Orange County, NY Homes

/40
$379,900 Pending
- 3 Beds
- 2 Baths
- 1,620 Sq Ft
86 Carpenter Rd, New Hampton, NY 10958

There is something deeply grounding about pulling into your own property in New Hampton, New York and knowing the space in front of you holds possibility. Not just a house, but a canvas. Not just a barn, but opportunity waiting for direction. This three bedroom, two bathroom home welcomes you with warmth the moment you step inside. Spacious rooms unfold naturally from one to the next, wrapped in

Brian Caplicki

Keller Williams Hudson Valley

(329) 216-1127

86 Carpenter Rd, New Hampton, NY 10958
/9
$1,775 Per Month
- 1 Bed
- 1 Bath
- 900 Sq Ft
- Apartment for Rent
148 Clinton St Unit 5, Montgomery, NY 12549

1 Bedroom Apartment for Rent – Montgomery | Valley Central Schools Well-kept 1 bedroom, 1 bathroom apartment located in Montgomery in the Valley Central School District. This unit features updated flooring throughout, a simple kitchen with full-size appliances, and a bright living space with natural light. The bedroom offers a comfortable layout and the unit includes a full bathroom and

Richard Baxter

Keller Williams Realty

(845) 498-0780

148 Clinton St Unit 5, Montgomery, NY 12549
$517,000 Sold Aug 26, 2025

49 Houtman Dr, Walden, NY 12586
- 3 Beds
- 2 Baths
- 1,873 Sq Ft
- Built 1983
Last Sold Summary
- 8% Above List Price
- $276/SF
- 34 Days On Market
Current Estimated Value $519,777

Last Listing Agent Rose Daversa Hudson Valley Home Connection

49 Houtman Dr, Walden, NY 12586

Est $408,955 Not Listed For Sale

84 Liberty Street Wh, Newburgh, NY 12550
- 3 Beds
- 2 Baths
- 1,996 Sq Ft
- Built 1880
84 Liberty Street Wh, Newburgh, NY 12550

Last Sold Summary
- 6% Above List Price
- $193/SF
- 60 Days On Market
- Last Sold Price $385,000
- May 25, 2023
Last Listing Agent Christopher Hanson Hanson Real Estate Partners

/35
$980,000
- 6 Beds
- 6 Baths
- 4,480 Sq Ft
5 Blanchard St, Middletown, NY 10940

Brand new construction duplex in heart of Middletown. Each spacious unit features 3 bedrooms, 2.5 baths, garage, central A/C and a bright, sun-filled open floor plan thoughtfully designed for today's lifestyle. Beautiful kitchens with expansive windows create an abundance of natural light, with one unit showcasing elegant dove white cabinetry while the other offers rich espresso cabinetry, both

JoAnn Maxwell

Howard Hanna Rand Realty

(329) 224-0367

5 Blanchard St, Middletown, NY 10940
/35
Starting at $1,950 Per Month
- 1 Bed
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

(845) 713-8291

101 Bill Robinson Way, Newburgh, NY 12550
$599,000 Sold Jul 18, 2025

13 Pleasant St, Florida, NY 10921
- 4 Beds
- 2.5 Baths
- 1,842 Sq Ft
- Built 1992
Last Sold Summary
- $325/SF
- 76 Days On Market
Current Estimated Value $627,250

Last Listing Agent Carmela Lopez Borrazas Serhant LLC

13 Pleasant St, Florida, NY 10921

Est $686,563 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
- 9% Above List Price
- $247/SF
- 33 Days On Market
- Last Sold Price $629,382
- Jun 30, 2023
Last Listing Agent Danielle Bartula Howard Hanna Rand Realty

/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

(845) 516-8714

2323 Whispering Hills Unit 213, Chester, NY 10918
/31
$5,200 Per Month
- 4 Beds
- 3 Baths
- 2,319 Sq Ft
- House for Rent
4 Millard Cir, Monroe, NY 10950

Welcome to 4 Millard Circle, Monroe, NY, a beautifully renovated raised ranch located in the highly sought-after Monroe-Woodbury School District. This move-in ready home features an open-concept main level with a modern kitchen offering quartz countertops, a center island, and ample cabinet space. Hardwood floors run throughout the upper level, which includes three bedrooms, including a primary

Ammar Iqbal

eXp Realty

(329) 208-2181

4 Millard Cir, Monroe, NY 10950
$390,000 Sold Aug 29, 2025

1 Garden Dr, New Windsor, NY 12553
- 2 Beds
- 1 Bath
- 1,305 Sq Ft
- Built 1953
Last Sold Summary
- 4% Above List Price
- $299/SF
- 14 Days On Market
Current Estimated Value $397,541

Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

1 Garden Dr, New Windsor, NY 12553

Est $726,047 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
- 1% Below List Price
- $216/SF
- 27 Days On Market
- Last Sold Price $732,500
- Oct 25, 2024
Last Listing Agent Steve Esposito HomeSmart Homes & Estates

/44
$450,000
- 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

(329) 214-0985

82 Southside Dr, 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

(845) 479-5732

579 E Main St, Middletown, NY 10940
$565,000 Sold Sep 19, 2025

8 Lucky Ln, Washingtonville, NY 10992
- 4 Beds
- 3.5 Baths
- 2,284 Sq Ft
- Built 1970
Last Sold Summary
- 6% Below List Price
- $247/SF
- 57 Days On Market
Current Estimated Value $579,696

Last Listing Agent Agnes Milani Howard Hanna Rand Realty

8 Lucky Ln, Washingtonville, NY 10992

Est $624,615 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
- 4% Above List Price
- $236/SF
- 26 Days On Market
- Last Sold Price $600,000
- Sep 21, 2023
Last Listing Agent Jennifer Gold RE/MAX Benchmark Realty Group

/45
$339,000
- 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

(329) 201-2450

117 W Mombasha Rd, Monroe, NY 10950
/19
$2,500 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

(845) 385-2947

194 Jersey Ave Unit A, Greenwood Lake, NY 10925
$475,000 Sold Nov 24, 2025

27 Clinton Dr, Washingtonville, NY 10992
- 3 Beds
- 2 Baths
- 1,856 Sq Ft
- Built 1994
Last Sold Summary
- $256/SF
- 12 Days On Market
Current Estimated Value $491,806

Last Listing Agent Menecia Jackson Keller Williams Realty NYC Grp

27 Clinton Dr, Washingtonville, NY 10992

Est $599,832 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
- 2% Above List Price
- $385/SF
- 33 Days On Market
- Last Sold Price $590,000
- Mar 28, 2024
Last Listing Agent Tristen Sierra Coldwell Banker Realty

/40
$279,900 Pending
- 2 Beds
- 1.5 Baths
- 1,210 Sq Ft
55 Peenpack Trail, Huguenot, NY 12746

Accepted offer showing for backup Perfect for first-time homebuyers or those looking to downsize, this beautifully updated 2-bedroom, 1.5-bath home offers charm, comfort, and convenience on 1.1 acres of level land. Originally built in 1930 and completely renovated in 2025, the home combines classic character with modern style. The property features a storage shed, stockade fencing along the front

Philip Bisesto

HomeSmart Homes & Estates

(929) 430-2937

55 Peenpack Trail, Huguenot, NY 12746
/16
Starting at $2,750 Per Month
- 2 Beds
11 Lafayette Dr, New Windsor Township, 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!

Hudson Commons

(845) 335-3246

11 Lafayette Dr, New Windsor Township, NY 12553
$265,000 Sold Oct 28, 2025

242 1/2 W Main St, Middletown, NY 10940
- 3 Beds
- 1.5 Baths
- 1,080 Sq Ft
- Built 1950
Last Sold Summary
- 4% Below List Price
- $245/SF
- 20 Days On Market
Current Estimated Value $279,257

Last Listing Agent Sharon Reynolds Keller Williams Hudson Valley

242 1/2 W Main St, Middletown, NY 10940

Est $323,685 Not Listed For Sale

44 Colonial Ave, Warwick, NY 10990
44 Colonial Ave, Warwick, NY 10990

Last Sold Summary
- 14% Above List Price
- 195 Days On Market
- Last Sold Price $285,000
- Jan 19, 2024
Last Listing Agent Karen Gauvin Our House Real Estate Group

/41
$1,159,900
- 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

(845) 493-2930

16 Lori Ln, Chester, NY 10918
/18
$2,000 Per Month
- 1 Bed
- 1 Bath
- 920 Sq Ft
- Apartment for Rent
514 Grand Ave Unit 2E, Newburgh, NY 12550

Charming 1 Bedroom Victorian Apartment with Hudson River Views in Balmville Bright and quaint, larger one bedroom, one bath apartment in a beautiful 1800s Victorian multi family home. Enjoy stunning Hudson River and bridge views along the entire east side and peaceful sunrises. Features include hardwood floors, a small kitchen, dining room, large living room. This end unit is in a quiet setting

Jodi Gillespie

Gillespie Real Estate LLC

(845) 280-6293

514 Grand Ave Unit 2E, Newburgh, NY 12550
$603,000 Sold Jun 03, 2025

33 Highland View Place, Middletown, NY 10940
- 4 Beds
- 3 Baths
- 2,411 Sq Ft
- Built 1985
Last Sold Summary
- 11% Below List Price
- $250/SF
- 65 Days On Market
Current Estimated Value $612,136

Last Listing Agent Warren Shelley Reliable Realty Group

33 Highland View Place, Middletown, NY 10940

Est $631,887 Not Listed For Sale

Unlisted Address
- 4 Beds
- 4 Baths
- 2,770 Sq Ft
- Built 1975
Unlisted Address

Last Sold Summary
- 4% Above List Price
- $220/SF
- 57 Days On Market
- Last Sold Price $610,000
- Dec 05, 2024
Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

/50
$379,900
- 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

(845) 497-6407

2 W Stone St, Newburgh, NY 12550
/8
Starting at $495 Per Month
- 1 Bed
1-3 Liberty Ct, Warwick, NY 10990

The Liberty Green apartments offer a comfortable yet stylish lifestyle right in the heart of the community. With a wide range of amenities and an efficient floor plan, each airy one-bedroom apartment provides the perfect solution for comfortable senior living. Close to Devon Woods, Liberty Green is a three story complex with an elevator just a short distance to the many dining, shopping, health

Liberty Green Apartments

(833) 586-4575

1-3 Liberty Ct, Warwick, NY 10990
$545,000 Sold Dec 22, 2025

27 Lincoln Dr, Washingtonville, NY 10992
- 4 Beds
- 2 Baths
- 2,500 Sq Ft
- Built 1989
Last Sold Summary
- 1% Below List Price
- $218/SF
- 48 Days On Market
Current Estimated Value $556,470

Last Listing Agent Maria Kriesel Century 21 Full Service Realty

27 Lincoln Dr, Washingtonville, NY 10992

Est $598,232 Not Listed For Sale

24 Fox Hill Rd, Wallkill, NY 12589
- 3 Beds
- 2.5 Baths
- 1,955 Sq Ft
- Built 2018
24 Fox Hill Rd, Wallkill, NY 12589

Last Sold Summary
- 4% Above List Price
- $294/SF
- 42 Days On Market
- Last Sold Price $575,000
- Mar 20, 2025
Last Listing Agent Melissa Forsyth Hudson Valley Home Connection

/40
$509,900 Pending
- 4 Beds
- 3 Baths
- 2,052 Sq Ft
127 Sproat St, Middletown, NY 10940

There is a reason a raised ranch continues to stand the test of time... it just lives right. From the moment you step inside this move-in ready 4 bedroom, 3 bathroom home in Middletown, you feel the ease of a layout designed for real life. Head upstairs and you are immediately welcomed into a bright, open living space where natural light pours in and hardwood floors carry warmth throughout. The

Brian Caplicki

Keller Williams Hudson Valley

(329) 210-2066

127 Sproat St, Middletown, NY 10940
/28
$2,300 Per Month
- 2 Beds
- 1 Bath
- 950 Sq Ft
- Apartment for Rent
3 Giada Ln Unit 2, Middletown, NY 10940

Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized

Dulce M Ferrera

Keller Williams Hudson Valley

(329) 210-5679

3 Giada Ln Unit 2, Middletown, NY 10940
$557,900 Sold Jan 20, 2026

11 Knapp Terrace, Goshen, NY 10924
- 3 Beds
- 1.5 Baths
- 1,440 Sq Ft
- Built 1961
Last Sold Summary
- 12% Above List Price
- $387/SF
- 22 Days On Market
Current Estimated Value $546,365

Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

11 Knapp Terrace, Goshen, NY 10924

Est $393,935 Not Listed For Sale

60 Johnston St, Newburgh, NY 12550
- 6 Beds
- 2 Baths
- 2,625 Sq Ft
- Built 1900
60 Johnston St, Newburgh, NY 12550

Last Sold Summary
- 32% Above List Price
- $114/SF
- 175 Days On Market
- Last Sold Price $298,000
- Dec 19, 2024
Last Listing Agent Penny Alper Your Move Matters LLC

/33
$278,000 Pending
- 2 Beds
- 1 Bath
- 1,142 Sq Ft
108 Sproat St, Middletown, NY 10940

Charming 1930 Vintage Home with Retro Flair – Close to Train & Local Attractions! Step back in time with this delightful circa-1930 two-bedroom, 1 bath Old Style home brimming with character and nostalgic charm. From the moment you enter, you’ll appreciate the authentic retro vibe featuring warm wood paneling, original hardwood floors, and unique vintage details. The kitchen brings you back in

JoAnn Maxwell

Howard Hanna Rand Realty

(329) 209-9956

108 Sproat St, Middletown, NY 10940
/18
Starting at $2,087 Per Month
- 1 - 2 Beds
23 James P Kelly Way, Middletown, NY 10940

Sterling Parc at Middletown offers 1 and 2 bedroom apartments in Middletown, NY with spacious floor plans, modern finishes, and convenient access to major destinations. Located in the Hudson Valley near Route 17 and I-84, the community places residents close to shopping, dining, entertainment, and commuter routes. Apartment homes feature designer kitchens with shaker-style espresso cabinetry,

Sterling Parc at Middletown

(845) 412-9163

23 James P Kelly Way, Middletown, NY 10940
$650,000 Sold Jul 16, 2025

155 Cherry Hill Rd, Blooming Grove, NY 10914
- 4 Beds
- 2 Baths
- 2,498 Sq Ft
- Built 1740
Last Sold Summary
- $260/SF
- 18 Days On Market
Current Estimated Value $652,831

Last Listing Agent Frank Cafarchio Keller Williams Realty

155 Cherry Hill Rd, Blooming Grove, NY 10914

Est $514,517 Not Listed For Sale

115 Logans Way, Maybrook, NY 12543
- 3 Beds
- 3 Baths
- 2,301 Sq Ft
- Built 2011
115 Logans Way, Maybrook, NY 12543

Last Sold Summary
- 1% Above List Price
- $222/SF
- 27 Days On Market
- Last Sold Price $510,000
- Sep 25, 2024
Last Listing Agent Antoinette Caruso Stonewall Realty Group LLC

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