Orange County, NY Homes

/41
$575,000
- 4 Beds
- 2.5 Baths
- 2,672 Sq Ft
1583 Mountain Rd, Middletown, NY 10940

Looking for your piece of paradise?... You just found it! This great contemporary home offers 4 to 5 bedrooms, 2.5 bathrooms, a 2 car garage on 1 acre of land. Large windows, vaulted ceilings and skylights allow the flow of natural light throughout the house. You'll also find beautiful hardwood floors throughout. Kitchen was updated in 2020 offering plenty of cabinets and stainless steel

Dulce M Ferrera

Keller Williams Hudson Valley

(329) 208-3559

1583 Mountain Rd, Middletown, NY 10940
/20
$1,850 per month
- 2 Beds
- 1 Bath
- 936 Sq Ft
- House for Rent
108 Kingston Ave, Port Jervis, NY 12771

Charming Port Jervis Rental Home! Discover this inviting single-family home featuring two bedrooms and one full bathroom. The kitchen is equipped with granite countertops, ample cabinetry, and a cozy eat-in area, perfect for everyday meals. Enjoy the warmth of hardwood floors throughout and a sunroom offering extra living space. The living room includes a fireplace for those chilly evenings.

Hazel Cello

Keller Williams Hudson Valley

(845) 551-7816

108 Kingston Ave, Port Jervis, NY 12771
$400,000 Sold Aug 31, 2025
- 1,406 Sq Ft
- $284/SF
- 103 Days On Market
- 3 Beds
- 2 Baths
- Built 1926
21 Wilkin Ave, Middletown, NY 10940

Welcome to this charming 3-bedroom, 2-bathroom home nestled in the heart of Middletown, NY! This beautifully maintained property is in excellent condition, featuring a blend of classic charm and modern convenience. The spacious layout offers comfortable living with a formal dining room, perfect for family meals and entertaining guests.As you step inside, you'll immediately notice the

Ben Schubert Richmont Realty

21 Wilkin Ave, Middletown, NY 10940

Est $954,000 Not Listed For Sale
- 5 Beds
- 1 Bath
- 2,628 Sq Ft
44 Cosh Rd, Westtown, NY 10998

44 Cosh Rd, Westtown, NY 10998

/2
$149,900
- Land
- 11 Acres
- $13,627 per Acre
225 Village Dr, Florida, NY 10921

Lets be real. This isn't the most prime village lot, but it is a very nice, very nice one and it's priced to move. Check out this large and private lot, located in the heart of the Village of Florida within the highly regarded Orange County region, is a rare opportunity for buyers who recognize value when they see it. With close proximity to schools, local shops, major transportation routes, and

John Olivero

Keller Williams Realty

(845) 757-6475

225 Village Dr, Florida, NY 10921
/14
$3,000 per month
- 2 Beds
- 2 Baths
- 1,258 Sq Ft
- Apartment for Rent
122 Greenwich Ave Unit 304, Goshen, NY 10924

Welcome to The Legacy Apartments, Goshen’s premier new luxury rental community. These brand-new 2-bedroom, 2-bathroom units are designed for modern living, featuring spacious open floor plans, gourmet kitchens with gas stove tops and white quartz countertops, in-unit washer/dryers, sleek finishes, and abundant natural light. Only 4 units per floor offer a boutique, private living experience.

Rosemary DelliCarpini

eXp Realty

(329) 214-1163

122 Greenwich Ave Unit 304, Goshen, NY 10924
$426,000 Sold Aug 29, 2025
- 1,991 Sq Ft
- $214/SF
- 24 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1976
278 Fort van Tyle Rd, Port Jervis, NY 12771

Spotless Ranch in Minisink Valley School District with Scenic Shawangunk Kill Views!Welcome to this absolutely immaculate ranch-style home, perfectly set in the highly sought-after Minisink Valley School District. With just under 2,000 square feet of total living space, this home has been lovingly maintained and offers the ideal combination of comfort, functionality, and natural beauty—truly a

Frank Muccari Cronin & Company Real Estate

278 Fort van Tyle Rd, Port Jervis, NY 12771

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

/37
$569,000
- 3 Beds
- 2.5 Baths
- 2,137 Sq Ft
1974 New York 32, New Windsor, NY 12553

Built in 2013, move right into this newer raised ranch offering over 2000 square feet of interior space and set back on a 2.10-acres, surrounded by woods. The home features vaulted ceilings in the living room, tray ceilings in the primary bedroom with ensuite, gleaming hardwood floors, central air, wood stove and a modern kitchen with cherry cabinetry, black granite countertops, stainless steel

Joan Wortmann

Weichert Realtors

(845) 609-1042

1974 New York 32, New Windsor, NY 12553
/55

$2,499 - $2,659 per month

Residences at West Hills Country Club

1 Bed

122 Golf Links Rd, Middletown, NY 10940

158 Unit Luxury Housing Community with 1,2 and 3 Bedroom Units. Situated on a Lush Championship 18 Hole Golf Course that offers a Private Country Club Experience 24 hours a day. Apartments feature Spacious Open Layouts, Beautiful Kitchens with Quartz Countertops and Stainless Steel Appliances, Front Loading Washers and Dryers, Balconies, Walk-In Closets, Beautiful Engineered Wide Plank

122 Golf Links Rd, Middletown, NY 10940
$360,000 Sold Aug 29, 2025
- 2,016 Sq Ft
- $179/SF
- 19 Days On Market
- 3 Beds
- 2 Baths
- Built 1900
30 Sullivan Ave, Port Jervis, NY 12771

Step into timeless elegance at 30 Sullivan Avenue, a beautifully preserved colonial home nestled in the heart of Port Jervis. This inviting 3-bedroom, 2-bathroom residence seamlessly blends historic character with modern updates, offering warmth, comfort, and style across every inch.Inside, you're greeted by rich hardwood floors that flow throughout, lending a sense of warmth and

Philip Szumlaski Keller Williams Realty

30 Sullivan Ave, Port Jervis, NY 12771

Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,092 Sq Ft
16 Farm Ln, Washingtonville, NY 10992

16 Farm Ln, Washingtonville, NY 10992

/49
$579,000
- 3 Beds
- 2 Baths
- 1,696 Sq Ft
63 Lake Trail, Greenwood Lake, NY 10925

Fully renovated, move-in ready, and cash-flowing from DAY ONE!!! —Your Greenwood Lake dream starts now! This stunning TWO-FAMILY home in the heart of Indian Park offers the perfect combination of turnkey living, private lake access, and instant income potential. Just one hour from NYC, it’s ideal whether you’re a weekender craving an easy escape, an investor looking for steady returns, or a

Jennifer DiCostanzo

RE/MAX Town & Country

(845) 382-8671

63 Lake Trail, Greenwood Lake, NY 10925
/36
$4,450 per month
- 4 Beds
- 3.5 Baths
- 3,183 Sq Ft
- House for Rent
24 Mount Ridge Ct, Monroe, NY 10950

Elegant Private colonial fully furnished, with 4/5 bedrooms is set on 3.1 private acre in the Monroe Woodbury School District., this rental features gated back yard with an above ground pool, On first floor there is a Living Room, Dining Room, Family Room/office , Large eat in kitchen complete with granite countertops, French doors leading out to your deck, Bathroom. Upstairs is a Master bedroom

Shalom Landau eRealty Advisors, Inc

24 Mount Ridge Ct, Monroe, NY 10950
$268,000 Sold Aug 29, 2025
- 1,131 Sq Ft
- $237/SF
- 29 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1910
197 Highland Ave, Middletown, NY 10940

**Multiple offer situation. Seller requesting highest, best and final offers 12pm noon, 7/7/2025.** 3 Bedroom, 1.5 Bathroom Old Style Two Story home in Middletown! 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

Desiree Beecham River Realty Services, Inc.

197 Highland Ave, Middletown, NY 10940

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

/29
$385,000
- 3 Beds
- 1.5 Baths
- 1,155 Sq Ft
23 Oak St, Newburgh, NY 12550

Charm galore! This updated move-in ready 2 story Newburgh home is conveniently located in the West End of the city. Enter by an enclosed three-season front porch. A modern open floor plan features a great room for living and dining and is separated by decorative columns and leads to a covered deck and fenced back yard. The chef's kitchen has updated appliances featuring a French door fridge,

Frank Gerbes

RE/MAX Benchmark Realty Group

(845) 552-4813

23 Oak St, Newburgh, NY 12550
/24

$1,750 per month

Slatewood Apartments

1 Bed

579 E Main St, Middletown, NY 10940

Slatewood Apartments offers a great mix of convenience and serenity, with its wooded setting providing a peaceful environment while still being close to essential amenities. The proximity to the new state-of-the-art Medical Center is a particularly nice touch for residents who might need easy access to healthcare services. With options for one-, two-, and three-bedroom apartments, it caters to a

579 E Main St, Middletown, NY 10940
$543,000 Sold Aug 29, 2025
- 1,672 Sq Ft
- $325/SF
- 31 Days On Market
- 3 Beds
- 1 Bath
- Built 1965
7 J P Ln, Pine Island, NY 10969

Looking for a peaceful escape from the city or a place to plant roots with space to grow? Nestled on 3 open and usable acres in the sought-after Warwick Valley School District, this charming ranch offers the perfect blend of comfort, freedom, and fresh air.Enjoy the ease of single-level living with 3 bedrooms, 1 bath, and a bright, sun-drenched eat-in kitchen overlooking your own backyard

Rebecca Bank Keller Williams Realty

7 J P Ln, Pine Island, NY 10969

Est $486,255 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,415 Sq Ft
14 Laila, Highlands, NY 10922

14 Laila, Highlands, NY 10922

/44
$795,000
- 3 Beds
- 2 Baths
- 2,175 Sq Ft
17 Merriewold Ln N, Monroe, NY 10950

Nestled in nature, welcome to your private sanctuary in the heart of the highly desirable Merriewold Lake community in South Blooming Grove—where serenity meets thoughtful design and comfort. From the moment you arrive, the attention to detail is unmistakable. The home’s inviting front elevation features a covered porch with solid mahogany decking and recessed lighting—creating a warm and

Christina Rowan

Howard Hanna Rand Realty

(845) 379-3531

17 Merriewold Ln N, Monroe, NY 10950
/19
$3,195 per month
- 2 Beds
- 2 Baths
- 1,408 Sq Ft
- Apartment for Rent
213 Canter Ct, Goshen, NY 10924

Gorgeous Luxury corner-unit rental located in the Village of Goshen! This is one-level living at it's finest! With private indoor garage parking, take the elevator directly to your floor. Walk right in to the foyer entry of your beautiful 2 bedroom, 2 full bathroom home. Large living room and dining room. Large Master Bedroom with walk-in closet and Master Bathroom. The tall 9 Foot ceilings and

Joseph Paoli Howard Hanna Rand Realty

213 Canter Ct, Goshen, NY 10924
$385,000 Sold Aug 29, 2025
- 1,897 Sq Ft
- $203/SF
- 55 Days On Market
- 3 Beds
- 2 Baths
- Built 1992
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

281 Union Ave, New Windsor, NY 12553

Est $810,395 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,328 Sq Ft
15 Eagle Crest Way, Chester, NY 10918

15 Eagle Crest Way, Chester, NY 10918

/41
$749,000
- 4 Beds
- 3 Baths
- 2,048 Sq Ft
300 Mountain Lodge Rd, Monroe, NY 10950

Welcome to 300 Mountain Lodge Road — a beautifully updated and move-in-ready bilevel home offering the perfect blend of modern comfort and functional space. This 4-bedroom, 3-bathroom residence is set on a serene and scenic lot, providing peace and privacy while still being just minutes from all Monroe has to offer.Step inside to discover a bright and spacious interior featuring a stylish

Zachary Leentjes

Wansor Realty

(329) 201-2257

300 Mountain Lodge Rd, Monroe, NY 10950
/46

$1,700 - $2,660 per month

Sutton Hill Apartments

1 - 3 Beds

2 Underhill Rd, Middletown, NY 10940

Living at Sutton Hill located in Middletown, NY, provides you with the peaceful, pastoral setting of the Catskill's and the Pocono's, and only an hour away from New York City.Convenient to the Metro North RR, near Orange Regional Medical center - schools, shopping and entertainment, all at your fingertips.Relax and enjoy our great amenities: Fitness Center, Pool, Playground,

2 Underhill Rd, Middletown, NY 10940
$690,000 Sold Aug 29, 2025
- 2,260 Sq Ft
- $305/SF
- 42 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2003
2717 Colonial Dr, New Windsor, NY 12553

Discover your dream home in the desirable "The Reserve" neighborhood of New Windsor! This beautiful 4-bedroom, 2.5-bathroom colonial offers comfortable living in a picturesque setting, complete with sidewalks and streetlights, and within the highly-regarded Cornwall school district.Key Features:Spacious Living: Enjoy ample room for family and guests with a thoughtfully designed

Felix Hernandez Real Broker NY LLC

2717 Colonial Dr, New Windsor, NY 12553

Est $486,657 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,269 Sq Ft
15 Brighton Dr Unit 1506, Newburgh, NY 12550

15 Brighton Dr Unit 1506, Newburgh, NY 12550

/29
$550,000 Open House 9/14
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
391 Bull Mill Rd, Chester, NY 10918

Motivated Seller!! Welcome home to this storybook setting, where a majestic weeping cherry blossom greets you with it's graceful cascade of blossoms each spring. This beautifully preserved historical farmhouse set on 1.7 acres along a scenic country road just down the lane from a local farm where the soft "mooing" adds to the peaceful rural charm. Sitting pretty on a corner lot with a circular

Alexandra Zinko

Century 21 Realty Center

(845) 412-9860

391 Bull Mill Rd, Chester, NY 10918
/7
$2,400 per month
- 2 Beds
- 1.5 Baths
- 1,072 Sq Ft
- Townhouse for Rent
2805 Whispering Hills Unit 573, Chester, NY 10918

2BD 1.5BA rental in Whispering Hills! Spacious floor plan,living room, dining room with slider to patio. Updated kitchen including newer cabinets and granite countertops The master offers a walk in closet. Washer and dryer in unit. Central Air. The complex offers an inground pool, basketball/tennis courts and a clubhouse. Conveniently located near public transportation and major highway.

Joseph Trifono HomeSmart Homes & Estates

2805 Whispering Hills Unit 573, Chester, NY 10918
$695,000 Sold Aug 29, 2025
- 2,561 Sq Ft
- $271/SF
- 39 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2005
470 Winding Hill Rd, Montgomery, NY 12549

Located on a quiet country road adorned by stonewalls and mature landscaping sits this stunning Hardie Board sided colonial. The exterior Blue Stone walkways and patios invite you to enjoy all the beauty of this 1.3 acre parcel while relaxing around your private in ground pool with outdoor fire pit and pool shed. Inside you will find hickory hard wood floors throughout, and open concept with

Chris Ogden Realty Promotions Inc

470 Winding Hill Rd, Montgomery, NY 12549

Est $662,500 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,422 Sq Ft
239 Sands Rd, Middletown, NY 10941

239 Sands Rd, Middletown, NY 10941

/40
$275,000
- 3 Beds
- 1 Bath
- 1,320 Sq Ft
328 Cascade Rd, Warwick, NY 10990

A Sweet Deal You Won’t Want to Miss—Own Your Woodland Retreat in Warwick! Bring your vision and make it SHINE! Nestled on Cascade Road, this adorable & affordable home is the perfect woodland retreat for those seeking privacy, simplicity, and cozy living in a natural setting. Surrounded by greenery and tranquil scenery, it offers timeless rustic charm while delivering all the comforts of

Jennifer DiCostanzo

RE/MAX Town & Country

(845) 493-2484

328 Cascade Rd, Warwick, NY 10990
/47

$2,200 - $2,900 per month

Southgate Middletown

1 - 2 Beds

20 Uhlig Rd, Middletown, NY 10940

B- 1B 3rd Floor - The brand new residences at Southgate Middletown offer a community feel in the center of rapidly growing Middletown, N.Y. Here, an amenity-rich lifestyle awaits, with beautiful homes that feature only the finest in custom appointments and design. See for yourself how easy it would be to call Southgate home. The style of Southgate living features soaring 9-foot ceilings,

20 Uhlig Rd, Middletown, NY 10940
$390,000 Sold Aug 29, 2025
- 1,940 Sq Ft
- $201/SF
- 27 Days On Market
- 4 Beds
- 2 Baths
- Built 1939
30 Overlook Place, Newburgh, NY 12550

Spacious Multi-Family Home with Character – Great Investment Opportunity!Welcome to 30 Overlook Place, a charming and spacious multi-family home located in the heart of the City of Newburgh. This classic property offers two large apartments full of original character and architectural details, perfect for investors or owner-occupants looking to generate rental income.Set on a

Yesenia Larios Howard Hanna Rand Realty

30 Overlook Place, Newburgh, NY 12550

Est $670,518 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,748 Sq Ft
249 Sands Rd, Middletown, NY 10941

249 Sands Rd, Middletown, NY 10941

/35
$349,000
- 3 Beds
- 1.5 Baths
- 1,471 Sq Ft
812 Tower Ave, Maybrook, NY 12543

You will fall in love with this lovely cape code on a level double lot! 2023 kitchen with stainless steel appliances and an island for your morning coffee! Separate bright dining area for dinner, family room with a cozy wood burning stove, living room and a entry sunroom that could be used as a guest bedroom, gives you plenty of space to enjoy, Three bedrooms upstairs and a full unfinished

Inna Sobel

Atelier Properties LLC

(845) 299-8711

812 Tower Ave, Maybrook, NY 12543
/10
$1,450 per month
- 1 Bed
- 1 Bath
- 500 Sq Ft
- Apartment for Rent
6 Vila Rd Unit 1, Greenwood Lake, NY 10925

one bedroom apartment in a great commuter location. End unit offers a large kitchen, updated bathroom one bedroom and living room. Heat, hot water and electric incl. No pets or smokers. Large parking lot.

Jay Himelson Howard Hanna Rand Realty

6 Vila Rd Unit 1, Greenwood Lake, NY 10925
$390,000 Sold Aug 29, 2025
- 1,305 Sq Ft
- $299/SF
- 14 Days On Market
- 2 Beds
- 1 Bath
- Built 1953
1 Garden Dr, New Windsor, NY 12553

CHARMING CAPECOD IN PRIME NEW WINDSOR LOCATION! Welcome to this delightful 2 bedroom Capecod style home offering 1305sf of comfortable living space, situated on a beautiful .44 acre level lot in a well established neighborhood. Built in 1953, this classic home features a functional layout with a spacious living room, eat-in kitchen with stainless appliances, 2 good sized bedrooms and full bath

Donna Brunell RE/MAX Benchmark Realty Group

1 Garden Dr, New Windsor, NY 12553

Est $693,448 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,561 Sq Ft
20 Copper Rock Rd, Walden, NY 12586

20 Copper Rock Rd, Walden, NY 12586

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