2,076 houses for sale in Lewisboro town

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

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

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

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:

Welcome to 24 Half Mile Road, a beautiful and renovated turn-key ready three-bedroom home located in sought-after Armonk. This impeccably well-maintained Mid-Century Modern property leaves nothing to be desired - move in and unpack! Enjoy care free Ranch-style single floor living - all three bedrooms including primary on main floor, with full lower level with endless potential for recreation, entertainment and storage. Soaring vaulted ceiling in the living room with tongue-and-groove pitches. Spacious, light and bright renovated chef's kitchen with adjacent dining area - perfect for entertaining. Primary bedroom has en-suite primary bathroom with walk-in closet and expanded storage. Custom outfitted closets. Unwind after a long day at one of three fireplaces, cozied up with a book or tablet! Enjoy nature from your deck, easily accessed from three separate rooms. Spray foam insulation in lower level. Humidifier added to heating system in lower level. All interior and exterior lighting r

An incredible opportunity to enjoy life on spectacular, private and very desirable North Lake in the highly sought-after Windmill Farm community. Complete with your own waterfront dock, this home offers swimming, boating, fishing and effortless indoor-outdoor entertaining in a truly serene setting.This gorgeous 4-bedroom home features an open floor plan, a beautiful updated kitchen, two spacious family rooms, and hardwood floors throughout. Recent improvements include a new roof and new exterior siding, among many other thoughtful updates. North Lake is truly something you have to experience in personphotos dont do it justice. The setting evokes the feeling of the Adirondacks, yet its located within the award-winning Byram Hills School District. The home also offers MEC membership eligibility, providing access not only to your private lake lifestyle, but also the amenities of the Windmill Club.Easy commute to Manhattan via 40-minute express train from North White Plains into GranRefere

Welcome to 24 Half Mile Road, a beautiful and renovated turn-key ready three-bedroom home located in sought-after Armonk. This impeccably well-maintained Mid-Century Modern property leaves nothing to be desired - move in and unpack! Enjoy care free Ranch-style single floor living - all three bedrooms including primary on main floor, with full lower level with endless potential for recreation, entertainment and storage. Soaring vaulted ceiling in the living room with tongue-and-groove pitches. Spacious, light and bright renovated chef's kitchen with adjacent dining area - perfect for entertaining. Primary bedroom has en-suite primary bathroom with walk-in closet and expanded storage. Custom outfitted closets. Unwind after a long day at one of three fireplaces, cozied up with a book or tablet! Enjoy nature from your deck, easily accessed from three separate rooms. Spray foam insulation in lower level. Humidifier added to heating system in lower level. All interior and exterior lighting r

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 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

This charming three bedroom, two bath raised ranch in Mahopac, a hamlet of Carmel offers a perfect blank canvas for those looking to add their own personal touch. You will enjoy easy access to local lakes and reservoirs, golf courses both public and private, fitness clubs, walking and biking trails, shopping, restaurants offering indoor and outdoor dining, and convenient commuting options via the Taconic or 684. Northern Westchester/Putnam Border.Reference: 36112 FHD1527465Key Features2 Bathroom(s)2008 SqFt.0.51 Acres2-Car GarageBuilt in 1968Adult Community: NoWaterfront: NoPool: NoView: No Ref: 36112-FHD1527465

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

An incredible opportunity to enjoy life on spectacular, private and very desirable North Lake in the highly sought-after Windmill Farm community. Complete with your own waterfront dock, this home offers swimming, boating, fishing and effortless indoor-outdoor entertaining in a truly serene setting.This gorgeous 4-bedroom home features an open floor plan, a beautiful updated kitchen, two spacious family rooms, and hardwood floors throughout. Recent improvements include a new roof and new exterior siding, among many other thoughtful updates. North Lake is truly something you have to experience in personphotos dont do it justice. The setting evokes the feeling of the Adirondacks, yet its located within the award-winning Byram Hills School District. The home also offers MEC membership eligibility, providing access not only to your private lake lifestyle, but also the amenities of the Windmill Club.Easy commute to Manhattan via 40-minute express train from North White Plains into GranRefere

This charming three bedroom, two bath raised ranch in Mahopac, a hamlet of Carmel offers a perfect blank canvas for those looking to add their own personal touch. You will enjoy easy access to local lakes and reservoirs, golf courses both public and private, fitness clubs, walking and biking trails, shopping, restaurants offering indoor and outdoor dining, and convenient commuting options via the Taconic or 684. Northern Westchester/Putnam Border.Reference: 36112 FHD1527465Key Features2 Bathroom(s)2008 SqFt.0.51 Acres2-Car GarageBuilt in 1968Adult Community: NoWaterfront: NoPool: NoView: No Ref: 36112-FHD1527465

An incredible opportunity to enjoy life on spectacular, private and very desirable North Lake in the highly sought-after Windmill Farm community. Complete with your own waterfront dock, this home offers swimming, boating, fishing and effortless indoor-outdoor entertaining in a truly serene setting.This gorgeous 4-bedroom home features an open floor plan, a beautiful updated kitchen, two spacious family rooms, and hardwood floors throughout. Recent improvements include a new roof and new exterior siding, among many other thoughtful updates. North Lake is truly something you have to experience in personphotos dont do it justice. The setting evokes the feeling of the Adirondacks, yet its located within the award-winning Byram Hills School District. The home also offers MEC membership eligibility, providing access not only to your private lake lifestyle, but also the amenities of the Windmill Club.Easy commute to Manhattan via 40-minute express train from North White Plains into GranRefere

This charming three bedroom, two bath raised ranch in Mahopac, a hamlet of Carmel offers a perfect blank canvas for those looking to add their own personal touch. You will enjoy easy access to local lakes and reservoirs, golf courses both public and private, fitness clubs, walking and biking trails, shopping, restaurants offering indoor and outdoor dining, and convenient commuting options via the Taconic or 684. Northern Westchester/Putnam Border.Reference: 36112 FHD1527465Key Features2 Bathroom(s)2008 SqFt.0.51 Acres2-Car GarageBuilt in 1968Adult Community: NoWaterfront: NoPool: NoView: No Ref: 36112-FHD1527465

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

Welcome to 46 Maple Hill Drive, a beautifully maintained townhouse nestled in the desirable Maple Hill Estates community. Offering three levels of comfortable living space, this inviting home combines charm, convenience, and an exceptional lifestyle in the heart of Putnam County. Cats and Dogs under 25 pounds welcome!The home features an easily accessible entryway leading into the main level, where you will find a nicely maintained kitchen flowing seamlessly into the dining area and spacious living room. The living room offers a cozy fireplace and sliding glass doors that fill the space with natural light while leading out to a private deck the perfect place to enjoy your morning coffee or unwind at the end of the day.Upstairs, the home offers two spacious bedrooms and 2 full baths, providing comfortable living accommodations with ample space and natural light.The lower level features a versatile family room with additional sliding glass doors opening to a spacious patio, creaReference

Welcome to 46 Maple Hill Drive, a beautifully maintained townhouse nestled in the desirable Maple Hill Estates community. Offering three levels of comfortable living space, this inviting home combines charm, convenience, and an exceptional lifestyle in the heart of Putnam County. Cats and Dogs under 25 pounds welcome!The home features an easily accessible entryway leading into the main level, where you will find a nicely maintained kitchen flowing seamlessly into the dining area and spacious living room. The living room offers a cozy fireplace and sliding glass doors that fill the space with natural light while leading out to a private deck the perfect place to enjoy your morning coffee or unwind at the end of the day.Upstairs, the home offers two spacious bedrooms and 2 full baths, providing comfortable living accommodations with ample space and natural light.The lower level features a versatile family room with additional sliding glass doors opening to a spacious patio, creaReference

Welcome to 24 Half Mile Road, a beautiful and renovated turn-key ready three-bedroom home located in sought-after Armonk. This impeccably well-maintained Mid-Century Modern property leaves nothing to be desired - move in and unpack! Enjoy care free Ranch-style single floor living - all three bedrooms including primary on main floor, with full lower level with endless potential for recreation, entertainment and storage. Soaring vaulted ceiling in the living room with tongue-and-groove pitches. Spacious, light and bright renovated chef's kitchen with adjacent dining area - perfect for entertaining. Primary bedroom has en-suite primary bathroom with walk-in closet and expanded storage. Custom outfitted closets. Unwind after a long day at one of three fireplaces, cozied up with a book or tablet! Enjoy nature from your deck, easily accessed from three separate rooms. Spray foam insulation in lower level. Humidifier added to heating system in lower level. All interior and exterior lighting r

Welcome to 46 Maple Hill Drive, a beautifully maintained townhouse nestled in the desirable Maple Hill Estates community. Offering three levels of comfortable living space, this inviting home combines charm, convenience, and an exceptional lifestyle in the heart of Putnam County. Cats and Dogs under 25 pounds welcome!The home features an easily accessible entryway leading into the main level, where you will find a nicely maintained kitchen flowing seamlessly into the dining area and spacious living room. The living room offers a cozy fireplace and sliding glass doors that fill the space with natural light while leading out to a private deck the perfect place to enjoy your morning coffee or unwind at the end of the day.Upstairs, the home offers two spacious bedrooms and 2 full baths, providing comfortable living accommodations with ample space and natural light.The lower level features a versatile family room with additional sliding glass doors opening to a spacious patio, creaReference

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

Completely reimagined in 2022, this stunning center hall colonial offers the rare combination of timeless architecture and newer everything - making it the turnkey opportunity buyers in Wilton have been waiting for. Set on a level two-acre parcel, this 5-bedroom, 6 1/2-bath home features a fully redesigned kitchen, 2022 installed HVAC/AC, roof, hot water heater, and water softener. Soaring vaulted ceilings, a dramatic floor-to-ceiling stone fireplace, and a spa-inspired primary suite with oversized soaking tub set the tone throughout. The finished lower level adds a home gym, recreation room, and full bath. Hardwood floors, 3-car garage, circular drive, and a stunning stone-walled backyard complete this exceptional property. Walk to the Norwalk River Valley Trail and Ambler Farm; minutes to top-rated schools and Wilton/Cannondale train station. Move-in ready - everything's already been done

Built by the renowned Kellogg Brothers, this exceptional custom home showcases timeless craftsmanship, architectural elegance, and meticulous attention to detail. A circular driveway leads to a dramatic two-story foyer with Bordeaux-style Brazilian cherry parquet flooring. The gourmet kitchen is appointed with a Sub-Zero refrigerator, Viking six-burner range with griddle, pot filler, warming drawer, two dishwashers, custom cabinetry, walk-in pantry, and sliders opening to the expansive deck. The spectacular great room features soaring ceilings, a fireplace, dramatic two-story windows, extensive custom millwork, refinished hardwood floors, a brass chandelier, and sliders that seamlessly connect to the outdoor living spaces. Additional highlights include a sun-filled living room with fireplace and bow window, elegant dining room with window seat, and a richly paneled office with French doors and access to the screened porch. Outside, enjoy a heated infinity-edge Gunite pool, grotto seati

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!

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