Lewisboro NY Real Estate & Homes for Sale

23 Properties Found

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Beds:
2
Baths:
2.00
Sq.Ft.:
1,384
Status:
NEW LISTING
MLS#:
1011921
Type:
Single Family
Lot size:
1.01 Acres
Year built:
1775
A broker reciprocity listing Courtesy: Ginnel Real Estate 914-234-9234
View additional info

ADDITIONAL INFORMATION

STEP INTO THE PAST. Part of South Salem’s rich history. Charming Antique Farmhouse, circa 1775, once a general store and post office. Rocking Chair Porch. Original Front Parlor. Country Kitchen. Warm and inviting Living Room with vaulted ceiling and doors to rear deck. Two Bedrooms and Two Baths. Separate Barn with garage bay and second floor heated Studio with vaulted ceiling. Picture book one-acre setting with old stone walls and mature trees. Conveniently situated with easy access to the shops and restaurants of Ridgefield and New Canaan, the Metro-North train and commuting arteries.

Open House:

Saturday, 6/20 1:00-4:00PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
3,307
Status:
NEW LISTING
MLS#:
1012484
Type:
Single Family
Lot size:
5.61 Acres
Year built:
1792
A broker reciprocity listing Courtesy: Ginnel Real Estate 914-234-9234
View additional info

ADDITIONAL INFORMATION

RIVERBEND FARM. Remarkable frontage on the rushing Waccabuc River. The original Adams Dairy Farm--an absolutely breathtaking property with level lawns lined by old stone walls, specimen trees and vibrant flowering perennials. Incredible gardens of Daffodils, Tulips, Iris, wild Roses, Lilac, Wysteria, Allium, and Peonies along with fragrant and flowering Magnolia, Apple, and Viburnum. Raised bed, fenced gardens for seasonal produce. A former working farm with Craftsman restored dairy barn, hen house/chicken coop and old icehouse. Rare antique Farmstead dating to 1792. Beautifully scaled room with high ceilings, hardwood floors and vintage millwork. Formal Entrance Hall with front staircase and incredible newel post. Sun-filled front Parlor. Dining Room with fireplace, bay window and door to delightful, covered porch. Spacious Country Kitchen with new appliances and breakfast area incorporating an antique Boyton & Lakewood cooking stove. Warm and inviting Family Room. Second floor with Three Bedrooms, one with en suite Sitting Room with fireplace, Office and Nursery. Spectacular Party Barn with loft and game room, formerly a horse barn, brimming with endless possibilities. Over five spectacular acres. A remarkable offering -- own part of the past!

Beds:
3
Baths:
4.00
Sq.Ft.:
3,665
Status:
NEW LISTING
MLS#:
1008473
Type:
Single Family
Lot size:
4.61 Acres
Year built:
1997
A broker reciprocity listing Courtesy: Julia B Fee Sothebys Int. Rlty 914-234-0200
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ADDITIONAL INFORMATION

Nestled on one of South Salem's most picturesque country lanes, 78 Old Church Lane offers a beautiful blend of privacy, comfort, and timeless style. Set on 4.6 magical, level acres surrounded by classic architecture and rolling countryside, this beautifully maintained residence is move-in-ready and designed for effortless living. Completely renovated in 2004, the home features sun-filled interiors, rich wood floors, a fabulous fireplace, and an excellent floor plan for everyday living and entertaining. At the heart of the home is a classic Poggenpohl kitchen, as functional and elegant today as when it was first installed, opening seamlessly to inviting gathering spaces filled with natural light. Offering three bedrooms and three-and-a-half baths, the home lives comfortably with generous entertaining areas, excellent indoor flow, and peaceful views of the spacious deck and surrounding property. The expansive grounds provide exceptional privacy and ample room for a pool, creating the opportunity to further enhance this special setting. A rare offering in a coveted South Salem location, 78 Old Church Lane is ready to be enjoyed from day one.

Open House:

Saturday, 6/20 2:00-4:00PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
1,852
Status:
NEW LISTING
MLS#:
1010414
Type:
Single Family
Lot size:
1.05 Acres
Year built:
1958
A broker reciprocity listing Courtesy: William Raveis Real Estate 203-966-3555
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ADDITIONAL INFORMATION

Nestled in a desirable South Salem lakefront enclave, this masterfully renovated Craftsman-style residence represents a rare opportunity for the discerning buyer. Spanning 1,852 square feet, the three-bedroom, two-and-a-half-bath home has been thoroughly reimagined, artfully balancing timeless charm with upscale refinement.The heart of the home is a chef-caliber kitchen equipped with stone countertops and premium stainless steel appliances. Modern comfort is ensured through thoughtful upgrades, including energy-efficient windows, radiant heated floors, and a comprehensive full-house generator.The home is sited on a level, beautifully landscaped private 1.05 acre which was the result of combining aprroximately 2 half acre building parcels. A subdivision is doable. Beyond the property lines, residents enjoy exclusive access to the pristine Truesdale lake, perfect for non-motorized water sports and tranquil outdoor recreation. Designed with a flexible floor plan that accommodates easy single-level living, this property serves as an exceptional primary residence or a private weekend sanctuary, located a convenient one hour from New York City.

Beds:
6
Baths:
3.00
Sq.Ft.:
2,664
Status:
Active
MLS#:
1009355
Type:
Single Family
Lot size:
2 Acres
Year built:
1968
A broker reciprocity listing Courtesy: Coldwell Banker Realty 914-232-7000
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ADDITIONAL INFORMATION

Welcome to 5 Diane Court, a thoughtfully updated Colonial nestled on a quiet cul-de-sac with views and access to a private, tranquil lake. This 6-bedroom, 3 full bath home provides an exceptional lifestyle both inside and out. The heart of the home is the updated kitchen, featuring a Sub-Zero refrigerator, a Viking 6-burner stove, and sliding doors that open directly to a deck. The main level also includes a first floor bedroom and full bathroom, a living room with a fireplace, a formal sitting room, and a dining room with doors leading to a charming screened porch overlooking the lake beyond. Upstairs you’ll find a spacious primary suite with its own private bath, plus four secondary bedrooms that share a hall bathroom and a laundry room. The walkout lower level (not included in the square footage) expands your living space with a versatile recreation room, a thoughtfully designed mudroom with built-in closets, a pantry, utility room and direct access to the 2-car garage and whole home generator. Outdoors, enjoy your own herb and vegetable garden and beautifully maintained mature landscaping. The property includes shared lake access with neighboring homes. Part of the Katonah-Lewisboro School System. Minutes to major highways and the Katonah and Goldens Bridge train stations.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,206
Status:
Active
MLS#:
1005850
Type:
Single Family
Lot size:
2 Acres
Year built:
1977
A broker reciprocity listing Courtesy: Coldwell Banker Realty 914-277-5000
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ADDITIONAL INFORMATION

Perfect as a year-round residence or a private weekend retreat, this charming home offers comfortable living in a super convenient location. It sits on a quiet country road surrounded by nature, yet it is close to the highway (7 miles to I-684); train (8 miles to Katonah MTA Metro North station with direct trains to Grand Central), schools, and other everyday conveniences. This well-loved home features a contemporary open floor plan on the main level, eat-in-kitchen with access to an expanded deck, spacious dining and living rooms, comfortable family room with a fireplace, 3 large bedrooms (all on the same floor), and incredible multi-use flexible space on a lower level… A serene private setting will make you feel a world away from the hustle and bustle of urban life, and yet you are only a short drive away from Katonah and/or Ridgefield with a variety of shopping and dining options. Looking to get outside? Lewisboro town park is just 1.5 miles down Rt 35 (with swimming pools, baseball fields, volleyball and basketball courts, concert stage, walking trails, and many events and activities for residents), Ward Pound Ridge Reservation is 5.3 miles away (largest park in Westchester county with trails that are used for walking, hiking, cross-country skiing and horseback riding), and Wolf Conservation Center is 1.5 miles away. Looking to get some culture in? Katonah Museum of Art and Caramoor Center for Music are both about 7 miles away! What a perfect find! Don’t miss on an opportunity to check out this home and make it yours!

Beds:
6
Baths:
4.00
Sq.Ft.:
3,468
Status:
Active
MLS#:
1008806
Type:
Single Family
Lot size:
2 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-234-9099
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ADDITIONAL INFORMATION

Set on two peaceful acres at the end of a private country lane, this distinctive 6 bedroom, 3.5 bath Colonial farmhouse offers a rare blend of history, charm, and natural beauty. Bordering the western edge of the Leon Levy Preserve, the property enjoys a tranquil setting surrounded by gardens, stone walls, and open green spaces. Originally built around 1900 as the caretaker's residence for the former Open Country estate, the home has been thoughtfully preserved to honor its heritage. Vintage materials and period details reflect a commitment to maintaining its original character while offering comfortable living for today. The property retains the feel of a classic early American colonial farm, complete with meandering gardens, a rustic root cellar, and chickens that add to its timeless appeal. Rich in history and full of personality, this is a special opportunity to own a piece of South Salem's past.

Beds:
1
Baths:
3.00
Sq.Ft.:
1,911
Status:
Active
MLS#:
1011053
Type:
Condo
Subdivision:
The Meadows
Lot size:
0.02 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Berkshire Hathaway HS NY Prop 914-834-7777
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ADDITIONAL INFORMATION

Welcome to this beautifully updated townhouse that can live like a 3 bedroom home, ideally located just minutes from major highways and the Katonah Metro-North station for an effortless commute. Surrounded by picturesque, park-like grounds, The Meadows offers the perfect setting for walking, jogging, and enjoying a vibrant lifestyle with shops, restaurants, coffee houses, and everyday conveniences just a short stroll away. This move-in-ready home has been thoughtfully updated throughout and features brand new windows and a sliding glass door, and a new HVAC system for added comfort and peace of mind. The modern eat-in kitchen is equipped with all-new stainless steel appliances, including a refrigerator, dishwasher, range, and over-the-range microwave. The main level showcases hardwood flooring throughout, a convenient powder room, and a spacious living room highlighted by an electric fireplace and sliding doors leading to a freshly painted deck, the perfect spot for relaxing or entertaining outdoors. Upstairs, the primary suite offers a private bath, dressing area, and two generous closets. An additional versatile room can serve as a bedroom, home office, or den. A full-length attic provides exceptional storage space. The finished lower level adds incredible flexibility with upgraded carpeting, a second heating zone, a full bathroom, laundry area with washer and dryer, and a bonus room ideal for guests, a home office, gym, or recreation space. Residents enjoy assigned parking and an impressive array of community amenities, including a swimming pool with a lifeguard, newly renovated tennis courts, basketball court, playground, clubhouse with fitness center and showers, and a party room available for special events. Offering comfort, convenience, and resort-style amenities in a prime location, this exceptional home is ready to be enjoyed from day one.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,825
Status:
Active
MLS#:
1007931
Type:
Single Family
Lot size:
1.05 Acres
Year built:
1972
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 914-328-0333
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ADDITIONAL INFORMATION

Nestled on a private, picturesque 1-acre property, this move-in-ready home offers the perfect blend of comfort, convenience, and natural beauty. Freshly painted throughout, the home features newly refinished hardwood floors that shine with warmth and character. The spacious interior boasts two fireplaces, creating inviting gathering spaces for every season, while a beautiful bay window fills the home with natural light and frames peaceful views. The updated kitchen is equipped with stainless steel appliances, including a recently replaced dishwasher and microwave, making everyday living both stylish and practical. The primary suite offers a generous walk-in closet, and central air conditioning ensures year-round comfort. For added peace of mind, the home is generator-ready and includes a spacious two-car garage. Step outside and enjoy the stunning wraparound two-tier deck, perfect for entertaining, dining al fresco, or simply relaxing while taking in the seasonal water views and serene surroundings. A charming white fence enhances the property's curb appeal and sense of privacy. Ideally located just off Route 35, this exceptional home offers easy access to the Goldens Bridge Metro-North station on the Harlem Line, providing a convenient commute to New York City. The station also offers ample parking, making travel effortless. With its private setting, thoughtful updates, and desirable location, this beautifully maintained home is ready for its next owner to move right in and enjoy. Enjoy Seasonal lake views.

Beds:
6
Baths:
5.00
Sq.Ft.:
3,706
Status:
Active
MLS#:
998526
Type:
Single Family
Lot size:
4.79 Acres
Year built:
1941
A broker reciprocity listing Courtesy: Julia B Fee Sothebys Int. Rlty 914-234-0200
View additional info

ADDITIONAL INFORMATION

Welcome to 3 Old Shop Road, a beautifully updated farmhouse that perfectly captures the essence of relaxed country living in a highly coveted Cross River address. Set on a picturesque, park-like parcel with sweeping lawns and mature trees, this five-bedroom, five-bath residence offers a seamless blend of historic character, modern comfort, and premium amenities. Designed for both effortless entertaining and comfortable daily living, the property features three distinct bluestone patios providing multiple vignettes for outdoor relaxation. The fully fenced backyard includes a completely separate, secure enclosure for the sparkling in-ground gunite pool, creating an ideal and private backdrop for summer enjoyment. Inside, the home retains its timeless farmhouse warmth while embracing contemporary conveniences. The inviting kitchen features custom cabinetry, a functional layout, and ample space for casual dining. The current living room is anchored by a handsome fireplace and flooded with natural light, creating an inviting atmosphere throughout the seasons. Steeped in history, the first-floor guest suite served as the farmhouse's original living room. Today, it offers a peaceful main-level retreat, boasting its own cozy fireplace and elegant French doors that open directly to a private bluestone patio and the beautifully landscaped grounds. Located in one of Westchester County's most desirable communities, 3 Old Shop Road offers the very best of country living with room to relax, entertain, and enjoy.

Open House:

Sunday, 6/21 12:00-2:00PM

More Open House Info >

Beds:
1
Baths:
2.00
Sq.Ft.:
1,451
Status:
Active
MLS#:
1005354
Type:
Condo
Subdivision:
The Meadows
Lot size:
0.02 Acres
Year built:
1988
A broker reciprocity listing Courtesy: William Raveis-New York LLC 914-401-9111
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ADDITIONAL INFORMATION

Welcome to this beautifully maintained townhouse in the highly desirable Meadows community. Ideally located near shopping, restaurants, and schools, this home offers affordable living, excellent amenities, and low taxes within the sought-after Katonah-Lewisboro School District. Situated in one of the most private locations in the development, the home is just a short walk to the community pool and tennis courts. The main level features a modern kitchen renovated in 2022, a spacious living and dining area, and a cozy wood-burning fireplace—perfect for relaxing or entertaining. Upstairs, you'll find a generous primary bedroom suite with two oversized closets and a convenient stackable washer and dryer. An adjoining loft provides flexible space that can be used as a nursery, home office, reading area, or guest space. Additional storage is plentiful, with a large attic and an unfinished basement offering endless possibilities. Step outside to enjoy peaceful evenings on your private deck overlooking the beautifully maintained grounds. Commuters will appreciate the home's proximity to the Katonah train station and Route I-684, providing easy access to New York City in just over an hour. The school bus stops at the clubhouse, and a Beeline bus offers convenient transportation to downtown Katonah. Don't miss this opportunity to enjoy low-maintenance, country-style living with exceptional convenience, low taxes and easy lifestyle.

Open House:

Sunday, 6/21 1:30-3:30PM

More Open House Info >

Beds:
1
Baths:
1.00
Sq.Ft.:
1,112
Status:
Active
MLS#:
975229
Type:
Condo
Subdivision:
Oakridge
Lot size:
0.01 Acres
Year built:
1983
A broker reciprocity listing Courtesy: RE/MAX Town & Country 845-765-6128
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ADDITIONAL INFORMATION

Welcome to 156 Stone Meadow, an updated, contemporary condo offering sleek design, flexible living space, and modern comfort in the heart of South Salem. This beautifully maintained 1-bedroom, 1-bath residence lives like a 2-bedroom, featuring a spacious upstairs loft currently utilized as a second bedroom. Ideal for guest living, a home office, media room, or creative flex space, the possibilities are endless. Filled with plenty of natural lighting, this stylish home showcases vaulted ceilings and striking spiral staircases, creating an open and architecturally distinctive feel. The updated kitchen features stainless steel appliances, blending functionality with modern design. Enjoy the convenience of updated washer and dryer units for effortless everyday living. This home offers wood flooring throughout the living room and dining area, while the primary bedroom and upstairs loft feature wall-to-wall carpeting for added warmth and comfort. The spacious primary bedroom boasts generous closet space complete with built-in shelving and drawers, providing exceptional storage and organization. The updated bathroom is appointed with a unique LED blue light waterfall sink faucet and a premium TOTO bidet seat, adding elevated comfort and a sleek, modern touch. Additional highlights include outdoor storage conveniently located by the entrance, one assigned parking space, and ample visitor parking directly across from the unit. Residents enjoy access to outstanding community amenities including a clubhouse, swimming pool, tennis courts, and basketball courts, offering a lifestyle of recreation, convenience, and community. Combining modern style, updated finishes, versatile living space, and desirable amenities, 156 Stone Meadow is a unique opportunity you won’t want to miss.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,240
Status:
Active
MLS#:
1008021
Type:
Single Family
Lot size:
0.81 Acres
Year built:
1977
A broker reciprocity listing Courtesy: Keller Williams NY Realty 914-437-6100
View additional info

ADDITIONAL INFORMATION

First time available in nearly 20 years, 16 Soundview Loop presents a rare opportunity to own a beautifully maintained Colonial set on just under an acre in one of South Salem's most desirable neighborhoods. Surrounded by mature trees and natural beauty, this 4-bedroom, 2.5-bath property offers over 2,200 square feet of thoughtfully updated living space, blending timeless character with modern comfort and the tranquility of country living. Step inside to discover freshly painted interiors, refinished hardwood floors, updated Andersen windows, renovated bathrooms, and stylish new lighting throughout. At the heart of the home, the kitchen features stainless steel appliances, new hardwood flooring, updated hardware while maintaining original exposed beams and a charming stained-glass pass-through window that adds warmth and character. From there, the layout flows seamlessly into an expansive family room with a cozy fireplace, a front-facing living room with gorgeous picture windows, the formal dining room, and a stunning four-season sunroom—an unforgettable space featuring floor-to-ceiling windows and six skylights that flood the room with natural light while bringing the outdoors in year-round. An updated half bath, laundry area, and access to the attached two-car garage complete the main level. Upstairs, the primary suite offers a renovated ensuite bath and walk-in closet, while three additional generously sized bedrooms share an updated hall bathroom. The unfinished lower level features high ceilings and offers the potential for more than 600 square feet of additional finished living space, along with a large storage area. Just off the sunroom, a newly constructed deck overlooks the private backyard and provides the perfect setting for entertaining, dining, or simply enjoying the surrounding landscape. Conveniently located within the highly regarded Katonah-Lewisboro School District and just minutes from Pound Ridge, Ridgefield, nature preserves, shopping, dining, and the New Canaan Metro-North station, this special property combines character, comfort, and convenience in a setting you'll love returning to every day.

Beds:
1
Baths:
1.00
Sq.Ft.:
1,312
Status:
Active
MLS#:
997107
Type:
Condo
Lot size:
0.01 Acres
Year built:
1983
A broker reciprocity listing Courtesy: Coldwell Banker Realty 914-232-7000
View additional info

ADDITIONAL INFORMATION

This value-packed, move-in-ready upper-level condominium lives like a two-bedroom, located at the end of a cul-de-sac in Oakridge Condominiums, Vista, NY. Offering approximately 1,312 sq ft, this residence includes a vaulted loft and a bonus rooms. This home provides a flexible living space ideal for a home office, den, exercise room, hobby area, or additional storage. This south-facing home features a landscaped garden area with two shade trees. Enter through the French door into the living room with engineered wood flooring, cathedral ceiling, and a wood-burning fireplace. The dining area and kitchen feature sliding glass door access to a deck with wooded views. The kitchen features tile flooring, beveled countertops, maple cabinetry, and stainless-steel appliances. Off the dining area is a hallway with a full-size washer/dryer closet, a linen closet, and a ceramic tiled bathroom. The primary bedroom features a cathedral ceiling, double-tier closet, and mirrored wardrobe/storage wall unit. An additional main-level room offers flexible use for office, den, fitness, or hobby space. Recent updates include a newly installed HVAC system (2026 heat pump and air handler) and a new 40-gallon hot water heater (2025). Interior walls and ceilings were professionally painted in 2023. Additional improvements include upgraded window treatments, interior doors, Andersen front windows, and ceiling fans in the living room, primary bedroom, and loft. Located in the desirable Oakridge Condominiums community in Vista, New York, with convenient access to shopping, commuter routes, and nearby amenities. Community amenities include three pools, two tennis courts, and a basketball area.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,416
Status:
Active
MLS#:
976692
Type:
Single Family
Lot size:
2.04 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

Nestled on a serene, tree-lined cul-de-sac in a wonderful neighborhood setting, this light-filled 4-bedroom, 2.1-bath Contemporary home is privately set on 2 beautiful acres within the award-winning Katonah-Lewisboro School District. Offering the perfect balance of tranquility and convenience, this move-in ready home features an open-concept layout designed for comfortable everyday living. Recently painted inside and out with newly refinished hardwood floors, the home has been beautifully refreshed throughout and enhanced by significant 2024 improvements, including a new HVAC system with heat pump and HEPA filter, ductless split units, new insulation, new well tank and well water filtration system, and a new hot water heater. A dramatic double-height entry creates a striking first impression and opens into beautifully connected first-floor living spaces. At the heart of the home is a stunning family room with soaring cathedral ceilings and walls of windows that bring the outdoors in. The family room opens seamlessly to the spacious kitchen and sits adjacent to both the dining room and living room, creating an easy, natural flow throughout the main level. Just off the kitchen, a private deck offers the perfect spot for morning coffee, outdoor dining, or enjoying the peaceful natural surroundings. The lower level, not included in the home’s overall square footage, provides exceptional additional storage space and flexibility. Ideally located, 10 Bisbee offers easy access to schools, parks, shopping, dining, and major commuting routes, including nearby Katonah and Goldens Bridge Metro-North stations, as well as the charming and vibrant downtowns of Ridgefield and New Canaan, Connecticut. Nature lovers will appreciate the home’s close proximity to several Lewisboro preserves and the renowned 4,000-acre Ward Pound Ridge Reservation, offering endless opportunities for hiking, recreation, and outdoor adventure just minutes away. Combining peaceful surroundings, modern comfort, and an exceptionally convenient location, this special property offers an ideal lifestyle in one of Northern Westchester’s most desirable communities.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,189
Status:
Active
MLS#:
995455
Type:
Single Family
Lot size:
2.01 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

Beautifully updated and move-in ready, this 4-bedroom home is set on 2 private acres in the highly desirable Katonah-Lewisboro School District. Thoughtfully renovated throughout, the home features refinished hardwood floors, fresh neutral interiors, brand-new stainless steel appliances, 2 full bathrooms, and an updated powder room. The light-filled open layout offers comfortable everyday living and effortless entertaining. The updated kitchen showcases white shaker cabinetry, modern finishes, and seamless flow into the dining and living spaces. A dramatic vaulted-ceiling living room with fireplace creates a warm and inviting centerpiece, while spacious bedrooms provide flexibility for family, guests, or home office needs. The lower level offers additional flexible living space perfect for a playroom, gym, media room, office, or guest area. Surrounded by peaceful natural scenery, this turnkey South Salem home combines privacy, style, and convenience just minutes from town, schools, parks, and major commuting routes.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,900
Status:
Active
MLS#:
1000891
Type:
Single Family
Lot size:
1.75 Acres
Year built:
1947
A broker reciprocity listing Courtesy: Market Match Real Estate Corp 631-650-0720
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ADDITIONAL INFORMATION

Welcome to 31 Spring Street South in beautiful South Salem, NY — a lovingly maintained expanded ranch being offered for the first time in decades. Nestled on a private, sun-drenched property with mature landscaping and estate-like grounds, this special residence offers the perfect blend of tranquility, space, and opportunity. Featuring 4 bedrooms/2 full bathrooms, this picturesque property also includes potential for a private mother/daughter setup or guest quarters. Additional features include a chef’s kitchen with stainless steel appliances and a Kohler whole house generator, creating a peaceful retreat in every season. Outside, enjoy lush gardens, expansive outdoor space, and the privacy of a serene setting while remaining conveniently located just minutes from John Jay High School, local shops, dining, and Metro-North train access for an easy commute to New York City. Whether you are searching for your forever home, multi-generational living potential, or a property you can make uniquely your own, 31 Spring Street South presents a rare opportunity in one of Westchester County’s most desirable communities.

Beds:
3
Baths:
4.00
Sq.Ft.:
4,259
Status:
Active
MLS#:
997072
Type:
Single Family
Lot size:
4.22 Acres
Year built:
1995
A broker reciprocity listing Courtesy: Julia B Fee Sothebys Int. Rlty 914-234-0200
View additional info

ADDITIONAL INFORMATION

Welcome to 158 Mead Street — offered for the first time, this custom-designed sanctuary is nestled in the heart of Waccabuc and lives like four bedrooms (4 bedroom septic). Privately sited on over four park-like acres, this elegant residence is surrounded by mature trees, creating a serene retreat just minutes from town, train, and everyday conveniences. Inside, the home seamlessly blends rustic elegance with sophisticated comfort. The dramatic living room is anchored by vaulted ceilings, authentic rustic beams, and a wood-burning fireplace, creating a warm yet refined gathering space. For today’s remote lifestyle, a handsome den/home office with custom paneling and built-ins offers the perfect work-from-home setting. At the heart of the home is the expansive kitchen, uniquely warmed by a double-sided wood-burning fireplace. Entertain effortlessly in the character-filled formal dining room or unwind in the sun-drenched sunroom, which opens directly to the sprawling rear patio and picturesque grounds beyond. A rare and highly sought-after feature, the luxurious first-floor primary suite offers exceptional convenience and privacy, complete with two oversized walk-in closets and a spa-like bath. The second level provides incredible flexibility with two additional bedrooms, two full bathrooms, a dedicated second office, and an expansive playroom or media/recreation space. Experience the quiet luxury of Northern Westchester living in a home that truly has it all.

Open House:

Saturday, 6/20 2:00-4:00PM

More Open House Info >

Beds:
4
Baths:
3.00
Sq.Ft.:
2,700
Status:
Active
MLS#:
997610
Type:
Single Family
Lot size:
1.73 Acres
Year built:
1979
A broker reciprocity listing Courtesy: Giner Real Estate Inc. 914-263-0345
View additional info

ADDITIONAL INFORMATION

This move-in-ready colonial offers a functional layout for everyday living and entertaining in a serene setting. Hardwood floors throughout, brand-new HVAC, updated kitchen, and bath. Bay windows provide leafy views of the woodsy property, pond, and old stone walls. A large family room with a cozy fireplace has sliders to enjoy outdoor living on a large deck. Upstairs are four quiet bedrooms. The finished lower level has walk-out access to the backyard as well as a large mechanical room and storage area. New highly-efficient heat pumps provide forced air heating and cooling; an oil-based furnace provides hot water and additional hybrid heating capacity when needed. Silvermine Drive is a cul-de-sac with two nature preserves, making it ideal for walking, interacting with neighbors, and enjoying the environment. This home is located within the Katonah-Lewisboro school district (Meadow Pond Elementary/John Jay Middle and High Schools). Residents enjoy all of Lewisboro’s open spaces, town facilities, and programming, including nearby Onatru Farm Park, with a playground, trails for short runs or long walks, and an active community garden. Other nearby open spaces include Leon Levy Preserve, Grace Farms, and Woodcock Nature Center. Ridgefield and New Canaan town centers offer shopping, dining, and activities. For commuters, there is easy access to Norwalk and Stamford, and direct one-seat commuter service to Grand Central via MetroNorth from both Wilton and New Canaan.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,490
Status:
Active
MLS#:
908721
Type:
Single Family
Lot size:
2 Acres
Year built:
1978
A broker reciprocity listing Courtesy: Keller Williams Realty Partner 914-962-0007
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ADDITIONAL INFORMATION

From the moment you turn down the long, secluded driveway toward 1 Sabbath Day Hill Rd, the feeling is unmistakable: this is a retreat built for those who prize privacy, elevation, and quiet grandeur. Perched atop its own hill and surrounded by mature trees, the home sits back from the road with views visible from the wide front porch—a space that feels like your own private veranda overlooking acres of serenity. Inside, the home welcomes you with classic Colonial form and rich flexibility. The main level offers distinct zones—formal living and dining rooms, a family room ideal for gathering, and an eat-in kitchen that flows with ease. Upstairs, all four bedrooms are generous in size; the renovated primary suite and a sizable hall bath speak to refined updates amid timeless bones. The basement has the potential to expand your footprint considerably—perfect for a media room, gym, or creative studio. Here lies the hidden power of this property: space that grows with your vision. Yet it’s not just seclusion that sets this home apart—it’s connection. You’re roughly 16 minutes from the Goldens Bridge Metro-North, and about 15 minutes from the Katonah station, giving you reliable train access without sacrificing peace. Want to cross over into Connecticut? You’re close to Ridgefield, a charming New England town renowned for its historic Main Street, a thriving arts and theater scene, and boutique shopping. And just beyond that, Danbury adds the scale, amenities, and cultural vitality you’d expect from a city that blends history, parks, shopping, and easy access to Candlewood Lake and surrounding trails. Location-wise, Sabbath Day Hill gives you the best of both worlds. A quiet, tucked-away neighborhood setting that feels removed yet remains minutes from Route 35, commuter arteries, local dining, schools, and recreation in both New York and Connecticut. In this spot, you can exist in retreat mode without ever losing touch with the everyday. This is more than a home—you’re buying into a lifestyle: privacy, flexibility, and access, all wrapped in a setting that feels timeless. 1 Sabbath Day Hill Rd is rare. It’s the kind of place you visit in January and still feel like you’re in a summer escape.

Beds:
2
Baths:
2.00
Sq.Ft.:
900
Status:
Active
MLS#:
992072
Type:
Single Family
Lot size:
0.11 Acres
Year built:
1936
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-234-9099
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ADDITIONAL INFORMATION

Sold as is, house needs total renovation. Can get a construction loan if you qualify. Backs up to the Leon Levy Preserve, access to Lake Kitchawan Lake. Tucked away along the quiet shoreline of Lake Kitchawan, this modest cape presents a rare chance to reimagine a home in one of Northern Westchester most natural settings. Set on a small parcel that backs directly onto the protected woodlands of the Leon Levy Preserve. Seller is negotiable. Seller is negotiable. The existing structure requires a complete renovation and the potential is undeniable. The location is truly special. Lake Kitchawan spans over 100 acres and is part of a protected ecological corridor know for its biodiversity and natural beauty. Just beyond your backyard, miles of preserved land wind through forest, wetlands, and historic stone features, offering endless opportunities for hiking and quiet exploration.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,487
Status:
Active
MLS#:
992940
Type:
Single Family
Lot size:
0.3 Acres
Year built:
1930
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7665
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ADDITIONAL INFORMATION

A rare opportunity in the charming Truesdale Lake community of South Salem. This quaint cottage is in need of renovation and is being sold as-is, offering outstanding potential for restoration, investment, or new construction. Truesdale Lake is an 83-acre private lake community known for its peaceful setting, natural beauty, and long-established neighborhood character. Located in the Town of Lewisboro near the Connecticut border, the property offers access to the quiet appeal of Northern Westchester while remaining convenient to Ridgefield, Pound Ridge, Katonah, New Canaan, and surrounding towns. Ideal for builders, contractors, investors, or end users with vision. Buyer to verify all property details, lake rights, association membership, condition, permits, and building potential. Spend year round at one of Westchester's most coveted Lake communities. Buyer to do due diligence.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,865
Status:
Active
MLS#:
990838
Type:
Single Family
Lot size:
2.01 Acres
Year built:
1978
A broker reciprocity listing Courtesy: Keller Williams Realty Partner 914-962-0007
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ADDITIONAL INFORMATION

This wonderful, open-concept Contemporary/Split home enjoys a cozy, private setting, and includes vaulted ceilings, hardwood floors, and an abundance of natural light creating a bright and airy atmosphere. Enter into the light filled foyer with a soaring ceiling and views into the main and lower levels. The main level includes the living room, dining room, and kitchen, all flowing together under a cathedral ceiling. The living room - with a Casablanca-style ceiling fan - and formal dining room feature large windows overlooking the woods. The kitchen includes a built-in KitchenAid refrigerator, double KitchenAid ovens (perfect for holiday cooking), a wine refrigerator, L-shaped Corian counters, two ceiling fans, and a skylight, with a large area for a kitchen table and chairs, and sliding glass doors to the wrap-around, partially covered deck for seamless indoor-outdoor living. A short flight of stairs takes you to the bedroom level - separated from the living area by a door for privacy - with three bedrooms (all with ceiling fans), and a hall bathroom. The primary bedroom has a cathedral ceiling and en-suite bath. The upper level is a loft/bonus room that runs the entire width of the house; versatile enough to serve as an office, den, or library, it could easily be closed off to create a large, fourth bedroom. The lower level includes a family room with a wood-burning fireplace, windows for natural light, sliding glass doors to the backyard, a recently remodeled powder room, and a storage room. A few quick steps from the deck lead you to a circular flagstone patio, perfect for a firepit, roasting marshmallows, or stargazing. The property includes specimen plantings and is set among dramatic rock outcroppings and adjacent woods. A 14kw standby whole-house generator, powered by propane, provides security in case of a power outage. Brand new boiler. Two car garage with a newer driveway (2023) that has plenty of space for extra cars. Just one mile from the North County Shopping Center, Interstate 684, and the Goldens Bridge train station, in the highly rated Katonah-Lewisboro school district. Taxes do not reflect STAR exemption of $1584.27.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.



Lewisboro Real Estate

Lewisboro is located in New York. Lewisboro, New York has a population of 12,221. Lewisboro is more family-centric than the surrounding county with 39.05% of the households containing married families with children. The county average for households married with children is 35.32%.

The median household income in Lewisboro, New York is $178,780. The median household income for the surrounding county is $105,387 compared to the national median of $69,021. The median age of people living in Lewisboro is 46.7 years.

Lewisboro Weather

The average high temperature in July is 83.1 degrees, with an average low temperature in January of 18.6 degrees. The average rainfall is approximately 51.3 inches per year, with 37.5 inches of snow per year.

Lewisboro Map

Lewisboro Real Estate Market Conditions

  • Median sales price

    $1,485,000
    10.6%
    change since last quarter
  • # Active listings

    26
    30-day change

Lewisboro Schools and Demographics

Education near Lewisboro, NY

City County
High School Graduates 97.33 88.85
College Degree - 2 year 4.78 6.61
College Degree - 4 year 70.93 50.65
Graduate Degree 23.92 17.54
Expenditures per Student 31,362 31,362
Students per Teacher 12.7 12.7

Elementary Schools near Lewisboro, NY

Grades Students P/T Ratio ZIP
Bedford Village Elementary School KG - 05 333 12.3 10506
Meadow Pond Elementary School KG - 05 384 12.4 10590
Pequenakonck Elementary School KG - 05 484 10.5 10560
Pound Ridge Elementary School KG - 05 341 12.5 10576

Middle Schools near Lewisboro, NY

Grades Students P/T Ratio ZIP
Fox Lane Middle School 06 - 08 986 13.2 10506
John Jay Middle School 06 - 08 777 11.8 10518
Lewisboro Elementary School KG - 05 365 13.7 10590

High Schools near Lewisboro, NY

Grades Students P/T Ratio ZIP
Fox Lane High School 09 - 12 1,423 13.7 10506
John Jay High School 09 - 12 1,147 13.2 10518
North Salem Middle School/High School 06 - 12 675 9.7 10560

Demographics near Lewisboro, NY

City County
Neighborhood Type
Population 12,221 999,723
Population Density 441 2,322
Median Age 46.7 41.2
People per Household 2.8 2.7
Median Household Income 178,780 105,387
Average Income per Capita 86,684 61,830

Real estate near Lewisboro