Highlands, NY Homes

• 

  

  /2

  $549,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,480 Sq Ft

  Unlisted Address

  Footsteps to the Hudson River and minutes to Bear Mountain State Park and historic Fort Montgomery! Tucked away at the end of a wooded dead-end street, this 1.5-acre property offers privacy, mountain views, and views of the iconic Bear Mountain Bridge.Excellent commuter location near Route 9W, Palisades Parkway, NYS Thruway, and Peekskill Metro-North. Coming Soon.. On market date 3.3.2026

  

  Erin Connolly-Frontino

  Artisan Realty

  (329) 207-0729

  Unlisted Address
• Explore Highlands

• 

  

  

  /9

  $2,550 Per Month

  • 3 Beds
  • 1 Bath
  • 840 Sq Ft
  • Apartment for Rent

  29 Tobins Ln Unit 2, Highland Falls, NY 10928

  Completely renovated three bedroom and one bathroom apartment in Highland Falls! This second floor units kitchen features brand new stainless steel appliances including a dishwasher, beautiful granite countertops and a small dining area. Private washer and dryer are also located in the kitchen. The unit has nicely refinished hardwood floors that run throughout the entire level. This great rental

  

  Gillian Kelley

  HomeSmart Homes & Estates

  (329) 219-0148

  29 Tobins Ln Unit 2, Highland Falls, NY 10928
• 

  $414,500

  Sold Jul 23, 2025

  49 Corbin Hill Rd, Fort Montgomery, NY 10922

  • 2 Beds
  • 2.5 Baths
  • 1,670 Sq Ft
  • Built 2004

  Last Sold Summary

  • $248/SF
  • 37 Days On Market

  Last Listing Agent Alfred Bruno Berkshire Hathaway HS NY Prop

  49 Corbin Hill Rd, Fort Montgomery, NY 10922
• 

  

  /2

  Est $448,052

  Not Listed For Sale

  8 Schneider Ave, Highland Falls, NY 10928

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1960

  8 Schneider Ave, Highland Falls, NY 10928
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  /24

  $399,999

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  55 West St, Highland Falls, NY 10928

  Gorgeous views from the expanded front porch are just the beginning of all the wonderful things this 3 bedroom 2 bath home offers! Welcome home to 55 West St. Highland Falls NY! This beautiful home offers a huge updated country kitchen with everyday dining and laundry! Spacious living room with wood floors and large windows that make it nice and bright! The Primary Bedroom is located on the first

  

  Erin Connolly-Frontino

  Artisan Realty

  (329) 219-0785

  55 West St, Highland Falls, NY 10928
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  /17

  Starting at $2,000 Per Month

  • 1 - 2 Beds

  9 Catherine St, Highland Falls, NY 10928

  Please call 845-838-1700 for more information. Thank you.

  (845) 305-6425

  9 Catherine St, Highland Falls, NY 10928
• 

  $325,000

  Sold Feb 16, 2026

  17 Schneider Ave, Highland Falls, NY 10928

  • 3 Beds
  • 1 Bath
  • 1,163 Sq Ft
  • Built 1915

  Last Sold Summary

  • 3% Below List Price
  • $279/SF
  • 50 Days On Market

  Current Estimated Value $317,525

  Last Listing Agent Hershel Reisz eRealty Advisors, Inc

  17 Schneider Ave, Highland Falls, NY 10928
• 

  Est $492,998

  Not Listed For Sale

  16 Lakeview Dr, Fort Montgomery, NY 10922

  • 3 Beds
  • 2.5 Baths
  • 1,895 Sq Ft
  • Built 2018

  16 Lakeview Dr, Fort Montgomery, NY 10922

  Last Sold Summary

  • 14 Days On Market
• 

  

  /30

  $372,500

  • 3 Beds
  • 1 Bath
  • 1,287 Sq Ft

  9 Hickory St, Highland Falls, NY 10928

  Welcome to 9 Hickory Street in the village of Highland Falls! This beautifully updated ranch style home combines timeless charm with modern convenience. Offering 3 bedrooms, 1 full bath, this move-in-ready residence features hardwood floors, central air, and a bright, functional layout designed for comfortable everyday living. The spacious living area flows seamlessly into the eat-in kitchen,

  

  Gillian Kelley

  HomeSmart Homes & Estates

  (329) 210-2017

  9 Hickory St, Highland Falls, NY 10928
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  /31

  $1,995 Per Month

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

  27 Webb Ln Unit 1N, Highland Falls, NY 10928

  Charming 1-Bedroom Apartment with River Views Near Buttermilk Falls! Tucked away at the end of a quiet dead-end street, this spectacularly renovated mansion offers a rare opportunity to lease a spacious 1-bedroom apartment — combining historic charm, scenic beauty, and proximity to town conveniences. Apartment Features:1 Large Bedroom Oversized Living Room with working original fireplace & a

  

  Erin Connolly-Frontino

  Artisan Realty

  (329) 213-1529

  27 Webb Ln Unit 1N, Highland Falls, NY 10928
• 

  $480,000

  Sold Apr 15, 2026

  15 Walker Rd, Highland Falls, NY 10928

  • 1 Bed
  • 1 Bath
  • 1,245 Sq Ft
  • Built 1950

  Last Sold Summary

  • 7% Above List Price
  • $386/SF
  • 9 Days On Market

  Current Estimated Value $452,406

  Last Listing Agent Derek Greene Greene Realty Group

  15 Walker Rd, Highland Falls, NY 10928
• 

  Not Listed For Sale

  67 Corbin Hill Rd, Fort Montgomery, NY 10922

  • 3 Beds
  • 2.5 Baths
  • 1,892 Sq Ft
  • Built 2004

  67 Corbin Hill Rd, Fort Montgomery, NY 10922

  Last Sold Summary

  • 38 Days On Market
• 

  

  /29

  $859,000

  $41K PRICE DROP

  • 6 Beds
  • 6 Baths

  27 Church St, Highland Falls, NY 10928

  Calling all investors or owner occupied investors!! It should say can live in one side and rent. The other helps pay your mortgage and expenses.BEAUTIFUL Townhome style side x side bilevel. Fully equipped spacious eat-in kitchen, with LG Appliances, quartz countertop w/island/bar stool seating, open floor plan. Roomy living room, dining room, sliding doors to deck/yard, awaiting the gardener in

  Maureen Arias Keller Williams Realty Partner

  27 Church St, Highland Falls, NY 10928
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  /2

  Starting at $1,500 Per Month

  • Studio

  17 Prospect St, Highland Falls, NY 10928

  (833) 958-5406

  17 Prospect St, Highland Falls, NY 10928
• 

  $330,000

  Sold Jul 11, 2025

  5 Owens Farm Rd, Highland Falls, NY 10928

  • 3 Beds
  • 1.5 Baths
  • 1,132 Sq Ft
  • Built 1973

  Last Sold Summary

  • $292/SF
  • 5 Days On Market

  Current Estimated Value $364,764

  Last Listing Agent Kewin Garabito eXp Realty

  5 Owens Farm Rd, Highland Falls, NY 10928
• 

  Est $493,734

  Not Listed For Sale

  11 Lakeview Dr, Fort Montgomery, NY 10922

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 2018

  11 Lakeview Dr, Fort Montgomery, NY 10922

  Last Sold Summary

  • 12 Days On Market
• 

  

  /50

  $625,000

  • 4 Beds
  • 2 Baths
  • 1,652 Sq Ft

  2 Drury Ln, Highland Falls, NY 10928

  Wake up to breathtaking, year-round Hudson River views from this beautifully maintained home, ideally situated on a peaceful cul-de-sac in one of Highland Falls' most picturesque settings. Filled with natural light, the home offers gleaming hardwood floors, an updated kitchen with granite countertops, and a flexible four-bedroom, two-bath layout designed for comfortable living and effortless

  Martin Remo RE/MAX Prime Properties

  2 Drury Ln, Highland Falls, NY 10928
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  /14

  $2,300 Per Month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  30 Center St, Highland Falls, NY 10928

  Check out this High Quality hidden gem in the center of Highland Falls! Fully renovated three story two bedroom apartment with a bonus room for an office, walk-in closet or nursey. This apartment features its own covered deck, a full basement with personal washer and dryer, granite countertops in the kitchen and bathroom with beautiful porcelain subway tile backsplash and shower surround. High

  

  Gillian Kelley

  HomeSmart Homes & Estates

  (329) 666-0605

  30 Center St, Highland Falls, NY 10928
• 

  $425,000

  Sold Aug 11, 2025

  29 Tobins Ln, Highland Falls, NY 10928

  • 6 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1950

  Last Sold Summary

  • 1% Below List Price
  • $253/SF
  • 17 Days On Market

  Current Estimated Value $430,653

  Last Listing Agent Naomi Catania Picture It Sold, LLC

  29 Tobins Ln, Highland Falls, NY 10928
• 

  Est $417,795

  Not Listed For Sale

  94 Corbin Hill Rd, Fort Montgomery, NY 10922

  • 2 Beds
  • 2.5 Baths
  • 1,670 Sq Ft
  • Built 1990

  94 Corbin Hill Rd, Fort Montgomery, NY 10922

  Last Sold Summary

  • 23 Days On Market
• 

  

  /14

  $485,000

  $14K PRICE DROP Pending

  • 3 Beds
  • 1 Bath
  • 1,692 Sq Ft

  17 Regina Rd, Highland Falls, NY 10928

  HUDSON VIEWS. HUGE CORNER LOT. ONE-LEVEL LIVING. Plus a separate basement entrance ready for an in-law suite or income-producing space.Welcome to 17 Regina Road, set in a quiet neighborhood with a solid foundation and endless potential. Enjoy a functional layout, bright living spaces, and the ability to update and customize to your vision. The home offers space to add an additional bathroom

  Erin Helle eXp Realty

  17 Regina Rd, Highland Falls, NY 10928
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  /3

  $4,300 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft
  • Condo for Rent

  78 Roe Ave, Highland Falls, NY 10928

  Welcome to your new home in Highland Falls, NY! This charming property offers an inviting space perfect for anyone looking to enjoy the tranquility of this lovely area while still being close to all the amenities you need.Key property features include comfortable spacious bedrooms and bathrooms, providing a functional living space that meets your needs. With ample floor area, you’ll have

  (475) 250-1941

  78 Roe Ave, Highland Falls, NY 10928
• 

  $660,000

  Sold Apr 21, 2026

  8 McCullums Ln, Highland Falls, NY 10928

  • 6 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1955

  Last Sold Summary

  • 2% Above List Price
  • $275/SF
  • 85 Days On Market

  Current Estimated Value $577,605

  Last Listing Agent Erin Connolly-Frontino Artisan Realty

  8 McCullums Ln, Highland Falls, NY 10928
• 

  Not Listed For Sale

  3 Villa Pkwy, Highland Falls, NY 10928

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 2024

  3 Villa Pkwy, Highland Falls, NY 10928

  Last Sold Summary

  • 133 Days On Market
• 

  

  /33

  $395,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  24 Ondaora Pkwy, Highland Falls, NY 10928

  Don’t miss this opportunity to own a 3 bedroom, 2 full bathroom home with in desirable Ondaora Park near West Point. Highlights include a wood-burning fireplace, a large backyard perfect for entertaining, and hardwood floors throughout, with more hardwood beneath carpet in the primary bedroom and living room ready to be uncovered. Located within the Highland Falls Central School District. Being

  Carly Graber HVG Realty, Inc.

  24 Ondaora Pkwy, Highland Falls, NY 10928
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  /6

  $2,500 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,392 Sq Ft
  • House for Rent

  31 Wildwood Ridge, Fort Montgomery, NY 10922

  Tucked away on a dead end street you'll find paradise! Unique arts and craft home featuring 2 bedrooms, plus large bonus room could be used as 3rd bedroom, and 1 1/2 bathrooms, large deck, washer/ dryer hookup and so much more.

  

  Erin Connolly-Frontino

  Artisan Realty

  (329) 777-5581

  31 Wildwood Ridge, Fort Montgomery, NY 10922
• 

  $795,000

  Sold Apr 15, 2026

  3 Eagle Crest, Fort Montgomery, NY 10922

  • 6 Beds
  • 2.5 Baths
  • 3,197 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Below List Price
  • $249/SF
  • 11 Days On Market

  Current Estimated Value $805,116

  Last Listing Agent John Willis Howard Hanna Rand Realty

  3 Eagle Crest, Fort Montgomery, NY 10922
• 

  Not Listed For Sale

  0 Villa Pkwy Unit KEYH6290431, Highlands, NY 10928

  0 Villa Pkwy Unit KEYH6290431, Highlands, NY 10928

  Last Sold Summary

  • 54 Days On Market
• 

  

  /26

  $309,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 906 Sq Ft

  61 Kleitz Ave, Highland Falls, NY 10928

  Nestled in the heart of the Village of Highland Falls, this charming and thoughtfully updated 3-bedroom ranch places you just moments from the scenic Hudson River and the renowned United States Military Academy at West Point. Located on a quiet, walkable street, the home offers easy access to local shops, restaurants, parks, and the everyday conveniences that make this historic Hudson Valley town

  Alyse Toffel KW Hudson Valley Untied

  61 Kleitz Ave, Highland Falls, NY 10928
• 

  /2

  $775

  Total Monthly Price

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

  68 Canterbury Rd, Fort Montgomery, NY 10922

  "ROOM "FOR RENT not a house. shared bathroom, electric and water are includeparking spot include 24/7kitchen avalible no couplesno petsone mile away from palisade parkwaynear to west point academy

  68 Canterbury Rd, Fort Montgomery, NY 10922
• 

  $550,000

  Sold Apr 28, 2026

  751 Route 9w, Fort Montgomery, NY 10922

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft
  • Built 1850

  Last Sold Summary

  • 10% Above List Price
  • $265/SF
  • 21 Days On Market

  Current Estimated Value $530,733

  Last Listing Agent Jose Reyes eXp Realty

  751 Route 9w, Fort Montgomery, NY 10922
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  Not Listed For Sale

  37 Drew Ave, Highland Falls, NY 10928

  • 5 Beds
  • 4 Baths
  • 4,431 Sq Ft
  • Built 1950

  37 Drew Ave, Highland Falls, NY 10928

  Last Sold Summary

  • 37 Days On Market
• 

  

  /22

  $429,000

  • 4 Beds
  • 2 Baths
  • 1,554 Sq Ft

  13 Murphy Rd, Fort Montgomery, NY 10922

  Nestled on a quiet cul-de-sac in the desirable community of Fort Montgomery, this charming Colonial offers the perfect blend of comfort, convenience, and outdoor recreation. Featuring 4 bedrooms and 2 full bathrooms, this single-family home provides a spacious and functional layout for everyday living. The home includes a partially finished basement, offering additional living space ideal for a

  Linda Perry Coldwell Banker Realty

  13 Murphy Rd, Fort Montgomery, NY 10922
• 

  

  /20

  $2,795 Per Month

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  51 Schneider Ave Unit 2A, Highland Falls, NY 10928

  Bright and spacious apartment. All modern appliances and bathroom fixtures. Ceramic-tiled kitchen floor and backsplash, and bathroom floor and walls. Laundry facility onsite. Off-street parking and storage available. No smoking. Landlord reserves the right to approve any pets. Tenant covers utilities.

  William Schunk Schunk Realty Group

  51 Schneider Ave Unit 2A, Highland Falls, NY 10928
• 

  $330,000

  Sold Nov 05, 2025

  22 South St, Highland Falls, NY 10928

  • 3 Beds
  • 1.5 Baths
  • 1,178 Sq Ft
  • Built 1900

  Last Sold Summary

  • $280/SF
  • 53 Days On Market

  Current Estimated Value $333,026

  Last Listing Agent Mishara Canino Robert A. McCaffrey Realty Inc

  22 South St, Highland Falls, NY 10928
• 

  Est $396,567

  Not Listed For Sale

  13 Locust Ln, Fort Montgomery, NY 10922

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft
  • Built 1920

  13 Locust Ln, Fort Montgomery, NY 10922

  Last Sold Summary

  • 44 Days On Market
• 

  

  /45

  $300,000

  • 2 Beds
  • 1 Bath
  • 1,384 Sq Ft

  50 Schneider Ave, Highland Falls, NY 10928

  Welcome to the Hilltop house at 50 Schneider Avenue, a beautifully updated single-family detached home nestled in the heart of the historic Highlands community in Highland Falls, New York 10928. Perfectly balancing timeless charm with modern functionality, this move-in ready 2-bedroom, 1-bathroom home spans 1,384 square feet of meticulously maintained interior living space, situated on a

  Ramanjit Dhanoa eXp Realty

  50 Schneider Ave, Highland Falls, NY 10928
• 

  

  /20

  $1,750 Per Month

  • 1 Bed
  • 1 Bath
  • House for Rent

  3 Pine Terrace Rd Unit 204, Highland Falls, NY 10928

  LANDLORD PAYS HEAT WATER AND COOKING GAS FOR THIS ONE BEDROOM APARTMENT IN PEREGRINE MANSION. Resident has assigned parking space, mail delivery and use of laundry in lower level. This apartment is conveniently located off the main lobby on the second floor. Close by is the main gate of West Point, pharmacy, groceries, post office, library and restaurants. One hour to Manhattan, Air Guard,

  Nancy Taylor TAYLOR REAL ESTATE.COM

  3 Pine Terrace Rd Unit 204, Highland Falls, NY 10928
• 

  $440,000

  Sold Nov 18, 2025

  53 Corbin Hill Rd, Fort Montgomery, NY 10928

  • 2 Beds
  • 2.5 Baths
  • 1,892 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Above List Price
  • $233/SF
  • 34 Days On Market

  Last Listing Agent Abbie Carey Houlihan Lawrence Inc.

  53 Corbin Hill Rd, Fort Montgomery, NY 10928
• 

  Est $777,043

  Not Listed For Sale

  20 Fawnwood Ln, Fort Montgomery, NY 10922

  • 4 Beds
  • 2.5 Baths
  • 2,692 Sq Ft
  • Built 1997

  20 Fawnwood Ln, Fort Montgomery, NY 10922

  Last Sold Summary

  • 49 Days On Market

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