3 Bedroom homes for sale & real estate in Highland, NY

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ABOUT THIS HOME
3 Bedroom Homes for Sale in Highland, NY
Stop everything, this is the one! Perfectly situated on just under an acre, this quintessential brick Cape is the definition of small-but-mighty charm. Backing directly to the beloved Hudson Valley Rail Trail, this home offers that rare blend of classic character, modern updates, and an unbeatable location. Step inside to find a bright, welcoming kitchen with space to dine in, a formal dining room, and a cozy living room that instantly feels like home. A first-floor office and a full bath make everyday living easy, while the three-season sunroom, bathed in natural light, invites morning coffee or a good book, or al fresco dining with easy access to the backyard. Upstairs, discover a spaciou

$415,000

3 beds2 baths1,547 sq ft

41 New Paltz Rd, Highland, NY 12528

0.9 acre lot • 2 garage spots • Built 1949

Listing by Keller Williams Hudson Valley

ABOUT THIS HOME
3 Bedroom Homes for Sale in Highland, NY
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.

$150,000

3 beds1.5 baths1,176 sq ft

599 N Chodikee Lake Rd, Highland, NY 12528

0.57 acre lot • 2 garage spots • Built 1963

Listing by Keller Williams Realty NYC Grp

ABOUT THIS HOME
3 Bedroom Homes for Sale in Highland, NY
Charming 1830s Eyebrow Colonial. Spacious Living Area with formal Dining Room and updated Kitchen. Laundry and one bedroom on first floor. 3 bedrooms, 3 Bathrooms. Walk to the Hamlet of Highland and the Highland Landing Park on the mighty Hudson River. Many restaurants and shops nearby as well as the Hudson Vallely Rail Trail. Soothing sounds from babbling Twaalfskill stream across the street. Charming Eyebrow Colonial from 1830. Spacious living areas with 3 bedrooms and 3 baths. Located within walking distance of the Hamlet of Highland, and the mighty Hudson River.

$397,000

3 beds3 baths1,661 sq ft

7 River Road Rd, Highland, NY 12528

Mighty hudson • Updated kitchens • 1.5 acre lot

ABOUT THIS HOME
3 Bedroom Homes for Sale in Highland, NY
Set high on a hill with mountain views, this fully remodeled home is turn-key and ready to enjoy. The open floor plan connects the kitchen, dining, and living areas—ideal for both everyday living and entertaining. The first floor also features a convenient half bath and laundry room, while upstairs offers three bedrooms and two baths, including a primary bedroom with ensuite. A full attic provides additional space and potential for future expansion. Relax on the rocking-chair front porch or make use of the two-car garage and additional outbuilding for hobbies or storage. Set on 1.7 acres, this property offers room to breathe and take in the views—just move in and start living yo

$399,000

3 beds2.5 baths1,104 sq ft

534 Route 44 55, Highland, NY 12528

Open floor plan • Half bath • Laundry room

Listing by Four Seasons Sothebys Intl

ABOUT THIS HOME
3 Bedroom Homes for Sale in Highland, NY
Discover unparalleled privacy in this beautifully maintained home, set on its own serene acreage. Step inside to find a warm and inviting interior featuring hardwood floors throughout the main living areas and plush carpet in the bedrooms for comfort. The living room is anchored by a gorgeous stone fireplace, creating the perfect gathering spot for cozy evenings or entertaining guests. The kitchen, updated in 2021, offers granite countertops, stainless steel appliances, and modern finishes—designed for both everyday convenience and stylish entertaining. From the dining room, sliding glass doors open to a private deck, the perfect spot to enjoy morning coffee, outdoor dining, or simply

$509,900

3 beds3 baths1,824 sq ft

62 Clearwater Rd, Highland, NY 12528

Serene acreage • Private deck • Central ac system

Listing by Picture It Sold, LLC

Property at 38 Roxanne Blvd, Highland, NY 12528, 3 beds, 2.5 baths

$369,000

3 beds2.5 baths1,707 sq ft

38 Roxanne Blvd, Highland, NY 12528

Listing by Berardi Realty

Property at 269 Orchard Rd, Highland, NY 12528, 3 beds, 1 bath

$575,000

3 beds1 bath2,086 sq ft

269 Orchard Rd, Highland, NY 12528

Listing by VYLLA Home

Property at 224 Vineyard Ave, Highland, NY 12528, 3 beds, 2 baths

$469,000

3 beds2 baths1,600 sq ft

224 Vineyard Ave, Highland, NY 12528

Property at 243 Hawleys Corners Rd, Highland, NY 12528, 3 beds, 2.5 baths

$1,299,000

3 beds2.5 baths3,068 sq ft

243 Hawleys Corners Rd, Highland, NY 12528

Listing by Century 21 Alliance Realty Grp

Property at 74 Bellevue Rd, Highland, NY 12528, 3 beds, 3.5 baths

$1,500,000

3 beds3.5 baths4,572 sq ft

74 Bellevue Rd, Highland, NY 12528

Property at 534 Route 44-55, Highland, NY 12528, 3 beds, 2.5 baths

$399,000

3 beds2.5 baths1,104 sq ft

534 Route 44-55, Highland, NY 12528

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ABOUT THIS HOME
3 Bedroom Homes for Sale in Highland, NY
Spackenkill Ranch! Lovely 3-bedroom Ranch located in a nice established neighborhood. This home features hardwood floors throughout, stainless steel appliances, 1.5 bathrooms, finished family room with half bath and laminate floors, walkout from kitchen to back deck & yard. Updates include roof, siding, windows, entire house freshly painted.

$439,900

3 beds1.5 baths1,800 sq ft

28 Cardinal Dr, Poughkeepsie, NY 12601

Finished family room • Back deck • Updates include roof

Listing by K. Fortuna Realty, Inc.

ABOUT THIS HOME
3 Bedroom Homes for Sale in Highland, NY
Renovated home minutes from college, shops, dining, large detached garage for cars and workshop, new kitchen cabinets, new windows, freshly painted throughout, welcome to your new home

$320,000

3 beds1.5 baths1,404 sq ft

191 Washington St, Poughkeepsie, NY 12601

Renovated home • New kitchen cabinets • New windows

Listing by Winwin Realty

ABOUT THIS HOME
3 Bedroom Homes for Sale in Highland, NY
.15 John Street - Historic Soul, Modern Heart! Where history meets artistry, this beautifully reimagined home at 15 John Street in Rosendale, New York invites you to experience Hudson Valley living at its finest. Thoughtfully restored by two master craftsmen, the residence captures the grace of its 19th-century origins while offering every modern comfort. Just ten minutes from both Kingston and New Paltz, this location blends small-town charm with easy access to vibrant cultural centers. Step outside and explore the Wallkill Valley Rail Trail, cross the iconic trestle bridge over the Rondout Creek, or wander into town to enjoy Rosendale's cafes, shops, and local venues, or catch the bus to

$725,000

3 beds3 baths1,536 sq ft

15 John St, Rosendale, NY 12472

Custom kitchen • Brand new systems • Screened-in porch

Listing by Coldwell Banker Village Green

ABOUT THIS HOME
3 Bedroom Homes for Sale in Highland, NY
CALLING ALL INVESTORS OR OWNER OCCUPIERS! Current NOI of $48k Plus! Amazing opportunity to own a legal 3-Family in the heart of Downtown Poughkeepsie. Home consists of 3 fully renovated 1 bedroom, 1 bath units featuring an eat in kitchen with SS appliances, updated full bath, well sized bedroom and large living room. Highlights include separate electric meters for each unit, a landlord meter, 3 newer water heaters and municipal water and sewer. Excellent location, this property is just minutes from the Poughkeepsie Train Station, major hospitals, the Culinary Institute of America (CIA), Marist University, local schools, shops, culinary grade restaurants, and more! Reach out today!

$595,000

3 beds3 baths2,880 sq ft

37 S Bridge St, Poughkeepsie, NY 12601

Legal 3-family • Updated full bath • Eat in kitchen

Listing by KW MidHudson

OPEN TODAY, 11AM TO 4PM

ABOUT THIS HOME
3 Bedroom Homes for Sale in Highland, NY
Stunning NEW CONSTRUCTION home with Hudson River view!Perched atop a bluff overlooking the serene Hudson River 60 minutes from Manhattan lies a well-designed high efficiency and maintenance free haven nestled within Ulster County, in a charming neighborhood in Milton New York. Featuring three large bedrooms, two main floor bathrooms over a 1650 sf Superior Walls basement with a large office, separate entrance and full bathroom, this home is crafted to meet the needs of productive people in need of a place to unwind within minutes of the hustle of modern life. Step outside onto a 384 sf composite deck looking out through old growth trees alight in the Fall to see the river timelessly flowing

$799,900

3 beds3 baths1,950 sq ft

42 Sands Ave, Milton, NY 12547

Ev charging station • Hudson river view • Composite deck

Listing by Karten Real Estate Svcs LLC

ABOUT THIS HOME
3 Bedroom Homes for Sale in Highland, NY
Charming 3BR/1.5BA farmhouse on 3 private acres along scenic Old Post Rd. Hardwood floors, wood stove, and a large barn perfect for storage, workshop, or studio use. Country living just minutes to New Paltz center, shops, dining, and outdoor recreation. A peaceful property with endless potential.

$499,000

3 beds1.5 baths1,710 sq ft

531 Old Post Rd, New Paltz, NY 12561

Private acres • Country living • Wood stove

Property at 8 Mockingbird Ln, Poughkeepsie, NY 12601, 3 beds, 2 baths

$375,000

3 beds2 baths1,682 sq ft

8 Mockingbird Ln, Poughkeepsie, NY 12601

Listing by Krakower Realty, Ltd.

Property at 1282 Old Post Rd, Ulster Park, NY 12487, 3 beds, 2 baths

$799,000

3 beds2 baths1,728 sq ft

1282 Old Post Rd, Ulster Park, NY 12487

Listing by Four Seasons Sothebys Intl

Property at 28 Hudson Heights Dr #28, Poughkeepsie, NY 12601, 3 beds, 1.5 baths

$360,000

3 beds1.5 baths1,200 sq ft

28 Hudson Heights Dr #28, Poughkeepsie, NY 12601

Listing by Keller Williams Hudson Valley

Property at 28 North Manheim Blvd, New Paltz, NY 12561, 3 beds, 1 bath

$568,000

3 beds1 bath1,170 sq ft

28 North Manheim Blvd, New Paltz, NY 12561

Property at 8 Bills Ln, Milton, NY 12547, 3 beds, 3 baths

$679,000

3 beds3 baths2,580 sq ft

8 Bills Ln, Milton, NY 12547

Listing by eXp Realty

Property at 76 Reservoir Rd, Marlboro, NY 12542, 3 beds, 3.5 baths

$750,000

3 beds3.5 baths2,850 sq ft

76 Reservoir Rd, Marlboro, NY 12542

Listing by Core Real Estate Team

Property at 29 Red Barn Rd, Hyde Park, NY 12538, 3 beds, 1 bath

$290,000

3 beds1 bath1,411 sq ft

29 Red Barn Rd, Hyde Park, NY 12538

Listing by K. Fortuna Realty, Inc.

Property at 93 Albany St, Poughkeepsie, NY 12601, 3 beds, 1.5 baths

$349,999

3 beds1.5 baths1,344 sq ft

93 Albany St, Poughkeepsie, NY 12601

Listing by Exit Realty Connections

Property at 45 Evergreen Ave, Poughkeepsie, NY 12601, 3 beds, 2.5 baths

$750,000

3 beds2.5 baths3,293 sq ft

45 Evergreen Ave, Poughkeepsie, NY 12601

Listing by Epique Realty

Property at 139 N Ohioville Rd, New Paltz, NY 12561, 3 beds, 1 bath

$379,000

3 beds1 bath1,456 sq ft

139 N Ohioville Rd, New Paltz, NY 12561

Listing by eXp Realty

Property at 8 Woodland Dr, Wappingers Falls, NY 12590, 3 beds, 2.5 baths

$675,000

3 beds2.5 baths2,104 sq ft

8 Woodland Dr, Wappingers Falls, NY 12590

Listing by Berkshire Hathaway HS NY Prop

Property at 7 Mount Rose Rd, Marlboro, NY 12542, 3 beds, 2 baths

$720,000

3 beds2 baths2,480 sq ft

7 Mount Rose Rd, Marlboro, NY 12542

Listing by Real Broker NY LLC

Property at 9 Pleasant Valley Ln, Wallkill, NY 12589, 3 beds, 3 baths

$469,000

3 beds3 baths2,352 sq ft

9 Pleasant Valley Ln, Wallkill, NY 12589

Listing by Keller Williams Realty

Property at 2 Merrywood Rd, Wappingers Falls, NY 12590, 3 beds, 2.5 baths

$544,900

3 beds2.5 baths1,652 sq ft

2 Merrywood Rd, Wappingers Falls, NY 12590

Listing by eXp Realty

Based on information submitted to the MLS GRID as of Sun Nov 30 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

3 Bedroom Homes for Sale in Highland

There are currently 11 3 bedroom homes in Highland. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Highland stay on the market for 29 days and receive 5 offers. Popular neighborhoods include Waterfront, Waterfront District, and Mount Carmel Historic District. This map is refreshed with the newest listings in Highland every 15 minutes.

In the past month, 2 homes have been sold in Highland. In addition to houses in Highland, there was also 1 condo, 1 townhouse, and 1 multi-family unit for sale in Highland last month. Find your dream home in Highland using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Highland are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Highland. Our Highland real estate stats and trends will give you more information about home buying and selling trends in Highland. If you're looking to sell your home in the Highland area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Highland with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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