Homes for Sale near The Windward School - Westchester Middle School

/43
$679,900
- 3 Beds
- 1.5 Baths
- 1,390 Sq Ft
11 Whittemore Place, Port Chester, NY 10573

Welcome to 11 Whittemore Place, a charming Colonial in the heart of Rye Brook. This well-cared-for home blends classic appeal with thoughtful updates that make it truly move-in ready. A newer roof and a new above ground oil tank provide lasting peace of mind, while fresh paint throughout creates a clean and inviting atmosphere.The kitchen has been refreshed with a beautiful quartz

Mareline Sosa

Joseph W Johns

(914) 256-2684

11 Whittemore Place, Port Chester, NY 10573
Explore The Windward School - Westchester Middle School
/61
$4,995,000
- 4 Beds
- 6 Baths
- 5,244 Sq Ft
34 Edgewood Dr, Greenwich, CT 06831

Tucked discreetly at the end of a long, private drive in coveted mid-country Greenwich, masterfully renovated in 2025 this Colonial offers a harmonious blend of heritage architecture and sophisticated modernity. Designed to accommodate both grand-scale entertaining and intimate daily living, the residence unfolds across three levels and over 7,000 square feet of meticulously curated

Danielle Malloy

Serhant Connecticut LLC

(203) 769-9185

34 Edgewood Dr, Greenwich, CT 06831
/36
$5,100,000
- 6 Beds
- 8 Baths
- 7,930 Sq Ft
20 Sherwood Farm Ln, Greenwich, CT 06831

Step into luxury with this newly staged custom built home in one of Greenwich's prestigious associations. Perfectly situated near downtown, this elegant property offers a blend of sophistication and convenience- now at an improved price! A stunning custom built white Georgian Colonial in the coveted mid country Sherwood Farm Association is sited on a picturesque level acre lot. This six bedroom

Richard Higgins

Higgins Group Bedford Square

(203) 433-0559

20 Sherwood Farm Ln, Greenwich, CT 06831
/3
$7,500,000
- 6 Beds
- 9 Baths
- 10,134 Sq Ft
94 Porchuck Rd, Greenwich, CT 06831

2026 NEW CONSTRUCTION - CAN FULLY CUSTOMIZE AT THIS STAGE Set back on a quiet private drive in a coveted central Greenwich location, this 10,000+ sq ft modern masterpiece sits on 5.59 serene acres with exceptional landscaping and privacy. Designed for today's lifestyle, it offers 6 ensuite bedrooms, 7 full and 2 half baths, and four levels of refined living. Expansive windows, soaring ceilings,

Brett Lieberman

The Riverside Realty Group

(203) 717-9487

94 Porchuck Rd, Greenwich, CT 06831
/14
$1,089,000
- 5 Beds
- 3 Baths
- 2,144 Sq Ft
512 5th St, Mamaroneck, NY 10543

Welcome to this well-maintained multi-family home located in the heart of Mamaroneck, within the desirable Rye Neck School District. This versatile property offers two spacious apartments, making it an ideal investment opportunity or perfect for owner-occupancy with rental income.The first unit is a duplex featuring a welcoming living room, a formal dining room, and a bright sunroom that

Alexander Galvez

Century 21 Galvez

(914) 928-2175

512 5th St, Mamaroneck, NY 10543
/31
$969,000
- 3 Beds
- 1.5 Baths
- 2,030 Sq Ft
629 Hillside Ave, Mamaroneck, NY 10543

Move-in condition 3 Bedroom 2 bathroom colonial in the sought-after Rye Neck School district! Step into your sun-filled living room with a gorgeous rustic stone wood-burning fireplace. The living room features a detailed wood-beamed ceiling and opens into a bonus sun room, which offers a versatile space with a wall of windows. It is a truly tranquil space and perfect for entertaining or relaxing.

Paulo Guerra

Houlihan Lawrence Inc.

(914) 568-5601

629 Hillside Ave, Mamaroneck, NY 10543
/4
$800,000
- Land
- 1.51 Acres
- $529,801 per Acre
21 Brae Burn Dr, Purchase, NY 10577

21 Brae Burn Drive, Harrison, NY – Create your dream estate on 1.51 acres overlooking the prestigious Brae Burn Country Club. With R1 zoning, no wetlands, a private driveway, and all approvals secured, construction can begin with ease. Enjoy the perfect balance of privacy and convenience near schools, shops, and parkways. Harrison High School’s acclaimed International Baccalaureate program adds

Anne Moretti

Julia B Fee Sothebys Int. Rlty

(914) 543-7480

21 Brae Burn Dr, Purchase, NY 10577
/22
$445,000
- 1 Bed
- 1 Bath
- 673 Sq Ft
351 Pemberwick Rd Unit 111, Greenwich, CT 06831

Located in the desirable Hawthorne Condominium complex, this 1-bedroom, 1-bath unit offers a comfortable and convenient living space. The bright and airy layout features a kitchen with quartz countertops and newer stainless steel appliances. Adjacent to the kitchen is a versatile utility/laundry room (newer washer/dryer) that provides extra storage. The open floorplan seamlessly connects the

Ellen Garcia

Brown Harris Stevens

(475) 260-8762

351 Pemberwick Rd Unit 111, Greenwich, CT 06831
/15
$325,000
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
23 Old Mamaroneck Rd Unit 5B, White Plains, NY 10605

Renovated 5th floor corner 2BR in White Plains’ iconic Saxon House! Bright and spacious with gleaming hardwood floors and abundant natural light. Entry hall with guest closet opens to an expansive living room large enough for a second dining area. Updated eat-in kitchen features stainless steel appliances, tiled backsplash, and rich cabinetry. Oversized primary bedroom, generously sized 2nd

Kristin Poellot

Keller Williams Prestige Prop

(914) 690-7784

23 Old Mamaroneck Rd Unit 5B, White Plains, NY 10605
/29
$499,000
- 1 Bed
- 1 Bath
- 950 Sq Ft
1 Chateaux Cir Unit 1-D, Scarsdale, NY 10583

Welcome to this delightful Scarsdale - Chateaux community. First-floor unit in a beautifully maintained garden-style co-op building, conveniently located directly across from the Scarsdale Train Station—ideal for commuters! This spacious 950 square footage offers exceptional storage with five closets, and includes modern appliances such as a dishwasher, refrigerator, gas range/oven, and

Ramona Bautista

The Keyes Company

(914) 461-8810

1 Chateaux Cir Unit 1-D, Scarsdale, NY 10583
/32
$3,450,000
- 5 Beds
- 5.5 Baths
- 6,932 Sq Ft
20 Stonewall Cir, West Harrison, NY 10604

Welcome to 20 Stonewall Circle, a stunning residence offering over luxury living in the heart of West Harrison. This home features elegant marble and wood floors, a state-of-the-art kitchen with stainless steel appliances and Sub-Zero refrigerator, and expansive living spaces designed for both comfort and entertaining. Enjoy a private home movie theater, fully equipped home gym, and a large

Haakim Byrd

HomeSmart Homes & Estates

(914) 635-4882

20 Stonewall Cir, West Harrison, NY 10604
/18
$75,000
- 1 Bed
- 1 Bath
- 775 Sq Ft
315 King St Unit 6A, Port Chester, NY 10573

You will enjoy anazing views from your balcony in this well maintained unit. 2 Parking spots! Pool! A great place to live - Port Chester NY Walk to the vibrant night life, great reastaurants, the Capitol Theater, Terrific shopping, bordering Greenwich Connecticut and Rye NY. So convenient to Interstate 95 287, This is a place to live for less than the price of many cars! The Hutchinson Parkway

Kevin O'Shea

Berkshire Hathaway HS NY Prop

(914) 653-7597

315 King St Unit 6A, Port Chester, NY 10573
/15
$1,049,000
- 4 Beds
- 3 Baths
- 2,447 Sq Ft
720 Milton Rd Unit S1C, Rye, NY 10580

Nestled within one of Rye’s most coveted co-op communities, this exceptional Milton Harbor House residence offers the rare luxury of expansive, single-level living. Offering 4 bedrooms and 3 full baths, step into a gracious foyer that opens to an oversized primary suite, featuring two custom closets, an updated en-suite bath, and tranquil views. The versatile second bedroom with en-suite is

Sula Pearlman

Coldwell Banker Realty

(914) 520-2260

720 Milton Rd Unit S1C, Rye, NY 10580
/30
$665,000
- 4 Beds
- 3 Baths
- 1,452 Sq Ft
43 Washington St, Port Chester, NY 10573

Great Port Chester location! 2br+, 1 bathroom over 2br+, 1 bathroom unit. Additional rooms located in the basement level. Each floor can be creatively used to accommodate more space. Recent upgrades to the kitchens. Private driveway. Charming front covered porch

Michael Steinberg

Compass Greater NY, LLC

(914) 567-4387

43 Washington St, Port Chester, NY 10573
/29
$290,000
- 2 Beds
- 2 Baths
- 1,150 Sq Ft
505 Central Ave Unit 408, White Plains, NY 10606

Experience the best of co-op living in this beautifully appointed two-bedroom, two-bathroom residence, spanning approximately 1,150 square feet. This desirable corner unit is bathed in natural light, showcasing an open floor plan that effortlessly accommodates both daily living and entertaining. Step out onto your private balcony, a peaceful oasis perfect for relaxation and enjoying the views.

Sherry Wiggs

Houlihan Lawrence Inc.

(914) 635-3417

505 Central Ave Unit 408, White Plains, NY 10606
/50
$3,550,000
- 5 Beds
- 5.5 Baths
- 5,665 Sq Ft
3747 Purchase St, Purchase, NY 10577

Experience refined living in this breathtaking 5,600+ sq ft contemporary estate, masterfully crafted in 2006 and remodeled in 2023, with stone, stucco, oak, and timeless design. Nestled on 2.5 serene acres in Purchase, NY, this gated retreat offers unmatched privacy, extraordinary amenities, and over 3,000 sq ft of outdoor entertainment space — ideal for families, entertainers, or executives

Comfort Usukumah

Comfort Homes & Prop. Mgmt LLC

(914) 745-2034

3747 Purchase St, Purchase, NY 10577
/22
$450,000
- 2 Beds
- 2.5 Baths
- 1,430 Sq Ft
50 Dekalb Ave Unit S10, White Plains, NY 10605

Walk to the revitalized Downtown area from this oversize 2 BR unit. Shopping! Night Life! Railroad to NY City! Entertainment! Pub, this one is walk to all! Needs some updates, but priced to go! With a Cozy fireplace & Breezy Balcony! Assigned Parking for 2 cars in the garage. Don't miss this exceptional opportunity.

Kevin O'Shea

Berkshire Hathaway HS NY Prop

(914) 303-7754

50 Dekalb Ave Unit S10, White Plains, NY 10605
/27
$100,000
- 1 Bed
- 1 Bath
- 850 Sq Ft
315 King St Unit 5C, Port Chester, NY 10573

Wonderful bright Nicely updated - Balcony! great views, newer kitchen and updated primary bath 2 parking spots 79 Outside 36 inside and pool! in Port Chester NY a great place to live, walk to vibrant night life with great restaurants, the Capitol Theater, terrific shopping and bordering Greenwich CT and so convenient to Interstate 95 for the whole North east and 287 going west across the

Kevin O'Shea

Berkshire Hathaway HS NY Prop

(914) 785-6944

315 King St Unit 5C, Port Chester, NY 10573
/7
$109,000
- 1 Bath
- 250 Sq Ft
314 Livingston Ave Unit 101 E, Mamaroneck, NY 10543

Welcome to this bright studio co-op, perfectly situated on the first floor of a beautifully maintained building, in the heart of Mamaroneck. This cozy yet inviting space offers the ideal blend of comfort and convenience. Enjoy an easy stroll to the harbor, beach, scenic parks, and vibrant restaurants. The building offers on-site laundry, live-in super and a patio with BBQ area. The unit is just

Mareline Sosa

Joseph W Johns

(914) 274-4288

314 Livingston Ave Unit 101 E, Mamaroneck, NY 10543
/25
$275,000
- 1 Bed
- 1 Bath
- 940 Sq Ft
20 Old Mamaroneck Rd Unit 2D, White Plains, NY 10605

Welcome to Crystal Towers-one of White Plains’ most sought-after cooperative residences. This spacious, light-filled one-bedroom home offers the perfect blend of suburban comfort and city convenience, just moments from vibrant downtown White Plains. The entry foyer opens into an inviting open-concept living and dining area, filled with natural light and flowing seamlessly to your private balcony,

Susan Janart

Houlihan Lawrence Inc.

(914) 639-5691

20 Old Mamaroneck Rd Unit 2D, White Plains, NY 10605
/31
$849,000
- 4 Beds
- 2 Baths
- 2,935 Sq Ft
24 Park Place, Port Chester, NY 10573

Welcome to 24 Park Place, a well maintained two-family home in the heart of Port Chester offering the perfect combination of comfort, versatility, and income potential. Each unit features a spacious and light-filled layout with two bedrooms, a full bath, a formal dining room, and a generous living room. The eat-in kitchens include their own pantry space, ideal for extra storage or a coffee nook,

Michael Vasquez

eXp Realty

(914) 356-8809

24 Park Place, Port Chester, NY 10573
/48
$1,500,000
- 5 Beds
- 4 Baths
- 3,508 Sq Ft
6 Clarion Dr, White Plains, NY 10603

Welcome to 6 Clarion Drive — A Gracious Colonial Designed for Modern LivingThis stunning five-bedroom, four-bath Colonial offers a refined living space with an ideal blend of luxury, comfort, and functionality. the White Plains Step inside the dramatic two-story entry hall, where cathedral ceilings and modern wrought-iron spindles set a sophisticated tone. The modern eat-in kitchen features

Sherry Wiggs

Houlihan Lawrence Inc.

(914) 228-9275

6 Clarion Dr, White Plains, NY 10603
/31
$849,000
- 4 Beds
- 1.5 Baths
- 1,618 Sq Ft
51 Plymouth Dr, Scarsdale, NY 10583

Pride of ownership shines in this Wilmot Woods side-hall Colonial.The inviting living room features a large picture window that fills the space with natural light, a cozy wood-burning fireplace, and hardwood floors that flow seamlessly into the formal dining room. From here, sliding glass doors open to a patio, while a charming screened-in porch, of the living room, offers the perfect spot

Ann Marie Damashek

Compass Greater NY, LLC

(914) 610-7739

51 Plymouth Dr, Scarsdale, NY 10583
/3
$7,500,000
- 6 Beds
- 10 Baths
- 10,245 Sq Ft
96 Porchuck Rd, Greenwich, CT 06831

2026 NEW CONSTRUCTION - CAN FULLY CUSTOMIZE AT THIS STAGE - Set on 4.35 private and quiet acres in backcountry Greenwich, this modern farmhouse offers over 10,000 sq ft of refined living. Designed for today's lifestyle, the home blends classic architecture with modern accents -steep gables, expansive windows, and natural stone accents. Light-filled interiors feature 6 en-suite bedrooms, 8 full

Brett Lieberman

The Riverside Realty Group

(475) 260-8240

96 Porchuck Rd, Greenwich, CT 06831
/17
$358,500
- 3 Beds
- 1 Bath
- 1,087 Sq Ft
604 Tompkins Ave Unit C1, Mamaroneck, NY 10543

Step into a world of possibility at 604 Tompkins Ave, Unit C1. This enchanting 3-bedroom, 1-bathroom home is your canvas for creating the life you've always imagined. Bask in the warmth of natural light flooding through large windows, illuminating thoughtfully designed living space. *****The heart of this home is a chef's dream kitchen, boasting sleek white cabinetry, granite countertops,

Craig Scher CS Realty Relocation Service

604 Tompkins Ave Unit C1, Mamaroneck, NY 10543
/50
$2,395,000
- 4 Beds
- 5.5 Baths
- 4,889 Sq Ft
7 Honeysuckle Ln, Rye Brook, NY 10573

Experience luxury living at its finest in this beautifully designed 4-bedroom, 5.5-bath single-family home in Rye Brook’s premier Kingfield community. Built in 2020 and located in the award-winning Blind Brook School District, this modern residence offers an ideal blend of sophistication, comfort, and convenience. The main level features 10’ ceilings and an open-concept layout with expansive

Joshua Rogull Rogull Realty LLC

7 Honeysuckle Ln, Rye Brook, NY 10573
/26
$5,400,000
- 9 Beds
- 7 Baths
- 7,462 Sq Ft
6 Loden Ln, Purchase, NY 10577

Nestled on 10 ACRES of private property, this Georgian-inspired Colonial estate combines timeless elegance with modern luxury, offering a private sanctuary just 30 miles from New York City.The estate features 8 bedrooms and 7 bathrooms, including a convenient first-floor ensuite bedroom and bath. A dedicated housekeeper or guest quarters provide flexibility and comfort for visitors. The

Rita Van Buren Howard Hanna Rand Realty

6 Loden Ln, Purchase, NY 10577
/35
$4,900,000
- 6 Beds
- 6.5 Baths
- 7,042 Sq Ft
3 Loden Ln, Purchase, NY 10577

10 ACRES of private property showcases this enchanting 1927 French countryside-style estate, a serene retreat nestled just 30 miles outside of New York City. Set against a picturesque country backdrop, this home beautifully marries timeless elegance with modern comforts. The home boasts a slate roof and exquisite architectural details, including graceful interior archways and enchanting glass

Rita Van Buren Howard Hanna Rand Realty

3 Loden Ln, Purchase, NY 10577
/23
$1,850,000
- 4 Beds
- 3.5 Baths
- 2,980 Sq Ft
66 Secor Rd, Scarsdale, NY 10583

This sun-filled 4-bedroom, 3.5-bath Colonial offers 2,980 square feet of thoughtfully designed living space, blending classic charm with modern comfort. Step inside to an inviting open-concept kitchen and family room with new cabinets and countertops redone in 2022. The kitchen features a center island, stainless steel appliances (including a brand new dishwasher and refrigerator) and space for a

Megan Serbagi Compass Greater NY, LLC

66 Secor Rd, Scarsdale, NY 10583
/2
$1,995,000 Open Sat 1PM - 3PM
- 4 Beds
- 3.5 Baths
- 2,371 Sq Ft
7 Sound View Terrace, Greenwich, CT 06830

Set in a desirable, centrally located in-town neighborhood, this home provides 2,371 sq. ft. of living space, featuring 4 bedrooms and 3.5 baths. Enjoy a welcoming living room with a cozy fireplace and access to a side patio, ideal for morning coffee or quiet evenings. The formal dining room and spacious den with a half bath open to a beautiful stone patio, creating a wonderful indoor-outdoor

Angela Alfano Coldwell Banker Realty

7 Sound View Terrace, Greenwich, CT 06830
/44
$1,980,000
- 4 Beds
- 3.5 Baths
- 3,201 Sq Ft
13 Hillview Dr, Scarsdale, NY 10583

Set on pristine, park-like grounds, this elegant Colonial blends classic charm. A gracious foyer with a powder room welcomes you inside, where decorative moldings, paneled walls, add character and warmth throughout. The oversized living room, anchored by a wood-burning fireplace, offers a cozy yet sophisticated atmosphere — ideal for entertaining or relaxing. Adjacent to it, a formal dining room

Richard Gutner Howard Hanna Rand Realty

13 Hillview Dr, Scarsdale, NY 10583
/59
$2,995,000
- 4 Beds
- 5.5 Baths
- 4,500 Sq Ft
38 Bedford Rd, Greenwich, CT 06831

Welcome to Inspiration Farm, the first time this equestrian property is on the market in over 23 years. Between 2 stone pillars, enter a long, private, newly paved driveway, to approach a hidden gem that is now ready to be loved by new owners. This house contains 4+ generously sized bedrooms and 5.1 bathrooms with an easy flow floor plan. The gourmet, eat-in kitchen contains all recently updated

Stefanie Lacoff BHHS New England Properties

38 Bedford Rd, Greenwich, CT 06831
/14
$719,000
- 1 Bed
- 1.5 Baths
- 1,086 Sq Ft
5 Renaissance Square Unit 17C, White Plains, NY 10601

Designed to the highest standards, it is a luxury haven in the city center of White Plains. Offering a vibrant walk to all lifestyle with 5-Star services. The Ritz Carlton Residences of Westchester! Located in the North Tower, offering amazing amenities: patio, pool, 2 fitness centers, 2 outdoor terraces, spa, movie theater! Walk to RR or take jitney, walking to shops, movies, impressive

Nancy Kennedy

5 Renaissance Square Unit 17C, White Plains, NY 10601
/49
$4,250,000
- 6 Beds
- 6.5 Baths
- 10,697 Sq Ft
3 Brook View Ln, Rye, NY 10580

A Home for Distinguished Living and Ultimate Entertaining! A stately red-brick home designed for living beautifully, this 10,697 sq ft neoclassical revival offers six bedrooms and six and a half baths on 1.28 landscaped acres in a coveted Westchester enclave Brook View Estates. A regal motor court and columned portico lead to a grand two-story foyer with sweeping staircase and sunlight streaming

Wendy Alper Julia B Fee Sothebys Int. Rlty

3 Brook View Ln, Rye, NY 10580
/26
$660,000
- 2 Beds
- 2 Baths
- 1,219 Sq Ft
101 Sheldrake Place Unit 101-10, Mamaroneck, NY 10543

Welcome to Station Plaza! This delightful, freshly painted 2 Bedroom/2 Bath "Pet Friendly" condo is ready for immediate occupancy. Among its' many special features, it boasts an open floorplan, generous closet space, washer/dryer, gas fireplace and modern kitchen with stainless appliances. It also provides 2 assigned parking spaces and a large storage unit. Enjoy the close proximity to Metro

Arlene Gibbs Julia B Fee Sothebys Int. Rlty

101 Sheldrake Place Unit 101-10, Mamaroneck, NY 10543
/25
$675,000
- 2 Beds
- 2 Baths
- 1,215 Sq Ft
300 Livingston Ave Unit 2D, Mamaroneck, NY 10543

Marina View is a Premier condo building in the heart of Mamaroneck's vibrant village! Imagine being close to the train, the movie theatre, restaurants, bars, coffee shops, shopping and everything in between! Just a block away, you can take in the breathtaking views and amenities of Beautiful Harbor Island Park featuring a beach/sprayground, marina, playing fields, playground and picnic areas! Not

Maria Mantis William Raveis-New York LLC

300 Livingston Ave Unit 2D, Mamaroneck, NY 10543
/37
$2,395,000
- 5 Beds
- 6 Baths
- 3,784 Sq Ft
6 Valley Place, Harrison, NY 10528

Discover the elegance of 6 Valley Place, a stunning home set in the prestigious town of Harrison, NY. This open concept 3,800 square foot residence offers an inviting blend of style and comfort, featuring 5 spacious bedrooms and 4.2 well-appointed bathrooms.The gourmet kitchen is a chef's dream, equipped with premium appliances including a Sub-Zero refrigerator and freezer, 5-burner Wolf gas

Meredith Horowitz Compass Greater NY, LLC

6 Valley Place, Harrison, NY 10528
/31
$1,795,000
- 5 Beds
- 3.5 Baths
- 4,190 Sq Ft
3 Elm Rd, Scarsdale, NY 10583

Bright and sunny Cape style home perfectly set on one of the best streets in Greenacres! Flexible living spaces, five bedrooms, three-and-a-half bathrooms, expansive loft, spacious finished basement, private office with custom built-ins, attached garage and over 4000 square feet is sure to impress. Many recent upgrades include: New Roof (2018), New HVAC (2021), New Washer/Dryer (2021), renovated

Cindy Schwall Houlihan Lawrence Inc.

3 Elm Rd, Scarsdale, NY 10583
/31
$3,295,000
- 5 Beds
- 4.5 Baths
- 3,056 Sq Ft
175 Lake Ave, Greenwich, CT 06830

This meticulously renovated and expertly designed 1915 Victorian home seamlessly blends classic charm with modern sophistication. Situated in a prime location just moments from downtown Greenwich and the train, this five bedroom, four bath home, completely renovated and expanded in 2019, is an absolute standout.The Southern-inspired front porch welcomes you with its timeless elegance, setting

Brendon DeSimone Compass Connecticut, LLC

175 Lake Ave, Greenwich, CT 06830
/21
$1,795,000
- 3 Beds
- 2.5 Baths
- 2,684 Sq Ft
46 Stonehedge Dr S, Greenwich, CT 06831

Country Compound RetreatNestled on a lush and inviting acre, this exceptional compound offers rolling lawns, luxurious plantings, and seamless indoor-outdoor living - all overlooking a heated pool and a tranquil lake.This light-filled ranch style home features 3 bedrooms and 2 1/2 baths. The formal living room w/fireplace and formal dining room with oversized windows create

Marilynne Stratton Sotheby's International Realty

46 Stonehedge Dr S, Greenwich, CT 06831

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Homes for Sale near The Windward School - Westchester Middle School

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