Homes for Sale with a Pool in Briarcliff Manor, NY

Advanced Search Market Reports Home Value Connect

Welcome to your dedicated resource for homes for sale with a pool in Briarcliff Manor, 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 Briarcliff Manor, 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 with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

< Back to all Homes for Sale in Briarcliff Manor, NY

Search Briarcliff Manor, NY by Lifestyle

All Homes for Sale with a Pool in Briarcliff Manor, NY

$949,000

3 Beds ⋅ 3 Baths ⋅ 1038981 MLS

Bored with all the standard cookie cutter houses out there? If so, we excitedly invite you to come see this 1 owner uniquely built home. Bring your imagination and elbow grease to take advantage of this great opportunity to own a larger home, built in 1983, in southern Westchester at an accessible price point. Come see a home built for entertainment as it sits in a class of its own. Nestled at the end of a tree lined cul-de-sac. DON’T JUDGE THIS BOOK BY ITS COVER OR YOU WILL MISS AN AMAZING OPPORTUNITY. This 3 Bedroom 3 Bath home is the last house on a peaceful cul-de-sac with no through traffic. This home offers tremendous value and proximity to multiple highways. Sitting on .75 acres, featuring a patio (with shower) and inground pool, which can easily become your ultimate summer oasis. Bring your own style, color palette and finishes to transform this wonderful space into your dream home. High potential property with affordable Mt. Pleasant taxes and Briarcliff Manor Schools.

107 Stephenson Terrace, Briarcliff Manor

$899,000

4 Beds ⋅ 3 Baths ⋅ 1024630 MLS

A charming split-level home set on land that was once part of the historic Waldheim Estate of James and Ellin Speyer. Tucked into a peaceful setting just minutes from the heart of Briarcliff Manor, this inviting property reflects the area's rich history while offering the comfort of everyday living. Offering 4 bedrooms and 3 bathrooms, the home is filled with warmth, character, and a wonderful connection between indoor and outdoor living. From the moment you arrive, the tranquil surroundings make a lasting impression. Mature trees, established gardens, and natural landscaping provide exceptional privacy and create a beautiful backdrop that changes with the seasons—from colorful spring blooms to vibrant autumn foliage. Thoughtfully maintained over the years, the gardens offer a peaceful retreat that's as beautiful as it is easy to enjoy. Inside, soaring ceilings and abundant natural light enhance the home's welcoming atmosphere. The main living area is centered around a beautiful fireplace, creating a cozy gathering place, while large windows bring the beauty of the outdoors inside. The comfortable layout flows effortlessly to the outdoor living spaces, making everyday living and entertaining equally enjoyable. Step outside to the flagstone patio, where you can enjoy outdoor dining, entertain family and friends, or simply relax while taking in the peaceful surroundings. The in-ground cement pool complements the backyard, providing the perfect setting for warm summer days. Whether hosting gatherings or enjoying a quiet morning coffee surrounded by nature, the outdoor spaces offer endless opportunities to relax and unwind. Lovingly cared for over the years, the home presents an opportunity for its next owner to bring their own vision while enjoying its timeless charm, generous living space, and exceptional setting. Located just minutes from the many amenities of Briarcliff Manor, you'll enjoy access to Briarcliff Manor Recreation, nearby parks, scenic hiking trails, top-tier golf courses, charming shops, and local restaurants. The nearby Scarborough Train Station provides a convenient Hudson River commute to New York City, making this peaceful retreat as practical as it is picturesque. 54 Holbrook Road is more than a home—it's a place where nature, comfort, and community come together in one of Westchester's most desirable locations.

54 Holbrook Road, Briarcliff Manor

$1,100,000

3 Beds ⋅ 4 Baths ⋅ 1023729 MLS

Newly Refreshed and Improved - Now is your opportunity to get into a pretty home in Briarcliff School District! Located in desirable Briarcliff Manor in the heart of Westchester, this spacious home includes open and versatile spaces that are perfect for gathering with friends and relatives. Set back from a quiet sought-after street, this home sits pleasantly on a beautiful professionally landscaped acre of property that includes Pool, decking, open lawn and fabulous old rock walls. The interior has been Freshly Painted and Quality Hardwood Floors have been refinished to reveal the gorgeous wood grain. Built in 1957, the home's sprawling design uses minimal stairs. Featuring 3 Bedrooms (lives like a 4BR), 3 Full Bathrooms and one half bath, the bedroom level is just a few steps up from the sunny Main Level. You'll enjoy useful open spaces including: Large foyer, Eat-in-Kitchen, Dining Room, Office/Den, Living Room with Fireplace, open Great Room with high Cathedral Soaring Ceiling plus Sunroom/Greenhouse with sliders to outdoors - just steps to the private, tucked-away Pool area (refurbished in 2019). Down from the Main Level is a charming space with attached half bathroom, second fireplace and sunny window seat - ideal for a number of options: Guests, In-Law or Au Pair, Playroom/Gaming/Exercise/Office. And Still More Flex-Space! One more level features a large open room suitable for playroom/gaming/theater/exercise/office. Plus Sauna (like new, recently re-done), laundry, fantastic storage, shelving, closets and mechanicals. About 8 minutes to Scarborough Train Station for a 50 minute Scenic ride along the beautiful Hudson River to Grand Central Station. Close to the Village, Schools, Library, Village Pool, Camps, Tennis, Paddle, Pickleball and other Recreation; also close to the Hudson River, Rockefeller State Park, Championship Golf, shopping, music, film and more. Briarcliff Manor Schools & Recreation. Come see our changes before it's gone!

120 Cedar Drive E, Briarcliff Manor

$2,995,000

5 Beds ⋅ 7 Baths ⋅ 986239 MLS

There are homes… and then there are places that feel quietly set apart from the world around them. Tucked behind a gentle approach, on nearly four private acres in the heart of Briarcliff Manor, 36 Revolutionary Road reveals itself slowly, intentionally… like a secret meant only for those who understand what true luxury feels like. This is not just a home. This is a legacy estate. Set perfectly between the Hudson River and Sleepy Hollow Country Club, the location offers the rare balance today’s buyers search for privacy, proximity, and prestige. Minutes to Metro North, fine dining, boutique shopping, and everything that defines Westchester luxury living… yet once you arrive, the outside world seems to soften. There is a stillness here. You feel it walking the grounds, where mature trees frame rolling lawns and sunlight filters through in that unmistakable golden way. There is a rhythm to the property… the kind that invites long mornings on the porch, quiet afternoons by the pool, and evenings that stretch just a little longer than planned. And somewhere within it all… life quietly thrives. Bees drift from bloom to bloom, tending to the landscape in a way that feels both timeless and grounding… a subtle reminder that this estate is not just maintained, it is alive. Inside, the home unfolds with a level of craftsmanship and scale rarely seen today. Five ensuite bedrooms offer both privacy and comfort, anchored by a truly exceptional primary suite with its own fireplace, spa like bath, expansive dressing room, and a private sleeping porch… a nod to a more romantic era of living, where fresh air and slow mornings were part of everyday life. The kitchen is designed not just for cooking, but for gathering… a chef’s workspace complemented by a generous butler’s pantry, ideal for seamless entertaining. It flows effortlessly into a formal dining room that feels pulled from the pages of a design magazine, where hand printed Zuber wallpaper and a fireplace create a setting that is both refined and deeply inviting. Every room tells a story. A wood paneled office with its own fireplace opens to the front porch, offering a work from home experience that feels anything but ordinary. The living room, wrapped in double walls of French doors, blurs the line between indoors and out, filling the space with natural light throughout the day. Nearby, the sunroom becomes its own retreat… a place to pause, unwind, and simply take in the beauty of the property. Step outside, and the estate continues to reveal itself. A gunite pool set within manicured grounds. Multiple porches designed for every mood and moment. A historic Lord and Burnham greenhouse… a rare and remarkable feature that speaks to the property’s heritage. And a four plus car garage with a private apartment above, offering flexibility for guests, extended stays, or staff. This is Westchester luxury real estate at its finest, where historic architecture meets modern lifestyle, where privacy meets convenience, and where every detail has been thoughtfully considered. Because the truth is… You can always renovate a home. But you cannot recreate land like this. You cannot replicate this setting. And you cannot manufacture the feeling this property gives you the moment you arrive. 36 Revolutionary Road is not just being listed. It is being offered.

36 Revolutionary Road, Briarcliff Manor

Start Your Search

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.