Highland, NY Homes

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  /29

  $315,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft

  39 Sunny Brook Cir, Highland, NY 12528

  Move right in to this bright and refreshing 3 bedroom townhouse with many new upgrades! Brand new flooring throughout, upgraded baths, freshly painted. The kitchen hosts new cabinets, appliances and washer and dryer. Newer oversized central air condenser. Park right outside your home. Beautiful fenced in deck area adds privacy while sitting outside. This Townhouse has everything you’re looking

  Dawn Passante Coldwell Banker Village Green

  39 Sunny Brook Cir, Highland, NY 12528
• 

  

  

  /41

  $390,500 Sold Jun 24, 2025

  • 1,547 Sq Ft
  • $252/SF
  • 42 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  217 Hawley's Corners Rd, Highland, NY 12528

  Move-in ready and set on 2 private acres, this charming 3-bedroom, 2-bath home is perfect for summer gatherings. The modern eat-in kitchen boasts stainless steel appliances, crisp white cabinetry, and durable laminate flooring. A breakfast bar seamlessly connects the kitchen to the inviting living room, creating an open and functional layout. The split floor plan offers a spacious primary bedroom

  Angela Paul Past Member

  217 Hawley's Corners Rd, Highland, NY 12528
• 

  

  

  /23

  Est $314,310 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,047 Sq Ft

  110 Sterling Place, Highland, NY 12528

  110 Sterling Place, Highland, NY 12528
• 

  

  

  /40

  $359,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,438 Sq Ft

  466 New Paltz Rd, Highland, NY 12528

  Charming Highland Retreat - Convenient, Comfortable, and Full of Character. Welcome to 466 New Paltz Road, a delightful property nestled in the heart of Highland, NY. This inviting home perfectly blends classic charm with modern updates, offering the ideal retreat for year-round living or a weekend getaway in the beautiful Hudson Valley. Step inside to find a bright and airy interior featuring 2

  Justin Phillips United Real Estate HV Edge

  466 New Paltz Rd, Highland, NY 12528
• 

  $50,000 Sold Jun 19, 2025

  • Land
  • 0.53 Acre
  • $94,340 per Acre

  • 222 Days On Market

  2 Elting Place, Highland, NY 12528

  Don't miss out on this unique vacant lot in the Historic Hamlet of Highland!! It is the last piece of land in the Hamlet of Highland that is in the Commercial/Business zone! OR you can develop it as a multi family with up to 4 townhome style homes! Water, sewer & natural gas are available to you! It is minutes to the Mid Hudson Bridge, the Walkway over the Hudson, New Paltz, the Thruway/87,

  Kathy Dawson Howard Hanna Rand Realty

  2 Elting Place, Highland, NY 12528
• 

  Est $356,203 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,396 Sq Ft

  82 Sterling Place, Highland, NY 12528

  82 Sterling Place, Highland, NY 12528
• 

  

  /13

  $49,999 Pending

  • Land
  • 5 Acres
  • $10,000 per Acre

  0 Summit Dr Unit KEY842137, Highland, NY 12732

  Located in the exclusive gated community of Timber Lake Estates, this stunning 5-acre corner lot offers the perfect blend of privacy and natural beauty. Well-wooded and serene, the property boasts frontage on both Summit Drive and a quiet cul-de-sac on Deer Brook Drive, providing multiple access points and endless possibilities for a dream home or weekend retreat. Residents enjoy private access

  Kevin Fortuna K. Fortuna Realty, Inc.

  0 Summit Dr Unit KEY842137, Highland, NY 12732
• 

  $405,000 Sold Jun 18, 2025

  • 1,248 Sq Ft
  • $325/SF
  • 51 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  618 N Chodikee Lake Rd, Highland, NY 12528

  WOW! Stunning Renovation! This beautifully updated 3-bedroom 2 bath ranch, set on 1 acre on a country road, offers modern elegance throughout. The brand-new kitchen features quartz countertops, a marble backsplash, and new appliances. Gorgeous gleaming hardwood floors, updated lighting, and NEW bathrooms with the latest designer tiles. With NEW windows, vinyl siding, a full basement, and a

  Naomi Streicher Q Home Sales

  618 N Chodikee Lake Rd, Highland, NY 12528
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  /27

  Est $347,877 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,396 Sq Ft

  233 Sterling Place, Highland, NY 12528

  233 Sterling Place, Highland, NY 12528
• 

  

  /10

  $150,000 Pending

  • Land
  • 12.9 Acres
  • $11,628 per Acre

  251 Fosler Rd, Highland, NY 12528

  Ready to Go! 12.9 acres fully approved for a 4 bedroom home in the Wallkill School District. Zoned RR1.5 This level and wooded lot is engineered and recently approved with the town and DOH. Mature woodlands offer privacy and natural habitat, meandering rock walls throughout, some wetlands (see map). Very pretty lot! Close to all the area has to offer including shopping, schools, Main Street

  Michelle England Howard Hanna Rand Realty

  251 Fosler Rd, Highland, NY 12528
• 

  

  /21

  $475,000 Sold Jun 13, 2025

  • 1,812 Sq Ft
  • $262/SF
  • 53 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1940

  380 Pancake Hollow Rd, Highland, NY 12528

  Welcome to 380 Pancake Hollow Road, a picturesque Cape Cod home offering privacy, charm, and an unbeatable Hudson Valley lifestyle. Set on 5.6 peaceful acres, this 3-bedroom, 1-bath home (1,812 sq. ft.) is surrounded by nature, yet minutes from Highland, New Paltz, and top outdoor destinations.Inside, you'll find arched doorways, a cozy fireplace, and a bright sun room perfect for morning

  Leigh Wagner-Quintana Keller Williams Realty HV Nort

  380 Pancake Hollow Rd, Highland, NY 12528
• 

  Est $382,545 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,396 Sq Ft

  253 Sterling Place, Highland, NY 12528

  253 Sterling Place, Highland, NY 12528
• 

  /2

  $44,900 Pending

  • Land
  • 5.7 Acres
  • $7,877 per Acre

  0 Split Rock Dr Unit PWBPW240517, Highland, NY 12719

  Escape to your own private oasis on 5+ acres of breathtaking woodland in the charming community of Barryville. This buildable lot presents the perfect opportunity to craft your dream home amidst a picturesque setting.This exceptional property is ideal for nature lovers, outdoor enthusiasts, and anyone seeking a peaceful escape from the ordinary. Start your next chapter surrounded by the majestic

  Diane Butler Diane C Butler Real Estate

  0 Split Rock Dr Unit PWBPW240517, Highland, NY 12719
• 

  $435,000 Sold Jun 05, 2025

  • 1,608 Sq Ft
  • $271/SF
  • 19 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  7 Dirks Terrace, Highland, NY 12528

  Charming and recently renovated raised ranch in the Highland School District in the picturesque Hudson Valley. This comfortable home in a walkable neighborhood features numerous upgrades, including a remodeled open-concept kitchen with granite countertops (completed in 2017) and an asphalt shingle roof installed in 2021. The exquisitely engineered mahogany wood floors were added in 2020.

  Nancy Senescu Bella NS Properties LLC

  7 Dirks Terrace, Highland, NY 12528
• 

  Est $362,847 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  167 Sterling Place, Highland, NY 12528

  167 Sterling Place, Highland, NY 12528
• 

  

  /23

  $295,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  48 Sunny Brook Cir, Highland, NY 12528

  Welcome to 48 Sunny Brook Circle, where easy living meets effortless style. This sun-drenched, single-level end unit offers 1,056 square feet of comfort and charm, designed for those who crave simplicity without compromise. Step inside and you'll find a bright, open layout featuring a spacious eat-in kitchen, a welcoming living room, a private primary suite, and a versatile converted den (legal

  Leigh Wagner-Quintana Keller Williams Realty HV Nort

  48 Sunny Brook Cir, Highland, NY 12528
• 

  $360,000 Sold Jun 05, 2025

  • 2,048 Sq Ft
  • $176/SF
  • 140 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  25 Cambridge Ct, Highland, NY 12528

  Under contract A bright open three bedroom townhouse with easy access to the MidHudson Bridge, Metro North, the Hudson Valley Rail Trail and the Walkway Over the Hudson.This well designed townhome offers lots of space and modern conveniences. The unique outdoor space is an unexpected retreat in a Townhome Community. It is a must see.The first floor offers a large modern kitchen

  Barbara Carter Century 21 Alliance Rlty Group

  25 Cambridge Ct, Highland, NY 12528
• 

  

  /21

  Est $367,957 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  169 Sterling Place, Highland, NY 12528

  169 Sterling Place, Highland, NY 12528
• 

  

  /7

  $219,900

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft

  18 Hillside Place, Highland, NY 12528

  Cozy two bedroom home within walking distance to the village shops and restaurants in Highland. Great location on a dead end street and great opportunity for the saavy buyer. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer

  Brian Smith River Realty Services, Inc.

  18 Hillside Place, Highland, NY 12528
• 

  $512,000 Sold Jun 02, 2025

  • 1,824 Sq Ft
  • $281/SF
  • 43 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2022

  14 Benjamin Dr, Highland, NY 12528

  Newer construction Colonial in welcoming Mountainside Woods community features inviting rocking-chair front porch overlooking neighbor-friendly streets with sidewalks. Mountainside offers the perfect blend of community and location, nestled in nature at the foot of beautiful Illinios Mtn with easy access to numerous walking and hiking trails, parks, farmers markets, and area attractions. This

  Susan Todd BHHS Hudson Valley Properties

  14 Benjamin Dr, Highland, NY 12528
• 

  Est $356,720 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,396 Sq Ft

  212 Sterling Place, Highland, NY 12528

  212 Sterling Place, Highland, NY 12528
• 

  

  /19

  $138,500

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft

  18 Hillside Place, Highland, NY 12528

  Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our bpo/tax describe the property as a SFR (ranch) built in 1950. It has a GLA of approx. 1096 and has 2 bedrooms and 1bath,

  Christopher Rose Listing by REALHome Services & Solutions

  

  18 Hillside Place, Highland, NY 12528
• 

  $349,999 Sold May 30, 2025

  • 1,600 Sq Ft
  • $219/SF
  • 195 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  20 Woodside Place, Highland, NY 12528

  LOCATION IS KEY!!! Check out this 3 Bedroom, 2 Bathroom Ranch style home nestled in the Town of Lloyd and in the Highland School District. This home is located in the heart of Highland, surrounded by local restaurants, shopping centers/boutiques, medical facilities, close proximity to schools, less than 10 minutes drive to the Walkway over the Hudson, Hudson River, Hudson Valley Rail Trail,

  Richard Baxter Keller Williams Realty

  20 Woodside Place, Highland, NY 12528
• 

  Est $357,620 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,632 Sq Ft

  235 Perkinsville Rd, Highland, NY 12528

  235 Perkinsville Rd, Highland, NY 12528
• 

  /2

  $150,000

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  599 N Chodikee Lake Rd, Highland, NY 12528

  This 4-bedroom, 1.5-bath home requires extensive repairs and is being sold strictly as-is. Known issues include a failing septic system, mold, non-functioning heating system, and a roof that needs full replacement. drive-by only - please do not disturb occupants. Cash or hard money offers recommended. Short sale subject to lender approval.

  Emmanuel Heredia Keller Williams Realty NYC Grp

  599 N Chodikee Lake Rd, Highland, NY 12528
• 

  

  /22

  $565,000 Sold May 14, 2025

  • 2,016 Sq Ft
  • $280/SF
  • 20 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  473 N Riverside Rd, Highland, NY 12528

  Welcome to this meticulously maintained Cape-style home, nestled in the serene beauty of Highland, NY. Situated on 2 pastoral acres, this charming property offers both comfort and functionality, with an inviting atmosphere for gatherings and peaceful retreats. The home features 3 generously sized bedrooms, including a spacious primary suite on the first floor. The en-suite bathroom is a true

  Heather Hughes Hudson Dwellings Realty

  473 N Riverside Rd, Highland, NY 12528
• 

  Est $350,126 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,476 Sq Ft

  231 Perkinsville Rd, Highland, NY 12528

  231 Perkinsville Rd, Highland, NY 12528
• 

  $340,000 Sold May 09, 2025

  • 1,396 Sq Ft
  • $244/SF
  • 17 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  186 Sterling Place, Highland, NY 12528

  Welcome home to this meticulously maintained bright and sunny 2 bed / 2.5 bath in the sought after Bridgeview. As you enter you immediately notice the fresh paint throughout, updated eat in kitchen with new stainless-steel appliances, a large, oversized mud room / laundry room and updated half bath. The living room has plenty of room for a dining table and large sectional, and beautiful

  Ronald Green KW MidHudson

  186 Sterling Place, Highland, NY 12528
• 

  

  /33

  Est $406,287 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,919 Sq Ft

  441 Vineyard Ave, Highland, NY 12528

  441 Vineyard Ave, Highland, NY 12528
• 

  $329,000 Sold May 02, 2025

  • 1,317 Sq Ft
  • $250/SF
  • 68 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1929

  43 Grand St, Highland, NY 12528

  Welcome to 43 Grand Street, a charming 3-bedroom, 1.5-bath home nestled in the heart of Highland’s picturesque hamlet. Built in 1929, this home blends timeless character with modern conveniences, offering a cozy atmosphere perfect for first-time buyers or anyone seeking a move-in-ready gem in a prime location.Its commuter-friendly setting provides easy access to trains and major highways, making

  Ginalea Healy K. Fortuna Realty, Inc.

  43 Grand St, Highland, NY 12528
• 

  Est $671,127 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  369 Vineyard Ave, Highland, NY 12528

  369 Vineyard Ave, Highland, NY 12528
• 

  

  /7

  $285,000 Sold Apr 28, 2025

  • 946 Sq Ft
  • $301/SF
  • 31 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2004

  777 Gregory Ct, Highland, NY 12528

  This charming second floor, two-bedroom condo features an appealing open floor plan. The kitchen has additional counter seating that's perfect for enjoying your morning coffee. A washer and dryer in the unit makes laundry a breeze. There are many additional amenities to enjoy including a tennis / pickle ball court, basketball courts, the use of the in-ground pool, and a clubhouse perfect for

  Dawn Passante Coldwell Banker Village GreenN

  777 Gregory Ct, Highland, NY 12528
• 

  

  /29

  Est $603,802 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,280 Sq Ft

  378 Vineyard Ave, Highland, NY 12528

  378 Vineyard Ave, Highland, NY 12528
• 

  $370,000 Sold Apr 21, 2025

  • 1,508 Sq Ft
  • $245/SF
  • 50 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1986

  320 Vineyard Ave, Highland, NY 12528

  This delightful updated 3-bedroom, 1.5-bathroom home offers the ease of one-level living with a layout that’s both functional and inviting. Step inside to find a bright and spacious living area, perfect for relaxing or entertaining. The eat-in kitchen features ample cabinet space and flows seamlessly into the dining area.The home includes three generously sized bedrooms, offering plenty

  Genevieve Rolleri eXp Realty

  320 Vineyard Ave, Highland, NY 12528
• 

  Est $257,284 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  452 Vineyard Ave, Highland, NY 12528

  452 Vineyard Ave, Highland, NY 12528
• 

  $347,000 Sold Apr 11, 2025

  • 2,110 Sq Ft
  • $164/SF
  • 28 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  122 Vineyard Ave, Highland, NY 12528

  Accepted offer! incredible opportunity to purchase a historic victorian style 2 family home. Features 2, 2 two bedroom units with kitchens and baths that were updated less than 10 years ago. Wonderful for owner occupant living with rental income to assist with your expenses. Only minutes to all stores and services. Also, in the Highland school district. Some work to do and selling as is.

  Sandra Cotthaus 1st Independent Realty Grp

  122 Vineyard Ave, Highland, NY 12528
• 

  Est $245,040 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 996 Sq Ft

  430 Vineyard Ave, Highland, NY 12528

  430 Vineyard Ave, Highland, NY 12528
• 

  

  /31

  $440,000 Sold Apr 04, 2025

  • 1,848 Sq Ft
  • $238/SF
  • 48 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1967

  11 Reservoir Rd, Highland, NY 12528

  Located in the scenic Hudson Valley, this inviting colonial home, offers perfect blend of classic design and modern convenience. Situated in a peaceful location, just down the road from a local park 'Berean Park' that offers excellent recreational facilities, including pickleball courts, swimming hole, picnic tables and built in BBQ grills. The lush surroundings of Highland, combined with the

  Dawn Passante Coldwell Banker Village GreenN

  11 Reservoir Rd, Highland, NY 12528
• 

  Est $348,820 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  418 Vineyard Ave, Highland, NY 12528

  418 Vineyard Ave, Highland, NY 12528
• 

  

  /42

  $413,000 Sold Apr 02, 2025

  • 1,352 Sq Ft
  • $305/SF
  • 31 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1965

  50 Phillips Ave, Highland, NY 12528

  Make this well-maintained home, your home, sweet home. You will enjoy access to the Hudson Valley Rail Trail. Step from your back yard to access the entire Empire State Trail.This sweet ranch home offers three bedrooms, an open living room dining room and updated kitchen. There is a 352 sq ft three season room that overlooks the flat useable fenced yard. The full basement has a

  Barbara Carter Century 21 Alliance-NP

  50 Phillips Ave, Highland, NY 12528

Showing Results 241 - 280, Page 7 of 18