Highland Mills, NY Homes for Sale

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  $588,000

  • 2 Beds
  • 1 Bath
  • 1,224 Sq Ft

  17 Pine Hill Rd, Highland Mills, NY 10930

  Discover a unique opportunity to own a versatile, multi-use property offering space, privacy, and future potential. This move-in ready two-bedroom, one-bath ranch sits on 1.3 acres and features an open-concept layout where the kitchen flows seamlessly into the dining and living areas—ideal for everyday living and easy entertaining. What truly sets this property apart is the FULLY EQUIPPED

  

  Luanne McGann

  Century 21 Full Service Realty

  (845) 868-4795

  17 Pine Hill Rd, Highland Mills, NY 10930
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  $950,000

  • 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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  $469,000

  • 3 Beds
  • 3 Baths
  • 1,689 Sq Ft

  8 Laurel Ct, Highland Mills, NY 10930

  Welcome to this beautifully maintained end-unit townhouse in Highland Mills, offering the perfect blend of space, privacy, and modern updates. As an end unit, the home enjoys added natural light and enhanced privacy. Thoughtfully updated and well cared for, this property is ideal for buyers seeking low-maintenance living with high-end improvements. This 3-bedroom home features two spacious

  

  Alexandra Zinko

  Century 21 Realty Center

  (845) 378-9879

  8 Laurel Ct, Highland Mills, NY 10930
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  /22

  $524,999

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

  11 Gillian Ct, Monroe, NY 10950

  Welcome home! This move-right-in 3-bedroom, 2.5-bath home offers hardwood floors, newer appliances, and a bright, open layout. Enjoy cooking and entertaining with a breakfast bar and additional bonus room perfect for a home office, playroom, or home gym. The attached garage includes an electric vehicle charger for modern convenience. Meadow Glen offers fantastic amenities, including a beautiful

  

  Alexandra Zinko

  Century 21 Realty Center

  (329) 210-3865

  11 Gillian Ct, Monroe, NY 10950
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  $650,000

  • 4 Beds
  • 3 Baths
  • 3,003 Sq Ft

  16 Mockingbird Ln, Washingtonville, NY 10992

  Welcome to this beautifully maintained Colonial, tucked away on a quiet, tree-lined street in Washingtonville. Surrounded by mature landscaping and perennial gardens, the backyard is a private retreat featuring an in-ground pool, hot tub, and patio—perfect for summer gatherings or peaceful evenings at home. Inside, timeless hardwood floors lead you through multiple inviting living spaces,

  

  Cecilia Feng

  BHHS River Towns Real Estate

  (329) 213-1780

  16 Mockingbird Ln, Washingtonville, NY 10992
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  $395,000

  • 4 Beds
  • 1 Bath
  • 1,132 Sq Ft

  13 Whippoorwill Trail, Monroe, NY 10950

  Your dream home in the cozy Mountain Lodge is here! Come see this beautiful, well kept home in the well sought after Monroe, with Washingtonville schools! Brand new roof! outdoor decking is new, bathroom is new! Call today for a viewing.

  

  Joel Ayala

  HomeSmart Homes & Estates

  (329) 210-3135

  13 Whippoorwill Trail, Monroe, NY 10950
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  $299,999

  • 3 Beds
  • 1 Bath
  • 1,815 Sq Ft

  4 Woodland Cir N, Monroe, NY 10950

  Welcome to this charming 1940 brick home nestled among mature trees in the Mountain Lodge Park subdivision, located within the Washingtonville School District. This solid 3-bedroom, 1-bathroom residence blends classic construction with a peaceful, natural setting while remaining highly convenient to commuter routes like Interstate 87, Route 208, and Route 94. Situated just a short drive from

  

  Richard Baxter

  Keller Williams Realty

  (329) 210-5595

  4 Woodland Cir N, Monroe, NY 10950
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  $215,000

  • 3 Beds
  • 1 Bath
  • 856 Sq Ft

  17 Whippoorwill Trail, Monroe, NY 10950

  Opportunity is knocking! Unlock the potential in this 3-bedroom, 1-bath ranch nestled in a well-established rural setting! With the right updates, this home can truly shine. Enjoy a covered deck perfect for outdoor living and a finished basement that adds valuable flexible space. A fantastic opportunity for buyers ready to create something special—bring your vision and make it your own! This home

  

  Carole McCann

  Hudson Heritage Realty

  (329) 210-4613

  17 Whippoorwill Trail, Monroe, NY 10950
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  $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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  /23

  $255,000

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  18 Lexington Hill Unit 8, Harriman, NY 10926

  Find your perfect home in the heart of Lexington Hills with this desirable lower-level Unit. Experience the best of community living with the added benefit of a secluded, quiet location. Ideal for simplifying life, this unit offers turn-key readiness and is situated just moments from local dining, shopping, and major commuter routes. Enjoy the ease of a lower-level residence with excellent

  

  Donna Reese

  Keller Williams Hudson Valley

  (329) 207-0646

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

  $2,937,000

  • Land
  • 11 Acres
  • $267,000 per Acre

  34 Cranberry Dr, Woodbury, NY 10930

  There are opportunities... and then there are opportunities that allow you to shape an entire vision from the ground up.Welcome to Cranberry Drive in Highland Mills, where this shovel ready subdivision presents a remarkable chance to create something truly special in the heart of Woodbury, NY. This offering provides a rare plug and play development opportunity for a builder or investor ready

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 547-7784

  34 Cranberry Dr, Woodbury, NY 10930
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  $285,000 Coming Soon

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft

  36 Claremont Trail, Monroe, NY 10950

  This charming 2-bedroom ranch has been fully refreshed and is ready for your next chapter. Ideal as a peaceful starter home or a weekend getaway just 60 miles from NYC. Relax on your property and take in the fantastic mountain views that makes this neighborhood one of Orange County’s best-kept secrets. You’re a short drive from Woodbury Common Premium Outlets, local farm-to-table dining, and the

  

  Mindy Skelly

  1 Oak Real Estate Hub Inc

  (329) 210-1385

  36 Claremont Trail, Monroe, NY 10950
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  $3,999,999

  • 15 Beds
  • 28 Baths
  • 12,000 Sq Ft

  43 Freeland St, Monroe, NY 10950

  Multi-Use Investment Opportunity – Village of Monroe, NYApprox. 12,000 sq ft multi-use building situated on a private gated 2.9-acre property in the Village of Monroe. Built in 2020, the property offers modern construction and flexible layout suitable for a variety of permitted uses. Property currently being used as a private high school with dormitory and both residential units as

  

  Nazma Sooknanan

  Nazma Real Estate LLC

  (329) 236-2541

  43 Freeland St, Monroe, NY 10950
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  $799,000

  • 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
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  $749,000

  • 3 Beds
  • 2.5 Baths
  • 1,696 Sq Ft

  12 San Marcos Dr, Monroe, NY 10950

  There’s real momentum behind this one. The setting and structure open the door to something bigger than just a standard purchase. This isn’t just another listing. This property is included in a multi-property package with 3 Galveston 8, and 10 San Marcos. Inquire for more information.

  Moche Halpern Blooming Realty

  12 San Marcos Dr, Monroe, NY 10950
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  $725,000 Open Sun 11:30AM - 1:30PM

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  22 Reinheimer Rd, Monroe, NY 10950

  Welcome to this one-of-a-kind Colonial with a modern twist. This fully renovated and extended three-bedroom, 2.5-bath home has been thoughtfully redesigned from top to bottom, showcasing an incredible transformation with tasteful finishes and top-of-the-line, energy-efficient appliances throughout. Think 1920s gut renovation with a new construction mix maintaining the charm and character of the

  Claudia Lepore Keller Williams Realty

  22 Reinheimer Rd, Monroe, NY 10950
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  $949,000

  • 2 Beds
  • 2.5 Baths
  • 2,888 Sq Ft

  3 Roanoke Dr, Monroe, NY 10950

  Located in the heart of the Village, this private residence offers a rare combination of privacy and convenience. Set on a generous property with a spacious, secluded backyard, the home provides a peaceful retreat while still being centrally located. The property sits in a highly desirable village setting, offering both comfort and accessibility in one of the area’s most sought-after locations.

  Lazar Schvimmer Blooming Realty

  3 Roanoke Dr, Monroe, NY 10950
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  $979,000

  • 4 Beds
  • 4 Baths
  • 4,262 Sq Ft

  35 Greenwich Ave, Central Valley, NY 10917

  Before you even step inside this home makes a statement! The columned entry soaring arched transom & custom double doors with striking ironwork detail announce quietly & confidently that everything behind them was built with intention. Warm light spills from every arched window against the evening sky & you haven't even touched the door handle yet. Then you step inside. The two-story entry opens

  Tristen Sierra Coldwell Banker Realty

  35 Greenwich Ave, Central Valley, NY 10917
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  /11

  $775,000

  • 4 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  16 Chevron Rd Unit 302, Kiryas Joel, NY 10950

  NEW CONSTRUCTION WILL BE DONE SOON. A rare opportunity in Kiryas Joel. Beautiful new condo offering an open layout. This home will feature 9-ft ceilings, wood floors in the bedrooms and dining room, ceramic tile in the kitchen and entry, and central air for year-round comfort. It includes an additional kitchen with two sinks and gas appliances, soundproofing between units, and a full sprinkler

  Jacob Katz MS Realty Group USA, Inc

  16 Chevron Rd Unit 302, Kiryas Joel, NY 10950
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  /41

  $699,000

  • 4 Beds
  • 3 Baths
  • 2,256 Sq Ft

  70 Woodland Rd, Monroe, NY 10950

  Welcome to this beautifully maintained 4-bedroom, 3-full-bath Colonial, nestled in a desirable neighborhood in The Carriage Hill Estates.. Perfectly positioned to offer the ideal balance of tranquil suburban living and modern convenience, this home is just minutes from Harriman train station, Monroe’s shops, restaurants, highways, and top-rated schools. Set on a generous lot surrounded by mature

  Susan McMullen eXp Realty

  70 Woodland Rd, Monroe, NY 10950
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  $749,000

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  4 Merriewold Ln S, Monroe, NY 10950

  Not your typical listing. There’s a presence here you don’t come across often the space, the flow, and the setting all line up. Ready to use today, with clear potential to take it further and unlock even more value. Whether you keep it as is or bring your own vision, this is the kind of property that can go in multiple strong directions. A standout opportunity with real upside. Feel free to send

  Moche Halpern Blooming Realty

  4 Merriewold Ln S, Monroe, NY 10950
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  /48

  $899,000

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

  27 Union Transfer, 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 unfinished

  Dovid Hoffman MK Realty Inc

  27 Union Transfer, Monroe, NY 10950
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  $629,900

  • 4 Beds
  • 2 Baths
  • 2,064 Sq Ft

  23 Edgewood Dr, Harriman, NY 10926

  Welcome to 23 Edgewood Drive. A magnificent Cape Cod home located in one of the most Desirable locations in allof Monroe Area. This stunning home features Lush Landscaping, Custom built stone walkway, and stone retaining walls. Inviting Open & Sundrenched Floor Plan that includes beautiful Hardwood Floors, Recessed and track Lighting, a sun- filled Large Living room, gourmet Kitchen including

  John Biasi Howard Hanna Rand Realty

  23 Edgewood Dr, Harriman, NY 10926
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  $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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  /23

  $690,000

  • 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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  $650,000

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

  4 Mack Place, Monroe, NY 10950

  Are you looking high n low for that exclusive HOME? Well, you've found it!!This exceptional, oversized home perfectly combines space, and a prime location!Boasting a bright, open floor plan, with living room, family room and dining room! Generous bedrooms, and bathrooms. This property is ideal for both entertaining and comfortable daily life. It has been meticulously maintained and is

  Joseph Rosenfeld Flag Realty Group

  4 Mack Place, Monroe, NY 10950
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  $625,000

  • 4 Beds
  • 2 Baths
  • 1,988 Sq Ft

  333 Oakland Ave, Monroe, NY 10950

  A beautiful and spacious Cape Cod–style home set on a hill overlooking the Village of Monroe. Ideally located for commuting, this home offers close proximity to the ShortLine bus to NYC’s Port Authority Terminal, as well as just 3.7 miles to the train station-blending convenience with a peaceful setting. Enjoy nearby ponds, local dining, or time outdoors on the porch. Bright, airy, and well

  Eileen Hughes Howard Hanna Rand Realty

  333 Oakland Ave, Monroe, NY 10950
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  $699,000

  • 4 Beds
  • 2 Baths
  • 1,360 Sq Ft

  7 Mangin Rd, Monroe, NY 10950

  Something about this one just hits different. The layout and overall presence create a strong opportunity, all set in a desirable location. There’s a natural flow to the space and a level of flexibility that opens the door to a range of possibilities. It carries the kind of value and potential that stands out in today’s market, making it a compelling option for buyers looking for something with

  Moche Halpern Blooming Realty

  7 Mangin Rd, Monroe, NY 10950
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  /2

  $749,000

  • 5 Beds
  • 2 Baths
  • 1,877 Sq Ft

  36 Dallas Dr, Monroe, NY 10950

  A standout property with the kind of presence and potential that’s getting harder to find. The setting, the layout, and the overall feel come together in a way that creates real upside.Strong positioning, great energy, and endless possibilities for the right buyer. Whether you're looking to secure something now or thinking long term, this is the kind of deal worth looking at.Opportunities

  Moche Halpern Blooming Realty

  36 Dallas Dr, Monroe, NY 10950
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  /17

  $749,000

  • 4 Beds
  • 3 Baths
  • 2,076 Sq Ft

  383 Route 32, Central Valley, NY 10917

  Private 4 Bedroom 3 Full Bath Home w/Accessory Dwelling unit w/private entrance + a finished basement with outdoor entry, creating multiple separate living options and exceptional versatility. Enjoy a partially fenced in yard offering privacy and outdoor enjoyment. Commuter friendly w close access to major highways, trains and buses. With two private lower-level entrances plus main floor entrance

  David White Owner Entry.com

  383 Route 32, Central Valley, NY 10917
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  $695,000

  • 4 Beds
  • 1.5 Baths
  • 1,428 Sq Ft

  43 Duelk Ave, Monroe, NY 10950

  Welcome to 43 Duelk Ave in Monroe, NY—a spacious split-level home offering comfort, functionality, and convenience. This well-maintained property features 4 bedrooms and 1.5 bathrooms, making it ideal for a variety of living arrangements. The first level includes a cozy family room, a versatile bedroom or home office, and a convenient half bath. Upstairs, you'll find a bright and inviting living

  Marie Altieri Howard Hanna Rand Realty

  43 Duelk Ave, Monroe, NY 10950
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  /2

  $749,000

  • 3 Beds
  • 1 Bath
  • 1,824 Sq Ft

  8 San Marcos Dr, Monroe, NY 10950

  A unique opportunity with flexibility and upside. The space allows for multiple directions depending on your vision. Located in an area seeing continued demand. This property is part of a package sale with 3 Galveston,10, and 12 San Marcos. Reach out for more information.

  Moche Halpern Blooming Realty

  8 San Marcos Dr, Monroe, NY 10950
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  /2

  $749,000

  • 3 Beds
  • 2.5 Baths
  • 1,764 Sq Ft

  10 San Marcos Dr, Monroe, NY 10950

  Something here just works. The combination of location, layout, and future potential makes it a smart move for the right buyer. Offered as part of a combined opportunity with 3 Galveston, 8, and 12 San Marcos. Reach out for details.

  Moche Halpern Blooming Realty

  10 San Marcos Dr, Monroe, NY 10950
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  $669,999

  • 4 Beds
  • 3 Baths
  • 2,489 Sq Ft

  66 Summit Ave, Central Valley, NY 10917

  Rich in history and thoughtfully reimagined, this exceptional Arts & Crafts residence in the coveted Oak Clove neighborhood blends architectural character with today’s most desirable upgrades. From the moment you enter, the home’s warmth is undeniable. A stunning living room anchored by a floor-to-ceiling stone fireplace and accented with exposed wood beams creates a space that feels both grand

  Melissa Forsyth Hudson Valley Home Connection

  66 Summit Ave, Central Valley, NY 10917
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  $675,000

  • 6 Beds
  • 3.5 Baths
  • 3,405 Sq Ft

  3 Tundra Terrace, Cornwall, NY 12518

  Spacious 4-bedroom, 2.5-bath Colonial set on a quiet cul-de-sac in one of Cornwall’s most desirable residential neighborhoods. Surrounded by well-maintained homes and mature landscaping, this property offers both privacy and a true neighborhood setting.The main residence features generous, light-filled living spaces and a functional layout ideal for everyday living and entertaining. The

  Janet Rendle Weichert Realtors

  3 Tundra Terrace, Cornwall, NY 12518
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  $739,000

  • 4 Beds
  • 2.5 Baths
  • 2,566 Sq Ft

  3 Moorefield Cir, Highland Mills, NY 10930

  Welcome to the highly desirable Brigadoon community, ideally situated on a quiet cul-de-sac! This elegant colonial home offers 4 spacious bedrooms and 2.5 bathrooms, along with a 2-car garage. The sunlit eat-in kitchen is a chef’s dream, featuring granite countertops, a center island, ceramic tile flooring, and a convenient butler’s pantry—perfect for entertaining. The expansive primary suite

  Jacob Fried Keller Williams Realty

  3 Moorefield Cir, Highland Mills, NY 10930
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  $615,000 Open Sun 12PM - 2PM

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

  2 Olympus Rd, Highland Mills, NY 10930

  Price Reduced...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

  Kim O'Neil Hudson Valley Home Connection

  2 Olympus Rd, Highland Mills, NY 10930
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  $639,900

  • 4 Beds
  • 3 Baths
  • 2,476 Sq Ft

  10 Sunset Heights, Monroe, NY 10950

  Welcome to this spacious and beautifully maintained Cape Cod-style home offering comfort, functionality, and timeless appeal. Gleaming hardwood floors and an abundance of windows fill the home with natural light, creating a warm and inviting atmosphere throughout. The main level features a thoughtfully designed layout, including a formal living room and formal dining room—perfect for

  Antoinette Gundersen HomeSmart Homes & Estates

  10 Sunset Heights, Monroe, NY 10950
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  $499,999

  • 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. 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 barbecues, spontaneous play or quiet evenings outdoors. The living and dining areas flow together with relaxed

  JOHN SCARANO Keller Williams Realty

  172 Ridge Rd, Highland Mills, NY 10930
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  /31

  $399,000

  • 3 Beds
  • 3 Baths
  • 1,779 Sq Ft

  36 Weygant Hill, Highland Mills, NY 10930

  Welcome to 36 Weygant Hill Road – a Charming Cape Cod Gem in Highland Mills!Discover this wonderful Cape Cod–style home nestled in the heart of Highland Mills. Situated on a spacious 0.40-acre lot (17,424 sq. ft.), this property offers plenty of room to enjoy the outdoors, complete with a detached garage for added convenience.Step inside to find a warm and inviting kitchen, a cozy living

  David Kraus MK Realty Inc

  36 Weygant Hill, Highland Mills, NY 10930

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