Highland Mills, NY Homes

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  /24

  $479,999

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  172 Ridge Rd, Highland Mills, NY 10930

  Welcome to 172 Ridge Road, a delightful 3-bed, 2-bath split-level home offering 1,600 sq ft of comfortable living space in the heart of Highland Mills. With plenty of space to possibly expand both above and behind the house, the opportunities here are endless. Park easily in your two-car garage and driveway, then step into a home situated on nearly half an acre of yard that invites backyard

  JOHN SCARANO Keller Williams Realty

  172 Ridge Rd, Highland Mills, NY 10930
• 

  $275,000

  Sold Jan 14, 2026

  254 Orchard Dr, Monroe, NY 10950

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1952

  Last Sold Summary

  • 4% Above List Price
  • $409/SF
  • 26 Days On Market

  Current Estimated Value $305,618

  Last Listing Agent Tami Pearson HomeSmart Homes & Estates

  254 Orchard Dr, Monroe, NY 10950
• 

  Est $610,404

  Not Listed For Sale

  36 Tiros Ave, Highland Mills, NY 10930

  • 3 Beds
  • 3 Baths
  • 2,252 Sq Ft
  • Built 1974

  36 Tiros Ave, Highland Mills, NY 10930

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Elizabeth A. Ridgeway Howard Hanna Rand Realty
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  /22

  $499,000

  Pending Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 1,722 Sq Ft

  80 N Main St, Monroe, NY 10950

  Timeless charm meets an unbeatable location in this classic vintage-style home full of character and warmth. Nestled on a beautiful oversized property in a superb setting, this unique residence offers the perfect blend of antique charm and comfortable living. From the inviting wraparound porch and original wood details to the spacious grounds and peaceful surroundings, every corner reflects

  Joseph Rosenfeld Flag Realty Group

  80 N Main St, Monroe, NY 10950
• 

  $200,000

  Sold Nov 17, 2025

  Lot 1 Lakes Rd, Monroe, NY 10950

  • Land
  • 1.01 Acres
  • $198,020 per Acre

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Frank Golio Howard Hanna Rand Realty

  Lot 1 Lakes Rd, Monroe, NY 10950
• 

  Est $586,770

  Not Listed For Sale

  25 Westend Dr, Highland Mills, NY 10930

  • 3 Beds
  • 3 Baths
  • 1,974 Sq Ft
  • Built 1972

  25 Westend Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Noreen Fennell eXp Realty
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  /33

  $335,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,322 Sq Ft

  407 Arlin Rd, Monroe, NY 10950

  SOUGHT AFTER CROMWELL HILL COMMONS CONDO! FIRST FLOOR UNIT; NO STEPS! "PRINCETON Model" Mint Condition! Absolutely Beautiful! Turnkey! Move-in ready! ~~No wear & tear~~ Barely lived in!! Living room with 2-sided woodburning fireplace connected to 2nd bedroom with door leading to over-sized patio! Primary bedroom with walk-in closet / dressing area! Crown moldings in the living room,

  Rita Geissler ARC Realty 1 in Sales

  407 Arlin Rd, Monroe, NY 10950
• 

  $560,000

  Sold Oct 22, 2025

  6 Bliss Terrace, Monroe, NY 10950

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 1957

  Last Sold Summary

  • 6% Above List Price
  • $255/SF
  • 27 Days On Market

  Current Estimated Value $574,067

  Last Listing Agent Joel Ayala HomeSmart Homes & Estates

  6 Bliss Terrace, Monroe, NY 10950
• 

  Est $413,799

  Not Listed For Sale

  10 Falkirk Ave, Central Valley, NY 10917

  • 3 Beds
  • 2 Baths
  • 1,134 Sq Ft
  • Built 1870

  10 Falkirk Ave, Central Valley, NY 10917

  Last Sold Summary

  • 166 Days On Market

  Last Listing Agent Isaac Friedrich MS Realty Group USA, Inc
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  /25

  $430,000

  Open Sun 1AM - 2PM $35K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 952 Sq Ft

  21 Shuit Place, Central Valley, NY 10917

  Make This cozy comfortable House Yours Today!! Introducing a stunningly renovated 3-bedroom, 1-bathroom detached home that embodies both comfort and style. this beautifully updated property features a spacious garden, perfect for gardening enthusiasts or those who cherish outdoor relaxation. Completely transformed in 2023, everything inside has been updated to reflect modern living standards

  Aron Ungar eRealty Advisors, Inc

  21 Shuit Place, Central Valley, NY 10917
• 

  $740,000

  Sold Dec 22, 2025

  36 Duelk Ave, Monroe, NY 10950

  • 3 Beds
  • 1.5 Baths
  • 1,872 Sq Ft
  • Built 1961

  Last Sold Summary

  • 1% Below List Price
  • $395/SF
  • 141 Days On Market

  Current Estimated Value $743,763

  Last Listing Agent Joseph Morello KW Hudson Valley United

  36 Duelk Ave, Monroe, NY 10950
• 

  Est $363,380

  Not Listed For Sale

  72 Smith Clove Rd, Central Valley, NY 10917

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • Built 1900

  72 Smith Clove Rd, Central Valley, NY 10917

  Last Sold Summary

  • 113 Days On Market

  Last Listing Agent Chris Scibelli Keller Williams Realty
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  /4

  $1,899,000

  Pending

  • 2 Beds
  • 2 Baths
  • 2,550 Sq Ft

  520 State Route 208, Monroe, NY 10950

  Shovel-Ready Development Opportunity – Prime LocationFully approved and shovel-ready site offering a 5,000 sq ft footprint per floor across 3 levels plus basement. Ideal for a high-demand commercial plaza or mixed-use development.Strategically positioned in a beautiful, high-visibility location servicing the Monroe, Blooming Grove, Chester, and Kiryas Joel communities. Less than one

  Lazar Schvimmer Blooming Realty

  520 State Route 208, Monroe, NY 10950
• 

  $257,500

  Sold Jan 09, 2026

  26 Lexington Hill Unit 1, Harriman, NY 10926

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

  Last Sold Summary

  • 3% Above List Price
  • $271/SF
  • 56 Days On Market

  Current Estimated Value $259,165

  Last Listing Agent Rose Daversa Hudson Valley Home Connection

  26 Lexington Hill Unit 1, Harriman, NY 10926
• 

  Est $539,358

  Not Listed For Sale

  261 Route 32, Central Valley, NY 10917

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft
  • Built 1921

  261 Route 32, Central Valley, NY 10917

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty
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  /42

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 3,160 Sq Ft

  250 Old Route 32, Highland Mills, NY 10930

  Historic Charm. Timeless Character. Endless Possibilities. Steeped in local history and rich with original character, this remarkable 1800s home offers the rare opportunity to own a piece of the past while enjoying the privacy and space today's buyers crave. Nestled on 3.4 picturesque acres, this peaceful property feels like a private country retreat, yet is just a short drive to town, offering a

  Mary Heed eXp Realty

  250 Old Route 32, Highland Mills, NY 10930
• 

  $560,000

  Sold Aug 19, 2025

  47 Barr Ln, Monroe, NY 10950

  • 3 Beds
  • 2.5 Baths
  • 2,036 Sq Ft
  • Built 2004

  Last Sold Summary

  • $275/SF
  • 33 Days On Market

  Current Estimated Value $573,046

  Last Listing Agent Theresa Budich Howard Hanna Rand Realty

  47 Barr Ln, Monroe, NY 10950
• 

  Est $671,132

  Not Listed For Sale

  37 Estrada Rd, Central Valley, NY 10917

  • 4 Beds
  • 2 Baths
  • 2,002 Sq Ft
  • Built 1880

  37 Estrada Rd, Central Valley, NY 10917

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Karen Taphorn Howard Hanna Rand Realty
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  /17

  $299,999

  $35K PRICE DROP Pending Pre-Foreclosure

  • 4 Beds
  • 1.5 Baths
  • 1,706 Sq Ft

  3 Emerald Trail, Monroe, NY 10950

  Unique property offering space, flexibility, and privacy in quiet Mountain Lodge Park setting. One of the standout features is the oversized detached garage with a large open loft space above. Possibilities are endless providing excellent potential for a workshop, studio, hobby space, extensive storage, or even additional living space for multi-generational living. The main home offers a spacious

  Michelle Getty HVG Realty, Inc.

  3 Emerald Trail, Monroe, NY 10950
• 

  $215,000

  Sold Jun 01, 2026

  105 N Mountainview Mh, Stony Point, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1991

  Last Sold Summary

  • 6% Below List Price
  • $154/SF
  • 148 Days On Market

  Last Listing Agent John Nahass Century 21 Full Service Realty

  105 N Mountainview Mh, Stony Point, NY 10950
• 

  Est $556,826

  Not Listed For Sale

  10 Smith Clove Rd, Central Valley, NY 10917

  • 5 Beds
  • 2 Baths
  • 2,250 Sq Ft
  • Built 1922

  10 Smith Clove Rd, Central Valley, NY 10917

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Martin Remo RE/MAX Prime Properties
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  /6

  $380,000

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,432 Sq Ft

  20 Redwood Dr, Highland Mills, NY 10930

  Looking for the perfect starter or downsizer? This 2 Bedroom, 1.5 Bathroom Townhouse end unit in Village of Woodbury might be for you! Close to I-87 shopping, schools and amenities.

  Ernie Acampora River Realty Services, Inc.

  20 Redwood Dr, Highland Mills, NY 10930
• 

  $850,000

  Sold Jun 02, 2026

  4 Makan Rd, Monroe, NY 10950

  • 5 Beds
  • 4 Baths
  • 3,103 Sq Ft
  • Built 2011

  Last Sold Summary

  • 11% Below List Price
  • $274/SF
  • 215 Days On Market

  Current Estimated Value $840,474

  Last Listing Agent Chris Carbone HomeSmart Homes & Estates

  4 Makan Rd, Monroe, NY 10950
• 

  Est $509,588

  Not Listed For Sale

  6 Bride Hill Rd, Central Valley, NY 10917

  • 5 Beds
  • 3 Baths
  • 1,592 Sq Ft
  • Built 1950

  6 Bride Hill Rd, Central Valley, NY 10917

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Kelly Roebuck Curasi Realty, Inc.
• 

  

  /9

  $775,000

  $24K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,749 Sq Ft

  36 Merriewold Ln N, Monroe, NY 10950

  Magnificent, lake-front property located in a highly desirable neighborhood. Act fast because this incredible gem will not last long. This friendly home has three bedrooms and two full bathroom, as well as 1 half bathrooms, including one in the master bedroom. Downstairs there is a large welcoming /great/playroom great for entertaining . This home's kitchen has renovated and features welcoming

  Isaac Friedrich MS Realty Group USA, Inc

  36 Merriewold Ln N, Monroe, NY 10950
• 

  $485,000

  Sold Jun 19, 2026

  44 Barr Ln, Monroe, NY 10950

  • 3 Beds
  • 2.5 Baths
  • 1,671 Sq Ft
  • Built 2004

  Last Sold Summary

  • $290/SF
  • 31 Days On Market

  Current Estimated Value $488,801

  Last Listing Agent John Olivero Keller Williams Realty

  44 Barr Ln, Monroe, NY 10950
• 

  Est $421,908

  Not Listed For Sale

  43 Rose Place, Central Valley, NY 10917

  • 3 Beds
  • 1.5 Baths
  • 1,316 Sq Ft
  • Built 1961

  43 Rose Place, Central Valley, NY 10917

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
• 

  /2

  $220,000

  $30K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,025 Sq Ft

  47 Tanager Rd Unit 4702, Monroe, NY 10950

  Welcome to Rolling Hills in Monroe! This well-maintained 2-bedroom, 1.5-bath garden-style condominium offers comfortable living in a convenient location. Situated on the lower level, this bright and spacious unit features a functional layout with a welcoming entry foyer, galley kitchen, and generous living space. The primary bedroom is complemented by a full bath, while the additional bedroom and

  Joseph Morello KW Hudson Valley United

  47 Tanager Rd Unit 4702, Monroe, NY 10950
• 

  $830,000

  Sold Jul 07, 2026

  5 Gabriels Dr, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,722 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Below List Price
  • $305/SF
  • 38 Days On Market

  Current Estimated Value $853,625

  Last Listing Agent Naomi Streicher Q Home Sales

  5 Gabriels Dr, Chester, NY 10918
• 

  Est $653,115

  Not Listed For Sale

  78 Dunderberg Rd, Central Valley, NY 10917

  • 4 Beds
  • 2.5 Baths
  • 2,484 Sq Ft
  • Built 1957

  78 Dunderberg Rd, Central Valley, NY 10917

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Carla Terranova Keller Williams Realty
• 

  

  /37

  $900,000

  $50K PRICE INCREASE Pending

  • 2 Beds
  • 2 Baths
  • 2,073 Sq Ft

  57 Southfield Falls, Monroe, NY 10950

  Welcome to your golden age in a wonderful, brand-new home set in a gated community, surrounded by breathtaking scenic mountain views! Step inside to this single-floor ranch with boasting hardwood floor, and high-end finishes. Complete with many upgrades such as a second kitchen, granite countertops and vanities, a huge walk-in closet, and an expansive deck. A full laundry room and partially

  Dovid Hoffman MK Realty Inc

  57 Southfield Falls, Monroe, NY 10950
• 

  $800,000

  Sold Jun 11, 2026

  22 Lionel Passage, Monroe, NY 10950

  • 2 Beds
  • 2 Baths
  • 2,190 Sq Ft
  • Built 2022

  Last Sold Summary

  • 7% Above List Price
  • $365/SF
  • 84 Days On Market

  Current Estimated Value $744,586

  Last Listing Agent Yehuda Lefkowits MS Realty Group USA, Inc

  22 Lionel Passage, Monroe, NY 10950
• 

  Est $453,288

  Not Listed For Sale

  25 Woodward Terrace, Central Valley, NY 10917

  • 4 Beds
  • 1.5 Baths
  • 1,688 Sq Ft
  • Built 1952

  25 Woodward Terrace, Central Valley, NY 10917

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group
• 

  /2

  $799,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,610 Sq Ft

  16 Houston Ave, Monroe, NY 10950

  Well kept 8 room home featuring 3 bedrooms and comfortable living space. Nice front yard adds a welcoming look, plus a private backyard perfect for relaxing or spending time outdoors. The layout feels easy and practical. A solid choice whether you’re looking for a place to live or an investment.

  Lazar Schvimmer Blooming Realty

  16 Houston Ave, Monroe, NY 10950
• 

  $515,000

  Sold Dec 05, 2025

  3 Birchwood Dr, Highland Mills, NY 10930

  • 4 Beds
  • 3 Baths
  • 1,953 Sq Ft
  • Built 1957

  Last Sold Summary

  • 3% Below List Price
  • $264/SF
  • 43 Days On Market

  Current Estimated Value $524,752

  Last Listing Agent Layla Rose Boyles Century 21 Realty Center

  3 Birchwood Dr, Highland Mills, NY 10930
• 

  Est $664,115

  Not Listed For Sale

  4 Gregory Ln, Central Valley, NY 10917

  • 4 Beds
  • 3 Baths
  • 2,590 Sq Ft
  • Built 1992

  4 Gregory Ln, Central Valley, NY 10917

  Last Sold Summary

  • 105 Days On Market

  Last Listing Agent Aneudy Rosa Keller Williams Realty
• 

  

  /37

  $650,000

  • 4 Beds
  • 2.5 Baths
  • 1,950 Sq Ft

  23 Chevron Rd Unit 302, Monroe, NY 10950

  Rare oversized 6-room apartment offering 9-foot ceilings, central air, and spectacular panoramic views. Thoughtfully designed with spacious living areas, a large kitchen, and a private kitchen balcony. Although located on the 3rd floor, access from the back deck is only one flight up for added convenience. This unique residence also features a large private play area, providing excellent outdoor

  Eliezer Safdie Sage Realty Center LLC

  23 Chevron Rd Unit 302, Monroe, NY 10950
• 

  $450,000

  Sold Sep 04, 2025

  4 Cliffside Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Built 2000

  Last Sold Summary

  • 5% Below List Price
  • $287/SF
  • 41 Days On Market

  Current Estimated Value $458,449

  Last Listing Agent Chand Kakar Howard Hanna Rand Realty

  4 Cliffside Ct, Highland Mills, NY 10930
• 

  Est $687,882

  Not Listed For Sale

  6 Gregory Ln, Central Valley, NY 10917

  • 4 Beds
  • 2.5 Baths
  • 2,435 Sq Ft
  • Built 1992

  6 Gregory Ln, Central Valley, NY 10917

  Last Sold Summary

  • 103 Days On Market

  Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group
• 

  

  /50

  $875,000

  $150K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 3,058 Sq Ft

  27 Van Tassel Ct, Highland Mills, NY 10930

  Explore this great opportunity located at 27 Van Tassel in Highland Mills, offering an impressive 2.6-acre property with expansive grounds, privacy, and a peaceful, calm setting. This beautiful home spans 3,058 square feet and is filled with rich features and amenities designed for both comfort and everyday living. As you enter, you are welcomed by an elegant formal dining room and a spacious

  Nathen Singer MK Realty Inc

  27 Van Tassel Ct, Highland Mills, NY 10930

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