Newest Homes for Sale in Highland Mills, NY

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  $299,999 Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,815 Sq Ft

  4 Woodland Cir N, Monroe, NY 10950

  Coming Soon

  Richard Baxter Keller Williams Realty

  4 Woodland Cir N, Monroe, NY 10950
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  /36

  $499,999 Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,816 Sq Ft

  15 Rena Marie Cir, Washingtonville, NY 10992

  HITTING THE MARKET ON 4/13/26 is 15 Rena Marie Circle in Washingtonville, NY. Set on a generous 1.2-acre parcel in a highly sought-after neighborhood, this inviting 3-bedroom, 1.5-bath home offers the kind of space, privacy, and lifestyle that’s increasingly hard to find. From the moment you arrive, the property makes a strong first impression. A long, neatly laid paver walkway draws you toward

  Guy Cusumano Howard Hanna Rand Realty

  15 Rena Marie Cir, Washingtonville, NY 10992
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  /2

  $630,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 2,112 Sq Ft

  2 Olympus Rd, Highland Mills, NY 10930

  Make this home your own. You won’t be disappointed with this serene park-like neighborhood. This spacious and stunning 5-bedroom, 3-bath residence is nestled in a prime Woodbury location. The open-concept kitchen—complete with stainless steel appliances—flows seamlessly into living and dining areas, creating the perfect setting for daily life and entertaining guests. Enjoy the warmth of hardwood

  Kim O'Neil Hudson Valley Home Connection

  2 Olympus Rd, Highland Mills, NY 10930
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  $349,900

  • 1 Bed
  • 1 Bath
  • 783 Sq Ft

  58 Oxford Springs Rd, Chester, NY 10918

  Tucked away in a serene, wooded setting, this extraordinary private retreat offers a rare blend of craftsmanship and natural beauty. Surrounded by mature trees and complete privacy, this meticulously curated home is a true sanctuary—where every detail has been thoughtfully designed to elevate everyday living. From the moment you arrive, the property makes a lasting impression with its peaceful

  Christine Koenig Keller Williams Realty

  58 Oxford Springs Rd, Chester, NY 10918
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  /35

  $599,000

  • 2 Beds
  • 1 Bath
  • 1,224 Sq Ft

  17 Pine Hill Rd, Highland Mills, NY 10930

  Discover comfort, versatility, and privacy in this move-in ready two-bedroom, one-bath RANCH STYLE HOME set on 1.3 acres. Featuring an open-concept layout, the kitchen flows seamlessly into the dining and living areas, creating an inviting space perfect for everyday living and entertaining. The detached 3-CAR GARAGE, with unfinished LOFT, is nearly a home of its own. Complete with a full

  

  Luanne McGann

  Century 21 Full Service Realty

  (845) 868-4795

  17 Pine Hill Rd, Highland Mills, NY 10930
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  /20

  $259,000

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft

  2 Lexington Hill Unit 12, Harriman, NY 10926

  2 Bed | 2 Bath | End Unit | Monroe-Woodbury Schools | Stunning Views spacious end-unit condo with some of the best views in the Lexington Hills community. Nestled in the desirable Monroe-Woodbury School District. Prime Location - Perfect for commuters and outdoor enthusiasts alike:45 minutes to NYC by train (train station within walking distance)55 minutes to NYC by car15 minutes to

  David White Owner Entry.com

  2 Lexington Hill Unit 12, Harriman, NY 10926
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  /40

  $569,500

  • 4 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  42 Rutledge Ave, Highland Mills, NY 10930

  Welcome to your next chapter in Highland Mills NY — a stunning 4-bedroom, 3-bathroom beautifully maintained Bi-level home nestled on a peaceful cul-de-sac. With over 2,000 square feet of beautifully designed living space, this home features hardwood floors throughout. You will love the open floor plan that connects the Kitchen, Dining area and Living Room. The kitchen has lots of cabinetry and

  

  Beth Siciliano

  Weichert Realtors

  (845) 957-7607

  42 Rutledge Ave, Highland Mills, NY 10930
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  /27

  $289,900

  • 3 Beds
  • 1 Bath
  • 876 Sq Ft

  28 Laurel Trail, Monroe, NY 10950

  Move right into this beautifully updated 3-bedroom ranch, where quality improvements and care are evident throughout. The inviting kitchen is a standout feature, designed with functionality and style in mind, featuring maple cabinets, tiled backsplash and flooring, stunning kitchen island, stainless steel appliances, and pendant lighting. The living room is enhanced by hardwood floors and

  

  Carole McCann

  Hudson Heritage Realty

  (329) 208-2949

  28 Laurel Trail, Monroe, NY 10950
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  /22

  $539,999

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  25 Hollis St, Highland Mills, NY 10930

  Welcome to 25 Hollis Street, this beautiful 3-bedroom, 2 full and 1 half bathroom Colonial, perfectly situated in a highly desirable location that blends comfort, convenience, and lifestyle. This charming home offers spacious living areas, a functional layout, and timeless appeal—ideal for both everyday living and entertaining.Enjoy being just 5 minutes from the renowned Woodbury Common

  Theodore Wells OverSouth LLC

  25 Hollis St, Highland Mills, NY 10930
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  /49

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 2,786 Sq Ft

  18 Reynolds Rd, Monroe, NY 10950

  Your dream home has finally hit the market and you don't have to wait for it to be built! Why pay for new construction when you can get so much more in this prime location in the village of Monroe. Rocking chair front porch welcomes you and leads you inside to find nearly 2800 square feet of living space and a bright neutral interior. Hardwood floors run throughout most of the main floor and an

  Laurel Lustgarten Howard Hanna Rand Realty

  18 Reynolds Rd, Monroe, NY 10950
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  /24

  $262,500

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  25 Lexington Hill Unit 8, Harriman, NY 10926

  Move-In Ready! Fully Updated 2-Bedroom, 2-Bath Condo with Mountain Views & Private Patio! Welcome home to this beautifully updated one-level living condo featuring a spacious, open layout designed for comfort and easy entertaining. Fully updated in 2026, this home offers brand-new flooring throughout and a brand new modern kitchen with quartz counter tops & new appliances that will impress from

  Richard Froehlich RE/MAX Benchmark Realty Group

  25 Lexington Hill Unit 8, Harriman, NY 10926
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  /2

  $685,000

  • 5 Beds
  • 2.5 Baths
  • 2,625 Sq Ft

  3 Emory Rd, Highland Mills, NY 10930

  Welcome to this beautifully updated Colonial nestled in the highly sought-after community of Highland Mills, within the coveted Woodbury Recreation District.Built in 1995 and set in a picturesque, well-established development, this spacious home offers 4 generously sized bedrooms and 2.5 bathrooms—perfect for comfortable everyday living and entertaining alike.Step inside to find a freshly

  Rosa Santiago Weichert Realtors

  3 Emory Rd, Highland Mills, NY 10930
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  /43

  $649,950

  • 5 Beds
  • 3.5 Baths
  • 2,876 Sq Ft

  10 Leone Ct, Highland Mills, NY 10930

  Nestled on a peaceful cul-de-sac in Highland Mills, this spacious colonial offers both comfort and convenience. The main floor features two kitchens, perfect for multi-generational living or hosting guests, along with a first-floor bedroom and bath, creating a mini-suite for added privacy.Upstairs, you'll find a large primary bedroom with an en-suite bathroom, along with three additional

  Donna Ramundo Keller Williams Valley Realty

  10 Leone Ct, Highland Mills, NY 10930
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  /25

  $339,999

  • 2 Beds
  • 1.5 Baths
  • 1,168 Sq Ft

  83 Lois Ln, Monroe, NY 10950

  Welcome to 83 Lois Lane in Monroe—an excellent opportunity to own a 2-bedroom condo in a commuter-friendly location. This home features hardwood floors throughout the main level, where an open-concept living and dining area provides a comfortable and functional layout for everyday living and entertaining. Sliding glass doors lead to a private concrete patio, offering a great space for outdoor

  Philip Szumlaski Keller Williams Realty

  83 Lois Ln, Monroe, NY 10950
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  /14

  $249,925

  • 3 Beds
  • 1.5 Baths
  • 1,388 Sq Ft

  12 Redwood Dr, Highland Mills, NY 10930

  Roomy 3 Bedroom townhome in Timber Ridge, offering an open layout on the first floor. Living Room has sliding glass doors to a private deck facing the woods. Second floor offers 3 good size bedrooms and a full hallway bath. The lower level has mechanicals, laundry room with potential for additional living space, over 600 square feet.This is a short sale, third party approval needed. Realtor

  Patricia Cannizzaro Century 21 Alliance Rlty Group

  12 Redwood Dr, Highland Mills, NY 10930
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  /25

  $635,000

  • 3 Beds
  • 3 Baths
  • 2,328 Sq Ft

  41 Rutledge Ave, Highland Mills, NY 10930

  Beautifully updated oversized high ranch in a cul-de-sac, with generously sized rooms, sitting on great flat almost 1/2 acre of property with an updated pool and fenced private backyard. Light and bright with new recessed lighting throughout the house, the renovated kitchen has all new appliances, cabinets, countertops and tile flooring and the primary bedroom has walk-in closet and ensuite

  Michelle Renteria HomeSmart Homes & Estates

  41 Rutledge Ave, Highland Mills, NY 10930
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  /50

  $600,000

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

  16 Webster Ct, Monroe, NY 10950

  Meadow Glen – Monroe’s Premier Gated Community! Largest Model Built! Welcome to one of the most sought-after homes in Meadow Glen, offering the largest floor plan in this desirable gated community. This beautifully maintained townhome features 9-foot ceilings and an open, sun-filled layout designed for modern living. The spacious kitchen is perfect for entertaining, featuring stainless steel

  Richard Froehlich RE/MAX Benchmark Realty Group

  16 Webster Ct, Monroe, NY 10950
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  /47

  $785,000

  • 3 Beds
  • 3.5 Baths
  • 2,616 Sq Ft

  21 Old Quaker Hill Rd, Monroe, NY 10950

  Discover the perfect blend of modern sophistication and natural tranquility in this stunning 3-bedroom, 3.5-bath contemporary ranch. Set on over six private acres. This residence offers a rare combination of open-concept living, high-end custom finishes, and unmatched privacy. The sun-filled floor plan welcomes you with gleaming hardwood floors and a striking great room that defines "airy

  Jay Himelson Howard Hanna Rand Realty

  21 Old Quaker Hill Rd, Monroe, NY 10950
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  /21

  $299,999

  • 3 Beds
  • 1.5 Baths
  • 963 Sq Ft

  55 Glenwood Rd, Monroe, NY 10950

  Welcome to 55 Glenwood Road, a charming ranch-style home in the heart of Monroe. This 3-bedroom, 1.5-bath residence offers a functional layout with bright living spaces, a cozy kitchen, and comfortable bedrooms—perfect for first-time buyers or those looking to downsize. Hot water heater, roof, chimney & driveway have all been replaced in past year. Set on a spacious lot, the property provides

  Michael Albin Keller Williams Hudson Valley

  55 Glenwood Rd, Monroe, NY 10950
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  /2

  $399,000

  • 4 Beds
  • 2.5 Baths
  • 3,358 Sq Ft

  4 Crystal Dr, Washingtonville, NY 10992

  Short Sale Subject to Lander 3rd party Approval. Sold as is. Cash offers only.

  Arduino Colomban Skyler Realty LLC

  4 Crystal Dr, Washingtonville, NY 10992
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  /9

  $250,000

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

  19 Tanager Rd Unit 1902, Monroe, NY 10950

  Beautiful, bright and recently renovated!! This spacious 2-bedroom, 1.5 Bath unit offers separate living rm. and dining room. Newer Appliance, Floors and freshly painted, ample storage, Low maintenance living!! included in HOA fees, Heat, hot water and cooking gas. Ideally located for commuters, just minutes form the NYC bus and train, and only an hour away from the city. Conveniently close to

  Rosa Santiago Weichert Realtors

  19 Tanager Rd Unit 1902, Monroe, NY 10950
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  /23

  $699,000

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  35 Peddler Hill Rd, Monroe, NY 10950

  "High-Value Property – Exceptional Location, Endless Potential" Discover an exceptional investment opportunity in a highly sought-after area! This charming home sits on over half an acre of prime real estate, making it perfect for investors, builders, or anyone looking to secure a valuable asset. With its spacious lot and desirable location, this property promises not only immediate returns but

  Joseph Rosenfeld Flag Realty Group

  35 Peddler Hill Rd, Monroe, NY 10950
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  /46

  $849,900

  • 4 Beds
  • 2.5 Baths
  • 3,013 Sq Ft

  3 Nova Dr, Cornwall, NY 12518

  Welcome to 3 Nova Drive... A stunning center hall Colonial nestled on a private 4.4-acre corner lot in the award-winning Cornwall School District. Offering over 3,000 square feet of thoughtfully designed living space, this 4-bedroom, 2.5-bath home perfectly blends timeless elegance with modern upgrades. A grand two-story entry sets the tone as you step inside, leading to a spacious and inviting

  Jennifer Gold RE/MAX Benchmark Realty Group

  3 Nova Dr, Cornwall, NY 12518
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  /50

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 2,814 Sq Ft

  22 Dogwood Dr, Central Valley, NY 10917

  Welcome to this beautifully maintained 4 bedroom colonial home with an additional bonus room/home office, tucked away on a quiet, tree-lined street in highly desirable Central Valley. Offering a flexible layout and generous living space throughout, this home is perfectly suited for both everyday living and entertaining. The main level features a bright and inviting eat-in kitchen with center

  Soleil Jackman Howard Hanna Rand Realty

  22 Dogwood Dr, Central Valley, NY 10917
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  /28

  $579,000

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  24 Marc Terrace, Monroe, NY 10950

  Beautifully maintained, bright, fresh and airy home, centrally located in the Village of Monroe. Enjoy municipal amenities including water, sewer and natural gas! This home is turn-key and lovely throughout with an open and spacious living room and kitchen area. The kitchen has been enlarged with a big peninsula countertop and plenty of entertaining and work space. The bathrooms are in excellent

  Layla Rose Boyles Century 21 Realty Center

  24 Marc Terrace, Monroe, NY 10950
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  /37

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,266 Sq Ft

  606 Arlin Rd, Monroe, NY 10950

  Welcome to this beautifully updated 2-bedroom, 2 full bathroom end-unit located in the highly sought-after Cromwell Hill Commons. Ideally situated for commuters, this desirable community offers low taxes and exceptional amenities including a clubhouse and in-ground pool—perfect for relaxing after a long day or enjoying weekends close to home.Inside, the home features an inviting open-concept

  Thomas Lawrenson Howard Hanna Rand Realty

  606 Arlin Rd, Monroe, NY 10950
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  /18

  $275,000

  • 2 Beds
  • 1 Bath
  • 1,540 Sq Ft

  9 Underhill Trail, Monroe, NY 10950

  This charming home features classic architecture and timeless appeal. This charming two-bedroom, one-bathroom home offers comfortable living in a classic architectural style. The property provides essential amenities for daily life while maintaining its traditional character. The home's thoughtful design creates functional spaces throughout, making it well-suited for those seeking a cozy

  Elizabeth Muniz Howard Hanna Rand Realty

  9 Underhill Trail, Monroe, NY 10950
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  /17

  $119,995

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft

  9 Lily Ct, Woodbury, NY 10930

  Discover comfort and convenience in this well-maintained 3-bedroom, 2-bathroom +bonus room, mobile home with a fenced in rear yard. Located in the highly sought-after Monroe School District. This home offers a spacious and open layout, perfect for modern living. The primary suite features an en-suite bathroom for added privacy, while the additional bedrooms provide ample space for guests, or a

  Ivan Carvalho Exit Realty Connections

  9 Lily Ct, Woodbury, NY 10930
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  /49

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,436 Sq Ft

  4 Mountain Brook Rd, Cornwall, NY 12518

  Tucked into the trees in Cornwall, 4 Mountain Brook Road feels more like a modern retreat than a traditional house. A full Japandi-inspired renovation blends Japanese calm with Scandinavian warmth, with wide-plank wood, sculptural lighting, and large-format tile creating a clean, serene backdrop for everyday living.With 4 bedrooms and 2 baths, the main level flows easily from the living

  

  Alicia Goldman

  Christie's Int. Real Estate

  (845) 498-0451

  4 Mountain Brook Rd, Cornwall, NY 12518
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  /50

  $537,500

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

  62 Woodland Rd, Highland Mills, NY 10930

  Welcome to 62 Woodland Rd, Highland Mills, NY — where value, location, and opportunity come together. Situated on a beautiful 3/4-acre corner lot, this well-maintained home offers the perfect balance of space, privacy, and convenience in one of the most sought-after areas of the Hudson Valley. Featuring approximately 2,000+ sq ft, 4 bedrooms, 2.5 baths, and a 2-car garage, this home checks the

  Rob Fletcher Keller Williams Hudson Valley

  62 Woodland Rd, Highland Mills, NY 10930
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  /32

  $549,900

  • 3 Beds
  • 2.5 Baths
  • 1,865 Sq Ft

  6 Webster Ct, Monroe, NY 10950

  MEADOW GLEN!! GATED COMMUNITY! IMMACULATE UNIT! Located On a Culdesac! Three Level Living! 3 Bedrooms! 2 1/2 Bathrooms! 1 Car Garage! Eat In Kitchen with Stainless Steel Appliances, Granite Counter Tops & Ceramic Tile! Living Room with Gas Fireplace! Formal Dining! Master Bedroom Suite with Walk In Closet! Gleaming Hard Wood Floors! Recessive Lighting! Full Finished Walk Out Basement for Endless

  Amanda Dnistrian ARC Realty 1 in Sales

  6 Webster Ct, Monroe, NY 10950
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  /33

  $650,000

  • 4 Beds
  • 2.5 Baths
  • 2,619 Sq Ft

  2 Pine Tree Rd, Monroe, NY 10950

  "A MUST SEE" From its knotty pine tongue and groove paneling to its hardwood floor. The warmth of a wood burning stove in the living room. Off of the living room there is a staircase that leads to a large bonus room (loft) with closet and carpeted. Inside the eat kitchen with stainless steel appliances, ample storage and counter space. Has an island with Corian countertop. A formal dining room

  Lance Gibbs Arrowhead Realty

  2 Pine Tree Rd, Monroe, NY 10950
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  /26

  $940,000

  • 7 Beds
  • 3.5 Baths
  • 3,575 Sq Ft

  27 Catskill High Rail, Monroe, NY 10950

  *** This stunning home is a true gem located in a hot location, offering breathtaking views and exceptional privacy!! *** The spacious layout includes three full bathrooms and one half bathroom, designed for both comfort and convenience. The huge dining room and expansive playroom are perfect for entertaining, while the big kitchen and additional dining area provide ample space for family

  Nuchem Spitzer MK Realty Inc

  27 Catskill High Rail, Monroe, NY 10950
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  /48

  $925,000

  • 5 Beds
  • 3.5 Baths
  • 3,680 Sq Ft

  21 Bull Mine Rd, Chester, NY 10918

  Welcome to this distinguished colonial residence offering five bedrooms and three and a half baths, gracefully positioned on 2.3 acres of private, scenic grounds. Set back from the road, the home is surrounded by expansive green lawns, providing an unparalleled sense of privacy and sophistication. The inviting front porch presents an ideal space to enjoy your morning coffee while taking in the

  Donna Gennaro Howard Hanna Rand Realty

  21 Bull Mine Rd, Chester, NY 10918
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  /47

  $964,999

  • 5 Beds
  • 4 Baths
  • 3,154 Sq Ft

  43 Greenwich Ave, Central Valley, NY 10917

  Welcome to 43 Greenwich Avenue, a beautifully appointed 5-bedroom, 4-bath Colonial nestled in the highly sought-after Greens community of Central Valley. Offering over 3,100 square feet of living space, this home features a spacious and sun-filled layout, perfect for both everyday living and entertaining. The inviting family room showcases soaring ceilings, skylights, and a cozy fireplace, while

  

  Alexandra Zinko

  Century 21 Realty Center

  (845) 205-7672

  43 Greenwich Ave, Central Valley, NY 10917
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  /2

  $779,000

  • 5 Beds
  • 2.5 Baths
  • 2,180 Sq Ft

  41 Serpi Rd, Highland Mills, NY 10930

  Welcome to this meticulously maintained 2,180 sq. ft. Colonial-style home, perfectly situated on over an acre of lush, private land on a quiet cul-de-sac. The main level boasts a bright and airy floor plan, highlighted by a spacious dining room with oversized windows that flood the space with natural light. The large kitchen offers ample wood cabinetry and a separate dining area, ideal for both

  Hershy Niederman Loop Realty Inc

  41 Serpi Rd, Highland Mills, NY 10930
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  /30

  $499,900

  • 4 Beds
  • 2 Baths
  • 1,588 Sq Ft

  28 Olympus Rd, Highland Mills, NY 10930

  Beautifully Updated Bi-Level in the Town of Woodbury with Cornwall Schools, thoughtfully updated, ideally located in a prime commuter location in the Town of Woodbury and part of the highly sought-after Cornwall School District. This home offers 4 bedrooms, with three bedrooms on the main level along with a full bath, and an additional bedroom on the lower level with another full bath, providing

  Rosalie Cook Weichert Realtors

  28 Olympus Rd, Highland Mills, NY 10930
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  /47

  $629,000

  • 3 Beds
  • 3 Baths
  • 1,994 Sq Ft

  36 Sands Point Rd, Washingtonville, NY 10992

  Stop overpaying for utilities. This upgraded ranch is built to save you money. Its standout feature is a premium Tesla solar shingle roof paired with a Dandelion geothermal system, delivering major energy efficiency and lowering bills. Installed in 2021 and fully owned (not leased), it’s a turnkey investment you can monitor from your phone. Located just 15 minutes from the Harriman train station,

  Julie Klein BHG Real Estate Green Team

  36 Sands Point Rd, Washingtonville, NY 10992
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  /28

  $315,000

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  1 Whippoorwill Trail, Monroe, NY 10950

  Quiet spot at the end of a short "trail"! 1/2 circle driveway is paved giving more parking, & closer to the entrance! You'll enjoy the spacious deck at the rear of the house for any get togethers or just a peaceful family BBQ & play area for the kids! The deck is partially under a roof to be enjoyed even in the rain! There are 2 bedrooms & a small extra room, sunroom, living room, & fireplace to

  Kathy Dawson Howard Hanna Rand Realty

  1 Whippoorwill Trail, Monroe, NY 10950
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  /50

  $850,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 3 Baths
  • 3,174 Sq Ft

  7 Maidstone Ln, Monroe, NY 10950

  Stunning Colonial in the Heart of Monroe. Welcome to a home where "pristine" is an understatement. This classic 4-bedroom, 3 bath Colonial radiates pride of ownership from the moment enter the spacious two story foyer. Situated on a quiet, non-through street, this property offers the perfect blend of suburban tranquility and commuter convenience. The main level is designed for both effortless

  Claudia Lepore Keller Williams Realty

  7 Maidstone Ln, Monroe, NY 10950

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