Orange County NY Homes for Sale with Pool

/2
$269,888
- 2 Beds
- 2 Baths
- 1,064 Sq Ft
2 Lexington Hill Unit 12, Harriman, NY 10926

VACANT, LOCKBOX, EASY TO SHOW.....CONDO- 1,000 SQ. FT.- 2 BED-2 BATH WITH LAUNDRY IN UNIT LOTS OF PARKING ON TOP FLOOR WITH GREAT VIEWS.....Low taxes and only $500/Month maintenance fee. Beautiful location with a comfortable and functional layout, perfect for modern living. Featuring two full bathrooms, the home is thoughtfully designed to provide both convenience and privacy. The spacious

Joseph Lombardo LOMBARDO HOMES & ESTATES

2 Lexington Hill Unit 12, Harriman, NY 10926
/46
$905,000
- 4 Beds
- 3.5 Baths
- 4,290 Sq Ft
9 Roselawn Rd, Highland Mills, NY 10930

EXQUISITE home has a feature list that is three pages long!The decorator touches, the elegance and sophistication, evident in every room. The foyer welcomes guests with its soaring, vaulted ceiling, large Palladium window, dramatic chandelier, inlaid wood floor with medallion, upgraded staircase, and custom picture moldings! You’ll look forward to retreating to your private sanctuary. The

Joanne Cooper Hudson Heritage Realty

9 Roselawn Rd, Highland Mills, NY 10930
/50
$1,980,000
- 5 Beds
- 4.5 Baths
- 7,200 Sq Ft
560 Grand Ave, Newburgh, NY 12550

Overlooking the Hudson River in the esteemed hamlet of Balmville, The Rest is a rare and remarkable offering—a Gothic Revival masterpiece and enduring symbol of 19th-century architecture, masterfully adapted for modern living.The Rest was designed as both a living work of art and an inviting home and celebrates the ethos of High Victorian Gothic Revival showcasing soaring tracery ceilings,

Zebee Amy Voss Julia B Fee Sothebys Int. Rlty

560 Grand Ave, Newburgh, NY 12550
/34
$999,000
- 5 Beds
- 4.5 Baths
- 2,620 Sq Ft
4 Lambros Dr, Monroe, NY 10950

Stop searching, because you have just found your dream home. Situated on over an acre of land, this gorgeous home has over 2600 sqft. of space to call your own. Living area, kitchen with granite countertops, and finished basement. With less than 15 minutes drive to Woodbury Commons shopping center, this is a gem of a house. Whether it's for you or your family, this is a place you can make your

Avrahom Lewinson Keller Williams Realty

4 Lambros Dr, Monroe, NY 10950
/7
$874,400
- 4 Beds
- 2 Baths
- 2,466 Sq Ft
651 Lakes Rd, Monroe, NY 10950

Rare opportunity to purchase this gorgeous property that consists of 3 homes nestled on 3.5 beautiful acres. The main Colonial residence has been gutted and will need to be renovated/rebuilt, however, you can live in one of the additional two residences while you renovate! The 2nd residence called the “stone cottage” has 2 fieldstone fireplaces, a full kitchen, a vaulted ceiling in the bedroom, a

Frank Golio Howard Hanna Rand Realty

651 Lakes Rd, Monroe, NY 10950
/49
$2,595,000
- 4 Beds
- 3.5 Baths
- 3,059 Sq Ft
26 Roberson Ave, Pine Bush, NY 12566

Welcome to the Daniel Bull House, a remarkable 1787 estate and one of the Hudson Valley’s finest examples of early American stone architecture. Originally built by one of Hudson Valley’s founding families, this historic stone residence has been masterfully restored, blending old world craftsmanship with modern luxury. Ideally located just minutes from town yet offering the serenity of a private

Shaina Marron Houlihan Lawrence, Inc

26 Roberson Ave, Pine Bush, NY 12566
/33
$850,000 Pre-Foreclosure
- 5 Beds
- 4 Baths
- 4,366 Sq Ft
1010 Pine View, New Windsor, NY 12553

Tucked away on a private street within the desirable Forest Glen community, this tastefully updated 5-bedroom, 4-bath modern Colonial offers the perfect balance of privacy, space, and convenience—just 6 minutes to the Salisbury/Cornwall Metro-North station and moments from major shopping and everyday amenities. Set on a beautifully level and fenced 0.51-acre property, the home features an

Samuel Berek Serhant LLC

1010 Pine View, New Windsor, NY 12553
/48
$1,100,000
- 4 Beds
- 3.5 Baths
- 4,467 Sq Ft
53 Odyssey Dr, Chester, NY 10918

Welcome to an extraordinary 4,400+ square foot residence in the coveted Warwick School district, where luxury and lifestyle converge to create the ultimate entertainer’s dream. This meticulously maintained and thoughtfully updated home offers breathtaking panoramic views, inviting you to unwind in the serene front atrium or the sun-drenched sunroom at the rear. Step inside to discover a

Hilary Ryan Goldman Howard Hanna Rand Realty

53 Odyssey Dr, Chester, NY 10918
/45
$698,000
- 4 Beds
- 2 Baths
- 4,020 Sq Ft
23 Peach Terrace, Newburgh, NY 12550

Step inside and feel the sense of space and possibility in this extraordinary 4,000+ sq. ft. contemporary designed for gathering, celebrating, and creating lasting memories. From the moment you enter through the dramatic double doors, you’re welcomed by a sweeping foyer that sets the tone for the grand scale and thoughtful design found throughout. At the heart of the home is a stunning oversized

Susan Todd BHHS Hudson Valley Properties

23 Peach Terrace, Newburgh, NY 12550
/30
$265,000
- 2 Beds
- 2 Baths
- 964 Sq Ft
14 Lexington Hill Unit 3, Harriman, NY 10926

Welcome to Lexington Hills in Harriman, NY - where comfort meets convenience. This 2-bedroom, 2 full-bath condo offers effortless one-level living with a bright, open-concept layout perfect for both everyday living and entertaining.The living and dining area flows seamlessly, filled with natural light and complemented by a private balcony ideal for morning coffee or evening relaxation. The

Lauren Kelly Howard Hanna Rand Realty

14 Lexington Hill Unit 3, Harriman, NY 10926
/23
$399,900
- 3 Beds
- 2.5 Baths
- 2,250 Sq Ft
173 Isis Dr Unit 3C, Newburgh, NY 12550

Back on the market, buyer could not secure mortgage. Inspection, appraisal and title were all fine. Welcome to your dream home! This beautifully maintained townhouse combines elegant design, modern amenities, and a convenient location to offer the perfect blend of comfort and lifestyle. The luxurious master suite is a true sanctuary, featuring vaulted ceilings, a generous walk-in closet with

Gabriella Coppolino Hudson Valley Home Connection

173 Isis Dr Unit 3C, Newburgh, NY 12550
/24
$934,640 New Construction
- 3 Beds
- 2.5 Baths
- 2,206 Sq Ft
139 Pine Ridge, Tuxedo Park, NY 10987

This two-story home has a smart layout with everything homeowners need to be comfortable. The front door leads to the spacious kitchen which opens to the breakfast nook, family room and the deck for outdoor living. Upstairs is a cozy loft surrounded by all three bedrooms, including the owner’s suite which features a spa-like bathroom. An unfinished basement and two-car garage provide flexible

Lennar Builder

139 Pine Ridge, Tuxedo Park, NY 10987
/24
$349,900
- 2 Beds
- 1.5 Baths
- 1,228 Sq Ft
614 Crab Apple Ln, New Windsor, NY 12553

Discover your dream home at Windsor Crest in New Windsor, NY! This beautifully updated 2-bedroom, 2-bath townhouse features a stunning fireplace, new flooring, and a modern heating system—all in excellent condition. Enjoy top-notch amenities like a pool, tennis court, pickleball, and a clubhouse. Live the lifestyle you’ve always dreamed of!Updates to the house are as follows:Lifeproof

Alan Scheiner A.B.S. Realty Corp

614 Crab Apple Ln, New Windsor, NY 12553
/28
$245,000
- 1 Bed
- 1 Bath
- 1,026 Sq Ft
276 Temple Hill Rd Unit 1506, New Windsor, NY 12553

Welcome to this bright and inviting Junior 4 condominium, offering a flexible layout that includes one bedroom plus an additional room that can easily function as a home office, den, or guest space. Situated on the second floor, this home provides 1,026 sq. ft. of thoughtfully designed living space, featuring a stunning eat-in kitchen, a spacious living area with new luxury vinyl plank flooring,

Virginia Corbett eXp Realty

276 Temple Hill Rd Unit 1506, New Windsor, NY 12553
/50
$1,450,000 Open Sat 12:30PM - 3:30PM
- 5 Beds
- 3.5 Baths
- 3,472 Sq Ft
106 Post Rd, Slate Hill, NY 10973

A Private Mini-Estate of Architectural Distinction in the Goshen School District. Set within the quiet preserve of over 10 acres of wooded grounds, this fully renovated architectural geodesic dome residence—known locally as The Wooden Igloo—offers a rare opportunity to own a true mini-estate that blends iconic design, modern luxury, and exceptional flexibility. Thoughtfully reimagined from top to

Joseph Frullaney Real Broker NY LLC

106 Post Rd, Slate Hill, NY 10973
/47
$1,750,000 Open Sat 12:30PM - 3:30PM
- 5 Beds
- 3.5 Baths
- 3,472 Sq Ft
106 Post Rd, Slate Hill, NY 10973

A Private Mini-Estate of Architectural Distinction in the Goshen School District. Set within the quiet preserve of over 17 acres of wooded grounds, this fully renovated architectural geodesic dome residence—known locally as The Wooden Igloo—offers a rare opportunity to own a true mini-estate that blends iconic design, modern luxury, and exceptional flexibility. Thoughtfully reimagined from top to

Joseph Frullaney Real Broker NY LLC

106 Post Rd, Slate Hill, NY 10973
/50
$875,000
- 5 Beds
- 4 Baths
- 3,103 Sq Ft
4 Makan Rd, Monroe, NY 10950

Ridgetop Estates, Monroe NY, Features 5 Bedrooms • 4 Full Bathrooms • Mountain Views and Room for Expansion. Set on a gently elevated homesite gives way for sweeping views of the neighboring countryside. Your new sun-filled home delivers the space, flexibility, and comfort today’s buyers want. The main level blends comfortable gathering spaces with an easy flow: a gracious living room, a formal

Chris Carbone HomeSmart Homes & Estates

4 Makan Rd, Monroe, NY 10950
/37
$749,900
- 4 Beds
- 2.5 Baths
- 2,757 Sq Ft
4 Natchu Ct, Salisbury Mills, NY 12577

A classic exterior with full front porch greets you as you enter this colonial home designed for living and entertaining. Impressive 2 story entry will lead your guests to sophisticated living areas. Sun filled open floor plan with a spacious kitchen featuring granite counters and stainless appliances. Formal dining room. The sizable sunken family room with wood burning fireplace flows nicely

Amanda Racek RKM Properties Corp

4 Natchu Ct, Salisbury Mills, NY 12577
/46
$1,100,000
- 4 Beds
- 3.5 Baths
- 3,772 Sq Ft
36 Chardavoyne Rd, Warwick, NY 10990

Nestled on a serene wooded flag lot, this exquisite home combines privacy, elegance, and superior design. The dramatic living room, highlighted by soaring cathedral ceilings and a striking wood-burning stone fireplace, sets the stage for both grand entertaining and cozy nights in. A charming den adds a touch of warmth, while the chef’s kitchen is a true showpiece, boasting onyx countertops and

Ramanjit Dhanoa eXp Realty

36 Chardavoyne Rd, Warwick, NY 10990
/47
$765,000 Open Sat 11AM - 2PM
- 5 Beds
- 5 Baths
- 4,518 Sq Ft
1 Far Horizons Dr, Newburgh, NY 12550

Set on nearly 2 acres in the Marlboro School District, this expansive 4,518-square-foot Hudson Valley farmhouse offers space, style, and versatility at every turn. With 5 oversized bedrooms and 5 full bathrooms, it’s perfect for multi-generational living, extended guests, or work-from-home lifestyles. The dramatic two-story living room is a showstopper, featuring a floor-to-ceiling stone

Wendy Beck Krumpfer Realty Group, LLC

1 Far Horizons Dr, Newburgh, NY 12550
/49
$625,000
- 3 Beds
- 3.5 Baths
- 3,013 Sq Ft
43 Putters Way, Middletown, NY 10940

This beautiful, and very well maintained four level condo is situated not far from the entrance gate and next to a parking area for visitors. Wood floors throughout the first floor and second floor hall. The carpet in the bedrooms is new. The 4th level office is a great private space. Two transom topped french doors in the living room lead out to a private paver patio surrounded by tall

Chris Staritz Howard Hanna Rand Realty

43 Putters Way, Middletown, NY 10940
/25
$934,640 New Construction
- 3 Beds
- 2.5 Baths
- 2,206 Sq Ft
121 Pine Ridge, Tuxedo, NY 10987

This two-story home has a smart layout with everything homeowners need to be comfortable. The front door leads to the spacious kitchen which opens to the breakfast nook, family room and the deck for outdoor living. Upstairs is a cozy loft surrounded by all three bedrooms, including the owner’s suite which features a spa-like bathroom. An unfinished basement and two-car garage provide flexible

Lennar Builder

121 Pine Ridge, Tuxedo, NY 10987
/48
$169,000 Open Thu 11AM - 4PM
- 1 Bed
- 1 Bath
- 400 Sq Ft
197 Wheeler Rd Unit 91, Florida, NY 10921

Mountain Cottages at Serenity Ridge Mountain Club may not be used as a primary residence and are intended only as second homes within a seasonal resort community. Serenity Ridge Mountain Club is Your Home Away from Home. Where Life Slows Down Enough for Joy to Catch Up. Mountain Cottages start at $169,000, and with a monthly $595 membership fee, you can stay for nearly 7 months per year, giving

Vanessa Wight BHG Real Estate Green Team

197 Wheeler Rd Unit 91, Florida, NY 10921
/38
$174,777 Open Thu 11AM - 4PM
- 1 Bed
- 1.5 Baths
- 400 Sq Ft
197 Wheeler Rd Unit 90, Florida, NY 10921

Mountain Cottages at Serenity Ridge Mountain Club may not be used as a primary residence and are intended only as second homes within a seasonal resort community. Serenity Ridge Mountain Club is Your Home Away from Home. Where Life Slows Down Enough for Joy to Catch Up. Mountain Cottages start at $174,777, and with a monthly $595 membership fee, you can stay for nearly 7 months per year, giving

Vanessa Wight BHG Real Estate Green Team

197 Wheeler Rd Unit 90, Florida, NY 10921
/40
$679,900
- 4 Beds
- 2.5 Baths
- 2,832 Sq Ft
41 Hickory Hill Rd, Newburgh, NY 12550

Contemporary Charm with a Unique Floor Plan and First-Floor Living! This beautifully maintained contemporary home offers a truly one-of-a-kind layout, combining style, space, and comfort in a central location. The thoughtfully designed floor plan features a desirable first-floor primary bedroom and an additional bedroom, along with a gorgeously renovated full bathroom showcasing a luxurious

Lyra Blumenthal RE/MAX Benchmark Realty Group

41 Hickory Hill Rd, Newburgh, NY 12550
/24
$318,980 Open Thu 11AM - 4PM
- 3 Beds
- 2.5 Baths
- 800 Sq Ft
197 Wheeler Rd Unit 92 and 93, Florida, NY 10921

Mountain Cottages at Serenity Ridge Mountain Club may not be used as a primary residence and are intended only as second homes within a seasonal resort community. Serenity Ridge Mountain Club is Your Home Away from Home. Where Life Slows Down Enough for Joy to Catch Up. Mountain Cottages start at $318,980, and with a monthly $995 membership fee, you can stay for nearly 7 months per year, giving

Vanessa Wight BHG Real Estate Green Team

197 Wheeler Rd Unit 92 and 93, Florida, NY 10921
/20
$244,999
- 2 Beds
- 1 Bath
- 1,260 Sq Ft
810 Blooming Grove Turnpike Unit 7, New Windsor, NY 12553

Beautifully Remodeled 2-Bedroom Condo in Desirable Kingwood Garden Community. Heat and hot water are included. Welcome to this beautifully remodeled condominium located in the highly sought-after Kingwood Garden community. This bright and spacious home features 2 bedrooms and 1 fully remodeled bathroom, along with a stunning kitchen showcasing new stainless steel appliances, quartz countertops,

Jose Garcia ARC Realty 1 in Sales

810 Blooming Grove Turnpike Unit 7, New Windsor, NY 12553
/37
$2,495,000
- 4 Beds
- 5.5 Baths
- 3,564 Sq Ft
211 Little York Rd, Warwick, NY 10990

A Modern Sanctuary of Glass, Light & Landscape Completed in 2025 and sculpted into a landscape of dramatic natural rock formations, this architecturally significant modern residence offers the rare experience of total privacy paired with refined, design-forward living. Every element of this 3,564 sq ft home has been curated to deliver serenity, sophistication, and effortless luxury. The great

John Ruggieri BHHS Hudson Valley Properties

211 Little York Rd, Warwick, NY 10990
/37
$550,000
- 3 Beds
- 2.5 Baths
- 2,809 Sq Ft
7 Starhaven Ave, Middletown, NY 10940

Discover an exceptional opportunity in Orange County NY a sprawling 2,800+ sq ft ranch set on a rare double lot, offering nearly 0.70 acres of beautifully usable property within city limits. This home blends generous interior space with impressive outdoor amenities, creating a private, estate like setting that is truly uncommon for the area. Designed for comfort and effortless single level

Michelle Gruberger Real Estate Circuit Inc

7 Starhaven Ave, Middletown, NY 10940
/29
$275,000
- 1 Bed
- 1 Bath
- 886 Sq Ft
407 Old Mill Rd, Southfields, NY 10975

Welcome Home! This uniquely styled 1st floor condo features comfort, convenience & privacy. This end unit features a large eat-in-kitchen with updated appliances, pantry and walk-out to your own rear deck. Beautiful crown molding throughout with custom blinds and unique stone wall with mantel fireplace & firebox. Large second room features custom cabinetry and can be used as 2nd bedroom with some

Ann Marie Silvani Howard Hanna Rand Realty

407 Old Mill Rd, Southfields, NY 10975
/34
$375,000
- 4 Beds
- 3.5 Baths
- 3,658 Sq Ft
102 W Wiley St, Maybrook, NY 12543

We are proud to offer an amazing opportunity to restore the historic 1912 Colonial located at 102 W Wiley Street in Maybrook. This remarkable home, built entirely from redwood shipped from the West Coast, boasts incredible structural integrity and timeless architectural details. The house features 4 bedrooms, 4 bathrooms, and a total of 12 rooms. One section of the house was formerly used as a

Aron Ungar eRealty Advisors, Inc

102 W Wiley St, Maybrook, NY 12543
/2
$249,900
- 2 Beds
- 1.5 Baths
- 1,053 Sq Ft
1005 Whispering Hills, Chester, NY 10918

ONLY CASH OFFERS!! LOW TAXES! Two Level Living! 2 Bedrooms! 1 1/2 Bathrooms! 1 Car Garage! Updated Kitchen! Updated Bathrooms! Living Room with Fireplace! Sliders To Patio! Perfect Commuter Location! Walk to NYC Bus & Shopping! Close to Major Highways! Country Club Living! Clubhouses! Pools! Tennis! Tot Lot! Basketball! Dog Walk!

Amanda Dnistrian ARC Realty 1 in Sales

1005 Whispering Hills, Chester, NY 10918
/45
$1,300,000
- 4 Beds
- 2.5 Baths
- 3,866 Sq Ft
2948 State Route 94, Chester, NY 10918

Set atop a gentle hill with sweeping eastern views of Round Hill and Schunnemunk Ridge, this pristine 1860 farmhouse blends preserved historic character with thoughtful modern updates. Originally part of the Sears family dairy pasture, the 3,866 sq ft home has been meticulously maintained and features original wide-plank hardwood floors, a striking hand-carved banister, five fireplaces with

Elizabeth Broderick Tuxedo Hudson Realty Corp

2948 State Route 94, Chester, NY 10918
/33
$289,500
- 2 Beds
- 1 Bath
- 1,084 Sq Ft
1401 Whispering Hills, Chester, NY 10918

Discover the perfect blend of comfort, convenience, and community in this 2-bedroom, 1-bath end-unit townhouse. Situated in a quiet corner of the neighborhood, this home offers extra privacy and natural light, along with the added benefit of an attached 1-car garage for secure parking and storage. Inside, you'll find a thoughtfully designed layout that maximizes space and livability - ideal for

Debbie Goldstein Howard Hanna Rand Realty

1401 Whispering Hills, Chester, NY 10918
/20
$787,035 New Construction
- 3 Beds
- 3.5 Baths
- 2,371 Sq Ft
134 Pine Ridge, Tuxedo Park, NY 10987

This three-story townhome is great for modern living. The first floor features a two-car garage and finished bonus room that can double as a media space, while the second floor displays an open design among the family room, dining room, kitchen and a convenient office nook. For a cozy escape, the top floor features all three bedrooms, including the owner’s suite with a private bathroom and

Lennar Builder

134 Pine Ridge, Tuxedo Park, NY 10987
/44
$769,000
- 4 Beds
- 2.5 Baths
- 2,510 Sq Ft
5 Oldwyck Crescent, Highland Mills, NY 10930

A welcoming foyer greets you as you enter this bright and beautifully maintained colonial in a quiet Brigadoon location. The main floor features an open, airy layout with hardwood floors, a formal dining room connected to the kitchen by a practical butler’s pantry, and a living room with a cozy fireplace. Upstairs, the generous primary suite includes two connected walk-in closets and a bathroom

Jacob Fried Keller Williams Realty

5 Oldwyck Crescent, Highland Mills, NY 10930
/15
$330,000
- 2 Beds
- 2 Baths
- 1,222 Sq Ft
305 Gazebo Ct, New Windsor, NY 12553

This beautifully maintained 2 bedroom, 2 full bath ground-floor condo offers comfort, convenience, and thoughtful updates throughout. Enter inside to an open and airy floor plan featuring a cozy gas fireplace that anchors the living space—perfect for relaxing evenings at home.The spacious kitchen flows seamlessly into the dining and living areas, making entertaining effortless. Enjoy the

Brittany Barry HV Premier Properties Realty

305 Gazebo Ct, New Windsor, NY 12553
/4
$850,000
- 5 Beds
- 2 Baths
- 2,000 Sq Ft
5 Tappan Dr, Monroe, NY 10950

Don't miss out on this opportunity to own your lakefront dream home situated on a quiet, half acre, cul-de-sac in the village of South Blooming Grove.You will be minutes away from major highways, close to supermarkets and everything this neighborhood has to offer. Whether you're lookingto move in, build you own dream home or invest, this is the home for you!

Shalom Landau eRealty Advisors, Inc

5 Tappan Dr, Monroe, NY 10950
/34
$999,000
- 5 Beds
- 4 Baths
- 3,136 Sq Ft
12 Damian Ct, Chester, NY 10918

Welcome to 12 Damian Court, a spacious Colonial set on a quiet cul-de-sac. This well-maintained home offers 5 bedrooms and 4 bathrooms, with four bedrooms on the upper level and one additional bedroom in the finished basement. The main level features generous living and dining areas, perfect for everyday living and entertaining. The finished basement adds excellent flexibility with a second

Elimelech Kremer MS Realty Group USA, Inc

12 Damian Ct, Chester, NY 10918
/39
$349,500
- 2 Beds
- 2 Baths
- 1,304 Sq Ft
21 Magnolia Ln, Warwick, NY 10990

UPDATED (move right in and unpack!) 2 bedroom, 2 full bath condo in Warwick Village Condominiums -- easy single floor living on the first floor, and with a large (15x14) private back deck, along with community pool, clubhouse & tennis court . . . Bright and spacious . . . Renovated eat-in kitchen with top-notch appliances, plenty of cabinetry and beautiful Corian countertops . . . Open living

Dean Diltz Keller Williams Realty

21 Magnolia Ln, Warwick, NY 10990

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