First time on the market in over 50 years—an exciting opportunity to create something truly your own in an exceptional location! Ideally situated between the vibrant Vill...
Listing courtesy of Listing Agent: Karin A. Morano (KarinM@CorcoranLegends.com) from Listing Office: Corcoran Legends Realty.
Welcome to 82 Birch Drive, a charming 3-bedroom, 1-bath home situated on two parcels along a quiet dead-end street in Pleasantville, offering a peaceful hillside setting ...
Listing courtesy of Listing Agent: Jenny Colon (jenny.colon@cbrealty.com) from Listing Office: Coldwell Banker Realty.
Welcome to this charming 3-bedroom, 1-bath Pleasantville ranch. This home offers a wonderful opportunity for a first-time buyer or anyone looking for the ease of one-leve...
Listing courtesy of Listing Agent: Concetta Gallo (concetta.gallo@randrealty.com) from Listing Office: Howard Hanna Rand Realty.
Welcome to this beautifully situated 4-bedroom, 2-full-bath home in the heart of Pleasantville! Featuring a spacious primary bedroom, a large formal living room, and plen...
Listing courtesy of Listing Agent: Sharon Foley (sharonfoley202@msn.com) from Listing Office: ERA Insite Realty Services.
Step into elegance and comfort in this beautifully maintained, rarely available second-floor Pembroke model condominium in the highly sought-after Foxwood community. This...
Listing courtesy of Listing Agent: Michael Dunstan (mdunstan35@gmail.com) from Listing Office: RE/MAX Town & Country.
Welcome to desirable Foxwood Condominiums in Pleasantville! A rare opportunity to unlock the full potential of this 2 bedroom 2 full bath Somerset unit. Entry Foyer wit...
Listing courtesy of Listing Agent: Lena O'Neill (lena.oneill@randrealty.com) from Listing Office: Howard Hanna Rand Realty.
Nestled in the midst of an idyllic, tree-filled, half-acre setting, this charming, character-filled gem is ideal for working from home, relaxing and entertaining! Upon en...
Listing courtesy of Listing Agent: Pamela Jones (Estel22wgd60@aol.com) from Listing Office: Coldwell Banker Realty.
Enjoy this beautifully updated, and stylishly appointed, corner unit home in the highly desirable Pleasantville Country Club community. You will appreciate the ease of a ...
Listing courtesy of Listing Agent: Maura C. McSpedon (maura.mcspedon@raveis.com) from Listing Office: William Raveis Real Estate.
Easy Living in the Heart of Pleasantville! Welcome to this beautiful two-bedroom, first-floor condo in the desirable Greenwood Condominiums, offering no steps and effort...
Listing courtesy of Listing Agent: Maura C. McSpedon (maura.mcspedon@raveis.com) from Listing Office: William Raveis Real Estate.
There’s something truly special about this captivating Pleasantville Craftsman. It has the kind of charm and character that is hard to find in newer homes, along with a w...
Listing courtesy of Listing Agent: Donald Dwyer (don.dwyer@randrealty.com) from Listing Office: Howard Hanna Rand Realty.
Beautifully maintained and lovingly cared for, this inviting home is nestled on a private cul-de-sac and offers a true sense of sanctuary. The main level is filled with n...
Listing courtesy of Listing Agent: Aileen P. Riordan (ariordan@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
Mixed-Use Investment Opportunity – Old Village of Pleasantville Rare mixed-use investment opportunity in the heart of the Old Village of Pleasantville. This distinctive T...
Listing courtesy of Listing Agent: Rich Aponte (raponte@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Commercial.
ATTENTION WORK-AT -HOME PROFESSIONALS AND THOSE SEEKING MOTHER DAUGHTER SET UP! Discover a true Pleasantville unicorn — a charming 1930’s single family home with legal c...
Listing courtesy of Listing Agent: Albert Posillico (alposillico@kw.com) from Listing Office: Keller Williams Realty Group.
Enjoy carefree and resort-style living in the Pleasantville Country Club community! Perfectly situated as one of only ten homes at the end of a private cul-de-sac, this b...
Listing courtesy of Listing Agent: Justine P. Flanagan (jflanagan@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
Updated and meticulously maintained co-op ideally located just moments from both the heart of Pleasantville and the Metro-North station, offering an effortless commute an...
Listing courtesy of Listing Agent: Thomas E. Consaga (tconsaga@aol.com) from Listing Office: RE/MAX Ace Realty.
Excellent location for a stand-alone building with great street exposure. Parking for approximately 10-12 cars. RO-3 zone allows a blend of residential and light commer...
Listing courtesy of Listing Agent: Anthony Naraine (anthony@championassociates.net) from Listing Office: Champion Realty Associate Inc..
The Marmaduke Forster House, nestled in the heart of Pleasantville, New York, is a living testament to history and architectural magnificence. This remarkable property, d...
Listing courtesy of Listing Agent: Nicholas E. McMillan (Nick@C21HireRealty.com) from Listing Office: Century 21 Hire Realty.
Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. ©2026 The Real Estate Board of New York, Inc. All rights reserved.
Nestled in the heart of Westchester County, Pleasantville offers an exceptional blend of small-town charm and sophisticated suburban living. This picturesque community captivates homebuyers with its tree-lined streets, historic downtown village, and strong sense of community. Pleasantville Westchester real estate encompasses everything from charming colonial homes and elegant Tudor-style properties to modern luxury residences and convenient condominiums.
See Pleasantville ListingsNestled in the heart of Westchester County, Pleasantville offers an exceptional blend of small-town charm and sophisticated suburban living. This picturesque community captivates homebuyers with its tree-lined streets, historic downtown village, and strong sense of community. Pleasantville Westchester real estate encompasses everything from charming colonial homes and elegant Tudor-style properties to modern luxury residences and convenient condominiums.
Whether you're seeking a starter home, family residence, or luxury estate, Pleasantville homes for sale offer diverse options in one of Westchester's most desirable communities.
The Pleasantville Westchester real estate market consistently attracts discerning buyers who value quality of life, educational excellence, and convenient commuter access. This sought-after community features a diverse housing stock ranging from historic homes built in the early 1900s to contemporary new construction. Popular neighborhoods include the Village Center area with its walkable streets and the surrounding residential areas that offer larger lots and more privacy.
When searching for Pleasantville homes for sale, consider proximity to the train station, school zones, and the charming downtown area. Many buyers are drawn to properties within walking distance of Memorial Plaza and the village's excellent restaurants and shops. The community's strong property values and desirable location make timing and expert guidance crucial for successful home purchases in this competitive Westchester market.
Navigating Pleasantville Westchester real estate requires deep local knowledge and market expertise. Our team understands the unique character of each neighborhood, from the historic village core to the newer developments on the community's perimeter. We provide comprehensive support throughout your home buying journey, from initial property searches to closing day.
Edify Real Estate's commitment to personalized service means we take time to understand your lifestyle needs, budget, and long-term goals. Our local expertise helps clients identify the best Pleasantville homes for sale that match their criteria while providing valuable insights about schools, commuting options, and community amenities.
Stay ahead of the latest trends in Pleasantville's real estate market in Westchester. Edify Real Estate provides the insight, data, and local expertise you need to navigate buying or selling in Pleasantville with confidence. Contact us today for a personalized market report.
Please contact us for a personalized market report.
Explore exceptional real estate opportunities in Pleasantville, Westchester and beyond with Edify Real Estate. Whether you're searching for your dream home, a modern condo, or preparing to sell your current property, our team brings sharp market insight, accurate valuations, and a refined negotiation strategy tailored to today's market.
Edify Real Estate brings unparalleled expertise to the Pleasantville Westchester real estate market, combining deep local knowledge with innovative technology and personalized service. Our team understands what makes Pleasantville special – from its award-winning school district and charming downtown to its convenient Metro-North access and strong community spirit. We leverage this intimate knowledge to help clients find the perfect home in this desirable Westchester County community.
When you choose Edify Real Estate for your Pleasantville home search, you gain access to comprehensive market insights, strategic negotiation skills, and seamless transaction management. Our agents are deeply embedded in the local community and maintain strong relationships with other professionals, ensuring our clients have every advantage when pursuing Pleasantville homes for sale. We're committed to making your real estate journey successful, whether you're moving from Manhattan, relocating within Westchester, or discovering Pleasantville for the first time.