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Pleasantville, NY Homes for Sale

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  • 12 Hillcrest Ave, Pleasantville, NY 10570

    $850,000 Sold Jun 20, 2025

    • 1,850 Sq Ft
    • $459/SF
    • 14 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 2002

    12 Hillcrest Ave, Pleasantville, NY 10570

    You will wake up every morning to the tree top views of the Village of Pleasantville and beyond. The morning sun will reflect breathtaking panoramic views of everything this village has to offer! The western sky lights up with hypnotic shades of purple and orange above the deck. This special Townhouse offers the lifestyle you have been searching for...privacy, stunning views, the walkability

    Loretta Fleming Chiavetta Coldwell Banker Realty

    12 Hillcrest Ave, Pleasantville, NY 10570
  • /45

    $1,395,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 3,703 Sq Ft

    46 Dennis Ln, Pleasantville, NY 10570

    Enjoy carefree living in this exquisite private townhome located in the highly desirable Enclave in Pleasantville. Meticulously upgraded with luxurious finishes, the primary suite is conveniently situated on the main level for those looking for one-level living. Natural light floods the home through a two-story entryway, flanked by a formal dining room and a den featuring built-in shelves and a

    Agent Photo

    Maria Teresa Duguet

    Houlihan Lawrence Inc.

    (914) 350-2593

    46 Dennis Ln, Pleasantville, NY 10570
  • /33

    $629,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,117 Sq Ft

    8 Foxwood Dr Unit 5, Pleasantville, NY 10570

    Step into elegance and comfort in this beautifully updated second-floor condo in the sought-after Foxwood community. The stunning kitchen, featuring a spacious island with seating, quartzite countertops, stainless steel appliances, and ample cabinetry, opens to the living and dining areas, with access to a private balcony. The primary suite includes an updated half bath and walk-in closet. A

    Agent Photo

    Maria Teresa Duguet

    Houlihan Lawrence Inc.

    (914) 825-6710

    8 Foxwood Dr Unit 5, Pleasantville, NY 10570
  • /26

    $825,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,895 Sq Ft

    46 Walnut St, Pleasantville, NY 10570

    Calling all builders, dreamers or buyers who want their home and property to be their sanctuary! This 1920's three bedroom colonial is nestled on an oversized property with a buildable lot. It is surrounded by beautiful flowers, mature plantings, trees and rock gardens! This house and property offer endless possibilities including a subdivision or perhaps add a built-in pool or keep the

    Agent Photo

    Loretta Fleming Chiavetta

    Coldwell Banker Realty

    (914) 386-2323

    46 Walnut St, Pleasantville, NY 10570
  • /36

    $1,600,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,467 Sq Ft

    112 Great Oak Ln, Pleasantville, NY 10570

    Nestled in the heart of the sought-after Village of Pleasantville, just steps away from everything Pleasantville...resturants, shops, schools, Metro North and the Farmer's Market, this quintessential 1920s Colonial invites you to experience the perfect blend of timeless charm and modern luxury. From the moment you walk onto the welcoming rocking chair porch—ideal for entertaining or enjoying a

    Agent Photo

    Loretta Fleming Chiavetta

    Coldwell Banker Realty

    (914) 829-3501

    112 Great Oak Ln, Pleasantville, NY 10570
  • /38

    $1,175,000

    • 3 Beds
    • 3 Baths
    • 3,728 Sq Ft

    57 Hamilton Dr, Chappaqua, NY 10514

    Welcome to a sleek contemporary home that seamlessly blends indoor comfort with an exceptional outdoor retreat. From the moment you enter, you'll appreciate the design's focus on chic, easy living, bathed in natural light and showcasing exposed beams, custom built-ins, and premium appointments. This home boasts an open concept and has been fully updated, living generously like a 4 or 5-bedroom

    Agent Photo

    Sherry Wiggs

    Houlihan Lawrence Inc.

    (914) 862-7931

    57 Hamilton Dr, Chappaqua, NY 10514
  • /50

    $1,499,999

    • 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
  • 38 Beech Hill Rd, Pleasantville, NY 10570

    $1,260,000 Sold Jan 31, 2025

    • 3,903 Sq Ft
    • $323/SF
    • 83 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1994

    38 Beech Hill Rd, Pleasantville, NY 10570

    Stunning Contemporary Masterpiece in Pleasantville! Enter into this 5 Bedroom 3.5 Bathroom home at 38 Beech Hill Road, where soaring ceilings and abundant natural light create a spectacular living environment. The beautifully updated kitchen features granite countertops and a center island, Viking appliances including an extra-large Viking Professional fridge/freezer, Viking gas self-clean ranges

    Zhizhe Dong Redfin Real Estate

    38 Beech Hill Rd, Pleasantville, NY 10570
  • 39 Suzanne Ln, Pleasantville, NY 10570

    $970,000 Sold Sep 06, 2024

    • 2,620 Sq Ft
    • $370/SF
    • 42 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1968

    39 Suzanne Ln, Pleasantville, NY 10570

    Welcome to this charming raised ranch situated on a 1-acre property. The main level offers an open floor plan, seamlessly connecting the kitchen, dining, and spacious living rooms all with shining wood floors. Sunlight streams through the sliding glass doors in the living and dining rooms, leading to a large deck and side yard. The cathedral ceiling and fireplace add an airy and elegant touch.

    Anthony Sibio Coldwell Banker Realty

    39 Suzanne Ln, Pleasantville, NY 10570
  • /37

    $1,525,000

    • 4 Beds
    • 3.5 Baths
    • 3,620 Sq Ft

    9 Cy Ct, Pleasantville, NY 10570

    This fresh, young 4-bedroom Modern Colonial, in coveted Byram Hills school district, offers a private level yard and open living spaces on a charming cul de sac. In this bright and airy home, wide spacious rooms flow into one another, refinished light wood floors throughout and 9’ ceilings create a home that feels like new construction. The family room, with an elegant fireplace, opens into a

    Julie Schneider Compass Greater NY, LLC

    9 Cy Ct, Pleasantville, NY 10570
  • /32

    $1,099,000

    • 4 Beds
    • 4 Baths
    • 2,461 Sq Ft

    60 Cedar Ave, Pleasantville, NY 10570

    Nestled in a peaceful and private setting on two lots totaling 0.81 acres, this enchanting 1927 French Normandy Tudor home blends timeless charm and modern comfort, including central air. Rich in character, the home showcases original architectural details such as beamed ceilings, classic casement Tudor windows, arched doorways, and a distinctive Belgian tile roof. A gracious tiled entry leads

    Donna McKenna Edlund Coldwell Banker Realty

    60 Cedar Ave, Pleasantville, NY 10570
  • /40

    $1,425,000

    • 4 Beds
    • 2.5 Baths
    • 3,800 Sq Ft

    306 Mountain Rd, Pleasantville, NY 10570

    Welcome to Pleasantville! This spectacular Center Hall Colonial combines timeless elegance with modern updates and exceptional quality throughout. Featuring four generously sized bedrooms, this meticulously maintained home offers space, comfort, and style at every turn. Step into the updated chef’s kitchen, beautifully appointed with granite countertops, stainless steel appliances, and a cozy

    SONIA FORCHETTI Julia B Fee Sothebys Int. Rlty

    306 Mountain Rd, Pleasantville, NY 10570
  • /13

    $564,000

    • 1 Bed
    • 1.5 Baths
    • 1,056 Sq Ft

    9 Foxwood Dr Unit 4, Pleasantville, NY 10570

    Sophistication meets comfort at this stunning Tudor-style residence in the highly sought-after Foxwood community. One of the largest units in the complex, this sun-drenched home offers a gracious layout with one spacious bedroom, a versatile office/guest room, and 2 beautifully appointed baths. Expansive windows flood the living spaces with natural light, highlighting elegant finishes and

    Laurie Correia Houlihan Lawrence Inc.

    9 Foxwood Dr Unit 4, Pleasantville, NY 10570
  • /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
  • /45

    $1,025,000

    • 5 Beds
    • 4 Baths
    • 2,916 Sq Ft

    27 Bedford Rd, Pleasantville, NY 10570

    Set in the desirable Village of Pleasantville, this enchanting Colonial home, built in 1830 and sited on .78 acres, offers timeless character, unique architectural details, and endless potential. A true diamond in the rough, this residence, dubbed "Pierce House", is ready to be transformed into something truly spectacular. Far from cookie-cutter, this home tells a story. With its original charm

    Grace LoBello William Raveis Real Estate

    27 Bedford Rd, Pleasantville, NY 10570
  • /19

    $510,000 Pending

    • 1 Bed
    • 1.5 Baths
    • 1,300 Sq Ft

    33 Roselle Ave Unit C, Pleasantville, NY 10570

    Downtown Living Meets Stylish Comfort in this move-in ready gem! An immaculate 1BR, 2BTH condo with a stunning blend of convenience and curated design - located just steps from the Metro North train, restaurants, shops, and all the vibrant energy of Pleasantville village life. So much to do, including weekly Farmer’s Market, annual Music Festival, and the world-renowned Jacob Burns Film Center.

    Maria Fitzgerald Compass Greater NY, LLC

    33 Roselle Ave Unit C, Pleasantville, NY 10570
  • /32

    $1,100,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,850 Sq Ft

    750 Bedford Rd, Pleasantville, NY 10570

    Step into your private oasis in this enchanting 4-bedroom colonial, nestled in the award-winning Pleasantville school district! With its spacious living room featuring French doors to the patio and a cozy wood-burning fireplace, you’ll love the warmth and elegance this home exudes. The inviting dining room flows seamlessly into an eat-in kitchen, complete with doors that lead to a fantastic back

    Cynthia Leite ERA Insite Realty Services

    750 Bedford Rd, Pleasantville, NY 10570
  • 8 Tumblebrook Ct, Pleasantville, NY 10570

    $1,075,000 Sold Jul 01, 2025

    • 2,174 Sq Ft
    • $494/SF
    • 18 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1980

    8 Tumblebrook Ct, Pleasantville, NY 10570

    This Sprawling Ranch is located in a private Cul-De-Sac in Byram Hills School district. The open floor plan is perfect for entertaining. It features an updated kitchen with black granite counter tops, GE double oven, lots of cabinets and sliding glass doors leading to a patio. The den has Cathedral Ceilings and a wood burning fireplace which leads to an oversized gorgeous fenced backyard. The

    MARLENE STARR Signature Premier Properties

    8 Tumblebrook Ct, Pleasantville, NY 10570
  • 44 Weskora Ave, Pleasantville, NY 10570

    $1,087,800 Sold Jul 01, 2025

    • 2,245 Sq Ft
    • $485/SF
    • 12 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1902

    44 Weskora Ave, Pleasantville, NY 10570

    Nestled in the highly sought-after Roselle Park neighborhood of Pleasantville, this delightful four-bedroom Colonial home offers a perfect blend of timeless charm and modern comfort. As you approach, the inviting covered rocking chair front porch welcomes you to a warm and cozy atmosphere. Inside, the home exudes character with spacious rooms and classic details, including a formal oversized

    Maura Mcspedon William Raveis Real Estate

    44 Weskora Ave, Pleasantville, NY 10570
  • 3 Court St, Pleasantville, NY 10570

    $1,087,000 Sold Jun 10, 2025

    • 2,600 Sq Ft
    • $418/SF
    • 15 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1987

    3 Court St, Pleasantville, NY 10570

    Welcome to this contemporary raised ranch in the heart of Pleasantville, offering both convenience and comfort. The impressive oversized bluestone front steps set the stage for this home. An open floor plan on the main level boasts a living room and dining room with a cathedral ceiling, a cozy fireplace, natural sunlight from the large clerestory windows, and access to the deck. The kitchen

    Donna McKenna Edlund Coldwell Banker Realty

    3 Court St, Pleasantville, NY 10570
  • 99 Oak Ridge Rd, Pleasantville, NY 10570

    $1,125,000 Sold Mar 14, 2025

    • 2,425 Sq Ft
    • $464/SF
    • 16 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1954

    99 Oak Ridge Rd, Pleasantville, NY 10570

    Perfectly positioned with scenic views in Pleasantville NY, this 4-bedroom Colonial offers 2425 sq ft of refined living space on a private fenced lot in a peaceful cul-de-sac neighborhood. The welcoming covered entrance and wrap-around Trex deck set the stage for the charm that awaits inside. The main level features a living room with a wood-burning fireplace, an eat-in kitchen with seamless

    Edward Holmes William Raveis-New York, LLC

    99 Oak Ridge Rd, Pleasantville, NY 10570
  • 178 Pleasantville Rd, Pleasantville, NY 10570

    $1,150,000 Sold Jan 08, 2025

    • 2,938 Sq Ft
    • $391/SF
    • 102 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1920

    178 Pleasantville Rd, Pleasantville, NY 10570

    Welcome to 178 Pleasantville Road, an inviting residence in the heart of Briarcliff. This well-maintained property offers a spacious and flexible living environment with 4 bedrooms and 2.5 bathrooms in the main house, plus a separate guest house featuring 1 bedroom and 1 bathroom.The main home boasts generous living areas, including a comfortable living room, a formal dining room, and a

    Bopaul Sookdeo YourHomeSold Guaranteed Realty

    178 Pleasantville Rd, Pleasantville, NY 10570
  • 60 Foxwood Dr Unit 5, Pleasantville, NY 10570

    $515,000 Sold Nov 26, 2024

    • 1,092 Sq Ft
    • $472/SF
    • 100 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1979

    60 Foxwood Dr Unit 5, Pleasantville, NY 10570

    Welcome to desirable Foxwood Condominiums in Pleasantville! This spacious Caxton model 1 bedroom with a LARGE den apartment is move-in ready. Freshly painted, it has lots of light and lives like a 2-bedroom apartment. It features a large living room, formal dining room, huge windows, eat-in kitchen with pantry, balcony, powder room, and king-sized primary bedroom with en-suite bath and new

    Natalia Wixom Compass Greater NY, LLC

    60 Foxwood Dr Unit 5, Pleasantville, NY 10570
  • 129 Old Farm Rd S, Pleasantville, NY 10570

    $1,125,000 Sold Oct 18, 2024

    • 1,868 Sq Ft
    • $602/SF
    • 12 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1957

    129 Old Farm Rd S, Pleasantville, NY 10570

    Welcome to this move-in ready gem located in the highly sought-after Byram Hills School District. This three-bedroom home is set back on over 1.3 private acres, offering a perfect retreat with a peaceful atmosphere. Enjoy the serene fenced in backyard, featuring a stone patio, hot tub, and beautiful trees that create a tranquil setting. A special treat for dog lovers, there is a separate fenced

    Stacey Sporn William Raveis Real Estate

    129 Old Farm Rd S, Pleasantville, NY 10570
  • 97 Lake St, Pleasantville, NY 10570

    $1,150,000 Sold Oct 01, 2024

    • 2,521 Sq Ft
    • $456/SF
    • 61 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1927

    97 Lake St, Pleasantville, NY 10570

    Tall trees guide you to the natural surroundings of this stately 1927 brick colonial home on 4.5 acres of woods, easy-care gardens and peaceful privacy. The slate entry brings you to a large south-facing living room with oversized windows, traditional fireplace and gleaming hardwood floors. The functional kitchen opens to the formal dining room with built-in china cabinet and French doors

    Donna McKenna Edlund Coldwell Banker Realty

    97 Lake St, Pleasantville, NY 10570
  • 98 Larrys Ln, Pleasantville, NY 10570

    $1,025,000 Sold Oct 01, 2024

    • 1,866 Sq Ft
    • $549/SF
    • 13 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1954

    98 Larrys Ln, Pleasantville, NY 10570

    Welcome to this meticulously maintained, bright, and inviting four-bedroom home, ideally located on over an acre in a tranquil cul-de-sac. The living room boasts scenic views of both the front yard and the spacious, secluded backyard, complemented by a wood burning fireplace that connects seamlessly to the updated kitchen. This home is designed for effortless entertaining, with a layout that is

    Stacey Sporn William Raveis Real Estate

    98 Larrys Ln, Pleasantville, NY 10570
  • 370 Bear Ridge Rd, Pleasantville, NY 10570

    $1,075,000 Sold Sep 27, 2024

    • 3,748 Sq Ft
    • $287/SF
    • 13 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1990

    370 Bear Ridge Rd, Pleasantville, NY 10570

    This beautifully maintained 4 bedroom, 4 bathroom Colonial offers exceptional living spaces with gorgeous hardwood floors. A large foyer greets guests to the light and bright interior with classic French doors that open to the formal living and dining room. The family room is the place to enjoy its wood-burning fireplace and easy access to the back deck that extends the full length of the home

    Lena O'Neill Howard Hanna Rand Realty

    370 Bear Ridge Rd, Pleasantville, NY 10570
  • 660 Bedford Rd, Pleasantville, NY 10570

    $1,118,000 Sold Aug 29, 2024

    • 2,070 Sq Ft
    • $540/SF
    • 24 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1956

    660 Bedford Rd, Pleasantville, NY 10570

    A True Gem! Rare opportunity to own a delightful custom built and expanded remodeled 3 bedroom plus den home nestled on a perfect level corner lot with beautiful professionally landscaped property. This light filled stunning home was expanded and renovated with superior design, amenities, and detailed finishes. Gorgeous hardwood flooring througout. The heart of the home is the spectacular dine

    Kathleen O'Driscoll Houlihan Lawrence Inc.

    660 Bedford Rd, Pleasantville, NY 10570
  • 45 Ridgeview Dr, Pleasantville, NY 10570

    $1,156,333 Sold Aug 15, 2024

    • 2,155 Sq Ft
    • $537/SF
    • 12 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1960

    45 Ridgeview Dr, Pleasantville, NY 10570

    Discover the epitome of luxurious living in this meticulously updated ranch nestled on a sought-after dead-end street, just a leisurely stroll away from the Pleasantville pool and newly built playground. Boasting high-end finishes and attention to detail throughout, this home offers a seamless blend of sophistication and comfort for discerning buyers. Step inside to discover gleaming hardwood

    Theresa Szuhany RE/MAX Ace Realty

    45 Ridgeview Dr, Pleasantville, NY 10570
  • 40 Weskora Ave, Pleasantville, NY 10570

    $1,160,000 Sold Aug 14, 2024

    • 2,057 Sq Ft
    • $564/SF
    • 18 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1912

    40 Weskora Ave, Pleasantville, NY 10570

    Be ready to be swooned by this fully renovated, turn-key, 4 bedrm Arts & Crafts home in the coveted Roselle Park neighborhood. This early 1900's super charming home has been lovingly restored to its yesteryear heritage all while keeping in mind todays discerning modern day buyer. Improvements include new plumbing, new electric, new furnace, new HVAC system, new roof, new modern open concept

    Maura Mcspedon William Raveis Real Estate

    40 Weskora Ave, Pleasantville, NY 10570
  • 16 Sarles Ln, Pleasantville, NY 10570

    $1,100,000 Sold Aug 06, 2024

    • 1,809 Sq Ft
    • $608/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1922

    16 Sarles Ln, Pleasantville, NY 10570

    This fully updated, light-filled residence is a delight inside and out. Coupled with the perfect location, a short walk to every convenience, including schools and shopping, it doesn't get any better than this. One short block away from park, ball field and playground. Visit the local Farmers market on the weekend. Designed for easy living, the top amenities include a sun-lit living room with

    Danielle Orellana William Raveis Real Estate

    16 Sarles Ln, Pleasantville, NY 10570
  • 263 Mill River Rd, Chappaqua, NY 10514

    $1,100,000 Sold Jul 22, 2025

    • 3,444 Sq Ft
    • $319/SF
    • 87 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1987

    263 Mill River Rd, Chappaqua, NY 10514

    Step through the automatic double gates into your private sanctuary, framed by a stately stone wall entrance, a charming blue stone and Belgium block walkway, and elegant wrought iron railings. This breathtaking property is beautifully landscaped with lush flower gardens, expansive emerald lawns, and an array of specimen trees and fruit plants that create a serene, park-like

    Carolina Vinciguerra RE/MAX Town & Country

    263 Mill River Rd, Chappaqua, NY 10514
  • /40

    $999,999

    • 4 Beds
    • 2.5 Baths
    • 2,406 Sq Ft

    55 Deerfield Ln S, Pleasantville, NY 10570

    Welcome to 55 Deerfield Lane, Perfectly situated on nearly an acre of lush grounds in the coveted Byram Hills School District this beautifully maintained 4-bedroom, 2.5-bath home is bursting with natural light from large windows and gleaming hardwood floors throughout that create an inviting, warm atmosphere perfect for making lifelong memories.Start your day in the bright eat-in kitchen

    Tulay Erdem Christie's Int. Real Estate

    55 Deerfield Ln S, Pleasantville, NY 10570
  • /36

    $2,650,000

    • 5 Beds
    • 4.5 Baths
    • 5,947 Sq Ft

    14 Vista Ct, Pleasantville, NY 10570

    This house offers approximately 5,900 square feet of living space with five bedrooms and four and a half bathrooms. The primary bedroom features ample space with a private en-suite bathroom, offering a serene retreat. The four additional bedrooms provide comfortable accommodations for guests or family members. The home boasts a well-appointed kitchen with high-end appliances, ample counter space,

    James Garcia Coldwell Banker Realty

    14 Vista Ct, Pleasantville, NY 10570
  • /19

    $245,000

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    70 Manville Rd Unit 1, Pleasantville, NY 10570

    Welcome to this beautifully updated first-floor 1-bedroom, 1-bathroom unit in the sought-after Ledgerock Gardens co-op community. Featuring a modern open floor plan with a seamless flow between living, dining, and kitchen areas, this home offers both comfort and style. Enjoy the convenience of being just a short distance from Pleasantville Village’s charming restaurants, shops, public library,

    Rita Longo Howard Hanna Rand Realty

    70 Manville Rd Unit 1, Pleasantville, NY 10570
  • /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 Leonard. 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
  • /21

    $1,149,500

    • 3 Beds
    • 2.5 Baths
    • 2,714 Sq Ft

    20 Dennis Ln, Pleasantville, NY 10570

    Welcome to this stunning 3-bedroom, 2.5-bath home, thoughtfully designed newer construction with space, style, and comfort in mind. Featuring high ceilings and a bright, open floor plan, this home offers an ideal setting for both everyday living and entertaining. The gorgeous open kitchen flows seamlessly into the main living area and out to a private outdoor deck, perfect for relaxing or hosting

    Daniela Grisanti HomeSmart Homes & Estates

    20 Dennis Ln, Pleasantville, NY 10570
  • /49

    $1,435,000

    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    31 Pierce Dr, Pleasantville, NY 10570

    Welcome to a half acre of heaven. You will fall in love with the incredible landscaping and gardening that has entertained garden club members. The glorious interior is light and bright with lots of windows strategically placed for viewing the beautiful outdoors. Plus, there is additional recessed lighting. The main level consists of a gracious entry foyer and guest closet, along with a

    Miriam Dunn RE/MAX Prime Properties

    31 Pierce Dr, Pleasantville, NY 10570
  • /43

    $977,700

    • 3 Beds
    • 2 Baths
    • 1,695 Sq Ft

    290 Mountain Rd, Pleasantville, NY 10570

    Modern Living Meets Natural Beauty in the Heart of Pleasantville. Perched above the charming village of Pleasantville, this modern masterpiece has been completely rebuilt from the ground up, offering a one-of-a-kind blend of contemporary design and character. Set on nearly three-quarters of an acre, the home offers privacy and serenity—yet is located under a mile from Metro North, with express

    Matthew Valvano Berkshire Hathaway HS NY Prop

    290 Mountain Rd, Pleasantville, NY 10570
  • /30

    $830,000

    • 4 Beds
    • 1 Bath
    • 1,890 Sq Ft

    414 Bear Ridge Rd, Pleasantville, NY 10570

    Charming Historic Colonial built in 1870 with original hardwood floors throughout and unique moldings that showcase artisanal craftsmanship from the mid-19th century. Every room has its own character, just waiting for you to fill it with your own touches and memories. Kitchen has been updated with plenty of storage. Large front porch with tons of privacy. Expansive newer windows throughout

    Stacy Weinberg Giner Real Estate Inc.

    414 Bear Ridge Rd, Pleasantville, NY 10570

Showing Results 1 - 40, Page 1 of 4

Home Trends in Pleasantville, NY

Housing Trends

Median Sale Price
$1,400,444
Median Single Family Sale Price
$1,400,444
Average Price Per Sq Ft
$676
Number of Homes for Sale
2
Last 12 months Home Sales
6
Months of Supply
4.00
Median List Price
$1,200,000
Median Change From 1st List Price
-17%
Median Home Sale Price YoY Change
30%
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