Peekskill, NY Homes

• 

  $719,000 Sold Feb 04, 2025

  • 2,600 Sq Ft
  • $277/SF
  • 38 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1961

  1380 Longview Ave, Peekskill, NY 10566

  Welcome to 1380 Longview Avenue located in the highly desirable "Mortgage Hill" area of Peekskill. This spacious home offers an exceptional blend of style, function, and convenience, with the added bonus of stunning views of the Hudson River!As you enter, you’re welcomed by a thoughtfully designed main floor that’s perfect for both relaxation and entertaining. The expansive living room,

  James Schunk Schunk Realty Group

  1380 Longview Ave, Peekskill, NY 10566
• 

  Est $139,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  1879 Crompond Rd Unit A18, Peekskill, NY 10566

  1879 Crompond Rd Unit A18, Peekskill, NY 10566
• 

  

  

  /15

  $325,000 Pending

  • 2 Beds
  • 2 Baths
  • 891 Sq Ft

  4406 Villa at the Woods, Peekskill, NY 10566

  Charming 2-Bedroom Condo in Historic Villa at the Woods.Step into timeless elegance and modern convenience Villa at the Woods, a unique condominium located in one of Peekskill’s most historic and sought-after communities. This beautifully maintained 2-bedroom, 2-bathroom residence offers approximately 891 square feet of comfortable living space and is perfect for first-time buyers, downsizers, or

  Christopher Galli Century 21 Elite Realty

  4406 Villa at the Woods, Peekskill, NY 10566
• 

  $315,000 Sold Feb 04, 2025

  • 1,250 Sq Ft
  • $252/SF
  • 40 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1907

  147 Bay St, Peekskill, NY 10566

  Bring your vision and creativity to this 3-bedroom, 1-bath home in the heart of Peekskill. This property is in need of a complete update, making it the perfect opportunity for investors or buyers looking to customize their dream home from the ground up. With a solid structure and great layout, you can reimagine every room to suit your style. Located just minutes from downtown Peekskill and the

  Christopher Baum RE/MAX Benchmark Realty Group

  147 Bay St, Peekskill, NY 10566
• 

  Est $181,000 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
• 

  

  /42

  $460,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,430 Sq Ft

  24 Poplar Cir Unit 163, Peekskill, NY 10566

  The One You've Been Waiting For! Welcome to the only 3-bedroom condo currently available in the highly sought-after Society Hill Complex—a rare opportunity you don’t want to miss! These larger units are hardly ever on the market, and this one is immaculate, move-in ready, and priced to impress. Step inside to an inviting open floor plan that flows effortlessly from the spacious living and dining

  Christine Rowley RE/MAX Classic Realty

  24 Poplar Cir Unit 163, Peekskill, NY 10566
• 

  $113,000 Sold Feb 04, 2025

  • 700 Sq Ft
  • $161/SF
  • 75 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1968

  150 Overlook Ave Unit 1B, Peekskill, NY 10566

  Welcome to the River House Complex, where comfort meets convenience in this desirable 1-bedroom, 1-bathroom apartment. Step onto your spacious private balcony and soak in serene nature views, perfect for relaxation. The open living and dining area provides a bright and inviting space, ideal for both daily living and entertaining. Residents of River House enjoy a host of amenities designed to

  Sara Reel Julia B Fee Sothebys Int. Rlty

  150 Overlook Ave Unit 1B, Peekskill, NY 10566
• 

  Est $422,573 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
• 

  

  /36

  $735,000 Pending

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

  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 dining

  Sengdaian Rasichanh BHHS River Towns Real Estate

  2039 Oakwood Dr, Peekskill, NY 10566
• 

  $150,000 Sold Feb 03, 2025

  • 706 Sq Ft
  • $212/SF
  • 39 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1968

  150 Overlook Ave Unit 8T, Peekskill, NY 10566

  Enjoy stunning river and mountain vistas right from your living room and balcony. Recently updated with sleek countertops and stainless steel appliances, perfect for culinary enthusiasts. High-quality custom cabinetry provides ample storage space and enhances the kitchen's aesthetic appeal. Bathroom was rececently renovated to offer a spa-like experience with new fixtures and a contemporary

  Elizabeth Koski Coldwell Banker Realty

  150 Overlook Ave Unit 8T, 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

  $765,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,312 Sq Ft

  1759 Maple Ave, Peekskill, NY 10566

  Welcome to 1759 Maple Avenue! Experience luxury in this fully gut-renovated modern farmhouse colonial with a brand-new addition. Offering 2,312 sq. ft. of meticulously designed living space. Perfectly positioned on a beautiful corner lot, this residence blends elegance with timeless charm.Step inside to find a thoughtfully crafted open-concept layout featuring a chef’s kitchen with quartz

  James Schunk Schunk Realty Group

  1759 Maple Ave, Peekskill, NY 10566
• 

  $610,000 Sold Jan 31, 2025

  • 2,253 Sq Ft
  • $271/SF
  • 49 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2004

  89 Hillcrest Ln, Peekskill, NY 10566

  An envious location within the areas most sought after community located on a 100-acre resort-style property, bordering Cortlandt's Blue Mountain Reservation. This spacious Chapel Hill unit offers four floors of generously sized, sun filled rooms. The large formal living room with wood floors highlights a gas fireplace and sliders leading out to the easily accessible bluestone patio. A bright

  Angela Lanni Houlihan Lawrence Inc.

  89 Hillcrest Ln, Peekskill, NY 10566
• 

  Est $181,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  1840 Crompond Rd Unit 1A-4, Peekskill, NY 10566

  1840 Crompond Rd Unit 1A-4, Peekskill, NY 10566
• 

  

  /21

  $285,000 Pending

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  6 Rolling Way Unit N, Peekskill, NY 10566

  Welcome to Hillcrest Park in Peekskill. This 2 bedroom, 1 bath condo offers 900 square feet of beautifully renovated living space. Well maintained and move-in ready, this residence boasts brand-new flooring, a comprehensive electrical update, fresh interior paint, state-of-the-art appliances, and contemporary lighting that accentuates its modern allure. Enjoy the convenience of the laundry on the

  Tabatha Malone Keller Williams Hudson Valley

  6 Rolling Way Unit N, Peekskill, NY 10566
• 

  $600,000 Sold Jan 31, 2025

  • 1,896 Sq Ft
  • $316/SF
  • 32 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2012

  142 Underhill Ln, Peekskill, NY 10566

  Discover this beautifully maintained private wooded hillside Townhome, featuring two spacious bedrooms, each with its own private bath. An added loft bonus space for home office or guest room. Abundant natural light from skylights and the elegance of crown molding throughout. The open layout boasts hardwood floors, with chair rail molding accenting the entry foyer.Step outside to a

  Elizabeth Koski Coldwell Banker Realty

  142 Underhill Ln, Peekskill, NY 10566
• 

  Est $365,293 Not Listed For Sale

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

  9 Huntington Cir, Peekskill, NY 10566

  9 Huntington Cir, Peekskill, NY 10566
• 

  

  /37

  $525,000 Pending

  • 2 Beds
  • 2 Baths
  • 2,168 Sq Ft

  138 Fields Ln Unit 52, Peekskill, NY 10566

  Step into the comfort and convenience of this inviting two-bedroom, two-bathroom condo, located in the desirable and sought after community of Chapel Hill. As an end unit, privacy is a given. The spacious open floor plan is perfect for entertaining guests.This home offers a first floor bedroom with a walk-in closet, ideal for accessibility with ease.The eat-in kitchen offers stainless steel

  Elizabeth Koski Coldwell Banker Realty

  138 Fields Ln Unit 52, Peekskill, NY 10566
• 

  $222,500 Sold Jan 31, 2025

  • 1,200 Sq Ft
  • $185/SF
  • 80 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1974

  152 Overlook Ave Unit 2N, Peekskill, NY 10566

  This spacious and updated 2 bedroom unit w/ bonus room in the sought after River House has everything you need for comfortable and convenient living. The complex offers multiple amenities including a pool, playground, tennis courts, picnic/grill area, and much more. The unit is clean, bright, and nicely updated with hardwood flooring, a tastefully remodeled kitchen, and fresh paint and lighting

  Andre Aivazians HomeSmart Homes & Estates

  152 Overlook Ave Unit 2N, Peekskill, NY 10566
• 

  Est $181,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  1840 Crompond Rd Unit 8A7, Peekskill, NY 10566

  1840 Crompond Rd Unit 8A7, Peekskill, NY 10566
• 

  

  /40

  $425,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,446 Sq Ft

  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
• 

  $625,000 Sold Jan 29, 2025

  • 1,800 Sq Ft
  • $347/SF
  • 71 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1892

  329 Smith St, Peekskill, NY 10566

  Come take a Peek at what will be your new home in Peekskill NY....a town that vibes as cool as the breeze off the Hudson River it overlooks. Midwood or Kensington Brooklyn would feel at home here and so will you & all at a fraction of the cost. Victorian soul will rock you like chairs on the weather protected front porch as you step into the allure of period details that will bring smiles and

  Patrick Hazell Parker Street Realty Inc

  329 Smith St, Peekskill, NY 10566
• 

  Est $116,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  1 Lakeview Dr Unit 2N, Peekskill, NY 10566

  1 Lakeview Dr Unit 2N, Peekskill, NY 10566
• 

  

  /27

  $275,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,256 Sq Ft

  150 Overlook Ave Unit PH - 8E, Peekskill, NY 10566

  This spacious 2 bedroom/2 bath penthouse in the highly sought after River House has everything you need for comfortable & convenient living. The complex itself offers multiple amenities including a pool, playground, 2 tennis courts, picnic/grill area, and much more. The quiet penthouse unit, complete with 2 balconies and no one living above you, has exquisite views of the Hudson River, walk-in

  Carmela Toone BHHS River Towns Real Estate

  150 Overlook Ave Unit PH - 8E, Peekskill, NY 10566
• 

  $800,000 Sold Jan 28, 2025

  • 7,000 Sq Ft
  • $114/SF
  • 146 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1890

  401 Welcher Ave, Peekskill, NY 10566

  Imagine living in a historic brick Carriage House with an industrial chic twist. At your doorstep is 1538 acres preserved for wilderness and wildlife, with 2 lakes and 8 miles of biking & hiking trails. This property is contiguous to Blue Mountain Reservation and was once part of the large estate that donated this land. Exposed hand hewn beams and remnants of the original horse stalls are

  Lesli Uribe Corcoran Country Living

  401 Welcher Ave, Peekskill, NY 10566
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  1879 Crompond Rd Unit A9, Peekskill, NY 10566

  1879 Crompond Rd Unit A9, Peekskill, NY 10566
• 

  

  /28

  $479,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,195 Sq Ft

  430 Smith St, Peekskill, NY 10566

  Step into timeless elegance with this lovingly restored 1902 Colonial, originally crafted by Fleishmann Yeast Co. The welcoming front porch invites you into a home where period charm meets contemporary comfort. Hardwood floors flow throughout, leading you from the spacious living room to an elegant dining room that captures views of the mountains and Hudson River. The reimagined kitchen marries

  Magdalena Konkola Houlihan Lawrence Inc.

  430 Smith St, Peekskill, NY 10566
• 

  $538,000 Sold Jan 27, 2025

  • 1,650 Sq Ft
  • $326/SF
  • 46 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  525 N Division St, Peekskill, NY 10566

  A True Treasure in Historic Peekskill!Nestled into a picturesque hillside, this tri-level Colonial-style home in Peekskill combines vintage charm and modern amenities for an idyllic lifestyle experience. Built in 1920, the lovely brick and clapboard residence has been renovated numerous times since then. Just a few blocks from Main Street and the Downtown Historic District, the property

  Isa Potts Bizzarro Agency, LLC

  525 N Division St, Peekskill, NY 10566
• 

  Est $546,380 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  12 Armstrong Ave, Peekskill, NY 10566

  12 Armstrong Ave, Peekskill, NY 10566
• 

  

  /21

  $245,000 Pending

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  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 modernize and

  Mia Shervington Real Broker NY LLC

  1 Rolling Way Unit N, Peekskill, NY 10566
• 

  $500,000 Sold Jan 23, 2025

  • 1,768 Sq Ft
  • $283/SF
  • 26 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  426 Main St, Peekskill, NY 10566

  Opportunity Knocks! Legal two family within walking distance to the Peekskill Train Station with a 55 minute commute to Grand Central and where you can stroll down to the wonderful new restaurants along the Peekskill. The first floor unit boasts a generously size living room, eat-in kitchen, 2 bedrooms and 1 full bathroom, back door leading you to the back yard. The second floor unit Enjoys

  Maria Vele Keller Williams Realty Partner

  426 Main St, Peekskill, NY 10566
• 

  Est $560,107 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,566 Sq Ft

  11 Catherine St, Cortlandt Manor, NY 10567

  11 Catherine St, Cortlandt Manor, NY 10567
• 

  

  /24

  $249,500 Pending

  • 1 Bed
  • 1 Bath
  • 697 Sq Ft

  3 Woods End Cir Unit G, Peekskill, NY 10566

  Newly built condominium nestled in Peekskill. This top-floor 1-bed/1-bath features upgraded flooring, sleek stainless steel kitchen appliances, new AC units and ample closet space for your storage needs. There is an exclusive-use balcony for indoor/outdoor living with wooded views, one dedicated parking space plus a common laundry room adjacent to unit #G. Hillcrest Park is a bucolic and

  Philip Simonetti Redfin Real Estate

  3 Woods End Cir Unit G, Peekskill, NY 10566
• 

  $72,500 Sold Jan 22, 2025

  • 550 Sq Ft
  • $132/SF
  • 44 Days On Market

  • 1 Bath
  • Built 1968

  150 Overlook Ave Unit 6K, Peekskill, NY 10566

  Welcome to the River House Complex, where comfort meets convenience in this stunning studio apartment. Ideal for those seeking a streamlined and cozy living experience, this unit offers a bright and open living space that effortlessly connects to the dining area. Step out onto your private balcony to enjoy pleasant views of the surrounding area.The kitchen is well-appointed with ample counter

  Ana Bermeo Keller Williams Realty Partner

  150 Overlook Ave Unit 6K, Peekskill, NY 10566
• 

  Est $394,014 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft

  47 Mcguire Ave, Peekskill, NY 10566

  47 Mcguire Ave, Peekskill, NY 10566
• 

  

  /21

  $439,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,489 Sq Ft

  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
• 

  $315,000 Sold Jan 17, 2025

  • 1,000 Sq Ft
  • $315/SF
  • 26 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1924

  1773 Lincoln Terrace, Peekskill, NY 10566

  Updated home located on a quiet street, close to all. Newer kitchen and appliances, refinished hardwood floors, freshly painted. Great common area with sliding glass door out to patio and large private yard. Nicely sized bedrooms and updated full bath. Appliances, heating and electrical system have been recently updated.

  Eric Bernstein Compass Greater NY, LLC

  1773 Lincoln Terrace, Peekskill, NY 10566
• 

  Est $485,258 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,850 Sq Ft

  719 Lindbergh Ave, Peekskill, NY 10566

  719 Lindbergh Ave, Peekskill, NY 10566
• 

  

  /32

  $160,000 Pending

  • 1 Bed
  • 1 Bath
  • 915 Sq Ft

  1840 Crompond Rd Unit 1B7, Peekskill, NY 10566

  Welcome home to this inviting one-bedroom unit in Peekskill’s highly desirable Stonegate Co-op. The layout features a generous eat-in kitchen with abundant natural light and plenty of room to cook, dine, and entertain. The king-sized bedroom includes a walk-in closet, while the renovated bathroom adds a touch of style. The large living and dining area opens to your private balcony, offering

  Lauren Zaccaria Houlihan Lawrence Inc.

  1840 Crompond Rd Unit 1B7, Peekskill, NY 10566
• 

  $129,000 Sold Jan 17, 2025

  • 900 Sq Ft
  • $143/SF
  • 44 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1965

  1 Lakeview Dr Unit 3N, Peekskill, NY 10566

  Welcome to this move-in ready 1-bedroom apartment on the third floor, conveniently accessible by elevator. Upon entry, you're welcomed by a spacious living room with new plush carpeting and a private balcony. The kitchen effortlessly connects to the dining area, creating an open feel. The bedroom is generously sized with plenty of closet space, and the bathroom is equally spacious. Plus, the

  Kaitlyn D'Ambrosio Compass Greater NY, LLC

  1 Lakeview Dr Unit 3N, Peekskill, NY 10566

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