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$1,800,000
4Beds
4Baths
4,018Sqft
540, Connecticut, 06880, United States
Nestled in the coveted Old Hill section of Westport, this exceptional residence offers a rare blend of space, serenity, & timeless appeal. With over 3,200 square feet, the home unfolds beautifully-beginning with a gracious entry foyer, leading into the living room with hardwood floors and anchored by a classic fireplace.
CENTURY 21
$1,800,000
39 Marion Rd
4Beds
4Baths
4,018Sqft
540, Connecticut, 06880, United States
Nestled in the coveted Old Hill section of Westport, this exceptional residence offers a rare blend of space, serenity, & timeless appeal. With over 3,200 square feet, the home unfolds beautifully-beginning with a gracious entry foyer, leading into the living room with hardwood floors and anchored by a classic fireplace. The large eat-in kitchen offers double ovens, an abundance of cabinets and marble countertops and opens to both the formal dining room and a more casual dining space with adjoining great room, all unified by gleaming wood floors and bathed in abundant natural light. Designed for both everyday ease and effortless entertaining, the main level also features a thoughtfully appointed mudroom with laundry, located just off the kitchen, offering generous storage for everyones belongings. Every detail supports comfort and functionality without sacrificing style. Upstairs, four spacious bedrooms provide peaceful retreats. The primary suite is a true sanctuary, complete with a full bath, ample closet space, and a sun-filled porch that easily doubles as a home office, studio, or quiet escape. The finished lower level adds even more flexibility, featuring an office/guest room and a full bath-ideal for todays versatile living needs. Outdoors, the property truly shines. The fabulous backyard is a private oasis, highlighted by a gunite pool with spa and surrounded by lush landscaping-perfect for relaxation and summer gatherings.
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CENTURY 21
$15,000,000
7Beds
6Baths
Westport, Connecticut, 06880, United States
Hidden along a private lane in Westports Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound.
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$15,000,000
4 Sherwood Island Lane
7Beds
6Baths
Westport, Connecticut, 06880, United States
Hidden along a private lane in Westports Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected open space with no immediate neighbors, the property offers a rare sense of peace and privacy-reminiscent of the Lowcountry, the Hamptons, or Nantucket, a scale and atmosphere seldom found in Westport. Beautiful in every season, the setting also offers extraordinary birdlife and nature watching. Yet it remains moments to the Post Road, train, and town centers, and just one hour from Manhattan. A collection of residences and outbuildings is thoughtfully positioned across the land, including two circa 1940s three-bedroom guesthouses with sweeping water views, creating a true family compound where generations can come together while maintaining a sense of independence. Other structures offer flexibility for staff or future use. The grounds invite a lifestyle centered around the outdoors, with a tennis court, indoor pool, pool house, and formal gardens set within expansive lawns that stretch toward the water. Whether preserved, enhanced, or reimagined, this is a once-in-a-generation opportunity to shape a legacy estate-one that will be experienced and remembered for years to come.
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$15,000,000
4 Sherwood Island Lane
7Beds
6Baths
$15,000,000
Westport, Connecticut, 06880, United States
$1,199,000
4Beds
3Baths
Westport, Connecticut, 06880, United States
Beautifully renovated split level situated on a centrally located cul-de-sac. This sun-filled residence offers an open floor plan with a bright living room featuring a cozy fireplace, an updated kitchen, and an adjoining dining area. The property includes 4 bedrooms and 3 1/2 renovated baths, highlighted by an oversized primary suite with a spa-like bathroom.
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$1,199,000
19 Half Mile Common
4Beds
3Baths
Westport, Connecticut, 06880, United States
Beautifully renovated split level situated on a centrally located cul-de-sac. This sun-filled residence offers an open floor plan with a bright living room featuring a cozy fireplace, an updated kitchen, and an adjoining dining area. The property includes 4 bedrooms and 3 1/2 renovated baths, highlighted by an oversized primary suite with a spa-like bathroom. The finished lower level provides flexible space for a family room or home office. A spacious sunroom with a large hot tub offers year round enjoyment. The flat one acre lot features a patio, greenhouse, and fire pit. Improvements include: extensive landscaping, new stone walkway, newer roof, solar panels, newer skylights, garage doors, moldings & more. Move-in ready with modern updates throughout. More photos to come.
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$1,250,000
2Beds
2Baths
Westport, Connecticut, 06880, United States
Welcome to 119 Kings Highway North, located in the beautiful Old Hill section of Westport. This single-family home was converted into two apartments in the 1930s by its then-owners. Walk to town from this generous 0.87 acre lot in a desirable AA zone, the land is rolling, elevated, and ideally positioned high off Kings Highway. There are distant views of the river and town through the trees.
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$1,250,000
119 Kings Highway
2Beds
2Baths
Westport, Connecticut, 06880, United States
Welcome to 119 Kings Highway North, located in the beautiful Old Hill section of Westport. This single-family home was converted into two apartments in the 1930s by its then-owners. Walk to town from this generous 0.87 acre lot in a desirable AA zone, the land is rolling, elevated, and ideally positioned high off Kings Highway. There are distant views of the river and town through the trees. This is a rare and exciting opportunity for the next owner who can create something truly special. The current owners purchased the property as a two-family home in 1997 and have consistently rented it since. Each level features a living room, one-bedroom, one-bath and eat-in kitchen. A truly unique offering with potential for flexible living opportunities and ADU possibilities, etc. House is being sold AS IS and prospect to perform diligence with the town for required building regulations. Sewer hookup available on Kings Highway and that assessment has been paid in full.
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$2,495,000
6Beds
5Baths
Westport, Fairfield, 06880, United States
Built in 2022, 40 Richmondville Avenue offers a sense of ease thats increasingly hard to find generous in scale, thoughtfully laid out, and ready to be lived in from day one. The home opens into a bright, open-concept main level where kitchen, dining, and living spaces come together naturally.
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$2,495,000
40 Richmondville Avenue
6Beds
5Baths
Westport, Fairfield, 06880, United States
Built in 2022, 40 Richmondville Avenue offers a sense of ease thats increasingly hard to find generous in scale, thoughtfully laid out, and ready to be lived in from day one. The home opens into a bright, open-concept main level where kitchen, dining, and living spaces come together naturally. High ceilings and oversized windows bring in light throughout, while the layout remains structured and intentional. At the center, the kitchen is designed for both everyday living and entertaining, featuring a full Thermador appliance suite, extensive cabinetry, and a large island with integrated outlets. A walk-in pantry connects to a dedicated mudroom with built-ins and cubbies that add a level of practical storage and organization. Upstairs, the home offers a well-balanced bedroom layout, including a spacious primary suite with a walk-in closet and a spa-like bath with heated floors, a soaking tub, and a separate oversized shower. Two secondary bedrooms are connected by a Jack and Jill bath, each with its own lofted space-an added layer of flexibility for work, play, or storage. Additional bedrooms allow for guests, office space, or evolving needs over time. The third floor provides a private, multi-purpose level-ideal as a home office, media room, or guest retreat-while the finished lower level extends the living space even further, complete with polished concrete floors and a bar/kitchenette area for casual entertaining. With six bedrooms, five-and-a-half baths, and multiple flexible living areas across four levels, the home adapts easily to a variety of lifestyles. Located just minutes from downtown Westport, with convenient access to restaurants, shopping, and everyday essentials, the property also sits within an area experiencing continued growth and investment and includes access to award-winning beaches. A newer home that offers space, flexibility, and a location that continues to evolve.
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$2,495,000
40 Richmondville Avenue
6Beds
5Baths
$2,495,000
Westport, Fairfield, 06880, United States
$1,645,000
5Beds
4.5Baths
3,880Sqft
Weston, Connecticut, 06883, United States
Welcome to 14 Langner Lane, a uniquely charming stone residence set on 2.35 beautifully landcaped acres of lush, private property in the coveted town of Weston. Offering approximately 3,880 square feet of living space, this home beautifully blends architectural character with exceptional space, making it perfect for families seeking privacy and room to roam.
Raveis Team
$1,645,000
14 Langner Lane
5Beds
4.5Baths
3,880Sqft
Weston, Connecticut, 06883, United States
Welcome to 14 Langner Lane, a uniquely charming stone residence set on 2.35 beautifully landcaped acres of lush, private property in the coveted town of Weston. Offering approximately 3,880 square feet of living space, this home beautifully blends architectural character with exceptional space, making it perfect for families seeking privacy and room to roam. Fall in love with 14 Langners stunning stone exterior walls and interior details, including original window frames and fixtures that imbue it with a unique, timeless character often missing in newer builds. This 5 bedroom, 4.5 bath home offers flexible living with one large bedroom addition on the main level, isolated from the main living areas, ideal for a media room, kids playroom, in-law potential, or private office due to its sound isolation. This thoughtfully designed guest suite provides privacy with its own full, dedicated bathroom. The main level boasts an open-plan living room with large bay window and den anchored by a large stone cozy fireplace and a convenient wet bar, perfect for seamless entertaining. The formal dining room also features its own charming fireplace with a beautiful bay window. Moving to the upper level the primary bedroom has a private full bath and large walk-in closet space and easy access to 3 more bedrooms with 2 Full Bathrooms. Enjoy the privacy of this outdoor sanctuary as you step out to the expansive flagstone patio or relax in the screened gazebo, both overlooking the beautiful, terraced backyard. The property is set far back from the road, providing incredible privacy and extensive space for gardening, recreation, and exploration via walking paths through the woods. This unique property features include a classic carriage house/barn with 4 bay doors which stands out front, complete with a connected dog run, adding practicality and curb appeal. Enjoy the commuting benefits of being within 5 Minutes to all of the highly rated Weston public schools, 5 Mins to town hall, library, local shops, and Lilys Market. 10 min to Wiltons Village Market, 10 minutes to the Merritt Parkway, 15 minutes to the Westport Metro North Train and 15 minutes to downtown Westport shopping and dining. Hike the outdoors- only 8 min to Devils Den preserve or enjoy the Field Club / Racquet Club, and Biscegile Park. Schedule your showing today!
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Raveis Team
$1,645,000
14 Langner Lane
5Beds
4.5Baths
3,880Sqft
$1,645,000
Weston, Connecticut, 06883, United States
$2,595,000
6Beds
6Baths
Weston, Connecticut, 06883, United States
This restored, 6,100 sf-expanded 18th century antique commands a view of its 1.24 ac, brook-fed lake; expansive lawn; raised beds; and 450 ft. bleached stone driveway. Your vision--Big Tented Celebrations,Fabulous Local Tomatoes--is correct.
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$2,595,000
32 Steep Hill Road
6Beds
6Baths
Weston, Connecticut, 06883, United States
This restored, 6,100 sf-expanded 18th century antique commands a view of its 1.24 ac, brook-fed lake; expansive lawn; raised beds; and 450 ft. bleached stone driveway. Your vision--Big Tented Celebrations,Fabulous Local Tomatoes--is correct. The former NYC chefs professional kitchen, wet bar, and 2 eat-in dining areas are open to the 5 rooms that circle around this heartbeat, making large gatherings feel and taste delicious. The antiques original entrance to a home office fireplace (cozy, authentic) complete the floor. The 2nd floor offers 4 secondary beds/baths, a superior primary suite, and has a 600-sf bonus room with its own entrance and full kitchen. Generous third-level space fronted by a viewing balcony becomes the game/exercise/screening room you choose. Windows are featured everywhere, in particular note the sunroom array and the sitting rooms 28ft of windowed walls. The separate 1,100 sf, 1-2 BR COTTAGE has had just 4 long-term tenants in the owners 28 years. The COTTAGE rental income and tax/financial advantages make your net purchase price and occupancy exceedingly comfortable. The owner has prepared for final approvals a survey,building plans, and rendering package of a pool and surrounding deck connected to the homes 500sf front terrace. The buyer wishing the design can move forward with confidence in the sellers careful efforts. A 2025, 95% efficient,state-of-the art, Navien natural gas boiler and HW installation has proven to be a gas bill slayer.
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$2,395,000
4Beds
5Baths
8,707Sqft
Weston, Connecticut, 06883, United States
Welcome to 314 Georgetown Road, an exceptional custom-built residence gracefully set on two acres of beautifully landscaped, park-like grounds. Showcasing striking stonework, refined architectural details, and timeless sophistication, this home offers an elegant blend of classic design and modern comfort.
Raveis Team
$2,395,000
314 Georgetown Road
4Beds
5Baths
8,707Sqft
Weston, Connecticut, 06883, United States
Welcome to 314 Georgetown Road, an exceptional custom-built residence gracefully set on two acres of beautifully landscaped, park-like grounds. Showcasing striking stonework, refined architectural details, and timeless sophistication, this home offers an elegant blend of classic design and modern comfort. A dramatic two-story foyer, highlighted by a sweeping staircase and elegant chandelier, creates a memorable first impression and introduces the homes light-filled, beautifully proportioned interiors. The gracious living room with fireplace flows seamlessly into the formal dining room, creating an inviting setting equally suited for refined entertaining and intimate gatherings. The gourmet eat-in kitchen is both stylish and functional, appointed with granite countertops, high-end appliances, and a new Sub-Zero refrigerator, along with a well-appointed butlers pantry. A sunlit breakfast area overlooks the private backyard and opens to a stone patio, offering the perfect setting for effortless indoor-outdoor living. The upper level features a luxurious primary suite designed as a serene private retreat, complete with its own fireplace, a spa-inspired bath, and generous his-and-her walk-in closets. Four additional spacious bedrooms, two elegantly designed bathrooms, and a large additional room-ideal for a game room, media room, or additional recreational space-complete the level. The finished walk-out lower level provides exceptional additional living space, perfectly suited for fitness, recreation, or entertaining. Additional highlights include a three-car garage, walk-up attic for abundant storage, water filtration system, and updated HVAC. Combining refined elegance with modern convenience, this remarkable home offers a truly elevated lifestyle in a beautiful and private setting. Note: There is audio/visual surveillance on property. See extensive list of recent improvements.
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Raveis Team
$2,395,000
314 Georgetown Road
4Beds
5Baths
8,707Sqft
$2,395,000
Weston, Connecticut, 06883, United States
$2,795,000
5Beds
2Baths
Weston, Fairfield, 06883, United States
A four-season retreat-where open lawns, a beautiful pool, and the surrounding landscape create a sense of quiet luxury. Set along the Saugatuck River on a quiet private Lower Weston Cul de Sac, this architecturally distinctive contemporary is privately sited on 2.49 acres, offering scale, light, and direct river access in one of Westons most desirable settings.
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$2,795,000
32 Buttonball Lane
5Beds
2Baths
Weston, Fairfield, 06883, United States
A four-season retreat-where open lawns, a beautiful pool, and the surrounding landscape create a sense of quiet luxury. Set along the Saugatuck River on a quiet private Lower Weston Cul de Sac, this architecturally distinctive contemporary is privately sited on 2.49 acres, offering scale, light, and direct river access in one of Westons most desirable settings. A soaring cathedral ceiling Great Room anchors the home, defined by dramatic vertical volume, expansive glass, and extraordinary natural light. A central fireplace adds warmth and balance to the openness, creating a space equally suited for entertaining or quiet evenings at home. The kitchen is thoughtfully positioned at the heart of daily living, opening seamlessly to the family room with fireplace. French doors lead directly to the deck, Gunite pool, and BBQ terraces, creating effortless indoor outdoor flow and making summer gatherings and everyday living feel connected to the landscape. A striking three season porch with cathedral ceilings extends the architectural expression and provides a serene transitional space overlooking the natural surroundings. A substantial private office with fireplace offers an exceptional work from home retreat. The primary suite is a sanctuary featuring its own fireplace and a newly renovated spa bath. 3/4 additional bedrooms provide comfort and flexibility. The grounds unfold toward the Saugatuck River, offering direct access for kayaking, fishing, or simply enjoying the peaceful waterfront setting. In winter months, upper level glimpses of the river add seasonal dimension. Additional highlights include a three-car garage and solar for energy efficiency. Architecturally expressive yet comfortably livable, this lower Weston contemporary blends light, privacy, and natural beauty just minutes from Westport amenities, commuting access, and Westons award-winning schools.
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$12,000,000
7Beds
6.5Baths
8,119Sqft
Fairfield, Connecticut, 06890, United States
Welcome to 260 Willow Street-where timeless design meets modern luxury. Thoughtfully reimagined and meticulously executed, this exceptional Southport Village residence embodies architectural refinement and effortless elegance. Renowned architect Christopher Pagliaros philosophy of addition by subtraction is evident throughout, resulting in a home that is both sophisticated and serene.
Raveis Team
$12,000,000
260 Willow Street
7Beds
6.5Baths
8,119Sqft
Fairfield, Connecticut, 06890, United States
Welcome to 260 Willow Street-where timeless design meets modern luxury. Thoughtfully reimagined and meticulously executed, this exceptional Southport Village residence embodies architectural refinement and effortless elegance. Renowned architect Christopher Pagliaros philosophy of addition by subtraction is evident throughout, resulting in a home that is both sophisticated and serene. Every space has been curated with an uncompromising attention to detail-from custom millwork to premium finishes-creating an environment that is as functional as it is beautiful. Set on one of the most coveted streets in Southport, this property offers the perfect balance of privacy and proximity. Just a short stroll to the harbor and Long Island Sound, the setting recalls the charm of Nantucket or the Hamptons while retaining the unmistakable character of Southport. The transformation of the entire estate-including the main house, guest house, pool, and pool house-is nothing short of remarkable. The extensive list of upgrades and enhancements is too comprehensive to list here; this is a home that must be seen to be fully appreciated. Experience 260 Willow Street-a residence that invites you to live beautifully, entertain effortlessly, and enjoy the best of coastal village life.
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Raveis Team
$12,000,000
260 Willow Street
7Beds
6.5Baths
8,119Sqft
$12,000,000
Fairfield, Connecticut, 06890, United States
$1,419,000
4Beds
3Baths
0.14Sqft
Fairfield, Connecticut, 06890, United States
Newly Renovated Colonial in Prime Southport Location. Beautifully updated colonial offering modern comfort and timeless style. Featuring a stunning new custom kitchen with a large center island, professional Thermador appliances, and separate butlers pantry, this home is perfect for both everyday living and entertaining.
The REMAX Collection
$1,419,000
153 Pease Ave
4Beds
3Baths
0.14Sqft
Fairfield, Connecticut, 06890, United States
Newly Renovated Colonial in Prime Southport Location. Beautifully updated colonial offering modern comfort and timeless style. Featuring a stunning new custom kitchen with a large center island, professional Thermador appliances, and separate butlers pantry, this home is perfect for both everyday living and entertaining. The open floor plan is filled with natural light and has 9ft ceilings throughout, creating a warm and inviting atmosphere. Upstairs, youll find four spacious bedrooms, including a luxurious primary suite with a spa-like bath boasting a soaking tub and oversized shower. The finished lower level provides even more living space, including a large main room and an additional bonus room, ideal for a playroom, home gym, or office. Located in a convenient Southport neighborhood, just minutes to major highways, Southport Train Station, shops, and dining. Home is a must see. Nothing to do but move in.
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The REMAX Collection
$1,419,000
153 Pease Ave
4Beds
3Baths
0.14Sqft
$1,419,000
Fairfield, Connecticut, 06890, United States
$2,200,000
3Beds
3Baths
Fairfield, Connecticut, 06890, United States
Rare opportunity in sought-after Southport Green-just steps to Southport Village and Metro-North. One of only two stand-alone residences in this 24-unit enclave, this home offers the privacy of a single-family lifestyle with the ease of condominium living.
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$2,200,000
2 Elmwood Drive
3Beds
3Baths
Fairfield, Connecticut, 06890, United States
Rare opportunity in sought-after Southport Green-just steps to Southport Village and Metro-North. One of only two stand-alone residences in this 24-unit enclave, this home offers the privacy of a single-family lifestyle with the ease of condominium living. The townhouse-style residence spans three levels and features 3 bedrooms, 3 renovated full and 1 half baths, plus a coveted attached two-car garage. Thoughtfully designed with flexibility for a future elevator (quote available upon request), it also includes a private patio-an uncommon amenity within the community. Ideal for downsizers or anyone seeking a true lock-and-leave lifestyle, this property pairs luxury with everyday convenience. Enjoy dining, shopping, and wellness just moments away at the Delamar Southport, Gray Goose Tavern, and Equinox Health Club.
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