Peekskill, NY Homes

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  /34

  $580,000

  $19K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 1,756 Sq Ft

  710 Main St, Peekskill, NY 10566

  In the heart of Peekskill, this well-maintained townhouse offers 3 bedrooms, a home office, 2.5 baths, and a 2-car garage. The layout provides comfortable living with the flexibility to suit today’s lifestyle. Enjoy an easy New York City commute with close proximity to Metro-North, along with convenient access to the riverfront and downtown. Nearby restaurants, coffee shops, and entertainment at

  

  Altagracia Patalano

  BHHS River Towns Real Estate

  710 Main St, Peekskill, NY 10566
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  /9

  $2,100 Per Month

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

  3413 Villa at the Woods, Peekskill, NY 10566

  Newly renovated! Fantastic loft style apartment at Villa at the Woods. There is onsite laundry and elevators throughout the building. Large windows, plenty of light. Great location minutes to downtown Peekskill.

  David Powers Windtree Properties LLC

  3413 Villa at the Woods, Peekskill, NY 10566
• 

  $645,000

  Sold Jun 12, 2026

  528 Union Ave, Peekskill, NY 10566

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft
  • Built 1928

  Last Sold Summary

  • 8% Above List Price
  • $359/SF
  • 13 Days On Market

  Current Estimated Value $598,224

  Last Listing Agent Altagracia Patalano BHHS River Towns Real Estate

  528 Union Ave, Peekskill, NY 10566
• 

  Est $171,000

  Not Listed For Sale

  150 Overlook Ave Unit 3G, Peekskill, NY 10566

  • 1 Bath
  • 500 Sq Ft
  • Built 1975

  150 Overlook Ave Unit 3G, Peekskill, NY 10566

  Last Sold Summary

  • 125 Days On Market
• 

  

  

  /26

  $128,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  1840 Crompond Rd Unit 1A4, Peekskill, NY 10566

  Welcome to Stonegate—where comfort, convenience, and effortless living come together. This first-floor one-bedroom unit features a spacious layout with a walk-in closet, one full bathroom, and a living room dining room combo. The kitchen is equipped w/ granite countertops and stainless steel appliances, offering both style and functionality. Stonegate’s beautifully landscaped, park-like grounds

  

  Cecilia Feng

  BHHS River Towns Real Estate

  1840 Crompond Rd Unit 1A4, Peekskill, NY 10566
• 

  

  /5

  $2,800 Per Month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Busy Corner

  108 N Division St Unit 301, Peekskill, NY 10566

  2 Bedroom Ready for move in August 1st.

  108 N Division St Unit 301, Peekskill, NY 10566
• 

  $400,000

  Sold Feb 24, 2026

  32 Bleakley Dr, Peekskill, NY 10566

  • 1 Bed
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Above List Price
  • $333/SF
  • 37 Days On Market

  Current Estimated Value $396,472

  Last Listing Agent Sandra Rooney Julia B Fee Sothebys Int. Rlty

  32 Bleakley Dr, Peekskill, NY 10566
• 

  Est $420,016

  Not Listed For Sale

  25 Villa Dr, Peekskill, NY 10566

  • 1 Bed
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1986

  25 Villa Dr, Peekskill, NY 10566

  Last Sold Summary

  • 20 Days On Market
• 

  

  /39

  $599,999

  Open Sat 12PM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  510 Decatur Ave, Peekskill, NY 10566

  Welcome to 510 Decatur Avenue, where timeless craftsmanship meets modern design in this beautifully renovated and meticulously maintained brick home. Every detail has been thoughtfully updated, creating a truly move-in-ready property that offers exceptional quality, flexible living spaces, and incredible indoor-outdoor entertaining. Step inside to a stunning open-concept floor plan designed for

  

  Ben & Brent Real Estate

  Keller Williams Village Sq Rlt

  510 Decatur Ave, Peekskill, NY 10566
• 

  

  /18

  $2,750 Per Month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  7 N James St Unit I, Peekskill, NY 10566

  Welcome to this 2-bedroom condominium located in Peekskill’s Hillcrest Park community. The main bedroom features two closets, offering ample storage. Enjoy a balcony just off the dining area—perfect for relaxing, dining outside or entertaining. Heat and water are included in the rent, while the tenant is responsible for electricity and cable. The building offers convenient amenities including

  Laura Love BHHS River Towns Real Estate

  7 N James St Unit I, Peekskill, NY 10566
• 

  $162,000

  Sold Apr 06, 2026

  1840 Crompond Rd Unit 2C2, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Built 1970

  Last Sold Summary

  • 7% Below List Price
  • $180/SF
  • 119 Days On Market

  Current Estimated Value $171,000

  Last Listing Agent Annemarie Credentino BHHS River Towns Real Estate

  1840 Crompond Rd Unit 2C2, Peekskill, NY 10566
• 

  Not Listed For Sale

  3 Beecher Ln Unit 1A, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 1,063 Sq Ft
  • Built 1875

  3 Beecher Ln Unit 1A, Peekskill, NY 10566

  Last Sold Summary

  • 16 Days On Market
• 

  

  /47

  $734,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,742 Sq Ft

  94 Hillcrest Ln, Peekskill, NY 10566

  Welcome to 94 Hillcrest Lane, a beautifully updated, thoughtfully designed townhome in the highly sought-after Chapel Hill community in Peekskill. From the moment you arrive, the inviting front porch sets a warm and welcoming tone. Inside, a bright foyer opens to a spacious, flowing main level enhanced by rich wood flooring throughout. The large living room seamlessly connects to a private,

  Yarden Ronen-van Heerden Compass Greater NY, LLC

  94 Hillcrest Ln, Peekskill, NY 10566
• 

  

  /17

  $4,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Apartment for Rent

  300 Highland Ave Unit 5, Peekskill, NY 10566

  Brand new construction rental featuring 3 bedrooms and 2 full bathrooms. Spacious layout with an open-concept kitchen equipped with stainless steel appliances. Primary bedroom includes a private en-suite bathroom. Generously sized bedrooms and modern finishes throughout. Conveniently located on Highland Ave. in Peekskill, close to all downtown Peekskill restaurants, shopping, and transportation.

  Emiliano Perez Schunk Realty Group

  300 Highland Ave Unit 5, Peekskill, NY 10566
• 

  $515,000

  Sold Oct 16, 2025

  329 Simpson Place, Peekskill, NY 10566

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1940

  Last Sold Summary

  • 6% Above List Price
  • $286/SF
  • 34 Days On Market

  Current Estimated Value $517,876

  Last Listing Agent Lauren Weber Julia B Fee Sothebys Int. Rlty

  329 Simpson Place, Peekskill, NY 10566
• 

  Est $437,516

  Not Listed For Sale

  37 Arbor Way, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,116 Sq Ft
  • Built 1997

  37 Arbor Way, Peekskill, NY 10566

  Last Sold Summary

  • 16 Days On Market
• 

  

  /49

  $165,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  150 Overlook Ave Unit 5F, Peekskill, NY 10566

  Welcome to the River House! This well sought after neighborhood is exactly what you have been waiting for! Perfection is what you will find here. From the moment you step onto the manicured grounds with its picturesque landscaping you will be enchanted. Sited upon fourteen rolling acres with meandering sidewalks, an inground pool, playground, tennis courts, a nature trail, and picnic area make

  Teresa McManus Coldwell Banker Realty

  150 Overlook Ave Unit 5F, Peekskill, NY 10566
• 

  

  /18

  $5,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,307 Sq Ft
  • Apartment for Rent

  300 Highland Ave Unit 1, Peekskill, NY 10566

  Brand new construction rental featuring 3 bedrooms and 2 full bathrooms. Spacious layout with an open-concept kitchen equipped with stainless steel appliances. Generously sized bedrooms and modern finishes throughout. Enjoy access to a nice backyard with a new patio, perfect for summer enjoyment. Conveniently located on Highland Ave. in Peekskill, close to all downtown Peekskill restaurants,

  Emiliano Perez Schunk Realty Group

  300 Highland Ave Unit 1, Peekskill, NY 10566
• 

  $28,094

  Sold Oct 17, 2025

  1343 and 1357 Lincoln Terrace, Peekskill, NY 10566

  • Land
  • 16,147 Sq Ft
  • $75,786 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 74 Days On Market

  Last Listing Agent Thomas Santore Coldwell Banker Realty

  1343 and 1357 Lincoln Terrace, Peekskill, NY 10566
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  Not Listed For Sale

  4 Rolling Way Unit H, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1965

  4 Rolling Way Unit H, Peekskill, NY 10566

  Last Sold Summary

  • 82 Days On Market
• 

  

  /21

  $899,000

  Pending

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

  147 Union Ave, Peekskill, NY 10566

  Large income-producing 3-family property in a prime Peekskill location within walking distance to downtown, restaurants, shops, bus and Metro-North train station. This well-maintained multi-family offers a great opportunity for an owner-occupant or investor with strong rental income and additional upside. The property features a spacious 3-bedroom unit plus two 1-bedroom units, a full walk-up

  Gary Sanguino Gary Sanguino

  147 Union Ave, Peekskill, NY 10566
• 

  

  /20

  $2,500 Per Month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Property for Rent

  1879 Crompond Rd Unit A21, Peekskill, NY 10566

  EVERYTHING IS NEW! Welcome home to this fully-renovated first-floor unit at The Commons with HEAT & HOT WATER INCLUDED! This bright unit offers comfort and convenience. Enter into a spacious living room with Pergo floors, equipped with a TV mount to meet your entertainment needs. Large windows welcome in natural light, creating a warm and inviting living space. Dimmable recessed lighting

  Rashee Tucker Keller Williams Prestige Prop

  1879 Crompond Rd Unit A21, Peekskill, NY 10566
• 

  $432,000

  Sold Oct 24, 2025

  62 Bayberry Dr, Peekskill, NY 10566

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Above List Price
  • $393/SF
  • 32 Days On Market

  Current Estimated Value $435,063

  Last Listing Agent Sandra Rooney Julia B Fee Sothebys Int. Rlty

  62 Bayberry Dr, Peekskill, NY 10566
• 

  Not Listed For Sale

  8 N James St Unit H, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1968

  8 N James St Unit H, Peekskill, NY 10566

  Last Sold Summary

  • 30 Days On Market
• 

  

  /31

  $425,000

  Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  10 Edinburgh Dr Unit 10, Peekskill, NY 10566

  Experience the radiant charm of this sunlit two-bedroom, two-bathroom condo featuring a formal dining room, spacious walk-in closets, convenient private laundry, a relaxing balcony overlooking lush surroundings and assigned parking Comes with access to Society Hill II's clubhouse where residents can indulge in a plethora of amenities including an inviting indoor pool, playground, rejuvenating

  Felix Hernandez Real Broker NY LLC

  10 Edinburgh Dr Unit 10, Peekskill, NY 10566
• 

  

  /12

  $2,600 Per Month

  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  2414 Villa at the Woods, Peekskill, NY 10566

  Beautiful condo in big scale minutes driving distance from the train station and the riverfront minutes driving distance to New York Presby Hudson Valley Hospital completely refresh studio with new kitchen and brand new floors.

  Amarish J. Khan Apollo Real Properties, Inc.

  2414 Villa at the Woods, Peekskill, NY 10566
• 

  $500,000

  Sold Sep 10, 2025

  611 South St, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft
  • Built 1934

  Last Sold Summary

  • 23% Below List Price
  • $532/SF
  • 231 Days On Market

  Current Estimated Value $489,190

  Last Listing Agent Cynthia Weil Howard Hanna Rand Realty

  611 South St, Peekskill, NY 10566
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  Not Listed For Sale

  2 Woods End Cir Unit D, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 1965

  2 Woods End Cir Unit D, Peekskill, NY 10566

  Last Sold Summary

  • 79 Days On Market
• 

  

  /27

  $489,999

  $29K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,264 Sq Ft

  324 Viewpoint Terrace Unit 171, Peekskill, NY 10566

  Riverbend Condominiums offering a Hudson River lifestyle community. Open concept living with 2-bedroom, 2.5-bath townhome-style featuring fireplace, balcony, and commuter-friendly access to the Peekskill Metro-North station. Amenities include a pool, clubhouse, fitness center, tennis courts plus your own garage. Close to downtown Peekskill offering the arts, restaurants, shopping and more. NEW

  Denise Giordano Coldwell Banker Realty

  324 Viewpoint Terrace Unit 171, Peekskill, NY 10566
• 

  

  /18

  $3,000 Per Month

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

  298 Highland Ave, Peekskill, NY 10566

  Welcome home to this charming 2-bedroom, 1-bath apartment located in a classic Victorian home just a short walk from the heart of downtown Peekskill. Offering approximately 800 square feet of comfortable living space, this well-maintained rental combines character with everyday convenience. Heat and hot water are included in the monthly rent, helping to simplify your utility expenses. The

  Tana McGuire eXp Realty

  298 Highland Ave, Peekskill, NY 10566
• 

  $475,000

  Sold May 14, 2026

  55 Bleakley Dr, Peekskill, NY 10566

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1994

  Last Sold Summary

  • 8% Above List Price
  • $396/SF
  • 13 Days On Market

  Current Estimated Value $455,139

  Last Listing Agent Patty Wagner Compass Greater NY, LLC

  55 Bleakley Dr, Peekskill, NY 10566
• 

  Not Listed For Sale

  7 N James St Unit D, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 1965

  7 N James St Unit D, Peekskill, NY 10566

  Last Sold Summary

  • 27 Days On Market
• 

  

  /4

  $550,000

  • 2 Beds
  • 2.5 Baths
  • 1,315 Sq Ft

  112 Riverbend Dr Unit 88, Peekskill, NY 10566

  This Condo Style Home Features 2 Bedrooms, 2.5 Baths, Formal Dining Room, Eat In Kitchen & 1 Car Garage. The information provided is estimated to the best of our abilities at this time.

  Todd Yovino Island Advantage Realty LLC

  112 Riverbend Dr Unit 88, Peekskill, NY 10566
• 

  /2

  $2,500 Per Month

  • 2 Beds
  • 1 Bath
  • 964 Sq Ft
  • House for Rent

  958 Phoenix Ave, Peekskill, NY 10566

  5 month listing. Basement is available for an additional $300 per month.

  Maureen Arias Keller Williams Realty Partner

  958 Phoenix Ave, Peekskill, NY 10566
• 

  $192,000

  Sold Dec 19, 2025

  226 Walnut St, Peekskill, NY 10566

  • Land
  • 11,295 Sq Ft
  • $740,455 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 31 Days On Market

  Current Estimated Value $198,316

  Last Listing Agent George Campolo RE/MAX Classic Realty

  226 Walnut St, Peekskill, NY 10566
• 

  Not Listed For Sale

  3 Woods End Cir Unit N, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 2024

  3 Woods End Cir Unit N, Peekskill, NY 10566

  Last Sold Summary

  • 12 Days On Market
• 

  

  /30

  $669,000

  • 3 Beds
  • 1.5 Baths
  • 2,167 Sq Ft

  730 Hoover Ave, Peekskill, NY 10566

  Welcome to this Charming Center Hall Colonial - Nestled on a quiet dead end street abutting Blue Mountain Preserve. The home offers a harmonious blend of classic elegance and modern conveniences. An oversized Living Room notes a handsome stone fireplace which serves as the centerpiece for cozy family gatherings. There's an adjacent room that's perfect for the home Office or Den. The formal Dining

  Greg Kane Kane & Associates

  730 Hoover Ave, Peekskill, NY 10566
• 

  

  /8

  $2,200 Per Month

  • 1 Bed
  • 1 Bath
  • 660 Sq Ft
  • Apartment for Rent

  300 Highland Ave Unit 7, Peekskill, NY 10566

  Spacious and well maintained 1 bedroom apartment located on the second floor in the heart of Peekskill. This bright and inviting unit features an open concept layout with a comfortable living room, dining area, and kitchen, creating a modern and functional living space. Conveniently located near downtown, shopping, restaurants, public transportation, and major highways. A great opportunity to

  Emiliano Perez Schunk Realty Group

  300 Highland Ave Unit 7, Peekskill, NY 10566
• 

  $480,000

  Sold Jul 30, 2025

  24 Poplar Cir Unit 163, Peekskill, NY 10566

  • 3 Beds
  • 2.5 Baths
  • 1,430 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Above List Price
  • $336/SF
  • 19 Days On Market

  Current Estimated Value $490,325

  Last Listing Agent Christine Rowley RE/MAX Classic Realty

  24 Poplar Cir Unit 163, Peekskill, NY 10566
• 

  Est $254,442

  Not Listed For Sale

  6107 Villa at the Woods, Peekskill, NY 10566

  • 1 Bed
  • 1 Bath
  • 870 Sq Ft
  • Built 1927

  6107 Villa at the Woods, Peekskill, NY 10566

  Last Sold Summary

  • 48 Days On Market

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