Homes for Sale near John Jay High School

Check out the 360 tour for this truly rare opportunity in the heart of Goldens Bridge—a fully vacant, two-family home ideal for multigenerational living or generating rental income. Nestled on nearly an acre of level land, this charming brick duplex offers flexibility, privacy, and unbeatable convenience. Whether you're looking to keep loved ones close or build your investment portfolio, this

John Lajara eXp Realty

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

Set on nearly 15 private acres, in half acre zoning, bordering scenic Ward Pound Ridge Reservation, this classic 1930s Colonial blends timeless character with endless potential.The home offers 4 bedrooms and 1.5 baths, featuring a large eat-in kitchen with pantry, formal dining room, living room, and a sunroom filled with natural light. Upstairs, a full walk-up attic provides opportunity

Mark Boyland Keller Williams Realty Partner

Exquisite 4-Bedroom Colonial on 13 Private Acres in Katonah, NY. Nestled on 13 serene acres, this stately 4-bedroom, 4-bath Colonial offers 6,943 sq ft of elegant living space and unparalleled privacy. A long driveway leads to a picturesque setting with a sparkling pool and lush grounds, perfect for entertaining or quiet retreats. The main level features a chef’s kitchen open to the inviting

Margo Lancia Houlihan Lawrence Inc.

An extraordinary compound just minutes from downtown Katonah this 4.1-acre estate is comprised of a fully renovated 4 bedroom stone farmhouse, a guest cottage, 2 car garage plus 3rd bay, a storage barn, pool and beautiful expansive property with winter reservoir views. The main residence offers light-filled interiors, custom millwork, a gourmet chef’s kitchen, renovated spa-inspired bathrooms,

Melissa Frank Lutz Douglas Elliman Real Estate

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

Cheryl Neuburger Ginnel Real Estate

Welcome to 169 Cherry Street, an exquisite home nestled in the heart of Katonah, now available for the first time from its original owner. This stunning residence is situated on a serene 1-acre lot within a tranquil cul-de-sac, offering 4 bedrooms and 4.5 bathrooms. Upon entry, a grand foyer with a cathedral ceiling greets you, setting the stage for the elegance that follows throughout the home.

Hope Stone Compass Greater NY, LLC

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

On the Shores of Lake Waccabuc. Absolutely amazing setting overlooking the water! Incredible Lakehouse offering true waterfront living with panoramic views. Originally built in 1939 and beautifully updated in 2015. Fabulous Living Room with vaulted ceiling, floor-to-ceiling stone fireplace and knotty pine paneling. Stunning open-layout Kitchen with dining and seating areas, window walls and

Christine Byrne Ginnel Real Estate

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

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

Huge Price Reduction Village living in beautiful Katonah.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 creative interior design. A style and grace that is rarely available today. Large ballroom living room with dual marble fireplaces. Intimate library/parlor

Margaret Harrington Douglas Elliman Real Estate

Wonderful opportunity in a prime walk-to-everything location! Circa 1910 two-family home is ready to be reimagined and restored as a Katonah village charmer! Just a 5-minute stroll to the train, vibrant shops, eateries, school, park with pool and tennis, and the library. Refresh and make it your own; convert to a spacious single-family; or, keep it as an income-producing gem. Set on a sweet lot

Michael Neeley William Raveis-New York LLC

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

Charming 4-bedroom ranch with amazing potential, perfectly situated within walking distance to the Katonah train and the highly regarded John Jay schools. This home offers a spacious layout with endless possibilities for customization and personal touches. The property features a 2-car garage, providing convenience and ample storage. Throughout the home, you’ll find unique custom woodwork that

Peter Giner Giner Real Estate Inc.

Built in 1990, this relatively young 2BR Lake Kitchawan cottage offers great functionality, western-facing seasonal lake views and award-winning Katonah-Lewisboro schools! Enjoy easy one level living with a bright first-floor kitchen offering deck access for morning coffee or sunset cocktails, a comfortable living room, two nicely-sized bedrooms and a full bathroom. The walk-out lower level is

Wendy Loring William Raveis-New York LLC

Welcome to 37 Old Deer Park Rd. Breathtaking views and a large, level yard combined with abundant indoor–outdoor space, offering endless entertaining possibilities. This two-bedroom home with an office, recreation room and additional flexible spaces, lives like a much larger residence. The adaptable floor plan provides the comfort and versatility today's buyer is looking for. Ideally located

Patricia Hinkley Coldwell Banker Realty

Katonah Hamlet: Moved from Old Katonah at the turn of the century this original South Street School was relocated to 95 Edgemont Road in New Katonah and the first owner was Henry Dingee and changed ownership several times until the present owner. As you enter from the wrap around porch the charm of this home is apparent. With an unbeatable location in the heart of Katonah Hamlet enjoy strolling

Rita Carrozza

Elegance and architectural integrity define this welcoming 19th-century farmhouse. Originally built as a gardener’s cottage for the historic Jay family, Lyon Farm was thoughtfully restored and expanded by the current owners.The setting is remarkable, with beautifully landscaped gardens, a fruit orchard, and expansive grounds designed for both leisure and beauty. A very private heated

Christine Foster Corcoran Legends Realty

Katonah Perfection. Immaculate Country Ranch with the ease of one-level living! Crisp and clean spaces with beautifully appointed rooms. Beautifully and tastefully updated for today’s lifestyle. Nearly 3100 square feet of sun-filled living space. Spacious Living and Dining Rooms. Warm and inviting Family Room finished in distinctive Pecky Cyprus. Thoughtfully renovated Kitchen with center island.

George D'Ambrosio Ginnel Real Estate

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

As you pass through the gate and glimpse 21 Black Spring in the distance, its presence is unmistakable, like a modern Scandinavian retreat with charcoal siding and a clever leveled entryway. 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

Julia Klagsbrun Corcoran Legends Realty

‘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

Sally Slater Douglas Elliman Real Estate

"The Rockwell House: circa 1794. Meticulously maintained Center-Hall Colonial w/large rooms and family floor plan + two outbuildings. Revolutionary-era architecture w/distinctive design features. Wide plank wood floors, period woodwork, detailed moldings, and 3 working fireplaces. Den/Office has a separate entry ideal for home office for those who need privacy while working from home. Stainless

Donna Ornstein William Raveis-New York LLC

New to the market! This four bedroom, Colonial Farmhouse with a rocking chair porch features a classic layout of rooms. There is a private and quiet, newly built in-ground pool with a large built-in shelf for sunbathing/ kids/ pets and an electric cover. The pool is dramatically sited among large natural rocks. Vintage wide board flooring reclaimed from an antique Virginia barn is

Sally Slater Douglas Elliman Real Estate

Lovely 5 bedroom, 2.1 bath Cape Cod style home. Very spacious rooms! Large updated eat in kitchen, large living room with fireplace and door out to deck. Spacious dining room for entertaining! The home is 3,217 sq ft with an additional 540 sq ft of finished space in the basement that is not included in the living space. Pretty, level land with separate 2 car garage. Very private yet convenient

Karen Burchetta Houlihan Lawrence Inc.

Tucked away on a peaceful cul-de-sac, a long, tree-lined driveway sets the tone as you approach this 4-bedroom, 3.5-bath colonial set on 4 private acres in the award-winning Katonah-Lewisboro School District. This home offers a welcoming front porch, a 3-car garage, and an ideal blend of space, comfort, and privacy. The main level features a large kitchen opening to an expansive family room with

Lindsay Lafreniere William Raveis-New York LLC

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

**Price Reduction at The MEADOWS!**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

Carine Nowak Compass Greater NY, LLC

Don't wait! Come see this nicely appointed 3 level townhome offering the Wild Oaks community and 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 move right in and call it home.

Randy Calano Keller Williams Realty Partner

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

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

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

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