Homes for Sale near Monroe-Woodbury High School

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  /32

  $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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  /2

  $68,800

  • Land
  • 1.00 Acre
  • $68,800 per Acre

  0 Margaret Rd Unit KEY862335, Monroe Town, NY 10950

  Close to transportation, shopping, and dining. Residential Lot. Need variance.

  

  John Olivero

  Keller Williams Realty

  (845) 373-3537

  0 Margaret Rd Unit KEY862335, Monroe Town, NY 10950
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  /37

  $454,999

  • 4 Beds
  • 2 Baths

  34 Round Lake, Monroe, NJ 10950

  

  Franklyn Crowe

  WEICHERT REALTORS

  (845) 606-6760

  

  34 Round Lake, Monroe, NJ 10950
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  /29

  $610,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  391 Bull Mill Rd, Chester, NY 10918

  Welcome home to this storybook setting, where a majestic weeping cherry blossom greets you with it's graceful cascade of blossoms each spring. This beautifully preserved historical farmhouse set on 1.7 acres along a scenic country road just down the lane from a local farm where the soft "mooing" adds to the peaceful rural charm. Sitting pretty on a corner lot with a circular driveway, this home

  

  Alexandra Zinko

  Century 21 Realty Center

  (845) 412-9860

  391 Bull Mill Rd, Chester, NY 10918
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  /34

  $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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  /27

  $499,000

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

  4 Linden Dr, Highland Mills, NY 10930

  Welcome to this rare 4-bedroom, 4-bathroom townhome in the sought-after Timber Ridge community of Woodbury, NY—offering many updates, and a versatile location! This spacious multi-level home features a brand new roof (installed June 2025) and an open-concept main level with vaulted ceilings, skylights, and sun-drenched interiors. The oversized kitchen flows into the dining area, which opens to a

  

  Erin Connolly

  Artisan Realty

  (845) 393-6635

  4 Linden Dr, Highland Mills, NY 10930
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  /48

  $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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  /29

  $369,000

  • 3 Beds
  • 2.5 Baths
  • 1,585 Sq Ft

  252 Heritage Ln, Monroe, NY 10950

  Welcome to this beautifully maintained 3 bedroom, 2.5-bath townhouse located in a highly sought after community within the Monroe-Woodbury School District. This move-in ready home features an open-concept main level with a spacious living room and kitchen area, perfect for entertaining. Enjoy the convenience of private in-unit laundry and assigned parking, with plenty of additional parking

  Brenda Wiley Howard Hanna Rand Realty

  252 Heritage Ln, Monroe, NY 10950
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  /50

  $995,000

  • 4 Beds
  • 3 Baths
  • 2,700 Sq Ft

  893 Laroe Rd, Monroe, NY 10950

  When you walk in the front door, the artful design and carefully curated surroundings immediately banish the outside world. The open floor plan and copious windows bring in the sunshine and natural light. Begin in the spacious living room with woodburning fireplace that opens into the family room. The living room flows naturally to the family room with its own fireplace, and it is surrounded by

  Lisa Fountain Corcoran Country Living

  893 Laroe Rd, Monroe, NY 10950
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  /46

  $849,900

  • 5 Beds
  • 3 Baths
  • 3,485 Sq Ft

  284 Bull Mill Rd, Chester, NY 10918

  Monroe's Stunning Mini Mansion Awaits Its New Owner!This exquisite home offers everything you've been dreaming of in an ideal location. Step into this 5-bedroom, 3-bath residence featuring a beautiful double-height entrance and a striking palladium window, welcoming you with its elegant double-sided luxury staircase.Before heading upstairs, prepare to be impressed by the spacious chef's

  Jayne Mangieri Keller Williams Valley Realty

  284 Bull Mill Rd, Chester, NY 10918
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  /33

  $349,000

  • 3 Beds
  • 1.5 Baths
  • 1,361 Sq Ft

  9 Heritage Dr Unit B, Harriman, NY 10926

  COMING SOON!!! Welcome to the Harriman Hill Community! This move-in ready 3-bedroom, 1 full and half bathroom townhome offers comfortable living in a highly convenient location. The main level features a spacious living and dining area with wood flooring, sliding glass doors open to a cozy porch area, powder room, and an updated kitchen with stainless steel appliances. Freshly painted throughout!

  Nicole Isaacs Century 21 Full Service Realty

  9 Heritage Dr Unit B, Harriman, NY 10926
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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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  /37

  $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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  /21

  $789,000

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

  65 Hawxhurst Rd, Monroe, NY 10950

  Discover your dream home with this stunning property that perfectly blends modern elegance and comfort. This beautifully designed house boasts a fresh, contemporary interior that invites you to experience luxury living at its finest. With spacious rooms flooded with natural light, you'll enjoy an open layout that is perfect for both entertaining and everyday family life. The expansive lot offers

  Joseph Rosenfeld Flag Realty Group

  65 Hawxhurst Rd, Monroe, NY 10950
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  /37

  $699,999

  • 5 Beds
  • 3 Baths
  • 2,983 Sq Ft

  9 Mount Ridge Ct, Monroe, NY 10950

  Tucked away on a peaceful cul-de-sac, this lovingly maintained 5-bedroom, 3-full-bath home offers 3,000 square feet of light-filled living space and a layout designed for comfort and flexibility. Owned by the original homeowner since day one, this property has been thoughtfully cared for and is ready for its next chapter.Inside, you’ll find big, bright rooms and an easy flow perfect for

  James Feldhaus eXp Realty

  9 Mount Ridge Ct, Monroe, NY 10950
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  /49

  $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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  /47

  $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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  /48

  $665,000

  • 4 Beds
  • 2.5 Baths
  • 2,229 Sq Ft

  61 Peter Bush Dr, Monroe, NY 10950

  Well-Maintained & Beautifully Updated 4-Bedroom Split-Level Home!Welcome to this spacious and thoughtfully updated 4-bedroom, 2.5-bath split-level home that offers the perfect blend of comfort, style, and functionality. From the moment you arrive, you’ll notice the pride of ownership throughout.Inside, you’ll find gleaming hardwood floors, a beautifully updated kitchen with modern

  Patricia Hyer Howard Hanna Rand Realty

  61 Peter Bush Dr, Monroe, NY 10950
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  /46

  $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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  /27

  $699,000

  • 4 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  284 W Mombasha Rd, Monroe, NY 10950

  Welcome to your dream home! Nestled on 5.4 acres of serene privacy, this meticulously renovated colonial blends timeless charm with modern luxury. Tons of natural sunlight throughout the home. Step inside to gleaming hardwood floors throughout both levels and a spacious open-concept layout perfect for today’s lifestyle. The heart of the home is a bright and airy kitchen, formal dining room and

  Jaime Dicembri Century 21 Full Service Realty

  284 W Mombasha Rd, Monroe, NY 10950
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  /27

  $364,000

  • 2 Beds
  • 2 Baths
  • 1,160 Sq Ft

  71 Frank Ct, Monroe, NY 10950

  You can truly have it all in this exceptional nearly 1160 sq. ft. condo. This upper unit offers 2 Bedroom and 2 full bathrooms, a large living room with light colored carpeting, a formal dining room, with real wood parquet flooring that flows into a spacious kitchen with receded lighting, new stone back-splash, granite counter-top, custom hanging light, 5 burner stove and a side-by-side

  Dennis Chiulli Dennis L Chiulli Realty Corp

  71 Frank Ct, Monroe, NY 10950
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  /21

  $735,000

  • 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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  /33

  $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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  /35

  $649,900

  • 5 Beds
  • 4 Baths
  • 3,715 Sq Ft

  216 Maple Ave, Monroe, NY 10950

  A/O 6/30/2025 - Situated on a cul-de-sac street in the sought-after Round Lake community of Monroe, this 5BR/4BTH masterpiece is sure to impress the most discerning buyers. Upon entering the foyer you will be greeted to over 3,700 square feet of luxury space. The Formal Living Room is drenched in natural light flowing seamlessly into the banquet sized Dining Room. Next, imagine preparing your

  Ryan Sunden Your Home Sold Guaranteed Rlty

  216 Maple 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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  /48

  $739,900

  • 4 Beds
  • 2.5 Baths
  • 2,434 Sq Ft

  33 Sutherland Dr, Highland Mills, NY 10930

  Welcome to Greenway Estates – Highland Mills, NYNestled on a serene 1.2-acre lot in a quiet cul-de-sac within the highly desirable Greenway Estates, this beautifully maintained Colonial offers the perfect blend of elegance, comfort, and privacy. Boasting 4 bedrooms and 2.5 baths across 2,500 sq. ft. of living space, this home is surrounded by mature trees and lush landscaping for a

  Kim Chiapperino RE/MAX Benchmark Realty Group

  33 Sutherland Dr, Highland Mills, NY 10930
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  /39

  $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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  /24

  $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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  /33

  $699,000

  • 4 Beds
  • 2.5 Baths
  • 2,004 Sq Ft

  4 Sequoia Trail, Highland Mills, NY 10930

  Located in the charming neighborhood of Highland Mills, the newly renovated 2004 sq ft house at 4 Sequoia Trail offers a perfect blend of comfort and modern living. With beautifully landscaped grounds and ample outdoor space, this home provides a peaceful retreat from everyday life. As you ascend to the top level, you are welcomed by a spacious living room. Bright and airy, this space features

  Moshe Kaufman MK Realty Inc

  4 Sequoia Trail, Highland Mills, NY 10930
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  /48

  $694,900

  • 4 Beds
  • 1.5 Baths
  • 2,220 Sq Ft

  33 Winchester Dr, Monroe, NY 10950

  Located in the desirable Monroe-Woodbury School District, this classic 2,220 sq ft colonial offers a rare combination of space, comfort, and future potential. Set on a gentle hill in a picturesque, sidewalk-lined neighborhood, the property features four spacious bedrooms, two bathrooms, and a well-balanced layout that includes a formal dining room, a living room, and a separate family room.

  Dennis Clark Howard Hanna Rand Realty

  33 Winchester Dr, Monroe, NY 10950
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  /27

  $639,000

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

  71 Fawn Hill Rd, Tuxedo Park, NY 10987

  Motivated sellers and reduction of price from $680,000 to $639,000! Exquisitely updated 4 bedroom, 3 bathroom ranch in prestigious Laurel Ridge development in Tuxedo, NY. This residence provides a private, serene retreat while maintaining convenient train and bus access to metropolitan amenities. A newer gourmet kitchen (2022) features contemporary finishes and premium appliances. The kitchen and

  Jodi Caliciotti Terrie OConnor

  71 Fawn Hill Rd, Tuxedo Park, NY 10987
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  /50

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 2,290 Sq Ft

  11 Mountain Park Rd, Monroe, NY 10950

  This well maintained colonial has a unique and open floor plan that also maximizes living space. The impressive mahogany front door will give you a good indication of what awaits you when you enter the home. The entire house including all the bedrooms have hardwood oak floors and the entry and baths are tiled. The first floor has crown and box moulding accents. The Kraftmaid cabinetry is

  Theresa Budich Howard Hanna Rand Realty

  11 Mountain Park Rd, Monroe, NY 10950
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  /14

  $354,995

  • 2 Beds
  • 2 Baths
  • 1,160 Sq Ft

  37 Aldo Ct, Monroe, NY 10950

  This is a one of a kind very commuter friendly location. Come visit this ground floor end unit walk into this very spacious living room and formal dining area. The kitchen also is very spacious with sliding glass door overlooking a walk out patio backing into the privacy of the woods. There are two nice size bedrooms with a walk-in closet. the unit also has two full bathrooms .and a utility room

  Rhoda Ciancio Real Estate Connection Corp

  37 Aldo Ct, Monroe, NY 10950
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  /29

  $475,000 Open Sun 1PM - 3PM

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

  20 Grove St, Harriman, NY 10926

  Charming Single-Family Home in Harriman, NY – Monroe-Woodbury Schools. Welcome to this beautifully maintained 3-bedroom, 1.5-bath home located in the heart of Harriman, NY. Situated within the highly desirable Monroe-Woodbury School District, this home combines style, comfort, and convenience. The main level features gleaming hardwood floors throughout and a modern kitchen with granite

  Courtney Tablante Keller Williams Realty

  20 Grove St, Harriman, NY 10926
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  /35

  $499,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,751 Sq Ft

  132 Ridge Rd, Highland Mills, NY 10930

  This beautifully updated 3-bedroom, 1.5-bath home offers the perfect balance of comfort, style, and convenience. Featuring newly refinished floors and a modern kitchen with generous cabinet space, the home welcomes you with warmth and functionality.The spacious backyard is ideal for relaxing, entertaining, or enjoying peaceful moments surrounded by nature. Located just minutes from

  Ammar Iqbal eXp Realty

  132 Ridge Rd, Highland Mills, NY 10930
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  /35

  $329,999

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

  207 Arlin Rd, Monroe, NY 10950

  Welcome to easy living at Cromwell Hills! This charming first-floor condo offers 2 spacious bedrooms and 2 full bathrooms with a traditional layout that provides separation and privacy between living spaces—perfect for those who prefer clearly defined rooms over open concept.The primary suite is a standout, featuring a full bathroom plus a bonus vanity area with a separate sink and mirror

  Vincent Reda Keller Williams Realty

  207 Arlin Rd, Monroe, NY 10950
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  /42

  $500,000 Open Fri 5PM - 7PM

  • 2 Beds
  • 4 Baths
  • 2,176 Sq Ft

  2 Peter Turner Rd, Monroe, NY 10950

  Are you ready to move? Come see this luxury townhouse before it's too late! 2-bedrooms, plus a loft/office area, 2 full bathrooms, 2 half bathrooms, and a two-car garage with a long private driveway. The entryway, dining room, and living room have hardwood floors, 9’ ceilings, and plenty of sunshine with extra windows in this spacious end unit. A nature lovers deck connects from the eat-in

  Lynda Hoss Weichert Realtors

  2 Peter Turner Rd, Monroe, NY 10950
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  /24

  $599,500

  • 4 Beds
  • 2 Baths
  • 2,071 Sq Ft

  1179 E Mombasha Rd, Monroe, NY 10950

  Clean, Fresh & Private! Move in Condition! 4 bdrms, 2 bths, Oversized 2 car garage, Over 1 acre w/lake view! Many updates -Kitchen appliances, washer/dryer, light fixtures, refinished hardwood floors, electric fireplace/heater, expansive deck,. Chef's kitchen w/tons of storage, maple cabinetry, granite counter tops w/sliders to the deck and private back yard. Entertainers Delight!!! Updated lower

  Jonathan Minerick HomeCoin.com

  1179 E Mombasha Rd, Monroe, NY 10950
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  /37

  $349,000

  • 3 Beds
  • 1.5 Baths
  • 1,368 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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