Fort Montgomery, NY Homes

• 

  

  

  /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
• 

  

  

  /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
• 

  $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
• 

  

  

  /26

  $395,999

  $31K PRICE INCREASE

  • 2 Beds
  • 1 Bath
  • 968 Sq Ft

  925 Constant Ave, Peekskill, NY 10566

  Welcome to 925 Constant Avenue in Peekskill! Charming and versatile, this home features 2 bedrooms plus a bonus room—ideal for a home office or guest space. Bright and inviting, the layout includes a generous dining area perfect for everyday living and entertaining. The kitchen offers ample cabinetry and workspace, while the spacious attic provides excellent storage or future potential. Enjoy

  Alexander Delgado Century 21 Elite Realty

  925 Constant Ave, Peekskill, NY 10566
• 

  

  /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
• 

  $585,000

  Sold Mar 04, 2026

  514 Highland Ave, Peekskill, NY 10566

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft
  • Built 1892

  Last Sold Summary

  • 2% Above List Price
  • $331/SF
  • 84 Days On Market

  Current Estimated Value $580,399

  Last Listing Agent Ana Bermeo Keller Williams Realty Partner

  514 Highland Ave, Peekskill, NY 10566
• 

  Not Listed For Sale

  45 Manitou Rd, Philipstown, NY 10524

  • 3 Beds
  • 4.5 Baths
  • 2,861 Sq Ft
  • Built 2006

  45 Manitou Rd, Philipstown, NY 10524

  Last Sold Summary

  • 31 Days On Market
• 

  

  /25

  $140,000

  Pending

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  1 Lakeview Dr Unit 4L, Peekskill, NY 10566

  Sun-Drenched Living with Private Balcony at Peekskill Towers! Step into this spacious 4th-floor co-op and be greeted by a tiled foyer that flows seamlessly into a bright, airy living area. Slide open the doors to your private balcony—the perfect spot for morning coffee or evening relaxation. The well-appointed eat-in kitchen offers generous meal prep space and comfortable seating for hosting.

  Patricia D'Alesio Houlihan Lawrence Inc.

  1 Lakeview Dr Unit 4L, Peekskill, NY 10566
• 

  

  /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
• 

  $520,000

  Sold Jan 20, 2026

  421 Northview Ct, Peekskill, NY 10566

  • 2 Beds
  • 2.5 Baths
  • 1,264 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Above List Price
  • $411/SF
  • 39 Days On Market

  Current Estimated Value $537,842

  Last Listing Agent Maria Giorgio Howard Hanna Rand Realty

  421 Northview Ct, Peekskill, NY 10566
• 

  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
• 

  

  /37

  $599,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,292 Sq Ft

  141 Dogwood Rd, Cortlandt Manor, NY 10567

  Move-in ready 3-bedroom Cortlandt Manor residence set on a half-acre lot on a well-maintained property. The main floor is warm and inviting with refinished hardwood floors and a freshly painted interior. The living room welcomes natural light through a large picture window, complemented by a wood-burning fireplace with a newer insert that was installed in 2023. The spacious kitchen features

  Rosalee Demchak Exit Realty Connections

  141 Dogwood Rd, Cortlandt Manor, NY 10567
• 

  

  /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
• 

  $570,000

  Sold Apr 20, 2026

  956 Paulding St, Peekskill, NY 10566

  • 3 Beds
  • 1 Bath
  • 2,200 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $259/SF
  • 19 Days On Market

  Current Estimated Value $559,185

  Last Listing Agent Lori Sheehy Houlihan Lawrence Inc.

  956 Paulding St, Peekskill, NY 10566
• 

  Est $600,866

  Not Listed For Sale

  963 Garfield Ave, Peekskill, NY 10566

  • 4 Beds
  • 2 Baths
  • 1,549 Sq Ft
  • Built 1937

  963 Garfield Ave, Peekskill, NY 10566

  Last Sold Summary

  • 55 Days On Market
• 

  

  /28

  $625,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,378 Sq Ft

  27 Arden Dr, Garrison, NY 10524

  Welcome to your own private retreat, set on 2.4 serene acres in the desirable Lakeland Central School District. This inviting ranch-style home offers the ease of one-level living with added flexibility throughout.Featuring 3 bedrooms with additional bonus space that lives like a 4th, the home is designed with an airy, open layout, highlighted by vaulted ceilings and expansive sliding glass

  Jonathan Clyman JCT Realty Group Inc.

  27 Arden Dr, Garrison, NY 10524
• 

  

  /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
• 

  $635,000

  Sold Aug 11, 2025

  14 Abraham Gunn Memorial Dr, Cortlandt Manor, NY 10567

  • 3 Beds
  • 1.5 Baths
  • 1,918 Sq Ft
  • Built 1971

  Last Sold Summary

  • 6% Above List Price
  • $331/SF
  • 33 Days On Market

  Current Estimated Value $658,635

  Last Listing Agent Christine Rowley RE/MAX Classic Realty

  14 Abraham Gunn Memorial Dr, Cortlandt Manor, NY 10567
• 

  Not Listed For Sale

  5 Rolling Way Unit I, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1978

  5 Rolling Way Unit I, Peekskill, NY 10566

  Last Sold Summary

  • 156 Days On Market
• 

  

  /49

  $3,175,000

  $174K PRICE DROP Pending

  • 5 Beds
  • 5.5 Baths
  • 5,958 Sq Ft

  1 St Marys Convent, Peekskill, NY 10566

  Perched high above the Hudson River, 1 St. Mary’s Convent—also known as St. Joseph’s House—is a distinguished 5-bedroom, 5.5-bath luxury manor offering nearly 6,000 square feet of living space on 4.7 private acres. Originally designed by renowned architect Henry Martin Congdon for the first Episcopalian Order in the United States, this remarkable home is rich with history as part of Fort Hill, a

  Andrew Rogovic Christie's Int. Real Estate

  1 St Marys Convent, Peekskill, NY 10566
• 

  /2

  $2,500 Per Month

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

  958 Phoenix Ave, Peekskill, NY 10566

  5 month listing. Basement is available for an additional $300 per month.

  Maureen Arias Keller Williams Realty Partner

  958 Phoenix Ave, Peekskill, NY 10566
• 

  $285,000

  Sold Apr 22, 2026

  12 Brook Dr, Cortlandt Manor, NY 10567

  • 3 Beds
  • 2 Baths
  • 912 Sq Ft
  • Built 1969

  Last Sold Summary

  • 2% Below List Price
  • $312/SF
  • 9 Days On Market

  Current Estimated Value $318,683

  Last Listing Agent Crystal Jones Voro LLC

  12 Brook Dr, Cortlandt Manor, NY 10567
• 

  Not Listed For Sale

  3 Woods End Cir Unit F, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 2024

  3 Woods End Cir Unit F, Peekskill, NY 10566

  Last Sold Summary

  • 52 Days On Market
• 

  

  /36

  $549,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  1011 Parkway Place, Peekskill, NY 10566

  Welcome to 1011 Parkway Place, a beautifully renovated single-family home offering the perfect blend of modern updates and everyday convenience. This move-in-ready residence features 3 spacious bedrooms, a fully updated bathroom, and a bright, inviting layout designed for comfortable living. The home has been thoughtfully renovated throughout, showcasing a brand-new kitchen with stainless steel

  Kenny Bascon Real Broker NY LLC

  1011 Parkway Place, Peekskill, NY 10566
• 

  

  /14

  $4,950 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • House for Rent

  170 Atonement Ave, Garrison, NY 10524

  Located within the peaceful Graymoor setting of Garrison, this spacious single-family rental offers a unique opportunity to live in one of the Hudson Valley’s most serene and distinctive environments. Formerly part of the Graymoor community, the home offers a flexible layout with bedrooms, multiple additional rooms, and generous space for work-from-home needs, guests, creative use, storage, or

  Dalia Valdes Julia B Fee Sothebys Int. Rlty

  170 Atonement Ave, Garrison, NY 10524
• 

  $930,000

  Sold Mar 26, 2026

  63 Manitou Station Rd, Garrison, NY 10524

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft
  • Built 1906

  Last Sold Summary

  • 5% Below List Price
  • $485/SF
  • 103 Days On Market

  Current Estimated Value $923,428

  Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

  63 Manitou Station Rd, Garrison, NY 10524
• 

  Est $2,756,688

  Not Listed For Sale

  63 Lovell Ln, Philipstown, NY 10524

  • 5 Beds
  • 4 Baths
  • 3,971 Sq Ft
  • Built 1949

  63 Lovell Ln, Philipstown, NY 10524

  Last Sold Summary

  • 50 Days On Market
• 

  

  /25

  $495,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,470 Sq Ft

  938 Reynolds St, Peekskill, NY 10566

  Welcome to 938 Reynolds Street — a well-maintained home full of character and charm in a desirable Peekskill location. This home features beautiful original woodworking throughout, including rich trim, solid doors, and detailed craftsmanship that adds depth and personality to every room. The sun-filled living spaces and hardwood floors create a comfortable, inviting feel, with bay windows

  Katherine Cucchiarella Houlihan Lawrence Inc.

  938 Reynolds St, Peekskill, NY 10566
• 

  

  /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
• 

  $415,000

  Sold Oct 27, 2025

  41 Winston Ln, Garrison, NY 10524

  • 1 Bed
  • 2 Baths
  • 1,000 Sq Ft
  • Built 1983

  Last Sold Summary

  • 9% Above List Price
  • $415/SF
  • 33 Days On Market

  Current Estimated Value $480,762

  Last Listing Agent Annpauline Creamer Houlihan Lawrence Inc.

  41 Winston Ln, Garrison, NY 10524
• 

  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
• 

  

  /24

  $145,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  1 Lakeview Dr Unit 4 0, Peekskill, NY 10566

  Why rent when you can own? Enjoy affordable homeownership in this beautifully maintained 1-bedroom, 1 bath cooperative located in the desirable Peekskill Towers. Situated on the fourth floor, by elevator, this inviting home offers the perfect blend of comfort, style and convenience. Step through the tiled foyer into a bright, open living space designed for every day living and entertaining. The

  Kristine Hansmann Jefferson Valley Realty

  1 Lakeview Dr Unit 4 0, Peekskill, NY 10566
• 

  

  /13

  $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
• 

  $560,000

  Sold Jul 15, 2025

  864 Paulding St, Peekskill, NY 10566

  • 3 Beds
  • 1.5 Baths
  • 1,697 Sq Ft
  • Built 1890

  Last Sold Summary

  • 12% Above List Price
  • $330/SF
  • 13 Days On Market

  Current Estimated Value $578,609

  Last Listing Agent Robert Molloy Howard Hanna Rand Realty

  864 Paulding St, Peekskill, NY 10566
• 

  Not Listed For Sale

  2 Woods End Cir Unit J, Peekskill, NY 10566

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1965

  2 Woods End Cir Unit J, Peekskill, NY 10566

  Last Sold Summary

  • 24 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
• 

  

  /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
• 

  $428,400

  Sold Jan 22, 2026

  169 Old Albany Post Rd, Garrison, NY 10524

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Above List Price
  • $428/SF
  • 28 Days On Market

  Current Estimated Value $430,365

  Last Listing Agent Maria Vele Keller Williams Realty Partner

  169 Old Albany Post Rd, Garrison, NY 10524
• 

  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

Showing Results 81 - 120, Page 3 of 18