Vintage homes for sale & real estate in Highlands, NY

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ABOUT THIS HOME
Vintage Home for sale in Highlands, NY:
West Point investor alert! This better than new, meticulously kept two-family home has it all! Offering unbeatable convenience—steps to local shops, dining, and only 1/4 mile to the main West Point gate. Fully move-in ready with modern upgrades throughout, making it an ideal investment or perfect for an owner-occupant seeking rental income. Both apartments feature open-concept kitchens with stainless steel appliances, granite countertops, and generous living spaces. Each unit is equipped with high-efficiency boilers, on-demand hot water, and radiant floor heating for exceptional comfort. The lower unit offers no-step living, ideal for tenants requiring easy accessibility. Each bedroom

$649,000

6 beds2 baths2,400 sq ft

8 Mccullums Ln, Highland Falls, NY 10928

Two-family home • Granite countertops • On-demand hot water

Listing by Artisan Realty

ABOUT THIS HOME
Vintage Home for sale in Highlands, NY:
5 Bedroom 3 Bathroom 12 Rooms including basement. 2,573 sq ft home within a 0.537 acres is an entertainers dream!! Central Air/2 zones Natural Gas Municipal Water and Sewer Stand up full accessible attic 4 2nd floor large bedrooms ensuite walk-in closet/large full bath 2nd floor laundry 1st floor bedroom with French Doors Large Yard with spectacular Views Pool Too much to list! Overlooking Roe Park with ring side seats to park baseball games and 4th of July activities and Fireworks. Walking distance to West Point this is also an investors dream, as this home has endless rental options! The area boasts hiking and boundless history. Easy commute to Westchester/NYC by car or by rail. Communi

$665,000

5 beds3 baths2,573 sq ft

94 Mearns Ave, Highland Falls, NY 10928

Accessible attic • Large yard • Spectacular views

Listing by Corcoran Baer & McIntosh

ABOUT THIS HOME
Vintage Home for sale in Highlands, NY:
Nestled in the heart of Highland Falls and a stone's throw from the prestigious West Point Military Academy and Museum, this charming 3-bedroom, 1-bathroom detached home offers an exceptional living experience at 17 Schneider Ave. With a modest yet inviting 1163 sq ft of interior space, this property presents an unparalleled opportunity to own a piece of tranquility while being minutes away from the natural beauty of Bear Mountain State Park. As you enter, the warmth of the living space welcomes you, setting the tone for a cozy and comfortable home environment offering privacy and comfort for all family members. The bathroom is well-appointed, serving the needs of a modern lifestyle. This p

$336,000

3 beds1 bath1,163 sq ft

17 Schneider Ave, Highland Falls, NY 10928

2,988 sq ft lot • 2 parking spots • Built 1915

Listing by eRealty Advisors, Inc

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ABOUT THIS HOME
Vintage Home for sale in Highlands, NY:
Welcome to this charming 3-bedroom, 2-bathroom ranch-style home, perfectly situated on a quaint cul-de-sac in the heart of Cornwall, NY. This cozy, beautifully renovated property offers a delightful blend of comfort and modern convenience, making it an ideal choice for first-time buyers, downsizers, or anyone seeking a tranquil retreat. The kitchen is a true gem, featuring warm oak wood floors, granite countertops, and new appliances, including a brand-new refrigerator and dishwasher. The intimate dining area, enhanced by vaulted ceilings and two skylights, provides a perfect space for beautiful meals and entertaining guests. The living room, bathed in natural light, opens through French do

$460,000

3 beds2 baths1,418 sq ft

17 Perry Rd, Cornwall, NY 12518

6,098 sq ft lot • Built 1952 • Listed 6 days

Listing by Compass Greater NY, LLC

ABOUT THIS HOME
Vintage Home for sale in Highlands, NY:
Step into this stunning loft-style duplex, where soaring ceilings and seasonal Hudson River views create an airy, inviting atmosphere. Ideally located just minutes from the Peekskill train station, vibrant waterfront, and acclaimed local dining, this home combines style, comfort, and convenience. The main level features an open-concept living and dining area bathed in natural light from brand-new oversized windows. The updated kitchen offers sleek stainless-steel appliances—perfect for both cooking and entertaining—while a renovated powder room adds everyday ease. Upstairs, the spacious primary suite includes a bright, fully renovated bathroom and a generous walk-in closet. The

$449,500

2 beds2.5 baths1,412 sq ft

16 Waterview Est, Peekskill, NY 10566

Loft-style duplex • Updated kitchen • $782 HOA

Listing by William Raveis-New York LLC

ABOUT THIS HOME
Vintage Home for sale in Highlands, NY:
Charming, move-in-ready cottage in the heart of Nelsonville — just minutes from the village of Cold Spring and Metro-North. This beautifully maintained home combines classic Hudson Valley character with modern updates. The inviting main level features a light-filled living area, updated kitchen with butcher-block countertops and new appliances, and a renovated full bath. Upstairs, two comfortable bedrooms offer peaceful retreats with tree-lined views. A full-height, walk out basement provides flexible bonus space for a workshop, studio, or storage. Outside, enjoy the manageable lot size and the ease of village living — walk to coffee shops, trails, and Main Street restaurants. W

$439,000

2 beds1 bath1,248 sq ft

6 Fishkill Rd, Cold Spring, NY 10516

1,681 sq ft lot • Built 1915 • Listed 27 days

Listing by House Finch Realty, LLC

ABOUT THIS HOME
Vintage Home for sale in Highlands, NY:
Charming Historic Retreat in GARRISON/COLD SPRING- Just over an hour from Manhattan ! Beautifully renovated early 20th -century schoolhouse, now a stylish 3-bedroom , 2 bathroom haven. Nestled in the scenic Hudson Valley, this unique property features: A spacious open-concept eat-in kitchen perfect for entertaining Cozy wood-burning pellet fireplace for year around warmth Inground heated saltwater pool for luxurious outdoor living Fully fenced deck, patio and spacious yard for ultimate privacy Minutes access to Metro-North train station for easy city commutes Just 5 minutes from the charming Village of Cold Spring w riverfront, dining , cafes and shops Whether you are seeking a full time r

$849,000

3 beds2 baths1,551 sq ft

1136 Route 9D, Garrison, NY 10524

Historic retreat • Fully fenced deck • 0.75 acre lot

Listing by Corcoran Country Living

ABOUT THIS HOME
Vintage Home for sale in Highlands, NY:
If you’re looking to be close to Cold Spring Main Street while still enjoying the beauty of nature in a private setting, this home is for you! Located in the Village of Nelsonville, just minutes from the Hudson riverfront, Metro-North Cold Spring station, hiking trails, and the Haldane Central School District. The main level offers everything you need on one floor, including a living room, dining area, kitchen, three bedrooms, and a full bathroom. Off the dining area, a back deck provides a perfect spot to enjoy mountain views with your morning coffee or summer meals. The deck stairs lead to a fire pit area and a shed for outdoor storage. The basement adds approximately 440 square fee

$590,000

3 beds1 bath1,042 sq ft

47 Healy Rd, Cold Spring, NY 10516

Finished space • One car garage • Fire pit area

Listing by Houlihan Lawrence Inc.

ABOUT THIS HOME
Vintage Home for sale in Highlands, NY:
Charming 1902 Colonial in the Heart of Cornwall! Welcome to this timeless historic gem—rich in character, full of charm, and offering the modern conveniences you need. Ideally located near the center of desirable Cornwall, this classic home features 3 bedrooms (plus a 4th room could be a small bedroom or office), 2 bathrooms - both updated and newly renovated; as well a full unfinished basement that provides ample storage or potential for future living space. Step onto the beautiful wraparound porch, with access from both the front entry and the formal dining room—perfect for relaxing or entertaining. Inside, you’ll find original woodwork, crown molding, and stunning h

$595,000

3 beds2 baths2,194 sq ft

5 Bede Ter, Cornwall, NY 12518

Custom paver patio • Wraparound porch • 9,583 sq ft lot

Listing by RE/MAX Benchmark Realty Group

Property at 1 Angola Rd, Cornwall, NY 12518, 6 beds, 2.5 baths

$699,000

6 beds2.5 baths4,092 sq ft

1 Angola Rd, Cornwall, NY 12518

Listing by Keller Williams Realty

Property at 63 Manitou Station Rd, Garrison, NY 10524, 3 beds, 2 baths

$950,000

3 beds2 baths1,918 sq ft

63 Manitou Station Rd, Garrison, NY 10524

Listing by Houlihan Lawrence Inc.

Property at 8 Ayers Rd, Tomkins Cove, NY 10986, 3 beds, 2 baths

$750,000

3 beds2 baths1,550 sq ft

8 Ayers Rd, Tomkins Cove, NY 10986

Listing by Ellis Sotheby's Intl Realty

Property at 1070 Route 9D, Garrison, NY 10524, 8 beds, 6 baths

$4,995,000

8 beds6 baths10,626 sq ft

1070 Route 9D, Garrison, NY 10524

Listing by Coldwell Banker Realty

Property at 33 Mailler Ave, Cornwall, NY 12518, 3 beds, 2 baths

$429,000

3 beds2 baths1,165 sq ft

33 Mailler Ave, Cornwall, NY 12518

Listing by Capital Estate Realty LLC

Property at 11 Russell St, Cornwall, NY 12518, 3 beds, 1 bath

$375,000

3 beds1 bath1,116 sq ft

11 Russell St, Cornwall, NY 12518

Listing by Smitchger Realty

Property at 6 Erin Ct, Cornwall, NY 12518, 3 beds, 1 bath

$460,000

3 beds1 bath1,380 sq ft

6 Erin Ct, Cornwall, NY 12518

Listing by River Realty Services, Inc.

Property at 237 Mineral Springs Rd, Highland Mills, NY 10930, 5 beds, 3.5 baths

$975,000

5 beds3.5 baths5,700 sq ft

237 Mineral Springs Rd, Highland Mills, NY 10930

Listing by Greene Realty Group

Property at 20 Continental Rd, Cornwall, NY 12518, 2 beds, 2 baths

$400,000

2 beds2 baths1,653 sq ft

20 Continental Rd, Cornwall, NY 12518

Listing by RE/MAX Benchmark Realty Group

Property at 39 Frost Ln, Cornwall, NY 12518, 3 beds, 2.5 baths

$659,000

3 beds2.5 baths1,730 sq ft

39 Frost Ln, Cornwall, NY 12518

Listing by Howard Hanna Rand Realty

Property at 31 Paradise Hl, Highland Mills, NY 12518, 2 beds, 1 bath

$279,000

2 beds1 bath690 sq ft

31 Paradise Hl, Highland Mills, NY 12518

Listing by RE/MAX Benchmark Realty Group

Property at 29 Washington St, Cornwall On Hudson, NY 12520, 2 beds, 1.5 baths

$479,900

2 beds1.5 baths1,673 sq ft

29 Washington St, Cornwall On Hudson, NY 12520

Listing by RE/MAX Benchmark Realty Group

Property at 24 Mountain Ave, Cold Spring, NY 10516, 5 beds, 1.5 baths

$1,250,000

5 beds1.5 baths2,806 sq ft

24 Mountain Ave, Cold Spring, NY 10516

Listing by Houlihan Lawrence Inc.

Property at 23 Maple Rd, Cornwall On Hudson, NY 12520, 8 beds, 4.5 baths

$1,375,000

8 beds4.5 baths6,594 sq ft

23 Maple Rd, Cornwall On Hudson, NY 12520

Listing by Christie's Int. Real Estate

Based on information submitted to the MLS GRID as of Tue Dec 02 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.

Vintage Homes for Sale in Highlands

There are currently 3 vintage homes for sale in Highlands at a median listing price of $399K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Highlands stay on the market for 36 days and receive 3 offers. Popular neighborhoods include Mountainville. This map is refreshed with the newest listings in Highlands every 15 minutes.

In the past month, 3 homes have been sold in Highlands. In addition to houses in Highlands, there was also 1 condo, 1 townhouse, and 1 multi-family unit for sale in Highlands last month. Find your dream home in Highlands 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 Highlands are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Highlands. Our Highlands real estate stats and trends will give you more information about home buying and selling trends in Highlands. If you're looking to sell your home in the Highlands area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Highlands with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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