Orange County, NY Homes

/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
/25
$3,500 Per Month
- 4 Beds
- 2 Baths
- 2,380 Sq Ft
- House for Rent
86 West St, Warwick, NY 10990

Look no further... -Prime village location!! Beautiful, MOVE-in-ready 4-bedroom, 2-bath rental property offers a rare blend of historic elegance and modern comfort. Original features, stained glass, pocket doors, built-ins, and hardwood floors...reflect the timeless character that defines this home. The spacious kitchen and updated baths ensure convenience without compromising charm, while every

Jennifer DiCostanzo

RE/MAX Town & Country

86 West St, Warwick, NY 10990
$499,900

Sold Jun 22, 2026

30 Neversink Dr, Port Jervis, NY 12771
- 4 Beds
- 3 Baths
- 1,932 Sq Ft
- Built 2026
Last Sold Summary
- $259/SF
- 155 Days On Market
Last Listing Agent Chris Ogden Realty Promotions Inc

30 Neversink Dr, Port Jervis, NY 12771

Est $340,607

Not Listed For Sale

608 Tower Ave, Maybrook, NY 12543
- 4 Beds
- 2 Baths
- 1,969 Sq Ft
- Built 1960
608 Tower Ave, Maybrook, NY 12543

Last Sold Summary
- 212 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
/25
Starting at $1,940 Per Month
- Studio - 2 Beds
225 Berkman Dr, Middletown, NY 10941

Welcome Home to Imperial Gardens Apartments in Middletown, NY! Located in a country setting, our fabulous location is about an hour from New York City. Just minutes from the Metro North, and major highways: RT 17, I-84, and I-87 (NYS Thruway), we are a commuter's dream! We are located just minutes from RT 211 where there is an abundance of shopping, dining, and entertainment such as Galleria at

Imperial Gardens Apartment Homes

225 Berkman Dr, Middletown, NY 10941
$449,900

Sold Jun 22, 2026

1 High St, Port Jervis, NY 12771
- 3 Beds
- 2.5 Baths
- 1,714 Sq Ft
- Built 2026
Last Sold Summary
- $262/SF
- 193 Days On Market
Current Estimated Value $441,341

Last Listing Agent Chris Ogden Realty Promotions Inc

1 High St, Port Jervis, NY 12771

Est $886,680

Not Listed For Sale

12 Montesi Dr, Highland Mills, NY 10930
- 4 Beds
- 2.5 Baths
- 3,304 Sq Ft
- Built 2012
12 Montesi Dr, Highland Mills, NY 10930

Last Sold Summary
- 24 Days On Market

/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
/12
$1,850 Per Month
- 2 Beds
- 1 Bath
- 750 Sq Ft
- Apartment for Rent
4 Riverview Ave Unit 1, New Windsor, NY 12553

Spacious 2-bedroom, 1st-floor apartment located in the heart of New Windsor, NY. Convenient commuter location with easy access to I-84, the NYS Thruway, Route 9W, and Stewart Airport. Close to shopping centers, restaurants, parks, schools, and public transportation. This well-located rental offers comfortable living with easy first-floor access and off-street parking. Enjoy being just minutes

Ammar Iqbal

eXp Realty

4 Riverview Ave Unit 1, New Windsor, NY 12553
$753,000

Sold Mar 11, 2026

264 Lybolt Rd, Middletown, NY 10941
- 4 Beds
- 3.5 Baths
- 2,823 Sq Ft
- Built 2025
Last Sold Summary
- 3% Below List Price
- $267/SF
- 198 Days On Market
Current Estimated Value $703,039

Last Listing Agent Chris Ogden Realty Promotions Inc

264 Lybolt Rd, Middletown, NY 10941

Est $716,167

Not Listed For Sale

505 Toleman Rd, Rock Tavern, NY 12575
- 4 Beds
- 2.5 Baths
- 2,700 Sq Ft
- Built 2023
505 Toleman Rd, Rock Tavern, NY 12575

Last Sold Summary
- 219 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
/18
Starting at $2,900 Per Month
- 2 Beds
20 Uhlig Rd, Middletown, NY 10940

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, exquisite luxury flooring,

Southgate Middletown

20 Uhlig Rd, Middletown, NY 10940
$829,900

Sold Apr 17, 2026

75 Delmar Hill Rd, New Hampton, NY 10958
- 4 Beds
- 2.5 Baths
- 2,784 Sq Ft
- Built 2026
Last Sold Summary
- $298/SF
- 203 Days On Market
Current Estimated Value $466,000

Last Listing Agent Chris Ogden Realty Promotions Inc

75 Delmar Hill Rd, New Hampton, NY 10958

Est $773,196

Not Listed For Sale

34 Edgemere Ave, Greenwood Lake, NY 10925
- 3 Beds
- 2.5 Baths
- 2,124 Sq Ft
- Built 1979
34 Edgemere Ave, Greenwood Lake, NY 10925

Last Sold Summary
- 262 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
/8
$2,200 Per Month
- 1 Bed
- 1 Bath
- 900 Sq Ft
- Apartment for Rent
2 Murray Ave, Goshen, NY 10924

Available in September 2026. UTILITES INCLUDED!!! One bedroom Village of Goshen rental in excellent condition and in an amazing location! So easy to walk just a few blocks to the village center from this location - right in the heart of the Village of Goshen. This rental includes all of these following utilities! Electricity, Heat, Gas, Water and sewer, hot water, garbage and recycling are all

Joseph Paoli

Howard Hanna Rand Realty

2 Murray Ave, Goshen, NY 10924
$509,900

Sold May 19, 2026

40 Neversink Dr, Port Jervis, NY 12771
- 4 Beds
- 3 Baths
- 1,994 Sq Ft
- Built 2026
Last Sold Summary
- $256/SF
- 176 Days On Market
Current Estimated Value $235,764

Last Listing Agent Chris Ogden Realty Promotions Inc

40 Neversink Dr, Port Jervis, NY 12771

Est $794,194

Not Listed For Sale

38 Swan Hollow Rd, New Windsor, NY 12553
- 5 Beds
- 3 Baths
- 2,720 Sq Ft
- Built 2023
38 Swan Hollow Rd, New Windsor, NY 12553

Last Sold Summary
- 138 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
/40
Starting at $2,300

Total Monthly Price
- 2 Beds
700 Stratford Ln, Middletown, NY 10940

Welcome to Country Manor Apartments in Middletown, NY! Our pet-friendly community is set among rustic, large, grassy areas, creating a peaceful and open environment. We offer one- and two-bedroom apartments featuring updated kitchens, premium bathrooms, and private decks. Your rent includes heat, hot water, sewer, and trash removal. We also offer 24/7 maintenance services.

Country Manor Apartments

700 Stratford Ln, Middletown, NY 10940
$405,000

Sold Jun 24, 2026

1 Ridge Ave, Port Jervis, NY 12771
- 3 Beds
- 2.5 Baths
- 1,554 Sq Ft
- Built 2026
Last Sold Summary
- 1% Below List Price
- $261/SF
- 201 Days On Market
Current Estimated Value $349,691

Last Listing Agent Chris Ogden Realty Promotions Inc

1 Ridge Ave, Port Jervis, NY 12771

Est $487,202

Not Listed For Sale

65 Center St, Pine Bush, NY 12566
- 3 Beds
- 2 Baths
- 2,430 Sq Ft
- Built 1910
65 Center St, Pine Bush, NY 12566

Last Sold Summary
- 87 Days On Market

/25
$490,000

Pending
- 3 Beds
- 2.5 Baths
- 2,211 Sq Ft
28 Magnolia Park Rd, Middletown, NY 10940

Lifestyle and Location without all the work- this home has all the perks of homeownership with the ease and amenities of a townhome in the sought-after Magnolia Park community. Spacious and light filled living across 3 levels, the first floor boasts an open floor plan and well appointed kitchen with granite countertops, dining area, living area, and half bath for guests. Upstairs, the 3 bedrooms

Lisbeth Furke

World Homes Realty

28 Magnolia Park Rd, Middletown, NY 10940
/23
$3,295 Per Month
- 2 Beds
- 2 Baths
- 1,408 Sq Ft
- Apartment for Rent
305 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

305 Canter Ct, Goshen, NY 10924
$509,900

Sold Jun 22, 2026

20 Neversink Dr, Port Jervis, NY 12771
- 4 Beds
- 3 Baths
- 1,994 Sq Ft
- Built 2026
Last Sold Summary
- $256/SF
- 136 Days On Market
Last Listing Agent Chris Ogden Realty Promotions Inc

20 Neversink Dr, Port Jervis, NY 12771

Est $596,062

Not Listed For Sale

5 Strasser Place, Campbell Hall, NY 10916
- 2 Beds
- 2.5 Baths
- 1,852 Sq Ft
- Built 2018
5 Strasser Place, Campbell Hall, NY 10916

Last Sold Summary
- 32 Days On Market

/33
$439,000

$10K PRICE DROP Pending
- 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

15 Riley Rd, New Windsor, NY 12553
/55
Starting at $1,900

Total Monthly Price
- 1 - 2 Beds
644 Silver Lake Scotchtown Rd, Middletown, NY 10941

Welcome to Stevens Manor Apartments in Middletown, NY! Our pet-friendly community is set among expansive grassy areas, creating a peaceful and open environment.Choose from studios, one-, or two-bedroom apartments, each thoughtfully designed with updated kitchens, premium bathrooms, dishwashers, and air-conditioning.Your rent includes heat, hot water, gas, and trash removal. We

Stevens Manor Apartments

644 Silver Lake Scotchtown Rd, Middletown, NY 10941
$250,000

Sold Apr 20, 2026

276 Temple Hill Rd Unit 2606, New Windsor, NY 12553
- 2 Beds
- 2 Baths
- 1,176 Sq Ft
- Built 1986
Last Sold Summary
- 14% Below List Price
- $213/SF
- 176 Days On Market
Current Estimated Value $256,038

Last Listing Agent JAMES KURKELA Spinnaker Realty Sales LLC

276 Temple Hill Rd Unit 2606, New Windsor, NY 12553

Est $592,911

Not Listed For Sale

6 Strasser Place, Campbell Hall, NY 10916
- 2 Beds
- 2.5 Baths
- 1,870 Sq Ft
- Built 2018
6 Strasser Place, Campbell Hall, NY 10916

Last Sold Summary
- 13 Days On Market

/50
$774,900

$5K PRICE INCREASE
- 4 Beds
- 2.5 Baths
- 2,856 Sq Ft
750 Ridgebury Rd, Slate Hill, NY 10973

The Amanda II is a beautifully crafted new construction home that blends modern style with thoughtful design. Featuring four bedrooms and 2.5 bathrooms, this home offers comfort, functionality, and high-end finishes throughout. Step into the bright and inviting main level, where red oak hardwood floors flow through the open-concept living areas. The spacious living room is anchored by a warm

Chris Ogden

Realty Promotions Inc

750 Ridgebury Rd, Slate Hill, NY 10973
/24
$4,300 Per Month
- 3 Beds
- 2 Baths
- 1,708 Sq Ft
- House for Rent
36 Ten Broeck Ln, Newburgh, NY 12550

LAKEFRONT LIVING ON ORANGE LAKE – SOUTH COVE!Get into the lake house of your dreams before the end of summer. This stunning 3-bedroom, 2-bath home offers 54 feet of prime waterfront in the highly desirable private South Cove of Orange Lake. Featuring a charming rustic wood exterior, lush landscaping, and an expansive lawn, this property is designed for both relaxation and entertaining. Enjoy

Jodi Gillespie

Gillespie Real Estate LLC

36 Ten Broeck Ln, Newburgh, NY 12550
$394,000

Sold Oct 20, 2025

101 Carter St, Newburgh, NY 12550
- 5 Beds
- 3 Baths
- 1,806 Sq Ft
- Built 1916
Last Sold Summary
- 2% Below List Price
- $218/SF
- 45 Days On Market
Current Estimated Value $394,447

Last Listing Agent Karin Poggio HomeSmart Homes & Estates

101 Carter St, Newburgh, NY 12550

Est $573,985

Not Listed For Sale

7 Strasser Place, Campbell Hall, NY 10916
- 2 Beds
- 2.5 Baths
- 1,852 Sq Ft
- Built 2018
7 Strasser Place, Campbell Hall, NY 10916

Last Sold Summary
- 39 Days On Market

/33
$559,900

$40K PRICE DROP
- 5 Beds
- 2.5 Baths
- 2,644 Sq Ft
20 Winding Hills Dr, Florida, NY 10921

From the moment you step inside, there’s an ease to this home that’s hard to explain but easy to feel. Light moves effortlessly through each space, the layout just makes sense, and everything about it invites you to settle in and stay awhile. At just over 2,600 square feet, this home hits that ideal balance... not too big, not too small, but perfectly sized for the way you actually live. The

Brian Caplicki

KW Hudson Valley United

20 Winding Hills Dr, Florida, NY 10921
/55
Starting at $2,672 Per Month
- 1 - 2 Beds
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

Residences at West Hills Country Club

122 Golf Links Rd, Middletown, NY 10940
$622,500

Sold Nov 05, 2025

15 Middle St, Goshen, NY 10924
- 3 Beds
- 2.5 Baths
- 2,818 Sq Ft
- Built 1861
Last Sold Summary
- 4% Above List Price
- $221/SF
- 56 Days On Market
Current Estimated Value $626,363

Last Listing Agent John Olivero Keller Williams Realty

15 Middle St, Goshen, NY 10924

Est $600,836

Not Listed For Sale

2 Strasser Place, Campbell Hall, NY 10916
- 2 Beds
- 2.5 Baths
- 2,752 Sq Ft
- Built 2018
2 Strasser Place, Campbell Hall, NY 10916

Last Sold Summary
- 48 Days On Market

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