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Homes for Sale near John Jay Middle School

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  • /34

    $769,000

    • 4 Beds
    • 3 Baths
    • 2,403 Sq Ft

    119 Goldens Bridge Rd, Katonah, NY 10536

    Welcome to Katonah Ridge! This 4-bedroom, 3-bath former model home offers space, charm, and great value. With two primary suites (including one on the first floor), it’s perfect for flexible living.Enjoy a sunny eat-in kitchen with pond views, a bright family room with fireplace, and a screened porch overlooking the backyard. Formal living and dining rooms add room to gather, while the

    Agent Photo

    Justine Denich

    Houlihan Lawrence Inc.

    (914) 340-0531

    119 Goldens Bridge Rd, Katonah, NY 10536
  • /34

    $1,295,000 Open Sat 1PM - 4PM

    • 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
  • /42

    $1,499,000

    • 3 Beds
    • 3.5 Baths
    • 3,532 Sq Ft

    230 Spring St, South Salem, NY 10590

    Welcome home to this exquisitely crafted and meticulously maintained colonial, perfectly set on 9 acres of serene natural beauty—offering the comfort, elegance, privacy and charm you’ve been searching for! Step through the grand mahogany doors and discover a spacious living room with a fabulous fireplace, an elegant dining room ideal for holiday gatherings, and a stunning French Country

    Kristina Pepdjonovic Julia B Fee Sothebys Int. Rlty

    230 Spring St, South Salem, NY 10590
  • /45

    $1,399,000 Open Thu 2PM - 4PM

    • 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
  • /49

    $1,450,000 Open Sat 11:30AM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 4,644 Sq Ft

    61 Mill River Rd, South Salem, NY 10590

    Beautifully set on 4 bucolic acres in South Salem, this impeccably maintained 4-bedroom Contemporary Colonial offers elegance, privacy, and exceptional living spaces. A gracious entry with vaulted ceilings leads to formal living and dining room with fireplace, both ideal for entertaining plus an additional family room. The spectacular chef’s kitchen, designed by Maggie Nielsen Interiors, features

    Patricia Palumbo Coldwell Banker Realty

    61 Mill River Rd, South Salem, NY 10590
  • /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
  • /30

    $1,299,000

    • 4 Beds
    • 2.5 Baths
    • 3,598 Sq Ft

    19 Ledgewood Ln, South Salem, NY 10590

    The Perfect Country Colonial. Peaceful setting at the end of a desirable cul-de-sac. Nearly three serene acres with level lawns, flowering plantings, stone walls and towering trees. Fabulous rear terrace with firepit, built-in barbecue and fridge for fun outdoor entertaining. Absolutely turn-key Colonial with light and airy rooms. Stunning interior with great circular flow, high ceilings and

    Nancy Lacavalla Ginnel Real Estate

    19 Ledgewood Ln, South Salem, NY 10590
  • /22

    $1,595,000 Open Thu 11AM - 12:30PM

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

    69 Mead St, Waccabuc, NY 10597

    Wonderful custom built contemporary home in the heart of historic Waccabuc! Sited on over 4 acres of meticulously landscaped grounds along desirable Mead Street, this exceptional home offers the perfect blend of privacy and convenience. Thoughtfully designed and beautifully maintained, it’s a true retreat just minutes from every convenience. Features 4 bedrooms including a spacious first-floor

    Cheryl Neuburger Ginnel Real Estate

    69 Mead St, Waccabuc, NY 10597
  • /41

    $1,995,000

    • 2 Beds
    • 1 Bath
    • 1,187 Sq Ft

    310 Mt Holly Rd, Katonah, NY 10536

    A Once-in-a-Generation Estate Opportunity on Mt. Holly Road, Katonah-Lewisboro School District. Set on four pastoral acres in one of Northern Westchester’s most iconic and sought-after addresses, Bellwether Farm presents an exceptionally rare development opportunity: the chance to establish a legacy estate on storied Mt. Holly Road. Defined by rolling meadows, ancient stone walls, and classic

    Carine Nowak Compass Greater NY, LLC

    310 Mt Holly Rd, Katonah, NY 10536
  • /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
  • /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
  • /2

    $1,275,000 Coming Soon

    • 4 Beds
    • 4 Baths
    • 2,484 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
  • /50

    $1,790,000

    • 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
  • /19

    $329,000

    • Land
    • 3.47 Acres
    • $94,813 per Acre

    26 Elmwood Rd, Lewisboro, NY 10590

    Tucked along a peaceful, tree-lined road in the heart of South Salem, this fully approved 3.47-acre building lot presents a rare opportunity to create a custom home surrounded by natural beauty and privacy. The property is Board of Health approved with an engineered subsurface septic system, private well, and comprehensive site and drainage plans prepared by Site Design Consultants. Town of

    Julie Setterlund Julia B Fee Sothebys Int. Rlty

    26 Elmwood Rd, Lewisboro, NY 10590
  • /28

    $850,000

    • 4 Beds
    • 3 Baths
    • 1,944 Sq Ft

    131 Allison Rd, Katonah, NY 10536

    The One with All the Potential (and a Seriously Great Zip Code)?? Katonah Ridge – A+ location, overflowing with charmSo, you’ve been stalking Katonah listings, waiting for something with good bones, in a killer neighborhood, on a beautiful acre, where you can roll up your sleeves (or call your contractor)? Congratulations—you just found it.This 4-bedroom, 3-bath FarmRanch is

    Hope Ross Mazzola William Raveis-New York LLC

    131 Allison Rd, Katonah, NY 10536
  • /23

    $685,000

    • 2 Beds
    • 1 Bath
    • 1,068 Sq Ft

    37 East St, South Salem, NY 10590

    Welcome home to 37 East Street, where charm and effortless living come together on a storybook corner lot in the heart of South Salem. Bursting with character and possibility, this picture perfect 2 bedroom, 1 bath home is framed by custom stone walls and surrounded by natural beauty. The updated eat-in kitchen features marble countertops, stainless steel appliances, and open shelving that flows

    Brianna Carvalho Compass Greater NY, LLC

    37 East St, South Salem, NY 10590
  • /31

    $1,095,000

    • 3 Beds
    • 2 Baths
    • 2,501 Sq Ft

    64 Meadow Ln, Katonah, NY 10536

    This fully renovated 3-bedroom, 2-bath gem lives like a true 4-bedroom home, offering the space and flexibility to meet your evolving lifestyle needs. Meticulously restored from top to bottom in 2025, this all-electric, high-efficiency residence is completely fossil fuel free—delivering modern sustainability without sacrificing style or comfort. Step inside to a thoughtfully designed interior

    Donna Garr William Raveis-New York LLC

    64 Meadow Ln, Katonah, NY 10536
  • /26

    $699,000

    • 3 Beds
    • 2.5 Baths
    • 1,924 Sq Ft

    145 Smith Ridge Rd, South Salem, NY 10590

    Western Views. Two park-like acres with level lawns, flowering plantings and towering Oak. First time listed in years, expanded country Ranch with hardwood floors and bay windows. Sun-filled Living Room with rustic pine paneling and fireplace. Dining Room with built-in hutch. Country Kitchen with breakfast area and door to Screened Porch. Three Bedrooms. Separate legal accessory apartment.

    Lisa Fitz Ginnel Real Estate

    145 Smith Ridge Rd, South Salem, NY 10590
  • /50

    $5,450,000 Open Sat 12PM - 2PM

    • 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
  • /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

    $374,999

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

    132 Stone Meadow, South Salem, NY 10590

    Welcome to 132 Stone Meadow, a thoughtfully designed condo nestled in the heart of South Salem’s coveted Oakridge community. With over 1,100 square feet of living space, this one-bedroom, one-bathroom home offers more than just comfort—it delivers flexibility and style. A spacious loft adds a layer of versatility, perfect for a home office, guest room, or creative studio. The open layout is

    Lisa Sgobbo Century 21 Alliance Rlty Group

    132 Stone Meadow, South Salem, NY 10590
  • /25

    $680,000

    • 2 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    123 Park Road Extension, Goldens Bridge, NY 10526

    Spacious and sun-filled townhome that lives like a single-family in Goldens Bridge in the Katonah-Lewisboro school district. Located on a quiet cul-de-sac, this home is truly private, adjacent to the six-acre Wild Oaks preserve. This desirable end unit in The Glen, surrounded by trees and flowering gardens, offers a convenient lifestyle with its open concept design and proximity to all. Main

    Cheryl Neuburger Ginnel Real Estate

    123 Park Road Extension, Goldens Bridge, NY 10526
  • /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
  • /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
  • /8

    $499,000

    • 1 Bed
    • 1 Bath
    • 793 Sq Ft

    31 S Shore Dr, South Salem, NY 10590

    Opportunity for direct waterfront!!! Come see this cabin that is situated directly on the shoreline of Lake Waccabuc in quiet lake community. The structure itself is built primarily of beautiful wood siding and features a wood burning stove with a stone and mortar foundation. Large, multi-pane window line facing the water makes for great entertaining or relaxing providing an unobstructed view of

    Maxwell Erni The Bridge Realty Group NY LLC

    31 S Shore Dr, 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
  • /36

    $3,250,000

    • 4 Beds
    • 4.5 Baths
    • 4,890 Sq Ft

    21 Black Spring Rd, Pound Ridge, NY 10576

    As you pass through the gate and glimpse 21 Black Spring in the distance, its presence is unmistakable, like a modern Scandinavian retreat. Up the sweeping drive, past the pond and pool, you begin to get a sense of the nearly six acres of privacy, quiet, and natural beauty.Inside, the house is pure Brooklyn meets Bedford, completely reimagined and renovated; every detail is impeccable.

    Julia Klagsbrun Corcoran Legends Realty

    21 Black Spring Rd, Pound Ridge, NY 10576
  • /33

    $2,900,000

    • 4 Beds
    • 3.5 Baths
    • 3,740 Sq Ft

    7 E Lake Dr, Katonah, NY 10536

    ‘They don’t make more waterfront!’ (after Will Rogers)New to the market: A site like no other with 4 acres of rolling lawns and dramatic waterfront views over the Cross River Reservoir- magnificent all year. This well thought out contemporary has flowing public rooms and terraces designed to take in waterfront sunset/views from the living room, dining area, primary bedroom and family room.

    Sally Slater Douglas Elliman Real Estate

    7 E Lake Dr, Katonah, NY 10536
  • /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
  • /36

    $549,000

    • 1 Bed
    • 1.5 Baths
    • 1,941 Sq Ft

    58 Winterberry Cir, Cross River, NY 10518

    Don’t miss the chance to own 58 Winterberry Circle, a stunning townhouse boasting 1,941 sq ft of desirable living space, strategically located near the activity center. As you enter the townhouse, you’re greeted by a welcoming foyer that seamlessly transitions into a flexible area perfect for a family/guest room, home office or gym.The main level showcases an expansive open-concept living and

    Carine Nowak Compass Greater NY, LLC

    58 Winterberry Cir, Cross River, NY 10518
  • /31

    $799,000

    • 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
  • /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
  • /34

    $579,000

    • 2 Beds
    • 1.5 Baths
    • 2,274 Sq Ft

    29 Quincy Ct, Goldens Bridge, NY 10526

    Don't wait! Come see this nicely appointed 3 level townhome that lives as a 3 bedroom home offer in the Wild Oaks community and has NO HOA fee's! This is an attached home with a private setting with double decks amid mature trees surrounding it. Inside you will find an abundance of bright natural light shining through this open floor plan with the sun beaming off the gleaming oakwood floors. Just

    Randy Calano Keller Williams Realty Partner

    29 Quincy Ct, Goldens Bridge, NY 10526
  • /10

    $7,999,999

    • 6 Beds
    • 10 Baths
    • 13,746 Sq Ft

    34 Boutonville Rd S, Pound Ridge, NY 10576

    Linden Farm. Reminiscent of the great old estates of Europe. Spectacular distant views from over 50 breathtaking acres with natural ponds, lush lawns, gardens and a multitude of magnificent age-old and specimen trees. Long, gated drive to the manor house built in 1929 in need of complete restoration and renovation. Being sold "as is." Structure has been taken down to the studs and is ready for a

    Mindy Weil Ginnel Real Estate

    34 Boutonville Rd S, Pound Ridge, NY 10576
  • /14

    $11,750,000

    • 8 Beds
    • 10 Baths
    • 13,746 Sq Ft

    34 Boutonville Rd S, Pound Ridge, NY 10576

    Linden Farm. Reminiscent of the great old estates of Europe. Spectacular distant views from over 60 breathtaking acres with natural ponds, lush lawns, gardens and a multitude of magnificent age-old and specimen trees. Long, gated drive to the manor house built in 1929 in need of complete restoration and renovation. Being sold "as is." Structure has been taken down to the studs and is ready for a

    Mindy Weil Ginnel Real Estate

    34 Boutonville Rd S, Pound Ridge, NY 10576
  • /36

    $1,125,000

    • 6 Beds
    • 2 Baths
    • 6,038 Sq Ft

    175 Waccabuc Rd, Goldens Bridge, NY 10526

    1827 Greek Revival Colonial with many of the period features. 3 levels with an additional finished attic and full basement with wine cellar. 5.42 acres with the remnants of the original mill pond and saw mill, lots of granite stone work, wrought iron fencing and root cellar. Over 6000 square feet of living space, 15 rooms, 6 bedrooms and multiple fireplaces. This pre-Civil War property known

    James Bergstraser RE/MAX Classic Realty

    175 Waccabuc Rd, Goldens Bridge, NY 10526
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