Homes for Sale in 12528

• 

  

  /2

  $549,999

  Coming Soon

  • 3 Beds
  • 3 Baths
  • 1,696 Sq Ft

  14 Blossom Grove Ct, Highland, NY 12528

  Welcome home to this warm and welcoming raised ranch home in the Wallkill school district! Located on a picturesque 1.2 acre corner lot on a beautiful cul-de-sac in the Town of Plattekill. This lovingly maintained home features 3 bedrooms and 3 full bathrooms, with a spacious and versatile layout that was designed for comfortable living. Step outside and discover your own backyard oasis. The

  Gary MacEntee Keller Williams Realty

  14 Blossom Grove Ct, Highland, NY 12528
• 

  

  

  /38

  $825,000

  Open Sat 11AM - 1PM Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,420 Sq Ft

  39 Loughran Ln, Highland, NY 12528

  Tucked away on 4.5 private acres along a quiet country road, this beautifully maintained ranch home offers the ease of single-level living surrounded by nature, gardens, and mature woodlands. Designed to maximize natural light, the home welcomes you with an airy, open floor plan, expansive windows, skylights, and warm hardwood floors throughout much of the living space. At the heart of the home

  Siobhan Fahy eXp Realty

  39 Loughran Ln, Highland, NY 12528
• 

  

  

  /3

  $995,000

  Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,575 Sq Ft

  83 Cotter Rd, Highland, NY 12528

  Tucked away at the end of a 1,700+ foot private driveway, this one-of-a-kind custom-built retreat offers the peace, privacy, and natural beauty you’ve been searching for. Situated on an incredible 63-acre parcel in the Town of Plattekill (Wallkill School District), this property is a rare opportunity for outdoor enthusiasts, hunters, weekend escape seekers, or anyone looking to enjoy a secluded

  Gary MacEntee Keller Williams Realty

  83 Cotter Rd, Highland, NY 12528
• 

  

  

  /3

  $450,000

  Coming Soon

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

  11 Sharon Dr, Highland, NY 12528

  Welcome to 11 Sharon Drive, a beautifully maintained 3-bedroom, 1.5-bath home in the highly sought-after Heritage Estates neighborhood of Highland. Ideally located just minutes from schools, shopping, dining, major commuter routes, and approximately 5 miles from the train station, this home offers the perfect blend of comfort, convenience, and lifestyle.The spacious open-concept layout is

  Neeta Gupta Redfin Real Estate

  11 Sharon Dr, Highland, NY 12528
• 

  

  

  /16

  $200,000

  • Land
  • 3.13 Acres
  • $63,837 per Acre

  39 Loughran Ln, Highland, NY 12528

  Build your dream home in one of the Hudson Valley's most peaceful and scenic settings. This 3-acre parcel is Board of Health for a 4-bedroom residence and offers a rare combination of privacy, natural beauty, and convenience. Surrounded by mature trees and rolling mountain views, the property features a gently cleared building area nestled within a picturesque woodland landscape. Located on a

  Siobhan Fahy eXp Realty

  39 Loughran Ln, Highland, NY 12528
• 

  

  /18

  $165,000

  Open Sat 1PM - 3:30PM

  • 3 Beds
  • 1 Bath
  • 928 Sq Ft

  41 Grand St, Highland, NY 12528

  Opportunity Knocks Bring Your Vision! This charming circa 1800 Cape style home (928 sq ft) is ready for its next chapter. Sitting on a level lot with mature trees and a classic covered front porch, this property offers solid bones and endless potential for the right buyer. Whether you're an investor looking for your next project, a first-time buyer ready to build equity, or a handy homeowner with

  

  Danielle Carlson-murphy

  Start Home Smart, Inc.

  (845) 456-6994

  41 Grand St, Highland, NY 12528
• 

  

  /33

  $480,000

  • 4 Beds
  • 2 Baths
  • 2,640 Sq Ft

  98 North Rd, Highland, NY 12528

  This charming 1900 farmhouse in Highland 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. There's a large dining area for large gatherings or intimate dinners. The primary bedroom is on the first

  Dawn Passante Coldwell Banker Village GreenN

  98 North Rd, Highland, NY 12528
• 

  

  /46

  $599,000

  $598K PRICE INCREASE

  • 4 Beds
  • 3 Baths
  • 2,340 Sq Ft

  105 S Chapel Hill Rd, Highland, NY 12528

  Welcome to this spacious and inviting ranch home in the heart of Highland, conveniently located near the iconic Mid-Hudson Bridge and just minutes from shopping, restaurants, commuter routes, and all that the Hudson Valley has to offer. The main level features three comfortable bedrooms and a bright, open layout designed for everyday living. The spacious kitchen offers abundant cabinet and

  Dawn Passante Coldwell Banker Village GreenN

  105 S Chapel Hill Rd, Highland, NY 12528
• 

  

  /18

  $855,000

  • 4 Beds
  • 3.5 Baths
  • 3,182 Sq Ft

  110 Macks Ln, Highland, NY 12528

  Location, location, location! This well-designed home sits on 2.5 rolling acres surrounded by mature evergreens. It offers something for everyone. Delightful chef's kitchen with huge island and high-end appliances, Formal dining room for entertaining, front parlor, and first floor 2 story family room with fireplace. Gleaming real hardwood floors run throughout the home. Jack & Jill bedrooms with

  Elizabeth Decker Hudson Dwellings Realty

  110 Macks Ln, Highland, NY 12528
• 

  

  /40

  $465,000

  • 3 Beds
  • 2.5 Baths
  • 1,741 Sq Ft

  12 Ose Rd, Highland, NY 12528

  "Welcome home to this charming 3-bedroom, 2.5-bath Colonial in Highland. Set atop a peaceful hill on nearly an acre of private land, this home offers 1,741 square feet of living space. Inside, you'll find warm hardwood floors, a beautifully renovated bathroom, and a cozy, sun-filled open layout. Enjoy the serenity of a hilltop setting with privacy, all just minutes from the NYS Thruway, shopping,

  Angela Chenery Century 21 Alliance Rlty Group

  12 Ose Rd, Highland, NY 12528
• 

  

  /5

  $95,000

  • Land
  • 23,958 Sq Ft
  • $172,727 per Acre

  536 N Riverside Rd, Highland, NY 12528

  Ready, set, BUILD! Rare opportunity to purchase a development ready residential lot in the Town of Lloyd. This parcel includes approved plans for 1,894 sf two-story single- family home, saving a buyer months of design, engineering, and approval work. Water, sewer and electric are all existing, and much of preliminary groundwork has already been completed. Whether you're a builder, investor, or

  Michelle Getty HVG Realty, Inc.

  536 N Riverside Rd, Highland, NY 12528
• 

  

  /27

  $690,000

  • 2 Beds
  • 2.5 Baths
  • 2,168 Sq Ft

  62 Riverview Mary Powell, Esopus, NY 12429

  Enjoy easy, low-maintenance living at 62 Riverview, an inviting end-unit townhouse in Port Ewen with beautiful views of the Hudson River. Ideally situated within a well-maintained community, residents enjoy access to amenities including a swimming pool and pickleball courts, making it easy to relax and stay active close to home. This desirable end-unit location offers added privacy, bordered by

  Kelley Hartmann Serhant LLC

  62 Riverview Mary Powell, Esopus, NY 12429
• 

  

  /28

  $485,000

  • 3 Beds
  • 2 Baths
  • 1,635 Sq Ft

  284 Tuckers Corners Rd, Highland, NY 12528

  Welcome to comfortable country living in the heart of the Hudson Valley! Set on 3.6 picturesque acres in Highland, this inviting ranch-style home offers the perfect blend of space, comfort, and convenience.Inside, you'll find a spacious flex room that serves as the heart of the home, providing plenty of room for gatherings, relaxation, and everyday living. A beautiful fireplace creates a warm

  Dawn Passante Coldwell Banker Village Green

  284 Tuckers Corners Rd, Highland, NY 12528
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  /37

  $310,000

  $25K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,270 Sq Ft

  107 Sterling Place, Highland, NY 12528

  Investment Opportunity – Desirable Bridgeview Townhome Community Come join the wonderful Bridgeview community—Tucked away for privacy, yet conveniently located with a small shopping plaza out front and scenic wooded trails in the back, Bridgeview offers both comfort and convenience. This well-maintained home features recent updates, including brand-new flooring throughout, a 7 year roof, a new

  JULIA MULLEN K. Fortuna Realty, Inc.

  107 Sterling Place, Highland, NY 12528
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  /43

  $799,900

  $50K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 2,824 Sq Ft

  142 Hawleys Corners Rd, Highland, NY 12528

  Contemporary Colonial with Legal Accessory Apartment, Owned Solar & Private Country Setting. Actual size is 3800 sqft of Country living at its finest! Welcome home to this beautifully maintained 6-bedroom, 3.5-bath Contemporary Colonial featuring owned solar panels, individual mini-split systems in every bedroom for personalized comfort, and a legal 1-bedroom accessory apartment renovated in

  

  Karen Briscoe-Reed

  KW MidHudson

  (845) 681-6072

  142 Hawleys Corners Rd, Highland, NY 12528
• 

  

  /50

  $529,000

  • 8 Beds
  • 4 Baths

  53 Main St, Highland, NY 12528

  Some properties ask you to be patient. This one puts money in your pocket from closing day. Fully occupied and cash flowing, this commercial-residential multi-family sits on Main Street in the heart of Highland, steps from the Walkway Over the Hudson, one of the most visited destinations in the entire Hudson Valley. Two tenanted units. Month-to-month leases. Current rents below market value. A

  Amy McArdle eXp Realty

  53 Main St, Highland, NY 12528
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  /48

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 2,502 Sq Ft

  27 Hawleys Corners Rd, Highland, NY 12528

  EXQUISITE HOME WITH AN OUTDOOR PRIVATE RETREAT-LIKE OASIS FEATURING A FREEFORM HEATED POOL! NEW PALTZ SCHOOLS! Set on 2.6 wooded acres, this stunning colonial is updated, freshly painted and truly move-in ready. Enjoy all the benefits of newer construction with the added advantage of a fully established backyard designed for effortless outdoor living. A charming TREX front deck overlooks a serene

  Maryann Pillitteri Rita Levine Real Estate

  27 Hawleys Corners Rd, Highland, NY 12528
• 

  

  /42

  $799,000

  • 5 Beds
  • 5 Baths

  239-241 Fosler Rd, Highland, NY 12528

  Beautiful well maintained multi-family property offer, a rare opportunity for both owner-occupant & investors. Two houses that sit on 15 acres with endless revenue generating opportunities. The deed allows for the property to be subdivided & extending the private road along northern property line. The main house is a single family that features 2 bedrooms, 2.5 bathrooms with a full finished

  Maurice Bailey Neighborhood Assistance Corp

  239-241 Fosler Rd, Highland, NY 12528
• 

  

  /24

  $179,000

  Pre-Foreclosure

  • 4 Beds
  • 1.5 Baths
  • 1,404 Sq Ft

  687 Whitley Ln, Highland, NY 12528

  Investor opportunity in the Town of Lloyd! Situated on 1.4 private acres, this 4-bedroom home offers tremendous potential for renovation, customization, or resale. The property is in need of significant rehabilitation and is ready for its next owner to bring it back to life. Features include a full basement, attached garage, and a desirable location just minutes from New Paltz, the Mid-Hudson

  Philip Szumlaski Keller Williams Realty

  687 Whitley Ln, Highland, NY 12528
• 

  

  /23

  $1,250,000

  • Land
  • 4.7 Acres
  • $265,957 per Acre

  134 Bellevue Rd, Highland, NY 12528

  Spanning an expansive 4.7 acres, 134 Bellevue Road offers a rare opportunity to experience nature and simple indulgence high above the Hudson. This breathtaking, natural setting perfectly blends sweeping river vistas with immediate access to nearby rail lines and world-class outdoor adventure.Recently cleared to showcase its striking natural contours, the property offers a distinct "clean-site"

  Dominick Martorana Century 21 Alliance Rlty Group

  134 Bellevue Rd, Highland, NY 12528
• 

  

  /47

  $1,200,000

  • 3 Beds
  • 3.5 Baths
  • 2,600 Sq Ft

  739 Old Post Rd, New Paltz, NY 12561

  Welcome to 739 Old Post Road, completed in 2023 and thoroughly and thoughtfully maintained and improved, this upstate retreat blends a striking modern aesthetic and energy efficiency into one complete package set on 1.7 acres. Park in the oversized garage and plug right in to the EV charger. The Epoxy floor elevates the space which has room for storage and a gym in addition to parking for two.

  Ann McBride-Alayon Hudson River Line Realty

  739 Old Post Rd, New Paltz, NY 12561
• 

  

  /42

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,862 Sq Ft

  85 Bellevue Rd, Highland, NY 12528

  Nestled on a quiet road in the heart of the Hudson Valley, this well maintained raised ranch at 85 Bellevue Road in Highland offers comfortable living with a spacious layout and peaceful surroundings. Built in 1987, the home features approximately 1,800+ square feet of living space with 3 bedrooms and 2 full bathrooms on over a half acre of property. The main level offers a bright and inviting

  Geraldine Gaudioso Century 21 Alliance Rlty Group

  85 Bellevue Rd, Highland, NY 12528
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  /33

  $674,900

  • 3 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  10 Eisgruber Park Ln, Highland, NY 12528

  Privacy and seclusion await in this well maintained home. The gourmet eat-in kitchen features vaulted ceilings, granite island, wine bar, double ovens, stainless steel appliances, and abundant cabinetry, and sliding glass door leading to a deck. The open concept living flows into the formal dining room with a bay window and hardwood floors. Upstairs, the primary suite boasts vaulted ceilings, a

  Margaret Thorne KW MidHudson

  10 Eisgruber Park Ln, Highland, NY 12528
• 

  

  /24

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  11 Cuomo Dr, Highland, NY 12528

  Timeless Charm: Authentic Log Ranch Home LivingEmbrace the perfect blend of rustic warmth and modern convenience in this captivating three-bedroom, two-full-bath log ranch home. Nestled on over an acre of beautifully manicured land, this property offers a peaceful retreat without sacrificing accessibility. The heart of the home features a spectacular double-faced stone fireplace, seamlessly

  JoAnn Ellis Summerset Realty

  11 Cuomo Dr, Highland, NY 12528
• 

  

  /6

  $100,000

  • Land
  • 39,204 Sq Ft
  • $111,111 per Acre

  120 Floyd Ackert Rd, West Park, NY 12493

  Just minutes from the Hudson River, this location sits in the heart of the Mid-Hudson Valley, surrounded by destination spots like John Burroughs Sanctuary, local wineries, farm markets, and a growing collection of restaurants and artisanal shops. The lot is largely level and ready to be improved, giving you a flexible canvas to adapt for retail, service, office, or other permitted uses under GC

  Dawn Passante Coldwell Banker Village GreenN

  120 Floyd Ackert Rd, West Park, NY 12493
• 

  

  /45

  $725,000

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  14 Glen Rock Cir, Highland, NY 12528

  Elegant Contemporary Colonial tucked away on 5 beautifully landscaped private acres offers the perfect blend of comfort, space, and privacy. A dramatic two-story entry welcomes you into a thoughtfully designed home, perfect for both everyday living and entertaining. The formal dining room flows into a spacious kitchen featuring granite countertops, a center island, and an open layout to the

  Toni Petfield Century 21 Alliance Rlty Group

  14 Glen Rock Cir, Highland, NY 12528
• 

  

  /6

  $199,000

  • Land
  • 11 Acres
  • $18,091 per Acre

  TBD Hawleys Corners Rd, Highland, NY 12528

  11 acres offering privacy and potential. The land is ideal for building a secluded estate or your own nature retreat. Located on a country road, yet close to Route 299 leading to the NYS Thruway. The Mid-Hudson Bridge is only 5 miles away. The parcels break down as follows: Parcel 1: 3.5 acres, Parcel 2: 4 acres, and Parcel 3: 3.7 acres. Key features include a peaceful rural setting with minimal

  Dawn Passante Coldwell Banker Village Green

  TBD Hawleys Corners Rd, Highland, NY 12528
• 

  

  /5

  $100,000

  • Land
  • 39,204 Sq Ft
  • $111,111 per Acre

  120 Floyd Ackert Rd, Esopus, NY 12429

  Just minutes from the Hudson River, this location sits in the heart of the Mid-Hudson Valley, surrounded by destination spots like John Burroughs Sanctuary, local wineries, farm markets, and a growing collection of restaurants and artisanal shops. The lot is largely level and ready to be improved, giving you a flexible canvas to adapt for retail, service, office, or other permitted uses under GC

  Dawn Passante Coldwell Banker Village Green

  120 Floyd Ackert Rd, Esopus, NY 12429
• 

  

  /19

  $175,000

  • 4 Beds
  • 4 Baths
  • 2,962 Sq Ft

  25 Phillips Ave, Highland, NY 12528

  Opportunity awaits at 25 Phillips Avenue in the heart of Highland! Situated on a spacious and private lot surrounded by mature trees, this 3-family property offers endless potential for investors, contractors, or buyers looking to restore and customize a large multi-unit home in a desirable Ulster County location. Offering approximately 2,962 square feet, the property features expansive living

  Ronald Green KW Mid-Hudson

  25 Phillips Ave, Highland, NY 12528
• 

  

  /31

  $2,190,000

  • 3 Beds
  • 3 Baths
  • 3,511 Sq Ft

  400 N Elting Corners Rd, Highland, NY 12528

  Perched at the end of a long winding driveway and surrounded by 24 acres of private woods, this extraordinary steel-built contemporary home offers architectural sophistication tucked quietly into the landscape of Highland, NY. Designed as both a statement in modern design and a deeply immersive retreat, the home balances bold structural elements with warmth, texture, and a constant connection to

  Richard Vizzini Corcoran Country Living

  400 N Elting Corners Rd, Highland, NY 12528
• 

  

  /48

  $1,200,000

  $95K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,919 Sq Ft

  15 Oakes Rd, Highland, NY 12528

  Welcome to The Riverhouse, an extraordinary custom Lindal Cedar home offering front-row living on the Hudson River. A wall of glass and voluminous ceilings frame breathtaking, ever-changing water views, filling the dramatic great room and its striking fireplace with a light-filled, airy atmosphere. The stylish chef's kitchen is both sleek and functional, featuring high-end cabinetry, granite

  

  Mark McAlpine

  Compass Greater New York, LLC

  (845) 769-0760

  15 Oakes Rd, Highland, NY 12528
• 

  

  /17

  $370,000

  • 4 Beds
  • 2 Baths

  81 Kisor Rd, Highland, NY 12528

  Welcome to 81 Kisor Rd in the heart of Highland, NY — a strong investment opportunity featuring two occupied rental units with leases secured through April 2027, offering immediate and stable income for the next owner, while also presenting excellent future potential for an owner-occupier once the current leases expire.This two-family property consists of a spacious 3-bedroom apartment on the

  Dan Gilbert Brick and Mortar RE LLC

  81 Kisor Rd, Highland, NY 12528
• 

  

  /31

  $429,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,382 Sq Ft

  52 Phillips Ave, Highland, NY 12528

  This one checks all the boxes! Welcome to 52 Phillips Ave where you have the best a home can offer having been recently renovated, inside and out and with direct access to the Hudson Valley Rail Trial. It is close to downtown amenities and just two minutes to the Mid-Hudson Bridge. This home was lovingly renovated to include modern updates while maintaining charm throughout. The main level

  Amy Hawks Berardi Realty

  52 Phillips Ave, Highland, NY 12528
• 

  /2

  $395,000

  • Land
  • 14.5 Acres
  • $27,241 per Acre

  0 Route 299 Unit KEY997500, Lloyd, NY 12528

  This commercial property consists of an 11.6 acre parcel and an adjoining 2.9 acre parcel in a with approximately 800 ft. of frontage on rte. 299. Close proximity to NYS Thruway and is relatively close to the Poughkeepsie Bridge.

  Dennis Barr John J Lease REALTORS Inc

  0 Route 299 Unit KEY997500, Lloyd, NY 12528
• 

  

  /15

  $399,900

  $25K PRICE DROP

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

  60 Mayer Dr, Highland, NY 12528

  Beautifully situated in a lovely Highland neighborhood, this raised ranch home offers warmth, space, and incredible potential in one of the Hudson Valley’s most desirable commuter locations. Featuring hardwood floors, an updated kitchen with stainless steel appliances and modern cabinetry, comfortable bedrooms, and bright living spaces filled with natural light, the home provides a flexible

  Nicholas Cuomo Keller Williams Realty

  60 Mayer Dr, Highland, NY 12528
• 

  

  /31

  $479,000

  • 3 Beds
  • 3 Baths
  • 2,250 Sq Ft

  1110 Route 44 55, Clintondale, NY 12515

  Vintage farmhouse tastefully updated with modern amenities and finishes. Perfectly sited with a stunning apple orchard as a backdrop, find this 3 bedroom, 3 bathroom farmhouse with a versatile floor plan. Main level includes updated kitchen w/quartz counters and stainless appliances, which flows seamlessly to formal dining room & living room. First floor bedroom plus den/office (possible

  Dan Axtmann BHHS Hudson Valley Properties

  1110 Route 44 55, Clintondale, NY 12515
• 

  

  /55

  $1,500,000

  • 3 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  60 Palazzo Ln, Highland, NY 12528

  This bold custom built home sits atop a hill like a postcard extolling the beauty of the Hudson Valley. Built to exacting specifications and with an understanding of how people live best by a master craftsman, this is a post and beam masterpiece in an inspiring setting. Uniquely, it offers all the bells and whistles you expect in a new luxury home while also feeling like an heirloom. Set on 4

  Dawn Passante Coldwell Banker Village GreenN

  60 Palazzo Ln, Highland, NY 12528
• 

  

  /15

  $175,000

  • Land
  • 5.84 Acres
  • $29,966 per Acre

  0 Crawford Rd Unit KEY983986, Highland, NY 12528

  Escape to the peace and beauty of the Sullivan County Catskills with this lovely 5.8-acre parcel on Crawford Rd in the Town of Highland. Partially cleared and very private, this property offers the perfect setting to build your dream home in the country. Imagine relaxing on your future front porch or back deck while watching eagles soar overhead, enjoying star-filled skies, and taking in the

  Dominick Tufano RE/MAX Benchmark Realty Group

  0 Crawford Rd Unit KEY983986, Highland, NY 12528
• 

  

  /23

  $355,000

  • 2 Beds
  • 1 Bath
  • 1,230 Sq Ft

  128 Vineyard Ave Unit 102, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 1,230-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 102, Highland, NY 12528
• 

  

  /13

  $265,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 207, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 207, Highland, NY 12528

Showing Results 1 - 40, Page 1 of 3