28

Homes for Sale near John Jay Middle School

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  • /43

    $1,495,000

    • 5 Beds
    • 5.5 Baths
    • 5,687 Sq Ft

    136 Elmwood Rd, South Salem, NY 10590

    Welcome to this traditional farmhouse set on 9 stunning acres—ready to be restored to its former beauty and transformed to suit your vision. This five-bedroom home offers a rare blend of tranquility and versatile living space. The main level features a spacious chef’s kitchen with an eat-in area opening to a warm family room with a fireplace, plus a cozy living room with a second fireplace, a

    Mark Boyland Keller Williams Realty Partner

    136 Elmwood Rd, South Salem, NY 10590
  • /8

    $1,375,000

    • Land
    • 10.58 Acres
    • $129,962 per Acre

    578 Cross River Rd, Katonah, NY 10536

    A Rare Opportunity to Build Your Dream Escape Perched atop a gentle hill, overlooking the shimmering waters of the Cross River Reservoir, lies 10.58 breathtaking acres waiting to be transformed into the home of your dreams. This is more than just land—it’s a canvas for your vision, where modern elegance, timeless mid-century design, or a storybook farmhouse retreat can come to life. Imagine

    Melissa Marcogliese Compass Greater NY, LLC

    578 Cross River Rd, Katonah, NY 10536
  • /16

    $399,000

    • 1 Bed
    • 1 Bath
    • 971 Sq Ft

    239 Deer Hill, South Salem, NY 10590

    Welcome to 239 Deer Hill Road in Oakridge Condominiums. This top-floor 1-bedroom, 1-bath unit offers 1,000 square feet of updated, turn-key living with low taxes and access to the sought-after Katonah-Lewisboro School District (Meadow Pond Elementary). Recent upgrades include newer appliances, refreshed flooring, and a sleek modern bathroom. The main level features a bright living room with a

    Cate Hegarty Compass Greater NY, LLC

    239 Deer Hill, South Salem, NY 10590
  • /30

    $1,365,000

    • 4 Beds
    • 4.5 Baths
    • 4,078 Sq Ft

    1 Canaan Cir, South Salem, NY 10590

    Elegantly updated Modern Colonial with majestic curb appeal on a quiet country cul-de-sac. Ten minutes to Wilton/New Canaan (Connecticut) train stations. Picture perfect corner lot in gorgeous Northern Westchester, A grand foyer with double height ceilings ushers you into generously sized rooms with three cozy wood burning fireplaces. Eight French doors from three welcoming rooms open out onto a

    Juergen Hess Five Corners Properties Inc

    1 Canaan Cir, South Salem, NY 10590
  • /30

    $599,000

    • 2 Beds
    • 2.5 Baths
    • 1,451 Sq Ft

    33 Briar Ct, Cross River, NY 10518

    This beautifully updated 2-bedroom, 2.5-bath townhouse in The Meadows blends modern comfort with exceptional amenities. Step inside to discover a fully renovated kitchen featuring leathered granite countertops, soft-close cabinetry, new appliances, and upgraded lighting. A large living room, with sliders to the deck, dining area and a freshly painted half bath complete the first floor. Upstairs

    Patricia Hinkley Coldwell Banker Realty

    33 Briar Ct, Cross River, NY 10518
  • /50

    $5,450,000

    • 4 Beds
    • 3.5 Baths
    • 6,161 Sq Ft

    45 Pine Hill Dr, South Salem, NY 10590

    Welcome to 45 Pine Hill Drive, where modern luxury meets timeless sophistication. This fully renovated 4-bedroom, 3.5-bath residence has been transformed into a true showpiece, offering every amenity for elevated living. Inside, discover a breathtaking open-concept kitchen by Leicht (Germany) with premium electric stainless steel appliances, dual sinks, and a striking oversized island—perfect for

    Joseph Lukic Compass Greater NY, LLC

    45 Pine Hill Dr, South Salem, NY 10590
  • /24

    $669,000

    • 1 Bed
    • 1.5 Baths
    • 1,350 Sq Ft

    21 Croton Lake Rd Unit 20, Katonah, NY 10536

    Katonah Hills: Welcome to this thoughtfully designed one bedroom home with den a flexible space that is ideal for a home office, media room or guest room that adds real versatility to the typical one bedroom layout. The main living room and dining area flow seamlessly for comfortable living and entertaining. The spacious deck is accessed from the living room overlooking bucolic scenery a nice

    Rita Carrozza

    21 Croton Lake Rd Unit 20, Katonah, NY 10536
  • /50

    $6,525,000

    • 5 Beds
    • 6.5 Baths
    • 8,059 Sq Ft

    2 Barry Ct, Katonah, NY 10536

    Tucked away on a quiet cul-de-sac, 2 Barry Court is more than a home — it’s a lifestyle defined by natural beauty, refined design, and everyday luxury. Set on four manicured acres surrounded by mature trees and open sky, this modern estate has been completely reimagined by architect Teo Siguenza and meticulously rebuilt by Grasso Development Corporation. The result is an 8,000 sq ft residence

    Margaret Grasso Berkshire Hathaway HS NY Prop

    2 Barry Ct, Katonah, NY 10536
  • /9

    $750,000

    • Land
    • 9.09 Acres
    • $82,508 per Acre

    6 Duffys Bridge Rd, Lewisboro, NY 10536

    A rare find at a great price. Ready to go! Unique parcel of amazing privacy on over 9 acres of improved land in desirable Katonah location. Drilled 330' well with 50 gpm and septic installed for four bedroom home. This wooded hilltop homesite is approved for a single-family home by the Town of Lewisboro. Land is cleared, graded and has Belgian block-lined gravel driveway and stone

    Nancy Tuccillo Coldwell Banker Realty

    6 Duffys Bridge Rd, Lewisboro, NY 10536
  • /21

    $389,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    50 S Shore Dr, South Salem, NY 10590

    Charming lake-area cottage offering an inviting retreat in the heart of South Salem. It lives like a two-bedroom, with two bonus rooms that can serve as an office, guest space, or creative studio. Enjoy lake rights with access to a private dock—perfect for relaxing, kayaking, or soaking in the serene water views. The property includes a carport and a driveway accommodating two to three cars,

    Mark Boyland Keller Williams Realty Partner

    50 S Shore Dr, South Salem, NY 10590
  • /33

    $1,250,000

    • 5 Beds
    • 4 Baths
    • 3,384 Sq Ft

    31 Old Deer Park Rd, Katonah, NY 10536

    Tucked away on a quiet cul-de-sac in the picturesque town of Katonah, this beautifully updated five-bedroom, four-bath home sits on over an acre and offers more than 3,000 sq ft of open-concept living—perfect for entertaining or everyday comfort. Step into the foyer beneath a grand chandelier and into the heart of the home. The chef’s kitchen is a delight, with an oversized quartz waterfall

    Julie Alcee Berkshire Hathaway HS NY Prop

    31 Old Deer Park Rd, Katonah, NY 10536
  • /36

    $2,950,000

    • 6 Beds
    • 5.5 Baths
    • 6,344 Sq Ft

    133 Boway Rd, South Salem, NY 10590

    The Quintessential Getaway. Long, gated drive through spectacular grounds to ultimate privacy and seclusion. Twenty glorious acres with level lawns, ancient trees, ornamental shrubs and flowering perennials. Fenced grounds with woodland walking trails throughout. Absolutely breathtaking backdrop for the perfect country lifestyle. Fabulous raised terrace overlooking the stunning swimming pool.

    Mary Anne Condon Ginnel Real Estate

    133 Boway Rd, South Salem, NY 10590
  • /30

    $995,000

    • 4 Beds
    • 4 Baths
    • 2,926 Sq Ft

    48 Mustato Rd, Katonah, NY 10536

    Timeless character meets endless possibility in this classic Katonah Colonial, set on a 1.6-acre lot just minutes from town, train, and schools, this classic Colonial offers space, privacy, and the perfect foundation to create your dream home. A gracious full-length front porch sets the tone, offering a warm welcome and the perfect perch to enjoy the property’s peaceful surroundings. Inside, a

    Kristen Cuddy William Raveis-New York LLC

    48 Mustato Rd, Katonah, NY 10536
  • /39

    $1,280,000

    • 4 Beds
    • 3 Baths
    • 2,447 Sq Ft

    46 Ridgefield Ave, South Salem, NY 10590

    Exquisitely renovated, this 4-bedroom, 3-bath residence showcases a timeless elegance with every detail thoughtfully reimagined. The first-floor primary suite offers the ease of single-level living, while the chef’s kitchen—complete with a peninsula and bar seating—serves as a stylish gathering place. Graceful living and dining rooms, each with its own fireplace and enhanced by soaring ceilings,

    Monica Webster Douglas Elliman Real Estate

    46 Ridgefield Ave, South Salem, NY 10590
  • /39

    $3,250,000

    • 4 Beds
    • 4.5 Baths
    • 5,575 Sq Ft

    127 Boutonville Rd, Pound Ridge, NY 10576

    Sophisticated & Serene. The perfect country retreat. Over eight, peaceful acres along a desirable country road. Gated drive to private oasis with gorgeous plantings, three ponds, rolling lawns and woodland walking paths. Infinity edge salt-water swimming pool with spa and your own tennis court. Meticulous stone and shingle Country House with 5500 square feet of sun-filled living space. Fabulous

    Mary Anne Condon Ginnel Real Estate

    127 Boutonville Rd, Pound Ridge, NY 10576
  • /32

    $425,000

    • 1 Bed
    • 1 Bath
    • 1,112 Sq Ft

    156 Stone Meadow Unit 16156, South Salem, NY 10590

    Discover effortless luxury in this beautifully updated South Salem condominium—a perfect fusion of modern convenience and residential warmth.Step into the welcoming living room where a charming fireplace sets the stage for intimate evenings or gracious entertaining. The thoughtfully designed layout features a generously proportioned bedroom and a versatile loft space that adapts to your

    AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty

    156 Stone Meadow Unit 16156, South Salem, NY 10590
  • /34

    $1,295,000

    • 2 Beds
    • 3 Baths
    • 1,955 Sq Ft

    39 Knapp Rd, South Salem, NY 10590

    Magical lakefront retreat! Spectacular well maintained contemporary home located on Lake Oscaleta with 146 feet of direct lake access. Bright three level VIEW home. Soaring ceilings, skylights, floor to ceiling windows, wood-burning fireplace, and private setting. Wrap around view deck. Flexible floor plan. Main floor with kitchen, spacious living room/dining area, den, bedroom, and full bath.

    Paul Tollefson William Raveis-New York LLC

    39 Knapp Rd, South Salem, NY 10590
  • /16

    $457,600

    • 2 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    18 Fox Run, South Salem, NY 10590

    Tri-level townhome with two bedrooms plus a loft in Oakridge. Granite counters in kitchen, breakfast nook and dining area. Living room has a fireplace and sliders to a patio. Oakridge amenities include 2 pools, tennis court, basketball court and walking paths.

    James Bergstraser RE/MAX Classic Realty

    18 Fox Run, South Salem, NY 10590
  • /45

    $1,274,900

    • 5 Beds
    • 3.5 Baths
    • 5,084 Sq Ft

    39 Whittier Hills Rd, North Salem, NY 10560

    Charming Colonial in the heart of North Salem! This beautiful home features a spacious living room, eat-in kitchen with butler's pantry, formal dining room, and a total of five bedrooms, including a primary bedroom with a private full bath. Enjoy the convenience of three additional full bathrooms, a laundry room, an office, and central air conditioning. The property also includes an attached

    Todd Yovino Island Advantage Realty LLC

    39 Whittier Hills Rd, North Salem, NY 10560
  • /40

    $1,195,000

    • 4 Beds
    • 2.5 Baths
    • 2,388 Sq Ft

    6 Douglas Dr, Katonah, NY 10536

    Katonah Gem! Welcome to 6 Douglas Drive which is flooded with light & loaded with charm! Just a short stroll to Katonah Elementary, Katonah Park ( pool, tennis, pickle ball, walking trails, playground) & the vibrant Katonah Hamlet, this location combines privacy with super convenience.. Sunlight pours into this 4 bedroom 2-1/2 bath home creating an uplifting vibe from morning coffee & evening

    Eileen McGrath Douglas Elliman Real Estate

    6 Douglas Dr, Katonah, NY 10536
  • /2

    $723,700

    • 3 Beds
    • 3 Baths
    • 2,100 Sq Ft

    1203 Old Post Rd, South Salem, NY 10590

    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

    Christopher Rose REALHome Services & Solutions

    1203 Old Post Rd, South Salem, NY 10590
  • /27

    $599,000

    • 2 Beds
    • 2.5 Baths
    • 1,878 Sq Ft

    43 Park Rd, Goldens Bridge, NY 10526

    Welcome to 43 Park Road, a stylish 2-bedroom, 2.1-bath townhome in Goldens Bridge featuring tasteful and modern finishes! The spacious tiled entry welcomes you with recessed lighting, a bath, and a convenient laundry area. Upstairs, the main living level offers an open floor plan with a bright living room, dining area, and modern kitchen with brand-new stainless steel appliances, quartz

    Anthony Altimari Houlihan Lawrence Inc.

    43 Park Rd, Goldens Bridge, NY 10526
  • /31

    $779,000

    • 4 Beds
    • 2.5 Baths
    • 2,921 Sq Ft

    212 Elmwood Rd, South Salem, NY 10590

    Tucked away on a quiet, wooded lane, this contemporary retreat is all about the setting - private, peaceful, and naturally dramatic. Set against a backdrop of exposed rock formations and mature trees, the backyard is a true sanctuary. Whether you're entertaining on the expansive deck, relaxing in the in-ground pool and jacuzzi, or enjoying a quiet morning coffee surrounded by nature, this outdoor

    Igor Krasnoperov Rising Star Realty

    212 Elmwood Rd, South Salem, NY 10590
  • /42

    $2,700,000

    • 6 Beds
    • 7.5 Baths
    • 8,900 Sq Ft

    11 Lost Nations Rd, Pound Ridge, NY 10576

    Set on over two spectacular acres in a premier location in Pound Ridge, this custom built Colonial offers an extraordinary blend of scale, craftsmanship, and complete privacy. Tucked along a quiet country road, this home has exquisite architectural detail throughout that includes extensive custom millwork, gleaming hardwood floors, soaring ceilings, and spacious rooms that create an atmosphere of

    Nikki McMann William Raveis-New York LLC

    11 Lost Nations Rd, Pound Ridge, NY 10576
  • /16

    $735,000

    • 3 Beds
    • 1.5 Baths
    • 2,085 Sq Ft

    247 Smith Ridge Rd, South Salem, NY 10590

    Discover this charming South Salem farmhouse nestled on two beautiful acres. It features three bedrooms and an open concept chefs kitchen. Enjoy cozy times in front of the fireplace in this warm and inviting ambience. The property offers the perfect blend of country living and modern comfort. With two first floor bedrooms and an open floor plan this home provides ample space for family gatherings

    Cyndi David William Raveis-New York, LLC

    247 Smith Ridge Rd, South Salem, NY 10590
  • /29

    $2,595,000

    • 4 Beds
    • 4 Baths
    • 4,182 Sq Ft

    380 Cross River Rd, Katonah, NY 10536

    Rare opportunity to own 13+ acres in Katonah! Welcome to your private sanctuary of pristine, park-like grounds with scenic seasonal reservoir views. A long, gated driveway leads you to this exquisite 4,000+ sq ft home including a heated indoor pool that is surrounded by mature plantings which ensures privacy and tranquility. Featuring 4 spacious bedrooms, 4 luxurious bathrooms, new hardwood

    Alexander Marks William Raveis-New York LLC

    380 Cross River Rd, Katonah, NY 10536
  • /50

    $1,750,000

    • 2 Beds
    • 3.5 Baths
    • 3,778 Sq Ft

    33 Truesdale Lake Dr, South Salem, NY 10590

    Welcome to a unique sanctuary that marries expert design with masterful craftsmanship in every detail. This lakefront home greets you with a welcoming lodge-style entry, leading to an open and flexible floor plan that epitomizes resort-style living. Architectural highlights include exposed structural wood beams, vaulted ceilings, walls of windows, French doors, reclaimed dark wood flooring, and

    Jonathan Gineo Jonathan D. Gineo

    33 Truesdale Lake Dr, South Salem, NY 10590
  • /50

    $1,100,000

    • 5 Beds
    • 4.5 Baths
    • 3,648 Sq Ft

    1196 Route 35, South Salem, NY 10590

    A Timeless Retreat with Modern Luxury in LewisboroTucked away on 5.33 private acres, this extraordinary Cape Cod-Split Ranch is a seamless fusion of classic elegance and modern sophistication. Thoughtfully redesigned and fully upgraded in the past five years, this 5-bedroom, 4.5-bathroom estate spans 3,648 sq. ft., offering an unparalleled living experience. With five-zone heating and

    Zulleyma Alvarez Compass Greater NY, LLC

    1196 Route 35, South Salem, NY 10590
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