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48 Woodside Ave, Westport
$4,206,625
6 Beds ⋅ 6 Baths ⋅ 24164137 MLS
A rare opportunity to own new construction in Westport's coveted Old Hill neighborhood, offering refined design, a swimming pool, and a walkable lifestyle near Post Road and downtown. Tucked within one of Westport's most sought-after enclaves, this newly constructed 6-bedroom, 5.5-bath home blends architectural sophistication with modern livability. Natural light, clean lines, and well-proportioned spaces create an environment that feels both elevated and effortlessly comfortable. At the center of the home, a beautifully designed kitchen opens to expansive living and dining areas, creating a seamless flow for both everyday living and entertaining. The layout flows easily with ample room for work-from-home, multi-generational living, and evolving lifestyle needs. A main-level suite with a full bath provides privacy and versatility-ideal for guests, a dedicated office, or an extended family. Every detail accentuates comfort, function, and understated luxury. A back yard patio with pool abutting a nature preserve offers privacy with open space and the ease of in-town living. Positioned near Nash Pond and close to local nature trails and amenities, the home also offers exceptional convenience-walkable to the Post Road and just minutes to downtown Westport, shopping, dining, and Metro-North train service to New York City. Luxury new construction in Old Hill, Westport, CT-where location, design, and lifestyle align in one of the town's most desirable settings.

48 Woodside Ave, Westport
1 Greystone Farm Ln, Westport
$4,199,000
5 Beds ⋅ 6 Baths ⋅ 24168021 MLS
Experience the perfect harmony of sophisticated architecture and bucolic charm in this Colonial on a quiet cul-de-sac, centrally located in the Staples neighborhood. The residence situated on 1.07 acres offers a "farm-to-table" lifestyle without sacrificing modern-day luxuries of Westport living. The barn and orchard pay homage to the property's farming past, while maintaining a meticulous landscaped oasis. This home is for those who value both grand-scale entertaining and quiet everyday comforts. It's conveniently located to all town amenities, trendy downtown dining, and transportation hubs, while still maintaining the privacy of country living.

1 Greystone Farm Ln, Westport
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
7 Mortar Rock Rd, Westport
$4,000,000
6 Beds ⋅ 8 Baths ⋅ 24178067 MLS
Welcome to 7 Mortar Rock, a thoughtfully designed living space. This stunning 6 bedroom transitional modern farmhouse showcases the exceptional craftsmanship and attention to detail that have made the Thomas Brothers Builders highly sought after. Perfectly blending beauty and functionality, this home is tailored to today's lifestyle while delivering timeless appeal. At the heart of the home is a spectacular chefs kitchen featuring quartz countertops and a large island with seating for four and an expansive dining area ideal for everyday living and entertaining. Sun filled spaces with nearly 10 foot ceilings on the main level creates and airy welcoming atmosphere throughout the home. Patio doors off the kitchen open seamlessly to a beautifully landscaped backyard with stone patio and built in gas fire pit. Ideally situated on a quiet cul-de-sac in one of Westport's most desirable locations this property offers the rare convenience of being just minutes from downtown shopping, dining, commuting options and Compo Beach.

7 Mortar Rock Rd, Westport
20 Fresenius Rd, Westport
$4,000,000
7 Beds ⋅ 9 Baths ⋅ 24176785 MLS
We've saved the best for last! Of the 4 homes built at the end of this quiet and centrally located Westport cul-de-sac, this is the most expansive, and it's loaded with top-tier amenities. Entertain or hang out in style in gracious rooms curated by Susan Tracy Designs featuring a warm color palate, and not often found finishes like Venetian plaster and built-in hallway millwork. The open kitchen/family room is a wonderful place to cook, eat and live. It's bathed in natural light and features top-of-the-line appliances including two dishwashers, Thermador wine column, Elkay water dispenser and ultra convenient 2-drawer refrigerator in the scullery. The back of the house opens to a large wrap-around patio accessed from the kitchen eating area as well as the private office, all overlooking a beautiful yard and Signature pool. Once upstairs the Primary bedroom suite steals the show! Bright and airy with a cozy fireplace, huge closet and luxurious bath. Lots more to talk about like the spacious laundry room outfitted with two sets of stack washer/dryers or the lower-level gym with glass doors, or the pool cabana bath with changing area. The list goes on! Come see for yourself.

20 Fresenius Rd, Westport
102 Compo Rd S, Westport
$3,963,000
7 Beds ⋅ 8 Baths ⋅ 24147210 MLS
THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This elevator-ready home begins with a spectacular glass-lined foyer, filling the entire layout with sun. The private office/library with extensive built-ins provides a wonderful place to work. The dining room is accented by steel-framed glass panels and a crisp tray ceiling detail, while the butler's pantry has a fluted backsplash. The incredible gourmet kitchen features a pale oak-accented ceiling, generous island, Thermador appls incl double dishwashers and massive ref/frz. The open flow continues into the fam rm w/bold coffered ceil detail, linear gas fpl and glass doors to the deck. The oversized mudrm links the hub of the home to the garage and casual entry. Upstairs, the first 5 BRs incl the primary suite, which is an awe-inspiring sanctuary of refined design and ultimate comfort, beginning w/the cath ceil BR w/fpl, massive dbl clsts, a designer bath & more. Each BR has unique appeal. 3rd flr bonus space & the 6th BR. The finished, walk-out LL has the 7th BR, rec/gym/media, cabana bar for poolside entertaining, all stepping out to a patio. Just moments to Compo Beach, Longshore Club Park, train and town.

102 Compo Rd S, Westport
13 Rockyfield Rd, Westport
$3,925,000
5 Beds ⋅ 6 Baths ⋅ 24175855 MLS
The Legacy of Elegance: 1.12 Acres in the Heart of Westport. Some homes are built for a market. This one was built for a lifetime. Set on 1.12 tree-lined manicured acres framed by iconic New England stone walls, this pristine Westport Colonial is the definitive intersection of Classic Taste and Modern Life: Located in one of the town's most coveted walkable enclaves-just an hour from Manhattan-the home delivers both privacy and connection. The exceptional craftsmanship and layout are designed for the modern rhythm: Five bedrooms, seven baths and two dedicated offices allow effortless movement from productivity to play. Custom millwork and flooded natural light ground the home in tradition, while the versatile bonus spaces ensure there is a place for everything-and everyone. The backyard isn't just a lot; it's a resort. A newly renovated pool and spa are anchored by a covered pavilion, creating a private stage for the quintessential Connecticut summer. This is where long summer days, spontaneous dinners, and poolside mornings happen - all within the safety of a neighborhood where you can ride bikes to friends' houses and neighbors still say, "Hello." Minutes from Westport's gold-standard schools and its vibrant downtown, this home offers something incredibly rare: a true lifestyle rooted in connection and ease. While trends come and go, this home will endure.

13 Rockyfield Rd, Westport
11 Edgewater Hillside, Westport
$3,899,000
4 Beds ⋅ 5 Baths ⋅ 24160000 MLS
COMPO BEACH WATER VIEWS at this picture-perfect beach house. Edgewater Hillside is the best-kept secret at Compo Beach, a private Hamptons-style cul de sac where each home is prettier than the next and water views abound. This exceptional residence combines timeless design with high-end amenities and so much space to live and entertain, walking distance to Compo Beach and Old Mill Beach, and moments to Longshore Club Park's golf, tennis, swimming and boating, and downtown. The four beautifully-finished levels are highlighted by so much attention to detail: soaring coffered ceilings, built-ins, and oversized windows taking in the views of the Sound, the Mill Pond and walls of blooming hydrangea. A chef's dream kitchen is equipped with Viking and Subzero appliances, and a fully-equipped outdoor kitchen and stunning stone fireplace make entertaining a breeze in all seasons. The generously-sized primary suite offers a sumptuous bath with soaking tub, walk-in closet and gas fireplace. The versatile floor plan includes a third floor retreat also with jaw-dropping views, balcony and full bath. The fully finished lower level also includes a full bath. The home and road access are not in a flood zone, and city water, sewer and natural gas plus a whole-house generator make life easy. Enjoy privacy, water views and the lifestyle only Compo Beach offers. Even room for a small pool! Also available fully furnished for a turnkey beach residence!

11 Edgewater Hillside, Westport
17 Vineyard Ln, Westport
$3,895,000
5 Beds ⋅ 6 Baths ⋅ 24170642 MLS
Stunning custom-built residence, newly completed in 2024, set within one of Westport's most coveted enclaves. Impeccably designed, this home offers soaring ceilings, refined finishes, and exceptional craftsmanship throughout. At the heart of the home, a chef's kitchen features an oversized center island, Thermador appliance package, seamlessly opening to the dining room adorned with Thibaut wallpaper. The family room showcases vaulted ceilings, a Carrara marble gas fireplace, and French doors leading to the backyard and patio for effortless indoor-outdoor living. The main level also includes a formal living room, office, powder room, mudroom, and access to a three-car garage. Upstairs, the primary suite features vaulted ceilings, two oversized walk-in closets, and a spa-like bath with double vanities, soaking tub, and glass-enclosed shower. Three additional bedrooms, two full baths, and a spacious laundry room complete the second level. A finished third floor provides a versatile bonus room with full bath. The lower level features a media room, fitness space, second office, and ensuite guest suite. Professionally landscaped and fenced, the grounds offer privacy and a beautiful setting for outdoor living. Just minutes to Westport's beaches, shopping, dining and metro north for seamless access to NYC.

17 Vineyard Ln, Westport
42 Easton Rd, Westport
$3,870,000
6 Beds ⋅ 7 Baths ⋅ 24164674 MLS
Majestically sited behind a classic stone wall and fence on 1.16 dry flat acres, this exceptional 6-bedroom, 5.2-bath residence offers the perfect blend of elegance, comfort, and modern living. Designed by noted local architect William A. Achilles, the home showcases a dramatic open floor plan filled with natural light and refined architectural detail across three beautifully finished levels. At the heart of the home is a stunning chef's kitchen featuring state-of-the-art appliances, custom cabinetry, and generous gathering spaces ideal for entertaining and everyday living. A private study provides the perfect work-from-home retreat, while the luxurious primary suite offers a serene escape with a spa-like bath and abundant closet space. There are 4 additional Bedrooms on the 2nd floor. The Lower level boasts a legal 6th bedroom and bath, a gym and a perfect spot for an in-home theatre. Thoughtful craftsmanship and high-end finishes are evident throughout, complemented by a 20kw generator for peace of mind. Outdoors, enjoy your own private resort with a gunite pool, spa, and automatic cover, surrounded by expansive lawn, gorgeous patio and mature landscaping with an in-ground irrigation system-perfect for play, relaxation, and entertaining. This is a rare opportunity to enjoy timeless design, modern amenities, and exceptional space both inside and out.

42 Easton Rd, Westport
312 Compo Rd S, Westport
$3,750,000
4 Beds ⋅ 4 Baths ⋅ 24173977 MLS
Coastal Living at Its Finest - Compo Beach, Westport, CT Some homes are simply houses - others are a lifestyle, and this exceptional Compo Beach Colonial is unmistakably the latter. Built in 2012 and maintained in pristine condition, this 4-bedroom, 3.5-bath residence offers the rare combination of newer construction quality and effortless coastal elegance, nestled just minutes from the sparkling shores of one of Westport's most coveted neighborhoods. Step inside to an open, airy floor plan bathed in natural light, where a spectacular great room and chef's kitchen flow seamlessly together - crisp whites, soothing blues, and natural textures creating a relaxed yet decidedly high-end atmosphere that simply lives beautifully. When the weather calls, the oversized porch becomes the true soul of the home - the perfect setting for morning coffee, evening gatherings, and the unhurried moments that define summer on the Connecticut shore. Upstairs, the primary suite redefines comfort with a private sitting room, home office, and a spa-inspired bath featuring heated floors, a heated towel rack, and a deep soaking tub - thoughtful luxuries that make every day feel like a getaway. With generous secondary bedrooms, meticulous finishes throughout, and a location that puts Compo Beach, Westport's beloved amenities, and Metro-North all within easy reach, this is coastal Connecticut living at its absolute finest.

312 Compo Rd S, Westport
24 Spriteview Ave, Westport
$3,650,000
4 Beds ⋅ 4 Baths ⋅ 24156059 MLS
FEMA-COMPLIANT and masterfully built in 2018, this extraordinary coastal residence at 24 Spriteview Avenue on Saugatuck Island offers an unrivaled waterfront lifestyle in one of Westport's most coveted enclaves. 4 bedrooms include 2 sumptuous primary en-suites and 3.5 impeccably appointed baths. All rooms are drenched in natural light and showcase captivating water views, creating a seamless connection to the shoreline. Custom stained hardwood floors, solar panels, and a full-house Tesla generator combine refined elegance with modern efficiency and peace of mind. The chef's eat-in kitchen is drenched in sunlight, appointed with premium appliances and an oversized island, flowing effortlessly into the family room where walls of glass open to expansive waterfront terraces designed for sophisticated entertaining. A built-in bar with kegerator elevates every gathering. A private office, bespoke built-ins, and three gas fireplaces add warmth and distinction throughout. Multiple decks and a breathtaking rooftop terrace frame panoramic sunrise and sunset vistas, along with front-row views of July 4th fireworks over the water. Residents enjoy access to three private beaches, a private backyard dock, and proximity to Cedar Point Yacht Club. Just minutes to town, train, and schools-yet a world away-the ultimate turnkey waterfront sanctuary.

24 Spriteview Ave, Westport
10 Winding Ln, Westport
$3,600,000
5 Beds ⋅ 5 Baths ⋅ 24163168 MLS
Experience the pinnacle of luxury living in this exceptional 4,600 sq ft, 5-bedroom home, ideally located in highly sought-after Old Hill. Perfectly positioned on a pristine 1-acre lot, this stunning home offers a rare "walk-to-everything" lifestyle-just steps from shopping, top-rated restaurants, and Earthplace. Designed for both elegant entertaining and everyday comfort, the home features an open-concept floor plan enhanced by timeless architectural details and modern upgrades. Sun-drenched living spaces on the main level include a gourmet kitchen, formal living room, dining area, family room, office, and a versatile pool cabana or fitness room-all seamlessly opening to an expansive patio for effortless indoor-outdoor living. Two first-floor ensuite bedrooms provide flexible accommodations. Upstairs, the luxurious primary offers a private retreat, complemented by a large playroom, laundry room, and two additional bedrooms with a shared bath-creating a versatile layout. The resort-style outdoor setting is equally impressive, featuring a gunite pool with spa, pergola, fire pit, outdoor grill area, vegetable garden, and a fully integrated lighting and sound system. Mature, century-old trees, curated specimen plantings, and extensive stonework create a private, park-like oasis. For the buyer seeking privacy while being near all the amenities that Westport has to offer, this extraordinary property combines classic elegance, modern amenities, and an unbeatable location.

10 Winding Ln, Westport
123 Cross Hwy, Westport
$3,500,000
5 Beds ⋅ 6 Baths ⋅ 24166688 MLS
A sophisticated blend of past & present, this private sanctuary offers the ultimate in modern design in the heart of Westport. Designed for effortless indoor-outdoor living, the property features 5 BRs, 4.5 BAs, a separate guest house, expansive decking & a gunite pool set on private 1.35 acres. The home retains its massive original central chimney now the striking centerpiece of the open main level. The rooms flow seamlessly to the exterior gardens, while expansive walls of glass create a natural connection to the outdoors throughout the seasons. The spectacular 14' limestone kitchen island anchors the space alongside a limestone accent wall & a dramatic portrait window overlooking the patio, dining pavilion & pool. Each impeccably curated room showcases a refined juxtaposition of old & new, creating a cohesive, timeless aesthetic. The luxurious primary suite includes a stunning marble bath, dressing room & scenic views of the grounds. The finished walk-out lower level offers space for yoga, fitness, recreation, plus a walk-in natural stone wine cellar & pool changing room. Tiered steps lead to the pool terrace, ideal for lounging amid magnificent specimen trees and lush gardens. A separate guest house mirrors the organic warmth & texture of the main residence. Mature landscaping screens the fully fenced private level property in a prime Westport location within walking distance to Wakeman Farm, minutes to the train, beaches, shops, restaurants, schools, and other amenities.

123 Cross Hwy, Westport
150 Hillspoint Rd, Westport
$3,500,000
4 Beds ⋅ 4 Baths ⋅ 24154934 MLS
Just steps from the sand, this captivating Compo Beach retreat delivers the coastal lifestyle buyers dream about-effortless, elegant, and designed to be lived in year-round. Set above the flood zone on .52 acres of exquisitely landscaped grounds, this lovingly maintained 4-bedroom, 4-full-bath home feels both refined and relaxed, with outdoor living woven into every experience. Sunlight streams through expansive windows and doors, creating a seamless flow between indoors and out. The open main level invites connection, anchored by a welcoming living room with stone fireplace, a sunlit dining area, and well-designed kitchen that opens to an expansive Azek deck-ideal for summer dinners and sunset gatherings. A casual family room and coveted screened-in porch overlook the grounds, offering peaceful spaces to unwind. A main floor bedroom with access to a renovated hall bath provides flexibility, while a mudroom and direct access to the two-car garage add everyday ease. Upstairs, the primary suite is a private escape with vaulted beamed ceilings, a spa-like renovated bath with oversized shower, and a large walk-in closet. Two additional bedrooms, a light-filled study area, laundry room, and a dramatic bonus/rec room with soaring ceilings complete the second floor. The lower level gym provides walk out to patio with cozy firepit and outdoor shower. Full House Generator. Room for pool. Natural Gas, City Water and Sewer. Easy for commuters - located minutes to train and I-95

150 Hillspoint Rd, Westport
13 Terhune Dr, Westport
$3,499,999
6 Beds ⋅ 6 Baths ⋅ 24114691 MLS
Welcome to this beautifully crafted new construction home in the heart of Westport, where timeless design and thoughtful details come together to create a luxurious space. From the moment you step inside, you're welcomed by a bright and open floor plan with high ceilings and wide-plank flooring that runs throughout the main living space. Natural light fills every room, highlighting the custom finishes and high-end craftsmanship that define this exceptional home. The kitchen is a true showpiece, designed for both everyday living and entertaining. Full custom inset cabinetry and professional appliances, sleek quartz countertops and double oversized center islands provide plenty of prep space and seating. On the exterior, the home is clad in classic hardy board, an expansive outdoor kitchen, and elaborate stone detail with plenty of room for a pool, spa, or however you wish to complete your outdoor oasis. At the end of a quiet cup-de-sac, yet situated in a prime Westport location close to schools, beaches, shopping, and commuting options, this new construction offers everything you need in a forever home-modern comfort, classic style, and room to grow. Pool/spa included for $4,399,000

13 Terhune Dr, Westport
42 Spriteview Ave, Westport
$3,499,000
3 Beds ⋅ 4 Baths ⋅ 24167502 MLS
A rare convergence of water, light and privacy, this extraordinary waterfront home offers a lifestyle few ever experience.Perfectly positioned between the open expanse of the Long Island Sound and the quiet rhythm of a private canal, the home is set on a private island just one hour from New York City, yet feels worlds away. Sweeping, unobstructed views stretch endlessly in every direction, with sunsets that transform the sky into a daily work of art. Defined by its clean, modern lines and expansive walls of glass, the home is designed to fully embrace its surroundings.Three spacious decks extend the living experience outdoors, each offering a distinct vantage point from morning light over the water to the stillness of evening reflections along the canal. Inside, newly installed wide-board white oak floors bring warmth and understated sophistication to a home that is entirely move-in ready. Every space is oriented toward water, creating a seamless connection between interior living and the natural beauty beyond. With direct water frontage, a private beach and an ever-changing coastal backdrop, this is more than a home, it is a singular waterfront retreat defined by light, scale and the quiet luxury of complete privacy.

42 Spriteview Ave, Westport
1 Flower Farm Ln, Westport
$3,450,000
5 Beds ⋅ 8 Baths ⋅ 24148553 MLS
Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room offers a stone fireplace, coffered ceilings with French doors leading to a bluestone terrace, overlooking the gorgeous landscaped property. Gather in the sophisticated formal dining room w/yet another fireplace. The main level graciously accommodates a guest bedroom suite with a full bath, walk-in closet, as well as a study adorned w/Cherrywood & built-ins, leading to a serene blue stone screened-in porch. The main level also has the convenience of 2 powder rooms & a mudroom, as you enter from the 3 car garage. Upstairs, discover the luxurious primary bedroom w/a sitting room, 2 walk-in closets, changing room, & spa-like bathroom w/a claw hydro tub, shower & private balcony access. Additionally, there are 3 more bedrooms each w/a custom full bathroom, along w/a generous bonus room. The fully finished 3rd floor offers versatility with a half bath. Entertain on the lower level, featuring a theater room, gym w/sauna, family room, wine room & powder room. Outside, the meticulously landscaped grounds showcase an inground gunite pool, hot tub, pool house w/a full bathroom overlooking 2 acres.

1 Flower Farm Ln, Westport
2 Half Mile Cmn, Westport
$3,400,000
4 Beds ⋅ 5 Baths ⋅ 24190832 MLS
Meticulously maintained and move-in ready, 2 Half Mile Common offers comforts, flexibility, and convenience. With 4 generously sized bedroom this light-filled home features a finished lower level with a full bath, gym, and recreation space, plus a separate playroom over the garage that's ideal as a second home office, studio, or playroom. Enjoy a fenced backyard with beautifully landscaped grounds, hot tub and outdoor kitchen, perfect for entertaining or play. Need more space? There is a 3rd floor just waiting to be finished! Ideally located on a quiet cul-de-sac, this home is within walking distance to Staples High School and Wakeman Town Farm, and just minutes from downtown Westport, beaches, shopping, dining, and Metro-North for an easy NYC commute. A rare opportunity to enjoy turnkey living in one of Westport's most convenient locations.

2 Half Mile Cmn, Westport
3 Bowling Ln, Westport
$3,400,000
6 Beds ⋅ 6 Baths ⋅ 24169947 MLS
Now under construction with a summer move-in, this exceptional 6-BDRM SIGNATURE Home is set on a quiet cul-de-sac in Westport's sought-after Long Lots school district. Built by SIR Development-renowned for over 30 years and 300+ homes of exceptional craftsmanship-this residence seamlessly blends timeless design with modern luxury. A welcoming interior showcases 10-foot ceilings on the main level, highlighted by custom oak beam detailing and expansive windows that fill the home with natural light. The thoughtfully designed open floor plan is ideal for both everyday living and effortless entertaining. The chef's kitchen features custom SIR cabinetry, premium Thermador appliances, and a fully appointed larder with wet bar, wine cooler, and floor-to-ceiling storage-perfectly tailored for both function and style. The living room opens through sliding glass doors to a granite patio and spacious, level backyard, creating a seamless indoor-outdoor connection. Add'l main-level highlights include a private office with custom built-ins, formal LR, and a well-designed mudroom for everyday convenience. Upstairs, 5 generously sized BDRMs include a luxurious primary suite w/ a vaulted, beamed ceiling, fireplace, dual walk-in closets, and a spa-inspired bath designed for relaxation. The finished walk-out lower level offers exceptional versatility, complete w/ 6th BDRM, full bath, media room, gym, and custom built-ins w/ref drawers-ideal for guests,recreation, or extended living.

3 Bowling Ln, Westport
5 Michele Ln, Westport
$3,400,000
6 Beds ⋅ 9 Baths ⋅ 24170058 MLS
Set at the end of a private cul-de-sac in Westport's coveted Coleytown neighborhood, 5 Michele Lane is a statement of craftsmanship, scale, and resort-style living. Surrounded by mature plantings for exceptional privacy and just steps from the Saugatuck River, this custom Colonial blends timeless architecture with elevated design throughout. A classic wood shingle exterior and wood roof set the tone, while the interior showcases 9'+ ceilings, marble tile, extensive millwork, and refined trim details. A dramatic Venetian plaster foyer introduces the home's elegant yet inviting aesthetic. Spanning three expansive levels plus a walk-up attic, the residence offers 6 bedrooms, 7 full baths, and 2 powder rooms-designed to accommodate both grand entertaining and comfortable everyday living. Seven fireplaces add warmth and architectural character across the home's generous living spaces. The outdoor setting is truly exceptional, featuring a resort-caliber gunite pool with integrated spa, expansive bluestone patio, outdoor kitchen, and a beautifully designed pergola-creating a private retreat ideal for entertaining or relaxation. Inside, the home continues to impress with well-proportioned rooms, a luxurious primary suite, and en-suite bedrooms throughout. The finished lower level offers additional space for recreation, wellness, or guests, complemented by a private sauna, wine cellar, additional laundry, guest suite, rec room, gym and lounge.

5 Michele Ln, Westport
119 Long Lots Rd, Westport
$3,352,000
5 Beds ⋅ 5 Baths ⋅ 24166818 MLS
In Westport's coveted Long Lots neighborhood, this residence makes a striking first impression, set back in quiet privacy behind mature trees and landscaped grounds. Reimagined and expanded in 2010, the home offers sunlit rooms of impressive scale ideal for both memorable entertaining and everyday luxury, with high-end updates and amenities at every turn. An inviting first-floor lounge with pool table provides room to gather, while the gourmet chef's kitchen showcases premium appliances, an oversized island and countertops of statuary marble, and generous prep and entertaining areas. A private suite above a 3-car garage includes gathering room with fireplace, bedroom and full bath with room for guests and home office. The park-like property unfolds as a resort-style retreat featuring a sparkling pool, patio with pizza oven, expansive sunny lawn, outdoor fireplace and beautifully terraced gardens. A no-maintenance koi pond and a greenhouse add to the rare, estate setting, and a hot tub offers year-round enjoyment. 5 bedrooms include a sumptuous primary suite with fireplace, spa bath with heated floors, steam shower, and luxe statuary marble and nickel vanity, offering a private sanctuary. Enjoy property views from the 2nd floor deck. Walk to the ALL NEW Long Lots Elementary School that's underway and 2 min to middle and high schools. It's privacy, elevated living spaces and curated outdoor living at this exceptional residence 5 minutes to train and Westport's lively downtown

119 Long Lots Rd, Westport
1 Wheeler Gate, Westport
$3,300,000
4 Beds ⋅ 5 Baths ⋅ 24198512 MLS
Compo Commons classic! Impeccably maintained, and recently renovated, this wonderful home seamlessly pairs Connecticut charm with a contemporary edge, and a nod to what is current. The dramatic foyer welcomes you to a gracious and tailored living room with a fireplace or the intimate dining room with a built-in dry bar and beautiful bay window. The gorgeous gourmet kitchen offers enviable counter space, a huge center island, high-end appliances and custom cabinetry; it opens to a soaring great room with cathedral ceiling, Shaker-inspired paneling, a striking wood burning fireplace, and 2-story windows. The abundant natural light and spaciousness is captivating. Upstairs, the luxurious primary bedroom suite includes separate lounge/seating areas, a stunning bathroom, dressing area and walk in closet. There are three additional bedrooms and two full bathrooms completing the second floor. A portion of the full basement has been finished to offer maximum flexibility for end use. The professionally landscaped half acre property, boasts a stone patio with retractable striped awning for those lingering, late afternoon golden hour conversations. After 29 years and a full roster of meaningful Westport memories, the current owners are looking for the next stewards to take the reins. This is an amazing opportunity to be close to all that makes this coastal town tick and become a part of a coveted neighborhood near restaurants, shopping, train and beach.

1 Wheeler Gate, 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
10 Sprucewood Ln, Westport
$3,276,000
5 Beds ⋅ 5 Baths ⋅ 24171000 MLS
Tucked at the end of a coveted Hunt Club lane, 10 Sprucewood Lane offers exceptional privacy, architectural refinement, & an enviable setting within one of Westport's most sought-after neighborhoods. Thoughtfully renovated in 2017, this sophisticated Colonial showcases a gracious & versatile floor plan that seamlessly balances classic elegance with modern living. Sun-filled interiors & a curated neutral palette create a refined atmosphere throughout more than 5,000 square feet of beautifully appointed living space. At the center of the home is a stunning chef's kitchen, featuring Carrera marble, stainless steel appliances, & a walk-in pantry - expertly designed for both effortless daily living and elevated entertaining. Formal living spaces & the expansive great room connect seamlessly to an entertainer's backyard, highlighted by a spacious mahogany deck, sweeping lawn, & charming stone walls. A screened-in porch off the living room offers an inviting space for relaxation, casual dining, or gathering with guests. Distinctive highlights include two primary ensuite bedrooms - one featuring a luxurious steam shower, four fireplaces, two mudrooms, an oversized garage, & a dramatic great room anchored by a striking see-through fireplace. The fully finished lower level provides exceptional flexibility with an ensuite bedroom, home office, recreation room with fireplace, and an additional mudroom with abundant storage and direct exterior access. Room for a pool. Welcome Home!

10 Sprucewood Ln, Westport
27 Woody Ln, Westport
$3,250,000
5 Beds ⋅ 5 Baths ⋅ 24204780 MLS
This beautifully renovated Ward French custom home offers elegant formal spaces, a chef's kitchen, flexible guest and office accommodations, a luxury primary suite, fitness studio and sitting room with balcony. The home's 2,442 square foot lower level offers tremendous untapped potential, providing an opportunity to create customized luxury amenities such as a home theater, golf simulator, wine cellar, wellness spa, or guest retreat. Outdoors a spectacular 20' x 40' pool and spa, multiple entertaining patios, and lush private landscaping create a true retreat. Moments from schools and town amenities, this exceptional Westport residence perfectly balances luxury and everyday living.

27 Woody Ln, 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
19 E Horseshoe Ln, Westport
$3,200,000
5 Beds ⋅ 5 Baths ⋅ 24169575 MLS
Located on a quiet cul de sac only one mile from Metro North Train Station/I95 and two miles from Compo Beach, Longshore Country Club and downtown Westport - could your new home be any more convenient? Multiple HOBI award winning builder, CCO Habitats, presents its latest new construction project - a 5 bedroom, 4.5 bath home finished on 4 levels with room for a smaller pool. As always, there are some new features to discover, making this home unique from anything previously built. There's a warm, welcoming vibe, with oversized European tilting windows allowing the natural light to blend seamlessly with the white oak and glass interiors. Cozy modern. Sophisticated and stylish. An open floor plan presents a variety of lifestyle options. You can have either one or two offices and still have four multipurpose rooms to enjoy in different ways. Perhaps a living room, a family room, a media room and a great room? And that's not even including the gym! Maybe you'd prefer a library or a studio - go for it! There's an EV outlet waiting for you and yes, it's generator ready as well. It's just so easy. Functionality meets beauty and combines to create a truly livable home. Come discover. Come enjoy. Come home.

19 E Horseshoe Ln, Westport
91 Turkey Hill Rd S, Westport
$3,200,000
5 Beds ⋅ 6 Baths ⋅ 24166415 MLS
Beautifully sited in prestigious Greens Farms this timeless 5 BR, 6BA clapboard-and-stone Colonial offers stunning architecture & resort like privacy just moments from train, town & beaches. A gracious front porch & exquisite landscaping create an immediate sense of presence; classic, composed & quietly impressive. Inside, a soaring entry filled w/natural light introduces interiors defined by beautiful scale, 9-ft ceilings & gracious flow. Formal living room w/gas fireplace & dining room w/wet bar lend elegance to entertaining while a handsome office/den w/custom built-ins offers warmth & intimacy. The kitchen is refined & inviting w/quartz countertops, Sub-Zero appliances, walk-in pantry & breakfast/dining area opening to bluestone terrace. The expansive family room anchored by a substantial stone fireplace creates a natural gathering place & French doors open seamlessly to the outdoor living space. The main level also includes a secondary entry w/back staircase, laundry room, additional office & 2nd powder room. Upstairs the primary suite is a true retreat w/oversized walk-in closets, dressing area & spa-like marble bath. 4 additional generously proportioned bedrooms including two en-suite offer flexibility for family & guests. Finished 3rd fl ideal for playroom, gym, media room, 6th BR. Outside sprawling grounds, expansive bluestone terraces, exceptional masonry & stunning saltwater gunite pool & spa create a private oasis w/serene resort-like feel. Impeccably presented.

91 Turkey Hill Rd S, Westport
10 Side Hill, Westport
$3,175,000
6 Beds ⋅ 6 Baths ⋅ 24178615 MLS
Now more than ever, home is a haven - a place to live, work, relax, and entertain. Privately sited on 1 beautifully landscaped acre in highly sought-after Old Hill, this sophisticated 6,000+ SF home with a brand-new pool offers 6 bedrooms, exceptional living spaces, and breathtaking western sunsets overlooking Earthplace's 62-acre nature sanctuary. A rare blend of privacy, style, and convenience, all within walking distance to town. Designed for both elegant entertaining and comfortable everyday living, the main level features a stunning chef's kitchen with custom cabinetry, pantry, and sun-filled dining area flowing seamlessly into the spacious family room with fireplace - all overlooking the expansive lawns, sparkling pool, and serene natural setting. Formal living and dining rooms provide elegant gathering spaces, while a private office/playroom and guest bedroom with full bath complete the first floor. The luxurious primary serves as a private retreat with sitting area or office, walk-in closet, and spa-inspired bath. Four additional bedrooms, two full baths, and a conveniently located laundry room complete the second level. The top floor offers exceptional bonus space, including a vaulted-ceiling playroom, additional room, and half bath. The lower level provides versatile space featuring a gym, mudroom, and extensive storage. Chic yet welcoming interiors, contemporary amenities, and extraordinary natural surroundings combine to create the ultimate Westport retreat.

10 Side Hill, Westport

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