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Homes for Sale near John Jay Middle School

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  • /37

    $2,750,000 Open Sun 2PM - 4PM

    • 5 Beds
    • 9 Baths
    • 8,552 Sq Ft

    23 Rock Shelter Rd, Waccabuc, NY 10597

    Waccabuc meets old Hollywood in this gracious custom built estate. Spectacular architecture, perfect layout, gorgeous kitchen with white calacatta marble, two Subzeros, a brick enclosed 6 burner Wolff range, double dishwashers and a built-in Miele coffee bar. Five+ bedrooms plus guest suite, 20' double-height entry foyer, 10’ ceilings, beautiful finishes and space for everyone. This

    Angela Kessel Houlihan Lawrence Inc.

    23 Rock Shelter Rd, Waccabuc, NY 10597
  • /46

    $1,475,000

    • 4 Beds
    • 4.5 Baths
    • 4,384 Sq Ft

    9 Sullivan Rd, Goldens Bridge, NY 10526

    Welcome home! This classic colonial sited on 4.41 acres with rolling hills and lovely woodlands boasts everything you need for modern living including a great floor plan, multi-use spaces, large deck for outdoor entertaining, hardwood and tile floors and plenty of natural light from an abundance of large windows. Incredible gourmet kitchen with pantry, Viking range, two dishwashers, two

    Donna Ornstein William Raveis-New York LLC

    9 Sullivan Rd, Goldens Bridge, NY 10526
  • /21

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 2,076 Sq Ft

    29 Oscaleta Rd, South Salem, NY 10590

    Welcome to your private retreat on 3.7 beautifully landscaped, level acres with a heated pool, spa, and waterfall. Vintage stone walls, adding character and privacy, surround this idyllic South Salem property, the heart of which is a thoughtfully updated and expanded three-bedroom, Adirondack-style home. A stepping-stone path leads to the inviting front porch. Inside, welcoming living and dining

    Susan Stillman Houlihan Lawrence Inc.

    29 Oscaleta Rd, South Salem, NY 10590
  • /34

    $2,799,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 8 Baths
    • 7,313 Sq Ft

    41 Rock Shelter Rd, Waccabuc, NY 10597

    Experience sophisticated Waccabuc living in this stunning 7,313 SF shingle-style masterpiece, nestled on a quiet cul-de-sac, in the coveted Rock Shelter neighborhood, within the award-winning Katonah-Lewisboro School District. Elegant millwork, soaring ceilings, and five fireplaces create a warm, inviting ambiance throughout. Designed for both lavish entertaining and intimate gatherings, this

    Jessica Cunningham

    41 Rock Shelter Rd, Waccabuc, NY 10597
  • /25

    $1,299,000

    • 4 Beds
    • 3.5 Baths
    • 4,651 Sq Ft

    15 Shoshone Dr, Katonah, NY 10536

    Charming Colonial home in a sought after Katonah neighborhood. As you enter the front door you are greeted by a spacious entryway, formal living room and dining room. The partially open kitchen features newer stainless steel appliances and seamlessly connects to a vaulted-ceiling breakfast room and an airy, high-ceilinged great room. Cozy family room with fireplace, two dedicated home offices,

    Patricia Hinkley Coldwell Banker Realty

    15 Shoshone Dr, Katonah, NY 10536
  • /38

    $1,695,000

    • 5 Beds
    • 4.5 Baths
    • 6,224 Sq Ft

    61 Lambert Ridge, Cross River, NY 10518

    Gracious, spacious and convenient with award-winning Katonah-Lewisboro schools and all the benefits of Michelle Estates' community sewer and water! Curb appeal beckons with stone walls, majestic pine trees, and professional landscaping surrounding this large, light-filled center hall colonial with open floor plan offering great circular flow. Covered porch entry leads to dramatic two-story

    Wendy Loring William Raveis-New York LLC

    61 Lambert Ridge, Cross River, NY 10518
  • /33

    $1,450,000

    • 3 Beds
    • 3.5 Baths
    • 3,528 Sq Ft

    22 Bouton St, South Salem, NY 10590

    Don't miss this truly exceptional offering in the heart of the Truesdale Lake community! Built in 1930 as a summer lake house on a rare double lot with a hard to find flat backyard. Completely renovated and expanded in recent years, the residence possesses the soul of an antique with the layout and livability of a modern and contemporary home.This 3 bedroom, 3.5 bath home was majestically

    Kenneth Sobel Julia B Fee Sothebys Int. Rlty

    22 Bouton St, South Salem, NY 10590
  • /24

    $1,725,000

    • 5 Beds
    • 4.5 Baths
    • 3,100 Sq Ft

    53 Jay St, Katonah, NY 10536

    Offering the perfect marriage of classic design and modern amenities only two blocks from the historic village of Katonah (Town of Bedford) and its Metro-North train station, this charming five bedroom, four and one-half bath 1910 farmhouse awaits on 2.2 landscaped acres at the end of a long, gracious approach. This 3,100 square-foot local landmark has been meticulously restored inside and out,

    Anne-Marie Nordgren Coldwell Banker Realty

    53 Jay St, Katonah, NY 10536
  • /33

    $1,295,000 Coming Soon

    • 5 Beds
    • 2.5 Baths
    • 3,380 Sq Ft

    20 Schoolhouse Rd, Waccabuc, NY 10597

    This contemporary country colonial offers 5 bedrooms and 2.5 bathrooms with over nine acres of land bordering a wildlife preserve in a highly desirable Waccabuc location. Tucked away off a charming street down a meandering driveway, this property includes a completely flat backyard and a separate barn/3-car garage offering flexibility for future use. This peaceful retreat is a nature lover's

    Wendy Loring William Raveis-New York LLC

    20 Schoolhouse Rd, Waccabuc, NY 10597
  • /3

    $1,850,000 Coming Soon

    • 3 Beds
    • 3 Baths
    • 3,042 Sq Ft

    109 Old Church Ln, Pound Ridge, NY 10576

    Welcome to 109 Old Church Lane, a refined modern farmhouse combining timeless stone and clapboard architecture with contemporary design. Situated on 11 acres, this property boasts beautiful surroundings, complete with views of peaceful twin ponds, creating a private and serene retreat.Step into the inviting foyer, where gleaming hardwood floors, arched doorways, and detailed millwork set the tone

    Brian Milton Compass Greater NY, LLC

    109 Old Church Ln, Pound Ridge, NY 10576
  • /27

    $910,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,476 Sq Ft

    6 Manor Dr, Goldens Bridge, NY 10526

    Welcome to this beautifully maintained light and bright house nestled on over two acres with professionally landscaped gardens featuring custom stonework and lush specimen plantings. Designer kitchen with natural cherry cabinetry, skylights, a cathedral ceiling, expansive windows, stainless steel appliances, and granite countertops. The spacious living room boasts a soaring cathedral ceiling

    Julia Klagsbrun Corcoran Legends Realty

    6 Manor Dr, Goldens Bridge, NY 10526
  • /28

    $975,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 3,016 Sq Ft

    26 Tri Brook Dr, South Salem, NY 10590

    Welcome to 26 Tri Brook Drive — a beautifully maintained colonial tucked away on a quiet cul-de-sac in South Salem, within the award-winning Katonah-Lewisboro School District. Set on two peaceful acres, this 3,024 square foot home offers a perfect blend of classic charm and everyday functionality. The main level features a bright, eat-in kitchen thoughtfully designed for the home chef, along with

    Carine Nowak Compass Greater NY, LLC

    26 Tri Brook Dr, South Salem, NY 10590
  • /22

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,743 Sq Ft

    63 Deerfield Rd, Katonah, NY 10536

    Vibrant Lake Katonah. Distinctive Country House, circa 1936, abutting protected preserve. Beautifully re-imagined interior with loft-like and imaginative spaces. Open floorplan with lots of windows to capture light and views. Gleaming hardwood floors, pale walls and period millwork combine. Inviting Living Room with wood burning fireplace and comfortable reading/media alcove. Beautifully updated

    Jennie Doukas Ginnel Real Estate

    63 Deerfield Rd, Katonah, NY 10536
  • /31

    $555,000

    • 2 Beds
    • 2 Baths
    • 1,544 Sq Ft

    31 Dogwood Ct, Goldens Bridge, NY 10526

    Charming Ranch-Style home in desirable location. Discover the perfect blend of comfort and convenience in this beautifully updated ranch-style home nestled in a sought-after HOA community. Spacious layout allows for a warm and inviting atmosphere with a thoughtfully designed semi open floor plan. Large entry leads to living and dining space with wood flooring and opens to a spectacular family

    Geraldine Brucale BHHS Hudson Valley Properties

    31 Dogwood Ct, Goldens Bridge, NY 10526
  • /32

    $425,000

    • 2 Beds
    • 1 Bath
    • 872 Sq Ft

    3 Lake Ave, South Salem, NY 10590

    Welcome to the charm of the Lake Kitchawan community with deeded lake rights offering a private beach, boat dock (no motor boats), picnic area, playground and clubhouse only a short distance away. This updated two bedroom, one bath home with attached 1 car garage has had many updates over the years including mostly new Anderson windows, roof (2 years ago), bath with marble flooring (one year

    Janyce Selkin Howard Hanna Rand Realty

    3 Lake Ave, South Salem, NY 10590
  • /31

    $699,000

    • 3 Beds
    • 1.5 Baths
    • 1,750 Sq Ft

    59 Grandview Rd, South Salem, NY 10590

    Welcome to South Salem! This beautiful split level home sits nicely on a hill and has a huge private lot. The main floor features an open modern eat-in kitchen, dining room, foyer and living room. The top floor has a beautiful master bedroom with a half bath that connects to a full bath which leads into the hallway, and two more bedrooms. The basement is split in half, one half has a one car

    Andres Sarmiento RE/MAX Distinguished Hms.&Prop

    59 Grandview Rd, South Salem, NY 10590
  • /32

    $1,050,000

    • 3 Beds
    • 2.5 Baths
    • 2,116 Sq Ft

    7 Main St, South Salem, NY 10590

    A purist's delight! Lovingly restored c. 1750 Center Chimney Colonial with rocking chair porch is handsomely set in the heart of South Salem's historic hamlet. This four-fireplace gem blends original 18th-century features with thoughtfully curated 21st-century updates and comforts. Cozy, character-rich interior blends antique-inspired finishes with preserved elements -- wavy glass windows,

    Michael Neeley William Raveis-New York LLC

    7 Main St, South Salem, NY 10590
  • /34

    $1,150,000

    • 3 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    13 Laurie Ln, South Salem, NY 10590

    Curb Appeal Galore! Welcome home to this beautiful 3 bedroom, 2.5 bath Center Hall Colonial nestled on a level, private, 5 acre lot set back from the road. The main level features an even flow for everyday living, working and entertaining. Prepare meals in the Chef’s kitchen and head to the spacious living room or Family room for gathering with your guests. Head upstairs to unwind in the large

    Jacqueline Holland-Ruby Berkshire Hathaway HS NY Prop

    13 Laurie Ln, South Salem, NY 10590
  • /16

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 2,020 Sq Ft

    63 Meadow Ln, Katonah, NY 10536

    Move Right In! Nothing needs be done! Lovely Katonah home zoned for National Blue Ribbon award winning Katonah Elementary School. Beautifully landscaped, over 1/2 acre with private yard. Short distance to pool/park/tennis courts/town/train via a walking path that can be accessed from the property. Mudroom with built ins lead you into gorgeous eat in kitchen with lots of windows, cathedral

    Lee Presser eXp Realty

    63 Meadow Ln, Katonah, NY 10536
  • /22

    $699,000

    • 3 Beds
    • 2.5 Baths
    • 2,116 Sq Ft

    161 Parkview Rd N, Pound Ridge, NY 10576

    Nestled on a private 2.06-acre lot, this spacious 3 bedroom split ranch lives like 4 bedrooms and offers a serene retreat with plenty of room to grow. A beautiful bluestone pathway leads to the front entrance, where the entryway welcomes you into a charming living room and formal dining room that flows easily to the kitchen. Just off the kitchen, a cozy breakfast area provides the perfect spot

    Mark Boyland Keller Williams Realty Partner

    161 Parkview Rd N, Pound Ridge, NY 10576
  • /50

    $1,125,000

    • 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 cooling in

    Zulleyma Alvarez Compass Greater NY, LLC

    1196 Route 35, South Salem, NY 10590
  • /8

    $1,375,000

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

    578 Cross River Rd, Katonah, NY 10536

    A Rare Opportunity to Build Your Dream EscapePerched 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

    Melissa Marcogliese Compass Greater NY, LLC

    578 Cross River Rd, Katonah, NY 10536
  • /30

    $749,000

    • 3 Beds
    • 2.5 Baths
    • 1,911 Sq Ft

    71 Park Rd Extension, Goldens Bridge, NY 10526

    A desirable Townhome that lives like a single family home. Abutting the six-acre Wild Oaks Preserve. Fabulous, spacious end unit surrounded by towering evergreens, specimen shrubs and flowering gardens. Spacious and sun-filled, with hardwood floors and great light. Beautifully scaled rooms and wonderful open floor plan. Great Room with Living and Dining Areas with wood burning fireplace. Doors

    Cheryl Neuburger Ginnel Real Estate

    71 Park Rd Extension, Goldens Bridge, NY 10526
  • /37

    $3,495,000

    • 5 Beds
    • 5.5 Baths
    • 6,200 Sq Ft

    162 Cherry St, Katonah, NY 10536

    Freshly styled and staged and priced for fast sale, an incredible opportunity for village living in Katonah. For those with an appreciation for the quality and craftsmanship of a bygone era with modern updates. Completely restored to its original grandeur and taken to a new level with seamlessly integrated, premium comforts. The most welcoming living space allows for entertaining and

    Margaret Harrington Douglas Elliman Real Estate

    162 Cherry St, Katonah, NY 10536
  • /25

    $749,000 Open Sun 1:30PM - 3PM

    • 2 Beds
    • 1 Bath
    • 1,476 Sq Ft

    24 Benedict Rd, South Salem, NY 10590

    Charming Cape Cod home with beautiful hardwood floors, designed by Bruce Helmes, set on two acres of open land along scenic Benedict Road.This peaceful country road offers easy access to town, parks nature preserves and nearby train stations.Inside you"ll find a spacious living room with a fireplace, a bright eat-in-kitchen, dining area and two well proportioned bedrooms. Ample closet space and

    Cecilia Heller Houlihan Lawrence Inc.

    24 Benedict Rd, South Salem, NY 10590
  • /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
  • /27

    $2,995,000

    • 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
  • /24

    $549,000

    • 4 Beds
    • 1 Bath
    • 993 Sq Ft

    8 Old Deer Park Rd, Katonah, NY 10536

    This adorable Cape is just waiting for you to make it home! Step into the charm of suburban living with this delightful 4bed,1bath house nestled in the tranquil heart of Katonah. Offering a cozy 998 sqft of interior space, thoughtfully designed to maximize comfort and style. The heart of the home, the kitchen, features stainless appliances, farm sink, tile backsplash, and contemporary

    Derek Greene Greene Realty Group

    8 Old Deer Park Rd, Katonah, NY 10536
  • /4

    $600,000

    • Land
    • 2.70 Acres
    • $222,222 per Acre

    26 Dr Tonys Rd, Somers, NY 10536

    Last remaining lot available in Cobbling Rock Estates. Spectacular high end development located in Town of Somers just 5 minutes to Katonah Village, train station & Interstate 684. Build your own home or have Cobbling Rock Construction Corp custom build your dream home. Three of 10 magnificent homesites completed. Minimum houses size 4000 sqft. See lot #6 on site plan located at end of

    Bill Reilly Billingsley Realty

    26 Dr Tonys Rd, Somers, NY 10536
  • /18

    $2,500,000

    • Land
    • 6 Acres
    • $409,836 per Acre

    65 Old Aspetong Rd, Katonah, NY 10536

    In the heart of Bedford’s luxury estate area, 6 pastoral acres of land await the creation of your ultimate country home. A picturesque pond, pool site and rolling lawns provide your template for infinite possibilities. Or, use a plan created by current owner’s renowned west coast architect to build the modern masterpiece as depicted in the photos. Septic and drilled well are currently in place,

    Brian Milton Compass Greater NY, LLC

    65 Old Aspetong Rd, Katonah, NY 10536
  • /34

    $4,495,000

    • 5 Beds
    • 4 Baths
    • 3,915 Sq Ft

    165 Croton Lake Rd, Katonah, NY 10536

    Rare Katonah Estate. Just moments from the village of Katonah, over 17 breathtaking acres with gently rolling lawns, spectacular trees, flowering gardens and pristine woodlands. Long drive to magical hilltop setting with reservoir views. Handsome stone and stucco Tudor Style House dating back to the 1930’s awaiting restoration and a new vision. Carefully preserved details include plaster walls,

    Benjamin Ginnel Ginnel Real Estate

    165 Croton Lake Rd, Katonah, NY 10536
  • /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
  • /2

    $550,000

    • Land
    • 2.67 Acres
    • $205,993 per Acre

    22 Cobbling Rock Dr, Somers, NY 10536

    Welcome to Cobbling Rock Estates. Nine beautiful home sites from 2.3 acres to 13 acres located in beautiful area of Town of Somers just 5 minutes to Katonah Village, train & highways. Purchase your lot and owner/builder will custom build your dream home. Spectacular new construction to be built by established local builder offering high quality construction, materials, amenities and finishing's.

    Bill Reilly Billingsley Realty

    22 Cobbling Rock Dr, Somers, NY 10536
  • /36

    $949,000

    • 4 Beds
    • 1.5 Baths
    • 1,396 Sq Ft

    16 Gilbert St, South Salem, NY 10590

    Lakefront living. First time on market, sold strictly as is. Professionally landscaped with beautiful specimen plantings and perennial gardens. Sun room with large sliding glass windows with fantastic views of the lake. House features hardwood floors and an all house Generac generator; woodworking shop attached to the house, beach and lake rights to TLPOA with 4 season activities. Must see!

    Donna Ornstein William Raveis-New York LLC

    16 Gilbert St, South Salem, NY 10590
  • /20

    $799,000

    • Land
    • 6 Acres
    • $141,416 per Acre

    572 Cross River Rd, Katonah, NY 10536

    Opportunity to build your dream home in a prime location in a picturesque setting! Architectural renderings provided are designed by Award winning Architectual firm Specht Novak. BOH approvals for a 5 bedroom residence, sited on over five acres of land, and accessed by a scenic private road. Survey, site plans, topographical maps, and architectural plans are available for current design. Minutes

    Sarah Ryan William Raveis-New York LLC

    572 Cross River Rd, Katonah, NY 10536
  • /36

    $5,500,000 Coming Soon

    • 6 Beds
    • 8 Baths
    • 6,211 Sq Ft

    76 E Ridge Rd, Waccabuc, NY 10597

    EAST WINDS. Set in the middle of lush, level lawns, 76 East Ridge Road offers an interesting juxtaposition with its dramatic Scandinavian architecture. Monochromatic structure defined by simplicity & clean lines designed by James Duncan Design, a nationally renowned design company. Warm, contemporary interior with the right balance of minimalism. Carefully crafted spaces with thoughtful center

    Benjamin Ginnel Ginnel Real Estate

    76 E Ridge Rd, Waccabuc, NY 10597
  • /11

    $755,900

    • 4 Beds
    • 2 Baths
    • 3,621 Sq Ft

    309 Salem Rd, Pound Ridge, NY 10576

    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 (CONTEMPORARY) built in 1961. It has a GLA of approx. 3,621 and has 4 bedroom

    Christopher Rose REALHome Services & Solutions

    309 Salem Rd, Pound Ridge, NY 10576
  • /37

    $400,000

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    6 Hemlock Rd, South Salem, NY 10590

    Discover the charm of 6 Hemlock Trail, a single-family home offering serene living in Westchester County. This 1,400-square-foot residence features modern conveniences. Located in the desirable Katonah-Lewisboro Union Free School District and in the Lake Kitchawan community , it combines comfort with access to excellent education and community amenities along with Lake community living. Ideal for

    Jonathan Gineo Jonathan D. Gineo

    6 Hemlock Rd, South Salem, NY 10590
  • /34

    $2,050,000

    • 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
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