Orange, NY Homes

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  /21

  $549,000

  • 4 Beds
  • 2.5 Baths
  • 2,018 Sq Ft

  26 Stonecrest Dr, New Windsor, NY 12553

  This stunning bi-level, raised ranch, single-family home offers comfort, style, and modern upgrades throughout. Featuring a beautifully renovated kitchen with quartz countertops, newer appliances, newly updated bathrooms including one that's handicap accessible, and a main bath with a floating vanity. Enjoy gleaming hardwood floors, new bedroom carpets (with hardwood underneath), and recessed

  

  Jodi Gillespie

  Gillespie Real Estate LLC

  (845) 957-8387

  26 Stonecrest Dr, New Windsor, NY 12553
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  /12

  $2,300 per month

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Condo for Rent

  1024 Washington Green, New Windsor, NY 12553

  Rent this Penthouse end unit at desirable Washington Green and enjoy this wonderful community. Primary suite has walk-in closet and private bath. Main bath has the stackable washer / dryer. The large living with gas corner fireplace, vaulted ceilings and access to the "juliette balcony" deck is combined with the dining room and galley kitchen with breakfast counter to create the "Great room"

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 572-1824

  1024 Washington Green, New Windsor, NY 12553
• 

  $255,000 Sold Jul 30, 2025

  • 1,026 Sq Ft
  • $249/SF
  • 26 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1985

  276 Temple Hill Rd Unit 1518, New Windsor, NY 12553

  Nicely updated condo in Continental Manor which is one of New Windsor's premier complexes. This upstairs unit has an updated kitchen connected to a sizable dinette area both with ceramic flooring. Large living area with lots of sunlight. Large bedroom and den that has a Trex balcony off it. The bathroom has been updated as well. Newer water heater & Stackable washer/dryer. Situated in a quite

  Richard Froehlich RE/MAX Benchmark Realty Group

  276 Temple Hill Rd Unit 1518, New Windsor, NY 12553
• 

  Est $774,004 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,720 Sq Ft

  38 Swan Hollow Rd, New Windsor, NY 12553

  38 Swan Hollow Rd, New Windsor, NY 12553
• 

  

  

  /50

  $539,000

  • 3 Beds
  • 2 Baths
  • 1,793 Sq Ft

  6 Spring Rock Rd, New Windsor, NY 12553

  Your Serene Hudson Valley Hideaway Awaits! Staycation – no luggage required! Backed by Town land for ultimate privacy, this move-in ready, beautifully updated 3-bedroom, 2-bath split-level home is more than just a place to live—it’s a lifestyle. Step inside the entrance foyer and you’re greeted by an airy, open-concept living space with rich hardwood floors, a cozy fireplace, dining area and

  

  Christina Rowan

  Howard Hanna Rand Realty

  (845) 470-3488

  6 Spring Rock Rd, New Windsor, NY 12553
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  /16

  $2,300 - $3,350 per month

  Hudson Commons

  1 - 3 Beds

  11 Lafayette Dr, New Windsor, NY 12553

  Welcome to Hudson Commons, a centrally located community where light filled open layouts are paired with a naturally inspired landscape. Our apartments are clean, modern and one of a kind. Call today to schedule a tour!

  11 Lafayette Dr, New Windsor, NY 12553
• 

  $452,000 Sold Jul 29, 2025

  • 1,568 Sq Ft
  • $288/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1941

  106 Holly Dr, New Windsor, NY 12553

  Step into timeless charm with this lovingly maintained 1940s Cape Cod, offering classic design, cozy spaces, and a warm, welcoming feel throughout. Nestled in the highly desirable Lacey Field neighborhood in New Windsor, this home blends original character with thoughtful updates, creating the perfect balance of vintage appeal and modern convenience. This meticulously maintained 3 Bed 2 Bath home

  Gina De Cerbo RE/MAX Benchmark Realty Group

  106 Holly Dr, New Windsor, NY 12553
• 

  Est $155,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  10 Oakwood Terrace Unit 50, New Windsor, NY 12553

  10 Oakwood Terrace Unit 50, New Windsor, NY 12553
• 

  

  /31

  $375,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,897 Sq Ft

  281 Union Ave, New Windsor, NY 12553

  Accepted Offer! Inspections Done Thank you Price Reduction, so NOW is your CHANCE to Bring an Offer for this almost 2000 sq Bright and Airy Cape. Obscured from the street this front yard is waiting for you to bring it back to the vibrancy of of the past. Lovely perennials line the driveway that leads to the back yard. With VERY LITTLE TLC you can move right in! Large Bedroom on the first floor

  

  Karyn Hudgens-Gorman

  Weichert Realtors

  (845) 478-1233

  281 Union Ave, New Windsor, NY 12553
• 

  

  /22

  $1,650 per month

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

  14 Maurice Ln Unit 1, New Windsor, NY 12553

  APARTMENT FOR RENT ~ NEW WINDSOR ~ 3 FAMILY RESIDENTIAL RENTAL ~ 1 BEDROOM ~ HEAT AND HOT WATER INCLUDED WITH THE RENT PRICE...Second floor one bedroom apartment for rent in this 3-family home with municipal water, sewer and propane for cooking. Well-maintained: flooring, bathroom with tub, galley kitchen with newer kitchen appliances and plenty of cabinetry and closet space. Sunny, clean and

  George Koudounas RE/MAX Benchmark Realty Group

  14 Maurice Ln Unit 1, New Windsor, NY 12553
• 

  $460,000 Sold Jul 26, 2025

  • 2,132 Sq Ft
  • $216/SF
  • 26 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2003

  251 Tamerisk Ln, New Windsor, NY 12553

  Welcome to Plum Point On The Hudson! Where elegance meets low-maintenance living in beautiful New Windsor, New York. This spacious townhouse offers a bright, open living area perfect for both relaxing and entertaining. Step outside to your charming front porch garden or unwind in the back screened-in porch a step away from your outdoor stone deck—ideal for enjoying the outdoors in every season.

  Suzanne Hallisey RE/MAX Benchmark Realty Group

  251 Tamerisk Ln, New Windsor, NY 12553
• 

  Est $155,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  10 Oakwood Terrace Unit 115, New Windsor, NY 12553

  10 Oakwood Terrace Unit 115, New Windsor, NY 12553
• 

  

  /35

  $379,000 Pending

  • 3 Beds
  • 1 Bath
  • 970 Sq Ft

  49 Lakeside Dr, New Windsor, NY 12553

  Welcome to your lakeside oasis! This beautiful 1.1 acre site is situated right on beaver dam lake with approximately 100 feet of lakeside frontage. The home was recently updated in the past year with a new roof and kitchen! With a little further TLC this could be your waterfront escape.

  

  John Olivero

  KELLER WILLIAMS REALTY

  (845) 606-0412

  49 Lakeside Dr, New Windsor, NY 12553
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  /35

  $1,825 - $2,730 per month

  Mountainview Village

  Studio - 3 Beds

  2201 Vails Gate Heights Dr, New Windsor, NY 12553

  Welcome to Mountainview Village, a serene and inviting community nestled on 10 acres of beautifully landscaped grounds with stunning mountain views. Located just minutes from the vibrant Newburgh waterfront, Stewart National Airport, and the world-renowned Woodbury Commons Premium Outlets, Mountainview Village offers the perfect blend of peaceful living and convenient access to all the area has

  2201 Vails Gate Heights Dr, New Windsor, NY 12553
• 

  $210,000 Sold Jul 25, 2025

  • 952 Sq Ft
  • $221/SF
  • 44 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1965

  810 Blooming Grove Turnpike Unit 16, New Windsor, NY 12553

  WOW, just what you've been waiting for; a unit in Kingswood Gardens. Sunny second floor condominium in New Windsor! Move in now. One bedroom, one full bath with plenty of closet space. Large living room, dining room area and conveniently covered outdoor balcony. Kitchen has been re-done with black granite countertops and black & white appliances. All hardwood floors throughout have been

  Wayne Patterson BHG Real Estate Green Team

  810 Blooming Grove Turnpike Unit 16, New Windsor, NY 12553
• 

  Est $155,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  10 Oakwood Terrace Unit 86, New Windsor, NY 12553

  10 Oakwood Terrace Unit 86, New Windsor, NY 12553
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  /46

  $475,000

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

  42 Knox Dr, New Windsor, NY 12553

  Spacious, well-kept 3-plus bedroom split level home in a quiet neighborhood. A wide drive, mature landscaping.Inside, an airy foyer opens to the formal living room, where a bay window fills the space with natural light and hardwood floors extending through most of the main level. The adjoining open dining room sits steps from the updated kitchen. Granite counters and abundant cabinetry.

  

  Samantha Ortiz

  Howard Hanna Rand Realty

  (845) 552-4305

  42 Knox Dr, New Windsor, NY 12553
• 

  

  /20

  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft
  • House for Rent

  176 Caesars Ln, New Windsor, NY 12553

  Not often does a really well cared for rental become available, and offer so much bang for the buck! Brand new carpet in bedrooms, and spruced up, this home offers three bedrooms and two full baths. This spacious ranch has room for all. The eat-in kitchen offers good work space, lots of storage and an eating area. In addition to the kitchen, there is a formal dining room, and family/living

  Debbie Goldstein Howard Hanna Rand Realty

  176 Caesars Ln, New Windsor, NY 12553
• 

  $350,000 Sold Jul 23, 2025

  • 1,542 Sq Ft
  • $227/SF
  • 48 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1957

  1 Park Hill Dr, New Windsor, NY 12553

  Welcome to your future dream home in the town of New Windsor! This residence features three spacious bedrooms and 1.5 bathrooms. As you enter, you'll be greeted by a formal dining room, ideal for hosting dinner parties and a cozy living room that features a cozy fireplace that creates a warm and inviting atmosphere for relaxation. The eat-in kitchen offers a functional space for casual dining,

  Patricia Sassi RE/MAX Benchmark Realty Group

  1 Park Hill Dr, New Windsor, NY 12553
• 

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  93 Riley Rd, New Windsor, NY 12553

  93 Riley Rd, New Windsor, NY 12553
• 

  

  /31

  $299,999

  • 2 Beds
  • 2 Baths
  • 1,309 Sq Ft

  307 Gazebo Ct, New Windsor, NY 12553

  Welcome to this bright and spacious 2-bedroom, 2-bathroom condo located in the sought-after Windsor Crest community in New Windsor! This 2nd floor unit features an open-concept living and dining area with plenty of room for a large sectional and big-screen TV—perfect for relaxing or entertaining. **Brand-new carpets were just installed on 7/21!Step out onto your private balcony, which

  

  Thomas Lawrenson

  Howard Hanna Rand Realty

  (845) 442-4954

  307 Gazebo Ct, New Windsor, NY 12553
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  /28

  $1,555 - $2,400 per month

  Knox Village

  1 - 3 Beds

  835 Blooming Grove Turnpike, New Windsor, NY 12553

  Find some of the most spacious one, two and three bedroom apartment homes in the desirable New Windsor, NY area. We provide clean, no-fee apartments at an affordable price. Enjoy the community amenities such as pool, playground and 24-hour maintenance. Conveniently located within walking distance of banks, buses/trains, the post-office, restaurants, and stores and just minutes from the Newburgh

  835 Blooming Grove Turnpike, New Windsor, NY 12553
• 

  $700,000 Sold Jul 22, 2025

  • 2,900 Sq Ft
  • $241/SF
  • 228 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2020

  49 Swan Hollow Rd, New Windsor, NY 12553

  Welcome to Swan Hollow, Cornwall Schools! Better than new. This stunning 4-bedroom, 3-bathroom bi-level, boasts a spacious open-concept living area flooded with natural light, perfect for entertaining. Hardwood flooring throughout. Kitchen features sleek stainless steel appliances, stone countertops, and a generous island. Spacious living room with gas stone fireplace and soaring ceilings. The

  Christina Wilger RE/MAX Benchmark Realty Group

  49 Swan Hollow Rd, New Windsor, NY 12553
• 

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  18 Square Hill Rd, New Windsor, NY 12553

  18 Square Hill Rd, New Windsor, NY 12553
• 

  

  /31

  $649,000

  • 5 Beds
  • 3 Baths
  • 3,273 Sq Ft

  561 Toleman Rd, Rock Tavern, NY 12575

  This expansive Colonial home offers over 3,200+ sq ft of beautifully maintained living space, nestled on a peaceful 1.80-acre lot in the sought-after Rock Tavern area of New Windsor! Lovingly cared for and on the market for the first time, this home blends charm, comfort, and functional living — perfect for everyday enjoyment or entertaining guests. Large Living Room with French doors leading to

  

  Erin Connolly

  Artisan Realty

  (845) 456-8813

  561 Toleman Rd, Rock Tavern, NY 12575
• 

  

  /11

  $1,975 per month

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

  93 Riley Rd Unit Lot 10, New Windsor, NY 12553

  Looks like new! Totally renovated 2 bedroom mobile home located in New Windsor (Windsor Heights MH Park) Beautiful and new laminate floors throughout, spacious bedrooms, new kitchen cabinets, new bathroom, new washer and dryer and kitchen range. Very conveniently located in New Windsor. So close to everything. Cornwall schools too. Park approval. New Shed to be put up.

  Pamela Di Martino Curasi Realty, Inc.

  93 Riley Rd Unit Lot 10, New Windsor, NY 12553
• 

  $460,000 Sold Jul 21, 2025

  • 2,000 Sq Ft
  • $230/SF
  • 0 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2013

  1701 Hawthorn Way, New Windsor, NY 12553

  Accepted offer 5/30/25. Welcome to The Grove at New Windsor! This spacious end unit home is Turn-Key, Move in Ready! It has everything you've been looking for-style, space, and a fantastic community feel. Inside, you'll love the gourmet kitchen with granite countertops, stainless steel appliances, a tile backsplash, and sliders that open to a lovely terrace with a great view. The large living

  Karen Wixon Howard Hanna Rand Realty

  1701 Hawthorn Way, New Windsor, NY 12553
• 

  Est $838,048 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,161 Sq Ft

  88 Pin Oak Dr, New Windsor, NY 12553

  88 Pin Oak Dr, New Windsor, NY 12553
• 

  

  /38

  $280,000

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft

  1004 Washington Green Unit T2, New Windsor, NY 12553

  Town of New Windsor two bedroom, two bathroom second floor Washington Green condo. Open floor plan with carpeted living room with gas fireplace built in cabinets and access to the rear deck; dining room with cabinetry and breakfast bar and galley kitchen. The primary suite has a large bedroom , walk in closet and full bath. There is a second bedroom and the main bath has a tub plus a sackable

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 386-7917

  1004 Washington Green Unit T2, New Windsor, NY 12553
• 

  

  /20

  $1,700 - $1,800 per month

  Squire Village Apartments

  1 Bed

  1 On the Green, New Windsor, NY 12553

  UNDER NEW OWNERSHIP!!! Squire Village Apartments is located in Squire Village Condominium Community in the beautiful Hudson Valley region of New York. We are minutes from Newburgh waterfront, Orange County Community College, Mount Saint Mary College, Stewart Airport, West Point and St. Luke's Hospital. There are two train stations located nearby and it is only a short 90 minute commute to NYC.

  1 On the Green, New Windsor, NY 12553
• 

  $885,000 Sold Jul 18, 2025

  • 4,185 Sq Ft
  • $211/SF
  • 23 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2018

  14 Cooper Ct, New Windsor, NY 12553

  Get more than new construction offers—without the delay! Welcome to this exceptional 4-bedroom, 3.5-bath custom Colonial offering over 4,100 sq ft of beautifully finished living space, located in the highly desirable Briarwood Estates—a distinguished neighborhood of custom-built homes in New Windsor, within the award-winning Cornwall Central School District.Tucked away on a quiet

  Philip Szumlaski Keller Williams Realty

  14 Cooper Ct, New Windsor, NY 12553
• 

  Est $843,332 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,161 Sq Ft

  66 Pin Oak Dr, New Windsor, NY 12553

  66 Pin Oak Dr, New Windsor, NY 12553
• 

  

  /32

  $375,000

  • 4 Beds
  • 1 Bath
  • 1,627 Sq Ft

  49 Mertes Ln, New Windsor, NY 12553

  PRICE IMPROVED on this Town of New Windsor four bedroom cape home is conveniently located near Vails Gate 5 corners. Locate on a dead end street there is no through traffic. There is an additional parcel that is included with the sale. There is plenty of parking with the circular driveway. on the first floor you have the living room and the three bedrooms with hard wood floors. The kitchen has

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 516-8320

  49 Mertes Ln, New Windsor, NY 12553
• 

  

  /29

  $2,000 per month

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

  276 Temple Hill Rd Unit 1603, New Windsor, NY 12553

  Beautiful 1-bedroom for rent in the highly sought after Continental Manor community. Walk in and notice the open floor plan, beautiful lifeproof floors, plus, condo is also freshly painted. Spacious kitchen includes stainless steel appliances (fridge, gas stove, microwave & dishwasher), lots of cabinet space, and conveniently located washer & dryer. Master bedroom includes his/her closets and

  Tremaine Selby Weichert Realtors

  276 Temple Hill Rd Unit 1603, New Windsor, NY 12553
• 

  $405,000 Sold Jul 17, 2025

  • 2,192 Sq Ft
  • $185/SF
  • 18 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2003

  253 Tamerisk Ln, New Windsor, NY 12553

  Discover this highly sought-after condo in the desirable Plum Point community that was just freshly painted from head to toe along with brand new carpets! The first floor offers a generously sized living room with fireplace, seamlessly connected to an open-concept kitchen along with a spacious dining area ideal for gatherings. Step into the sun filled oversized sunroom, perfect for relaxing and

  Tina Cardona RE/MAX Benchmark Realty Group

  253 Tamerisk Ln, New Windsor, NY 12553
• 

  Not Listed For Sale

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

  253 Station Rd, Rock Tavern, NY 12575

  253 Station Rd, Rock Tavern, NY 12575
• 

  

  /33

  $429,000

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  15 Riley Rd, New Windsor, NY 12553

  Welcome to 15 Riley Road: This delightful residence was fully renovated from top to bottom. Airy open living space with a gorgeous fire place, four bedrooms and two and a half bathrooms, split unit heating and cooling system.Brand new deck to sip coffee or a get together overlooking a great half an acre property!Do not miss this amazing opportunity!

  

  Inna Sobel

  Atelier Properties LLC

  (845) 382-8386

  15 Riley Rd, New Windsor, NY 12553
• 

  

  /20

  $1,900 - $2,500 per month

  Summit Terrace Luxury Apartments

  1 - 2 Beds

  1000 Clark St, New Windsor, NY 12553

  Introducing- Summit Terrace Luxury Apartments, a luxury apartment rental community, nestled in the historic Town of New Windsor. Summit Terrace offers a convenient location with close proximity to a variety of shopping, dining and entertainment options and the convenience of easy access to I-87 NYS Thruway, I-84, Route 300 and more! Summit Terrace features some of the finest appointments that

  1000 Clark St, New Windsor, NY 12553
• 

  $545,000 Sold Jul 16, 2025

  • 2,004 Sq Ft
  • $272/SF
  • 31 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1984

  212 Butter Hill Dr, New Windsor, NY 12553

  This stunning Raised Ranch in Butter Hill Estates was fully renovated in 2021...so all you have to do is unpack! You will love all the upgrades, starting in the kitchen with granite countertops, stone tile backsplash, stainless steel appliances (including a double-oven), beautiful center island with built-in wine storage and the wide open floor plan. All the hardwood floors are new and flow

  Thomas Lawrenson Howard Hanna Rand Realty

  212 Butter Hill Dr, New Windsor, NY 12553
• 

  Est $339,705 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft

  256 Quassaick Ave Unit 33, New Windsor, NY 12553

  256 Quassaick Ave Unit 33, New Windsor, NY 12553

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