Peekskill, NY Homes

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  /27

  $385,000

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  27 Waterview Estate, Peekskill, NY 10566

  This delightful two-bedroom, one-and-a-half-bath townhouse offers a perfect blend of comfort and convenience. The updated kitchen features granite countertops and ample cabinetry, creating a stylish and functional space for cooking and entertaining. The living room includes a cozy fireplace and a sliding door to your private deck, while the dining area provides an easy flow for everyday living. A

  Altagracia Grace Patalano BHHS River Towns Real Estate

  27 Waterview Estate, Peekskill, NY 10566
• 

  $395,000 Sold Jul 25, 2025

  • 1,600 Sq Ft
  • $247/SF
  • 128 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  14 High Meadow Trail Unit 18D, Peekskill, NY 10566

  Two Bedroom, 2.5 Bathroom Condominium in Peekskill! Close to shopping, schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

  Brian Smith River Realty Services, Inc.

  14 High Meadow Trail Unit 18D, Peekskill, NY 10566
• 

  Est $240,000 Not Listed For Sale

  1410 Crompond Rd, Peekskill, NY 10566

  1410 Crompond Rd, Peekskill, NY 10566
• 

  

  

  /22

  $135,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  1840 Crompond Rd Unit 7B8, Peekskill, NY 10566

  Welcome to Stonegate!Step into comfort and convenience in this charming second-floor 1-bedroom, 1-bath unit nestled in the heart of Stonegate, a peaceful and well-maintained cooperative community in Peekskill.The home features a spacious living room perfect for relaxing or entertaining. The kitchen is outfitted with stone-finish flooring, a ceiling fan, and ample cabinetry for all

  Emmanuel Faure Schunk Realty Group

  1840 Crompond Rd Unit 7B8, Peekskill, NY 10566
• 

  $780,000 Sold Jul 24, 2025

  • 2,400 Sq Ft
  • $325/SF
  • 15 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1906

  1325 Elm St, Peekskill, NY 10566

  Welcome to this light-filled Victorian beauty in the heart of Peekskill’s desirable Mortgage Hill neighborhood. With seasonal peeks of the Hudson River and period details throughout, this lovingly maintained home offers the perfect blend of historic charm and modern comfort. From the inviting front porch to the private stone patio, the home embraces outdoor living at every turn. Inside,

  Diana Polack Compass Greater NY, LLC

  1325 Elm St, Peekskill, NY 10566
• 

  Est $151,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1879 Crompond Rd Unit A21, Peekskill, NY 10566

  1879 Crompond Rd Unit A21, Peekskill, NY 10566
• 

  

  /22

  $215,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  4 Rolling Way Unit D, Peekskill, NY 10566

  Welcome to this spacious and sunlit 1-bedroom, 1-bath garden-style condo located on the first floor in the vibrant town of Peekskill. This well-cared-for home features an inviting open-concept living and dining area, kitchen with stainless appliances. The highlight of this unit is the oversized bedroom, offering two walk-in closets and plenty of room to create your perfect retreat. Enjoy easy

  Rebeca Urbina Century 21 Scala Group

  4 Rolling Way Unit D, Peekskill, NY 10566
• 

  $747,000 Sold Jul 24, 2025

  • 3,500 Sq Ft
  • $213/SF
  • 23 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2009

  2039 Oakwood Dr, Peekskill, NY 10566

  Introducing 2039 Oakwood Drive, a classic front porch colonial with plenty of space for all. Sitting pretty on a quiet street is this sunny colonial with plenty of space for family, friends, hobbies and entertaining. A wide front porch welcomes you home. Ideal for slow mornings, warm evenings, and a pair of rocking chairs. Step inside and find a home that flows with purpose. A formal

  Sengdaian Rasichanh BHHS River Towns Real Estate

  2039 Oakwood Dr, Peekskill, NY 10566
• 

  Est $266,098 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 802 Sq Ft

  6307 Villa at the Woods, Peekskill, NY 10566

  6307 Villa at the Woods, Peekskill, NY 10566
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  /29

  $679,000

  • 6 Beds
  • 2 Baths
  • 2,070 Sq Ft

  136 Hudson Ave, Peekskill, NY 10566

  Unbeatable location for this two-family home! Seconds away from route 9, less than a quarter mile to the Peekskill Metro-North Station, and a short walk to Peekskill's celebrated water front in one direction and all of the shops and restaurants Peekskill is known for less than a half a mile in the other direction. You can't ask for a more accessible and well located property. With two

  Nick Schunk Schunk Realty Group

  136 Hudson Ave, Peekskill, NY 10566
• 

  $245,000 Sold Jul 24, 2025

  • 900 Sq Ft
  • $272/SF
  • 24 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1965

  1 Rolling Way Unit N, Peekskill, NY 10566

  Why rent when you can own?! This light-filled 2-bedroom condo offers spacious rooms, a balcony to watch the sunset, and exclusive access to a new heated pool — all tucked inside a quiet, pet-friendly community close to downtown Peekskill, Metro-North, restaurants, and the Hudson River.Thoughtfully priced to reflect its current condition, this home offers the perfect opportunity to

  Mia Shervington Real Broker NY LLC

  1 Rolling Way Unit N, Peekskill, NY 10566
• 

  Est $710,059 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  1242 Brook St, Peekskill, NY 10566

  1242 Brook St, Peekskill, NY 10566
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  /12

  $250,000

  • 1 Bed
  • 1 Bath
  • 539 Sq Ft

  3309 Villa at the Woods, Peekskill, NY 10566

  New updated kitchen, updated bathroom, new windows, new appliances, new hot water tank. Close to town and shopping. Ground level. Pool can be used by neighboring community with a buy in fee.Down town Peekskill has a historic water front district which is humming with restaurants, night life. brewery and scenic activities. Minutes from a Hospital and Metro north train.

  Laura DiMaggio RE/MAX Classic Realty

  3309 Villa at the Woods, Peekskill, NY 10566
• 

  $530,000 Sold Jul 18, 2025

  • 1,300 Sq Ft
  • $408/SF
  • 13 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1955

  1548 East Blvd, Peekskill, NY 10566

  Charming and updated 3-bedroom split-level single family home located in the prestigious area of Mortgage Hill. Situated on a quiet dead-end street, this home features an updated kitchen and baths, a spacious dining area that leads to a large deck, perfect for outdoor entertaining. With plenty of storage space, abundant natural sunlight, and a convenient location just minutes away from Metro

  Maria Tomaselli Howard Hanna Rand Realty

  1548 East Blvd, Peekskill, NY 10566
• 

  Not Listed For Sale

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

  0 Fremont St Unit KEYM415328, Peekskill, NY 10566

  0 Fremont St Unit KEYM415328, Peekskill, NY 10566
• 

  

  /43

  $240,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  1 Lakeview Dr Unit 6R, Peekskill, NY 10566

  Discover the breathtaking views from this 6th-floor apartment, situated in the Peekskill Towers Co-op, conveniently located off Highland Avenue and just minutes from Metro North. This bright and spacious residence boasts 2 bedrooms, 2 full baths, ample closet space, and an open floor plan designed to maximize the stunning views from every room. Enjoy maintenance-free living in a vibrant community

  Christina Naula BHHS Hudson Valley Properties

  1 Lakeview Dr Unit 6R, Peekskill, NY 10566
• 

  $645,000 Sold Jul 18, 2025

  • 2,067 Sq Ft
  • $312/SF
  • 34 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1953

  62 Cayuga Dr, Peekskill, NY 10566

  Beautifully maintained Colonial-style home, thoughtfully expanded in 2007, featuring light-filled, open spaces. The home boasts oversized rooms with Red Oak hardwood floors throughout. The first floor includes a kitchen, dining room, living and family room, along with a convenient den perfect for working from home, a guest room, or a playroom, complemented by a full bath. Upstairs, the Primary

  Amber Thomas Compass Greater NY, LLC

  62 Cayuga Dr, Peekskill, NY 10566
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  1840 Crompond Rd Unit 8-b7, Peekskill, NY 10566

  1840 Crompond Rd Unit 8-b7, Peekskill, NY 10566
• 

  

  /37

  $680,000

  • 3 Beds
  • 2.5 Baths
  • 2,608 Sq Ft

  97 Hillcrest Ln, Peekskill, NY 10566

  Highly desirable Chapel Hill community welcomes you to this conveniently placed townhome nestled at the end of a quiet cul de sac. Fall in love with this highly desirable home which offers 3 beds and 2.5 baths over 2608 sq ft with high ceilings, hardwood floors and open and light filled feel to satisfy the most discerning buyer. The open kitchen boasts stainless steel appliances and granite

  Peter Topping Coldwell Banker Realty

  97 Hillcrest Ln, Peekskill, NY 10566
• 

  $491,500 Sold Jul 16, 2025

  • 1,950 Sq Ft
  • $252/SF
  • 37 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 1988

  17 Hemlock Cir Unit 421, Peekskill, NY 10566

  Nestled within the bucolic, professionally managed community of Woods III, this three-level, end-unit townhome offers nearly 2,000 square feet of living space blending comfort and convenience. The open-concept living and dining areas, anchored by a fireplace, flow seamlessly onto a private deck, while the windowed, eat-in kitchen enhances the home’s welcoming atmosphere. A powder room on the main

  Philip Simonetti Redfin Real Estate

  17 Hemlock Cir Unit 421, Peekskill, NY 10566
• 

  Not Listed For Sale

  • 1 Bath
  • 646 Sq Ft

  3 Beecher Ln Unit 1D, Peekskill, NY 10566

  3 Beecher Ln Unit 1D, Peekskill, NY 10566
• 

  

  /14

  $275,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  6102 Villa at the Woods, Peekskill, NY 10566

  West Facing Duplex, Open Floor Plan. 2 walk-in closets. Entirely Renovated! 2 LEVELs 1 Bed, 1 Bath in this sought after building! Close to Train. Perfect for entertaining! Beautiful views. Lots of Natural Light. LARGE Windows! New kitchen w. GRANITE counters, stainless steel appliances. Gorgeous Bath! New beautiful floors throughout. Plenty of closet space, Brick & Concrete Construction. AC,

  Amarish J. Khan Apollo Real Properties, Inc.

  6102 Villa at the Woods, Peekskill, NY 10566
• 

  $300,000 Sold Jul 16, 2025

  • 1,168 Sq Ft
  • $257/SF
  • 46 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1968

  1 Lakeview Dr Unit 3J, Peekskill, NY 10566

  Luxury Living with Breathtaking Hudson River & Mountain Views!Welcome home to this stunning 3rd-floor corner unit in the highly sought-after Peekskill Towers, offering spectacular year-round views of the Hudson River and mountains from every western-facing window.Step inside to find a gorgeous, sun-drenched living and dining area, freshly painted and featuring rich cherry wood floors. The

  Michael A Tarallo Giner Real Estate Inc.

  1 Lakeview Dr Unit 3J, Peekskill, NY 10566
• 

  Est $129,000 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  150 Overlook Ave Unit 2U, Peekskill, NY 10566

  150 Overlook Ave Unit 2U, Peekskill, NY 10566
• 

  /2

  $400,000

  • Land
  • 0.3 Acre
  • $1,333,333 per Acre

  1305 Main St, Peekskill, NY 10566

  Ideal corner lot for development. Perfectly (not really, but almost) level, mostly cleared lot. Rare opportunity, as this area is fully developed with mostly multi-family homes, sprinkled with some commercial properties. Location is ideal for a multi-family residence or possibly commercial. Public sewer and water services are available through the city. The property already has a curb cut on

  Cynthia Weil Howard Hanna Rand Realty

  1305 Main St, Peekskill, NY 10566
• 

  $652,000 Sold Jul 16, 2025

  • 1,700 Sq Ft
  • $384/SF
  • 33 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1938

  1009 Mckinley St, Peekskill, NY 10566

  Welcome to 1009 McKinley! This gem is situated in a fantastic location that offers the ultimate suburban lifestyle, and is within the highly-rated Hendrick Hudson school district. The bright and cheerful interior features easy access to the professionally designed backyard makeover completed in 2022. The first floor boasts an open floor plan with a spacious kitchen, custom-designed with high-end

  Fatima Candiotti Houlihan Lawrence Inc.

  1009 Mckinley St, Peekskill, NY 10566
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  5 Rolling Way Unit I, Peekskill, NY 10566

  5 Rolling Way Unit I, Peekskill, NY 10566
• 

  

  /25

  $445,000

  • 3 Beds
  • 2.5 Baths
  • 1,293 Sq Ft

  55 Winchester Ave, Peekskill, NY 10566

  Great three bedroom Townhouse is available on Society Hill. Main floor offers a living room, dining room, eat in kitchen with sliding doors to level backyard, guest bathroom and laundry. Second level leads you to a master bedroom with in suite bathroom, two additional bedrooms and a hall bathroom. Enjoy Society Hill Clubhouse amenities has to offer, indoor heated pool, gym, sauna, indoor

  Rebeca Domanico Irene G. DaSilva Real Estate

  55 Winchester Ave, Peekskill, NY 10566
• 

  $405,000 Sold Jul 15, 2025

  • 1,221 Sq Ft
  • $332/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1995

  28 Edinburgh Dr Unit 28, Peekskill, NY 10566

  LOVED FOR OVER 25 YEARS!!1ST TIME IN A LONG TIME ON THE MARKET!!2 SPACIOUS BEDROOMS..CHEFS KITCHEN;NEW WASHER AND DRYER THIN Q.ALL NEW LTV FLOORS IN LIV ROOM AND DINING AREA.MAYTAG APPLIANCES;LESS THAN 5 YEARS OLD.PRIVATE PATIO..ONLY 3 IN ENTIRE COMPLEX/DINING NOOK OUT BACK WITH A FOOTBALL FEILD TO ENJOY!!KOHLER CUSTOM COLORS TOILETS 1 PIECE;8K.TUMBLED MARBLE THRUOUT.TRAVERTINE MARBLE IN KITCHEN

  Bridgette Bacon American Family Realty

  28 Edinburgh Dr Unit 28, Peekskill, NY 10566
• 

  Est $175,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  1840 Crompond Rd Unit 8B4, Peekskill, NY 10566

  1840 Crompond Rd Unit 8B4, Peekskill, NY 10566
• 

  

  /22

  $270,000

  • Land
  • 0.94 Acre
  • $288,770 per Acre

  270 Furnace Dock Rd, Cortlandt Manor, NY 10567

  Beautiful private level building lot, with Building permit for a 3246 square feet Colonial. Board of Health approval, for 3 bedroom Plus a large den, 2 full 1 1/2 baths. Open floor plan! 9 foot ceilings on first floor, Hardwood floors throughout with crown molding and Gas fireplace. This property also comes with an additional 0.132 acre lot directly across the street on Pine Lake, great for a

  Georgette Dini My Seasons Realty LLC

  270 Furnace Dock Rd, Cortlandt Manor, NY 10567
• 

  $560,000 Sold Jul 15, 2025

  • 1,697 Sq Ft
  • $330/SF
  • 13 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1890

  864 Paulding St, Peekskill, NY 10566

  This historic Victorian home is just far enough from Main Street to give a quiet suburban feel, with all the conveniences still only a few blocks away- shopping, restaurants, theatres, even the Metro-North station is less than ten minutes away.The ornamental details of this home have been lovingly preserved. As soon as you see the classic Victorian turret, the ornate pediment, and the turned

  Robert Molloy Howard Hanna Rand Realty

  864 Paulding St, Peekskill, NY 10566
• 

  Est $175,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1840 Crompond Rd Unit 1B-8, Peekskill, NY 10566

  1840 Crompond Rd Unit 1B-8, Peekskill, NY 10566
• 

  /2

  $319,999

  • Land
  • 0.15 Acre
  • $2,110,811 per Acre

  170 Washington St, Peekskill, NY 10566

  Exceptional Opportunity in Peekskill!Unlock the potential of this vacant C3-zoned (General Commercial) lot, offering a prime canvas for investors, engineers, and architects to bring visionary projects to life. Situated in a thriving area with easy access to major roadways and local amenities, this property is ideally suited for a wide range of commercial developments.Don’t miss

  Damar Martin YourHomeSold Guaranteed Realty

  170 Washington St, Peekskill, NY 10566
• 

  $437,500 Sold Jul 11, 2025

  • 1,446 Sq Ft
  • $303/SF
  • 11 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1960

  420 Nelson Ave, Peekskill, NY 10566

  Welcome to 420 Nelson Ave! This home offers an open floor concept with loads of room to entertain. Upon entering through the side door you have a large eat in kitchen with a center island, dining area, living room with a front door access, family room with sliders towards the front of the house and a door to the fenced side back yard, Central AC, full bath, pull down attic for storage, full

  Cristina Gameiro Howard Hanna Rand Realty

  420 Nelson Ave, Peekskill, NY 10566
• 

  Est $434,058 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,290 Sq Ft

  38 Bleakley Dr, Peekskill, NY 10566

  38 Bleakley Dr, Peekskill, NY 10566
• 

  

  /23

  $109,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  1 Lakeview Dr Unit LL5, Peekskill, NY 10566

  Ground floor units don't pop up too often. If you want the convenience of low maintenance living without the hassles of elevators and stairs, this one-bedroom coop unit may be just what you are looking for. At 900 square feet this is a larger unit with a spacious bedroom and generous living space. Enjoy your morning coffee or a relaxing evening on the private patio with landscaping designed for

  Nick Schunk Schunk Realty Group

  1 Lakeview Dr Unit LL5, Peekskill, NY 10566
• 

  $452,500 Sold Jul 10, 2025

  • 1,489 Sq Ft
  • $304/SF
  • 18 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  2 Hendrick Hills Unit 2, Peekskill, NY 10566

  Welcome to this beautifully updated, light-filled townhouse in the desirable Hendrick Hudson School District. Step into a stunning double-height living room with soaring ceilings, a skylights, and a fireplace that serves as the heart of the home. The adjacent dining area, seamlessly connected, opens through sliding glass doors to a private patio—perfect for summer barbecues and effortless

  Magdalena Konkola Houlihan Lawrence Inc.

  2 Hendrick Hills Unit 2, Peekskill, NY 10566
• 

  Not Listed For Sale

  • Studio
  • 1 Bath
  • 500 Sq Ft

  4405 Villa at the Woods Unit D405, Peekskill, NY 10566

  4405 Villa at the Woods Unit D405, Peekskill, NY 10566
• 

  

  /34

  $675,000

  • 5 Beds
  • 2 Baths

  635 N Division St, Peekskill, NY 10566

  EMAIL for fastest response. SOLD AS ISIncredible Investment Opportunity! 635 N Division Street – A Stunning Two-Family Home with Endless Potential!Prime Location: Less than half a mile from Bear Mountain Parkway & under 2 miles to Metro North—perfect for commuters! Live Rent-Free:Live in one unit & rent out the other to cover your mortgage! This can be an

  Robert Oramas PMI Hudson

  635 N Division St, Peekskill, NY 10566

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