Pleasantville, NY Homes

• 

  $1,575,000 Sold Feb 14, 2025

  • 4,283 Sq Ft
  • $368/SF
  • 40 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1987

  27 Pheasant Run Rd, Pleasantville, NY 10570

  This spacious and bright Colonial/Contemporary home boasts numerous upgrades. The fabulous eat-in kitchen and large family room open to an oversized patio, perfect for outdoor enjoyment. The beautifully landscaped backyard features a heated freeform pool and stunning specimen plantings, creating a peaceful and ideal setting for entertaining. The property also includes a private 2-bedroom guest

  Patricia DelVecchio William Raveis Real Estate

  27 Pheasant Run Rd, Pleasantville, NY 10570
• 

  Est $1,227,100 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,704 Sq Ft

  235 Lake Shore Dr, Pleasantville, NY 10570

  235 Lake Shore Dr, Pleasantville, NY 10570
• 

  

  

  /28

  $950,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  22 Church St, Pleasantville, NY 10570

  Step into timeless elegance at 22 Church Street, Pleasantville, NY—a completely renovated Colonial masterpiece. This home seamlessly blends classic charm with modern sophistication, offering an exquisite living experience. Nestled on an expansive 11,761-square-foot level lot, this residence boasts three spacious bedrooms and two meticulously updated bathrooms, ensuring comfort and style. In the

  Joseph Lukic Compass Greater NY, LLC

  22 Church St, Pleasantville, NY 10570
• 

  $950,000 Sold Feb 11, 2025

  • 2,100 Sq Ft
  • $452/SF
  • 73 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1948

  290 Lake St, Pleasantville, NY 10570

  Welcome to your picture-perfect stone sanctuary, a true gem surrounded by stunning specimen plantings and mature trees that offer an exceptional level of quiet privacy. This delightful home lives like a three-bedroom, featuring bright, airy rooms and a versatile floor plan designed for modern living. This home offers the choice of Byram Hills or Mount Pleasant Schools.The first floor

  Marina Kolmer William Raveis Real Estate

  290 Lake St, Pleasantville, NY 10570
• 

  Est $1,012,100 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  190 Lake Shore Dr, Pleasantville, NY 10570

  190 Lake Shore Dr, Pleasantville, NY 10570
• 

  

  /35

  $775,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  9 Samson Dr, Pleasantville, NY 10570

  PRICE TO SELL! THIS ONE WON'T LAST! Welcome to this picture-perfect Raised Ranch tucked away on a peaceful cul-de-sac in desirable village of Pleasantville. This beautifully maintained home offers bright, spacious rooms and a warm, inviting atmosphere throughout. The main level features a formal living room, a dining area and a modern eat-in kitchen. A primary bedroom, two additional bedrooms,

  John Buoninfante Real Broker NY LLC

  9 Samson Dr, Pleasantville, NY 10570
• 

  $790,000 Sold Feb 04, 2025

  • 2,570 Sq Ft
  • $307/SF
  • 84 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1971

  34 Lake Shore Dr, Pleasantville, NY 10570

  Welcome to 34 Lake Shore Drive in Pleasantville NY, a most desirable and vibrant downtown community. Five minutes to Pleasantville restaurants, shops, schools, library, Jacob Burns famous film center, Key Food Marketplace, Metro North railroad, Saw Mill River, Taconic, and Sprain Brook Parkways. Enjoy nearby community pool and parks, for great fun! The home opens to a foyer and steps up to a

  Anthony Carpenito North Country Sothebys Int Rlt

  34 Lake Shore Dr, Pleasantville, NY 10570
• 

  Est $985,035 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,480 Sq Ft

  174 Lake Shore Dr, Pleasantville, NY 10570

  174 Lake Shore Dr, Pleasantville, NY 10570
• 

  

  /13

  $450,000 Pending

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  16 Foxwood Dr Unit 6, Pleasantville, NY 10570

  Welcome to 16 Foxwood Drive, Unit 6, a beautifully renovated one-bedroom condo in the heart of Pleasantville. The home boasts handsome large windows, a thoughtfully-designed layout, and it is drenched in sunlight throughout the day. Step inside to discover a spacious, sunny living area perfect for relaxation or entertaining. The windowed eat-in kitchen features crisp countertops, modern

  Robyn Herman Compass Greater NY, LLC

  16 Foxwood Dr Unit 6, 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
• 

  Est $674,188 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  170 Lake Shore Dr, Pleasantville, NY 10570

  170 Lake Shore Dr, Pleasantville, NY 10570
• 

  

  /35

  $949,000 Pending

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

  80 Oak Ridge Rd, Pleasantville, NY 10570

  This meticulously maintained ranch-style home offers a harmonious blend of comfort and style. Boasting 3 spacious bedrooms and 2 full bathrooms, this residence provides ample space for both relaxation and entertainment. Main level features living room, dining room and remodeled kitchen equipped with new stainless steel appliances, granite counter tops, tiled backsplash and convenient oversized

  Michael Arcidiacono ERA Insite Realty Services

  80 Oak Ridge Rd, Pleasantville, NY 10570
• 

  $739,000 Sold Jan 24, 2025

  • 1,825 Sq Ft
  • $405/SF
  • 47 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  28 Madison Ave, Pleasantville, NY 10570

  Recently updated 2 family house. First floor layout: Living room, eat in kitchen, bedroom, den or second bedroom, bathroom. Second floor layout: Living room, large eat in kitchen, bedroom, bathroom. Basement with utilities, storage, laundry, garage. Walk to shops. 15 minute walk to Pleasantville train station. Corner lot. Each unit has it's own washer and dryer. Pleasantville offers a weekly

  Craig Sanders Douglas Elliman Real Estate

  28 Madison Ave, Pleasantville, NY 10570
• 

  Est $833,196 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  60 Woodland Rd, Pleasantville, NY 10570

  60 Woodland Rd, Pleasantville, NY 10570
• 

  

  /28

  $850,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,144 Sq Ft

  55 Leland Ave, Pleasantville, NY 10570

  Nestled on a quiet cul-de-sac in the desirable Village of Pleasantville, this lovingly maintained home is on the market for the first time in nearly 50 years. Brimming with curb appeal and just steps away from the Village pool and park, 55 Leland Avenue offers the perfect blend of charm, comfort, and convenience.Step inside to a spacious living room featuring a classic wood-burning fireplace,

  Maura Mcspedon William Raveis Real Estate

  55 Leland Ave, Pleasantville, NY 10570
• 

  $915,000 Sold Jan 24, 2025

  • 1,450 Sq Ft
  • $631/SF
  • 32 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1927

  31 Sarles Ln, Pleasantville, NY 10570

  Location, Location, Location! Welcome to this charming colonial home just minutes from Pleasantville’s lively downtown, schools, and train station—under an hour commute to NYC. Inside, this updated and spacious residence offers 3 bedrooms and 1.5 bathrooms, featuring an open-concept living area filled with natural light and a cozy fireplace. The eat-in kitchen boasts high-end stainless steel

  Eva Casoria eXp Realty

  31 Sarles Ln, Pleasantville, NY 10570
• 

  Est $894,018 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,847 Sq Ft

  115 Woodland Rd, Pleasantville, NY 10570

  115 Woodland Rd, Pleasantville, NY 10570
• 

  

  /13

  $1,249,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  133 Lake Shore Dr, Pleasantville, NY 10570

  Don’t miss the chance to create your perfect home! This modern young colonial, is currently under construction by an experienced builder, offers a unique opportunity to tailor the design to your preferences. There is still time to customize! Currently under construction, frame, windows, siding, and plumbing is completed. Built with high-quality materials, including Andersen 400 Series windows and

  Natalia Wixom Compass Greater NY, LLC

  133 Lake Shore Dr, Pleasantville, NY 10570
• 

  $1,250,000 Sold Jan 23, 2025

  • 2,849 Sq Ft
  • $439/SF
  • 13 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1960

  134 Church St, Pleasantville, NY 10570

  Welcome to your new home: a breathtaking five-bedroom Cape Colonial gracefully situated on a prestigious cul-de-sac in charming Pleasantville, where timeless elegance meets modern sophistication. This beautifully updated and impeccably maintained residence sits on a rare half-acre corner lot with expansive yard space, promising privacy and serenity. Step onto the welcoming front porch and enter a

  Theresa Szuhany RE/MAX Ace Realty

  134 Church St, Pleasantville, NY 10570
• 

  Est $592,688 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 942 Sq Ft

  14 Mountain Trail, Pleasantville, NY 10570

  14 Mountain Trail, Pleasantville, NY 10570
• 

  

  /35

  $725,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  8 Douglas Dr, Pleasantville, NY 10570

  AO, 4/30, 1/2 Signed Contracts. From the moment you step into this impeccably maintained Raised Ranch you will feel at home. Home boasts gleaming hardwood flooring, bay window in living room, and newer windows throughout. Nestled at the end of a cul-de-sac, this home is bright and airy with an open concept living and dining area that streams natural light with vaulted ceilings. Expanded kitchen

  Jeanne Beckley Howard Hanna Rand Realty

  8 Douglas Dr, Pleasantville, NY 10570
• 

  $1,255,000 Sold Jan 17, 2025

  • 2,648 Sq Ft
  • $474/SF
  • 22 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1940

  35 Hays Hill Rd, Pleasantville, NY 10570

  Move right in and unpack! From the moment you enter through the new front door, you know you're home. The beautifully renovated gourmet kitchen sets the stage for all that is to come. 2,648 sq.ft includes a large living room with a fire place + built-ins, formal dining room, en suite primary bedroom, bathroom, hall bath and two additional bedrooms plus a bedroom/den, all meticulously updated. the

  Sharon Foley ERA Insite Realty Services

  35 Hays Hill Rd, Pleasantville, NY 10570
• 

  Est $650,103 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,102 Sq Ft

  25 Woodland Rd, Pleasantville, NY 10570

  25 Woodland Rd, Pleasantville, NY 10570
• 

  

  /36

  $1,695,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 4,707 Sq Ft

  117 Deerfield Ln N, Pleasantville, NY 10570

  This refreshed, sun-filled Colonial home with a lovely gunite pool, located in the award winning Byram Hills School District, is ready for it's next owner. The remodeled gourmet kitchen featuring high-end appliances, a center island, custom cabinets and stunning new counters seamlessly connects to the family room, where a stone fireplace sets the stage for cozy gatherings. The living and dining

  Patti Howard Compass Greater NY, LLC

  117 Deerfield Ln N, Pleasantville, NY 10570
• 

  $1,310,000 Sold Jan 14, 2025

  • 2,132 Sq Ft
  • $614/SF
  • 33 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1917

  51 Guion St, Pleasantville, NY 10570

  This four bedroom Colonial is nestled in the heart of the Village, just steps away from everything Pleasantville! As soon as you enter, it will feel like home! This special property offers ample space and luxury for contemporary living, while honoring the Old World charm. The period piece fireplace, pocket doors, built-ins, high ceilings, wood floors & mouling adds to the appeal. The high end

  Loretta Fleming Chiavetta Coldwell Banker Realty

  51 Guion St, Pleasantville, NY 10570
• 

  Est $902,938 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,356 Sq Ft

  355 Lake Shore Dr, Pleasantville, NY 10570

  355 Lake Shore Dr, Pleasantville, NY 10570
• 

  

  /24

  $929,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,766 Sq Ft

  80 Madison Ave, Pleasantville, NY 10570

  Welcome home to this immaculate colonial, perfectly nestled at the end of a peaceful street for ultimate privacy. Thoughtfully designed and impeccably maintained, this home offers a blend of classic charm and modern comfort. Step inside to discover an inviting open-concept kitchen connected to the outside covered deck and dining area, perfect for both casual meals and entertaining. The spacious

  James Campbell Houlihan Lawrence Inc.

  80 Madison Ave, Pleasantville, NY 10570
• 

  $950,000 Sold Jan 10, 2025

  • 2,760 Sq Ft
  • $344/SF
  • 26 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 1990

  4 Country Club Ln, Pleasantville, NY 10570

  Country Club living at its finest! Welcome home to this pristine move in ready, fully renovated 2 BR/3 BA with spectacular views of the golf course in picturesque Pleasantville Country Club Community. Close to Community activities including golf, pool, tennis courts, pickle ball courts, clubhouse, exercise room, and restaurant. The first floor features an open EIK with updated stainless steel

  Stacy Weinberg Giner Real Estate Inc.

  4 Country Club Ln, Pleasantville, NY 10570
• 

  Est $859,177 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  354 Sarles Ln, Pleasantville, NY 10570

  354 Sarles Ln, Pleasantville, NY 10570
• 

  

  /23

  $1,250,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,491 Sq Ft

  184 Deerfield Ln N, Pleasantville, NY 10570

  Step into timeless elegance with this stately colonial in a highly desirable neighborhood. The grand two-story entry welcomes you and bathes the home in natural sunlight. High ceilings, skylights, expansive windows and the beautiful flow enhance every inch of this home.The step-down living room is flooded with natural light, while the adjacent family room with a fireplace complete with wet

  Joanne Georgiou William Raveis-New York, LLC

  184 Deerfield Ln N, 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
• 

  Est $1,639,726 Not Listed For Sale

  • 6 Beds
  • 6 Baths
  • 4,284 Sq Ft

  13 Trapping Way, Pleasantville, NY 10570

  13 Trapping Way, Pleasantville, NY 10570
• 

  

  /41

  $1,599,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,197 Sq Ft

  177 Deerfield Ln N, Pleasantville, NY 10570

  Welcome to this beautifully renovated, sun-filled 4-bedroom, 3.5-bathroom Colonial in the award-winning Chappaqua School District. Thoughtfully designed for both style and comfort, this home features a seamless open-concept layout that enhances natural light and ease of living.The covered front porch welcomes you into a gracious foyer, leading to an elegant formal dining room, a spacious

  Jennifer Harris Compass Greater NY, LLC

  177 Deerfield Ln N, Pleasantville, NY 10570
• 

  $820,000 Sold Jan 07, 2025

  • 2,320 Sq Ft
  • $353/SF
  • 15 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1963

  90 Lake Shore Dr, Pleasantville, NY 10570

  Enjoy wonderful privacy in this beautiful 4 bedroom center hall colonial home located in the award winning Pleasantville school district. Spacious living room with bay window and WB FP, dining room, EIK w/ sliders to back deck, full bath and first floor bedroom that can also be used as home office, guest room or den. The second floor offers a generous primary bedroom w/ 2 dble closets, full bath

  Maura Mcspedon William Raveis Real Estate

  90 Lake Shore Dr, Pleasantville, NY 10570
• 

  Est $1,675,333 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,114 Sq Ft

  16 Far Hill Ln, Pleasantville, NY 10570

  16 Far Hill Ln, Pleasantville, NY 10570
• 

  

  /11

  $375,000 Pending

  • 4 Beds
  • 3 Baths
  • 1,200 Sq Ft

  139 Bedford Rd, Pleasantville, NY 10570

  Rare opportunity to create your dream home in the heart of Pleasantville! Bring your contractors and a vision to this demolition project and enjoy all life has to offer just steps away from downtown Pleasantville dining, shopping and schools. Generously-sized private backyard boasts endless potential. Please note this is a short sale.

  Theresa Szuhany RE/MAX Ace Realty

  139 Bedford Rd, Pleasantville, NY 10570
• 

  $660,000 Sold Dec 23, 2024

  • 1,415 Sq Ft
  • $466/SF
  • 49 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1900

  440 Manville Rd, Pleasantville, NY 10570

  This beautifully renovated single-family residence seamlessly blends modern living with timeless charm. Featuring three bedrooms and three full baths, this home is designed for comfort and convenience. Enjoy a brand new kitchen, complete with sleek appliances and stylish finishes that make cooking a pleasure. The finished attic space offers ample storage solutions or the potential for a cozy

  Brian Perez Century 21 Hire Realty

  440 Manville Rd, Pleasantville, NY 10570
• 

  Est $2,015,513 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 4,696 Sq Ft

  18 Far Hill Ln, Pleasantville, NY 10570

  18 Far Hill Ln, Pleasantville, NY 10570
• 

  /2

  $1,499,999 Coming Soon

  • 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
• 

  $750,000 Sold Dec 20, 2024

  • 1,500 Sq Ft
  • $500/SF
  • 19 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  30 Columbus Ave, Pleasantville, NY 10570

  Looking for one level living? This beautifully maintained ranch-style home boasts 3 spacious bedrooms, 2 full bathrooms and sits on a level lot, making it perfect for both relaxation and entertaining. Enjoy a bright and airy living space that seamlessly connects to the dining area with sliders to patio and yard, ideal for family gatherings. The kitchen is equipped with stainless steel

  Rita Longo Howard Hanna Rand Realty

  30 Columbus Ave, Pleasantville, NY 10570

Showing Results 121 - 160, Page 4 of 18