Westchester, NY Homes

• 

  

  

  /47

  $695,000 Pending

  • 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
• 

  Explore Peekskill

• 

  

  

  /50

  $2,495 - $5,095 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
• 

  $480,000 Sold Jul 30, 2025

  • 1,430 Sq Ft
  • $336/SF
  • 19 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  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
• 

  Est $115,000 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
• 

  

  

  /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
• 

  

  /18

  $1,975 per month

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

  1402 Villa Dr, Peekskill, NY 10566

  Gorgeous SoHo-Style Ground-Floor One-Bedroom ApartmentThis stunning unit features 12-foot ceilings throughout and enormous panoramic sliding doors and windows that fill the space with natural light. Enjoy the changing seasons and outdoor living on your private patio. The upgraded kitchen offers granite countertops and stainless steel appliances. Parking is included in the

  Aleksandr Tikhomirov Westchester For Sale

  1402 Villa Dr, Peekskill, NY 10566
• 

  $235,000 Sold Jul 28, 2025

  • 1,168 Sq Ft
  • $201/SF
  • 15 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1965

  1 Lakeview Dr Unit 1-R, Peekskill, NY 10566

  Charming 2-Bedroom Coop in Historic PeekskillWelcome to this 2-bedroom cooperative in historic Peekskill. This bright and spacious unit features an eat-in kitchen, perfect for casual dining, and an open-concept living room and dining room combo that creates an inviting space for entertaining or relaxation with access to your balcony. This property is an Estate and is being sold "as is".

  Barbara Bodnar Coldwell Banker Realty

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

  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
• 

  

  /34

  $388,000

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

  11 Arbor Way Unit 5, Peekskill, NY 10566

  Resort living year round in sought-after Chapel Hill, on 100 beautifully landscaped, private acres, with pools, tennis, miles of hiking trails, and an award winning Lifestyle Center offering amenities including a state-of-the-art fitness center, basketball, bocce, billiards, fabulous ongoing activities. This freshly painted, first-floor unit offers 2 bedrooms and 2 renovated baths, featuring an

  Lynn Harmonay North Country Sothebys Int Rlt

  11 Arbor Way Unit 5, Peekskill, NY 10566
• 

  

  /20

  $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
• 

  $550,000 Sold Jul 25, 2025

  • 2,168 Sq Ft
  • $254/SF
  • 25 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  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

  Elizabeth Koski Coldwell Banker Realty

  138 Fields Ln Unit 52, Peekskill, NY 10566
• 

  Est $177,000 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
• 

  

  /28

  $535,000

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

  210 Husted Ave, Peekskill, NY 10566

  Step into this charming 1928-built colonial-style home, offering a perfect blend of vintage character and modern upgrades. With 3 bedrooms, 2 full baths, and approximately 1,400 sq ft of living space, this residence is a delightful find in the heart of Peekskill, Spacious layout with formal living and dining rooms, ideal for everyday living and entertaining.Featuring original wood trim,

  Elizabeth Finnegan Houlihan Lawrence Inc.

  210 Husted Ave, Peekskill, NY 10566
• 

  

  /17

  $2,595 per month

  • 1 Bed
  • 1.5 Baths
  • 700 Sq Ft
  • Apartment for Rent

  306 Chateau Rive Unit 306, Peekskill, NY 10566

  One bedroom duplex in Chateau Rive. Views from the apartment. Two levels, second level has lofted bedroom with full bath. First level has a powder room, kitchen and living room, separate kitchen. This is an elevator building and has laundry onsite. Parking is included. $20.00 per occupant non-refundable for credit and background. One application per occupant. Close to entertainment,

  Barbara Bodnar Coldwell Banker Realty

  306 Chateau Rive Unit 306, 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 $115,000 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
• 

  

  /15

  $405,000

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

  32 Waterview Estate Unit 32, Peekskill, NY 10566

  Welcome home to Waterview Estates community and this charming two bedroom, two bath townhome featuring a contemporary open floor plan. Stunning, galley kitchen features bar seating and stainless steel appliances new laminate flooring 2024. Adjacent dining/living room features wood burning fireplace and access to a lovely, private deck. Upstairs you will find a spacious primary bedroom and second

  Miguel Cantero VIP Realty Home Inc.

  32 Waterview Estate Unit 32, Peekskill, NY 10566
• 

  

  /21

  $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
• 

  $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 $133,000 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
• 

  

  /40

  $669,900

  • 4 Beds
  • 1.5 Baths
  • 2,128 Sq Ft

  11 Beverly Ln, Peekskill, NY 10566

  Welcome to Your Private Retreat--tucked away in a serene and intimate setting, this warm and inviting 4-bedroom, 1.5-bath home offers the perfect blend of comfort and privacy. Situated on a private drive, surrounded by lush greenery and mature trees, the property feels like a peaceful escape while still being conveniently located near local amenities. The interior is modest yet thoughtfully

  Deborah Glatz Coldwell Banker Realty

  11 Beverly Ln, Peekskill, NY 10566
• 

  

  /8

  $3,200 per month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Apartment for Rent

  202 Chateau Rive, Peekskill, NY 10566

  Charming apartment building, formerly St. Mary's school, perched above the Hudson River. Three bedroom with carpet throughout. Lovely Hudson River views.Elevator building with common laundry. Open parking area. Close proximity to entertainment, medical, Metro North, restaurants. Application, one per occupant, 20.00 non-refundable fee per occupant.

  Barbara Bodnar Coldwell Banker Realty

  202 Chateau Rive, 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 $177,000 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
• 

  

  /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
• 

  

  /12

  $3,000 per month

  • 3 Beds
  • 1 Bath
  • Condo for Rent

  370 Dyckman St, Peekskill, NY 10566

  Schedule your appointment now to see this lovely one-level, 3-bedroom, 1 bath apartment with eat-in-kitchen, mud room and living room—-Rooms get lots of sunlight—living areas have hardwood floors. Includes rocking chair front porch and unblock brick patio for bbq or gatherings. Two parking spots are included. Nice corner lot with good yard for gardeningWithin walking distance to Peekskill Metro

  370 Dyckman St, 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 $177,000 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
• 

  

  /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
• 

  

  /23

  $2,195 per month

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

  108 Chateau Rive Unit 108, Peekskill, NY 10566

  Charming building, formerly St. Mary's school, overlooking the Hudson River. Excellent commute to NYC, Metro North, a short drive. Close to restaurants, the Paramount Centre for the Arts and shopping. Common laundry. Wood floors. Non-refundable 20.00 fee with application. One application per occupant.Elevator building, common laundry. Spacious one bedroom. Open floor plan. First

  Barbara Bodnar Coldwell Banker Realty

  108 Chateau Rive Unit 108, 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
• 

  Est $133,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  150 Overlook Ave Unit 7M, Peekskill, NY 10566

  150 Overlook Ave Unit 7M, Peekskill, NY 10566
• 

  

  /13

  $364,900 Pending

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

  36 Huntington Cir, Peekskill, NY 10566

  Welcome to care-free living in one of Peekskill’s most desirable garden-style communities! This third-floor (TOP FLOOR) two-bedroom, two-bath condo offers approximately 1,100 square feet of comfortable living space with a terrace. Step inside to a sun-drenched living and dining area with sliding glass doors that lead to your own private terrace—the perfect spot for morning coffee or winding down

  Brad Schneider Century 21 Elite Realty

  36 Huntington Cir, Peekskill, NY 10566
• 

  

  /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
• 

  $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
• 

  Est $115,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  1 Lakeview Dr Unit 1T, Peekskill, NY 10566

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

  

  /21

  $335,000 Pending

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

  32 Huntington Cir Unit 19, Peekskill, NY 10566

  Welcome to care-free living in one of Peekskill’s most desirable garden-style communities! This beautifully maintained third-floor two-bedroom, two-bath condo offers approximately 1,100 square feet of comfortable living space, thoughtfully designed to suit a variety of lifestyles. And best of all—no upstairs neighbors to disturb your peace and quiet.Step inside to a sun-drenched living

  Virginia Corbett eXp Realty

  32 Huntington Cir Unit 19, Peekskill, NY 10566
• 

  

  /30

  $3,700 per month

  • 2 Beds
  • 2.5 Baths
  • 1,264 Sq Ft
  • Condo for Rent

  123 Northview Ct, Peekskill, NY 10566

  Great location steps away from the riverfront! Beautiful and sunny bi-level townhouse in the sought-after luxury community of Riverbend. The open-concept main level boasts hardwood floors, a cozy fireplace, and access to the balcony’s gorgeous sunset views over the Hudson River. Head upstairs to the second level to relax in your spacious and sun-filled primary suite which features an oversized

  Mia Shervington Real Broker NY LLC

  123 Northview Ct, 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
• 

  Est $133,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  150 Overlook Ave Unit 4R, Peekskill, NY 10566

  150 Overlook Ave Unit 4R, Peekskill, NY 10566

Showing Results 1 - 40, Page 1 of 18