2,231

Highlands, NY Homes

Section Image
  • /49

    $520,000

    • 3 Beds
    • 1.5 Baths
    • 1,557 Sq Ft

    154 Old State Rd, Highland Falls, NY 10928

    Beautifully-updated and meticulously-maintained, this lovely home is located adjacent to the former J.P. Morgan estate (Cragston) and a short walk/drive to West Point, local shops, restaurants, parks, hiking and Hudson Valley attractions! The home features: an eat-in kitchen with modern stainless steel appliances, tastefully-renovated bathrooms, spacious bedrooms with a walkthrough bonus 4th

    John Willis Howard Hanna Rand Realty

    154 Old State Rd, Highland Falls, NY 10928
  • /15

    $1,625 Per Month

    • 1 Bed
    • 1 Bath
    • Apartment for Rent

    3 Pine Terrace Rd Unit 108, Highland Falls, NY 10928

    Private 1 bedroom apartment with heat, water and cooking gas included. Located in Peregrine Mansion, 1.5 miles from the entrance to West Point and steps away from a pharmacy, grocery Marketplace, restaurants and shops located on Main Street in the heart of the Village of Highland Falls. Laundry in lower level. Pets are not permitted.

    Nancy Taylor TAYLOR REAL ESTATE.COM

    3 Pine Terrace Rd Unit 108, Highland Falls, NY 10928
  • 8 Jevens Rd, Highland Falls, NY 10928

    $520,000

    Sold Aug 21, 2025

    8 Jevens Rd, Highland Falls, NY 10928

    • 4 Beds
    • 1,920 Sq Ft
    • Built 1901

    Last Sold Summary

    • 7% Below List Price
    • $271/SF
    • 17 Days On Market

    Current Estimated Value $520,042

    Last Listing Agent Tierney Dodge HomeSmart Homes & Estates

    8 Jevens Rd, Highland Falls, NY 10928
  • /28

    $309,900

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 885 Sq Ft

    34 Lake St, Highland Falls, NY 10928

    Village brick ranch captures the essence of Hudson Valley living with its blend of character, convenience, and historic surroundings! Just minutes from the United States Military Academy at West Point and the scenic Hudson River, this charming home features an eat-in kitchen, generous living room, two spacious bedrooms, and full bath. Beautiful hardwood floors and original woodwork throughout.

    Patricia Tompkins Weichert Realtors

    34 Lake St, Highland Falls, NY 10928
  • /18

    $1,750 Per Month

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft
    • Apartment for Rent

    3 Pine Terrace Rd Unit 210, Highland Falls, NY 10928

    Landlord pays heat, water and cooking gas for this 2 bedroom apartment with many windows in Peregrine Mansion. Located 1.5 miles from the main gate of West Point. Close to restaurants, groceries, pharmacy, shopping, post office and public library. 35 minutes to Air Guard and Stewart International Airport. There is assigned parking and mail delivery inside the main entrance and laundry on the

    Nancy Taylor TAYLOR REAL ESTATE.COM

    3 Pine Terrace Rd Unit 210, Highland Falls, NY 10928
  • 44 Laurel Ln, Highland Falls, NY 10928

    $497,000

    Sold Jun 27, 2025

    44 Laurel Ln, Highland Falls, NY 10928

    • 3 Beds
    • 1.5 Baths
    • 1,778 Sq Ft
    • Built 1967

    Last Sold Summary

    • $280/SF
    • 20 Days On Market

    Current Estimated Value $507,561

    Last Listing Agent Donna Reese KW Hudson Valley Untied

    44 Laurel Ln, Highland Falls, NY 10928
  • /24

    $479,000

    • 4 Beds
    • 2 Baths

    92 Center St, Highland Falls, NY 10928

    Fantastic investment opportunity in the heart of Highland Falls! This well-maintained duplex features two units, each offering 2 bedrooms and 1 full bath, making it ideal for investors or owner-occupants looking to offset their mortgage with rental income. Both units provide comfortable living spaces, functional layouts, and strong rental potential. Features new flooring and freshly painted

    MARCELLA GARCIA Century 21 Alliance Rlty Group

    92 Center St, Highland Falls, NY 10928
  • /24

    $1,825 Per Month

    • 2 Beds
    • 1 Bath
    • House for Rent

    3 Pine Terrace Rd Unit 211, Highland Falls, NY 10928

    Landlord pays heat, water and cooking gas for this newly renovated 2 bedroom apartment in Peregrine Mansion. Privately located, all residents have their own parking space and mailbox delivery inside the main entrance and laundry in the lower level of building. Plenty of common areas with covered porch, new open deck and a surrounding yard. Conveniently located near restaurants, fast food,

    Nancy Taylor TAYLOR REAL ESTATE.COM

    3 Pine Terrace Rd Unit 211, Highland Falls, NY 10928
  • 22 Fawnwood Ln, Fort Montgomery, NY 10922

    $670,000

    Sold Oct 30, 2025

    22 Fawnwood Ln, Fort Montgomery, NY 10922

    • 4 Beds
    • 2.5 Baths
    • 2,273 Sq Ft
    • Built 1996

    Last Sold Summary

    • 1% Below List Price
    • $295/SF
    • 30 Days On Market

    Current Estimated Value $672,714

    Last Listing Agent Deborah Nunziato Howard Hanna Rand Realty

    22 Fawnwood Ln, Fort Montgomery, NY 10922
  • /50

    $910,000

    $15K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 4,573 Sq Ft

    4 Deer Run Trail, Fort Montgomery, NY 10922

    Welcome to 4 Deer Run Trail, a meticulously maintained home located in the scenic hills of Fort Montgomery, offering space, comfort, and stunning mountain views. This expansive residence features 4 bedrooms, 4 full bathrooms, a dedicated home office, and an additional recreation room. With a full finished basement that includes a kitchenette, full bathroom, space for a bedroom, and a private

    Lauren Kelly Howard Hanna Rand Realty

    4 Deer Run Trail, Fort Montgomery, NY 10922
  • /11

    $1,500 Per Month

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • House for Rent

    260 Main St, Highland Falls, NY 10928

    Great space on Main St. One bedroom available now.

    Maureen Arias Keller Williams Realty Partner

    260 Main St, Highland Falls, NY 10928
  • 61 Church St, Highland Falls, NY 10928

    $325,000

    Sold Dec 05, 2025

    61 Church St, Highland Falls, NY 10928

    • 4 Beds
    • 2 Baths
    • 1,662 Sq Ft
    • Built 1890

    Last Sold Summary

    • 18% Below List Price
    • $196/SF
    • 45 Days On Market

    Current Estimated Value $353,344

    Last Listing Agent Jennifer Gargiulo Corcoran Baer & McIntosh

    61 Church St, Highland Falls, NY 10928
  • /2

    $235,000

    Pending
    • 2 Beds
    • 1 Bath
    • 2,780 Sq Ft

    51 Mearns Ave, Highland Falls, NY 10928

    PRICED TO SELL - Investor Opportunity!Don't miss this rare chance to own a single-family home with potential for possible conversion back to a two-family, subject to building department approval. Ideal for investors or savvy buyers looking to maximize value.Property features an oversized garage, ample off-street parking, and sits on a generous 0.31 acre lot. Square footage represents

    Eileen Regan Eileen Regan Real Estate Inc

    51 Mearns Ave, Highland Falls, NY 10928
  • /17

    $2,150 Per Month

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft
    • Apartment for Rent

    5 Canterbury Rd, Fort Montgomery, NY 10922

    This lovely, one-bedroom, top-floor unit includes essential utilities (heat, hot water, electricity, sewer, cable and internet) and boasts beautiful mountain views from its deck. Nestled in a rustic, custom-built barn, this 550-square-foot apartment was recently refurbished and is fully furnished and move-in ready. (landlord will remove furniture if not wanted). Located less than four miles from

    Lyra Blumenthal RE/MAX Benchmark Realty Group

    5 Canterbury Rd, Fort Montgomery, NY 10922
  • 18 St Thomas Place, Highland Falls, NY 10928

    $670,000

    Sold May 15, 2026

    18 St Thomas Place, Highland Falls, NY 10928

    • 3 Beds
    • 2.5 Baths
    • 2,424 Sq Ft
    • Built 1989

    Last Sold Summary

    • 4% Below List Price
    • $276/SF
    • 140 Days On Market

    Current Estimated Value $673,127

    Last Listing Agent Erin Connolly-Frontino Artisan Realty

    18 St Thomas Place, Highland Falls, NY 10928
  • /41

    $439,000

    $3K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,206 Sq Ft

    46 Fort Putnam St, Highland Falls, NY 10928

    Come be part of a cozy and charming community on a quiet dead-end street. This classic old-school Colonial offers warmth, comfort, and timeless character with hardwood floors throughout and nothing to do but move in—unless you'd like to add your own paint colors. Enjoy the enclosed front porch, perfect for a sitting area, small home office, or extra storage. Inside, the home features a formal

    Nicole Renda IBNA Real Estate Group

    46 Fort Putnam St, Highland Falls, NY 10928
  • /8

    $1,700 Per Month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    5 Old State Rd Unit 2, Highland Falls, NY 10928

    Apartment for lease in the Village of Highland Falls. Bright One-bedroom flooring located on the outskirts of the village close to Fort Montgomery, also a short drive to Bear Mountain Park and Metro North Train stations in Garrison or Peekskill .

    Demetrius Selby Keller Williams Realty Partner

    5 Old State Rd Unit 2, Highland Falls, NY 10928
  • 20 South St, Highland Falls, NY 10928

    $435,000

    Sold Aug 29, 2025

    20 South St, Highland Falls, NY 10928

    • 3 Beds
    • 2.5 Baths
    • 1,734 Sq Ft
    • Built 1997

    Last Sold Summary

    • $251/SF
    • 56 Days On Market

    Current Estimated Value $448,743

    Last Listing Agent Mishara Canino Robert A. McCaffrey Realty Inc

    20 South St, Highland Falls, NY 10928
  • /30

    $347,000

    Pending
    • 2 Beds
    • 1 Bath
    • 917 Sq Ft

    1 Bridge Terrace, Fort Montgomery, NY 10922

    A wonderful home in the Hudson Highlands, 1 Bridge Terrace is the classically crafted, yet updated house you've been searching for. Built in 1946 and remodeled extensively since 2019, this one level Bungalow is filled with unique touches. Park in the driveway, a short distance to the glass front door. Up original river rock lined steps, find the entryway. Inside, the enclosed three-season porch

    Paul Leis North Country Sothebys Int Rlt

    1 Bridge Terrace, Fort Montgomery, NY 10922
  • 99 Mountain Ave, Highland Falls, NY 10928

    $2,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Apartment for Rent

    99 Mountain Ave, Highland Falls, NY 10928

    All new construction duplex building unit featuring 1,200sqft, 2 bedrooms and 2 full bathrooms. Off of the main road (Mountain Avenue) and very private, quiet and safe at the top of the hill. A mountain brook runs through the back of the property for a serene setting right in the village. Plenty of off street parking. Less than one mile walk to West Point's 2 main gates, both Stony Lonesome and

    Joe Galu Keller Williams Realty

    99 Mountain Ave, Highland Falls, NY 10928
  • 11 Lake St, Highland Falls, NY 10928

    $293,000

    Sold Sep 16, 2025

    11 Lake St, Highland Falls, NY 10928

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • Built 1955

    Last Sold Summary

    • 9% Above List Price
    • $376/SF
    • 34 Days On Market

    Current Estimated Value $293,231

    Last Listing Agent Omar Harper Epique Realty

    11 Lake St, Highland Falls, NY 10928
  • /28

    $1,125,000

    • 4 Beds
    • 3 Baths
    • 2,314 Sq Ft

    22 Weyant Rd, Fort Montgomery, NY 10922

    Step into this stunning contemporary home, where soaring ceilings and intentional design create a truly elevated experience, set on an acre of land, on the private picturesque hills of Fort Montgomery. Flooded with natural light, the open concept floor plan seamlessly connects the kitchen, dining, and living areas, including two fireplaces. Perfect for entertaining or relaxing. This meticulously

    Tierney Dodge HomeSmart Homes & Estates

    22 Weyant Rd, Fort Montgomery, NY 10922
  • /9

    $2,000 Per Month

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    12 Mountain Ave, Highland Falls, NY 10928

    Cozy small 2-bedroom home available for rent in a quiet neighborhood. This home features two comfortable bedrooms, one bathroom, a small living room, and a functional kitchen with cabinet space and appliances. The property offers natural light throughout and a simple, easy-to-maintain layout. The home includes a private entrance, and off-street parking. Conveniently located near local shops,

    Demetrius Selby Keller Williams Realty Partner

    12 Mountain Ave, Highland Falls, NY 10928
  • 111 Firefighters Memorial Dr, Fort Montgomery, NY 10922

    $700,000

    Sold Aug 06, 2025

    111 Firefighters Memorial Dr, Fort Montgomery, NY 10922

    • 7 Beds
    • 4 Baths
    • 3,211 Sq Ft
    • Built 1941

    Last Sold Summary

    • 1% Above List Price
    • $218/SF
    • 51 Days On Market

    Last Listing Agent John Perrone Coldwell Banker Realty

    111 Firefighters Memorial Dr, Fort Montgomery, NY 10922
  • /10

    $335,000

    Pending
    • 3 Beds
    • 1 Bath
    • 996 Sq Ft

    20 Walker Rd, Highland Falls, NY 10928

    Welcome to this beautifully maintained ranch-style home in Highland Falls. This charming property features 3 bedrooms, 1 full bath, and approximately 996 sq ft of comfortable living space. The home offers hardwood floors, a bright eat-in kitchen, and a functional layout perfect for everyday living. Fully renovated a few year ago, the property combines modern updates with classic charm. Outside,

    Paula Rostron Keller Williams Hudson Valley

    20 Walker Rd, Highland Falls, NY 10928
  • /10

    $2,600 Per Month

    • 3 Beds
    • 2 Baths
    • 1,790 Sq Ft
    • House for Rent

    16 Cozzens Ave, Highland Falls, NY 10928

    Welcome to this beautifully maintained 3-bedroom, 2-full-bathroom home offering comfort, space, and convenience. This inviting property features a spacious living area with abundant natural light, ample cabinet and counter space, and a comfortable dining area perfect for meals or entertaining guests.

    Demetrius Selby Keller Williams Realty Partner

    16 Cozzens Ave, Highland Falls, NY 10928
  • 8 Fostoria St, Highland Falls, NY 10928

    $315,000

    Sold Dec 12, 2025

    8 Fostoria St, Highland Falls, NY 10928

    • 4 Beds
    • 2.5 Baths
    • 1,309 Sq Ft
    • Built 1923

    Last Sold Summary

    • 5% Above List Price
    • $241/SF
    • 28 Days On Market

    Current Estimated Value $326,685

    Last Listing Agent MARIA FUERTES K. Fortuna Realty, Inc.

    8 Fostoria St, Highland Falls, NY 10928
  • /6

    $140,000

    Pending
    • 2 Beds
    • 1 Bath
    • 693 Sq Ft

    153 Mine Rd Unit 81, Highland Falls, NY 10928

    New 2 bedroom manufactured home. $140,000 + tax. This family friendly community is also pet friendly. Monthly site fee is $650.00. Located only 35 miles from NYC. The scenic beauty of the area is just one of the benefits of living here. The congenial nature of the residents in the park and the town is another. Exploring the beauty of nature in one of the close state parks or the historic West

    Darice Joerman Garden Homes Management

    153 Mine Rd Unit 81, Highland Falls, NY 10928
  • /19

    $1,750 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    3 Pine Terrace Rd Unit 206, Highland Falls, NY 10928

    Landlord pays heat, water and cooking gas for this roomy one bedroom apartment. Eat in kitchen open to living room with non working marble fireplace and one bedroom with two closets. Located off Main Street and steps away from Walgreens pharmacy, restaurant and groceries. Peregrine Mansion offers individual mail delivery inside the main entrance and a laundry on the lower level. Plenty of common

    Nancy Taylor TAYLOR REAL ESTATE.COM

    3 Pine Terrace Rd Unit 206, Highland Falls, NY 10928
  • 6 Lakeview Dr, Fort Montgomery, NY 10922

    $499,000

    Sold Sep 04, 2025

    6 Lakeview Dr, Fort Montgomery, NY 10922

    • 3 Beds
    • 2.5 Baths
    • 2,163 Sq Ft
    • Built 2010

    Last Sold Summary

    • $231/SF
    • 16 Days On Market

    Current Estimated Value $511,487

    Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group

    6 Lakeview Dr, Fort Montgomery, NY 10922

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home