Explore Westchester, NY Homes for Sale Between $1,250,000 to $1,500,000

Westchester, NY Homes for Sale Between $1,250,000 to $1,500,000 Map Search

Homes for Sale in Westchester, NY Between $1,250,000 to $1,500,000

Welcome to your dedicated resource for Homes for Sale Between $1,250,000 to $1,500,000 in Westchester, NY. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Westchester, NY agent, Tierra Stanback specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $1,250,000 to $1,500,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Westchester, NY Homes for Sale Between $1,250,000 to $1,500,000

7 Overlook Road, Dobbs Ferry
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 1017400 MLS
This light-filled and spacious 2500 SF, 4-BR home in Dobbs Ferry is distinguished by its generous open interior flow, oak floors throughout and hand-crafted finishes, cleverly added over the years by the home’s artisan owner. In addition to the grassy level backyard, the home is ideally located within walking distance to 2 village parks (Gould and Chauncey), convenient Rivertowns Square shopping and, just in time for summer, the community pool! A welcoming entry hall offers wide arched openings to easily move through the major spaces. The home’s sun-drenched living room and adjacent dining room, where triple 6-ft-high windows fill the rooms with southern light, are unified by glistening oak floors. Enjoy ample granite counters in a renovated eat-in kitchen with stainless appliances, storage peninsula, and an elegant breakfast bay overlooking the rear lawn and trees along the back border. Beyond, a family room with built-in cabinetry opens onto to a full-width stone patio for delightful outdoor meals. Oak floors and sky views are found in each of the ample four bedrooms upstairs. A wonderful primary suite comes with an expansive bedroom, two deep walk-in closets, and a renovated marble spa bath with glass walk-in shower. Find a secondary suite as large as the primary with wonderful treetop views, a unique closet alcove containing custom wood cabinets and tall pull-out organizer, and door to the hall bath. Don’t miss the bonus additional estimated 1100 SF finished basement, where a custom wet bar with marble tile counters and 4-seater peninsula will be a hit with guests. A huge recreation area, laundry room, and full bath complete this level. Amenities include an attached 2-car gararge, central air conditioning, updated electrical service in 2023 and new roof in 2021. Close to Rivertowns Square (home to the NY Sports Club, Mom’s Organic Market, and Look Movie Theater), and the Saw Mill Pkwy for getting away. Award-winning schools and a 40-minute train commute to NYC make this special property that much sweeter!

7 Overlook Road, Dobbs Ferry

911 South Street, Peekskill
$1,325,222
1018002 MLS
Welcome to 911 South Street, a rare mixed-use commercial multiple building complex offering exceptional income in one of historic downtown Peekskill's most vibrant and sought-after locations. Net profit EXCEEDS $100,000 per year and a Cap Rate of 7.9% (excluding a management fee and minor repairs). This unique asset features five fully independent units, each with its own separate utility meter, providing maximum flexibility for investors, owner-users, and entrepreneurs alike. The property is currently fully leased and generating strong rental income, making it an attractive turnkey investment. However, an owner-user is a possibility in a commercial space. The unit mix includes an established restaurant with capacity for 74 people, an ice cream parlor with an additional lounge, one professional office space, and two New York—Soho style artist lofts, creating a diverse and stable income stream. Situated in a high-visibility location within Peekskill's thriving Artist District, the property benefits from excellent pedestrian and vehicle traffic, surrounded by local businesses, dining, arts, and cultural attractions, including the Paramount Theater. The independently operating units allow for multiple ownership strategies, including continued investment income, live/work opportunities, or future tenant repositioning. Whether you're looking to expand your portfolio or acquire a cash-flowing commercial asset in a dynamic growth market, 911 South Street presents an exceptional opportunity. Don't miss your chance to own a performing asset in one of Westchester County's emerging commercial corridors.

911 South Street, Peekskill

676 Hardscrabble Road, Chappaqua
$1,495,000
3 Beds ⋅ 3 Baths ⋅ 1013791 MLS
Renovated and Reimagined Colonial on Spectacular Park-Like Grounds, this exceptional residence includes a separate cottage-style bonus building that offers endless possibilities. Whether envisioned as a private home office, artist’s studio, yoga or fitness center, man cave or an inspiring creative workspace, this detached structure provides exceptional flexibility and privacy. Nestled amid the lush grounds and mature landscaping, it serves as a peaceful extension of the home and creates a rare opportunity for today’s work-from-home lifestyle or entrepreneurial pursuits. At the heart of the home, an original stone wood-burning fireplace serves as a stunning focal point, infusing the living space with warmth, character, and timeless charm. Perfect for cozy winter evenings, holiday celebrations, and memorable gatherings with family and friends, this impressive architectural feature creates an inviting atmosphere that embodies the true spirit of home. The stunning chef’s kitchen features premium stainless-steel Thermador appliances, elegant quartz countertops, a spacious walk-in pantry, and seamless access to an oversized slate patio—ideal for indoor-outdoor entertaining. The captivating primary suite offers soaring beamed ceilings, a generous sized walk-in closet, and a luxurious spa-inspired bath complete with dual vanities and a classic clawfoot soaking tub. Convenient second-floor laundry with storage enhance everyday living. Additional highlights include all-new Anderson windows, all new electrical, all new plumbing, new roof, new c/air, new Navien system, energy-efficient blown-in insulation, solid wide-plank oak flooring, and exquisite custom millwork throughout. The separate cottage building has all new electrical, blown insulation, windows, flooring and roof. Located minutes from the Metro North Train Station and downtown Chappaqua, you'll have quick access to commuter routes and a charming village filled with shopping, restaurants and community events. A rare offering that perfectly blends timeless charm with sophisticated modern updates, all set within a serene and private setting. The outbuilding / studio can be converted back to a garage. Square footage does not include the studio space.

676 Hardscrabble Road, Chappaqua

1 Main Street, Purdys
$1,495,000
5 Beds ⋅ 4 Baths ⋅ 1006452 MLS
Exceptional mixed-use investment opportunity offering a rare blend of dependable income, historic significance, and long-term appreciation potential in the heart of North Salem. This one-of-a-kind property encompasses three income-producing structures across two mailing addresses and is zoned for both neighborhood business and residential use, providing exceptional flexibility for investors. Ideally situated with immediate access to I-684 and just moments from the Purdy's Metro-North station, the property enjoys outstanding commuter convenience and sustained tenant demand. Located within the highly sought-after North Salem School District, this is a truly unique offering in one of Northern Westchester's most desirable and tightly held communities. Anchoring the property is a striking three-bedroom Craftsman-style residence that lives like a four, believed to have been rebuilt in 1940, offering a rare blend of historic character, craftsmanship, and enduring appeal. The home has been thoughtfully maintained and enhanced through substantial capital improvements, including a newer roof, HVAC system, central air conditioning, and updated septic systems, providing lasting value and operational confidence. One of the property's most distinguished attributes is the historic Purdy's Station Post Office, an irreplaceable community landmark combining rich heritage with dependable long-term tenancy and a cherished community landmark that has served the area for nearly 180 years. Occupied under a long-term lease, the post office provides a stable, government-backed income stream and has been extensively renovated to meet modern operational standards while preserving its historic character. Above the post office, a spacious two-bedroom, one-bath apartment generates additional rental revenue, further strengthening the property's diversified income profile. Adding yet another revenue-generating component is a detached four-car garage, originally built in 1925, with existing leases extending through May 2027. This additional income-producing asset enhances cash flow while presenting future flexibility and potential value-add opportunities. Combining multiple established income streams, long-term tenancy, favorable mixed-use zoning, significant infrastructure improvements, and an irreplaceable location near major transportation corridors and commuter rail service, this is a true legacy asset positioned for both stability and growth. Opportunities of this caliber are exceedingly rare!

1 Main Street, Purdys

42 Euclid Avenue, Ardsley
$1,395,000
4 Beds ⋅ 4 Baths ⋅ 1013250 MLS
A rare opportunity to own a beautifully designed new-construction Colonial in the highly sought-after community of Ardsley. Ideally located near shopping, restaurants, parks, schools, major roadways, and transportation, this home offers the perfect combination of suburban tranquility, convenience, and easy access to New York City and the surrounding Westchester area. Featuring four bedrooms and four full bathrooms, the thoughtfully designed floor plan offers exceptional flexibility for modern living and entertaining. At the heart of the home is a stunning kitchen with custom natural wood cabinetry, striking quartzite countertops, generous storage, and an inviting open layout. The first floor includes a bedroom and full bathroom, ideal for guests, a home office, or convenient first-floor living. Upstairs, the spacious primary suite features a private en-suite bathroom, accompanied by two additional bedrooms and a full hall bathroom. A fully finished walkout lower level with a full bathroom provides valuable additional living space, perfect for a media room, recreation area, home gym, office, or guest accommodations. White oak flooring, contemporary finishes, modern system, and thoughtful details are showcased throughout. Outside, a 1 car detached garage and additional parking add convenience and functionality. Located within the ardsley school district and in a sought-after Westchester community this exceptional home brings together thoughtful design, sophisticated finishes, modern construction, and an enviable Ardsley location.

42 Euclid Avenue, Ardsley

28 Hamilton Avenue, Ossining
$1,350,000
6 Beds ⋅ 4 Baths ⋅ 1013182 MLS
Built in 1870 and lovingly restored by its current owners, this Queen Anne Victorian at 28 Hamilton Avenue sits in the heart of Historic Ossining. Both yards are planted with apple, cherry, Asian pear, pawpaw, hazelnut, raspberry, blueberry, and strawberry, along with a working vegetable garden — a rare thing to find alongside a home of this character. Approach through a deep front yard bursting with pollinators, wisteria draping the covered porches. The house keeps its greatest surprise for later — the breathtaking views of the Hudson River and the Palisades are revealed as you move deeper inside, unfolding room by room. Cross the double-door vestibule into a gracious foyer with soaring double-height ceilings, rich wainscoting, inlaid parquet floors, and a staircase anchored by an elaborately turned newel post — all presided over by the first of four hand-carved ceramic tile fireplaces. The main level was built for both formal entertaining and comfortable everyday living. Two spacious living rooms, each with its own ceramic tile fireplace, open into a sun-drenched den with a spectacular coffered wood ceiling, three walls of windows, and doors facing each other — one to the front porch, one to the rear. The formal dining room, with its own fireplace and a sweeping Hudson River School-inspired mural, connects to a well-appointed kitchen with an original farmhouse sink, a corner butler's pantry with intact original cabinetry, and discreet service stairs tucked behind. Throughout, the turret windows with their curved glass are a signature of the era, and of this street. Step out the back and the Hudson opens before you — wide, silver, and immediate — framed by a terraced garden and a covered rear porch made for long evenings. This is the river that stirred a generation of painters to invent an American landscape tradition, that carried commerce and dreams in equal measure, that poets and wanderers have stood before and felt genuinely small. It is your backyard now. Upstairs, four bedrooms include a primary suite of nearly 20 by 18 feet, wrapped in a turret bay, with a screened balcony, ensuite bath, and the kind of proportions that are simply not built anymore. The current owners have thoughtfully upgraded the electrical and insulation throughout the attic, creating a series of carefully considered spaces — a serene room for yoga, meditation, or quiet work, a jewel-like sitting room with leaded diamond windows, a full bath, and at the crown of it all, a lookout tower lined with curved bookshelves and wide-plank floors, from which this house has contemplated the mighty Hudson for 155 years. A ten minute walk brings you to Metro North and 45 minutes later, Grand Central. Historic downtown Ossining — its shops, restaurants, and the extraordinary Sing Sing Museum — is at your doorstep. A rare opportunity to live inside a piece of history, on the banks of one of the great rivers of the world.

28 Hamilton Avenue, Ossining

101 Windsor Oval, New Rochelle
$1,278,000
4 Beds ⋅ 3 Baths ⋅ 1011278 MLS
Perfectly positioned in the prestigious waterfront enclave of Isle of Sans Souci, this beautifully maintained residence offers the ideal blend of elegance, comfort, and resort-style living. Bathed in natural light, the home features a thoughtfully designed floor plan tailored for today’s lifestyle, seamlessly balancing everyday living with effortless entertaining. A gracious foyer welcomes you into expansive living and dining spaces, flowing into the sun-filled eat-in kitchen appointed with granite countertops, stainless steel appliances, and sliding glass doors leading to an elevated deck overlooking the property. The main level is anchored by a spacious primary suite complete with a walk-in closet and private en-suite bath, along with two additional bedrooms and a well-appointed hall bath. The versatile lower level offers exceptional additional living space, featuring an oversized media/recreation room, gym area, guest bedroom, full bath, laundry room, and direct access to the attached two-car garage, ideal for extended living, entertaining, or working from home. Set on a beautifully level property, the expansive patio creates the perfect backdrop for outdoor gatherings, with ample room to add a pool and create your own private retreat. Residents of the exclusive Isle of Sans Souci community enjoy access to premier amenities, including a private beach, pool, tennis courts, and boating privileges, delivering a rare year-round vacation lifestyle just moments from everything. A truly exceptional offering in one of the area’s most sought-after communities.

101 Windsor Oval, New Rochelle

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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