Ulster, NY Homes

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  /29

  $365,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  241 Upper Rd N, Highland, NY 12528

  Welcome to 241 Upper North Road – Where Comfort Meets Convenience! This beautifully maintained modern double-wide mobile home offers the charm and functionality of a modular home, nestled on a spacious 0.78-acre lot. With an inviting open floor plan, this residence features 2 bedrooms, a versatile den with a cozy gas fireplace, and 2 full bathrooms, offering ample space for both relaxation and

  

  Isabel Alves

  RE/MAX Town & Country

  (845) 493-3607

  241 Upper Rd N, Highland, NY 12528
• 

  Explore Lloyd

• 

  

  

  /12

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 1,654 Sq Ft
  • Apartment for Rent

  8 Marie Unit 2, Highland, NY 12528

  Picaresque Country Charmer is set on 2 plus acres of lush greenery. Updated and fresh appeal makes this spacious 2nd floor 2 Bedrooms a great choice. if you're looking to relocate this summer, you don't want to miss this one. offers an eat in kitchen with nook, living room, pantry and updated full bath. Each apartment has its own driveway and plenty of extra parking for guests in the common

  Michelle Ayala BHHS HUDSON VALLEY PROP-L

  8 Marie Unit 2, Highland, NY 12528
• 

  $85,000 Sold Jul 29, 2025

  • Land
  • 5.00 Acres
  • $17,000 per Acre

  • 37 Days On Market

  Lot 55 Timber Lake Dr, Eldred, NY 12528

  Build your dream home on Private 5 acre parcel with lake rights down the road in lovely gated community. Lake access, beach, boating, fishing within walking distance from the Lake.

  Jane Panico Realty Promotions Inc

  Lot 55 Timber Lake Dr, Eldred, NY 12528
• 

  Est $612,693 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,214 Sq Ft

  321 Perkinsville Rd, Highland, NY 12528

  321 Perkinsville Rd, Highland, NY 12528
• 

  

  

  /15

  $225,000

  • 1 Bed
  • 1 Bath
  • 762 Sq Ft

  534 New Paltz Rd, Highland, NY 12528

  Move-in Ready Gem-Perfect for Easy Living in Highland, NYStep into this completely renovated 1-Bedroom, 1-Bath home designed for comfort and convenience. The entire house has been fully renovated featuring New Septic System, New Roof, New Electrical, New Plumbing, New Washer/Dryer hook up, New water heater, New Electrical panel 200 amp, New Sheetrock, New wall and ceiling insulation, New

  Sandra Rosario Hello Dolly Real Estate

  534 New Paltz Rd, Highland, NY 12528
• 

  

  /23

  $2,750 per month

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Apartment for Rent

  140 Pancake Hollow Rd Unit A, Highland, NY 12528

  Available September 1st! Gorgeous 3 bedroom, 2.5 bathroom, 1500 sq ft rental located in Highland. Beautiful home with covered front porch and a back patio where the outdoors can be enjoyed. The first floor of the rental has an open concept living room, modern kitchen, laundry area with hook-ups, and a half bath. The second floor features three bedrooms, two full baths, including a primary suite

  Marisa Bellacicco Century 21 Alliance Rlty Group

  140 Pancake Hollow Rd Unit A, Highland, NY 12528
• 

  $85,000 Sold Jul 29, 2025

  • Land
  • 5 Acres
  • $16,602 per Acre

  • 37 Days On Market

  Lot 53 Timber Lake Dr, Eldred, NY 12528

  Build your dream home on Private 5 acre parcel with lake rights down the road in lovely gated community. Lake access, beach, boating, fishing within walking distance from the Lake.

  Jane Panico Realty Promotions Inc

  Lot 53 Timber Lake Dr, Eldred, NY 12528
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  /4

  Not Listed For Sale

  TBD New Paltz Rd, Highland, NY 12528

  TBD New Paltz Rd, Highland, NY 12528
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  /37

  $495,000

  • 5 Beds
  • 4 Baths
  • 2,366 Sq Ft

  258 Martin Ave, Highland, NY 12528

  Major space meets major opportunity: This versatile 2-family home nestled on 2 sunny acres offers privacy plus big potential for comfortable living and extra income. Perfectly adaptable, you can rent both units, live in one while renting the other, or knock down a wall to create a spacious single-family residence. The first unit is an extra roomy, one-level home featuring three bedrooms and two

  Hayes Clement Compass Greater New York, LLC

  258 Martin Ave, Highland, NY 12528
• 

  

  /28

  $3,000 per month

  • 6 Beds
  • 3 Baths
  • 1,316 Sq Ft
  • House for Rent

  269 Pancake Hollow Rd, Highland, NY 12528

  This beautifully renovated 6-bedroom, 3-bath home offers the perfect blend of space, comfort, and convenience—set on over 7 peaceful acres with plenty of room to relax, explore, and enjoy nature. Inside, you’ll find an updated eat-in kitchen, a formal dining room, and a spacious living area complete with a wood-burning stove and luxury vinyl plank flooring. The home also features three fully

  Margaret Thorne Keller Williams Hudson Valley

  269 Pancake Hollow Rd, Highland, NY 12528
• 

  $689,901 Sold Jul 28, 2025

  • 2,661 Sq Ft
  • $259/SF
  • 30 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  6 Wellington Place, Highland, NY 12528

  Gorgeous, newly updated center hall colonial, adorned with a picturesque, winding stone walkway, and lush landscaping, leading to front porch with trex decking. As you open the front door, you're greeted by an open concept floor plan. This home is situated on almost 2 acres of privacy, on a cul de sac, surrounded by lush forest, and a backyard to die for! Inground "L" shaped pool with new cabana,

  Danielle Oliva RE/MAX Classic Realty

  6 Wellington Place, Highland, NY 12528
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  /3

  Est $101,810 Not Listed For Sale

  30 Amanda Cir, Highland, NY 12528

  30 Amanda Cir, Highland, NY 12528
• 

  

  /22

  $375,000

  • 2 Beds
  • 1 Bath
  • 1,090 Sq Ft

  16 Orchard Ln, Highland, NY 12528

  Welcome to your next home! This delightful 2-bedroom, 1-bath raised ranch is nestled in one of the area's most sought after neighborhoods, just minutes from local shops, restaurants, schools, and everything you need for convenient living.Step inside to find a bright and functional layout with plenty of natural light. The main level features two comfortable bedrooms and a cozy living

  Megan Krusen eXp Realty

  16 Orchard Ln, Highland, NY 12528
• 

  

  /19

  $285,000 Sold Jul 23, 2025

  • 1,470 Sq Ft
  • $194/SF
  • 52 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1950

  460 Vineyard Ave, Highland, NY 12528

  This property in Highland is a charming two-story home that offers a blend of comfort and modern amenities. This spacious residence features a dedicated office space, perfect for remote work or study. The kitchen has been newly renovated, boasting beautiful granite countertops and elegant wood cabinetry, making it both functional and stylish. For those who appreciate organization, a large pantry

  Dawn Passante Coldwell Banker Village GreenN

  460 Vineyard Ave, Highland, NY 12528
• 

  Not Listed For Sale

  TBD N Elting Corners Rd, Lloyd, NY 12528

  TBD N Elting Corners Rd, Lloyd, NY 12528
• 

  

  /33

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,715 Sq Ft

  334 Pancake Hollow Rd, Highland, NY 12528

  With 3 bedrooms, 2 full bathrooms, and 2,715 square feet of flexible living space, this turnkey home is ready for you to move right in and make it your own.At the heart of the home is a spacious open-concept kitchen and living room — perfect for everyday living and effortless entertaining. The generously sized primary suite offers both privacy and potential, with space to add an

  Leigh Wagner-Quintana Keller Williams Realty HV Nort

  334 Pancake Hollow Rd, Highland, NY 12528
• 

  

  /19

  $325,000 Sold Jul 22, 2025

  • 1,296 Sq Ft
  • $251/SF
  • 151 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1958

  183 Pancake Hollow Rd, Highland, NY 12528

  Life is easy in this sweet single level ranch style home. The covered front porch is perfect for relaxing. Inside enjoy the large living room with bay window and fireplace just off the updated kitchen. Entertain friends in the dining room which is open to additional living space. Just off the dining room is a screened in porch for comfortable summer nights. The lower level features full basement

  Dawn Passante Coldwell Banker Village GreenN

  183 Pancake Hollow Rd, Highland, NY 12528
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  /9

  Not Listed For Sale

  TBD Crescent, Plattekill, NY 12528

  TBD Crescent, Plattekill, NY 12528
• 

  

  /36

  $575,000

  • 3 Beds
  • 2.5 Baths
  • 2,242 Sq Ft

  17 Dogwood Knolls, Highland, NY 12528

  Incredible home with stunning renovations; this one of a kind raised ranch has over 2,200 sq.ft. featuring 3/4 bedrooms two and a half baths, PLUS bonus room and 2 car garage. Located in a peaceful setting of 3.3 private acres on the dead-end road; you get the "best of both worlds" a residential neighborhood that's also easily accessible to main roads, shopping and restaurants! This home has

  Gzim Hakanjin Coldwell Banker Realty

  17 Dogwood Knolls, Highland, NY 12528
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  /29

  $344,900 Sold Jul 18, 2025

  • 1,681 Sq Ft
  • $205/SF
  • 56 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  124 Half Moon Rd, Highland, NY 12528

  Discover the potential of this charming brick ranch nestled on a serene 8 acre property offering seasonal mountain views. Conveniently located, this property presents a unique opportunity for those seeking a tranquil retreat with ample room for expansion and renovation.Inside, envision creating your dream home with a thoughtful remodel. The spacious layout includes an oversized laundry

  Paige McClintock Howard Hanna Rand Realty

  124 Half Moon Rd, Highland, NY 12528
• 

  /2

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,230 Sq Ft

  453 Vineyard Ave, Highland, NY 12528

  453 Vineyard Ave, Highland, NY 12528
• 

  

  /22

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,365 Sq Ft

  59 South St, Highland, NY 12528

  Charming 1900 Two-Story Farmhouse with Vintage Character... Step into timeless charm with this lovingly cared for two-story farmhouse, built circa 1900 and brimming with original character. Featuring authentic hardwood floors, this 2-bedroom home offers cozy living spaces, walk-in closets, and a woodstove perfect for those crisp Hudson Valley evenings. Enjoy peaceful mornings on the classic

  jeff farnell John J Lease REALTORS Inc

  59 South St, Highland, NY 12528
• 

  

  /31

  $425,000 Sold Jul 08, 2025

  • 1,444 Sq Ft
  • $294/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  831 N Chodikee Lake Rd, Highland, NY 12528

  Charming 3-Bedroom Chalet with Seasonal Lake Views! Nestled at the end of a quiet dead-end road, this cozy 3-bedroom chalet offers the perfect blend of comfort, charm, and convenience—with stunning seasonal views of beautiful Chodikee Lake. Step into the warm and inviting first floor, where an open-concept living room, kitchen, and dining area create a bright and airy space ideal for everyday

  Dawn Passante Coldwell Banker Village GreenN

  831 N Chodikee Lake Rd, Highland, NY 12528
• 

  Est $215,755 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,414 Sq Ft

  117 Half Moon Rd, Highland, NY 12528

  117 Half Moon Rd, Highland, NY 12528
• 

  

  /49

  $509,000

  • 3 Beds
  • 1.5 Baths
  • 1,092 Sq Ft

  13 Sharon Dr, Highland, NY 12528

  Beautiful Ranch totally renovated ,new roof 2025 ,new siding 2025.Offer 3 bath and 1.5 Bath .Welcome to this charming ranch style home featuring 3 cozy bedrooms. As you step inside you will be greeted by beautiful commerce floors that flow seamlessly throughout the living spaces. The spacious kitchen boasts a charming breakfast area with sliders leading to the stone patio, making it the ideal

  Drita Shala Howard Hanna Rand Realty

  13 Sharon Dr, Highland, NY 12528
• 

  

  /31

  $369,000 Sold Jul 07, 2025

  • 1,311 Sq Ft
  • $281/SF
  • 29 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  10 Perkinsville Rd, Highland, NY 12528

  Opportunity Knocks in Highland, NY! This well-cared-for three-bedroom, two-bathroom raised ranch is tucked into an established neighborhood right off Route 9W in the Town of Highland. With a spacious layout and a peaceful surranding, you'll enjoy beautiful views right from your back deck — perfect for morning coffee or evening relaxation. The home offers solid bones and has been lovingly

  Eva Kusmierek eXp Realty, LLC

  10 Perkinsville Rd, Highland, NY 12528
• 

  Not Listed For Sale

  • 9 Beds
  • 5 Baths
  • 1,000 Sq Ft

  50 John White Rd, Highland, NY 12528

  50 John White Rd, Highland, NY 12528
• 

  

  /36

  $769,000

  • 4 Beds
  • 2.5 Baths
  • 3,253 Sq Ft

  2 Fieldstone Ct, Highland, NY 12528

  Stunning colonial with contemporary flair gem boasts 4 large spacious bedrooms and 2.5 luxurious bathrooms, providing ample space for comfortable living. Step inside to discover a beautifully updated interior with modern finishes throughout. The 2-story living room creates an inviting space for gatherings, while the chef's kitchen features a sleek open layout, ideal for entertaining guests. Have

  Joseph Brown RE/MAX Real Property Group

  2 Fieldstone Ct, Highland, NY 12528
• 

  

  /18

  $350,000 Sold Jul 01, 2025

  • 1,900 Sq Ft
  • $184/SF
  • 64 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  25 Deller Rd, Highland, NY 12528

  Comfortable single level ranch home with 3 bedrooms and two full bathrooms. The one car garage has been converted into a beautiful light-filled family room for additional living space. Enjoy the large eat-in kitchen, just off the dining room. Sliders lead out to back deck with its private yard that's perfect for entertaining and summer barbecues. There's even a full unfinished basement for extra

  Dawn Passante Coldwell Banker Village GreenN

  25 Deller Rd, Highland, NY 12528
• 

  Est $118,000 Not Listed For Sale

  847 N Chodikee Lake Rd, Highland, NY 12528

  847 N Chodikee Lake Rd, Highland, NY 12528
• 

  

  /24

  $515,000

  • 4 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  19 Oak Crest Dr, Highland, NY 12528

  Blending comfort and style, this thoughtfully refreshed home is ready to welcome you. Major upgrades bring peace of mind, including a 50-year architectural roof (installed 2023) brand new bathrooms and beautiful new flooring throughout, including warm red oak hardwood that elevates the interior. The upstairs features all new carpeting, two fully renovated bathrooms, walk in primary closet, new

  Sandi Park Coldwell Banker Realty

  19 Oak Crest Dr, Highland, NY 12528
• 

  

  /35

  $680,000 Sold Jun 27, 2025

  • 1,656 Sq Ft
  • $411/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1974

  14 Tina Dr, Highland, NY 12528

  Nestled on a serene, wooded acre, this thoughtfully renovated 3-bedroom, 2-bathroom home offers a harmonious blend of mid-century charm and modern comfort. Its distinctive double gambrel roofline and A-frame silhouette set it apart, creating an inviting retreat just minutes from the quaint village of Highland and the vibrant communities of New Paltz and Poughkeepsie, providing easy access to

  Monica Schwerberg Compass Greater NY, LLC

  14 Tina Dr, Highland, NY 12528
• 

  Est $772,601 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,275 Sq Ft

  326 Perkinsville Rd, Highland, NY 12528

  326 Perkinsville Rd, Highland, NY 12528
• 

  

  /25

  $420,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,562 Sq Ft

  8 Perkinsville Rd, Highland, NY 12528

  Discover your perfect Hudson Valley escape with this beautifully maintained raised ranch located in the heart of Highland, NY. Nestled on a quiet street and just minutes from the Mid-Hudson Bridge and NYS Thruway, this home offers both convenience and tranquility. This well-maintained 3-bedroom, 1.5-bath raised ranch combines classic charm with standout features—most notably, a sun-drenched

  Kelly Martin Michael A. Martin

  8 Perkinsville Rd, Highland, NY 12528
• 

  

  /14

  $392,000 Sold Jun 27, 2025

  • 1,720 Sq Ft
  • $228/SF
  • 119 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  8 Marie, Highland, NY 12528

  Don't miss out on this incredible Opportunity! A Stunning Duplex in the Heart of Highland with 2 units, one with 2 bedrooms, 1 bath and one with 1 bedroom, 1 bath. First floor unit has open floor plan and both units have many upgrades such as mini splits, new bathrooms, updated plumbing, new roof and much more. This beautifully maintained home is a rare find. This home can be easily turned into a

  Angela Paul Past Member

  8 Marie, Highland, NY 12528
• 

  

  /27

  Est $750,280 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,657 Sq Ft

  19 Amanda Cir, Highland, NY 12528

  19 Amanda Cir, Highland, NY 12528
• 

  

  /36

  $425,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,449 Sq Ft

  136 Chapel Hill Rd, Highland, NY 12528

  Beautifully blending timeless character with modern upgrades, this thoughtfully updated four-bedroom farmhouse offers the perfect balance of charm, comfort, and convenience. Original woodwork, wide-board flooring, and classic architectural details preserve the home's historic soul, while a series of recent renovations enhance everyday living. The fully updated kitchen and dining room are designed

  Sally Sprogis Four Seasons Sotheby's Int'l R

  136 Chapel Hill Rd, 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
• 

  

  /30

  Est $826,031 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,200 Sq Ft

  3 Sherwood Ln, Highland, NY 12528

  3 Sherwood Ln, Highland, NY 12528
• 

  

  /43

  $995,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,176 Sq Ft

  370 N Elting Corners Rd, Highland, NY 12528

  Tucked away on a peaceful hilltop just 7 minutes from the heart of New Paltz, this stunning 1930s Dutch Colonial has been completely reimagined—where old-world charm meets modern craftsmanship and curated design.Renovated from top to bottom by ANVO Construction with deep intentionality, this is more than a home—it’s a legacy project. Set in Highland with New Paltz schools, it offers the

  Lindsay Stevens eXp Realty

  370 N Elting Corners Rd, Highland, NY 12528

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