Peekskill, NY Homes

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  /47

  $725,000

  • 3 Beds
  • 4 Baths
  • 2,740 Sq Ft

  20 Roma Orchard Rd, Peekskill, NY 10566

  Chapel Hill at its Best! 20 Roma Orchard Road is an exceptional townhouse located in the picturesque Chapel Hill community. When it comes to real estate, location truly matters-and this "Elmwood Model" is a rare corner unit that sits perfectly within the highly sought after Orchards section of Chapel Hill. Just a one-minute stroll to the Pickleball courts, gym, sauna, pool, nature trails, the

  

  Kathleen O'Driscoll

  Houlihan Lawrence Inc.

  (845) 447-9665

  20 Roma Orchard Rd, Peekskill, NY 10566
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  /50

  $2,375 - $4,650 per month

  Fort Hill Peekskill

  Studio-3 Beds

  1 St Marys Convent, Peekskill, NY 10566

  Fort Hill Apartments in Peekskill, NY offers luxury Westchester Apartments for rent on a bucolic wooded hillside overlooking the Hudson River Highlands.Set in a new resort enclave featuring the coming Abbey Inn, Spa and Apropos Restaurant with over 60 acres of hiking trails, Fort Hill offers beautiful landscaped grounds, spacious apartments with contemporary kitchens and baths, Hudson

  1 St Marys Convent, Peekskill, NY 10566
• 

  $801,000 Sold Jun 13, 2025

  • 2,389 Sq Ft
  • $335/SF
  • 22 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1888

  116 Nelson Ave, Peekskill, NY 10566

  Step into a world of timeless elegance with this enchanting 1888 Queen Anne Victorian, where the splendor of a past era seamlessly blends with today's comforts. A welcoming rocking chair front porch invites you into this meticulously restored gem, showcasing distinctive original architectural features. Through stately double doors, a dramatic foyer soars with 10-foot ceilings, while original

  Magdalena Konkola Houlihan Lawrence Inc.

  116 Nelson Ave, Peekskill, NY 10566
• 

  Est $116,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  1 Lakeview Dr Unit 1M, Peekskill, NY 10566

  1 Lakeview Dr Unit 1M, Peekskill, NY 10566
• 

  

  

  /30

  $750,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  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, you'll

  

  Diana Polack

  Compass Greater NY, LLC

  (845) 723-2872

  1325 Elm St, Peekskill, NY 10566
• 

  

  /21

  $2,400 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  739 Frost Ave Unit 2, Peekskill, NY 10566

  Freshly painted 2 bedroom with 1 full bath apartment in 4 family home with Hudson River views!! High ceilings and hardwood floors throughout. Kitchen boasts recently updated cabinets, granite countertops, gas stove with hood, refrigerator, and private pantry. Front and back entrances for super convenience. Front entrance provides a shared front porch for covered dining and river views. The back

  George Muniz Keller Williams NY Realty

  739 Frost Ave Unit 2, Peekskill, NY 10566
• 

  $579,000 Sold Jun 10, 2025

  • 2,058 Sq Ft
  • $281/SF
  • 17 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1934

  160 N Division St, Peekskill, NY 10566

  Your part of Peekskill's history awaits! Sited between the Civil War Monument and the Revolutionary War era Mandeville's Corner of Main and North Division is your new downtown home! Completely renovated in 2014, enter the ground level of 160 North Division and discover a large, flexible living space with a wet bar and full bathroom. Exercise, entertaining, guests - or all of the above - the sky

  John Perrone Coldwell Banker Realty

  160 N Division St, Peekskill, NY 10566
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  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,215 Sq Ft

  154 Overlook Ave Unit 2P, Peekskill, NY 10566

  154 Overlook Ave Unit 2P, Peekskill, NY 10566
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  /43

  $999,000

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

  357 Dyckman St, Peekskill, NY 10566

  Peekskill's Premier Investment: Low Overhead, High Returns – Tenants Handle Heat & Hot Water! This unique multi-family home in Peekskill presents an incredible investment opportunity with its thoughtful design and desirable location. The property features private entrances for each unit, ensuring convenience and privacy for tenants. The upper units offers stunning views and boasts a

  

  Sherry Wiggs

  Houlihan Lawrence Inc.

  (845) 377-2570

  357 Dyckman St, Peekskill, NY 10566
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  /15

  $2,299 - $2,900 per month

  HudsonView Living

  1-3 Beds

  2 Lakeview Dr, Peekskill, NY 10566

  HudsonView Living offers quality apartment living in Peekskill, NY. Peekskill is a beautiful Rivertown with a lot of character and history. The property offers one-, two-, and three-bed apartments, with assigned parking, as well as a dog park on premise! HudsonView is tucked away, giving it a sense of privacy and serenity, but close to the bustle of downtown Peekskill, and a short ride to the

  2 Lakeview Dr, Peekskill, NY 10566
• 

  $242,500 Sold Jun 09, 2025

  • 713 Sq Ft
  • $340/SF
  • 98 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2024

  3 Woods End Cir Unit K, Peekskill, NY 10566

  All new and ready for you to move right in! Enjoy a private, rear-facing tree view from your new main level 1-bedroom home at Hillcrest Park! This is the only 1-bedroom with a fenced rear patio in addition to the comfortable deck. The brand new building also features a sliding glass door from the bedroom to the deck. Enter in to your home and discover the gleaming oak hardwood floors throughout -

  John Perrone Coldwell Banker Realty

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

  Est $181,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  1840 Crompond Rd Unit 9A5, Peekskill, NY 10566

  1840 Crompond Rd Unit 9A5, Peekskill, NY 10566
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  /27

  $439,000

  • 1 Bed
  • 1.5 Baths
  • 1,011 Sq Ft

  113 Northview Ct, Peekskill, NY 10566

  Welcome to this meticulously maintained and beautifully updated condominium in Peekskill’s sought-after Riverbend community—where convenience, comfort, and community amenities create the perfect place to call home. Step inside to find a light-filled open-concept living and dining area, ideal for entertaining or relaxing at home. The kitchen offers modern cabinetry, ample storage, granite

  Magdalena Konkola Houlihan Lawrence Inc.

  113 Northview Ct, Peekskill, NY 10566
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  /9

  $2,000 per month

  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  301 Union Ave Unit 3, Peekskill, NY 10566

  Not all rentals are the same! Renovated in 2022, this 3rd floor unit has an updated kitchen, floors, and windows. This loft-like studio apartment has and eating/living room and comfortably sized bed room area, divided by the stairs. It is centrally located with easy access to downtown Peekskill, Depew Park and the riverfront/train station. Check out the western facing views from the front of the

  John Perrone Coldwell Banker Realty

  301 Union Ave Unit 3, Peekskill, NY 10566
• 

  $450,000 Sold Jun 04, 2025

  • 1,575 Sq Ft
  • $286/SF
  • 20 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1949

  882 King St, Peekskill, NY 10566

  Charming Cape Cod Home in the Heart of Peekskill. Discover this delightful 4-bedroom, 1.5-bath Cape Cod-style home nestled in the vibrant heart of Peekskill. Situated on a spacious corner lot, this property offers endless possibilities and is perfect for entertaining. 1st floor features two comfortable bedrooms and a full bath, providing convenient single-level living. The inviting living spaces

  Jennifer Baukol Coldwell Banker Realty

  882 King St, Peekskill, NY 10566
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  Est $116,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  1 Lakeview Dr Unit 5H, Peekskill, NY 10566

  1 Lakeview Dr Unit 5H, Peekskill, NY 10566
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  /20

  $599,000

  • 4 Beds
  • 2 Baths
  • 1,520 Sq Ft

  334 Union Ave, Peekskill, NY 10566

  A spacious home that is ideally located less than a mile from the Peekskill Metro North, Route 9, parks, restaurants and local schools. Enjoy ample private parking on your driveway that easily holds up to 10 cars. Idyllic covered porch. Living room and formal dining room feature ample natural light. The kitchen is appointed with stainless-steel appliances.1st floor primary bedroom with ensuite

  Trudi Iglesias Howard Hanna Rand Realty

  334 Union Ave, Peekskill, NY 10566
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  /16

  $1,999 - $2,900 per month

  Patricia Apartments

  1-3 Beds

  36 Welcher Ave, Peekskill, NY 10566

  Patricia Apartments offers quality apartment living in Peekskill, NY. Peekskill is a beautiful Rivertown with a lot of character and history. The property offers one-, two-, and three-bed apartments, with free parking in our lot or on the street, as well as a dog park and playground on premise. Patricia Apartments is conveniently located near access to Route 9 and a short distance from the

  36 Welcher Ave, Peekskill, NY 10566
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  $200,000 Sold May 30, 2025

  • 1,036 Sq Ft
  • $193/SF
  • 15 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1970

  1840 Crompond Rd Unit 2C1, Peekskill, NY 10566

  Bright and sunny upper end unit,with two bedrooms and one bath. Freshly painted, new ceiling fans and updated flooring in the kitchen. Stainless steel appliances (2022) with quartz countertop with new backsplash. Relax on your private balcony, surrounding you in nature. This unit offers storage, as well as on-site laundry amenities. Located near major highways and public transportation, you're

  Elizabeth Koski Coldwell Banker Realty

  1840 Crompond Rd Unit 2C1, Peekskill, NY 10566
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  Est $147,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  150 Overlook Ave Unit 2R, Peekskill, NY 10566

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

  

  /17

  $385,000

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

  14 Bleakley Dr, Peekskill, NY 10566

  Welcome to this spacious and beautifully maintained townhouse in the sought-after Woods III complex in Peekskill. Step into a thoughtfully cared-for home that offers a welcoming atmosphere, featuring a cozy wood-burning fireplace, expansive living area, and a dining alcove ideal for everyday living and entertaining. The updated bright kitchen is the perfect place to enjoy your morning coffee and

  Pauline Angrisani Coldwell Banker Realty

  14 Bleakley Dr, Peekskill, NY 10566
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  /24

  $3,500 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  18 Huntington Cir, Peekskill, NY 10566

  Beautiful First-Floor 2 bedroom, 2 bath Unit – No Steps!Live the good life in this spacious, newly renovated 2-bedroom, 2-bath condo in the desirable Society Hill II community. This stunning no-step unit offers convenience and comfort, just steps from your assigned parking space.Step inside to a bright, open-concept layout featuring a stylish kitchen with an elegant wet bar for entertaining, a

  Elizabeth Finnegan Houlihan Lawrence Inc.

  18 Huntington Cir, Peekskill, NY 10566
• 

  $650,000 Sold May 29, 2025

  • 1,670 Sq Ft
  • $389/SF
  • 35 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1905

  329 Depew St, Peekskill, NY 10566

  This charming 4-bedroom, 2-bath Colonial sits on a level lot and boasts a beautifully renovated interior. The brand-new kitchen shines with stainless steel appliances and granite counters, while the updated bathrooms, fresh paint, and nearly all-new windows add modern comfort. The refinished (original) hardwood floors, large living room, and the wraparound porch offers the perfect spot to relax

  Carol Christiansen McGrath Realty Inc.

  329 Depew St, Peekskill, NY 10566
• 

  Est $139,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  1879 Crompond Rd Unit E15, Peekskill, NY 10566

  1879 Crompond Rd Unit E15, Peekskill, NY 10566
• 

  

  /19

  $415,000

  • 2 Beds
  • 2.5 Baths
  • 1,147 Sq Ft

  58 Campus Rd, Peekskill, NY 10566

  Move-in-Ready 2 Bedroom 2.5 Bath condo in desirable Society Hill complex. This popular community offers quality living, convenience and affordability. Enjoy the welcoming clubhouse with indoor heated pool/gym/relaxing sauna/basketball and racquetball courts as well as a recreation room. Great location near bus, train, parkways - perfect commuter location. Beach Shopping Center is home to

  Patricia Heller Coldwell Banker Realty

  58 Campus Rd, Peekskill, NY 10566
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  /9

  $1,850 per month

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  1 Rolling Way, Peekskill, NY 10566

  Spacious 1-Bedroom Condo for Rent – Rolling Way, Peekskill, NYListed by Creative Wave Realty GroupDiscover comfortable living in this charming 1-bedroom, 1-bathroom condo located in the desirable Rolling Way community in Peekskill, NY. This well-maintained 750 sq. ft. unit offers modern amenities and a convenient lifestyle in a beautifully managed complex.Property Features:?

  1 Rolling Way, Peekskill, NY 10566
• 

  $215,000 Sold May 28, 2025

  • 1,000 Sq Ft
  • $215/SF
  • 42 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1969

  1879 Crompond Rd Unit A2, Peekskill, NY 10566

  Discover this beautifully renovated 1,000-square-foot co-op apartment, perfect for modern living! Located in a prime area with convenient access to parks, shops, and public transport, this rental offers everything you need for a comfortable lifestyle. It features 2 bedrooms, 1 bath, a spacious living area with plenty of natural light, a modern kitchen with updated appliances, and a separate

  Gloria Correa Cepin eXp Realty

  1879 Crompond Rd Unit A2, Peekskill, NY 10566
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  Est $147,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft

  150 Overlook Ave Unit 3C, Peekskill, NY 10566

  150 Overlook Ave Unit 3C, Peekskill, NY 10566
• 

  

  /29

  $585,000

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft

  964 Pemart Ave, Peekskill, NY 10566

  Welcome home to this charming Cape Cod-style home, perfectly nestled in a prime location near transportation, major highways, dining, and shopping. This delightful 3 bedroom, 2 bath home offers a welcoming atmosphere and exceptional space both inside and out. Step into a cozy living room that flows effortlessly into a bright and airy eat-in kitchen, perfect for everyday living and special

  C.J. Nadler Houlihan Lawrence Inc.

  964 Pemart Ave, Peekskill, NY 10566
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  /26

  $4,995 per month

  • 3 Beds
  • 2.5 Baths
  • 2,740 Sq Ft
  • Townhouse for Rent

  86 Hillcrest Ln Unit 86, Peekskill, NY 10566

  Lovely renovated townhome with the coveted Chapel Hill lifestyle, in Peekskill, the new happening place! Roll down the hill to the Brewery, waterfront, parks, great restaurants, bakery, bike rental, the Paramount, express train easy commute to NYC & so much more. Updated everything: kitchen with stainless steel appliances, lighting, hardwood floors, skylights, so many upgrades, backyard area with

  Lynn Harmonay North Country Sothebys Int Rlt

  86 Hillcrest Ln Unit 86, Peekskill, NY 10566
• 

  $394,500 Sold May 20, 2025

  • 1,400 Sq Ft
  • $282/SF
  • 133 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1986

  8 Poplar Cir Unit 44, Peekskill, NY 10566

  DEAL ALERT! End unit, first floor home with ONE step into your front door and less than 10' from you parking spot! Price improved for a quick closing! This Society Hill This home offers a First floor living room with a wood burning fireplace! Open flow into the every day dining area and leads to a large kitchen with sliders to the deck! Lavatory and washer dryer with storage galore under the

  Erin Connolly Artisan Realty

  8 Poplar Cir Unit 44, Peekskill, NY 10566
• 

  Est $181,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  1840 Crompond Rd Unit 7B4, Peekskill, NY 10566

  1840 Crompond Rd Unit 7B4, Peekskill, NY 10566
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  /33

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,870 Sq Ft

  213 Walnut St, Peekskill, NY 10566

  Step into timeless elegance at this sun-drenched 3-bedroom, 2-bath Colonial, beautifully blending 19th-century charm with modern sophistication. Tucked along a quiet, tree-lined street just minutes from the vibrant heart of Peekskill, this classic front-porch residence offers striking curb appeal and a warm welcome with its gracious rocking-chair porch—an ideal spot for morning lattes or evening

  Magdalena Konkola Houlihan Lawrence Inc.

  213 Walnut St, Peekskill, NY 10566
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  /15

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 852 Sq Ft
  • Apartment for Rent

  1012 Lower St S, Peekskill, NY 10566

  Welcome to this unique duplex apartment located in the thriving heart of Peekskill. Situated at 1012 Lower South Street, this property offers flexible layout perfect for comfortable living, remote work, or creative use. The two-levels design provides a natural separation between living and sleeping areas. Enjoy a bright, open living area with great natural light, and a location that puts you

  William Schunk Schunk Realty Group

  1012 Lower St S, Peekskill, NY 10566
• 

  $501,000 Sold May 19, 2025

  • 1,900 Sq Ft
  • $264/SF
  • 13 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1922

  102 Finch St, Peekskill, NY 10566

  WELCOME TO 102 FINCH!!YOUR NEW HOME!!ALTHOUGH NOT OFFICIALLY DEEMED A LANDMARK OR HISTORICAL THIS SPECIAL HOME IS BELIEVED MUCH HISTORICAL SIGNIFICANCE ..MOST OF ALL LOTS OF LOVE,MANY GENERATIONS THRU THE YEARS HAVE CONTRIBUTED TO ITS AMAZING CONDITION.THIS SPACE ALLOWS EVERYONE MANY CHOICES TO ENHANCE THEIR FAMILY NEEDS,3-4 BEDROOMS;LOTS OF CLOSETS A BATH ON EACH FLOOR;BEAUTIFUL BUILT INS AND

  Bridgette Bacon American Family Realty

  102 Finch St, Peekskill, NY 10566
• 

  Est $181,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,036 Sq Ft

  1840 Crompond Rd Unit 4C8, Peekskill, NY 10566

  1840 Crompond Rd Unit 4C8, Peekskill, NY 10566
• 

  

  /24

  $454,900

  • 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
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  /32

  $3,250 per month

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft
  • House for Rent

  3247 Albany Post Rd, Peekskill, NY 10566

  This home offers a distinctive floor plan. First level includes a spacious family & dining room, ideal for entertaining; a half bath & laundry rm. Second level, is a large living rm, a full bathroom,& a generously sized Primary Bedroom. Parking is available in the driveway for easy access. Located near the scenic Blue Mountain Reservation, nature lovers will appreciate the easy access to hiking,

  Joseph Lippolis BHHS River Towns Real Estate

  3247 Albany Post Rd, Peekskill, NY 10566
• 

  $430,000 Sold May 13, 2025

  • 1,500 Sq Ft
  • $287/SF
  • 60 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1916

  428 Union Ave, Peekskill, NY 10566

  A Classic charming 1916 Colonial home in Historic Peekskill, NY situated in the heart of Peekskill’s historic district with breath taking views of the Hudson River. Walk up the steps to a porch spanning the full width of the front. A perfect space to relax and enjoy the peaceful neighborhood with 2 sets of french doors to bring in the beautiful breeze. Southern pine flooring throughout the first

  Jan Josephson-Lynch Cornerstone Properties of LI

  428 Union Ave, Peekskill, NY 10566
• 

  Est $116,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  1 Lakeview Dr Unit 2L, Peekskill, NY 10566

  1 Lakeview Dr Unit 2L, Peekskill, NY 10566

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