Orange County, NY Homes

/38
$327,000

Pending
- 2 Beds
- 2 Baths
- 1,316 Sq Ft
2323 Whispering Hills Unit 213, Chester, NY 10918

Rare Opportunity in Whispering Hills! Discover this uniquely reimagined end-unit condo, expertly converted from a three-bedroom layout into a sprawling, sun-drenched two-bedroom retreat. This home is a masterclass in modern comfort, featuring eight brand-new Andersen windows and a matching Andersen door (2025) that perfectly frames spectacular, far-reaching horizon views. Much of the interior has

Luanne McGann

Century 21 Full Service Realty

2323 Whispering Hills Unit 213, Chester, NY 10918
/19
$2,300 Per Month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Apartment for Rent
194 Jersey Ave Unit A, Greenwood Lake, NY 10925

LAKE RIGHTS!!! WATER FRONT PROPERTY!!! UTILITIES INCLUDED!!! Experience the ultimate lakeside lifestyle in this fully furnished 1-bedroom, 1-bathroom second-floor apartment nestled within a charming Tudor-style building in the desirable Town of Warwick. Offering unbeatable value with all utilities included—covering heating, electricity, hot water, high-speed Wi-Fi, garbage collection, snow

Richard Baxter

Keller Williams Realty

194 Jersey Ave Unit A, Greenwood Lake, NY 10925
$472,000

Sold Dec 30, 2025

87 Barr Ln, Monroe, NY 10950
- 3 Beds
- 2.5 Baths
- 1,671 Sq Ft
- Built 2004
Last Sold Summary
- 2% Above List Price
- $282/SF
- 26 Days On Market
Current Estimated Value $494,250

Last Listing Agent Robert Mahling Howard Hanna Rand Realty

87 Barr Ln, Monroe, NY 10950

Est $574,636

Not Listed For Sale

37 Orange Terrace, Middletown, NY 10940
- 4 Beds
- 2.5 Baths
- 2,668 Sq Ft
- Built 2019
37 Orange Terrace, Middletown, NY 10940

Last Sold Summary
- 23 Days On Market

/44
$450,000

Pending
- 4 Beds
- 2 Baths
- 1,642 Sq Ft
82 Southside Dr, Monroe, NY 10950

Welcome to 82 Southside Dr in Monroe — a beautifully renovated ranch-style home offering effortless one-level living in the highly sought-after Monroe-Woodbury School District. This 4-bedroom, 2-bath home features a versatile layout with an additional home office or den, ideal for remote work, a playroom, or guest space. Fully renovated from top to bottom, the home showcases brand-new flooring

Ammar Iqbal

eXp Realty

82 Southside Dr, Monroe, NY 10950
/32
Starting at $1,750 Per Month
- 1 - 2 Beds
4 Brookside Dr E, Harriman, NY 10926

Welcome to Brookside Garden apartments! A picturesque complex with beautiful landscape, Brookside Garden is a great place to call home. We have multiple floor plans for one and two bedroom apartments. All units include heat and hot water. Residents enjoy the many amenities including: dishwashers, private pool, maintenance and laundry facilities on property. Brookside Garden Apartments is within

Brookside Garden Apartments

4 Brookside Dr E, Harriman, NY 10926
$485,000

Sold Sep 05, 2025

45 W Main St, Washingtonville, NY 10992
- 4 Beds
- 2 Baths
- 2,020 Sq Ft
- Built 1930
Last Sold Summary
- 2% Below List Price
- $240/SF
- 99 Days On Market
Current Estimated Value $499,697

Last Listing Agent Jacqueline Manzolillo-Blais Keller Williams Realty

45 W Main St, Washingtonville, NY 10992

Est $145,000

Not Listed For Sale

10 Oakwood Terrace Unit 86, New Windsor, NY 12553
- 1 Bed
- 1 Bath
- 750 Sq Ft
- Built 1965
10 Oakwood Terrace Unit 86, New Windsor, NY 12553

Last Sold Summary
- 35 Days On Market

/45
$339,000

Pending
- 3 Beds
- 1.5 Baths
- 1,033 Sq Ft
117 W Mombasha Rd, Monroe, NY 10950

Welcome to a home that blends comfort, thoughtful updates, and everyday convenience. Skylights fill the living room with natural sunlight, creating a warm and inviting space to relax or gather. The large walk-in pantry offers plenty of storage, while the lower level features a convenient half bath for guests, and the washer and dryer are included in the sale. This home has been exceptionally well

Luanne McGann

Century 21 Full Service Realty

117 W Mombasha Rd, Monroe, NY 10950
/11
$1,790 Per Month
- 2 Beds
- 1 Bath
- 703 Sq Ft
- Apartment for Rent
102 North St Unit 8, Middletown, NY 10940

Welcome to a RENOVATED two-bedroom apartment located in the heart of the vibrant City of Middletown! This beautifully upgraded apartment is situated on the second floor and offers a stylish and comfortable living space. The prime location of this apartment is close to a plethora of stores and restaurants, with many just a short walk away. A laundromat is also located across the street, making

Hazel Cello

KW Hudson Valley United

102 North St Unit 8, Middletown, NY 10940
$160,000

Sold Nov 12, 2025

24 Summit Ave, Harriman, NY 10926
- 4 Beds
- 2 Baths
- 1,756 Sq Ft
- Built 1931
Last Sold Summary
- 36% Below List Price
- $91/SF
- 44 Days On Market
Current Estimated Value $607,967

Last Listing Agent Brenda Guttenberg RE/MAX Benchmark Realty Group

24 Summit Ave, Harriman, NY 10926

Est $551,195

Not Listed For Sale

16 4th St, Middletown, NY 10940
- 3 Beds
- 2.5 Baths
- 2,260 Sq Ft
- Built 2023
16 4th St, Middletown, NY 10940

Last Sold Summary
- 13 Days On Market

/48
$749,999

Open Sat 12PM - 2:30PM
- 4 Beds
- 2.5 Baths
- 3,128 Sq Ft
27 Margaret Rd, Monroe, NY 10950

Welcome to 27 Margaret’s Road, where privacy, outdoor living, and endless summer memories come together on just under one acre of beautifully maintained property in Monroe. Tucked away in a peaceful setting surrounded by mature trees and lush landscaping, this expanded home offers the rare combination of space, seclusion, and resort-style backyard living. Step outside and discover the true

Ben & Brent Real Estate

Keller Williams Village Sq Rlt

27 Margaret Rd, Monroe, NY 10950
/35
Starting at $2,250 Per Month
- 1 Bed
2 Plainview Ln, Newburgh, NY 12550

Farrell Communities Gardnertown is an intimate development of sensational custom apartments in the heart of Newburgh, New York. The floorplans feature spacious and light-filled living spaces, open-concept kitchens, and living rooms with hardwood flooring throughout. Experience elevated living with the finest selection of materials and finishes and state-of-the-art appliances. Replete with a

Farrell Communities at Gardnertown

2 Plainview Ln, Newburgh, NY 12550
$950,000

Sold Sep 15, 2025

14 Eagles Watch, Warwick, NY 10990
- 4 Beds
- 4.5 Baths
- 4,315 Sq Ft
- Built 2012
Last Sold Summary
- 5% Below List Price
- $220/SF
- 60 Days On Market
Current Estimated Value $1,011,206

Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

14 Eagles Watch, Warwick, NY 10990

/9
Est $641,066

Not Listed For Sale

270 Hudson St, Cornwall On Hudson, NY 12520
- 2 Beds
- 1 Bath
- 4,182 Sq Ft
- Built 1930
270 Hudson St, Cornwall On Hudson, NY 12520

Last Sold Summary

/41
$1,139,900

$20K PRICE DROP
- 4 Beds
- 5 Baths
- 4,624 Sq Ft
16 Lori Ln, Chester, NY 10918

Welcome to Chester, NY, a resort-style luxury colonial set on a private 1.1-acre cul-de-sac lot in the Monroe-Woodbury area of Orange County. This custom residence delivers the space, craftsmanship, and lifestyle today's relocation and move-up buyers are searching for, with approximately 4,624 square feet, refined architectural detail, mountain views, and seamless indoor-outdoor living. From the

Randolph Rogers

eXp Realty

16 Lori Ln, Chester, NY 10918
/2
$1,900 Per Month
- 2 Beds
- 1.5 Baths
- 850 Sq Ft
- Apartment for Rent
546 County Route 17 Unit B, Montgomery, NY 12549

COMING SOON TO THE MARKET

Richard Baxter

Keller Williams Realty

546 County Route 17 Unit B, Montgomery, NY 12549
$445,000

Sold Mar 18, 2026

93 Weygant Hill, Highland Mills, NY 10930
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
- Built 1955
Last Sold Summary
- 11% Below List Price
- $294/SF
- 262 Days On Market
Current Estimated Value $443,451

Last Listing Agent Kristen Velez RE/MAX Benchmark Realty Group

93 Weygant Hill, Highland Mills, NY 10930

Est $530,008

Not Listed For Sale

44 Highrose Ridge Way, Middletown, NY 10940
- 3 Beds
- 2.5 Baths
- 2,996 Sq Ft
- Built 2014
44 Highrose Ridge Way, Middletown, NY 10940

Last Sold Summary
- 17 Days On Market

/50
$379,900

Pending
- 3 Beds
- 2.5 Baths
- 1,404 Sq Ft
2 W Stone St, Newburgh, NY 12550

Welcome to this charming 1920 Colonial offering classic character and modern comfort! A welcoming front porch sets the tone as you enter into a warm and inviting first floor featuring a spacious living room, formal dining room, and a convenient first-floor bedroom. The kitchen provides easy access to the deck and private backyard, perfect for entertaining or relaxing outdoors. A half bath

Vivienne Cerrati

Howard Hanna Rand Realty

2 W Stone St, Newburgh, NY 12550
/35
Starting at $1,950 Per Month
- 1 - 2 Beds
101 Bill Robinson Way, Newburgh, NY 12550

Luxury 1 & 2 Bedroom Apartments for Rental. Welcome to Meadow Ridge – a brand new community of high-end, luxury apartments. Style. Sophistication. Comfort. The luxury apartments at Meadow Ridge are designed for today’s savvy renter. Enjoy upscale living in a brand new apartment. Discover a life you'll love in the Hudson Valley. Meadow Ridge features 185 apartments (select units designated

Meadow Ridge Luxury Apartments

101 Bill Robinson Way, Newburgh, NY 12550
$580,000

Sold Feb 13, 2026

125 Highland Ave, Newburgh, NY 12550
- 3 Beds
- 3.5 Baths
- 2,411 Sq Ft
- Built 2025
Last Sold Summary
- 1% Above List Price
- $241/SF
- 23 Days On Market
Last Listing Agent Richard Baxter Keller Williams Realty

125 Highland Ave, Newburgh, NY 12550

/2
Est $332,500

Not Listed For Sale

735 State Route 52, Walden, NY 12586
- Studio
- 11,920 Sq Ft
- Built 2024
735 State Route 52, Walden, NY 12586

/44
$499,999
- 3 Beds
- 2 Baths
- 1,970 Sq Ft
85 Toleman Rd, Washingtonville, NY 10992

Welcome to 85 Toleman Road, Washingtonville, NY! This beautifully maintained ranch-style home offers the perfect blend of comfort, functionality, and pride of ownership. Featuring 3 spacious bedrooms and 2 full bathrooms, this move-in ready home is truly turnkey and ready for its next owner. Step inside to find gleaming hardwood floors, a bright and inviting layout, and well-kept living spaces

Ammar Iqbal

eXp Realty

85 Toleman Rd, Washingtonville, NY 10992
/27
$3,800 Per Month
- 3 Beds
- 1.5 Baths
- 2,002 Sq Ft
- House for Rent
207 S Plank Rd, Westtown, NY 10998

Discover the perfect blend of timeless farmhouse character and modern updates in this beautifully renovated 3-bedroom 1.5 bath home. Sunlight pours through the windows filling the home with warmth and charm. The updated kitchen offers the ideal space for preparing meals and entertaining guests, while the spacious living areas provide comfort and flexibility for everyday living. A versatile bonus

Dana Posner

Howard Hanna Rand Realty

207 S Plank Rd, Westtown, NY 10998
$1,050,000

Sold Sep 09, 2025

50 Hudson St, Warwick, NY 10990
- 2 Beds
- 3.5 Baths
- 2,977 Sq Ft
- Built 2006
Last Sold Summary
- $353/SF
- 27 Days On Market
Current Estimated Value $1,051,083

Last Listing Agent Rosy Wansor Wansor Realty

50 Hudson St, Warwick, NY 10990

Est $692,992

Not Listed For Sale

382 Bailey Rd, Montgomery, NY 12549
- 4 Beds
- 3 Baths
- 2,549 Sq Ft
- Built 2018
382 Bailey Rd, Montgomery, NY 12549

Last Sold Summary
- 33 Days On Market

/22
$524,999

$15K PRICE DROP Pending
- 3 Beds
- 2.5 Baths
- 1,671 Sq Ft
11 Gillian Ct, Monroe, NY 10950

Welcome home! This move-right-in 3-bedroom, 2.5-bath home offers hardwood floors, newer appliances, and a bright, open layout. Enjoy cooking and entertaining with a breakfast bar and additional bonus room perfect for a home office, playroom, or home gym. The attached garage includes an electric vehicle charger for modern convenience. Meadow Glen offers fantastic amenities, including a beautiful

Alexandra Zinko

Century 21 Realty Center

11 Gillian Ct, Monroe, NY 10950
/24
Starting at $1,850 Per Month
- 1 - 3 Beds
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

Slatewood Apartments

579 E Main St, Middletown, NY 10940
$798,000

Sold Mar 26, 2026

6 Gurda Ln, Goshen, NY 10924
- 3 Beds
- 3 Baths
- 3,135 Sq Ft
- Built 1997
Last Sold Summary
- $255/SF
- 105 Days On Market
Current Estimated Value $842,019

Last Listing Agent JoAnn Maxwell Howard Hanna Rand Realty

6 Gurda Ln, Goshen, NY 10924

Est $783,077

Not Listed For Sale

35 Madison Ct, Wallkill, NY 12589
- 4 Beds
- 2.5 Baths
- 3,389 Sq Ft
- Built 2020
35 Madison Ct, Wallkill, NY 12589

Last Sold Summary
- 27 Days On Market

/36
$498,000

Pending
- 3 Beds
- 1.5 Baths
- 2,218 Sq Ft
513 Mullock Rd, Port Jervis, NY 12771

Your happily ever after begins here in this beautifully renovated raised ranch, set pristinely on 2.2 glorious acres in the sought-after Minisink Valley Central School District. From the moment you arrive, the curb appeal is undeniable, highlighted by a brand-new, professionally designed and installed paver walkway with elegant retaining walls, and thoughtfully placed hard-wired/programmable

JoAnn Maxwell

Howard Hanna Rand Realty

513 Mullock Rd, Port Jervis, NY 12771
/10
$1,850 Per Month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Apartment for Rent
26 North St Unit 6B, Middletown, NY 10940

Spacious two bedroom, one bathroom rental available in the City of Middletown. This rental is located on the 6th floor but an elevator is available to take you there. Huge windows provide a tremendous amount of light. Nice size kitchen with a living room/dining room area. Two spacious bedrooms with large windows and closets. Washer and dryer available for your convenience. This apartment is

Hazel Cello

KW Hudson Valley United

26 North St Unit 6B, Middletown, NY 10940
$540,000

Sold Feb 06, 2026

561 Toleman Rd, Rock Tavern, NY 12575
- 5 Beds
- 3 Baths
- 3,273 Sq Ft
- Built 1989
Last Sold Summary
- 22% Below List Price
- $165/SF
- 204 Days On Market
Current Estimated Value $586,492

Last Listing Agent Erin Connolly-Frontino Artisan Realty

561 Toleman Rd, Rock Tavern, NY 12575

Est $682,233

Not Listed For Sale

7 Winterview Ln, Cornwall On Hudson, NY 12520
- 4 Beds
- 2 Baths
- 2,544 Sq Ft
- Built 1965
7 Winterview Ln, Cornwall On Hudson, NY 12520

Last Sold Summary
- 26 Days On Market

/50
$699,900

Open Sat 3PM - 5PM $50K PRICE DROP
- 4 Beds
- 3 Baths
- 2,731 Sq Ft
26 Mandy Ln, Washingtonville, NY 10992

The ridge enters the room before you do, and the architecture made sure of it. From every room and every deck, the view is what you live with, because the home sits where the horizon opens widest and every window, every railing, and every step off the back door is aimed at it. The valley falls open in front of you, the ridge rolls along the sky, and the treetops drop just below the deck line.

Brian Caplicki

KW Hudson Valley United

26 Mandy Ln, Washingtonville, NY 10992
/35
Starting at $2,300 Per Month
- 1 - 3 Beds
11 Lafayette Dr, New Windsor Township, NY 12553

Find Suburban Bliss at Hudson CommonsFind the lifestyle you?ve been looking for at Hudson Commons. Your pet-friendly 1, 2 & 3 bedroom apartment in New Windsor, New York, sparkles with custom finishes and upscale extras like stainless-steel appliances and luxury wood-style flooring, creating the perfect home for you and your crew. Spacious living areas and private patios and balconies add to

Hudson Commons

11 Lafayette Dr, New Windsor Township, NY 12553
$530,000

Sold Jan 23, 2026

1 Westlin Ln, Cornwall, NY 12518
- 3 Beds
- 2 Baths
- 1,788 Sq Ft
- Built 1954
Last Sold Summary
- 8% Below List Price
- $296/SF
- 88 Days On Market
Current Estimated Value $530,578

Last Listing Agent Brenda Guttenberg RE/MAX Benchmark Realty Group

1 Westlin Ln, Cornwall, NY 12518

Est $633,166

Not Listed For Sale

20 Schefflers Rd, Westtown, NY 10998
- 3 Beds
- 2 Baths
- 1,534 Sq Ft
- Built 2018
20 Schefflers Rd, Westtown, NY 10998

Last Sold Summary
- 33 Days On Market

Showing Results 81 - 120, Page 3 of 18

New York Orange County

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Orange County, NY Homes

Real Estate & Homes