Highland Mills, NY Homes

• 

  

  

  /50

  $699,999 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,448 Sq Ft

  120 Pine Tree Rd, Monroe, NY 10950

  Welcome to 120 Pine Tree Road, a beautifully maintained Colonial in Monroe offering over 2,450 sq ft of comfortable living in the Monroe-Woodbury School District. This home features a sunken living room with hardwood floors, an elegant flow into the dining area, and marble flooring throughout the kitchen and dining room for a refined finish. The second level provides four generous bedrooms,

  

  Alison Orlando

  Keller Williams Hudson Valley

  (329) 777-5921

  120 Pine Tree Rd, Monroe, NY 10950
• 

  

  

  /35

  $1,800 - $2,200 per month

  Harriman Woods Apartments

  1 - 2 Beds

  41 Harriman Woods Dr, Harriman, NY 10926

  Harriman Woods, a hamlet oasis, hidden in it’s own park, yet around the corner from the conveniences of retail and commuter access. One hour away from New York City via the New York State Thruway or Palisades-State Parkway, with a commuter bus stop at your door or jump on the train at the nearby station. Minutes away from local Hudson Valley recreation such as fishing, skiing, biking, farm

  41 Harriman Woods Dr, Harriman, NY 10926
• 

  $345,000 Sold Dec 03, 2025

  61 Bramley Ct, Monroe, NY 10950

  • 2 Beds
  • 2.5 Baths
  • 1,228 Sq Ft
  • Built 1993

  Last Sold Summary

  • 8% Above List Price
  • $281/SF
  • 26 Days On Market

  Current Estimated Value $341,319

  Last Listing Agent Virginia Corbett eXp Realty

  61 Bramley Ct, Monroe, NY 10950
• 

  Est $238,118 Not Listed For Sale

  16 Lexington Hill Unit 1, Harriman, NY 10926

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 1985

  16 Lexington Hill Unit 1, Harriman, NY 10926

  Last Sold Summary

  • 21% Above List Price
  • $208/SF
  • 30 Days On Market

  Last Sold Price $197,500

  Last Listing Agent Courtney Steiner Voro LLC
• 

  

  

  /38

  $724,999 Open Sat 11AM - 1PM

  • 5 Beds
  • 4 Baths
  • 4,615 Sq Ft

  108 Circle Dr, Monroe, NY 10950

  ** New Heating System*** Price reduced for quick sale. This stunning contemporary Cape Cod offer's nearly 5,000 Sqft of elegant living space sitting pretty on 2.1 Acres with Monroe Woodbury Schools. Perfect for a large or multi-generational families, step inside to find three spacious living/sitting/family rooms, gleaming hardwood floors, and a luxurious stone mantle with gas fireplace. The

  

  Alexandra Zinko

  Century 21 Realty Center

  (329) 210-1430

  108 Circle Dr, Monroe, NY 10950
• 

  

  /8

  $1,850 per month

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

  287 Route 32 Unit 202, Central Valley, NY 10917

  Second floor 1BR unit at 287 Route 32 (Unit 202) in Central Valley. Features a spacious open layout with hardwood floors, updated kitchen and bath, and plenty of natural light. Generous bedroom with walk-in closet space and a modern tiled shower. Ample parking available in the lot. Convenient location close to major roadways, shopping, and Woodbury Commons. Tenant responsible for all utilities.

  Nicholas Cuomo Keller Williams Realty

  287 Route 32 Unit 202, Central Valley, NY 10917
• 

  $250,000 Sold Dec 23, 2025

  5 Heritage Dr Unit D, Harriman, NY 10926

  • 2 Beds
  • 1 Bath
  • 1,022 Sq Ft
  • Built 1975

  Last Sold Summary

  • $245/SF
  • 41 Days On Market

  Current Estimated Value $249,400

  Last Listing Agent rosemary mcginn Century 21 Full Service Realty

  5 Heritage Dr Unit D, Harriman, NY 10926
• 

  Est $242,090 Not Listed For Sale

  5 Lexington Hill Unit 8, Harriman, NY 10926

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 1985

  5 Lexington Hill Unit 8, Harriman, NY 10926

  Last Sold Summary

  • 4% Above List Price
  • $244/SF
  • 50 Days On Market

  Last Sold Price $232,000

  Last Listing Agent Sheri Chablis Sohn Real Estate Corp
• 

  

  /44

  $795,000

  • 3 Beds
  • 2 Baths
  • 2,175 Sq Ft

  17 Merriewold Ln N, Monroe, NY 10950

  Nestled in nature, welcome to your private sanctuary in the heart of the highly desirable Merriewold Lake community in South Blooming Grove—where serenity meets thoughtful design and comfort. From the moment you arrive, the attention to detail is unmistakable. The home’s inviting front elevation features a covered porch with solid mahogany decking and recessed lighting—creating a warm and

  

  Christina Rowan

  Howard Hanna Rand Realty

  (845) 379-3531

  17 Merriewold Ln N, Monroe, NY 10950
• 

  

  /10

  $2,100 per month

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

  8 Delano Grove, Monroe, NY 10950

  Property Id: 2430736Nice comftorable house with modern remodeled bathroom and big yard.Schedule a Viewing Today! Contact us to make this house your home!Owner pays water and sewer.Renter is responsible to pay all monthly utilities including electric, gas, and lawn maintenanceBefore you move in we need 1 month rent, 1 month security, and 1/2 month for brokers

  8 Delano Grove, Monroe, NY 10950
• 

  $542,000 Sold Oct 27, 2025

  40 Weygant Hill, Highland Mills, NY 10930

  • 6 Beds
  • 3.5 Baths
  • 2,800 Sq Ft
  • Built 1900

  Last Sold Summary

  • 36% Above List Price
  • $194/SF
  • 14 Days On Market

  Current Estimated Value $647,320

  Last Listing Agent Ernie Acampora River Realty Services, Inc.

  40 Weygant Hill, Highland Mills, NY 10930
• 

  Est $243,812 Not Listed For Sale

  9 Lexington Hill Unit 3, Harriman, NY 10926

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft
  • Built 1985

  9 Lexington Hill Unit 3, Harriman, NY 10926

  Last Sold Summary

  • 11% Above List Price
  • $228/SF
  • 14 Days On Market

  Last Sold Price $220,000

  Last Listing Agent Brian Caplicki Keller Williams Hudson Valley
• 

  

  /23

  $215,000 Pending

  • 1 Bed
  • 1 Bath
  • 813 Sq Ft

  27 Tanager Rd Unit 2701, Monroe, NY 10950

  Welcome Home! This beautifully renovated 1-bedroom, 1-bath apartment offers a bright and spacious living room, a cozy dining area, and a galley kitchen with a stove and generous cabinet space. The updated bathroom adds a modern touch, while the large bedroom features ample closet storage. Conveniently located near the community pool, playground, and sports field, this unit is perfect for both

  

  Ourania Pizzolato

  Weichert Realtors

  (329) 218-0770

  27 Tanager Rd Unit 2701, Monroe, NY 10950
• 

  

  /6

  $1,850 per month

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

  287 Route 32 Unit 201, Central Valley, NY 10917

  Second floor 1BR unit at 287 Route 32 (Unit 201) in Central Valley. Features a spacious open layout with hardwood floors, updated kitchen and bath, and plenty of natural light. Generous bedroom with walk-in closet space and a modern tiled shower. Ample parking available in the lot. Convenient location close to major roadways, shopping, and Woodbury Commons. Tenant responsible for all utilities.

  Nicholas Cuomo Keller Williams Realty

  287 Route 32 Unit 201, Central Valley, NY 10917
• 

  $2,140,000 Sold Aug 04, 2025

  299 Mountain Lodge Rd, Monroe, NY 10950

  • 4 Beds
  • 2 Baths
  • 1,998 Sq Ft
  • Built 1800

  Last Sold Summary

  • 3% Below List Price
  • $1,071/SF
  • 200 Days On Market

  Current Estimated Value $1,702,026

  Last Listing Agent Joel Basch eRealty Advisors, Inc

  299 Mountain Lodge Rd, Monroe, NY 10950
• 

  Est $246,061 Not Listed For Sale

  12 Lexington Hill Unit 4, Harriman, NY 10926

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft
  • Built 1985

  12 Lexington Hill Unit 4, Harriman, NY 10926

  Last Sold Summary

  • 9% Above List Price
  • $233/SF
  • 42 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Linda Scott-Ramsay Howard Hanna Rand Realty
• 

  

  /20

  $649,900

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  96 Duelk Ave, Monroe, NY 10950

  Welcome Home to Worley Heights - 3 Bedrooms | 2 Bathrooms | Quarter-Acre+ Setting A Home Where Community Meets Comfort Nestled in the welcoming hills of South Blooming Grove, this beautifully maintained residence offers the lifestyle you've been searching for. Set on over a quarter acre in the sought-after Worley Heights neighborhood, this home provides the perfect foundation for those seeking

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (329) 210-3278

  96 Duelk Ave, Monroe, NY 10950
• 

  

  /20

  $12,842 per month

  • 5 Beds
  • 4 Baths
  • Condo for Rent

  321 Museum Village Rd Unit SI ID1466758P, Monroe, NY 10950

  The advertised rate of $12,843/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  321 Museum Village Rd Unit SI ID1466758P, Monroe, NY 10950
• 

  $315,000 Sold Nov 10, 2025

  138 Conklin Rd, Monroe, NY 10950

  • 1 Bed
  • 2 Baths
  • 914 Sq Ft
  • Built 1920

  Last Sold Summary

  • $345/SF
  • 86 Days On Market

  Current Estimated Value $327,087

  Last Listing Agent Rita Geissler ARC Realty 1 in Sales

  138 Conklin Rd, Monroe, NY 10950
• 

  Est $241,868 Not Listed For Sale

  2 Lexington Hill Unit 6, Harriman, NY 10926

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft
  • Built 1985

  2 Lexington Hill Unit 6, Harriman, NY 10926

  Last Sold Summary

  • 7% Above List Price
  • $233/SF
  • 35 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Sy Mujovic I Realty LLC
• 

  

  /49

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,722 Sq Ft

  5 Gabriels Dr, Chester, NY 10918

  Exquisite 4 bedroom 3 bath colonial , timeless grandeur meets modern luxury nestled gracefully on a private cul de sac. Amidst meticulously manicured grounds, this colonial style home offers an unparalleled blend of classic elegance and contemporary comfort, from the moment you approach the stately wrought iron fenced property and are greeted by a wrap around porch, you are welcomed by a grand

  Claudia Lepore Keller Williams Realty

  5 Gabriels Dr, Chester, NY 10918
• 

  

  /23

  $2,900 per month

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft
  • House for Rent

  35 Peddler Hill Rd, Monroe, NY 10950

  Move right into this lovely ranch. Available immediately, this home features a nice kitchen adjacent to dining room, Family room with fire place, 3 spacious bedrooms, an additional room, bath as well as washer, dryer. The house has many windows, lots of storage space, huge walkout deck and most importantly is located in a very peaceful neighborhood and close to Monroe- Woodbury school. Call

  Joseph Rosenfeld Flag Realty Group

  35 Peddler Hill Rd, Monroe, NY 10950
• 

  $469,999 Sold Nov 17, 2025

  4 Linden Dr, Highland Mills, NY 10930

  • 4 Beds
  • 4 Baths
  • 2,800 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Below List Price
  • $168/SF
  • 181 Days On Market

  Current Estimated Value $498,698

  Last Listing Agent Erin Connolly Artisan Realty

  4 Linden Dr, Highland Mills, NY 10930
• 

  Est $475,972 Not Listed For Sale

  5 Ledge View Ct, Woodbury Town, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Built 2001

  5 Ledge View Ct, Woodbury Town, NY 10930

  Last Sold Summary

  • 13% Above List Price
  • $268/SF
  • 17 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Steve Vinti Weichert Realtors
• 

  

  /40

  $810,000 Pending

  • 6 Beds
  • 3.5 Baths
  • 4,517 Sq Ft

  3 Caledonia Cir, Highland Mills, NY 10930

  Welcome to 3 Caledonia Circle: A Luxurious Haven in the Brigadoon Community Imagine stepping into a stunning home that exudes elegance and sophistication. The beautiful big house boasts a majestic double-ceiling entryway with big chandeliers that sparkle and shine, setting the tone for a luxurious living experience. The expansive living room is a bright and airy space with double ceilings and

  Yakov Winkler Preferred Properties Real Esta

  3 Caledonia Cir, Highland Mills, NY 10930
• 

  

  /32

  $11,305 per month

  • 8 Beds
  • 4 Baths
  • Condo for Rent

  119 Circle Dr Unit SI ID1466882P, Monroe, NY 10950

  The advertised rate of $11,305/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 4, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  119 Circle Dr Unit SI ID1466882P, Monroe, NY 10950
• 

  $525,000 Sold Aug 12, 2025

  57 Edgewood Dr, Central Valley, NY 10917

  • 3 Beds
  • 2 Baths
  • 1,348 Sq Ft
  • Built 1959

  Last Sold Summary

  • 5% Above List Price
  • $389/SF
  • 40 Days On Market

  Current Estimated Value $517,521

  Last Listing Agent Kichka Pascaru Christie's Int. Real Estate

  57 Edgewood Dr, Central Valley, NY 10917
• 

  Not Listed For Sale

  9 Spring Lake, Woodbury, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,206 Sq Ft
  • Built 1910

  9 Spring Lake, Woodbury, NY 10930

  Last Sold Summary

  • $181/SF
  • 141 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Anthony Ruscito Keller Williams Hudson Valley
• 

  

  /42

  $829,000

  • 4 Beds
  • 2.5 Baths
  • 2,251 Sq Ft

  46 Merriewold Ln N, Monroe, NY 10950

  This split-level home offers a comfortable layout with multiple living areas and great outdoor space to enjoy. The main level features bright living and dining areas with hardwood floors and large windows that bring in natural light. The kitchen includes wood cabinetry, granite countertops, a tiled backsplash, and a center island with seating, flowing easily into the dining area and creating a

  Lazar Schvimmer Blooming Realty

  46 Merriewold Ln N, Monroe, NY 10950
• 

  

  /12

  $2,400 per month

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  1521 Route 208 Unit 3, Washingtonville, NY 10992

  Nice 3BR first floor Apartment on 4 acres, freshly painted. Hardwood and tile floors with good closet space. Washer and Dryer hookups. And a 2 car garage.

  Ann Margaret Bolton eRealty Advisors, Inc

  1521 Route 208 Unit 3, Washingtonville, NY 10992
• 

  $310,000 Sold Dec 29, 2025

  6 Hamburg Way Unit 2, Monroe, NY 10950

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • Built 2013

  Last Sold Summary

  • 17% Below List Price
  • $248/SF
  • 109 Days On Market

  Current Estimated Value $323,792

  Last Listing Agent Asher Berkovic MS Realty Group USA, Inc

  6 Hamburg Way Unit 2, Monroe, NY 10950
• 

  Est $248,033 Not Listed For Sale

  16 Lexington Hill Unit 6, Harriman, NY 10926

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft
  • Built 1985

  16 Lexington Hill Unit 6, Harriman, NY 10926

  Last Sold Summary

  • 8% Above List Price
  • $239/SF
  • 28 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Mark Dari Howard Hanna Rand Realty
• 

  

  /39

  $819,000

  • 4 Beds
  • 3.5 Baths
  • 3,235 Sq Ft

  46 Woodland Rd, Monroe, NY 10950

  Tucked away in a peaceful, tree-lined neighborhood, 46 Woodland Rd offers the perfect balance of tranquil suburban living and modern comfort. This beautifully maintained home sits on a generous lot, surrounded by mature trees — giving you that secluded, “upstate getaway” vibe, while still being just minutes from Monroe’s shops, restaurants, and top-rated schools.Step inside to find a

  Alejandra Fermin Empire Fine Homes

  46 Woodland Rd, Monroe, NY 10950
• 

  

  /20

  $6,737 per month

  • 3 Beds
  • 3 Baths
  • Condo for Rent

  338 Clove Rd Unit SI ID1466547P, Monroe, NY 10950

  The advertised rate of $6,737/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 17, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  338 Clove Rd Unit SI ID1466547P, Monroe, NY 10950
• 

  $700,000 Sold Aug 08, 2025

  11 Arlington Dr, Harriman, NY 10926

  • 4 Beds
  • 2.5 Baths
  • 2,552 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Above List Price
  • $274/SF
  • 35 Days On Market

  Current Estimated Value $671,758

  Last Listing Agent Keith Seard KBS Realty

  11 Arlington Dr, Harriman, NY 10926
• 

  Est $252,499 Not Listed For Sale

  28 Lexington Hill Unit 11, Harriman, NY 10926

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1987

  28 Lexington Hill Unit 11, Harriman, NY 10926

  Last Sold Summary

  • 7% Above List Price
  • $245/SF
  • 55 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Shmuel Bernfeld Mark One Real Estate
• 

  

  /27

  $625,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,552 Sq Ft

  10 Hamilton Ave, Highland Mills, NY 10930

  Stop scrolling on the internet because you just found your home at 10 Hamilton Avenue! This home checks all the boxes on your wish list! Not your typical cookie cutter bi-leveled home, it is unique in every way. Located within the award-winning Cornwall Central School District, this 4 Bedroom 2 Bathroom provides everything you need from cozy winter nights by the pellet stove to unforgettable

  Emelisa Mendoza RE/MAX Town & Country

  10 Hamilton Ave, Highland Mills, NY 10930
• 

  

  /20

  $3,200 per month

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft
  • House for Rent

  157 State Route 17m, Harriman, NY 10926

  Welcome to 157 State Route 17M in Harriman — a charming two-story rental that offers comfort, space, and character. This 3-bedroom, 1.5-bath home features 1,152 square feet of living space designed for everyday convenience and cozy living. The spacious kitchen offers plenty of cabinet storage, making it perfect for cooking, entertaining, and gathering with friends and family. Imagine hosting

  Vincent Reda Keller Williams Realty

  157 State Route 17m, Harriman, NY 10926
• 

  $475,000 Sold Oct 28, 2025

  20 Grove St, Harriman, NY 10926

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • Built 1972

  Last Sold Summary

  • $339/SF
  • 36 Days On Market

  Current Estimated Value $454,092

  Last Listing Agent Courtney Tablante Keller Williams Realty

  20 Grove St, Harriman, NY 10926
• 

  /2

  Est $928,876 Not Listed For Sale

  1795 State Route 32, Cornwall, NY 12518

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 2014

  1795 State Route 32, Cornwall, NY 12518

  Last Sold Summary

  Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

Showing Results 41 - 80, Page 2 of 18