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Offered for sale for the first time, this three-bedroom, two-and-a-half-bath home is set back from the road on two private acres. Beautifully cared for throughout, the kitchen and baths have a fresh, updated feel, complementing the home's comfortable proportions and easy floor plan. Outside, mature trees and open lawn create a peaceful setting with plenty of room to garden, gather or simply enjoy the outdoors. An exceptionally well-kept home in South Salem, with easy access to the nearby hamlet of Vista and just over the border from Ridgefield, Connecticut.

3 Beds ⋅ 3 Baths ⋅ 1051757 MLS

Offered for sale for the first time, this three-bedroom, two-and-a-half-bath home is set back from the road on two private acres. Beautifully cared for throughout, the kitchen and baths have a fresh, updated feel, complementing the home's comfortable proportions and easy floor plan. Outside, mature trees and open lawn create a peaceful setting with plenty of room to garden, gather or simply enjoy the outdoors. An exceptionally well-kept home in South Salem, with easy access to the nearby hamlet of Vista and just over the border from Ridgefield, Connecticut.

257 Smith Ridge Road, South Salem

$995,000

Move-in ready and beautifully maintained, 9 Cross Pond Road offers refined country living in a private South Salem setting. Beautiful landscaping, stonework, hardwood flooring throughout, and a newly resealed driveway create a welcoming first impression. A privacy fence and direct proximity to the Leon Levy Preserve provide a serene, natural backdrop. The updated kitchen and beautifully renovated baths complement the home’s warm, sophisticated interiors. The finished walk-out lower level, adds an additional 700SF, opens to a private patio and features a sauna and summer kitchen—ideal for relaxed entertaining and everyday enjoyment. The home offers 4 generously scaled bedrooms and a whole-house generator for added convenience and peace of mind. Approximately 7 miles to the Goldens Bridge Metro-North station and I-684, this exceptional property combines privacy and tranquility with easy access to commuting, shopping, and the best of the Westchester lifestyle.

4 Beds ⋅ 4 Baths ⋅ 1050837 MLS

Move-in ready and beautifully maintained, 9 Cross Pond Road offers refined country living in a private South Salem setting. Beautiful landscaping, stonework, hardwood flooring throughout, and a newly resealed driveway create a welcoming first impression. A privacy fence and direct proximity to the Leon Levy Preserve provide a serene, natural backdrop. The updated kitchen and beautifully renovated baths complement the home’s warm, sophisticated interiors. The finished walk-out lower level, adds an additional 700SF, opens to a private patio and features a sauna and summer kitchen—ideal for relaxed entertaining and everyday enjoyment. The home offers 4 generously scaled bedrooms and a whole-house generator for added convenience and peace of mind. Approximately 7 miles to the Goldens Bridge Metro-North station and I-684, this exceptional property combines privacy and tranquility with easy access to commuting, shopping, and the best of the Westchester lifestyle.

9 Cross Pond Road, South Salem

$599,999

SPACIOUS OAKRIDGE TOWNHOUSE. One of the largest available units and the original model. Spacious and bright living spaces with vaulted ceilings and sun-filled rooms. Living Room with vaulted ceiling and wood burning fireplace. Nicely scaled Dining Room. Maple Kitchen with granite counters, tile backsplash and updated appliances. Open Family Room with vaulted ceiling and doors to terrace surrounded by lawn. Primary Bedroom with built-ins, vaulted ceiling, ample closet space and private Bath. Two additional Bedrooms sharing Hall Bath. Straight staircase to loft Sitting Room and finished Bonus Room. Detached One-Car Garage available separately. Community Pool and Tennis Courts. Walking path around the lake. Walk to shops and restaurants. Convenient location with easy access to New Canaan, Ridgefield and the Merritt Parkway. Just listed!

3 Beds ⋅ 2 Baths ⋅ 1048782 MLS

SPACIOUS OAKRIDGE TOWNHOUSE. One of the largest available units and the original model. Spacious and bright living spaces with vaulted ceilings and sun-filled rooms. Living Room with vaulted ceiling and wood burning fireplace. Nicely scaled Dining Room. Maple Kitchen with granite counters, tile backsplash and updated appliances. Open Family Room with vaulted ceiling and doors to terrace surrounded by lawn. Primary Bedroom with built-ins, vaulted ceiling, ample closet space and private Bath. Two additional Bedrooms sharing Hall Bath. Straight staircase to loft Sitting Room and finished Bonus Room. Detached One-Car Garage available separately. Community Pool and Tennis Courts. Walking path around the lake. Walk to shops and restaurants. Convenient location with easy access to New Canaan, Ridgefield and the Merritt Parkway. Just listed!

1 Oakridge Drive, South Salem

$575,000

Welcome to this beautifully renovated two-level condominium offering the privacy and feel of a townhouse, with no neighbors above or below. Step inside to a welcoming entry foyer featuring a custom built-in bench and storage, setting the tone for the thoughtful updates found throughout the home. The spacious living room boasts soaring cathedral ceilings, abundant natural light, and a cozy wood-burning fireplace. The dining area flows seamlessly into the updated kitchen w/ ample counter space and new appliances, which opens to a warm and inviting family room featuring vaulted ceilings, a striking wood beam accent, and sliding glass doors leading to a private patio. The main level also features a generous primary bedroom with direct access to a beautifully updated bathroom complete with dual vanities. A second bedroom with a large closet, convenient first-floor laundry, and refinished hardwood floors throughout complete the main level. Upstairs, you'll find a versatile loft area perfect for a home office, guest space, or reading nook, along with an oversized walk-in storage room providing exceptional storage options. Outside, enjoy your own private patio and rear yard, ideal for relaxing or entertaining. Residents also have access to the community's newly renovated amenities, including a swimming pool, tennis courts, and basketball court.. Perfectly located in South Salem, NY, this home offers an ideal commute to both NY and Connecticut including Stamford, White Plains, and New York City. Enjoy the convenience of being within walking distance to local shopping, restaurants, and everyday amenities. This move-in-ready home combines style, comfort, privacy, and convenience in one exceptional package.

2 Beds ⋅ 1 Baths ⋅ 1050318 MLS

Welcome to this beautifully renovated two-level condominium offering the privacy and feel of a townhouse, with no neighbors above or below. Step inside to a welcoming entry foyer featuring a custom built-in bench and storage, setting the tone for the thoughtful updates found throughout the home. The spacious living room boasts soaring cathedral ceilings, abundant natural light, and a cozy wood-burning fireplace. The dining area flows seamlessly into the updated kitchen w/ ample counter space and new appliances, which opens to a warm and inviting family room featuring vaulted ceilings, a striking wood beam accent, and sliding glass doors leading to a private patio. The main level also features a generous primary bedroom with direct access to a beautifully updated bathroom complete with dual vanities. A second bedroom with a large closet, convenient first-floor laundry, and refinished hardwood floors throughout complete the main level. Upstairs, you'll find a versatile loft area perfect for a home office, guest space, or reading nook, along with an oversized walk-in storage room providing exceptional storage options. Outside, enjoy your own private patio and rear yard, ideal for relaxing or entertaining. Residents also have access to the community's newly renovated amenities, including a swimming pool, tennis courts, and basketball court.. Perfectly located in South Salem, NY, this home offers an ideal commute to both NY and Connecticut including Stamford, White Plains, and New York City. Enjoy the convenience of being within walking distance to local shopping, restaurants, and everyday amenities. This move-in-ready home combines style, comfort, privacy, and convenience in one exceptional package.

26 Oakridge Drive, South Salem

$899,000

Lake days. Dinner reservations. The best of both worlds. This updated 4-bedroom, 3.1-bath Colonial offers 2,924 square feet and the relaxed rhythm of Truesdale Lake, just minutes from the restaurants, shopping, theater and acclaimed arts and entertainment venues in Ridgefield, Katonah and Danbury. Set on .47 acres of level property with lake views, TEA membership for private beach access and recreation, and a legal accessory apartment, this is a home that gives you plenty of ways to enjoy every day. A covered front porch welcomes you inside, where a tiled entry connects the kitchen, dining room and living room. Spacious rooms set the stage for easy entertaining, while hardwood floors, built-in bookshelves and a fireplace make the living room an inviting spot to settle in. The separate dining room is ready for casual dinners, holiday gatherings and evenings that call for a second bottle. Upstairs, the primary suite delivers room to truly spread out, with three walk-in closets and a generous alcove with built-in bookshelves—perfect for a reading lounge, home office or exercise space. A renovated marble-tiled primary bath features a spacious walk-in shower. Three additional bedrooms and a full hall bath complete the second floor. With its own entrance around back, the legal accessory apartment adds valuable flexibility for housing relatives, guests, a caregiver or potential rental use*. Outside, a level, partially-fenced backyard and stone patio offer space to play, entertain or simply enjoy a quiet evening at home. An attached two-car garage, storage and an on-demand generator with an automatic transfer switch round out the practical perks. Spend the afternoon at the private beach, head into town for dinner or a show, and enjoy HART shuttle service to the train from the area. More room, more options, and a lake lifestyle that keeps you close to everything you love.

4 Beds ⋅ 4 Baths ⋅ 1045301 MLS

Lake days. Dinner reservations. The best of both worlds. This updated 4-bedroom, 3.1-bath Colonial offers 2,924 square feet and the relaxed rhythm of Truesdale Lake, just minutes from the restaurants, shopping, theater and acclaimed arts and entertainment venues in Ridgefield, Katonah and Danbury. Set on .47 acres of level property with lake views, TEA membership for private beach access and recreation, and a legal accessory apartment, this is a home that gives you plenty of ways to enjoy every day. A covered front porch welcomes you inside, where a tiled entry connects the kitchen, dining room and living room. Spacious rooms set the stage for easy entertaining, while hardwood floors, built-in bookshelves and a fireplace make the living room an inviting spot to settle in. The separate dining room is ready for casual dinners, holiday gatherings and evenings that call for a second bottle. Upstairs, the primary suite delivers room to truly spread out, with three walk-in closets and a generous alcove with built-in bookshelves—perfect for a reading lounge, home office or exercise space. A renovated marble-tiled primary bath features a spacious walk-in shower. Three additional bedrooms and a full hall bath complete the second floor. With its own entrance around back, the legal accessory apartment adds valuable flexibility for housing relatives, guests, a caregiver or potential rental use*. Outside, a level, partially-fenced backyard and stone patio offer space to play, entertain or simply enjoy a quiet evening at home. An attached two-car garage, storage and an on-demand generator with an automatic transfer switch round out the practical perks. Spend the afternoon at the private beach, head into town for dinner or a show, and enjoy HART shuttle service to the train from the area. More room, more options, and a lake lifestyle that keeps you close to everything you love.

46 Truesdale Lake Drive, South Salem

$599,000

Gorgeous, updated, two bedroom townhome that lives like a three bedroom! The light-filled, living area features a wood-burning fireplace and flows seamlessly into the recently renovated large eat-in kitchen. Perfect for entertaining, the kitchen boasts stainless steel appliances, an oversized center island, and sliders to the deck. The main level also includes a spacious primary suite with an en-suite bath, a second bedroom, a full hall bath, and laundry. A newly installed main staircase leads to the upper level, where you'll find a versatile loft/den space and a skylit office with a door and a closet, providing flexible space for work or guests. Updates completed within the past few years include the hot water heater, HVAC system, windows, flooring, bathroom vanities, and kitchen appliances. Residents of the Oakridge Community enjoy two recently refurbished outdoor pools, new tennis and basketball courts, and a playground. This property also includes two assigned parking spaces. A Detached One Car Garage, right next to the unit, is available separately. Walking distance to shopping and dining at Oakridge Commons and just minutes from New Canaan, Ridgefield, and Katonah. Part of the award winning Katonah Lewisboro School District.

2 Beds ⋅ 2 Baths ⋅ 1032550 MLS

Gorgeous, updated, two bedroom townhome that lives like a three bedroom! The light-filled, living area features a wood-burning fireplace and flows seamlessly into the recently renovated large eat-in kitchen. Perfect for entertaining, the kitchen boasts stainless steel appliances, an oversized center island, and sliders to the deck. The main level also includes a spacious primary suite with an en-suite bath, a second bedroom, a full hall bath, and laundry. A newly installed main staircase leads to the upper level, where you'll find a versatile loft/den space and a skylit office with a door and a closet, providing flexible space for work or guests. Updates completed within the past few years include the hot water heater, HVAC system, windows, flooring, bathroom vanities, and kitchen appliances. Residents of the Oakridge Community enjoy two recently refurbished outdoor pools, new tennis and basketball courts, and a playground. This property also includes two assigned parking spaces. A Detached One Car Garage, right next to the unit, is available separately. Walking distance to shopping and dining at Oakridge Commons and just minutes from New Canaan, Ridgefield, and Katonah. Part of the award winning Katonah Lewisboro School District.

230 Lakeside Drive, South Salem

$894,999

Welcome to 9 Laurel Road, a spacious home set on 1.5 acres along a quiet residential street in the desirable South Salem area. Surrounded by mature trees and wooded views, the property offers a peaceful setting with plenty of privacy, a generous lawn, and expansive backyard space. The home features 4 bedrooms, hardwood floors, a spacious living room, dining area, eat-in kitchen, and a comfortable family room. The flexible layout on the second floor offers many additional options, including a home office, study, or guest room. The lower level offers ample space for storage, recreation, a workshop, or future use. The attached two-car garage comfortably accommodates two vehicles with plenty of additional space. Conveniently located with local restaurants, grocery shopping, and everyday amenities just down the road, you can enjoy the privacy of a quiet, wooded setting while remaining close to everything you need.

4 Beds ⋅ 2 Baths ⋅ 1036838 MLS

Welcome to 9 Laurel Road, a spacious home set on 1.5 acres along a quiet residential street in the desirable South Salem area. Surrounded by mature trees and wooded views, the property offers a peaceful setting with plenty of privacy, a generous lawn, and expansive backyard space. The home features 4 bedrooms, hardwood floors, a spacious living room, dining area, eat-in kitchen, and a comfortable family room. The flexible layout on the second floor offers many additional options, including a home office, study, or guest room. The lower level offers ample space for storage, recreation, a workshop, or future use. The attached two-car garage comfortably accommodates two vehicles with plenty of additional space. Conveniently located with local restaurants, grocery shopping, and everyday amenities just down the road, you can enjoy the privacy of a quiet, wooded setting while remaining close to everything you need.

9 Laurel Road, South Salem

$250,000

Built in 1933, this 630 SF, 3 room cabin features a living room with original stone hearth, small kitchen, bathroom with shower, and bedroom. Private, paved uphill drive to house with rear deck and and level, usable, large yard. Septic was redone in 2018 and is rated for 2 BR. Occupied by the current owner for more than 20 years. Owner pays share of mtc (plowing etc) for Truesdale Woods Rd, where there is additional access and parking for this home.

1 Beds ⋅ 1 Baths ⋅ 1034248 MLS

Built in 1933, this 630 SF, 3 room cabin features a living room with original stone hearth, small kitchen, bathroom with shower, and bedroom. Private, paved uphill drive to house with rear deck and and level, usable, large yard. Septic was redone in 2018 and is rated for 2 BR. Occupied by the current owner for more than 20 years. Owner pays share of mtc (plowing etc) for Truesdale Woods Rd, where there is additional access and parking for this home.

32 Boutonville Road, South Salem

$975,000

Nestled on a picturesque road in the heart of South Salem, this beautifully maintained 4-bedroom, 3-full-bath home offers the perfect balance of privacy, comfort, and convenience. Lovingly cared for by only its second owner, this exceptional home has been thoughtfully updated over the years while maintaining its warmth and charm. Set amid mature woodlands, the hilltop retreat offers a peaceful backdrop with exceptional privacy while remaining just minutes from everything you need. Designed for both everyday living and entertaining, the light-filled interior features a spacious, flowing layout with oversized windows that fill the home with natural light. The inviting living room is anchored by a cozy fireplace, creating the perfect gathering space, while the generous living areas seamlessly connect to an expansive oversized deck for effortless indoor-outdoor living. Whether hosting friends and family or enjoying a quiet morning surrounded by nature, the outdoor spaces are equally inviting. As the day winds down, unwind on the charming front porch and take in spectacular sunset views. Numerous improvements have been made throughout the years, including a beautifully renovated spa-inspired primary bathroom, an updated first-floor full bathroom, significant mechanical upgrades and many other thoughtful enhancements that provide peace of mind for years to come. The versatile lower level, currently configured as a recording studio, offers endless possibilities and can easily be transformed into a home office, recreation room, fitness studio, playroom, or creative space to fit your lifestyle. Ideally located just minutes from the charming hamlets of South Salem, Ridgefield and Katonah, you'll enjoy convenient access to boutique shopping, award-winning restaurants, wellness studios, parks, golf courses, hiking trails, and year-round recreation. Commuters will appreciate the nearby Katonah Metro-North Station with direct service to Grand Central Terminal, as well as easy access to I-684, I-84, and the Saw Mill River Parkway. Westchester County Airport is approximately 30 minutes away, making business and leisure travel effortless. The home is also conveniently located near highly regarded public schools. Whether you're seeking peaceful country living, an easy commute, or convenient access to vibrant town centers, this exceptional South Salem home offers the best of Westchester County living in one of its most desirable locations.

4 Beds ⋅ 3 Baths ⋅ 1026664 MLS

Nestled on a picturesque road in the heart of South Salem, this beautifully maintained 4-bedroom, 3-full-bath home offers the perfect balance of privacy, comfort, and convenience. Lovingly cared for by only its second owner, this exceptional home has been thoughtfully updated over the years while maintaining its warmth and charm. Set amid mature woodlands, the hilltop retreat offers a peaceful backdrop with exceptional privacy while remaining just minutes from everything you need. Designed for both everyday living and entertaining, the light-filled interior features a spacious, flowing layout with oversized windows that fill the home with natural light. The inviting living room is anchored by a cozy fireplace, creating the perfect gathering space, while the generous living areas seamlessly connect to an expansive oversized deck for effortless indoor-outdoor living. Whether hosting friends and family or enjoying a quiet morning surrounded by nature, the outdoor spaces are equally inviting. As the day winds down, unwind on the charming front porch and take in spectacular sunset views. Numerous improvements have been made throughout the years, including a beautifully renovated spa-inspired primary bathroom, an updated first-floor full bathroom, significant mechanical upgrades and many other thoughtful enhancements that provide peace of mind for years to come. The versatile lower level, currently configured as a recording studio, offers endless possibilities and can easily be transformed into a home office, recreation room, fitness studio, playroom, or creative space to fit your lifestyle. Ideally located just minutes from the charming hamlets of South Salem, Ridgefield and Katonah, you'll enjoy convenient access to boutique shopping, award-winning restaurants, wellness studios, parks, golf courses, hiking trails, and year-round recreation. Commuters will appreciate the nearby Katonah Metro-North Station with direct service to Grand Central Terminal, as well as easy access to I-684, I-84, and the Saw Mill River Parkway. Westchester County Airport is approximately 30 minutes away, making business and leisure travel effortless. The home is also conveniently located near highly regarded public schools. Whether you're seeking peaceful country living, an easy commute, or convenient access to vibrant town centers, this exceptional South Salem home offers the best of Westchester County living in one of its most desirable locations.

1 Sabbathday Hill Road, South Salem

$575,000

Significant price reduction. Located on a quiet cul-de-sac, this expanded four-bedroom Cape Cod-style home has great potential for the homeowner willing to invest in updating this home. It has deeded access to Truesdale Lake and is located in the award-winning Katonah-Lewisboro School District. The original Cape includes four bedrooms, two full bathrooms, a living room and a kitchen. A past expansion added a two-car garage on the lower level, as well as a dining room, expanded family room, and home office/den on the main level. A large walk-in attic offers lots of storage and may offer future expansion potential. The lot has a level backyard, and a large outdoor deck, with a fenced area, old stone walls, mature trees, a concrete pad/patio with a basketball hoop, and plenty of room for a garden.

4 Beds ⋅ 2 Baths ⋅ 1016167 MLS

Significant price reduction. Located on a quiet cul-de-sac, this expanded four-bedroom Cape Cod-style home has great potential for the homeowner willing to invest in updating this home. It has deeded access to Truesdale Lake and is located in the award-winning Katonah-Lewisboro School District. The original Cape includes four bedrooms, two full bathrooms, a living room and a kitchen. A past expansion added a two-car garage on the lower level, as well as a dining room, expanded family room, and home office/den on the main level. A large walk-in attic offers lots of storage and may offer future expansion potential. The lot has a level backyard, and a large outdoor deck, with a fenced area, old stone walls, mature trees, a concrete pad/patio with a basketball hoop, and plenty of room for a garden.

9 Stewart Road, South Salem

$573,200

Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our Appraisal describe the property as a SFR (colonial) built in 1980. It has a GLA of approx. 2100 and has 3 bedrooms and 3baths, Full/Unfinished basement and 2- ATT Garage. The property is on 27,007 sq ft lot *** Seller cannot guarantee access at any given time. Offers may be made sight unseen ***

3 Beds ⋅ 3 Baths ⋅ 936604 MLS

Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our Appraisal describe the property as a SFR (colonial) built in 1980. It has a GLA of approx. 2100 and has 3 bedrooms and 3baths, Full/Unfinished basement and 2- ATT Garage. The property is on 27,007 sq ft lot *** Seller cannot guarantee access at any given time. Offers may be made sight unseen ***

1203 OLD POST RD RTE 35, South Salem