Westchester County NY Houses for Sale with Private Pool

/39
$1,650,000
- 4 Beds
- 5 Baths
- 4,794 Sq Ft
152 Tower Hill Rd, Briarcliff Manor, NY 10510

Rare opportunity on coveted secluded road on the grounds of Sleepy Hollow Country Club, one of only a handful of homes. Move right in to this bright Contemporary home with wooded and river views, including an open floor plan and high ceilings. Large living room and family room, each with distinctive fireplaces. Recently redone first floor primary suite with many built ins including a lift for TV

Andrea Martone Houlihan Lawrence Inc.

152 Tower Hill Rd, Briarcliff Manor, NY 10510
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/48
$599,000
- 4 Beds
- 2 Baths
- 1,800 Sq Ft
398 E Main St, Jefferson Valley, NY 10535

Welcome to 398 E Main St, Jefferson Valley, NY 10535 — a spacious and versatile single-family residence offering endless possibilities. This maintained tri-level home features 4 comfortable bedrooms and 2 full bathrooms, providing ample space for families of all sizes.The home’s unique three-level layout offers a functional and flexible living arrangement, ideal for both everyday living

Denerys Goenaga J A K Realty Inc

398 E Main St, Jefferson Valley, NY 10535
/4
$1,099,000
- 5 Beds
- 4.5 Baths
- 4,380 Sq Ft
6 Van Rensselaer Rd, Katonah, NY 10536

Bring your imagination and your contractor. Spacious 5 bed, 4 bath colonial in need of updating, love, and TLC is a blank slate for you to make your own. 7+ Acre property also features in ground pool. Great location for commuters, 10 minutes to I-684, Saw Mill Pkwy, and Katonah Metro North. Schedule a showing TODAY!

George Campolo RE/MAX Classic Realty

6 Van Rensselaer Rd, Katonah, NY 10536
/34
$1,379,000
- 4 Beds
- 1.5 Baths
- 1,930 Sq Ft
21 Danner Ave, Harrison, NY 10528

Charming Dutch Colonial nestled on a tree-lined street in the desirable Station Park neighborhood. A welcoming front porch sets the tone for this character-filled home featuring a gracious entry foyer, front-to-back living room with stone fireplace and French doors to patio. The formal dining room offers a second fireplace, while the kitchen includes a separate breakfast room with direct patio

John Pellegrino William Raveis-New York LLC

21 Danner Ave, Harrison, NY 10528
/33
$1,125,000
- 4 Beds
- 3 Baths
- 3,114 Sq Ft
138 Whittier Dr, Thornwood, NY 10594

Welcome to 138 Whittier Drive. This Colonial home offers the perfect blend of classic charm and modern amenities. The main level offers a sought-after primary bedroom, perfect for convenient one-floor living, while the second floor hosts three additional bedrooms and two full bathrooms—ideal for family or guests. Inside the two-story foyer you will be greeted by an open floor plan filled with

Rita Longo Howard Hanna Rand Realty

138 Whittier Dr, Thornwood, NY 10594
/36
$725,000
- 3 Beds
- 1.5 Baths
- 1,689 Sq Ft
4 Redway Rd, Ossining, NY 10562

A lovely Raised Ranch sitting on a quiet cul-de-sac, 4 Redway is a welcoming home on a level lot with an open floor plan. This charming 3 bedroom Raised Ranch with one full bath on the main level and a powder room on the lower level is perfect flow for entertaining. The roomy lower level features a wood burning fireplace, laundry room, powder room and easy access to the 2 car garage. The

Maureen Verre Houlihan Lawrence Inc.

4 Redway Rd, Ossining, NY 10562
/35
$589,000
- 3 Beds
- 1.5 Baths
- 1,940 Sq Ft
843 Lyle Ct, Peekskill, NY 10566

Welcome to 843 Lyle Court! This stylishly updated home is tucked away on a quiet cul-de-sac with the added benefit of being in the Hendrick Hudson School District. The main level welcomes you with a bright, open feel, featuring a spacious living room, sun-filled dining area, and a modern kitchen designed for both everyday living and easy entertaining. Three comfortable bedrooms and a

James Schunk Schunk Realty Group

843 Lyle Ct, Peekskill, NY 10566
/32
$1,150,000
- 4 Beds
- 3 Baths
- 2,705 Sq Ft
193 Mount Airy Rd W, Croton On Hudson, NY 10520

Spacious. Private. Minutes to Croton-Harmon Metro-North. Tucked away on a serene, shy 2 acres in Croton-on-Hudson, this 4-bed, 3-bath contemporary raised ranch blends comfort, privacy, and convenience. The main level offers a sunlit living room with a fireplace, an open dining area, and a beautiful eat-in kitchen with island—both with access to the deck. Ideal for entertaining or everyday

Charles Wilson BHHS River Towns Real Estate

193 Mount Airy Rd W, Croton On Hudson, NY 10520
/50
$1,829,500
- 4 Beds
- 3.5 Baths
- 4,400 Sq Ft
27 West Ln, Pound Ridge, NY 10576

Beyond the stonewalls lies a magical property at 27 West Lane. On almost 4 acres of exquisitely landscaped property with sweeping lawns and luscious flowering bushes, fruit bearing trees, bees and hummingbirds, where nature abounds in all its glory & just 3 minutes to amazing Scott’s Corner and wonderful shopping. This lovingly expanded Cape with over 3900 sq. ft, four bedrooms, 3 1/2 bath with

Paula Waldman Berkshire Hathaway HS NE Prop.

27 West Ln, Pound Ridge, NY 10576
/27
$899,000
- 4 Beds
- 2.5 Baths
- 2,410 Sq Ft
13 Robin Hood Rd, Bedford Hills, NY 10507

Bedford Hills: This beautifully maintained home offers the perfect blend of comfort, space and functionality, situated on a cul-de-sac with great curb appeal. As you enter through the double entry door it is apparent the condition is move in ready. Features include a bright and open living area with large windows that flood the space with natural light and a fireplace. A well appointed kitchen

Rita Carrozza

13 Robin Hood Rd, Bedford Hills, NY 10507
/37
$725,000
- 4 Beds
- 4 Baths
- 2,800 Sq Ft
5 Red Mill Rd, Cortlandt Manor, NY 10567

Welcome to this beautifully renovated 4-bedroom home, where modern meets comfort.Every inch of this spacious property has been thoughtfully updated from top to bottom. Boasting 4 full baths and a fully renovated kitchen, this home features hardwood floors and crown molding throughout. With two Master Suites, each featuring its own private bath, this home provides the perfect

Yumairy Beltre Keller Williams Realty Partner

5 Red Mill Rd, Cortlandt Manor, NY 10567
/39
$4,900,000
- 5 Beds
- 5.5 Baths
- 7,735 Sq Ft
839 Mount Kisco Rd, Armonk, NY 10504

Nestled behind a gated entry on nearly three private acres in Armonk, this stately brick colonial offers a world of refined luxury and total seclusion. The property blends timeless architecture with modern sophistication—and delivers resort-caliber living at every turn.Outdoors, the amenities rival any private club: a regulation tennis court with pickleball lines, sparkling in-ground

Xanthi DeMasi William Raveis Real Estate

839 Mount Kisco Rd, Armonk, NY 10504
/50
$1,450,000
- 3 Beds
- 4 Baths
- 2,596 Sq Ft
10 Wood Dale Ave, Croton On Hudson, NY 10520

The only thing that stayed the same in this totally renovated Croton-on-Hudson home is the address. Tucked away on a private road and surrounded by the natural beauty of the Hudson Valley, this 3 bedroom, 4 bathroom home has been totally reimagined with impeccable taste and offers the ultimate blend of serenity and convenience. Bathed in natural light and redesigned with comfort and

ANNA BUCKLEY NexLvl Real Estate Inc.

10 Wood Dale Ave, Croton On Hudson, NY 10520
/50
$4,995,000
- 5 Beds
- 6.5 Baths
- 7,900 Sq Ft
16 Col Sheldon Ln, Pound Ridge, NY 10576

Welcome to 16 Col Sheldon, a newly completed and designer finished modern masterpiece set on four private acres in the heart of Pound Ridge. This stunning 5-bedroom, 6.5-bath home combines cutting-edge design with luxurious comfort, offering the ultimate in indoor-outdoor living.Step inside to soaring 23-foot ceilings and a light-filled open-concept layout, perfect for both everyday

Chelsea Hammerschmidt Julia B Fee Sothebys Int. Rlty

16 Col Sheldon Ln, Pound Ridge, NY 10576
/38
$1,849,000
- 4 Beds
- 3.5 Baths
- 3,800 Sq Ft
9 Flanders Ln, Cortlandt Manor, NY 10567

Spectacular Custom-Built Home in an Established Cul-De-SacThis exceptional four-bedroom residence, meticulously crafted by a renowned local builder, offers the perfect blend of luxurious comfort, thoughtful design, and serene outdoor living. The private primary suite boasts dual walk-in closets and a spa-inspired bathroom with a soaking tub. One additional bedroom features its own en-suite

Nancy Kennedy

9 Flanders Ln, Cortlandt Manor, NY 10567
/48
$725,000
- 4 Beds
- 2.5 Baths
- 2,731 Sq Ft
531 Manchester Rd, Yorktown Heights, NY 10598

There’s room for everyone — and then some — in this versatile Yorktown Heights home. Set on a picturesque street with a newly installed driveway out front and a tiered, fenced-in backyard with pool and patio out back, this place has the bones and the square footage to become something special. Inside, you’ll find multiple living/family rooms, generously sized bedrooms, and a layout that just

Michael Kahns Compass Greater NY, LLC

531 Manchester Rd, Yorktown Heights, NY 10598
/42
$3,690,000 Open Sat 10AM - 12PM
- 6 Beds
- 6.5 Baths
- 7,141 Sq Ft
37 Sarles St, Armonk, NY 10504

Welcome to 37 Sarles Street, Armonk — A Private Sanctuary of Sophistication and StyleNestled in one of Armonk’s most coveted locations, 37 Sarles Street offers a rare opportunity to own a truly exclusive 2.98 acre estate. This property provides unmatched privacy and a serene natural backdrop that will remain untouched for generations to come.From the moment you arrive, the home’s

Christian Perry Sotheby's International Realty

37 Sarles St, Armonk, NY 10504
/32
$809,000
- 3 Beds
- 2 Baths
- 1,305 Sq Ft
103 Woodhollow Ln, New Rochelle, NY 10804

Discover the perfect blend of comfort, community, and convenience in Bayberry, New Rochelle's most sought-after neighborhood. This ranch style home nestled on a private .26-acre lot adjacent to Leatherstocking Trail. Step inside the bright open floor plan featuring a living and dining room boasting cathedral wood beamed ceilings, brick fireplace and hardwood floors. The dine-in kitchen features

Glorianne Mattesi Douglas Elliman Real Estate

103 Woodhollow Ln, New Rochelle, NY 10804
/49
$9,850,000
- 7 Beds
- 9 Baths
- 8,619 Sq Ft
42 Mamaroneck Rd, Scarsdale, NY 10583

Welcome to 42 Mamaroneck Road, a magnificent iconic estate ideally located in the heart of Scarsdale’s prestigious Murray Hill neighborhood. This impressive property is accessed by a long and supremely private circular driveway enhanced with mature and pristine specimen trees delivering a dramatic sense of arrival. Nestled on 1.5 acres of lush, level, and perfect property, this magical residence

Angela Retelny Compass Greater NY, LLC

42 Mamaroneck Rd, Scarsdale, NY 10583
/34
$2,295,000
- 4 Beds
- 3.5 Baths
- 5,037 Sq Ft
6 Shard Ct, Katonah, NY 10536

Refined & Elegant! A masterfully crafted Colonial home that exudes timeless elegance. Built for the current owner, every detail has been meticulously considered, from the newly-designed kitchen to the luxurious primary bath. The well-designed floor plan offers spacious rooms, high ceilings, and extensive millwork throughout. Such an easy home for entertaining in the chef's kitchen with custom

Cheryl Neuburger Ginnel Real Estate

6 Shard Ct, Katonah, NY 10536
/48
$5,750,000
- 5 Beds
- 4.5 Baths
- 6,230 Sq Ft
328 Mclain St, Bedford Hills, NY 10507

Designed and built between 1906 and 1907 by renowned architects Delano and Aldrich as the country house of Judge Learned Hand, this gracious Colonial has been wonderfully preserved and maintained for more than a century. Set behind a gated, tree-lined gravel driveway, this exceptional example of early 20th-century Georgian architecture offers a comforting sense of privacy and

Christine Foster Corcoran Legends Realty

328 Mclain St, Bedford Hills, NY 10507
/50
$1,495,000
- 4 Beds
- 3.5 Baths
- 5,122 Sq Ft
44 Watergate Dr, Amawalk, NY 10501

Step into a world of refined living at this unforgettable estate, tucked within Somers’ prestigious Cale Farms neighborhood. More than just a home, this is a destination—your private sanctuary and a luxurious lifestyle upgrade just in time for the summer heatwave.When temperatures soar, retreat to your personal backyard oasis: a heated, resort-style free-form pool with a cascading

Anthony DeBellis Douglas Elliman Real Estate

44 Watergate Dr, Amawalk, NY 10501
/37
$6,950,000
- 6 Beds
- 9 Baths
- 11,615 Sq Ft
21 Sterling Rd S, Armonk, NY 10504

Where design meets purpose—this award-winning home brings together architectural innovation and serene luxury. Created by Carol Kurth Architecture and built by Legacy Construction NE, exceptional craftsmanship is seen throughout the home, showcased by a mix of natural materials and bold structural details. A cantilevered fireplace, floating staircases and cathedral ceilings are some of the

Brian Milton Compass Greater NY, LLC

21 Sterling Rd S, Armonk, NY 10504
/38
$669,900
- 4 Beds
- 1.5 Baths
- 2,128 Sq Ft
11 Beverly Ln, Peekskill, NY 10566

Welcome to Your Private Retreat--tucked away in a serene and intimate setting, this warm and inviting 4-bedroom, 1.5-bath home offers the perfect blend of comfort and privacy. Situated on a private drive, surrounded by lush greenery and mature trees, the property feels like a peaceful escape while still being conveniently located near local amenities. Inside, numerous updates enhance the

Deborah Glatz Coldwell Banker Realty

11 Beverly Ln, Peekskill, NY 10566
/31
$1,300,000
- 3 Beds
- 2.5 Baths
- 2,912 Sq Ft
140 Old Farm Rd S, Pleasantville, NY 10570

Enjoy vacation like living everyday in this spacious home located on 1 acre of parklike property. This home features a no-step ranch with open floorplan and a beautiful primary suite on the main level. Doors out to a spacious deck overlooking private pool complete with outside kitchen/barbecue area make for a vacation at home. The lower level consists of family room with door out to

Sharon Foley ERA Insite Realty Services

140 Old Farm Rd S, Pleasantville, NY 10570
/49
$4,895,000
- 7 Beds
- 10 Baths
- 13,923 Sq Ft
7 Rockledge Rd, Rye, NY 10580

Unrivaled grandeur with an idyllic Tuscan-countryside vibe! Introducing one of Westchester County’s most magnificent Estates, beautifully situated high on an exquisite tree-lined rise just minutes from Rye. This private sanctuary is nestled on 5.2 acres of manicured grounds with distant water views of Long Island Sound. There’s nothing quite like it: an infinity pool, pool house, guest house,

Wendy Alper Julia B Fee Sothebys Int. Rlty

7 Rockledge Rd, Rye, NY 10580
/50
$1,799,900
- 10 Beds
- 7 Baths
- 6,242 Sq Ft
23 Gracemere, Tarrytown, NY 10591

Don't Miss This Opportunity Of A Lifetime To Acquire And Restore This Magnificent,Captivating 1920 Stone Estate In The Highly Sought After Gracemere Lake Section Of Tarrytown With Irvington Schools! Privately Situated On Over 3 Breathtaking Acres Of Property,Nestled At The End Of The Street. There Is A private Separate cottage On The Grounds With A 3 -Car Garage,Barn And Parking For Over 50 Cars.

Dawn Roman Coldwell Banker Realty

23 Gracemere, Tarrytown, NY 10591
/39
$5,595,000
- 8 Beds
- 11 Baths
- 12,095 Sq Ft
21 Dorann Rd, Purchase, NY 10577

Privately nestled behind gates on 2.89 lush acres, this classically updated 8-bedroom, 9.2-bath New England Colonial offers unmatched elegance, space, and serenity. With a picturesque natural pond in front and sweeping golf course views in back, this estate is a rare and refined offering. From the moment you arrive, the charm is undeniable — from the stately approach to the beautifully maintained

Christine Hazelton Houlihan Lawrence Inc.

21 Dorann Rd, Purchase, NY 10577
/29
$690,000
- 3 Beds
- 2 Baths
- 1,812 Sq Ft
3841 Indian Hill Rd, Shrub Oak, NY 10588

Welcome to this charming expanded Cape Cod-style home, located in the serene Shrub Oak hamlet. This delightful property features 3 bedrooms, 2 full bathrooms, and a spacious living area of 1,812 sq ft, all situated on a generous 0.90-acre. The home boasts a two-story layout with modern updates that blend seamlessly with its classic architecture. The kitchen is equipped with quartz countertops and

Dalia Valdes Julia B Fee Sothebys Int. Rlty

3841 Indian Hill Rd, Shrub Oak, NY 10588
/37
$4,250,000
- 4 Beds
- 6 Baths
- 4,964 Sq Ft
54 Old Stone Hill Rd, Pound Ridge, NY 10576

Two Ponds. Long, gated drive to perfect privacy. Spectacular Arts & Crafts Style Estate. Handsome Stone and Shingle facade with peaked roof and massive pillars. Designed by local architect Ralph Mackin and built by Danny Devito in 2002. Approximately 5000 square feet of living space. Stunning interior spaces with fabulous detailing, floor-to-ceiling stone fireplaces, raised paneling and

Mary Dowdle Ginnel Real Estate

54 Old Stone Hill Rd, Pound Ridge, NY 10576
/50
$5,500,000
- 6 Beds
- 5.5 Baths
- 6,000 Sq Ft
161 Buxton Rd, Bedford Hills, NY 10507

Offered for the first time in 35 years, Buxton Pond Farm is a rare and distinguished offering in the heart of Bedford Hills. Spanning 11 acres of rolling meadows, specimen gardens, and spring-fed waters, this historic gentleman’s farm reflects a blend of timeless elegance and meaningful provenance, set just minutes from the train station , local shops, schools and only 40 miles from Manhattan.

Kristine Blake Sotheby's International Realty

161 Buxton Rd, Bedford Hills, NY 10507
/42
$6,500,000
- 7 Beds
- 10 Baths
- 8,247 Sq Ft
17 Cooper Rd, Scarsdale, NY 10583

One of the crown jewels of Scarsdale’s exclusive Murray Hill Estate. Nestled privately on coveted Cooper Road, this spectacular 1.5-acre retreat is laidback luxury straight out of the Hollywood Hills. A stunning salt-water pool with waterfall and patio, outdoor kitchen and fireplace, built-in stone dining table, tiered lush green lawns and a glorious canopy of magnificent trees. This backyard is

Wendy Alper Julia B Fee Sothebys Int. Rlty

17 Cooper Rd, Scarsdale, NY 10583
/50
$3,750,000
- 5 Beds
- 5.5 Baths
- 5,665 Sq Ft
3747 Purchase St, Purchase, NY 10577

Best opportunity in a long time for the lucky Buyer to purchase not only a mansion, but one with the lowest property taxes in posh and exclusive estates in Lower Westchester. Purchase is located just North of Harrison and enjoys the very good school district of Harrison. This modern and fully updated mansion is less than twenty years old. The almost new swimming pool is only a few years old. This

Comfort Usukumah Comfort Homes & Prop. Mgmt LLC

3747 Purchase St, Purchase, NY 10577
/33
$1,725,000
- 3 Beds
- 3.5 Baths
- 3,648 Sq Ft
27 Lavender Ln, Rye Brook, NY 10573

Discover the charm of 27 Lavender Lane in the sought after KINGFIELD community—a welcoming 3-bedroom, 3.5-bathroom home offering 3,648 square feet of living space. Enter through a friendly foyer into a bright livig area enhanced by a fireplace and elegant hardwood floors. The front living room is bathed in natural light creating a perfect environment for relaxation or work. The chef's kitchen

May Burke Compass Greater NY, LLC

27 Lavender Ln, Rye Brook, NY 10573
/47
$4,200,000
- 6 Beds
- 9 Baths
- 6,873 Sq Ft
17 Great Hill Farms Rd, Bedford, NY 10506

The pinnacle of Modern Colonial elegance in Pound Ridge: timelessclassicism elevated to a grand scale, featuring spacious rooms, prestigeamenities and luxury finishes crafted for contemporary comfort. Set on 3.7acres on exclusive Great Hill Farms Road, it’s minutes from both BedfordVillage and Stamford and an hour to Manhattan. Sunlight streams through the double-height entry,

Katherine Biddle Houlihan Lawrence Inc.

17 Great Hill Farms Rd, Bedford, NY 10506
/46
$1,550,000
- 4 Beds
- 4.5 Baths
- 4,800 Sq Ft
12 Woodland Ct S, Bedford, NY 10506

Sprawling colonial where tranquility meets sophistication. Imagine spending the summer relaxing or entertaining poolside on this stone patio, set on over 2 acres of rolling landscape with mature gardens, all surrounded by protected land. The interior opens to a generous foyer, a formal living room w/fireplace, formal dining room and large sunken family room with custom woodworking, a fireplace

Sarah Ryan William Raveis-New York LLC

12 Woodland Ct S, Bedford, NY 10506
/35
$15,000,000
- 7 Beds
- 10 Baths
- 12,542 Sq Ft
842 Sleepy Hollow Rd, Briarcliff Manor, NY 10510

Steeped in provenance, Rabbit Hill is the quintessential Hudson Valley estate. Set atop 22 acres with a spectacular view of the river, the house was designed by prominent architect Mott B. Schmidt for banker Willian S. Lambie. Completed in 1929 and meticulously restored in 2016, the house has a rich history and most recently served as a principal location for the Robert Deniro/Netfilx series

David Turner Compass Greater NY, LLC

842 Sleepy Hollow Rd, Briarcliff Manor, NY 10510
/39
$1,399,000
- 4 Beds
- 2.5 Baths
- 2,756 Sq Ft
2 Dorchester Dr, Yonkers, NY 10710

Welcome home to your oasis. This majestic home situated on a picturesque and private property. This home features include a pool with a private deck, a private paradise. The entry foyer with a sweeping staircase, stunning rooms with beautiful millwork, open floor plan, high ceilings. The chefs kitchen with a center island for todays modern home, high end finishes, equipped with stainless

Carla DaCosta Romano DaCosta Real Estate LLC

2 Dorchester Dr, Yonkers, NY 10710
/24
$1,400,000
- 3 Beds
- 4 Baths
- 2,631 Sq Ft
2595 Dunning Dr, Yorktown Heights, NY 10598

GLEAMING WITH PRIDE! Naturally light-filled Yorktown home with a range of custom, high quality updates by current owner. Your move into this gem comes with peace-of-mind and nothing to do! Newness surrounds this expansive 3 bedroom Contemporary (that lives like a 4). Bursting with charm and slick custom upgrades like TWO beautiful fireplaces, a huge eat-in-kitchen accented by stunning white

Steve Frattarola Houlihan Lawrence Inc.

2595 Dunning Dr, Yorktown Heights, NY 10598
/33
$4,250,000
- 5 Beds
- 7 Baths
- 7,388 Sq Ft
792-820 Old Post Rd, Bedford, NY 10506

Prime Bedford gated estate on over 15 glorious acres of open, level land with spectacular age old specimen trees. This property is totally private, quiet and is less than 3 minutes to town. It was renovated from top to bottom in 2022 with everything new including kitchen and all baths. The house has a perfect floor plan with gracious formal and family spaces for entertaining inside and out. It

Angela Kessel Houlihan Lawrence Inc.

792-820 Old Post Rd, Bedford, NY 10506

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