2,076 houses for sale in Lewisboro town

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

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

Welcome to this pristine, move-in ready home in the highly sought-after Windmill Farms community! Impeccably maintained and renovated throughout, this residence offers over 3,000 square feet of thoughtfully designed living space. The home features a bright, open floor plan creating a warm and inviting environemnt. Spacious, sun-filled rooms, seamless flow, and taseftul renovations throughout the home. Set on a large, private property, the beautifully landscaped yard is highlighted by mature plantings and flowering trees. Barbecue on the stone patio, roast marshmallows by the fire pit, and try your hand at gardening in the raised bed vegetable garden. A truly special opportunity in one of the areas most desirable neighborhoods. Included is a coveted Membership Eligibility Certificate (MEC) to the Windmill Club only.4 miles from the house. Residents can enjoy access to a swimming lake, sandy beach, clubhouse, tennis, basketball, and a vibrant calendar of activities and events.Reference:

Behind private gates, nearly six acres of bucolic countryside unfold around a spring-fed lake a setting that feels worlds away, yet sits just one hour from Manhattan.Gut-renovated to the studs and reimagined from the ground up, this Pound Ridge estate blends Mid-Century Modern design with original stone construction and hand-hewn beams a rare marriage of architectural integrity and contemporary refinement. The result is a home that feels both timeless and entirely of the moment.The main residence offers four bedrooms and has sweeping water views that define the property. A detached guest studio with two-car garage provides flexible accommodation for visitors or staff, while the heated gunite pool and pool house complete with full bath, wet bar, and huge fireplace create an effortless setting for both quiet evenings and elevated entertaining. An additional detached two car garage rounds out the offering.Outside, the grounds have been as thoughtfully curated as the interiors:Reference: 3

Set on over one-acre of private property backing up to acres of woods, this stunning home offers the perfect combination of space, comfort, and privacy. As you enter the property, you are welcomed by a charming babbling brook as the driveway opens up to reveal this beautiful home, creating a peaceful and picturesque first impression. Inside, youll find hardwood floors throughout and soaring cathedral ceilings that create a bright and airy atmosphere filled with natural light. The beautifully appointed kitchen features granite countertops and stainless-steel appliances, perfect for everyday living and entertaining alike. A wood burning fireplace sets the mood and can be enjoyed from the dining area and kitchen due to the open concept design. The main bedroom has an ensuite bathroom complete with double sinks, large shower and a relaxing jacuzzi bathtub. The finished lower level is equipped with a large family room, full bathroom, laundry room, while providing the ideal space for guestRe

If youve been dreaming of a chic, nature-filled retreat with modern upgrades and the rare convenience of WALKING to the train, this is the one that captures it all. Tucked into a breathtaking.78 acre setting with sweeping mountain views, this picture-perfect ColonialFULLY renovated in 2023offers a rare blend of refined style and serene. Nature-filled living in the highly coveted Goldens Bridge community. This chic, light-filled residence feels straight out of a magazine, blending modern design with a backdrop of serene natural beauty. Step inside to a sophisticated open-concept layout featuring gleaming hardwood floors and thoughtfully curated finishes throughout. The stunning chefs kitchen is the heart of the home, showcasing quartz countertops, stainless steel appliances, abundant cabinetry, a spacious center island, and designer lighting. Flowing seamlessly into a generous dining area with sliders opening to the private backyard and picturesque, bucolic groundsideal for effortRefere

Welcome to this beautifully maintained two-bedroom, two-bath, one-level m end unit offering comfort, updates, and wonderful outdoor living. The condo features brand-new carpeting in the bedrooms (2026), remote-controlled blinds in both bedrooms, and laminate flooring in the primary bedroom, bathroom, and hallway (2019). The interior was freshly painted (2023), and the popcorn ceilings were removed (2023) for a clean, modern look. The updated hall bathroom (2025) features a walk-in shower with a curbless, handicap-accessible, frameless glass door, porcelain flooring, and a conveniently located washer and dryer. The primary bathroom was also updated (2025) and offers a walk-in tub, and porcelain tile flooring (2025). The eat-in kitchen includes Maple cabinetry with crown tops and pull-out drawers, while the formal dining room features Andersen 400 Series sliders out to the backyard deck (2024). The formal living room offers a brick wood-burning fireplace and Andersen sliders (2024) lRefe

If youve been dreaming of a chic, nature-filled retreat with modern upgrades and the rare convenience of WALKING to the train, this is the one that captures it all. Tucked into a breathtaking.78 acre setting with sweeping mountain views, this picture-perfect ColonialFULLY renovated in 2023offers a rare blend of refined style and serene. Nature-filled living in the highly coveted Goldens Bridge community. This chic, light-filled residence feels straight out of a magazine, blending modern design with a backdrop of serene natural beauty. Step inside to a sophisticated open-concept layout featuring gleaming hardwood floors and thoughtfully curated finishes throughout. The stunning chefs kitchen is the heart of the home, showcasing quartz countertops, stainless steel appliances, abundant cabinetry, a spacious center island, and designer lighting. Flowing seamlessly into a generous dining area with sliders opening to the private backyard and picturesque, bucolic groundsideal for effortRefere

Beautiful one-level Stratford model in a wonderful location. This unit offers two bedrooms, two bathrooms and a spacious living room with fireplace, a dining area and eat-in kitchen. Enjoy the Heritage Hills lifestyle - Activities Center, pools, tennis, pickleball, bocce, fitness center, 24-hour security and a jitney to take you to the shopping center and Metro North train at Goldens Bridge.Reference: 36112 FHD1521192Key Features2 Bathroom(s)1470 SqFt.1.14 Acres1-Car GarageBuilt in 1986Adult Community: NoWaterfront: NoPool: NoView: No Ref: 36112-FHD1521192

Welcome to The Willows, a beautiful townhome community offering a pool, tennis and playground. You will enjoy the updated kitchen with an abundance of cabinets, granite counters and stainless steel appliances. The spacious living room offers a fireplace and dining area is open to the kitchen. There is a sliding door to the rear deck which overlooks an expansive lawn area. The upper level offers a primary bedroom with a walk-in closet and dual entry into the updated hall bathroom. A second bedroom completes the upper level. There is extra space in the basement for you to create an office or playroom. Laundry and utilities are in the lower level and there is a door to the garage. Conveniently located close to schools, shopping, Interstate 684 and the Metro North train to Manhattan from the Goldens Bridge train station make this an easy commute. Don't miss this great townhome.Reference: 36112 FHD1521845Key Features2 Bathroom(s)1320 SqFt.0.04 Acres1-Car GarageBuilt in 1985Adult Community:

Beautiful one-level Stratford model in a wonderful location. This unit offers two bedrooms, two bathrooms and a spacious living room with fireplace, a dining area and eat-in kitchen. Enjoy the Heritage Hills lifestyle - Activities Center, pools, tennis, pickleball, bocce, fitness center, 24-hour security and a jitney to take you to the shopping center and Metro North train at Goldens Bridge.Reference: 36112 FHD1521192Key Features2 Bathroom(s)1470 SqFt.1.14 Acres1-Car GarageBuilt in 1986Adult Community: NoWaterfront: NoPool: NoView: No Ref: 36112-FHD1521192

Katonah: Location, Location, Location! Pristine home conveniently located with sidewalks to Katonah Hamlet and Elementary School. This inviting home offers a comfortable and functional layout perfect for everyday living. Enjoy a bright and airy interior with nicely proportioned rooms offering casual living spaces great for entertaining. Set on a flat usable yard, the outdoor space is perfect for relaxing, entertaining, playing and an added bonus is a barn, great for storage or multi purpose uses. Minutes to Katonah Hamlet where one can enjoy fine dining, unique shops, art galleries, amazing library, cafes and a Metro-North Station for easy NYC and local commuting. A wonderful opportunity to enjoy suburban living along with Bedford Recreation featuring town parks, pools, tennis, pickleball, playgrounds and a variety of activities. Close to Caramoor Center for the Arts, Katonah Museum of Art, John Jay Homestead and Ward Pound Ridge Reservation all wonderful cultural destinations. AwardRe

Set on over one-acre of private property backing up to acres of woods, this stunning home offers the perfect combination of space, comfort, and privacy. As you enter the property, you are welcomed by a charming babbling brook as the driveway opens up to reveal this beautiful home, creating a peaceful and picturesque first impression. Inside, youll find hardwood floors throughout and soaring cathedral ceilings that create a bright and airy atmosphere filled with natural light. The beautifully appointed kitchen features granite countertops and stainless-steel appliances, perfect for everyday living and entertaining alike. A wood burning fireplace sets the mood and can be enjoyed from the dining area and kitchen due to the open concept design. The main bedroom has an ensuite bathroom complete with double sinks, large shower and a relaxing jacuzzi bathtub. The finished lower level is equipped with a large family room, full bathroom, laundry room, while providing the ideal space for guestRe

Beautiful one-level Stratford model in a wonderful location. This unit offers two bedrooms, two bathrooms and a spacious living room with fireplace, a dining area and eat-in kitchen. Enjoy the Heritage Hills lifestyle - Activities Center, pools, tennis, pickleball, bocce, fitness center, 24-hour security and a jitney to take you to the shopping center and Metro North train at Goldens Bridge.Reference: 36112 FHD1521192Key Features2 Bathroom(s)1470 SqFt.1.14 Acres1-Car GarageBuilt in 1986Adult Community: NoWaterfront: NoPool: NoView: No Ref: 36112-FHD1521192

Welcome to The Willows, a beautiful townhome community offering a pool, tennis and playground. You will enjoy the updated kitchen with an abundance of cabinets, granite counters and stainless steel appliances. The spacious living room offers a fireplace and dining area is open to the kitchen. There is a sliding door to the rear deck which overlooks an expansive lawn area. The upper level offers a primary bedroom with a walk-in closet and dual entry into the updated hall bathroom. A second bedroom completes the upper level. There is extra space in the basement for you to create an office or playroom. Laundry and utilities are in the lower level and there is a door to the garage. Conveniently located close to schools, shopping, Interstate 684 and the Metro North train to Manhattan from the Goldens Bridge train station make this an easy commute. Don't miss this great townhome.Reference: 36112 FHD1521845Key Features2 Bathroom(s)1320 SqFt.0.04 Acres1-Car GarageBuilt in 1985Adult Community:

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

Few homes define a town, this is one of them. Located in the highly coveted South Wilton neighborhood, this iconic Grand Dame, originally dating to the 1830s and beautifully reimagined and expanded during the Colonial Revival of the 1930s, has been masterfully transformed from the inside out. Every inch has been thoughtfully restored and elevated by a renowned preservationist / designer, honoring its extraordinary heritage while embracing the finest comforts of modern living. Rich in character and timeless elegance, the home showcases magnificent stone fireplaces, high ceilings, hand-hewn beams, wide-plank chestnut floors, beautifully preserved millwork, designer lighting, Farrow and Ball finishes, exquisitely renovated baths, and countless bespoke details that reflect an uncompromising commitment to craftsmanship. Bathed in natural light, the spectacular living spaces are both spacious and welcoming, with walls of windows framing picturesque views in every season. The exquisite eat-in

Welcome to this pristine, move-in ready home in the highly sought-after Windmill Farms community! Impeccably maintained and renovated throughout, this residence offers over 3,000 square feet of thoughtfully designed living space. The home features a bright, open floor plan creating a warm and inviting environemnt. Spacious, sun-filled rooms, seamless flow, and taseftul renovations throughout the home. Set on a large, private property, the beautifully landscaped yard is highlighted by mature plantings and flowering trees. Barbecue on the stone patio, roast marshmallows by the fire pit, and try your hand at gardening in the raised bed vegetable garden. A truly special opportunity in one of the areas most desirable neighborhoods. Included is a coveted Membership Eligibility Certificate (MEC) to the Windmill Club only.4 miles from the house. Residents can enjoy access to a swimming lake, sandy beach, clubhouse, tennis, basketball, and a vibrant calendar of activities and events.Reference:

Set on over one-acre of private property backing up to acres of woods, this stunning home offers the perfect combination of space, comfort, and privacy. As you enter the property, you are welcomed by a charming babbling brook as the driveway opens up to reveal this beautiful home, creating a peaceful and picturesque first impression. Inside, youll find hardwood floors throughout and soaring cathedral ceilings that create a bright and airy atmosphere filled with natural light. The beautifully appointed kitchen features granite countertops and stainless-steel appliances, perfect for everyday living and entertaining alike. A wood burning fireplace sets the mood and can be enjoyed from the dining area and kitchen due to the open concept design. The main bedroom has an ensuite bathroom complete with double sinks, large shower and a relaxing jacuzzi bathtub. The finished lower level is equipped with a large family room, full bathroom, laundry room, while providing the ideal space for guestRe

Welcome to this pristine, move-in ready home in the highly sought-after Windmill Farms community! Impeccably maintained and renovated throughout, this residence offers over 3,000 square feet of thoughtfully designed living space. The home features a bright, open floor plan creating a warm and inviting environemnt. Spacious, sun-filled rooms, seamless flow, and taseftul renovations throughout the home. Set on a large, private property, the beautifully landscaped yard is highlighted by mature plantings and flowering trees. Barbecue on the stone patio, roast marshmallows by the fire pit, and try your hand at gardening in the raised bed vegetable garden. A truly special opportunity in one of the areas most desirable neighborhoods. Included is a coveted Membership Eligibility Certificate (MEC) to the Windmill Club only.4 miles from the house. Residents can enjoy access to a swimming lake, sandy beach, clubhouse, tennis, basketball, and a vibrant calendar of activities and events.Reference:

Rare opportunity to own a unit in the desirable Fawn Ridge complex on Wilton school system side, conveniently located to highways and shopping! This end-unit townhome offers 2 bedrooms, 2 bathrooms, gorgeous eat-in kitchen with granite countertops, and slider to spacious deck for outdoor dining. Large living room with wood burning fireplace with a window bay perfect for reading a book. Upstairs are two large bedrooms and a large bathroom with whirlpool tub and walk-in closet. Bonus finished room in basement can be an office, gym, play or rec room. Garage is deep and offers space for storage as well as a standard SUV. Hardwood throughout the townhome, sun-lit windows, beautiful paint choices, low HOA fee, nothing to do but move in and enjoy the pool, tennis courts and everything South Wilton offers!