450 houses for sale in Winnipauk

Nestled on one of Rowayton's most coveted waterfront streets, 32 Nearwater offers an exceptional opportunity to experience the best of coastal Connecticut living. Located within the sought-after Pine Point Association and just four doors from Crescent Beach, the association's private beach, this inviting home blends timeless New England charm with a relaxed seaside lifestyle. Enjoy easy access to Rowayton Village, local shops, restaurants, parks, beaches, and the train, all while being tucked away in a picturesque neighborhood known for its scenic beauty and strong sense of community. Light-filled living spaces, comfortable indoor-outdoor flow, and a welcoming atmosphere make this home ideal for both everyday living and entertaining. The spacious primary bedroom suite serves as a private retreat, featuring soaring 12-foot ceilings, a cozy fireplace, a spa-inspired bath, and generous walk-in closets. Additional bedrooms are well proportioned, including one with access to a private deck

Beautifully Remodeled Townhouse Condo in a Prime New Canaan Location. Move right into this beautifully remodeled and impeccably maintained 3-bedroom townhouse condo, where style, comfort, and convenience come together. The flexible third bedroom is currently used as a home office, offering the perfect space for today's lifestyle. The inviting main level features a spacious living room and dining room, ideal for both everyday living and entertaining. The updated kitchen is equipped with newer appliances and thoughtful finishes, making meal preparation a pleasure. Upstairs, you'll find two generously sized bedrooms, each with its own beautifully remodeled en-suite bathroom. Storage is abundant throughout, walk-in closets in the foyer and all three bedrooms.The newly finished lower level adds valuable living space and offers endless possibilities. Updated HVAC,new air handler.Whether you envision a family room, recreation room, playroom, home gym, or media room, this versatile area easily

HIGHEST AND BEST BY 7/15 AT 5PM Discover the flexibility and potential of this spacious ranch-style home in desirable West Norwalk, offering 2,507 square feet of living space, a legal in-law apartment, and room to fit a variety of lifestyles. The main level features an inviting, light-filled layout enhanced by numerous skylights, hardwood floors throughout, and a cozy fireplace that serves as the focal point of the dining room. The kitchen opens to a deck overlooking the private, fenced half-acre yard complete with an above-ground pool-perfect for summer entertaining and outdoor enjoyment. The home offers 4 bedrooms and 3 full bathrooms, with the possibility of a 5th bedroom on the lower level. The spacious primary suite includes a large walk-in closet and an en-suite bath, creating a comfortable private retreat. A dedicated home office with a built-in desk that provides an ideal workspace for today's remote professional. The lower level features a legal in-law apartment, offering exce

Exceptional custom Colonial offering over 5,000 SF of beautifully finished living space on a private, level 1-acre lot in Norwalk's sought-after Silvermine neighborhood. This move-in-ready home features 4 spacious bedrooms, 3 full and 2 half baths, hardwood floors, skylights, custom millwork, central air, a whole-house generator, security system, cedar closets, dual laundry areas, and an attached 2-car garage. The gourmet kitchen boasts granite countertops, custom cabinetry, stainless steel appliances, an oversized island, and seamless flow into the sun-filled family room with a fireplace and formal dining areas-perfect for entertaining. Flexible floor plan includes potential primary suites on both the main and upper levels, ideal for multigenerational living or guest accommodations. The expansive finished lower level offers endless possibilities for a media room, gym, recreation space, or home office. Outside, enjoy professionally landscaped grounds, a circular stone driveway, a stone

Beautifully renovated and reimagined, this home appears as if it were lifted directly from a designer's showhouse. Perfectly situated in a prime neighborhood, the residence offers the ideal balance of privacy and convenience, located just minutes from town, schools, and the train. Nestled at the end of a private cul-de-sac on over two acres of park-like property, this 5 bedroom 3 full 2 half bath, Colonial home spans more than 4,000 square feet. The sun-drenched interior is designed for effortless entertaining, featuring an expansive layout with vaulted ceilings and an abundance of windows that flood every room with incredible natural light. The sparkling, renovated chef's kitchen is equipped with premium Wolf and Sub-Zero appliances and includes a charming breakfast room with a bay window. The main level flows seamlessly from the formal living room-complete with a fireplace and vaulted ceiling-to the formal dining room. The inviting family room also features a fireplace and oversized

Prestigious Hoyt Farm Tudor: An Elegant Two-Acre Oasis Near the Village. Nestled on two beautifully landscaped, ultra-private acres in the highly coveted Hoyt Farm neighborhood, this exceptional Tudor offers over 7,400 square feet of sophisticated luxury and warmth. A grand, two-story foyer welcomes you into a seamless, light-filled layout featuring a formal living room with dramatic vaulted ceilings, a handsome wood-paneled library, and an open chef's kitchen that flows effortlessly into a spacious family room with a fireplace. The primary suite is a true sanctuary, boasting its own cozy fireplace, a private balcony overlooking the grounds, a generous dressing room, and a sun-drenched, spa-like bath. Four additional bedrooms and four-and-a-half baths ensure plenty of space and comfort for everyone. Outside, your personal resort awaits: host gatherings on the tranquil brick terrace by the outdoor fireplace, swim in the stunning heated pool, or simply enjoy the park-like property framed

Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living spaces anchored by three fireplaces. A seamless connection between the chef's kitchen and family room creates the heart of the home, designed for both everyday living and effortless entertaining. The kitchen is fully equipped with a six burner Wolf gas range, second Wolf oven, Miele dishwasher, Sub Zero refrigerator and freezer, wine cooler, beverage drawers, marble island, and double sinks. Beyond the main residence, the estate continues to impress. A separate antique guest house with full kitchen, 3 bedroom and 1-1/2 bath provides ideal accommodations for extended family or guests. The heated g

Welcome to this beautifully maintained four-bedroom residence in the heart of New Canaan, where timeless New England colonial architecture is thoughtfully paired with modern comfort and refined living. Privately set on a picturesque property, this inviting home offers an ideal balance of entertaining spaces, everyday functionality, and unparalleled convenience. The sun-filled main level is designed for both comfortable living and sophisticated entertaining, featuring a spacious family room, an elegant formal dining room, and a thoughtfully updated kitchen appointed with high-end appliances, expansive counter space, and a breakfast area overlooking the deck and backyard. The first floor office makes working from home a breeze and the handy laundry room located next to the kitchen create even more ease. An inviting living room provides a warm and welcoming retreat, while oversized windows throughout the home bathe each room in natural light. Upstairs, the serene primary suite serves as a

Nestled on a picturesque 1.83-acre natural setting, this spacious 5-bedroom, 4-full-bath home offers privacy, comfort, and convenience. Set back from the road with a long driveway and ample off-street parking, the property enjoys beautiful frontage and a serene atmosphere. The main level features a gracious formal living room with fireplace, an elegant dining room, and a beautifully renovated kitchen that opens to a welcoming family room with a gas fireplace and access to the backyard deck, creating an ideal space for everyday living and entertaining. The primary suite features a vaulted ceiling, walk-in closets, and full bath. Three additional bedrooms are located on the second floor, while a first-floor bedroom with a full bath and separate living area offers flexibility for guests, extended family, or multigenerational living. A four-season sunroom overlooks the pond and surrounding nature, with large windows that fill the space with natural light-perfect as a sitting room, home off

PLEASE PRESENT HIGHEST and BEST OFFERS BY 4:00PM MONDAY JUNE 8TH. Nestled on 1.67 beautiful park-like acres in a charming neighborhood just minutes from town, this classic 5-bedroom, 3.5-bath Colonial offers timeless appeal, comfortable living spaces, and a lovely natural setting. Thoughtfully maintained throughout, the home features generously sized rooms, a gracious living room with fireplace, family room with custom built-ins, formal dining room, and inviting spaces designed for both everyday living and entertaining. The sun-filled walkout lower level provides wonderful additional living space, featuring a large recreation room/playroom with a wall of glass sliders opening directly to the patio and expansive backyard. Overlooking sweeping lawns and mature landscaping, the property provides a beautiful backdrop for outdoor enjoyment. A spacious deck and patio offer ideal settings for relaxing, dining al fresco, or gathering with family and friends, while the level yard provides endle

Set just four minutes from town on nearly three acres adjacent to protected Land Trust property, this exceptional residence offers the privacy, scale, and tranquility of a country estate without sacrificing convenience. Sprawling lawns, stone walls, and a fully finished pool house with pool accessed through a dramatic hornbeam archway, underscore the property's exceptional outdoor living experience. The entry foyer establishes the home's architectural character, unfolding into a generous front to back gallery anchored by mahogany doors that open directly to the 33 foot covered porch and outdoor terrace. Detailed millwork, oak floors, and beautifully proportioned rooms create a sense of continuity throughout, while French doors across the principal living spaces provide a seamless connection between indoor and outdoor living. The kitchen, family room, and informal dining area are thoughtfully arranged in an open, flowing layout oriented toward the grounds, balancing everyday comfort wit

JUST REDUCED-AMAZING PRICE. Exceptional investment opportunity in the heart of New Canaan. This fully leased, income-producing 3-family property offers immediate cash flow and long-term value in one of Fairfield County's most desirable communities. Generating $8,450 per month in rental income, the property is meticulously maintained and features 3 well appointed residences, each with in-unit laundry, garage and functional layouts that attract quality tenants. A rare offering, the property incls 6 garage spaces-4 attached to the main residence plus a detached 2-car garage with loft storage-providing additional rental potential, storage, or future flexibility. The charming grounds feature a delightful garden setting, creating an appealing environment for residents. Ideally located within walking distance to New Canaan's vibrant downtown, residents enjoy easy access to fine dining, boutique shopping, parks, cultural attractions, and the Metro-North train with direct service to Grand Centr

This exceptional and meticulously crafted residence offers the perfect synthesis of luxury, space and privacy in one of New Canaan's most coveted in-town locations. Nestled on a rare.52-acre private parcel, this thoughtfully and beautifully recently renovated home provides a serene retreat while remaining uber convenient to schools, shopping and cherished downtown amenities. Spanning four beautifully finished levels, the home offers elevator access to three floors, providing exceptional convenience and seamless flow throughout. Expansive living and family room areas showcasing striking millwork are perfectly suited for entertaining and gatherings while the main level office with coffered ceiling provides a refined space for work from home life. At the heart of the home-and sure to impress-is a stunning open-concept chef's kitchen, thoughtfully designed to balance functionality with elevated style. Featuring double sinks, a spacious pantry, custom built-ins, and a large communal quartz

Exceptional contemporary home featuring an open, modern floor plan and 4,550 square feet of finished living space. Situated on a private, gated, and fully fenced two-acre level lot, this residence is located in a highly sought-after, quiet cul-de-sac. The interior boasts an impressive two-story foyer leading to a well-appointed layout. The main level includes a formal dining room, a living room with vaulted ceiling and a fireplace. The updated eat-in kitchen features stainless appliances and adjoins the family room. The home offers four bedrooms, including a spacious primary suite, a large playroom, and multiple dedicated office spaces. The fully finished lower level provides significant versatility, featuring: - A potential fifth bedroom and a study with built-in cabinetry - A full bathroom with a steam shower - A wine cellar, gym, and additional playroom space The property is environmentally conscious and well-maintained, featuring a newer roof with Tesla solar panels, a Tesla chargi

Rarely offered and just moments from the heart of New Canaan, this beautifully renovated three-bedroom residence offers exceptional comfort, convenience, and timeless style. Set in the intimate Oenoke Lane community, the home has been extensively renovated and thoughtfully improved over the years, creating spaces that feel both elegant and effortless. A desirable end unit with an east-west orientation, the home is filled with natural light and enjoys exceptional privacy, enhanced by protected Land Trust property directly across the street. Sunlight fills the gracious living and dining rooms, while the beautifully reimagined kitchen serves as the heart of the home, featuring quartzite countertops, custom cabinetry, banquette seating, Wolf, Bosch and Sub-Zero appliances, and radiant heated floor. Sliders from the living room, dining room, and kitchen open to a private terrace, creating a seamless connection between indoor and outdoor living. A private elevator provides access to all thre

This elegant New Canaan home is distinguished by its timeless Federal-inspired architecture and gracious symmetry. The five bedroom five and a half bath residence was thoughtfully redesigned and expanded in 2007 to the highest standard. Set on two beautifully landscaped and very private acres in one of New Canaan's most coveted cul-de-sac settings, this light-filled residence offers over 7,200 square feet of refined living space that effortlessly balances elegance with warmth. The home features a generous first-floor primary suite with luxurious marble bath and walk-in closets, an inviting library with fireplace, and private office also with fireplace. A spectacular kitchen with upscale appliances and marble countertops opens to a family room which flows seamlessly for both intimate living and entertaining on a grand scale. A rear staircase opens to a spacious second floor recreation room, three oversized bedroom suites, and a cozy sitting area. Outside, a heated pool, flagstone terrac

Built in 1920, just after the Victorian era, this proud farmhouse has sheltered and nurtured the same family for more than 40 yrs. Rich period details remain beautifully intact, including bullseye+dentil molding, hardwood floors, high ceilings, carved wood paneling, and two covered porches. Thoughtful updates have enhanced the home while honoring its original spirit, evolving gracefully with the owners' needs. The intimate living room and library with built-in bookcases are at the core of the original house and lead to a well-appointed kitchen featuring a wood burning stove, central island and generous dining alcove.The tiled mudroom with laundry, pantry and command-center outpost add practicality and ease to daily living. The family room addition, with its generous scale and glorious fireplace, invites gatherings around the long pine table for conversation and relaxed entertaining. Upstairs, the second floor offers a spacious primary bedroom with fireplace, two additional bedrooms, a

When opportunity knocks, answer the door. Nestled on a highly sought-after cul-de-sac in the heart of Silvermine, 5 Green Hill Road offers the perfect canvas to create the home of your dreams. With vision, a paintbrush, and a little sweat equity, this expansive Ranch-style abode can be transformed into something truly special. Set amidst the tranquility and charm that make Silvermine one of the area's most desirable locations, this home provides the ideal backdrop for creating memories that will last a lifetime. Inside, you'll find generous living spaces, spacious bedrooms, two cozy fireplaces, a two-car garage, and the peace of mind that comes with an automatic whole-house generator. Come customize your forever home or capitalize on a rare opportunity in an exceptional location, 5 Green Hill delivers unlimited potential. Enjoy the perfect balance of privacy, neighborhood charm, and convenient access to commuting routes. Opportunities like this are few and far between. Come discover th

A rare opportunity to acquire Silvermine Farm, a fully integrated, professional-grade equestrian facility spanning two contiguous parcels at 80 & 90 Comstock Hill. Set on 7.06 level acres in a highly desirable Fairfield County location, the property supports a high-caliber training, boarding, or private equestrian operation. The facility includes one indoor ring (75' x 150') and two outdoor rings (200' x 300' and 150' x 100') with premium GGT footing, a -35-stall main barn complemented by an additional 4 stalls at 90 Comstock Hill, multiple tack rooms, a heated wash stall, and well-designed turnout paddocks. A hay barn, office space, staff apartments and two homes further support daily operations. Silvermine Farm is currently operating as an established equestrian facility with a structured and adaptable framework already in place. The property supports a range of uses, including training, boarding, and organized riding programs, with the flexibility to expand into private boarding, le

Tucked away on a private, serene wooded setting in sought-after South Wilton, this beautifully updated home offers the perfect blend of tranquility and convenience. Enjoy the peaceful sounds of a babbling brook while being just minutes to the train to NYC, major highways, top-rated schools, Wilton Center shopping, and dining. Set on just shy of an acre, the home features a brand-new renovated kitchen, updated bathrooms, hardwood floors, new stainless steel appliances, a spacious primary suite with walk-in closet, and a huge two-car garage. A rare opportunity to enjoy blissful privacy surrounded by nature without sacrificing commuter convenience. Location, location, location.Reference: 36112 HHT2759139Key Features3 Bathroom(s)2076 SqFt.0.91 Acres2-Car GarageBuilt in 1965Adult Community: NoWaterfront: YesPool: NoView: No Ref: 36112-HHT2759139

Classic Colonial in sought-after Silvermine on 4 private acres with protected natural surroundings. A two-story entry opens to an oversized formal living room, while the kitchen flows seamlessly into the family room. Two main-level offices offer flexibility for today's lifestyle. The primary bedroom features a spa-like bath with heated floors and dual walk-in closets. Three additional bedrooms include two en-suite baths. A private fifth bedroom with sitting room and full bath is ideal for in-law or au pair. French doors open to the outdoor patio and invite the outside in. Conservation easement over wetlands enhances privacy and preserves the natural setting. Finished basement and full-house generator complete this exceptional offering.Reference: 36112 HHT2759693Key Features7 Bathroom(s)6373 SqFt.4.02 Acres3-Car GarageBuilt in 1993Adult Community: NoWaterfront: NoPool: NoView: No Ref: 36112-HHT2759693

Top level unit in an elevator building with secured lobby and parking. Garage under the building with two reserved spaces (#41 and #42) conveniently located close to lobby. Open floor plan with 9' ceilings and vaulted. Gas cooking, heat, and fireplace. This unit has a private storage room (#32) just steps away on the same floor.Reference: 36112 HHT2746313Key Features2 Bathroom(s)1072 SqFt.2-Car GarageBuilt in 1999Adult Community: NoWaterfront: NoPool: NoView: No Ref: 36112-HHT2746313

Storybook Cape nestled in one of Darien's most sought-after in-town neighborhoods. From the moment you step through the front door, this home captivates with its warmth, charm, and thoughtfully updated interiors. The heart of the home is the beautifully renovated kitchen featuring new gourmet appliances, Quartz countertops, and an open flow into the dramatic family room with soaring ceilings, fireplace, and custom built-ins. The stunning primary suite offers a true retreat with a renovated spa-like bath, walk-in closet, and French doors that open to a private secret patio. A gracious living room with an additional fireplace, formal dining room, and sun-filled sunroom complete the main level. Upstairs are three additional bedrooms and two full baths. Tucked away off a separate staircase is an impressive great room with custom built-ins and abundant natural light, offering the perfect flexible space for a playroom, office, or media room. Ideally located just moments from downtown DarieRe

Tucked along one of Rowayton's sweetest and most peaceful streets, 9 Flicker Lane is a brand-new home designed for real life. Step inside through the front door or slip in through the mudroom off the two-car garage, where daily comings and goings feel effortless. The main level balances refinement with comfort. A proper dining room and living room for when the occasion calls, alongside an easygoing family room that spills into the breakfast area and kitchen, complete with an oversized island and generous pantry. A private study and two powder rooms round out the floor. Upstairs, the primary suite feels like its own retreat, with a sitting area, dual walk-in closets, and a spacious bath designed to unwind in. Three additional bedrooms each enjoy their own en suite. The third floor offers a tucked-away bedroom/bath and play space, while the lower level is thoughtfully laid out to accommodate two separate rooms, ideal for a gym and media room, or whatever suits your needs. Outside, a newl

Tucked along one of Rowayton's sweetest and most peaceful streets, 9 Flicker Lane is a brand-new home designed for real life. Step inside through the front door or slip in through the mudroom off the two-car garage, where daily comings and goings feel effortless. The main level balances refinement with comfort. A proper dining room and living room for when the occasion calls, alongside an easygoing family room that spills into the breakfast area and kitchen, complete with an oversized island and generous pantry. A private study and two powder rooms round out the floor. Upstairs, the primary suite feels like its own retreat, with a sitting area, dual walk-in closets, and a spacious bath designed to unwind in. Three additional bedrooms each enjoy their own en suite. The third floor offers a tucked-away bedroom/bath and play space, while the lower level is thoughtfully laid out to accommodate two separate rooms, ideal for a gym and media room, or whatever suits your needs. Outside, a newl