious home features an open floor plan, expansive rooms and tall ceilings. Highlights include a private elevator to all three levels of the home, two gas fireplaces, five-inch white-oak hardwood floors, SubZero, Bosch and Thermador kitchen appliances and private outdoor space with a natural gas barbecue connection. The fully finished walk-out lower level is great flexible-use space, suitable for entertaining, office, home gym, playroom, family and guests. The townhomes all encircle a beautifully landscaped swimming pool. Terra Nova is located moments from shopping, restaurants, Westport Library, Levitt Pavillion, Westport Country Playhouse, Compo Beach, excellent schools and Metro-North Railroad.

58 Terra Nova Cir Unit 58, Westport

3 Jonathan Ln, Westport
$1,525,000
4 Beds ⋅ 3 Baths ⋅ 24214592 MLS
This is the address Westport commuters wait for. Beyond the welcoming foyer, the main level unfolds across gleaming hardwood floors: a sunny living room, a dining room crowned by a crystal chandelier, and a white kitchen with glass-front cabinetry, stone counters, a peninsula for casual meals and stainless appliances. The showstopper is the vaulted great room, where a beamed beadboard ceiling soars above a floor-to-ceiling stone fireplace and a wall of windows with a built-in window seat. Step out to the screened porch and dining deck, overlooking a level, partially fenced yard framed by mature trees. Three bedrooms and 2 baths complete the main floor. The finished lower level adds a family room with a second fireplace, a fourth bedroom or home office with a walk-in closet, a full bath, laundry and an attached two-car garage. Walk to the train and skip the parking permit. King's Highway Elementary is under a mile away, the home is served by Coleytown Middle and Staples High, and Saugatuck's restaurants, downtown Westport and Compo Beach are minutes away. Homes this close to the train, with this much heart, rarely come to market.

3 Jonathan Ln, Westport

124 Harvest Commons Unit 124, Westport
$1,325,000
2 Beds ⋅ 4 Baths ⋅ 24204033 MLS ⋅ Harvest Commons BLDG.
Nestled in a prime location within a beautifully maintained complex, this exceptional home offers access to premier community amenities-including a pool and tennis courts-alongside the luxury of your own completely private patio. Harvest Commons is ideally situated just moments from fine dining, local shopping, and the Greens Farms train station. Inside, the elegant formal living room features soaring vaulted ceilings, large windows, a cozy wood-burning fireplace, and sliding glass doors that open seamlessly to the outdoors. The main level also boasts a full formal dining room-a rare feature not found in all models-and an exceptionally spacious kitchen and family room combination with a impressive wall of glass and convenient direct access to the attached two-car garage. Upstairs, the expansive primary suite serves as a peaceful retreat, complete with vaulted ceilings, two generous walk-in closets, and an en-suite bath with both a soaking tub and separate shower. A second well-appointed bedroom, a separate full bath, and a dedicated second-floor laundry room complete the upper level. The finished lower level provides versatile additional living space ideal for a recreation room, home office, or guest quarters, along with a rare third full bathroom. Seller would like a January closing.

124 Harvest Commons Unit 124, Westport

313 Harvest Commons Unit 313, Westport
$1,300,000
2 Beds ⋅ 3 Baths ⋅ 24215497 MLS ⋅ Harvest Commons BLDG.
Warm and welcoming from the moment you enter - this light and bright new condominium offering will make you feel at home. Vaulted ceilings, gleaming hardwood floors throughout the main level and numerous updates elevate this gem of an opportunity. The private entry patio includes a thoughtfully curated Zen garden, with plenty of space for outdoor entertaining and easy flow from both the living room and kitchen. A most desirable floor plan with main level primary suite and fully renovated bath with step in shower. Generous rooms throughout, including the living room with fireplace and brick accent wall, a dedicated formal dining room that opens to a second outdoor patio plus a powder room for guests. The spacious kitchen includes newer stainless appliances, granite counters as well as an informal dining area. The first floor also boasts the laundry room and mudroom plus interior access to the attached two car garage. Everything you need on one level plus a fully finished upper level including an open loft/office/studio space, a massive additional bedroom for family or guests and the second full bath. Superior cul-de-sac location in this highly desirable, well managed community. Harvest Commons offers country club amenities including a pool, pool house and two Har-Tru tennis courts. Enjoy worry free living and easy access to shopping and dining, the beaches, highways and the railroad in a most convenient Westport location.

313 Harvest Commons Unit 313, Westport

9 Primrose Ln, Westport
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 24200486 MLS
Set on over two private acres at the end of a peaceful cul-de-sac in Westport, this traditional center-hall Colonial with four bedrooms and 2.5 baths offers a wonderful combination of privacy, space and potential. A circular driveway framed by stone walls, Belgian block and exterior lighting creates a welcoming arrival. Inside, hardwood floors run throughout the main living spaces, including a spacious living room and dining room, while the family room is anchored by a classic brick fireplace and opens to a standout screened porch with a vaulted wood ceiling, exposed beams and skylights. This inviting porch is the perfect place for seasonal dining, relaxing and entertaining while overlooking the expansive backyard and mature landscape. Upstairs, the primary bedroom features an en-suite bath, walk-in closet and additional closet. Hardwood floors are found beneath the carpeting upstairs. With plenty of opportunity to update and personalize, this well-loved home is ready for its next chapter. It's a special place to create your own vision while enjoying all that Westport has to offer on lovely Primrose Lane.

9 Primrose Ln, Westport

310 Main St, Westport
$1,248,000
3 Beds ⋅ 3 Baths ⋅ 24215287 MLS
Ideally located within walking distance of downtown Westport, 310 Main Street offers a unique opportunity to enjoy the convenience of in-town living while creating a home that suits your lifestyle. The main level features a living room with a wood-burning fireplace, an open kitchen with granite countertops and dining area, and French doors leading to a private stone patio. A primary suite with en-suite bath and two additional bedrooms complete the main level. The finished lower level offers additional flexibility, with two potential bedrooms and a full bath, providing options for guests, recreation, or multigenerational living. A two-car garage and private outdoor space add to the appeal. An especially compelling feature is the existing town-approved home occupation setup, with a separate entrance, two offices, and a waiting room-ideal for a professional practice or home-based business (subject to applicable approvals). Whether you envision updating the existing home to reflect your personal style or exploring the possibility of expanding upon the existing home, 310 Main Street offers versatility, opportunity, and an exceptional location close to Westport's shops, restaurants, and amenities.

310 Main St, Westport

280 Main St, Westport
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 24211260 MLS
Ideally situated in a highly walkable in-town location, this charming 1928 home offers a rare opportunity to create something truly special in the heart of Westport. Set on a lovely private lot, the property combines classic character with a wonderfully convenient setting close to shops, restaurants, schools, and all that downtown Westport has to offer. Owned and cherished by the same family for approximately 40 years, the home retains the warmth and architectural details that give an older house its distinctive appeal. Oak floors, gracious proportions, and timeless character provide a wonderful foundation for its next chapter. A first-floor in-law/primary bedroom suite, thoughtfully added in the 1960s, offers convenient one-level living and adds flexibility to the original floor plan. Upstairs, two roomy bedrooms share a generously sized bathroom that presents an exciting renovation opportunity: the space could be reconfigured to create two en-suite bathrooms, one for each bedroom, adding modern functionality while preserving the home's charm and character. While the house is in need of renovation, its established setting, private grounds, classic details, and highly desirable in-town location make it an exceptional opportunity for those looking to restore, renovate, and make the home their own. For buyers seeking in-town convenience, privacy, and authentic Westport character, this is a special property with tremendous potential.

280 Main St, Westport

1 Sunrise Rd Unit B, Westport
$995,000
2 Beds ⋅ 3 Baths ⋅ 24110146 MLS ⋅ Sunrise-Verify In Process! BLDG.
In the heart of sought-after Saugatuck, this beautifully curated like-new 2 Bedroom, 2.5 Bath townhome offers effortless, low-maintenance living just a short walk to shops, restaurants, entertainment and the Westport train station. Bluestone steps lead to a welcoming entry and an open floor plan designed for today's lifestyle, with hardwood floors and abundant natural light throughout. The living room features custom built-ins and a gas fireplace, while the stylish eat-in kitchen is appointed with custom cabinetry, quartz countertops, high-end stainless-steel appliances and a center island. A private, fenced bluestone patio and yard extends the living space outdoors-perfect for morning coffee, al fresco dining, relaxing or entertaining. Upstairs, the spacious primary suite features a walk-in closet with custom white oak shelving and a beautifully finished luxurious bath with a quartz double vanity and tiled shower with a seamless glass door, rainfall shower head, handheld faucet, and stone-topped bench. A second bedroom and full bath complete the upper level. A heated laundry room is conveniently located adjacent to the private garage with easy interior access. Custom Hunter Douglas automated shades provide privacy and decorative appeal. Durable Hardie Board siding enhances the curb appeal while ensuring minimal maintenance. Perfectly positioned to enjoy the best of Westport, this exceptional home is a rare combination of style, privacy, convenience and carefree living.

1 Sunrise Rd Unit B, Westport

3 Madeline Ave, Westport
$899,000
2 Beds ⋅ 2 Baths ⋅ 24192304 MLS
The beach lifestyle, water views, natural light, and endless possibilities await at 3 Madeline Avenue. Freshly painted and furnished, this charming 2-3 bedroom cottage offers an open and inviting floor plan featuring refinished hardwood floors, expansive windows, and a sun-filled living space one house from the waterfront. The kitchen is equipped with granite countertops and ample cabinetry, providing abundant storage and functionality. The lower level includes a mudroom, full bath, and a versatile bonus room with a skylight and window-ideal for a home office, guest space, gym, or creative studio. Upstairs, soaring vaulted ceilings, skylights, and oversized windows create a bright and airy retreat. Recent improvements include new flooring and a beautifully updated bath with a new vanity and tub. Step outside to a spacious patio, perfect for outdoor dining, entertaining, or simply enjoying the coastal setting. Whether you're looking for a turnkey weekend escape, year-round residence, investment opportunity, or the perfect site to renovate, expand, or build new, this property offers exceptional flexibility in a sought-after location. A rare opportunity to secure water views and exceptional potential in one of the area's most desirable coastal neighborhoods.

3 Madeline Ave, Westport

6 Fox Run Ln, Westport
$385,000
24204342 MLS
This secluded property in Westport, CT at 6 Fox Run Lane offers an opportunity to submit your desired dream home plans to Westport on this picturesque 2 acres of rare undeveloped land. The lot is nestled in a prestigious upscale neighborhood and offers a tranquil bucolic setting, and is surrounded by nature. The new owner may design a custom home to suit your family's needs and preferences between 5,000 and 8,500 square feet. (A large plot will be forwarded to all interested buyers for your review and other multi-discipline engineering firms specializing in hydrologic and hydraulic analysis, site development, construction professionals, and expert and superior multidisciplinary affiliation with key regulatory agencies and ability to move desired plans forward).

6 Fox Run Ln, Westport

Post Rd Rd, Westport
$220,000
24205902 MLS
A Rare Opportunity to Bring Your Culinary Vision to Life Step into a charming, intimate Italian restaurant with the kind of atmosphere you can't manufacture - cozy, welcoming, and full of character. This is the perfect canvas for a chef-owner or passionate foodie who dreams of creating unforgettable meals in a place that truly feels their own. The restaurant is fully equipped, thoughtfully laid out, and designed for comfort and connection. It's the kind of dining room where regulars get to know your name, where families celebrate milestones, and where great food is paired with genuine hospitality. Whether your dream is rustic Mediterranian comfort cuisine, regionally inspired specials, or a chef-driven tasting menu, this space is ready for your imagination - and your recipes. Instead of spending years building from scratch, you can step into an established setting and start cooking the food you love, for people who will truly appreciate it. If you've ever said, "One day I want my own place," - this could be that day.

Post Rd Rd, Westport

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