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Single Family Homes for Sale in Westchester, NY

Welcome to your dedicated resource for single family homes for sale 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 single family properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Single Family Homes for Sale in Westchester, NY

$3,250,000
4 Beds 5 Baths 979591 MLS
The Cross Pond Residence, designed by acclaimed architect Frank Lupo, FAIA, is a rare architect-designed estate set on 3.48 private acres overlooking a large pond in Pound Ridge. Conceived as a series of interconnected structures thoughtfully positioned within the landscape, the property offers a level of design, craftsmanship, and flexibility seldom found in residential architecture. The main residence is organized around dramatic living spaces that embrace the surrounding landscape through expansive walls of glass, soaring ceilings, and carefully framed views of the water and grounds. The primary living area flows seamlessly to dining and kitchen spaces, creating an environment equally suited for everyday living and entertaining. The upper level serves as a private retreat with a spacious primary suite, while the lower level provides additional recreation and gathering space. Complementing the main residence is a fully self-contained secondary living quarters featuring its own living room, dining area, kitchen, bedroom, elevator, and private primary suite. Ideal for extended family, guests, live-in staff, or multigenerational living, it offers complete independence while remaining architecturally integrated with the overall composition. Additional structures include a substantial heated studio building with exceptional flexibility for creative work, hobbies, fitness, collector use, or additional vehicle storage, as well as a detached six-car garage with front and rear access, providing ample space for automobiles, equipment, and storage. Constructed with a level of detail and material quality rarely seen today, the residence incorporates steel framing, glulam beams, commercial-grade window systems, lead-coated copper roofing, standing-seam metal roofing, cedar siding, radiant heating, humidity control, and a hydraulic elevator. The result is a home designed not only for visual impact, but for longevity and performance. The grounds are equally compelling, with expansive lawns, mature trees, exposed rock outcroppings, gardens, and a large pond that serves as the focal point of the property. The landscape was conceived as an extension of the architecture, creating a seamless relationship between built form and nature. For buyers seeking additional outdoor amenities, the property offers attractive opportunities for a future pool installation. Conceptual plans have been prepared illustrating both a garage-side pool pavilion overlooking the pond and a more secluded pool retreat adjacent to the studio building, allowing future owners to tailor the outdoor experience to their lifestyle and entertaining preferences. Published in The New American House 2: Innovations in Residential Design and Construction, The Cross Pond Residence represents a rare opportunity to own an architecturally significant estate where design, landscape, and function exist in complete harmony.

54 Cross Pond Road, Pound Ridge

$2,599,000
5 Beds 7 Baths 976870 MLS
Step into a slice of Mediterranean paradise at 105 Cross Pond Road, where timeless elegance meets modern luxury. This breathtaking villa, inspired by classic European architecture, boasts over 6,000 square feet of refined living space on 5.+ meticulously landscaped acres. From the iconic red clay roof to the graceful stucco and stately arches, this property exudes sophistication at every turn. Key Features That Will Steal Your Heart: Mediterranean Charm: The distinctive architectural elements create an enchanting, old-world aesthetic. Expansive Interiors: Multiple fireplaces, private terraces, and oversized balconies invite seamless indoor-outdoor living. Private Waterfront Oasis: Your very own lagoon offers tranquil views, waterside relaxation, and kayaking adventures just steps away. Luxurious Finishes Throughout: Marble and natural stone details bring warmth and elegance to every room. Nature’s Playground: Over 5+ acres of pristine grounds, complete with a private island, provide endless opportunities for outdoor entertaining and peaceful solitude. Inside the Villa: From the moment you enter, the grand scale and thoughtful design captivate. Open-concept spaces flow effortlessly, perfect for everything from quiet evenings to hosting grand gatherings. Marble and stone finishes elevate the interiors, while fireplaces add cozy charm. Step outside onto expansive terraces and balconies to savor al fresco dining or watch the sunset over your serene property. The home also offers flexible spaces ideal for a chef’s kitchen, wine room, home gym, or a luxurious primary suite. Unbeatable Location for a Coveted Lifestyle: Nestled on prestigious Cross Pond Road in Pound Ridge, this estate combines privacy with accessibility. It’s part of the highly regarded Bedford Central School District and offers convenient access to I-684, Saw Mill Parkway, and Metro-North stations for an effortless commute to Manhattan. Nature lovers will adore the proximity to Ward Pound Ridge Reservation for hiking, camping, and fishing, while the charming nearby towns of Katonah, Bedford, and Stamford, CT, provide boutique shopping, fine dining, and cultural experiences. For wine enthusiasts, local vineyards and specialty shops await to help you curate the perfect collection. A Once-in-a-Lifetime Opportunity: 105 Cross Pond Road isn’t just a home—it’s an experience. Whether you’re savoring lakeside mornings, hosting elegant, or simply enjoying the serene beauty of your surroundings, this estate offers a lifestyle of unparalleled luxury and tranquility. Don’t miss your chance to make this extraordinary retreat your own.

105 Cross Pond Road, Pound Ridge

$929,000
6 Beds 4 Baths 979201 MLS
A beautiful, solid, Turn-of-the-Century home that combines old world charm with custom upgrades throughout. Nothing was spared to make this 6 bedroom, 3.5 bath house a home. As you go through the front door, you'll enter a grand foyer with an original and architecturally unique staircase to 2nd and 3rd floors. The living room is large and flows into the grand Formal Dining Room with fireplace. The Eat-in-Kitchen has custom Cherry Cabinets. It flows into a hallway that leads to pantry, full bathroom with walk-in shower and further down a door to backyard. The 2nd floor offers 4 bedrooms and full bath and the 3rd floor has the Primary Bedroom with a large, luxurious bathroom. The 6th bedroom is next to the Primary Bedroom and is currently used as an office. There's a large walk-in closet and good storage closet. Head down to the lowest level for a tiled family room, 1/2 bath, laundry and utility room. There's an entrance to the 1 car garage and 2 additional spaces in the driveway. There are hardwood floors and Central AC and terrific storage throughout. When entertaining, take your pick as you'll have a covered front porch that currently has a large grill and table that can sit 6-8. The backyard has two levels of patios, a wonderful garden, grapevines and a large shed. All this within 35 mins of NYC. 3 Metro North stations within 10 mins. Enjoy all that Yonkers has to offer at Untemeyer Gardens, The Boyce Thompson center, and downtown and waterfront restaurants and the Hudson River.

17 Lake Avenue, Yonkers

$499,999
3 Beds 1 Baths 978967 MLS
Welcome to this charming and well-loved three-bedroom home, ideally situated on a quiet street just moments from the vibrant north side of Peekskill’s downtown. Blending warmth, character, and practical living space, this home offers a wonderful opportunity for comfortable everyday living with room to make it your own. Step inside to find a spacious main level featuring a bright and inviting living room—perfect for relaxing or gathering with friends and family. The formal dining room provides a dedicated space for meals and entertaining, with easy access to the kitchen for convenience. The kitchen offers ample workspace and storage, with a functional layout that flows naturally into the rest of the home. One bedroom is conveniently located on the first floor, offering flexibility for guests, a home office, or single-level living. Upstairs, you’ll find two additional bedrooms with classic charm and cozy appeal. Throughout the home, you’ll notice abundant storage options, including a full basement and a walk-up attic—ideal for keeping seasonal items organized or exploring future expansion possibilities. Outside, enjoy a generous backyard with plenty of room for outdoor dining, gardening, play, or relaxation. A two-story shed offers additional storage space and presents exciting potential for conversion into a workshop, studio, or finished bonus area. The welcoming three-season front porch is the perfect spot to unwind with your morning coffee or enjoy a quiet evening. With its desirable location close to downtown Peekskill’s shops, restaurants, and amenities, combined with its comfortable layout and inviting character, this home is a fantastic opportunity to settle into a peaceful neighborhood while staying connected to everything the area has to offer.

540 N James Street, Peekskill

$1,395,000
4 Beds 3 Baths 968465 MLS
An exceptional opportunity to build a stunning new construction single-family residence with fully designed architectural plans already completed and approved. The proposed home offers approximately 2,289 square feet of thoughtfully designed living space across two levels, plus a full basement and integrated garage, providing both comfort and future expansion potential. The main level showcases soaring 9-foot ceilings and a modern open-concept layout designed for today’s lifestyle. A covered front porch welcomes you into a bright foyer with staircase access. The front of the home features a spacious living room flowing seamlessly into a formal dining area, creating the perfect setting for entertaining. Toward the rear of the home, the chef’s kitchen with a center island opens directly to a generous family room with fireplace, forming the heart of the home and an ideal space for gatherings and everyday living. The second level offers a luxurious primary suite with a private ensuite bathroom featuring double sinks, along with three additional well-proportioned bedrooms, providing ample space for guests, or a home office. With architectural plans already approved, this property presents a rare opportunity to bring your dream 4-bedroom, 2.5-bath home to life while saving valuable time in the design and permitting process. Ideally located within approximately half a mile of the nearby metro station, the home offers exceptional convenience for commuters and easy access to surrounding areas. This prime location supports a walkable, connected lifestyle while enhancing long-term value, making it an outstanding choice for both homeowners and investors alike.

47 Rockledge Avenue, White Plains

$1,095,000
5 Beds 3 Baths 977120 MLS
This distinctive Teatown compound made for gatherings and entertainment blends timeless craftsmanship with modern livability offering seclusion without sacrificing proximity to trains, parks, and major highways. Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning grounds showcase a harmonious mix of wooded areas, meandering walking trails, expansive lawns, curated gardens, and beautiful stonework, all connected by a thoughtful network of driveways, pathways, and steps. Multiple terraces, patios, and outdoor seating areas are perfectly positioned across the property to capture its remarkable natural surroundings. The thoughtfully designed Main house layout features an expansive family room with wood-burning fireplace perfect for everyday gathering, first-floor bedroom with a full en-suite bath, ideal for guests, along with a dedicated laundry room. The main floor features walls of windows showcasing the sylvan setting and a formal dining room that flows seamlessly into a spacious living room. The eat-in kitchen, complete with a charming breakfast nook, is easily accessible and well-suited for casual dining. This level also includes three additional bedrooms, including one with a private en-suite bath, two bedrooms share a well-appointed hall bath, and a laundry room. The Detached 3 car garage with guest quarters and guest patio with built-in wood grill and woodland views add to this retreat.

27 Allapartus Circle, Ossining

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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.