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Homes for Sale near The Windward School - Westchester Middle School

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  • /39

    $2,495,000

    • 6 Beds
    • 3.5 Baths
    • 4,037 Sq Ft

    92 Walworth Ave, Scarsdale, NY 10583

    WELCOME & MOVE IN READY in GREENACRES! Set back from prestigious Walworth Avenue on a beautifully park-like .32-acre lot, this updated Classic Center Hall Colonial offers both convenience & tranquility. A seamless blend of classic architectural details and today’s modern comforts and lifestyle. The home is fully equipped with modern amenities and many improvements include refreshed Kitchen with

    Roseanna Tedone Houlihan Lawrence Inc.

    92 Walworth Ave, Scarsdale, NY 10583
  • /22

    $810,000

    • 1 Bed
    • 1.5 Baths
    • 1,395 Sq Ft

    1 Renaissance Square Unit 10H, White Plains, NY 10601

    Rare Investment & Living Opportunity at The Ritz-Carlton Residences, White PlainsThis move-in-ready, fully renovated unit at The Ritz-Carlton Residences offers a unique opportunity to own one of the few apartments in the building that allows shorter-term lease rentals—from three months up to one year. Whether you're seeking a luxury primary residence, a part-time pied-a-terse, or a flexible

    John Oliveri Howard Hanna Rand Realty

    1 Renaissance Square Unit 10H, White Plains, NY 10601
  • /48

    $2,650,000

    • 4 Beds
    • 5 Baths
    • 4,447 Sq Ft

    5 Whitney Dr, Greenwich, CT 06831

    Stone pillars and a serene Koi pond set the tone as you enter this beautiful property offering 4.58acres abutting the Audubon Sanctuary and trails. This easy living ranch home offers an open and sundrenched layout. The dramatic foyer boasts soaring ceilings and walls of windows and doors surrounding you. Take a gracious step down into the living room with fireplace and doors to an expansive

    Lisa DeFonce Houlihan Lawrence

    5 Whitney Dr, Greenwich, CT 06831
  • /20

    $1,750,000

    • 2 Beds
    • 2 Baths
    • 1,907 Sq Ft

    55 Waters Edge Unit 55, Rye, NY 10580

    Welcome to Water's Edge, Rye's premier gated, waterfront, condo community offering a blend of luxury, privacy and natural beauty. This bright and spacious residence features an open concept layout, flooded with light and offering stunning water views of Long Island Sound. The apartment has two bedrooms, 2 baths and a sunlit loft great for accommodating extra house guests, watching TV or just

    Janet Striffler Houlihan Lawrence Inc.

    55 Waters Edge Unit 55, Rye, NY 10580
  • /15

    $199,000

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    95 N Broadway Unit D2-5, White Plains, NY 10603

    Welcome to the highly desirable Village Green community! Why rent when you can own this beautifully maintained one-bedroom apartment? Conveniently located just a few steps up on the second floor, this charming unit features gleaming hardwood floors, granite countertops, stainless steel appliances, and an updated bathroom.A true commuter’s dream—just moments from the Metro-North train

    Michael Nowakowski Weichert Realtor Future Vision

    95 N Broadway Unit D2-5, White Plains, NY 10603
  • /34

    $305,000

    • 2 Beds
    • 1 Bath
    • 1,065 Sq Ft

    90 Bryant Ave Unit 3DA, White Plains, NY 10605

    Corner unit filled with an abundance of natural light located on the third floor. This two bedroom home is ready for it's next owner. The kitchen is nicely updated with a newer refrigerator and dishwasher. The grounds are meticulously maintained which offers a park like feel. Enjoy the grilling area to make your summer meals for family and friends. Conveniently located to downtown White Plains.

    Linda Moorhead Coldwell Banker Realty

    90 Bryant Ave Unit 3DA, White Plains, NY 10605
  • /6

    $1,495,000

    • Land
    • 2.10 Acres
    • $711,905 per Acre

    15 Rockledge Rd, Harrison, NY 10580

    Discover the perfect canvas for your dream estate on this exceptional 2.1-acre level lot, nestled within the prestigious enclave of Rockledge Road. Located just minutes from downtown Rye, this prime piece of vacant land offers unparalleled convenience and privacy. Enjoy effortless access to the vibrant centers of Rye and nearby White Plains, with seamless connections to major highways and the Rye

    Wendy Alper Julia B Fee Sothebys Int. Rlty

    15 Rockledge Rd, Harrison, NY 10580
  • /36

    $1,200,000

    • 3 Beds
    • 2.5 Baths
    • 2,141 Sq Ft

    71 Harlan Dr, New Rochelle, NY 10804

    Welcome to this beautifully maintained split-level home located in the desirable north end of New Rochelle. Boasting a thoughtful layout and generous living spaces, this home features 3 large bedrooms and 2 full bathrooms, perfect for comfortable living.The open-concept living room, dining room, and renovated kitchen create a seamless flow ideal for entertaining. The laundry room is conveniently

    Jennifer Askowitz Silversons Realty, LLC

    71 Harlan Dr, New Rochelle, NY 10804
  • /16

    $179,900

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    125 N Washington Ave Unit 46, Hartsdale, NY 10530

    Light and open 1 bedroom apartment in The Highlands Cooperative, conveniently located near Central Park Avenue, the Hartsdale train station, shopping, dining, transportation, and many other local amenities. This second floor unit has all hardwood floors, an eat in kitchen with ample counter and cabinet space, a large living room and an area off the kitchen suitable for a small formal dining area.

    J. Philip Faranda Howard Hanna Rand Realty

    125 N Washington Ave Unit 46, Hartsdale, NY 10530
  • /21

    $425,000

    • 2 Beds
    • 1 Bath
    • 1,001 Sq Ft

    1 Avon Cir Unit D, Rye Brook, NY 10573

    Impeccably renovated designer end-unit offers two bedrooms, one bath in one of the area’s most sought-after communities, Rye Ridge Condominiums.Move right into this designer unit complete with kitchen and bathroom renovations. The bathroom boasts Kohler fixtures, a new tub, floating sink, marble flooring, a glass-enclosed shower with a storage niche—blending elegance and functionality. The

    Sally Possidente-Ruiz Coldwell Banker Realty

    1 Avon Cir Unit D, Rye Brook, NY 10573
  • /30

    $7,495,000

    • 4 Beds
    • 6 Baths
    • 5,039 Sq Ft

    25 Game Cock Rd, Greenwich, CT 06830

    Panoramic views of the Long Island Sound from every room in this striking home set on a private road with 310 feet of waterfront and beautifully landscaped grounds. The modern beachy interior was fully redone in 2020 and features reclaimed white oak floors and a chef's kitchen with incredible water views from the breakfast nook. The open floor plan includes a vaulted-ceiling family room with

    Julie Church Houlihan Lawrence

    25 Game Cock Rd, Greenwich, CT 06830
  • /31

    $13,900,000

    • 6 Beds
    • 9 Baths
    • 11,157 Sq Ft

    31 Meadow Ln, Greenwich, CT 06831

    Exceptional Tanner White ultra-luxurious six-bedroom modern residence in the estate area of Greenwich. The open floor plan with 12+ foot ceilings is filled with natural light and allows for versatile use of the dramatic formal and casual rooms, all leading to a captivating outdoor living space complete with a fireplace overlooking the serene pool with spa and verdant lawn. The interior design and

    Leslie McElwreath Sotheby's International Realty

    31 Meadow Ln, Greenwich, CT 06831
  • /11

    $849,000 Open Sat 11AM - 3PM

    • 3 Beds
    • 3 Baths
    • 2,122 Sq Ft

    53 Upland St, Port Chester, NY 10573

    Nestled in a quiet neighborhood of Port Chester, this beautifully renovated single-family home at 53 Upland St offers an exceptional blend of luxury and convenience. Featuring 3 spacious bedrooms and 3 well-appointed bathrooms, this home is designed to impress with its modern upgrades and thoughtful details throughout.The gourmet kitchen is a chef’s dream, complete with a Viking stove and a

    Marc Nieto Epique Realty

    53 Upland St, Port Chester, NY 10573
  • /32

    $850,000

    • 3 Beds
    • 2 Baths
    • 1,870 Sq Ft

    1400 Raleigh Rd, Mamaroneck, NY 10543

    Discover comfortable living in the desirable Harbor Heights neighborhood of Mamaroneck in this well-maintained 3 bedroom, 2 bath split-level home situated on a quiet, tree-lined street. The bright living room welcomes you with a bay window and large brick fireplace while the modern kitchen with stainless steel appliances and quartz countertops is any chef's dream. The family room features a

    Jeffrey Hanrahan Keller Williams Realty Group

    1400 Raleigh Rd, Mamaroneck, NY 10543
  • /15

    $399,900

    • Land
    • 0.15 Acre
    • $2,666,000 per Acre

    1 Byram Shore Road-Rear #2, Greenwich, CT 06830

    Here is your opportunity to build and own in Greenwich. Rear lot approved for building up to 2,110 sq.ft. home. Lot is rear of 8 Byram Shore Road (fronting on Doran Avenue) Close proximity to Byram Park, Highway and all town amenities.

    Antoinette Mallozzi William Raveis Real Estate

    1 Byram Shore Road-Rear #2, Greenwich, CT 06830
  • /20

    $435,000

    • 2 Beds
    • 1 Bath
    • 1,077 Sq Ft

    24 N Ridge St Unit 24A, Port Chester, NY 10573

    Updated first floor corner unit in excellent condition at Rye Ridge Condominiums! Spacious and bright ground floor 2 bedroom w/ room for possible 3rd BR. This exceptionally well maintained condo features an extra large living room with dining area, updated kitchen features stainless steel appliances with new countertops and backsplash, large primary bedroom with 2 walk in closets, renovated hall

    Laura DeVita Julia B Fee Sothebys Int. Rlty

    24 N Ridge St Unit 24A, Port Chester, NY 10573
  • /50

    $950,000

    • 2,256 Sq Ft

    55 Byram Rd, Greenwich, CT 06830

    From the basement, we access an attached 2-car garage. Property also offers additional off-street parking for 4 vehicles. Upper level (Unit 2) includes 2 bedrooms, a full bathroom, comfortable living room, and a functional kitchen. This unit also has washer/dryer hookups, and comes with a new stacked unit. A spacious walk-up attic provides ample storage or future potential. All appliances in this

    Charles Paternina Charles Paternina

    55 Byram Rd, Greenwich, CT 06830
  • /33

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    35 Irenhyl Ave, Port Chester, NY 10573

    Welcome to 35 Irenhyl Avenue, a beautifully updated corner-lot home in the heart of Port Chester. From the moment you step inside, you’re greeted by warm hardwood floors, a cozy stone fireplace, and an open layout designed for everyday comfort and effortless entertaining.The chef’s kitchen is the heart of the home, featuring high-end Wolf appliances—including double wall ovens, gas

    Frank Schiavone Compass Greater NY, LLC

    35 Irenhyl Ave, Port Chester, NY 10573
  • /4

    $200,000

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    4 Granada Crescent Unit 2, White Plains, NY 10603

    Investor’s dream meets blank canvas opportunity close to the heart of White Plains! Bring your vision to life in this spacious 3-bedroom, 2-bath ground-floor condo with no balcony—just sliding doors leading directly to your own private backyard area. Whether you're a seasoned flipper or an home TV binge-watcher who has said "I can do that!", this is your chance to **start from the floor up and

    Stacy Shires eXp Realty

    4 Granada Crescent Unit 2, White Plains, NY 10603
  • /10

    $255,000

    • 1 Bed
    • 1 Bath
    • 669 Sq Ft

    304 Fenimore Rd Unit 7A, Mamaroneck, NY 10543

    Incredible opportunity to own this beautifully updated, turn-key one-bedroom home! Just steps from the express train to NYC, as well as shops, restaurants, parks, and more, this home offers the perfect blend of comfort and convenience. Enjoy parking right outside your door and a spacious, move-in-ready interior, all you have to do is unpack and settle in!

    Shana Koransky Compass Greater NY, LLC

    304 Fenimore Rd Unit 7A, Mamaroneck, NY 10543
  • /32

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    11 Fieldstone Dr Unit 126, Hartsdale, NY 10530

    Terrific 2-bedroom co-op with east and west exposures for maximum natural light, with its own private entrance. In 2015, an arched wall opening with lights was installed in the kitchen to the living room, with an extended granite countertop for casual stool seating. The kitchen has young wood cabinetry, stainless steel appliances, granite countertops and new glass-tile backsplash to make it an

    Marilyn Krizansky Houlihan Lawrence Inc.

    11 Fieldstone Dr Unit 126, Hartsdale, NY 10530
  • /27

    $835,000

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

    73 Jane St, Hartsdale, NY 10530

    Nestled in the coveted Manor Woods enclave, —you'll find this beautifully maintained red-brick residence that blends suburban seclusion with commuter convenience. This main level features an open-plan kitchen, dining and living area with sliders to yard. Enjoy private, lushly landscaped gardens with deck and patio—perfect for al-fresco dining amid mature plantings. Two hall bedrooms with hall

    L. Sharleen Fleming Julia B Fee Sothebys Int. Rlty

    73 Jane St, Hartsdale, NY 10530
  • /4

    $750,000

    • 4 Beds
    • 2 Baths
    • 1,485 Sq Ft

    413 Franklin St, Port Chester, NY 10573

    Single family home situation on a beautiful double size lot (50x200). House is located is a multifamily zone and has the potential to construct another home on the lot. The home has 3 bedrooms upstairs with a full bathroom. The first floor has 1 bedroom, living room , full bathroom and eat in kitchen. Potential to finish attic. Parking for 20 plus cars right now. Great opportunity to grab

    Vincent Rinaldi Keller Williams Realty Group

    413 Franklin St, Port Chester, NY 10573
  • /38

    $450,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    15 Granada Crescent Unit 14, White Plains, NY 10603

    Welcome to Granada Crescent! This stylish and spacious 2 Bedroom/2 Full Bathroom Condo offers the perfect blend of comfort, convenience and amenities, including a full-sized washer/dryer in the unit. The unit features an open-concept kitchen with granite countertops, updated appliances, and a breakfast island that flows seamlessly into the bright dining and living areas—ideal for entertaining or

    Lauren Powell Century 21 Elite Realty

    15 Granada Crescent Unit 14, White Plains, NY 10603
  • /17

    $849,000

    • 3 Beds
    • 2 Baths
    • 1,354 Sq Ft

    23 Tewkesbury Rd, Scarsdale, NY 10583

    Move right into this beautifully appointed 3-bedroom, 2-bath ranch offering comfort, style, and convenience. Featuring a bright, open layout, this home boasts brand-new flooring and baseboards throughout. The kitchen is a chef’s dream with quartz countertops, a marble backsplash, and top-of-the-line GE Monogram and Samsung stainless steel appliances— ideal for preparing meals and hosting

    To-dao Casey William Raveis Real Estate

    23 Tewkesbury Rd, Scarsdale, NY 10583
  • /23

    $165,000

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    13 Bryant Crescent Unit 1F, White Plains, NY 10605

    Welcome to this terrific 1-bedroom apartment, ideally located in the lush, park-like setting of Bryant Gardens. This first floor unit is spacious, freshly painted, and offers a perfect blend of comfort and convenience. The updated kitchen features sleek stainless steel appliances and a breakfast bar—ideal for casual dining or entertaining. The bathroom has been tastefully renovated, completing

    Wendy Holt Houlihan Lawrence Inc.

    13 Bryant Crescent Unit 1F, White Plains, NY 10605
  • /32

    $525,000

    • 2 Beds
    • 2 Baths
    • 1,414 Sq Ft

    300 High Point Dr Unit 711, Hartsdale, NY 10530

    This beautifully updated two-bedroom 2 bath corner home has undergone a tasteful transformation. Throughout the living room, dining area and hallway wood like flooring exudes warmth and sophistication. The expansive new windows offer breathtaking views and wonderful natural light. The kitchen has been seamlessly integrated into the dining area, featuring a counter and ample storage. The two

    Sally Wacks Houlihan Lawrence Inc.

    300 High Point Dr Unit 711, Hartsdale, NY 10530
  • /38

    $1,150,000

    • 3,622 Sq Ft

    22 Columbus Ave, Greenwich, CT 06830

    Well-located two-family home in the Byram section of Greenwich. Each unit offers 3 bedrooms with separate entrances and individual laundry rooms. Ideal for investors or owner-occupants seeking rental income in a strong Greenwich rental market.The property includes off-street parking for up to 5 vehicles, and a pack patio giving tenants outdoor space. Conveniently situated near shops, restaurants,

    Brian Amen Houlihan Lawrence

    22 Columbus Ave, Greenwich, CT 06830
  • /10

    $325,000

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    325 Palmer Terrace Unit 1D, Mamaroneck, NY 10543

    Welcome to this sun-drenched renovated 2 bedroom co-op at Palmer Terrace. The move-in ready home features an open floor plan, a beautifully updated kitchen with stainless steel appliances, and a sleek renovated bathroom AND in unit laundry.The spacious living area is filled with natural sunlight creating a warm and inviting atmosphere. Enjoy all the perks of the complex, including access to a

    Grace Mons Five Corners Properties Inc

    325 Palmer Terrace Unit 1D, Mamaroneck, NY 10543
  • /11

    $1,720,000

    • 3,265 Sq Ft

    555 W Putnam Ave, Greenwich, CT 06830

    Excellent income-producing investment in Central Greenwich along West Putnam Avenue and Old Post Road #3. Surrounded by some of the area's busiest retail outlets and commercial development projects, and zoned LBR-2, the two lots together provide both residential and local business opportunities while generating substantial income. There are 5 income-producing units: 4 residential apartments and

    Ted Hildner Coldwell Banker Realty

    555 W Putnam Ave, Greenwich, CT 06830
  • /38

    $5,595,000

    • 8 Beds
    • 11 Baths
    • 12,095 Sq Ft

    21 Dorann Rd, Purchase, NY 10577

    Privately nestled behind gates on 2.89 lush acres, this classically updated 8-bedroom, 9.2-bath New England Colonial offers unmatched elegance, space, and serenity. With a picturesque natural pond in front and sweeping golf course views in back, this estate is a rare and refined offering. From the moment you arrive, the charm is undeniable — from the stately approach to the beautifully maintained

    Christine Hazelton Houlihan Lawrence Inc.

    21 Dorann Rd, Purchase, NY 10577
  • /22

    $949,000

    • 5 Beds
    • 2 Baths
    • 2,130 Sq Ft

    116 Woodside Ave, West Harrison, NY 10604

    Renovated to perfection, this exceptional two-family home truly has it all! Since 2018, it has been thoughtfully updated with all new windows and doors, a high-efficiency Buderus boiler, commercial-grade water heater, new flooring, moldings, and more. Outdoor upgrades include Nex Trex stairs leading to a newly leveled and fenced yard, a stunning new paver patio, Cambridge walkways, and a freshly

    Christine Hazelton Houlihan Lawrence Inc.

    116 Woodside Ave, West Harrison, NY 10604
  • /45

    $1,650,000

    • 7 Beds
    • 4.5 Baths
    • 2,855 Sq Ft

    42 N Healy Ave, Hartsdale, NY 10530

    Rare 2+ Acre Opportunity in the Heart of Hartsdale!?Set back from the road and surrounded by mature trees, this expansive 2.07-acre property offers not just one, but two separate homes—a unique opportunity for end users seeking privacy, flexibility, or multigenerational living.The main residence, a stately 5-bedroom, 3-bath Colonial built in 1900, spans 2,855 sq ft and features generous

    Lumi Kacic EXIT Realty Private Client

    42 N Healy Ave, Hartsdale, NY 10530
  • /20

    $949,000

    • 3 Beds
    • 2.5 Baths
    • 1,612 Sq Ft

    1408 Shelbourne Ave, Mamaroneck, NY 10543

    Charming Home in the award winning Rye Neck School District, conveniently located on a quiet, tree-lined neighborhood. This well-maintained home offers comfort, space, and an ideal layout for modern living. Featuring 3 bedrooms and 2.5 bathrooms, the home includes a first-floor bedroom with a full bath—perfect for guests, in-laws, or flexible living arrangements.The inviting living room

    Mardi Gross Compass Greater NY, LLC

    1408 Shelbourne Ave, Mamaroneck, NY 10543
  • /47

    $1,425,000

    • 5 Beds
    • 3.5 Baths
    • 3,625 Sq Ft

    11 Oxford Rd, White Plains, NY 10605

    Welcome to this classic Tudor-style home, nestled on over half an acre in the desirable Gedney Farms neighborhood. This charming home seamlessly blends original architectural details with modern upgrades, caters to every lifestyle. The main level features a grand living room with a wood burning fireplace, a versatile den/office, formal dining room, and a delightful eat-in kitchen. A convenient

    Christine Ricci Keller Williams NY Realty

    11 Oxford Rd, White Plains, NY 10605
  • /24

    $559,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    10 Lake St Unit 4E, White Plains, NY 10603

    Welcome to this rarely on the market 3-bedroom 2 bath unit with great light right in downtown White Plains. This recently renovated unit with newly finished parquet floors and newly painted is ready for the next owner. Enter into a spacious foyer with a wall of storage, a gracious living room with dining room. The kitchen has granite counter tops and new stainless-steel appliances with an

    Sarah Chapin Miller Corcoran Legends Realty

    10 Lake St Unit 4E, White Plains, NY 10603
  • /36

    $2,995,000

    • 6 Beds
    • 8.5 Baths
    • 10,378 Sq Ft

    9 Lincoln Woods, Purchase, NY 10577

    Tucked away at the end of a quiet, picturesque cul-de-sac in the coveted Purchase community, this exceptional home sits on nearly two beautifully landscaped acres that make a lasting impression. Designed by renowned architect Chris Demetriades, it blends thoughtful design with masterfulcraftsmanship and elegant details throughout. Step into the grand foyer and you're immediately greeted by

    Kori Sassower Compass Greater NY, LLC

    9 Lincoln Woods, Purchase, NY 10577
  • /31

    $1,199,000

    • 4 Beds
    • 5 Baths
    • 2,279 Sq Ft

    287 Harrison Ave, Harrison, NY 10528

    Set in Harrison's beloved Station Park neighborhood, this beautifully maintained 4-bedroom colonial fronts to Danner Avenue and is sure to impress. With its spacious, flexible layout and unbeatable location, this home offers comfort, convenience and timeless appeal. The first floor features an open-concept kitchen and family room, living room, dining area, bedroom, home office, mud area and two

    Maureen Skrilow William Raveis-New York LLC

    287 Harrison Ave, Harrison, NY 10528
  • /13

    $140,000

    • 1 Bath
    • 600 Sq Ft

    370 Westchester Ave Unit 3N, Port Chester, NY 10573

    Don't miss out on this special unit which was thoughtfully renovated and perfectly situated close to the train, shopping, restaurants and the Capital Theater. This charming unit is completely ready for you to unpack your clothes and move right in. Everything you need is already in the unit including all furniture and a fully stocked kitchen. When you step into the unit there is a separate

    Elizabeth McMachan William Raveis Real Estate

    370 Westchester Ave Unit 3N, Port Chester, NY 10573
  • /50

    $1,795,000

    • 5 Beds
    • 3.5 Baths
    • 6,382 Sq Ft

    125 Park Ln, West Harrison, NY 10604

    Exquisite Contemporary Masterpiece in Prestigious West Harrison — A Grand Estate of Unrivaled Elegance and Expansive Living! Nestled majestically on 1.7 acres of meticulously landscaped grounds in the coveted town of West Harrison, this extraordinary contemporary split-level estate redefines sophisticated living. Spanning over 6,382 square feet and boasting an unparalleled 23 impeccably appointed

    Gino Bello Howard Hanna Rand Realty

    125 Park Ln, West Harrison, NY 10604

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