Highland, NY Homes

/64
$675,000 Pending
- 4 Beds
- 2.5 Baths
- 3,526 Sq Ft
11 Tricia Blvd, Highland, NY 12528

Welcome to this beautifully maintained tri-level home tucked away in a private and desirable development, offering an exceptional blend of comfort, craftsmanship, and thoughtful upgrades throughout. Featuring 4 generously sized bedrooms and 2 full (plus 2 half) baths, this custom-built home is truly one of a kind. Rich wood floors flow throughout the living spaces, setting a warm and elegant

Dawn Passante Coldwell Banker Village GreenN

11 Tricia Blvd, Highland, NY 12528
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/17
$5,000 per month
- 4 Beds
- 2 Baths
- 2,506 Sq Ft
- House for Rent
241 Chapel Hill Rd, Highland, NY 12528

Bring your suitcases to this spacious 4-bedroom, 2-bathroom single-family home for rent in Highland, NY. This furnished property features a modern kitchen with high-end appliances, a double-sided fireplace, a game room with a fireplace, and a seasoned porch overlooking a private in-ground pool. Situated on over 5 acres, enjoy peaceful living with convenient access to major roadways, shopping, and

Xiomara Marrero eXp Realty

241 Chapel Hill Rd, Highland, NY 12528
/47
$540,000 Sold Aug 27, 2025

42 Bell Dr, Highland, NY 12528
- 3 Beds
- 3 Baths
- 2,102 Sq Ft
- Built 2001
Last Sold Summary
- 2% Below List Price
- $257/SF
- 59 Days On Market
Current Estimated Value $544,407

Last Listing Agent Leigh Wagner-Quintana Keller Williams Realty HV Nort

42 Bell Dr, Highland, NY 12528

Not Listed For Sale

0 Split Rock Dr Unit KEYH6229813, Highland, NY 12719
0 Split Rock Dr Unit KEYH6229813, Highland, NY 12719

Last Sold Summary
- 656 Days On Market
Last Sold Price $37,500

Last Listing Agent Cody Van Houten eXp Realty

/48
$515,000
- 4 Beds
- 3 Baths
- 2,850 Sq Ft
44 Clearwater Rd, Highland, NY 12528

Welcome to 44 Clearwater Road, a beautifully maintained and thoughtfully updated home set on 2.8 serene acres in Highland, offering approximately 2,850 sq ft of versatile living space. The upper level features three spacious bedrooms, two full bathrooms, and a stunning, newly renovated kitchen (2023). Step into the light-filled living room with vaulted pine ceilings and a cozy fireplace, where

Jacob Cohen eXp Realty

44 Clearwater Rd, Highland, NY 12528
$435,000 Sold Jun 05, 2025

7 Dirks Terrace, Highland, NY 12528
- 3 Beds
- 2.5 Baths
- 1,608 Sq Ft
- Built 1985
Last Sold Summary
- 6% Above List Price
- $271/SF
- 19 Days On Market
Current Estimated Value $433,615

Last Listing Agent Nancy Senescu Bella NS Properties LLC

7 Dirks Terrace, Highland, NY 12528

/34
Not Listed For Sale

73 New Paltz Rd, Highland, NY 12528
- 2 Beds
- 1 Bath
- 740 Sq Ft
- Built 1970
73 New Paltz Rd, Highland, NY 12528

Last Sold Summary
- $169/SF
- 3 Days On Market
Last Sold Price $125,000

Last Listing Agent Kristen Zigouras eXp Realty

/11
$649,999
- 4 Beds
- 3 Baths
- 2,241 Sq Ft
213 Tuckers Corners Rd, Highland, NY 12528

NEW CONSTRUCTION TO BE BUILT - This stunning new construction ranch-style home offers 2,241 square feet of refined, single-level living space featuring four spacious bedrooms, three full bathrooms, and an attached two-car garage, all set on a sprawling and private 10.20 -acre estate within the Marlboro School District. While the foundation for luxury is set, this property presents a unique

Richard Baxter Keller Williams Realty

213 Tuckers Corners Rd, Highland, NY 12528
/23
$278,000 Sold Jan 28, 2026

48 Sunny Brook Cir, Highland, NY 12528
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
- Built 1974
Last Sold Summary
- 6% Below List Price
- $263/SF
- 32 Days On Market
Current Estimated Value $288,174

Last Listing Agent Leigh Wagner-Quintana Keller Williams Realty HV Nort

48 Sunny Brook Cir, Highland, NY 12528

/9
Not Listed For Sale

53 Grand St, Highland, NY 12528
- 2 Beds
- 1 Bath
- 728 Sq Ft
- Built 1992
53 Grand St, Highland, NY 12528

Last Sold Summary
- $260/SF
- 29 Days On Market
Last Sold Price $189,000

Last Listing Agent Elizabeth Decker Hudson Dwellings Realty

/27
$585,000 Under Contract
- 3 Beds
- 2 Baths
- 3,486 Sq Ft
660 N Chodikee Lake Rd, Highland, NY 12528

Spacious, secluded and close to New Paltz: This roomy ranch features key technical updates while retaining its bright 1970s vibe. Privately set at the end of a long driveway flanked on each side by stacked-bluestone walls, the house sits at the center of the historic Stonewall Farm on its own 19 wooded acres. Entered through a pergola-topped courtyard into a symmetrical blue-stoned foyer gallery,

Hayes Clement Compass Greater New York, LLC

660 N Chodikee Lake Rd, Highland, NY 12528
$385,000 Sold Sep 05, 2025

21 Triangle of Clearwater Rd, Highland, NY 12528
- 3 Beds
- 1.5 Baths
- 1,196 Sq Ft
- Built 1960
Last Sold Summary
- 4% Above List Price
- $322/SF
- 10 Days On Market
Last Listing Agent Dustin Leibowitz eXp Realty

21 Triangle of Clearwater Rd, Highland, NY 12528

Est $492,117 Not Listed For Sale

876 South St, Highland, NY 12528
- 3 Beds
- 1.5 Baths
- 1,923 Sq Ft
- Built 1780
876 South St, Highland, NY 12528

Last Sold Summary
- 9% Above List Price
- $234/SF
- 76 Days On Market
Last Sold Price $450,000

Last Listing Agent Bethany Wager-Mckee Agnes I Wager Realty Inc.

/32
$450,000 Under Contract
- 4 Beds
- 1.5 Baths
- 3,140 Sq Ft
668 U S 44, Highland, NY 12528

With its over 100-year-old history, this home has only changed hands once before, a testament to its enduring appeal and the kind of place that's been lovingly maintained for generations.Set on 1.2 scenic acres, this charming three-story, 4-bedroom, 1.5-bath Colonial offers classic style and beautiful surroundings. A wraparound paved driveway with river stone posts leads to a two-car garage,

Heather Hughes Hudson Dwellings Realty

668 U S 44, Highland, NY 12528
$317,500 Sold Mar 31, 2025

465 Plutarch Rd, Highland, NY 12528
- 4 Beds
- 2 Baths
- 1,588 Sq Ft
- Built 1950
Last Sold Summary
- 9% Below List Price
- $200/SF
- 16 Days On Market
Current Estimated Value $364,715

Last Listing Agent Rebecca Kaufman Q Home Sales

465 Plutarch Rd, Highland, NY 12528

Est $259,744 Not Listed For Sale

117 Half Moon Rd, Highland, NY 12528
- 4 Beds
- 1 Bath
- 1,414 Sq Ft
- Built 1900
117 Half Moon Rd, Highland, NY 12528

Last Sold Summary
- 47% Above List Price
- $125/SF
- 69 Days On Market
Last Sold Price $177,000

Last Listing Agent Nancy Senescu Bella NS Properties LLC

/28
$619,000 Open Sat 12PM - 2PM
- 4 Beds
- 3 Baths
- 2,268 Sq Ft
410 Vineyard Ave, Highland, NY 12528

Meticulously Updated Raised Ranch on 1 Acre 2,326 Sq Ft Welcome to this beautifully maintained raised ranch that blends comfort, style, and functionality. Offering 2,326 square feet of living space, this home showcases meticulous care and pride of ownership throughout. Gleaming hardwood floors flow through the main level, complemented by an updated kitchen featuring granite countertops and

Kassia Connors eXp Realty

410 Vineyard Ave, Highland, NY 12528
/35
$410,000 Sold Aug 08, 2025

266 Swartekill Rd, Highland, NY 12528
- 2 Beds
- 2 Baths
- 1,232 Sq Ft
- Built 1952
Last Sold Summary
- 6% Above List Price
- $333/SF
- 32 Days On Market
Current Estimated Value $411,389

Last Listing Agent Danielle Carlson-murphy Start Home Smart, Inc.

266 Swartekill Rd, Highland, NY 12528

/28
Not Listed For Sale

16 Washington Ave, Highland, NY 12528
- 5 Beds
- 3 Baths
- 1,866 Sq Ft
- Built 1900
16 Washington Ave, Highland, NY 12528

Last Sold Summary
- $230/SF
- 8 Days On Market
Last Sold Price $430,000

Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

/42
$469,900 Under Contract
- 3 Beds
- 2.5 Baths
- 1,707 Sq Ft
38 Roxanne Blvd, Highland, NY 12528

Set at the end of a quiet cul-de-sac on a full acre, this three-bedroom, two-bath split ranch offers space, privacy, and a flexible layout in a convenient New Paltz location. The home is surrounded by mature trees and features a large, level yard with a rear deck—ideal for outdoor enjoyment and entertaining. The main level offers hardwood floors throughout, a bright living area, an eat-in

Amy Hawks Berardi Realty

38 Roxanne Blvd, Highland, NY 12528
$589,000 Sold Mar 14, 2025

11 Bellevue Rd, Highland, NY 12528
- 3 Beds
- 3.5 Baths
- 2,660 Sq Ft
- Built 1978
Last Sold Summary
- 2% Below List Price
- $221/SF
- 102 Days On Market
Current Estimated Value $617,926

Last Listing Agent Dawn Passante Coldwell Banker Village Green

11 Bellevue Rd, Highland, NY 12528

Not Listed For Sale

50 John White Rd, Highland, NY 12528
- 9 Beds
- 5 Baths
- 1,000 Sq Ft
- Built 1992
50 John White Rd, Highland, NY 12528

Last Sold Summary
- $865/SF
- 144 Days On Market
Last Sold Price $865,000

Last Listing Agent Anesha Nesbitt eXp Realty

/22
$850,000 Pending
- 5 Beds
- 4 Baths
- 3,230 Sq Ft
7 Elliotts Ln, Highland, NY 12528

Welcome to 7 Elliotts Ln, where space, comfort, and flexibility all come together—right in the heart of New Paltz. Set on a full acre, this 5-bedroom, 4-bath home offers over 3,200 square feet of living space, including a legal accessory apartment that's ideal for guests, extended living, or additional rental income. Step inside and you'll find beautifully new hardwood floors that run throughout

Donna Brooks Compass Greater NY, LLC

7 Elliotts Ln, Highland, NY 12528
/49
$417,865 Sold Jan 14, 2026

307 Vineyard Ave, Highland, NY 12528
- 4 Beds
- 2 Baths
- 2,128 Sq Ft
- Built 1900
Last Sold Summary
- $196/SF
- 71 Days On Market
Current Estimated Value $417,144

Last Listing Agent Debra Dooley BHHS HUDSON VALLEY PROP-NP

307 Vineyard Ave, Highland, NY 12528

/35
Est $503,703 Not Listed For Sale

27 Ose Rd, Highland, NY 12528
- 3 Beds
- 2 Baths
- 1,972 Sq Ft
- Built 1998
27 Ose Rd, Highland, NY 12528

Last Sold Summary
- 18% Above List Price
- $216/SF
- 5 Days On Market
Last Sold Price $426,000

Last Listing Agent Stephanie Way eXp Realty

/26
$549,000
- 4 Beds
- 2 Baths
- 2,510 Sq Ft
340 Vineyard Ave, Highland, NY 12528

Step back in time with this spacious Victorian home full of original charm and character. Nestled on 41.10 acres of scenic land with mountain views. This property features a detached barn, 2 car garage and a classic summer kitchen. This property offers endless potential for restoration or creative retreat spaces. Inside you will find hardwood floors, birch cabinets with amazing stainless retro

Ronnie Rebis Grist Mill Real Estate

340 Vineyard Ave, Highland, NY 12528
/19
$325,000 Sold Jul 22, 2025

183 Pancake Hollow Rd, Highland, NY 12528
- 3 Beds
- 1 Bath
- 1,296 Sq Ft
- Built 1958
Last Sold Summary
- 3% Below List Price
- $251/SF
- 151 Days On Market
Current Estimated Value $344,176

Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

183 Pancake Hollow Rd, Highland, NY 12528

Est $154,000 Not Listed For Sale

847 N Chodikee Lake Rd, Highland, NY 12528
- Built 1998
847 N Chodikee Lake Rd, Highland, NY 12528

Last Sold Summary
- 81% Above List Price
- $36/SF
- 75 Days On Market
Last Sold Price $85,000

Last Listing Agent Dawn Passante Coldwell Banker Village Green

/31
$450,000
- 4 Beds
- 2 Baths
- 1,428 Sq Ft
10 Carly Dr, Highland, NY 12528

Discover the perfect blend of comfort, convenience, and lifestyle in this beautifully maintained 4-bedroom, 2-bathroom single-level home, tucked away in a peaceful cul-de-sac in sought-after Highland, NY. Sitting on a full acre, this property offers endless possibilities space to entertain, relax, and enjoy outdoor living. Cool off all summer long in the above-ground pool, or take in the privacy

Megan Krusen eXp Realty

10 Carly Dr, Highland, NY 12528
$499,000 Sold Feb 03, 2026

123 Vineyard Ave, Highland, NY 12528
- 4 Beds
- 3 Baths
- 2,400 Sq Ft
- Built 1900
Last Sold Summary
- 17% Below List Price
- $208/SF
- 68 Days On Market
Current Estimated Value $516,107

Last Listing Agent Dawn Passante Coldwell Banker Village Green

123 Vineyard Ave, Highland, NY 12528

Est $718,884 Not Listed For Sale

131 Baileys Gap Rd, Highland, NY 12528
- 4 Beds
- 3.5 Baths
- 2,713 Sq Ft
- Built 2002
131 Baileys Gap Rd, Highland, NY 12528

Last Sold Summary
- 37% Above List Price
- $194/SF
- 20 Days On Market
Last Sold Price $525,000

Last Listing Agent William Spinelli BHHS Hudson Valley Properties

/37
$495,000
- 3 Beds
- 1 Bath
- 1,488 Sq Ft
132 Weeds Mill Rd, Highland, NY 12528

Beautifully updated contemporary ranch with dramatic open floor plan set well back from less traveled road in remarkably scenic surroundings amidst towering century-old oaks. Streamlined modern design and top quality materials come together to create this resort-style destination home for easy living with low maintenance. The sleek, premium grade kitchen is the centerpiece to the grand scale of

HARRY HELEOTIS Illustrated Properties Group

132 Weeds Mill Rd, Highland, NY 12528
$51,000 Sold Oct 31, 2025

0 Summit Dr Unit KEYH6318306, Highland, NY 12732
- Land
- 5.04 Acres
- $10,119 per Acre
Last Sold Summary
- 14% Below List Price
- 361 Days On Market
Last Listing Agent Dawn Payne Payne Team LLC

0 Summit Dr Unit KEYH6318306, Highland, NY 12732

Est $787,888 Not Listed For Sale

326 Perkinsville Rd, Highland, NY 12528
- 3 Beds
- 4 Baths
- 3,275 Sq Ft
- Built 2004
326 Perkinsville Rd, Highland, NY 12528

Last Sold Summary
- 7% Above List Price
- $226/SF
- 340 Days On Market
Last Sold Price $739,000

Last Listing Agent John DeMarco Century 21 Alliance Rlty Group

/32
$459,000 Pending
- 3 Beds
- 2 Baths
- 2,418 Sq Ft
57 Mayer Dr, Highland, NY 12528

Stunning Contemporary Split level. The perfect home for entertaining. Open concept living room, kitchen, dining area. Hardwood floors as seen. All new carpeting in bedrooms, Great room, and finished basement. Two fireplaces, one woodburning in family room, gas fireplace in Great room. Multi-level decks overlooking lush backyard with a woodburning pizza oven, concrete pad perfect for firepit. A

CAROLYN DE MICHELE

57 Mayer Dr, Highland, NY 12528
/35
$680,000 Sold Jun 27, 2025

14 Tina Dr, Highland, NY 12528
- 3 Beds
- 2 Baths
- 1,656 Sq Ft
- Built 1974
Last Sold Summary
- 1% Above List Price
- $411/SF
- 20 Days On Market
Current Estimated Value $662,014

Last Listing Agent Monica Schwerberg Compass Greater NY, LLC

14 Tina Dr, Highland, NY 12528

/49
Est $632,486 Not Listed For Sale

30 Grand St, Highland, NY 12528
- 3 Beds
- 3.5 Baths
- 2,658 Sq Ft
- Built 1900
30 Grand St, Highland, NY 12528

Last Sold Summary
- 3% Below List Price
- $246/SF
- 18 Days On Market
Last Sold Price $655,000

Last Listing Agent Donna Brooks Compass Greater New York, LLC

/35
$485,000
- 4 Beds
- 2 Baths
- 2,460 Sq Ft
98 North Rd, Highland, NY 12528

This charming 1900 farmhouse in Highland, New York, offers a comfortable and spacious living space with original wide custom moldings and beautiful oak hardwood flooring. Enjoy the beautiful sunlight in the fully finished sunroom. The kitchen is open with plenty of counter space and new appliances. Large dining area. The primary bedroom is on the first floor with windows facing three sides. enjoy

Dawn Passante Coldwell Banker Village Green

98 North Rd, Highland, NY 12528
$349,900 Sold Mar 05, 2025

114 Half Moon Rd, Highland, NY 12528
- 3 Beds
- 2 Baths
- 1,182 Sq Ft
- Built 1900
Last Sold Summary
- $296/SF
- 35 Days On Market
Current Estimated Value $368,233

Last Listing Agent Anne Marie O'Brien Curasi Realty, Inc.

114 Half Moon Rd, Highland, NY 12528

/36
Est $340,625 Not Listed For Sale

10 Lauretta Dr, Highland, NY 12528
- 3 Beds
- 2 Baths
- 1,125 Sq Ft
- Built 1966
10 Lauretta Dr, Highland, NY 12528

Last Sold Summary
- 36% Above List Price
- $222/SF
- 29 Days On Market
Last Sold Price $250,000

Last Listing Agent Frank Tangredi Frank Tangredi Realty Company

Showing Results 41 - 80, Page 2 of 18

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