Homes for Sale in Westchester, NY Between $950,000 to $1,000,000

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Welcome to your dedicated resource for Homes for Sale Between $950,000 to $1,000,000 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 $950,000 to $1,000,000 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 $950,000 to $1,000,000

$950,000

3 Beds ⋅ 2 Baths ⋅ 1035131 MLS

Welcome to 42 Hollow Oak Road, a captivating 3-bedroom, 2-bathroom sanctuary nestled in the heart of Chappaqua. Spanning 2,380 square feet, this home perfectly balances suburban tranquility with modern convenience. Step inside to discover a bright, airy layout flooded with natural light. The spacious living areas feature warm hardwood floors, fireplace and a seamless flow, ideal for daily living and entertaining. The heart of the home is a well-appointed kitchen with granite counters. Retreat to the comfortable primary suite, while two additional bedrooms and a hall bath offer versatility for everyone. Lower-level family room, laundry and a home office compliment the flexibility of this home. Outside, the property boasts a serene, wooded backdrop, offering a private oasis for outdoor dining and relaxation on the deck. Well maintained with newer windows, baths, HVAC systems, walkways, lower-level flooring, improved attic insulation and many more updates. Located in the highly acclaimed Chappaqua School District, this home is just minutes from the charming town center, local dining, and the Metro-North station for an easy NYC commute. Your dream home awaits!

42 Hollow Oak Road, Chappaqua

$989,900

3 Beds ⋅ 3 Baths ⋅ 1035805 MLS

Rare opportunity in West Harrison. This spacious four level split sits on a full acre and is ready for a thoughtful remodel. The main level offers a living room with brick fireplace and a convenient half bath. The second level features an expansive open layout with a custom kitchen—complete with Sub Zero and Viking appliances—flowing seamlessly into dining and family room spaces. Upstairs are three bedrooms and two baths, including a primary suite with walk in closet and full bath. A finished walk out lower level adds flexible space for work or recreation. The large three season enclosed porch with woodstove overlooks a wooded backdrop with seasonal stream, creating a private, natural setting. Located in the award winning Harrison School District (featuring an International Baccalaureate (IB) Program) and close to everything, this property is ideal for investors or buyers looking to bring this solid home back to life. This property has been placed in an upcoming event. Response within 3 business days. All properties are subject to a 5% buyer s premium pursuant to the Auction Participation Agreement and Terms & Conditions minimums will apply. Note that auction is currently scheduled from 8/8 - 8/11.

115 Park Lane, West Harrison

$999,000

6 Beds ⋅ 6 Baths ⋅ 1035819 MLS

Bring your vision to this character-filled home at 149 Esplanade, Mount Vernon, NY. Rich with original charm and timeless architectural details, this property offers a rare opportunity to restore and reimagine a classic residence to its full potential. Whether you're an investor, contractor, or buyer looking to create your dream home, this renovation special provides the perfect canvas. Original features offer a glimpse of the home's historic appeal, while the spacious layout presents endless possibilities for customization and modern updates. Conveniently located near shopping, dining, parks, schools, and major transportation, this home combines classic character with an ideal location. With the right vision and craftsmanship, 149 Esplanade can become something truly special. Don't miss this opportunity to breathe new life into a home with enduring charm and unlimited potential.

149 Esplanade, Mount Vernon

$995,000

6 Beds ⋅ 3 Baths ⋅ 1034361 MLS

This fully accessible 3 family property presents a unique opportunity. Each unit features two bedrooms, one full bath, spacious living and dining areas, a well appointed kitchen, original hardwood flooring, and private rear balconies. The first and second floors each include a bonus room, providing additional flexible space. A full unfinished basement offers additional space and future use potential. The property allows purchasers immediate control over occupancy and rental planning. Conveniently located near transportation, shopping, dining, and everyday amenities, this multifamily residence offers strong long term value in a commuter accessible location. An excellent opportunity for buyers seeking versatility, space, and income potential.

425 S Columbus Avenue, Mount Vernon

$975,000

4 Beds ⋅ 3 Baths ⋅ 1033661 MLS

Welcome to 39 Park Drive, a beautifully updated Colonial nestled on a quiet cul-de-sac. Set on .74 private acres, this move-in ready 4-bedroom, 2.5-bath home offers 2,363 square feet of thoughtfully designed living space, including a main-level office that can easily serve as a fifth bedroom, convenient main-floor laundry, a finished lower-level ideal for recreation, a home office, or additional living space, and abundant storage throughout. The renovated 2022 kitchen features an electric double oven, pot filler, recessed lighting, and opens to inviting living areas highlighted by both a wood-burning fireplace and gas stove. The spacious primary suite includes a his-and-her walk-in closet with a custom Closets by Design system, a dedicated vanity area, and an updated bath with a new sink and vanity (2022). Recent improvements include a new roof (2025), wood siding re-stained (2025), front and rear walkways and steps (2026), new three-zone boiler (2021), central air conditioning (2016), EV charger (2023), hot tub (2024), custom blackout blinds throughout the entire home (2025), and a newer dishwasher (2025). Additional highlights include an attached two-car garage, level & private backyard, fully insulated attic, kitchen, and garage, plus plywood attic flooring for additional dry storage, a SimpliSafe security system with transferable service, and a proactive Terminix contract. Conveniently located near parks, shopping, dining, schools, and major commuter routes, this meticulously maintained home offers the perfect blend of comfort, flexibility, modern updates, and peaceful suburban living.

39 Park Drive, Ossining

$970,000

7 Beds ⋅ 4 Baths ⋅ 1030605 MLS

Centrally located in the historic Village of Sleepy Hollow, just one block from vibrant Beekman Avenue, this turnkey Two-Family home with numerous improvements and updates in recent years, offers an exceptional opportunity for owner-occupants and investors alike. Both units are uniquely large duplexes - 1,745 SF (4 bed, 2 full baths) and 1,650 SF (3 bed, 2 full baths) - each featuring a private deck, an eat-in kitchen, in-unit laundry, high ceilings, tall windows, and on-site parking. This property is ideally suited for those looking to live in one unit while offsetting their mortgage and property taxes with rental income, or investors looking to add to their rental portfolio. Within one mile you’ll find the Metro-North Tarrytown Station (36 minutes from NYC), the scenic Hudson River waterfront, marinas, restaurants, and the transformative Edge-on-Hudson development, DeCicco & Sons gourmet supermarket, and more. If you enjoy street fairs, cultural festivals, live jazz, rich history, local legends, and one of the country’s most celebrated Halloween destinations, you will love calling Sleepy Hollow home this Fall. Stated taxes are before the STAR savings of $1,591 for those who owner-occupy.

9 Irving Place, Sleepy Hollow

$970,000

3 Beds ⋅ 3 Baths ⋅ 1031215 MLS

Winding Ridge is a hidden gem in the heart of Westchester County, offering the perfect blend of comfort, convenience, and low-maintenance living. Developed by award-winning builder Martin Ginsburg, this sought-after community is renowned for its thoughtfully designed homes, well-proportioned living spaces, and careful integration with the natural landscape, creating an exceptionally attractive setting. This beautifully maintained three-bedroom townhome features a versatile sky loft and a fully finished walk-out basement, providing generous living space for today's lifestyle. Architectural highlights include vaulted ceilings, skylights, a private deck, and tasteful decorative details throughout. Residents enjoy an exceptional array of amenities, all included in the common charges, including a swimming pool, fitness center, children's playground, tennis courts, and pickleball courts, all conveniently located within the community. Lawn maintenance and snow removal are also included, allowing for truly carefree living. Experience the ease of maintenance-free living in one of Westchester County's most desirable communities. Welcome home!

15 Winding Ridge Road, White Plains

$995,000

4 Beds ⋅ 3 Baths ⋅ 1023733 MLS

Set on a peaceful country road in bucolic Pound Ridge, this move in ready 4 bedroom Colonial is impeccable and filled with natural light. The formal living room and dining room (with bay window) offer classic scale, while the updated kitchen features white cabinetry, quartz counters, and stainless steel appliances. The family room, anchored by a fireplace, opens through French doors to the rear deck — perfect for indoor-outdoor living. Lovely hardwood floors and fresh Farrow & Ball paint run throughout. Outside, nearly three bucolic acres unfold in level lawns, old stone walls, and wooded privacy. This home is just minutes to the New Canaan train station for direct service to NYC as well as to the charming towns of Scotts Corners and Bedford. Recent updates include a brand new Bosch 2 zone heat pump, a new mini-split heat pump in the basement, a new hot water heater, and attic insulation. New roof and well pump 10/23. A charming, fully updated home offering the best of country living!

78 Hack Green Road, Pound Ridge

$999,000

6 Beds ⋅ 3 Baths ⋅ 1029564 MLS

Welcome to this wonderful Legal 3-Family Home nestled in the heart of desirable East Yonkers, set on an expansive double lot (75 x 100) just 25 minutes north of Manhattan. Brimming with old-world charm and timeless character, this sun-drenched residence showcases beautiful rustic details throughout while offering an exceptional opportunity for both homeowners and savvy investors alike. The first-floor residence features a 3-bedroom layout with a spacious Living room, Formal Dining room and a great Kitchen with updated appliances that has direct access to the finished lower level, creating the perfect opportunity for a duplex-style living space. The second floor offers a bright and functional 2-bedroom apartment, while the third floor features a charming and cozy 1-bedroom apartment filled with wonderful natural sunlight. The finished lower level provides endless possibilities, complete with a recreation room, home office, abundant storage, laundry area, and utility room. Situated on a sprawling property consisting of two separate lots, the outdoor space is truly exceptional. Enjoy a wonderful side yard ideal for entertaining family and friends, along with a massive backyard perfect for summer barbecues, gatherings, gardening, or simply relaxing outdoors. The oversized driveway easily accommodates up to six vehicles and is complemented by a detached two-car garage—an incredible convenience rarely found in multi-family homes. Whether you're looking for a terrific income-producing investment, an excellent addition to your real estate portfolio, or the perfect owner-occupied property where you can live comfortably while collecting rental income, this home offers unlimited potential. Conveniently located just minutes from Metro-North, Bee-Line buses, Cross County Shopping Center, major parkways, restaurants, and everyday conveniences, this is truly a commuter's dream with easy access to NYC. A rare opportunity to own a Legal 3-Family Home on an oversized double lot, offering the perfect blend of comfort, convenience and affordability!!!

19 Ridgewood Avenue, Yonkers

$950,000

4 Beds ⋅ 3 Baths ⋅ 1023457 MLS

Welcome to 61 Underhill! Expanded in approximately 2008, this spacious home offers far more space than first meets the eye. The substantial rear addition nearly doubled the size of the home, creating a layout that blends the character of the original residence with a newer, expansive living area featuring generous room sizes and an open feel. While the original portion of the home is ready for updating, the addition provides comfortable living today, offering buyers the opportunity to modernize over time while building equity. The thoughtfully designed layout creates two distinct living areas within the home, offering exceptional flexibility for extended family, long-term guests or those simply looking for additional space and privacy. The full unfinished basement offers excellent ceiling height and abundant square footage, presenting outstanding potential for future finished living space, recreation, storage or a workshop. Outside, the terraced backyard features multiple levels, a storage shed and a charming playhouse, offering plenty of outdoor space to restore and personalize. Conveniently located near shopping, restaurants, parks and major commuting routes, this is an excellent opportunity for buyers with vision to unlock the full potential of a home with exceptional space and versatility.

61 Underhill Road, Ossining

$999,999

4 Beds ⋅ 3 Baths ⋅ 1029976 MLS

Welcome to this charming tranditional 4-bedroom, 2.5-bath Colonial, ideally situated on a picturesque corner lot at the end of a quiet cul-de-sac in the heart of Port Chester. Surrounded by mature landscaping and a fenced in backyard, this move-in-ready home offers the perfect balance of comfort and convenience, just minutes from the Hutchinson River Parkway, I-95, shopping, restaurants, and everyday amenities. Inside, you'll find sun-filled living spaces flooded with natural light. The inviting living room features a charming, fully functional wood-burning fireplace, natural wood beam ceiling and french doors leading into the formal dining area creating the perfect gathering space year-round. The renovated kitchen is equipped with a center island, modern finishes, and a convenient touchless sensor faucet, seamlessly connecting to the dining area and spacious family room. Upstairs, find three bedrooms, a hall bathroom and a spacious primary suite offering a private en-suite bath and walk in closet, creating a peaceful retreat. Additional smart home features include motion-sensor devices in the dining room and unfinished basement providing added convenience and peace of mind. Recent upgrades include energy-efficient split A/C units for enhanced comfort, stylish updated lighting throughout the home, a new hot water heater, and an upgraded sprinkler system to keep the landscaping looking its best and some smart home technology updates to bring modern living to this 1930's gem. Step outside to enjoy the beautifully landscaped, fully fenced backyard, an ideal space for entertaining or creating your own garden oasis with custom raised beds. The level yard and patio provide plenty of room for outdoor dining, relaxation, and year-round enjoyment. Combining timeless charm with thoughtful modern updates, this exceptional home offers comfortable living in one of Port Chester's most desirable neighborhoods.

5 Quintard Drive, Port Chester

$975,000

4 Beds ⋅ 2 Baths ⋅ 1029164 MLS

A bright and well-maintained 4-bedroom single family house in the sought-after Eastchester School District — a rare 4-bedroom offering under $1M in the district. An easy walk (approx. 0.7 mile) to Crestwood Railroad station - the Metro-North Express train gets you to Grand Central Terminal in approximately 30 minutes. Steps from Eastchester Middle and High School and close to Anne Hutchinson Elementary School, shops and parks. The features include updated kitchen, central A/C, hardwood floors throughout, freshly painted interior, connected patio and more. Ready for moving in. Town's Lake Isle recreation facilities offer golf, tennis and swimming. You can view the property at: https://thousephotography.hd.pics/194-Lincoln-Pl/idx

194 Lincoln Place, Eastchester

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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.