Portchester, NY Houses for Sale

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  $3,500,000

  • 5 Beds
  • 5.5 Baths
  • 6,932 Sq Ft

  20 Stonewall Cir, West Harrison, NY 10604

  Welcome to 20 Stonewall Circle, a stunning residence offering over luxury living in the heart of West Harrison. This home features elegant marble and wood floors, a state-of-the-art kitchen with stainless steel appliances and Sub-Zero refrigerator, and expansive living spaces designed for both comfort and entertaining. Enjoy a private home movie theater, fully equipped home gym, and a large

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (914) 635-4882

  20 Stonewall Cir, West Harrison, NY 10604
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  /27

  $6,250,000

  • 6 Beds
  • 8 Baths
  • 7,447 Sq Ft

  79 Richmond Hill Rd, Greenwich, CT 06831

  Completely renovated exquisitely designed Colonial-style home, nestled on 4 park-like acres. Custom millwork, built-ins, designer lighting, and European fixtures. Light-filled family dining area featuring a 20-foot curved sliding glass wall that opens to the patio and pool. The Primary Suite boasts private balcony, large dressing room, and luxurious bath complete with radiant heated floors,

  

  Kevin Stone

  Sotheby's International Realty

  (203) 601-7487

  79 Richmond Hill Rd, Greenwich, CT 06831
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  /34

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,667 Sq Ft

  4 Charles St, Valhalla, NY 10595

  Impeccably maintained 3-bedroom, 2-bath ranch-style home set on a beautiful level property with sparkling in-ground pool. This inviting home features outstanding millwork and detailed moldings throughout, adding warmth and character to every room. A charming front porch welcomes you inside, where the flowing layout offers comfortable living and entertaining spaces. An oversized garage and

  

  Maria Teresa Duguet

  Houlihan Lawrence Inc.

  (914) 266-9952

  4 Charles St, Valhalla, NY 10595
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  /49

  $2,200,000

  • 5 Beds
  • 4.5 Baths
  • 4,172 Sq Ft

  77 Haights Cross Rd, Chappaqua, NY 10514

  Timeless elegance meets modern comfort in this enchanting 1901 hunting lodge, masterfully restored in 1991 and recently enhanced. Set on beautifully landscaped grounds with lush gardens, this distinguished home features a dramatic front portico, high ceilings, intricate millwork, and unique architectural details throughout. Grand living spaces include a library/home office with French doors and

  Joshua Rogull Julia B Fee Sothebys Int. Rlty

  77 Haights Cross Rd, Chappaqua, NY 10514
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  /50

  $1,325,000

  • 5 Beds
  • 4 Baths
  • 3,500 Sq Ft

  302 Washington Ave, Pleasantville, NY 10570

  Welcome to 302 Washington Avenue, a beautifully crafted 5-bedroom, 4-bathroom Colonial located in one of Pleasantville’s most sought-after neighborhoods. This newly constructed home combines timeless design with modern amenities, all within walking distance to Metro North, local shops, restaurants, and scenic parks—perfect for those seeking convenience without compromising on luxury.Step

  Cathy DeBow William Raveis Real Estate

  302 Washington Ave, Pleasantville, NY 10570
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  /29

  $1,925,000

  • 5 Beds
  • 5.5 Baths
  • 4,150 Sq Ft

  6 Tripp Ln, Armonk, NY 10504

  Available for quick move in. New construction five-bedroom home with large level yard. This environmentally friendly and energy efficient geothermal home has an open floor plan, large windows, wonderful light, attractive wood floors and great finishes. The heart of the house is the kitchen with stainless steel appliances, large island, separate dining area and doors to the deck, and is open to

  Julie Schneider Compass Greater NY, LLC

  6 Tripp Ln, Armonk, NY 10504
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  /46

  $1,799,000

  • 4 Beds
  • 4.5 Baths
  • 4,543 Sq Ft

  56 Annandale Rd, Chappaqua, NY 10514

  Welcome to 56 Annandale Drive, Chappaqua, a capacious and captivating Cape Cod commandingly set on 1.4 acres in sought-after Lawrence Farms East within walking distance to Mount Kisco Country Club, Kittle House, Chappaqua Crossing, Horace Greeley High School and the town of Mount Kisco. Built for entertaining, every day is a holiday to celebrate in the open, spacious interiors, starting with the

  Stacy Levey William Raveis-New York, LLC

  56 Annandale Rd, Chappaqua, NY 10514
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  /34

  $1,895,000

  • 4 Beds
  • 3 Baths
  • 3,822 Sq Ft

  14 Bayberry Rd, Armonk, NY 10504

  Welcome to this stunning 4-bedroom modern home, perfectly nestled on a quiet no-through street in the sought-after Whippoorwill neighborhood of Armonk. Surrounded by nature and flooded with natural light, this home offers a seamless blend of style, comfort, and convenience. Step inside to discover an open, sun-filled layout with newly renovated kitchen and bathrooms, designed with today’s

  Amy Singer Houlihan Lawrence Inc.

  14 Bayberry Rd, Armonk, NY 10504
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  /46

  $3,900,000

  • 4 Beds
  • 4 Baths
  • 5,237 Sq Ft

  8 N Lake Rd, Armonk, NY 10504

  A dazzling opportunity to own an epic property in Armonk’s coveted Windmill Farm community, privately set behind its own gate on 1.2 acres. This rare North Lake waterfront home offers just under 5,300 sq ft of living space and over 220 feet of shoreline on 22-acre North Lake, with a private dock for swimming, boating, and fishing, plus spectacular views from almost every room. A lovely, gently

  Stacey Sporn William Raveis Real Estate

  8 N Lake Rd, Armonk, NY 10504
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  /39

  $2,950,000

  • 4 Beds
  • 8 Baths
  • 7,500 Sq Ft

  10 Hidden Oak Rd, Armonk, NY 10504

  Welcome to this charming, brick Georgian colonial, set on 2 beautifully landscaped acres. Located near major highways and airport, the home is quiet and secluded, but still close to all wanted and needed amenities. The personal resort feel, with a recently renovated heated, in-ground swimming pool, refurbished 3 par golf hole, and lush mature landscaping with its own walking trail, will have you

  Kristen Basil Howard Hanna Rand Realty

  10 Hidden Oak Rd, Armonk, NY 10504
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  /46

  $2,699,000

  • 4 Beds
  • 4.5 Baths
  • 6,640 Sq Ft

  17 Byram Meadows Rd, Chappaqua, NY 10514

  Meticulously maintained, beautifully appointed 4-bedroom, 4 full and 1 half-bath Colonial set on a level acre at the end of a quiet cul-de-sac in prestigious Inglenook Farm in the coveted Byram Hills Schools. A grand and light-filled two-story entry welcomes you into this refined home featuring 9-foot ceilings on 1st and 2nd levels, oak flooring, and custom moldings and trim throughout. Formal

  Cindy Glynn Compass Greater NY, LLC

  17 Byram Meadows Rd, Chappaqua, NY 10514
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  /34

  $1,800,000

  • 4 Beds
  • 4.5 Baths
  • 3,929 Sq Ft

  4 Hemlock Hollow Place, Armonk, NY 10504

  Welcome to this sleek, light-filled Contemporary in Armonk (North Castle), where openness and design converge on 2.21 private acres in the award-winning Byram Hills school district. A circular driveway leads to a dramatic double-height foyer with gleaming marble floors, setting the tone for the sun-drenched interiors that follow.Walls of windows, soaring ceilings, and skylights flood the home

  Mary Stetson Stetson Real Estate

  4 Hemlock Hollow Place, Armonk, NY 10504
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  /46

  $1,749,000

  • 4 Beds
  • 2.5 Baths
  • 3,172 Sq Ft

  54 Banksville Rd, Armonk, NY 10504

  Welcome to Windmill Farm! This fully updated 4-bedroom Colonial offers modern comfort in a peaceful, private setting. Set back from Banksville Road, the home is approached by a Belgium block-lined driveway and features a flat, landscaped backyard with a large deck and in-ground pool—perfect for outdoor living and entertaining. Inside, a bright family room with cathedral ceilings opens to the

  Danielle Orellana William Raveis Real Estate

  54 Banksville Rd, Armonk, NY 10504
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  $2,195,000

  • 4 Beds
  • 3.5 Baths
  • 4,004 Sq Ft

  4 Circle Dr, Mount Kisco, NY 10549

  Brand New Construction in the award-winning Chappaqua School District set on over one level acre. Ready for occupancy at the end of July or early August 2025 – just in time for the new school year. With 4 bedrooms and 3.1 bathrooms, it offers a flexible and functional layout with spacious, sunlit interiors that feel welcoming and refined. The open-concept living and dining areas are complemented

  Aurora Banaszek Compass Greater NY, LLC

  4 Circle Dr, Mount Kisco, NY 10549
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  /43

  $3,690,000

  • 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
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  /50

  $1,899,000

  • 4 Beds
  • 3.5 Baths
  • 3,917 Sq Ft

  29 Cedar Ln, Pleasantville, NY 10570

  Welcome to your dream home nestled in the serene cul-de-sac of Pleasantville. This stunning 4-bedroom, 4-bathroom residence spans an impressive 3917 square feet, offering luxurious living with a touch of modern elegance. Step inside to discover a home that was rebuilt in 2023 and designed by local architect Tim Lener. A beautiful open floor plan adorned with exquisite wood floors that flow

  Karen O'Connor Compass Greater NY, LLC

  29 Cedar Ln, Pleasantville, NY 10570
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  /36

  $1,800,000

  • 4 Beds
  • 4 Baths
  • 3,189 Sq Ft

  19 Halsey Place, Valhalla, NY 10595

  Fully Renovated Split-Level in a Top-Rated School District! A Sanctuary of Privacy and Luxury! This meticulously maintained home is the epitome of quality, offering a private oasis surrounded by over 150 mature evergreens. The residence has been transformed into a masterpiece, featuring 4 bedrooms, 4 baths, and a newly added legal 800 sq ft accessory apartment with its own private entrance.

  Peter Sisca Real Broker NY LLC

  19 Halsey Place, Valhalla, NY 10595
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  /26

  $1,650,000 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 3,244 Sq Ft

  6 Whippoorwill Lake Rd, Chappaqua, NY 10514

  Welcome to this sophisticated 4-bedroom, 3.5-bath contemporary residence, perfectly designed for today’s lifestyle with a seamless blend of modern style and functional comfort. Set on a gracious property, this home offers open, luminous living spaces flooded with natural light and thoughtful architectural detail throughout. At the heart of the home, a beautifully appointed kitchen opens to a

  Sari Shaw Compass Greater NY, LLC

  6 Whippoorwill Lake Rd, Chappaqua, NY 10514
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  /39

  $1,950,000 Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 5,080 Sq Ft

  45 Chestnut Ridge Rd, Armonk, NY 10504

  Welcome home to this custom-built, meticulously maintained four-bedroom colonial, hitting the market for the first time by original owner. Set back on over 3.5 acres of private land with winter views of Davis Pond, this home features high ceilings, a thoughtful floor plan perfect for entertaining and family living, and a chef’s kitchen with custom-built cabinetry. Step out from the kitchen onto a

  Stacey Sporn William Raveis Real Estate

  45 Chestnut Ridge Rd, Armonk, NY 10504
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  /42

  $24,995,000

  • 6 Beds
  • 10 Baths
  • 19,950 Sq Ft

  65 Upper Cross Rd, Greenwich, CT 06831

  Spectacular Converse Lake direct waterfront estate in coveted Conyers Farm Association. Featuring a custom Shope Reno Wharton designed residence and two bedroom guest house with full kitchen both completely renovated down to studs and redesigned for today's lifestyle. Enter to see sophisticated and chic interiors throughout three floors of light filled living space with dramatic open views to the

  Leslie McElwreath Sotheby's International Realty

  65 Upper Cross Rd, Greenwich, CT 06831
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  /34

  $829,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  27 Lawrence St, Mount Kisco, NY 10549

  A COMPLETE renovation, including all new mechanicals in addition to a professional design and rebuild - Every inch of this 3-bedroom, 2-bathroom home has been thoughtfully redesigned for modern living! The home's interior was reframed to showcase open living and entertaining areas. This is a rare opportunity to own a move-in-ready, turnkey property in one of the most desirable neighborhoods in

  Justin Pieragostini Coldwell Banker Realty

  27 Lawrence St, Mount Kisco, NY 10549
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  /24

  $7,900,000

  • 4 Beds
  • 5.5 Baths
  • 8,188 Sq Ft

  577 Round Hill Rd, Greenwich, CT 06831

  Set on 6.58 elevated acres on prestigious Round Hill Rd, this distinguished property—once part of the 200+ acre Wilshire Farms estate—offers a rare opportunity to own a piece of local history. A dramatic, gated quarter-mile driveway past white split-rail fencing leads to a 1910 carriage house. The property includes a 4-bedroom guest cottage, a detached 3-car garage, 3-stall stables, a pool with

  Joseph Barbieri Sotheby's International Realty

  577 Round Hill Rd, Greenwich, CT 06831
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  /30

  $1,395,000

  • 3 Beds
  • 3 Baths
  • 2,850 Sq Ft

  4 Yale Place, Armonk, NY 10504

  Welcome to this inviting 3-bedroom, 3-bathroom renovated ranch-style home in the heart of Yale Farms, one of Armonk’s most sought-after neighborhoods. Perfectly set on over 2 acres with serene surroundings, this residence blends comfort, style, and convenience for today’s lifestyle.Step inside to discover a bright and open layout designed for both everyday living and entertaining. The

  Aurora Banaszek Compass Greater NY, LLC

  4 Yale Place, Armonk, NY 10504
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  /50

  $859,000

  • 3 Beds
  • 4 Baths
  • 1,810 Sq Ft

  32 Custis Ave, White Plains, NY 10603

  An absolute dream home awaits you, nestled in the Hamlet of North White Plains with Valhalla Schools. A thoughtful and total renovation was done with timeless and modern features. Boasting a warm and welcoming first floor open concept floorplan including a huge Kitchen - a true chef's dream, which is open to your stunning Family Room, a Dining Room with sliders out to a private patio and a

  Renata Douglass Houlihan Lawrence Inc.

  32 Custis Ave, White Plains, NY 10603
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  /25

  $990,000

  • 3 Beds
  • 2 Baths
  • 2,252 Sq Ft

  102 Cox Ave, Armonk, NY 10504

  Wonderful home in a great location. This well-maintained three-bedroom, two-bath home, with level property is conveniently located close to town. The main level offers a seamless flow between the living room, dining room, family room, kitchen and breakfast area with access to a large spacious deck - perfect for indoor and outdoor living. The family room features a vaulted ceiling and two large

  Janet Ferrante Houlihan Lawrence Inc.

  102 Cox Ave, Armonk, NY 10504
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  /39

  $825,000 Open House 9/21

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft

  249 Mill River Rd, Chappaqua, NY 10514

  Executive Raised Ranch 4 beds 2 Bath home. Enjoy comfort and sophistication with red oak hardwood flooring, recent upgrades like a new roof, boiler. Large living room with ample space for holiday gatherings. Entertain effortlessly with three freshly stained multi-level decks, perfect for parties and functions. Large yard to enjoy outdoor activities, with three sheds, offers plenty of storage .

  Harry Donofrio Town and Village Real Estate

  249 Mill River Rd, Chappaqua, NY 10514
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  /46

  $899,000

  • 3 Beds
  • 3.5 Baths
  • 2,892 Sq Ft

  4 Larissa Ln, Thornwood, NY 10594

  This bright and beautiful townhouse has everything you’re looking for—an open concept layout that feels spacious and welcoming with warm hardwood floors that instantly make it feel like home. The fully renovated eat-in kitchen features sleek quartzite countertops and modern finishes elevating and simplifying your everyday cooking experience. Natural light pours in from every angle and for all the

  Vanessa Catalano Julia B Fee Sothebys Int. Rlty

  4 Larissa Ln, Thornwood, NY 10594
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  /31

  $1,079,000

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  30 Agnew Farm Rd, Armonk, NY 10504

  Welcome to Whippoorwill Hills – a sought-after gated community in the heart of Armonk, just a short walk to town, library, parks, and shops. Residents enjoy resort-style amenities including a clubhouse, pool, tennis courts, and playground, all within a safe and maintenance-free setting. This sun-filled townhome is on the market for the first time, lovingly maintained by its original owner. The

  Stacey Sporn William Raveis Real Estate

  30 Agnew Farm Rd, Armonk, NY 10504
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  /49

  $850,000

  • 6 Beds
  • 3 Baths
  • 2,985 Sq Ft

  60 Eton Rd, Thornwood, NY 10594

  Welcome to 60 Eton Road in Thornwood, located in the heart of the award-winning Mount Pleasant School District. This spacious and versatile home offers 6 bedrooms, 3 full baths, a primary suite on the 1st floor, along with 2 other bedrooms/office — perfect for today’s lifestyle needs. The first-floor primary suite provides convenience and comfort, while the flowing layout includes generous

  Annette Cicinelli Keller Williams Realty Partner

  60 Eton Rd, Thornwood, NY 10594
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  /32

  $1,375,000

  • 3 Beds
  • 3.5 Baths
  • 3,468 Sq Ft

  30 Dennis Ln, Pleasantville, NY 10570

  Don’t walk—run to this rare 3,500 square foot end-unit townhome in The Enclave, Pleasantville. Perfectly situated on one of the community’s most desirable lots, it offers a private oversized backyard, expansive deck, and patio. Inside, the light-filled open layout showcases a Chef’s kitchen with stainless steel appliances, a walk-in pantry, hardwood floors, custom millwork, and plantation

  Sari Shaw Compass Greater NY, LLC

  30 Dennis Ln, Pleasantville, NY 10570
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  /31

  $1,075,000

  • 3 Beds
  • 2 Baths
  • 2,695 Sq Ft

  495 Quaker Rd, Chappaqua, NY 10514

  Striking frame and brick-front split-level. Welcoming front-deck. Grand and gracious living room richly adorned with a brick-front, wood-burning fireplace, built-in cabinetry, hardwood flooring, recessed lighting, and three front-facing, sliding glass doors to the deck, which illuminate the space in natural light, let gentle breezes cool the space, and provide easy access for indoor/outdoor

  Stacy Levey William Raveis-New York, LLC

  495 Quaker Rd, Chappaqua, NY 10514
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  /39

  $1,050,000

  • 4 Beds
  • 2.5 Baths
  • 3,160 Sq Ft

  2 Cecilia Ln, Pleasantville, NY 10570

  Modern convenience meets the tranquility of nature in this mid-century inspired retreat. Set on 1.04 acres, this 3,160 SF contemporary home blends privacy, clean lines, and seamless indoor-outdoor living. Expansive Marvin windows, vaulted ceilings with skylights, exposed beams, and a sunken living room connect every space to the outdoors. Multiple decks invite you to read, bird watch, or simply

  Kim Tromba Keller Williams Prestige Prop

  2 Cecilia Ln, Pleasantville, NY 10570
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  /23

  $849,000

  • 3 Beds
  • 2 Baths
  • 2,214 Sq Ft

  11 Skyview Dr, Armonk, NY 10504

  Easy living awaits in this spacious 3-bedroom ranch offering a floor plan that is functional and inviting, with spacious rooms and a natural flow that can be reimagined to suit your lifestyle. Generously sized living spaces provide plenty of room to spread out, while the walk-out lower level adds flexibility for a family room, home office, or guest space. Tucked away on a quiet, no-through street

  Amy Singer Houlihan Lawrence Inc.

  11 Skyview Dr, Armonk, NY 10504
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  /36

  $1,100,000

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  15 Old School Ln, Pleasantville, NY 10570

  Historic 1830's home, original Pleasantville School Building located on a small private road in the heart of Pleasantville. Just a short walk to all this beautiful town has to offer. Beautiful features such as a wrap around porch, cozy family room with a fire place, large eat in kitchen and a private primary bedroom, will have you wanting to move right in and make this house your home. All of

  Sharon Foley ERA Insite Realty Services

  15 Old School Ln, Pleasantville, NY 10570
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  /29

  $1,499,000

  • 5 Beds
  • 3 Baths
  • 2,747 Sq Ft

  18 Fox Ridge Rd, Armonk, NY 10504

  Refreshed Windmill Farms expanded and updated five-bedroom split level home with beautiful private property. Bright and spacious home with wood floors, abundant windows and wonderful backyard with sport court. The main level includes an oversized family room with fireplace, built in shelves and a door to the patio, a laundry room and full bathroom. Up a small flight of stairs to the eat in

  Julie Schneider Compass Greater NY, LLC

  18 Fox Ridge Rd, Armonk, NY 10504
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  /28

  $769,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  324 Tuxedo Place, Hawthorne, NY 10532

  Beautifully renovated Colonial home with low taxes with Mount Pleasant Schools on dead end street. Featuring brand new hardwood floors throughout. The inviting living room leads to an eat in kitchen with dining area, stainless steel appliances, and granite countertops. A spacious sun filled family room with vaulted ceilings and a sliding glass door opens to the deck, patio, and fenced backyard.

  Eric Stein RE/MAX Distinguished Hms.&Prop

  324 Tuxedo Place, Hawthorne, NY 10532
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  /38

  $819,000

  • 3 Beds
  • 2.5 Baths
  • 1,498 Sq Ft

  157 Warren Ave, Hawthorne, NY 10532

  Welcome to this delightful Colonial-style home located on a peaceful residential street. This inviting property features three bedrooms and two and a half baths, offering a comfortable and functional layout. Finished basement, deck and level lot. A garage provides convenient parking and storage. With solid bones and classic charm, this home is ready for your personal touch. New roof! Come make it

  Kateryna Ulerio Houlihan Lawrence Inc.

  157 Warren Ave, Hawthorne, NY 10532
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  /34

  $1,435,000

  • 3 Beds
  • 2.5 Baths
  • 2,751 Sq Ft

  54 Dennis Ln, Pleasantville, NY 10570

  Set privately in the highly sought-after Enclave neighborhood, this beautiful end unit offers the perfect blend of luxury, space, and convenience. Exceptionally upgraded and meticulously maintained, this home is truly move-in ready. Step inside to discover an open and inviting floor plan featuring a light-filled great room with vaulted ceilings, a gas fireplace, and sliding doors that open to a

  Alaina Bainlardi William Raveis-New York LLC

  54 Dennis Ln, Pleasantville, NY 10570
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  /40

  $1,250,000

  • 4 Beds
  • 2.5 Baths
  • 2,858 Sq Ft

  61 Walnut St, Pleasantville, NY 10570

  This custom-built Contemporary Colonial offers the best of modern luxury, elegant amenities with attention to detail all in this private park like setting at the end of a cul-de sac. This lovely home is impeccably maintained and shows pride of ownership with an expansive yet intimate environment for comfortable family living, and great flow for entertaining. As you enter you will notice tiled

  Jeanne Beckley Howard Hanna Rand Realty

  61 Walnut St, Pleasantville, NY 10570
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  /33

  $799,999

  • 4 Beds
  • 2 Baths
  • 1,690 Sq Ft

  23 Brookside Place, Pleasantville, NY 10570

  Welcome to 23 Brookside Place in Pleasantville, NY — a beautifully maintained, energy-efficient home set on three tax lots with room to expand. The main level offers timeless details including crown and baseboard molding, a spacious entry foyer with coat closet, and a bright living room featuring recessed lighting and a wood-burning fireplace with wood mantle and stone surround. The updated

  Suzan Zeolla Houlihan Lawrence Inc.

  23 Brookside Place, Pleasantville, NY 10570

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