Highland Mills, NY Houses for Sale

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  $399,000

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  7 Crestwood Trail, Monroe, NY 10950

  Perfect starter home, Investment opportunity or your weekend getaway! Welcome to this 3-bedroom home in Blooming Grove in Washingtonville School District with Low Taxes, step into a welcoming living room with a cozy wood-burning fireplace that flows into a modern eat-in kitchen boasting beautiful granite countertops and plenty of cabinetry, with gleaming wood floors throughout. The full walk

  

  Alexandra Zinko

  Century 21 Realty Center

  (845) 606-3789

  7 Crestwood Trail, Monroe, NY 10950
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  $489,999

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  93 Weygant Hill, Highland Mills, NY 10930

  Move-in ready with recent updates! Start your day with expansive, picturesque views of the valley, stretching as far as the eye can see. This delightful 3-bedroom, 2-bath home features a first-floor primary suite, an additional bedroom and full bath on the main level, and a spacious upper-level bedroom that offers privacy and versatility.Step outside to your backyard retreat, which backs up to

  

  Kristen Velez

  RE/MAX Benchmark Realty Group

  (845) 412-8180

  93 Weygant Hill, Highland Mills, NY 10930
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  /2

  $799,000

  • 4 Beds
  • 1 Bath
  • 1,400 Sq Ft

  24 Laura Ln, Woodbury, NY 10917

  The ol' poultry farm.... a cozy Arts and Craft style home with 4 bedrooms 1 bathroom and a walkout basement! Located at the end of a dead end street saturated by commercial neighbors! Value is in the land... Ideal use is for commercial business right in Central Valley! Call for other details and ideas- Taxes are Town and County $2,100; Village $1,400; School $5,200 Survey will be uploaded when

  

  Erin Connolly

  Artisan Realty

  (845) 205-7720

  24 Laura Ln, Woodbury, NY 10917
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  /38

  $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
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  $869,999

  • 4 Beds
  • 3 Baths
  • 2,048 Sq Ft

  300 Mountain Lodge Rd, Monroe, NY 10950

  Welcome to 300 Mountain Lodge Road - a beautifully updated and move-in-ready bilevel home offering the perfect blend of modern comfort and functional space. This 4-bedroom, 3-bathroom residence is set on a serene and scenic lot, providing peace and privacy while still being just minutes from all Monroe has to offer. Step inside to discover a bright and spacious interior featuring a stylish

  

  Zachary Leentjes

  WANSOR REALTY

  (329) 201-2257

  300 Mountain Lodge Rd, Monroe, NY 10950
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  /30

  $799,000

  • 3 Beds
  • 1.5 Baths
  • 1,728 Sq Ft

  6 Kingsville Dr, Monroe, NY 10950

  Great Opportunity in the village of South Blooming Grove , calling all investors and prospective homeowners. This 3 bedroom, 2 bath Raised Ranch is on a level 0.36 of an acre. The home features spacious rooms filled with light , hardwood floors, large livingroom and a formal diningroom off the kitchen with a slider to a large outdoor deck. The deck overlooks mature landscaping with trees and

  

  Joan Wortmann

  Weichert Realtors

  (845) 516-9167

  6 Kingsville Dr, Monroe, NY 10950
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  $454,999

  • 4 Beds
  • 2 Baths

  34 Round Lake Ave, Monroe, NY 10950

  Your Retreat Awaits in the Exclusive Round Lake Community! Discover the perfect blend of comfort, charm, and potential in this inviting 4-bedroom, 2-bathroom home nestled in one of the area's most sought-after private lake communities. With exclusive access to a members-only lake, youa€TMll enjoy tranquil mornings, peaceful paddleboarding, or weekend escapes just steps from your door. Recently

  

  Franklyn Crowe

  Weichert Realtors, Montclair

  (845) 273-3305

  

  34 Round Lake Ave, Monroe, NY 10950
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  $599,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 2,774 Sq Ft

  10 Sunset Heights, Monroe, NY 10950

  Welcome to this beautifully maintained Custom Cape Cod located in the heart of the Village! Thoughtfully designed for modern living, this move-in-ready home features a spacious bedroom and full bath on the main floor—perfect for guests, extended family, or convenient one-level living.The kitchen and bathrooms were masterfully designed by Masterworks, featuring high-end finishes

  Peter Sisca Real Broker NY LLC

  10 Sunset Heights, Monroe, NY 10950
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  /34

  $449,000

  • 5 Beds
  • 1.5 Baths
  • 3,370 Sq Ft

  183 E Main St, Washingtonville, NY 10992

  Welcome to this charming 5-bedroom, 1.5-bathroom farmhouse in Washingtonville, NY. This property offers a perfect blend of classic farmhouse charm and modern functionality. With a spacious layout and thoughtful design, this home is ready to become your new sanctuary. The heart of the home features a formal dining room, ideal for gatherings and special occasions. The expansive living areas are

  Donna Gray Redfin Real Estate

  183 E Main St, Washingtonville, NY 10992
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  /24

  $1,000,000

  • 3 Beds
  • 2 Baths
  • 2,010 Sq Ft

  77 Duelk Ave, Monroe, NY 10950

  Over 2,000 square feet of living space on a generously sized lot! The main level offers 3 bedrooms, 2 full bathrooms and a formal dining room. The finished basement expands the living space with a second living room, a bonus room and direct access to the outdoors and the 1-car attached garage. The driveway also accommodates up to 4 additional vehicles. The outdoor space is a true highlight.

  Alyssa Woods Howard Hanna Rand Realty

  77 Duelk Ave, Monroe, NY 10950
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  /35

  $799,900

  • 3 Beds
  • 2.5 Baths
  • 2,969 Sq Ft

  4 Ainsley Ct, Highland Mills, NY 10930

  BRIGADOON ESTATES!! MINT CONDITION! IT'S A BEAUTY!! Open Floor Plan! 3 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Eat in Kitchen with Granite Counter Tops, New Stainless Steel Appliances & Breakfast Nook! Dramatic Two Story Living Room with Gas Fireplace! Master Bedroom Suite with Two Walk In Closets & Tray Ceilings! Dining Room! Family Room! Jack & Jill Bathroom! Grand Foyer! Full Walk Out

  Amanda Dnistrian ARC Realty 1 in Sales

  4 Ainsley Ct, Highland Mills, NY 10930
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  /40

  $1,200,000

  • 5 Beds
  • 3.5 Baths
  • 4,570 Sq Ft

  10 Greenwich Ave, Central Valley, NY 10917

  "LE CHÂTEAU des VERTS": Unparalleled, Unprecedented and Poised...Inspired by castles on the rolling hills of the French countryside and perfectly perched here in the Hudson Valley, there's no wonder why this custom-built one-of-a-kind French Château is known to its neighborhood residents as 'The Castle on the Hill'. Incredibly designed inside and out with no detail spared, this 4,500+

  Micaela Stanaland Howard Hanna Rand Realty

  10 Greenwich Ave, Central Valley, NY 10917
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  $829,000

  • 4 Beds
  • 2.5 Baths
  • 2,963 Sq Ft

  10 Heather Ridge, Highland Mills, NY 10930

  This meticulously maintained and beloved Colonial home in a beautiful community sits on an oversized 1.2 acre landscaped lot, offering privacy and views from its expansive oversized windows, the trex deck and stone inlaid patio! Enjoy almost 3,000 sqft. of finished space with a full basement that can also be completed having the plumbing for an additional bathroom in place and sliding glass doors

  Kimberly Colomban Corcoran Country Living

  10 Heather Ridge, Highland Mills, NY 10930
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  $979,000

  • 4 Beds
  • 3.5 Baths
  • 4,290 Sq Ft

  9 Roselawn Rd, Highland Mills, NY 10930

  Luxury Awaits! Slide open all of your back doors to...Your own private "Country Club"!!! Exquisite heated pool with fiberglass coating and "Sunshelf", surrounded by an oversized deck of beautiful pavers, AND a POOL HOUSE with kitchenette, 1/2 bath, and sitting room! Tall trees line the back of the property, and the greenery continues to the right side of yard, with a beautiful black gate with

  Joanne Cooper Hudson Heritage Realty

  9 Roselawn Rd, Highland Mills, NY 10930
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  /45

  $575,000

  • 4 Beds
  • 2 Baths
  • 1,908 Sq Ft

  3 Stanford Dr, Highland Mills, NY 10930

  Welcome to 3 Stanford Drive! This charming ranch-style home is now available for sale, offering both comfort and convenience. Step inside to find a generously sized dining room that seamlessly flows into the eat-in kitchen, complete with ample cabinetry and modern appliances, making it perfect for family dinners and entertaining guests. The home features 4 spacious bedrooms, each filled with

  Nathen Singer MK Realty Inc

  3 Stanford Dr, Highland Mills, NY 10930
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  $550,000

  • 3 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  326 N Main St, Monroe, NY 10950

  LOCATION!!! LOCATION!!! LOCATION!!! Discover this single-family home, boasting 3 bedrooms and 1.5 baths. The property features a formal dining room, cozy fireplace, stone porch, and unique original woodwork. Located in a prime area within the Monroe-Woodbury School District and just a short walk from North Main Street Elementary, you'll find yourself conveniently close to stores, services, and

  Mordechai Ungar HFA Realty Group

  326 N Main St, Monroe, NY 10950
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  /43

  $550,000

  • 3 Beds
  • 1.5 Baths
  • 1,884 Sq Ft

  17 Highland Dr, Highland Mills, NY 10930

  Expertly maintained and thoughtfully upgraded by its contractor-owner, this beautifully enhanced bi-level home in Highland Mills offers exceptional quality, comfort, and style — all within the coveted Cornwall School District and the Town of Woodbury Recreation area. Set behind a unique front garden retreat, the property features an expansive paver patio surrounded by professionally landscaped

  Rosalie Cook Weichert Realtors

  17 Highland Dr, Highland Mills, NY 10930
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  $575,000

  • 4 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  4 Genny Dr, Highland Mills, NY 10930

  The heart of the home is this stunning, custom-designed kitchen featuring rich cherry cabinetry, granite countertops, and a stylish tile backsplash. A spacious center island offers abundant storage with deep pot drawers, perfect for chefs and entertainers alike. Enjoy the convenience of all stainless steel appliances—including refrigerator, range, and dishwasher. Bright and airy with recessed

  Kim Chiapperino RE/MAX Benchmark Realty Group

  4 Genny Dr, Highland Mills, NY 10930
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  $650,000

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft

  1500 New York 32, Highland Mills, NY 10930

  Welcome to this charming ranch-style home featuring a wrap-around rocking chair porch, an in-ground pool, and a 1,500+ sq ft pole barn, all set on a picturesque 3.6-acre lot with a sprawling, field-like yard and plenty of driveway parking. Inside, enjoy the ease of single-level living with three bedrooms, two full bathrooms (one in the primary bedroom), a cozy fireplace in the living area, and a

  Nicholas Cuomo Keller Williams Realty

  1500 New York 32, Highland Mills, NY 10930
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  $649,000

  • 4 Beds
  • 3 Baths
  • 2,352 Sq Ft

  229 Orchard Dr, Monroe, NY 10950

  Step into luxury with this fully renovated 4-bedroom, 3-bathroom home, transformed in 2023 with the finest finishes and attention to detail. The expansive living room invites you to relax by the natural gas fireplace, creating a cozy yet elegant atmosphere. The chef's kitchen is a dream, featuring sleek stainless steel appliances, stunning granite countertops, and custom cabinetry, seamlessly

  Moche Halpern Blooming Realty

  229 Orchard Dr, Monroe, NY 10950
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  $679,000

  • 4 Beds
  • 2.5 Baths
  • 2,278 Sq Ft

  11 Whitman Place, Monroe, NY 10950

  Welcome to 11 Whitman Place, an exquisite property that perfectly balances comfort and style. Spanning an impressive 2,278 square feet, this home features a thoughtfully designed layout with 8 spacious rooms, making it ideal for everyday living. As you step inside, you’ll be greeted by a bright and inviting atmosphere. The heart of the home is a beautiful kitchen that seamlessly flows into the

  David Kraus MK Realty Inc

  11 Whitman Place, Monroe, NY 10950
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  /50

  $699,000

  • 4 Beds
  • 2 Baths
  • 3,330 Sq Ft

  114 Old Mansion Rd, Chester, NY 10918

  Charming Colonial with 4 Bedrooms on Nearly an Acre – Prime Location!Welcome to this beautifully maintained Colonial-style home nestled on a generous 0.92-acre lot, offering space, comfort, and convenience. This freshly painted home features 4 spacious bedrooms, 2 full bathrooms, and a versatile layout perfect for modern living.The first floor boasts gleaming hardwood floors, a

  Hershel Lowy Master Realty Group Inc.

  114 Old Mansion Rd, Chester, NY 10918
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  /46

  $559,000

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  2 Fawn Ridge Ct, Harriman, NY 10926

  Welcome to this charming house located at 2 Fawn Ridge Court! This 2,100 sq ft home combines beauty and comfort. As you step inside, you’ll instantly fall in love with the spacious layout, which includes a cozy dining room, a large kitchen, four airy bedrooms, and three bathrooms. The large deck outside offers a stunning view of the landscape, making it perfect for outdoor entertaining. This

  David Kraus MK Realty Inc

  2 Fawn Ridge Ct, Harriman, NY 10926
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  $578,000

  • 4 Beds
  • 2 Baths
  • 2,128 Sq Ft

  7 Tufts Ln, Highland Mills, NY 10930

  MORE PICTURES TO FOLLOW. Welcome to a great opportunity in The Highland Lake Estates. This is a nice Spacious Raised Ranch Home, 2,128 square feet in a beautiful, quiet neighborhood. Built in 1995, it sits on a nice piece of grassy land. Upstairs, you'll be greeted with a beautiful semi-open concept living room & dining room with hardwood floors. They eat in the kitchen with granite counters,

  Moses Schreiber MS Realty Group USA, Inc

  7 Tufts Ln, Highland Mills, NY 10930
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  $670,000

  • 4 Beds
  • 2.5 Baths
  • 2,960 Sq Ft

  38 Buena Vista Terrace, Central Valley, NY 10917

  Short walk to the Woodbury community pool !!!This charming residence offers 4 bedrooms and 3 bathrooms, encompassing 2,960 square feet of living space on a one-acre lot. Spacious kitchen featuring granite countertops and oak cabinetry. Living Areas: Hardwood floors throughout; family room with a fireplace and French doors leading to a 1000 SQ FT deck. Parking:

  Hermann Kabore Exit Realty Group

  38 Buena Vista Terrace, Central Valley, NY 10917
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  $650,000

  • 5 Beds
  • 3.5 Baths
  • 3,617 Sq Ft

  65 Oxford Springs Rd, Chester, NY 10918

  Welcome to 65 Oxford Springs Road, Chester, NY, a one-of-a-kind custom-built Country Contemporary home perfectly set on a private 2.3-acre hilltop. This unique property offers a rare blend of privacy, space, and convenience, just minutes from the NYS Thruway, nearby state parks, and only 45 minutes to New York City.The bright, open floor plan is designed to welcome natural light into

  Ammar Iqbal eXp Realty

  65 Oxford Springs Rd, Chester, NY 10918
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  $590,000

  • 4 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  27 Dorothy Dr, Monroe, NY 10950

  Discover your dream home with this stunning one-of-a-kind property! Nestled in a prime location, this house boasts a beautiful kitchen perfect for culinary enthusiasts, ample space for family gatherings, and unique features that set it apart. Don’t miss the opportunity to make this exceptional residence your own—schedule a viewing today and experience the charm for yourself!

  Shimon Weber Flag Realty Group

  27 Dorothy Dr, Monroe, NY 10950
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  /45

  $649,999

  • 4 Beds
  • 2.5 Baths
  • 3,342 Sq Ft

  41 Woodcock Mtn Rd, Washingtonville, NY 10992

  PRICE IMPROVED!! READY FOR A QUICK CLOSING!!! Welcome to a home that has been lovingly maintained and beautifully updated—a true testament to pride in ownership! Perfectly situated on a picturesque 1-acre lot in the highly sought-after Washingtonville School District, this quality-built Colonial offers comfort, space, and timeless charm. From the moment you arrive, you'll sense that this property

  Frank Muccari Cronin & Company Real Estate

  41 Woodcock Mtn Rd, Washingtonville, NY 10992
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  /31

  $599,900

  • 3 Beds
  • 3 Baths
  • 1,998 Sq Ft

  14 Palmer Ave, Monroe, NY 10950

  MINT! MINT! MINT CONDITION! Beautiful Bi-Level! Move Right in with Nothing to Do! Open Floor Plan! Enjoy Lake Rights! 3 Bedrooms! 3 Full Bathrooms! 2 Car Garage! Updated Kitchen with Stainless Steel Appliances, Breakfast Nook and Custom Tiled Back Splash! Updated Bathrooms! Master Bedroom Suite! Dining Room! Bright Living Room! Gas Fireplace! Gleaming Hard Wood Floors! Central Air! Ceiling Fans!

  Amanda Dnistrian ARC Realty 1 in Sales

  14 Palmer Ave, Monroe, NY 10950
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  /46

  $650,000

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

  117 Woodland Rd, Highland Mills, NY 10930

  This colonial style Mother-daughter home has plenty of room for everyone! Large 7-bedroom home with legal accessory apartment in desirable Woodbury has many recent updates. The main level was re-done in 2024. Enter from the covered front entry into the living room which has new LVP flooring that extends into the kitchen and hall. The main level bedroom has an ensuite bath with beautifully tiled

  Karin Poggio HomeSmart Homes & Estates

  117 Woodland Rd, Highland Mills, NY 10930
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  $650,000

  • 4 Beds
  • 3 Baths
  • 2,959 Sq Ft

  55 Midland Ave, Central Valley, NY 10917

  Welcome Home! This beautifully expanded, and meticulously maintained home is wrapped in elegance and warmth. Nestled on a serene half acre lot, this property combines classic charm with high end modern updates that are perfect for today's lifestyle. After a significant addition in 2014, that added a primary suite with vaulted ceilings, luxurious full bath with soaking tub and double walk in

  Debbie Goldstein Howard Hanna Rand Realty

  55 Midland Ave, Central Valley, NY 10917
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  $589,000

  • 3 Beds
  • 3 Baths
  • 2,100 Sq Ft

  8 Bernadette Way, Washingtonville, NY 10992

  Welcome to this charming 3-4 bedroom, 3-bathroom home nestled in the heart of washingtonville area, This beautifully maintained property is in excellent condition, featuring a blend of classic charm and modern convenience. The spacious layout offers comfortable living with a formal dining room, perfect for family meals and entertaining guests.

  Jacques Guercy Weichert Realtors

  8 Bernadette Way, Washingtonville, NY 10992
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  $695,000

  • 3 Beds
  • 2.5 Baths
  • 2,402 Sq Ft

  4 Mack Place, Monroe, NY 10950

  Discover this charming colonial home in the heart of Monroe, perfectly located and full of warmth and comfort. Step inside to find hardwood floors, vaulted ceilings, and a cozy wood-burning fireplace—ideal for family time and entertaining. The spacious kitchen with lots of cabinets, formal dining room, and family areas open to a large deck, perfect for summer BBQs and relaxing in a private

  Shayndel Moore Keller Williams Hudson Valley

  4 Mack Place, Monroe, NY 10950
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  $290,000

  • 3 Beds
  • 1 Bath
  • 1,226 Sq Ft

  47 Arcadian Trail, Monroe, NY 10950

  Welcome to 47 Arcadian Trail—a newly renovated 3-bed, 1-bath retreat tucked away in the peaceful Mountain Lodge Park community of Monroe. This move-in-ready home features a beautifully updated interior with stainless steel appliances, fresh finishes, and an open, airy layout filled with natural light.Perfect as a year-round residence, weekend getaway, or rental opportunity, the home

  Jake Ponessi RE/MAX Benchmark Realty Group

  47 Arcadian Trail, Monroe, NY 10950
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  $349,000

  • 3 Beds
  • 1.5 Baths
  • 368 Sq Ft

  3 Summit Ave, Harriman, NY 10926

  Investor Special or Handy Homeowner Alert!Welcome to 3 Summit Ave., Harriman, NY – a diamond in the rough waiting for the right buyer to bring it back to life. This 3 bed, 1.5 bath ranch sits in a quiet neighborhood with excellent commuter access and strong upside potential.Yes, it needs work – but that’s exactly why it’s priced to move. Whether you’re a seasoned investor looking for

  Devon King HomeSmart Homes & Estates

  3 Summit Ave, Harriman, NY 10926
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  /11

  $54,999

  • 4 Beds
  • 1.5 Baths
  • 666 Sq Ft

  10 Woodland Cir N, Monroe, NY 10950

  This property is not merely a distressed house; it represents a unique opportunity. It offers the chance to design your dream home from the ground up, allowing you to infuse your personal style into every corner and create a space that genuinely reflects your vision. While this home requires significant attention and care, it also provides an excellent opportunity to build equity and craft a

  Guy Cusumano Howard Hanna Rand Realty

  10 Woodland Cir N, Monroe, NY 10950
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  /23

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,116 Sq Ft

  8 Pioneer Trail, Monroe, NY 10950

  Welcome to 8 Pioneer Trail — a fully gut-renovated mountain retreat in the peaceful Mountain Lodge Park community. This charming 2-bed, 1-bath home offers approx. 700 sq ft of move-in-ready living with brand new plumbing, electric, mechanicals, and windows. Enjoy plenty of private outdoor space, including a sunny deck and spacious backyard — perfect for relaxing or entertaining. Just over an hour

  Arya Rabinovits eRealty Advisors, Inc

  8 Pioneer Trail, Monroe, NY 10950
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  /17

  $310,000

  • 2 Beds
  • 1 Bath
  • 796 Sq Ft

  10 Pioneer Trail, Monroe, NY 10950

  Welcome to 10 Pioneer Trail — a fully gut-renovated mountain retreat in the peaceful Mountain Lodge Park community. This charming 2-bed, 1-bath home offers approx. 800 sq ft of move-in-ready living with brand new plumbing, electric, mechanicals, and windows. Enjoy plenty of private outdoor space, including a sunny deck and spacious backyard — perfect for relaxing or entertaining. Just over an

  Arya Rabinovits eRealty Advisors, Inc

  10 Pioneer Trail, Monroe, NY 10950
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  /11

  $275,000

  • 2 Beds
  • 1 Bath
  • 550 Sq Ft

  20 Oakwood Trail N, Monroe, NY 10950

  2 Bedroom, 1 Bath Cottage, 550 Sq. Ft. Good Condition, Recently Painted, Great Views, Two Living Room Skylights. Washer-Dryer in Unit. Now ONLY $275000. Near the top of Schunnemunk Mt., Nice Views. Very Private Area. Great Hiking Area, thousands of acres of preserved land at this location. Baseboard, Gas Heat system and wood stove. Large Deck. 2nd, adjoining lot included in sale, SBL 37-2-2.21

  Charles J. Izzo Coldwell Banker Realty

  20 Oakwood Trail N, Monroe, NY 10950
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  /2

  $225,000

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft

  8 Rocky Rd, Monroe, NY 10950

  Great investment opportunity in convenient commuter location! Spacious 2 bedrooms 1 full bath...quaint setting. Minutes from Woodbury Common outlet and train.

  Rosy Wansor Wansor Realty

  8 Rocky Rd, Monroe, NY 10950

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