Orange County, NY Homes

/34
$424,999

Open Sat 11AM - 1PM $25K PRICE DROP
- 3 Beds
- 2 Baths
- 1,376 Sq Ft
7 Lafayette St, Walden, NY 12586

FULLY RENOVATED!!! VILLAGE LIVING!!! Check out this 3-bedroom, 2-full-bathroom home nestled in the heart of the Village of Walden and in the Valley Central School District. This property places you just moments away from vibrant local eateries/restaurants, major area shopping centers, banking & postal services, community centers, close to all five Village parks, and the scenic Walden/Wallkill

Richard Baxter

Keller Williams Realty

7 Lafayette St, Walden, NY 12586
/11
$1,550 Per Month
- 2 Beds
- 1 Bath
- 741 Sq Ft
- Apartment for Rent
205 Union St Unit 2, Montgomery, NY 12549

Welcome to this charming second-floor rental opportunity perfectly situated on the main road through the historic Village of Montgomery! Nestled within the Valley Central School District, this inviting 2-bedroom, 1-bathroom apartment offers the ultimate in village living, putting local shopping boutiques, quaint coffee shops, and fantastic local restaurants just steps from your door. When you

Richard Baxter

Keller Williams Realty

205 Union St Unit 2, Montgomery, NY 12549
$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 $450,585

Last Listing Agent Chris Ogden Realty Promotions Inc

1 High St, Port Jervis, NY 12771

Est $271,656

Not Listed For Sale

397 Mine Rd, Monroe, NY 10950
- 2 Beds
- 1 Bath
- 848 Sq Ft
- Built 1930
397 Mine Rd, Monroe, NY 10950

Last Sold Summary
- 43 Days On Market
Last Listing Agent Layla Rose Boyles Century 21 Realty Center

/50
$574,900

$25K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,151 Sq Ft
8 Nelson St, Goshen, NY 10924

You have toured enough houses by now that you walk in already doing the arithmetic. The kitchen you would have to redo. The bathroom that would swallow a summer and a savings account. The little concessions that pile up until you are talking yourself into something you never actually wanted. Somewhere in the last few months, the search stopped being exciting and started feeling like a negotiation

Brian Caplicki

KW Hudson Valley United

8 Nelson St, Goshen, NY 10924
/14
Starting at $2,475 Per Month
- 1 - 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
$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 $255,028

Last Listing Agent JAMES KURKELA Spinnaker Realty Sales LLC

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

Est $346,892

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
Last Listing Agent Nicholas Cuomo Keller Williams Realty

/35
$550,000

Pending
- 4 Beds
- 2.5 Baths
- 2,307 Sq Ft
7 East Place, Tuxedo Park, NY 10987

Beautifully maintained and thoughtfully designed, this classic Colonial offers exceptional craftsmanship, generous living space and remarkable versatility across three finished levels. From the moment you enter, hardwood floors, custom millwork and beautifully detailed trim reflect the care and attention found throughout the home. The spacious main level flows effortlessly from room to room, with

Windy Rosengart

Stonehaven Properties

7 East Place, Tuxedo Park, NY 10987
/6
$2,750 Per Month
- 2 Beds
- 1 Bath
- 600 Sq Ft
- Apartment for Rent
15 Court Ave, Greenwood Lake, NY 10925

Lovely 2-bedroom bungalow for rent in beautiful Greenwood. This cozy home features a welcoming living with a fireplace, perfect for relaxing evenings. Enjoy the kitchen, which includes your washer and dryer, and an additional two bedrooms.Step out to your lemonade porch and enjoy your coffee.The property is on the corner, large and ideal for starting your garden and storing your

Natalia Gerbino

Howard Hanna Rand Realty

15 Court Ave, Greenwood Lake, NY 10925
$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 $400,166

Last Listing Agent Karin Poggio HomeSmart Homes & Estates

101 Carter St, Newburgh, NY 12550

Est $903,422

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
Last Listing Agent Mary Ann Mitchell eXp Realty

/46
$849,900
- 5 Beds
- 4 Baths
- 2,600 Sq Ft
14 Robalene Dr, Goshen, NY 10924

By now you know the shape of the problem. The houses coming up do not have the rooms. Four bedrooms, two baths, and a conversation about an addition, which means an architect, permits, and a number that keeps moving. New construction means waiting out the build, then the settling, then a year of landscaping and pouring the patio yourself. This one is already past all of it, and you feel that

Brian Caplicki

KW Hudson Valley United

14 Robalene Dr, Goshen, NY 10924
/20
Starting at $1,850 Per Month
- 1 Bed
579 E Main St, Middletown, NY 10940

*Now Accepting Applications! Immediate Move-In Available! *Welcome to Slatewood Apartments, conveniently located at 579 E Main Street in Middletown, NY. Slatewood offers comfortable one-, two-, and three-bedroom apartment homes in a peaceful setting while keeping you close to the shopping, dining, healthcare, transportation, and everyday conveniences Middletown has to offer.The

Slatewood Apartments

579 E Main St, 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 $644,422

Last Listing Agent John Olivero Keller Williams Realty

15 Middle St, Goshen, NY 10924

Est $727,165

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
Last Listing Agent Paul Biagini Biagini Realty

/45
$970,000

$10K PRICE DROP
- 6 Beds
- 5 Baths
- 1,440 Sq Ft
3 Old Country Rd, Otisville, NY 10963

COMMERCIAL/RESIDENTIAL DEVELOPMENT OPPORTUNITY * 11.4-Acre Multi-Home Property Near Otisville Train Station. The property includes eight separate structures—two FULLY RENOVATED homes and six additional bungalows ready for renovation or new development—offering a rare investment opportunity. Zoned in Local Business (LB) District located only .2 miles from NJ Transit, Otisville train station- ideal

JoAnn Maxwell

Howard Hanna Rand Realty

3 Old Country Rd, Otisville, NY 10963
/3
$2,750 Per Month
- 3 Beds
- 1 Bath
- 1,466 Sq Ft
- Apartment for Rent
153 Wisner Ave Unit 157, Middletown, NY 10940

Beautifully updated 3-bedroom apartment located on the first floor of a well-maintained duplex. This bright and inviting home features hardwood floors throughout, an updated kitchen with modern appliances, and an abundance of windows that fill the space with natural light. The landlord pays for heat, while the tenant is responsible for electricity. Ample parking is available in the rear of the

Dulce M Ferrera

KW Hudson Valley United

153 Wisner Ave Unit 157, Middletown, NY 10940
$285,000

Sold Oct 01, 2025

512 Riley Rd, New Windsor, NY 12553
- 3 Beds
- 1 Bath
- 960 Sq Ft
- Built 1973
Last Sold Summary
- 3% Below List Price
- $297/SF
- 66 Days On Market
Current Estimated Value $500,244

Last Listing Agent Arafat Ibrahim AI Realty Brokerage LLC

512 Riley Rd, New Windsor, NY 12553

Est $814,449

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
Last Listing Agent Theresa Budich Howard Hanna Rand Realty

/25
$160,000

$5K PRICE DROP Pending
- 1 Bed
- 1 Bath
- 735 Sq Ft
226 Concord Ln, Middletown, NY 10940

Renovated in 2021 is this first floor 1 bedroom condo in Buttonwood conveniently located close to Rte 17 and 84 for those of you commuting a distance to work. Just turn the key and move in, no work is needed. Kitchen has newer cabinets with crown molding and stainless LG appliances with a convection/air fry oven that can be controlled by your phone along with granite counters. Kitchen counter has

Lynelle Alessi

KW Hudson Valley United

226 Concord Ln, Middletown, NY 10940
/50
Starting at $1,875

Total Monthly Price
- 1 - 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
$217,500

Sold Oct 28, 2025

59 Orchard Trail, Monroe, NY 10950
- 2 Beds
- 1 Bath
- 850 Sq Ft
- Built 1940
Last Sold Summary
- 9% Below List Price
- $256/SF
- 180 Days On Market
Current Estimated Value $227,230

Last Listing Agent Michelle Ayala BHHS Hudson Valley Properties

59 Orchard Trail, Monroe, NY 10950

Est $512,050

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
Last Listing Agent Asa Lennon RE/MAX Benchmark Realty Group

/46
$499,900

Pending
- 4 Beds
- 1.5 Baths
- 1,656 Sq Ft
2 Fleetwood Dr, Goshen, NY 10924

By the second week you will know which neighbors wave from the driveway and which ones come clear across the lawn to introduce themselves. Hambletonian Park has been doing that for 60 years. The maples have grown in over the pavement, the yards are kept because everybody here keeps theirs, and there is a rhythm to the block that no one had to organize. You just get folded into it.This

Brian Caplicki

KW Hudson Valley United

2 Fleetwood Dr, Goshen, NY 10924
/6
$1,700 Per Month
- 2 Beds
- 1 Bath
- 840 Sq Ft
- Apartment for Rent
180 W Main St Unit 6, Middletown, NY 10940

Second floor apartment in convenient location. Kitchen, living room, two bedrooms and full bathroom. Two off street parking spaces are included. Tenant pays for electricity & natural gas. Landlord pays for water, sewer & garbage. Landlord requires application, references, income information, credit report & score, background check and personal interview. Additional Information: LeaseTerm: Over 12

Theresa Powers

Keller Williams Realty

180 W Main St Unit 6, Middletown, NY 10940
/26
$1,031,840

Sold Dec 22, 2025

20 Aurora Terrace, Tuxedo Park, NY 10987
- 4 Beds
- 3.5 Baths
- 2,936 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $351/SF
- 16 Days On Market
Lennar Tuxedo Reserve - Classic at West Terrace

20 Aurora Terrace, Tuxedo Park, NY 10987

Est $574,107

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
Last Listing Agent Richard Baxter Keller Williams Realty

/48
$1,100,000

Pending
- 5 Beds
- 4 Baths
- 5,312 Sq Ft
53 Gibson Hill Rd, Chester, NY 10918

Tucked away on over 3 private acres, this recently renovated custom residence offers a rare blend of seclusion, craftsmanship, and elevated living. Surrounded by hundreds of acres of protected state land, the setting ensures unmatched privacy with direct access to nature, including trails that connect to the Appalachian Trail just beyond your backyard. A natural waterfall adds to the serene

Ammar Iqbal

eXp Realty

53 Gibson Hill Rd, Chester, NY 10918
/14
Starting at $3,420

Total Monthly Price
- 1 - 2 Beds
5 Bridle Trail Road Tuxedo Park, Tuxedo Park, NY 10987

The Village at Tuxedo Reserve is the inviting new way to experience the lower Hudson Valley. Just 30 miles from Manhattan, in a majestic natural setting between Harriman State Park and Sterling Forest State Park, The Village offers a sophisticated town-in-country lifestyle that bustles with shopping, dining, seasonal skating, and year-round curated events. Offering a collection of one- to

Village at Tuxedo Reserve

5 Bridle Trail Road Tuxedo Park, Tuxedo Park, NY 10987
$395,000

Sold Sep 08, 2026

8 Walnut Ln, Middletown, NY 10940
- 3 Beds
- 2.5 Baths
- 1,792 Sq Ft
- Built 1999
Last Sold Summary
- 1% Below List Price
- $220/SF
- 25 Days On Market
Current Estimated Value $420,391

Last Listing Agent Bonnie Natt Realty Promotions Inc

8 Walnut Ln, Middletown, NY 10940

Est $571,691

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
Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

/46
$1,388,000

$100K PRICE INCREASE
- 2 Beds
- 2 Baths
- 2,056 Sq Ft
285 Maple Ave, Goshen, NY 10924

Debuting to the market, this bucolic equestrian mini estate in Goshen captures the essence of refined country living. Beyond stately wrought iron gates is a stunning Craftsman-style home and charming and functional barn, set on 10 glorious acres of rolling pastures, including 5 fenced-in paddocks, round pen and pond. Completely rebuilt from ground up, this Craftsman-style residence offers 2056

JoAnn Maxwell

Howard Hanna Rand Realty

285 Maple Ave, Goshen, NY 10924
/35
$2,150 Per Month
- 1 Bed
- 1 Bath
- 773 Sq Ft
- Apartment for Rent
306 Bluestone Ct Unit 104, Maybrook, NY 12543

Now offering First Month Free —Available for a Limited time. 1 Bedroom, 1 Bath – Exclusive 55+ Community Don’t miss this rare chance to lease an excellent unit in a modern, one-year-old building at Bluestone Parc’s sought-after 55+ active adult community. This bright residence features 10-foot ceilings, an open layout, and a stylish kitchen with quartz countertops, an oversized peninsula, and

Ewa Kusmierek

eXp Realty

306 Bluestone Ct Unit 104, Maybrook, NY 12543
$335,000

Sold Jul 08, 2026

24 Emperor Ln, Montgomery, NY 12549
- 4 Beds
- 2.5 Baths
- 2,340 Sq Ft
- Built 1978
Last Sold Summary
- 4% Below List Price
- $143/SF
- 34 Days On Market
Current Estimated Value $390,259

Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

24 Emperor Ln, Montgomery, NY 12549

Est $739,725

Not Listed For Sale

49 Swan Hollow Rd, New Windsor, NY 12553
- 4 Beds
- 3 Baths
- 2,900 Sq Ft
- Built 2020
49 Swan Hollow Rd, New Windsor, NY 12553

Last Sold Summary
- 228 Days On Market
Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group

/37
$789,900
- 5 Beds
- 4 Baths
- 4,697 Sq Ft
19 Grand View Terrace, Chester, NY 10918

Welcome to 19 Grand View Terrace in Chester, NY, an impressive Colonial offering approximately 4,697 square feet, five bedrooms, and four full bathrooms. Set on approximately 0.42 acres, this expansive Orange County residence provides the space, comfort, and flexibility needed for everyday living, entertaining, working from home, and hosting guests.The generous interior features multiple

Randolph Rogers

eXp Realty

19 Grand View Terrace, Chester, NY 10918
/55
Starting at $2,672 Per Month
- 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

Residences at West Hills Country Club

122 Golf Links Rd, Middletown, NY 10940
$375,000

Sold Nov 11, 2025

520 Shore Dr, New Windsor, NY 12553
- 3 Beds
- 1 Bath
- 960 Sq Ft
- Built 1948
Last Sold Summary
- 6% Below List Price
- $391/SF
- 78 Days On Market
Current Estimated Value $375,505

Last Listing Agent Matthew O'Hare Coldwell Banker Realty

520 Shore Dr, New Windsor, NY 12553

Est $546,018

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
Last Listing Agent Chris Ogden Realty Promotions Inc

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