Orange, NY Homes near Monroe-Woodbury Middle School

$632,000 Sold Jul 05, 2025
- 2,014 Sq Ft
- $314/SF
- 53 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1993
44 Orion Ave, Monroe, NY 10950

Welcome to this bright, open and spacious home located in a quiet neighborhood cul-de-sac in Monroe, only one hour to NYC. Enjoy an open floorplan, large eat-in kitchen with a walk-out to a large private patio area. This home features a formal dining room, two-car garage with extra-high ceilings, full, unfinished basement, primary bedroom with walk-in closet and full bathroom and more.

Layla Rose Boyles Century 21 Realty Center

44 Orion Ave, Monroe, NY 10950

Est $748,035 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,533 Sq Ft
6 Alloway Crescent, Highland Mills, NY 10930

6 Alloway Crescent, Highland Mills, NY 10930

/26
$225,000
- 2 Beds
- 1 Bath
- 484 Sq Ft
42 Heaton Rd, Monroe, NY 10950

This quaint two-bedroom home is located in the lake region of Monroe. It is a short walk down Heaton rd. to Walton Lake. There is an enclosed porch when you enter the home that has bright sunny windows. The kitchen and living room are one open room. There is one bathroom, both bedrooms have nice size closets. Full attic with pull down stairs for storage. Great starter home or perfect for

Maureen Schroder Keller Williams Valley Realty

42 Heaton Rd, Monroe, NY 10950
$590,000 Sold Jul 02, 2025
- 1,734 Sq Ft
- $340/SF
- 102 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1977
15 Forge Rd, Monroe, NY 10950

***Motivated Seller *** Welcome to 15 Forge Rd Monroe. Located in one of the Nicest Neighborhoods in Monroe. This Absolutely Stunning Home features an Inviting Open Airy Floor Plan that includes Hardwood Floors throughout the first level of Living Space. A Sun Drenched Living Room with Vaulted ceilings, Natural wood beams, track lighting, Lots of windows, and a Beautiful Bay window. Formal

John Biasi Howard Hanna Rand Realty

15 Forge Rd, Monroe, NY 10950

Est $831,529 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,906 Sq Ft
8 Heather Ridge, Highland Mills, NY 10930

8 Heather Ridge, Highland Mills, NY 10930

/34
$550,000
- 3 Beds
- 3 Baths
- 1,940 Sq Ft
28 Catskill Ave, Monroe, NY 10950

Welcome to your upgraded sanctuary—this fully renovated country colonial sits proudly on a half-acre with a freshly reimagined in-ground pool, three designer-grade full bathrooms, and exclusive deeded access to Walton Lake just down the road.Curb appeal? Locked in. With brand-new vinyl siding, updated windows and doors, a full fencing package, custom paver walkways, and pro landscaping,

Richard Frierson Hollingsworth Real Estate Grp.

28 Catskill Ave, Monroe, NY 10950
$560,000 Sold Jul 02, 2025
- 2,186 Sq Ft
- $256/SF
- 100 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1967
28 Adrianne Dr, Highland Mills, NY 10930

Welcome to your dream home in the heart of the desirable Monroe Woodbury School District! This stunning four-bedroom, two-and-a-half-bath Colonial sits on a spacious corner lot and boasts an inviting in-ground pool, perfect for summer relaxation and entertaining. The large kitchen is ideal for culinary enthusiasts, offering ample space for meal prep and gatherings. Enjoy the serenity of your

Bernadette Corrigan Keller Williams Realty

28 Adrianne Dr, Highland Mills, NY 10930

Est $813,437 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,126 Sq Ft
13 Heather Ridge, Highland Mills, NY 10930

13 Heather Ridge, Highland Mills, NY 10930

/4
$175,000
- 4 Beds
- 2 Baths
- 1,756 Sq Ft
24 Summit Ave, Harriman, NY 10926

DRASTIC PRICE IMPROVEMENT!!! PRICED to SELL!CALLING ALL INVESTORS! LOCATION, LOCATION, LOCATION. Investment Property in Desirable Harriman Neighborhood, Monroe-Woodbury School District. This is a STRICTLY AS-IS Estate Sale. Four car garage. House was condemned due to a fire. Full Rehab or tear down required to gain certificate of occupancy. NO INTERIOR ACCESS. I HAVE NO FURTHER DETAILS ON THE

Brenda Guttenberg RE/MAX Benchmark Realty Group

24 Summit Ave, Harriman, NY 10926
$849,900 Sold Jul 01, 2025
- 2,934 Sq Ft
- $290/SF
- 68 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2008
41 Talbot Rd, Harriman, NY 10926

ORCHARD HILL ESTATES! STUNNING COLONIAL! 4 Bedrooms! 3 1/2 Bathrooms! 2 Car Garage! Large Eat In Kitchen with Granite Counter Tops, New Stainless Steel Appliances, Island and Custom Tile Back Splash! Living Room with Brick Gas Fireplace! Over Sized Formal Dining Room with Chair Rail! Two Master Bedroom Suites with Walk In Closet! Office!Gleaming Hard Wood Crown Molding! Floors! Recessive

Amanda Dnistrian ARC Realty 1 in Sales

41 Talbot Rd, Harriman, NY 10926

Est $904,985 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,126 Sq Ft
15 Heather Ridge, Highland Mills, NY 10930

15 Heather Ridge, Highland Mills, NY 10930

/9
$234,999
- Land
- 6 Acres
- $41,964 per Acre
0 Stag Hill Rd Unit KEY894287, Monroe, NY 10950

Build your dream home on this 5+ acre raw land with water and scenic views of Shadowmere Lake. Just off of Brower Rd on one side and Oak Rd on the other. This lot may be subdividable. Highly sought after location in Monroe with privacy and woods. Located within the Monroe/Woodbury schools and just 50 miles from the city makes this a great commuter location close to the bus park and ride, Tuxedo

Brenda Otero HomeSmart Homes & Estates

0 Stag Hill Rd Unit KEY894287, Monroe, NY 10950
$560,000 Sold Jul 01, 2025
- 2,016 Sq Ft
- $278/SF
- 148 Days On Market
- 3 Beds
- 2 Baths
- Built 1969
92 Pickerel Rd, Monroe, NY 10950

Year end gifts are always wonderful to receive. Welcome to 92 Pickerel road Monroe, New York. A meticulous home awaiting its new owners and features including 3 to 4 bedrooms, 2 full baths, hardwood flooring, recently installed windows, roof, and boiler. A large eat in custom kitchen with granite, stainless appliances and Sub-Zero refrigeration. Dining room is adjacent and well placed.

Richard Wawrynek Howard Hanna Rand Realty

92 Pickerel Rd, Monroe, NY 10950

Est $809,950 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,970 Sq Ft
23 Castleton Dr, Highland Mills, NY 10930

23 Castleton Dr, Highland Mills, NY 10930

/14
$489,000
- 3 Beds
- 1.5 Baths
- 1,582 Sq Ft
50 James Rd, Monroe, NY 10950

Discover the convenience of single-level living in this inviting ranch home nestled in a peaceful Monroe neighborhood. The main living space welcomes you with warm hardwood flooring and a seamless layout. A well-appointed kitchen features, appliances, and clean recessed lighting—perfect for both everyday meals and weekend hosting. The adjoining dining area makes gathering a breeze.

Joe Goldberg Golden Star Realty Group Inc

50 James Rd, Monroe, NY 10950
$725,000 Sold Jun 30, 2025
- 3,626 Sq Ft
- $200/SF
- 34 Days On Market
- 4 Beds
- 4 Baths
- Built 1993
56 Sunset Ridge Rd, Monroe, NY 10950

Welcome to 56 Sunset Ridge Road which sits by the private cozy cul-de-sac, a Magnificent backdrop on five luscious acres that envelope this tremendous center hall colonial. A beautiful driveway brings you home to your rocking chair front porch. Two story foyer gives way to the main level formal spaces. Living room, Dining Room, & a separate office leads you to an easy flowing, beautiful, recently

Moses Schreiber MS Realty Group USA, Inc

56 Sunset Ridge Rd, Monroe, NY 10950

Est $817,736 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,156 Sq Ft
4 Elgin Ct, Highland Mills, NY 10930

4 Elgin Ct, Highland Mills, NY 10930

/49
$529,000
- 3 Beds
- 2 Baths
- 1,744 Sq Ft
9 Woodland Rd, Monroe, NY 10950

Discover the perfect place to call home in one of Monroe, NY’s most family-friendly and desirable neighborhoods. This charming ranch-style home offers a warm, welcoming layout that’s ideal for everyday family living.Step inside to a spacious living room—great for family time or hosting friends. The kitchen and cozy dinette make mealtimes easy and enjoyable, while the bright sunroom

Shlomo Epstein Exit Realty Venture

9 Woodland Rd, Monroe, NY 10950
$485,000 Sold Jun 30, 2025
- 2,195 Sq Ft
- $221/SF
- 37 Days On Market
- 4 Beds
- 4 Baths
- Built 1994
9 Plum Ct, Highland Mills, NY 10930

It's Here!! It has it All, and It's for Sale Right Now!! The largest model in the highly desirable Timber Ridge Phase III community! A first floor bedroom and full bath. An End Unit! Four bedrooms PLUS a den! Four Full Baths! Two car garage with a pull down attic for storage! And the bonus.... Woodbury Parks and Recreation and award winning Monroe-Woodbury Schools! Step inside to find a two

Karen Taphorn Howard Hanna Rand Realty

9 Plum Ct, Highland Mills, NY 10930

Est $808,418 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,930 Sq Ft
19 Heather Ridge, Highland Mills, NY 10930

19 Heather Ridge, Highland Mills, NY 10930

/26
$299,900 Open Sun 12PM - 2PM
- 2 Beds
- 2.5 Baths
- 1,485 Sq Ft
201 Old Mill Rd Unit 201, Southfields, NY 10975

Welcome to 201 Old Mill Rd, a spacious 2-bedroom, 2.5-bath condo offering 1,485 square feet of living space in the sought-after Tuxedo Heights community. The main level features a bright layout with a large living room, dining area, half bath, and an updated eat-in kitchen with granite countertops and access to a private patio—ideal for relaxing or entertaining. Upstairs, the primary bedroom

Ammar Iqbal eXp Realty

201 Old Mill Rd Unit 201, Southfields, NY 10975
$500,000 Sold Jun 30, 2025
- 1,379 Sq Ft
- $363/SF
- 108 Days On Market
- 4 Beds
- 2 Baths
- Built 1952
468 Hillside Rd, Monroe, NY 10950

Nestled on a quiet street, this updated ranch home offers a tranquil retreat with modern convenience. A pristine white fence and central gate lead you through a beautifully landscaped front yard to the inviting single-story living space. Inside, you'll discover a spacious, well-maintained interior perfect for those seeking a home-based business. Four generously sized bedrooms and two bathrooms

Katarina Ulcinova Coldwell Banker Realty

468 Hillside Rd, Monroe, NY 10950

Est $824,541 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 3,056 Sq Ft
20 Alloway Crescent, Highland Mills, NY 10930

20 Alloway Crescent, Highland Mills, NY 10930

/29
$475,000 Open Sat 11AM - 1PM
- 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
$365,000 Sold Jun 25, 2025
- 924 Sq Ft
- $395/SF
- 47 Days On Market
- 2 Beds
- 1 Bath
- Built 1957
78 Lake Region Blvd, Monroe, NY 10950

Charming, Updated 2-Bedroom Ranch in Monroe - Your Hudson Valley Oasis!This delightful 2-bedroom, 1-bathroom ranch in Monroe offers the perfect blend of cozy charm and modern updates. Step inside and be greeted by a warm and inviting living room, complete with a wood-burning stove for those chilly evenings. This home has been meticulously maintained and thoughtfully upgraded, offering

Beth Palma Keller Williams Realty

78 Lake Region Blvd, Monroe, NY 10950

Est $807,900 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,983 Sq Ft
2 Castleton Dr, Highland Mills, NY 10930

2 Castleton Dr, Highland Mills, NY 10930

/32
$499,000 Open Sun 2PM - 4PM
- 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
$515,000 Sold Jun 25, 2025
- 2,176 Sq Ft
- $237/SF
- 34 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2010
4 Peter Turner Rd, Monroe, NY 10950

Don't miss this stunning, freshly painted, nearly new 3-bedroom, 2.5-bath tri-level townhouse with an oversized 2-car attached garage, located in the highly sought-after Hidden Creek community and the top-rated Monroe-Woodbury School District. This home offers lots of impressive living space, including a spacious open living room/dining area with crown moldings, wood floors, and recessed

Amy Brown Vigotsky Howard Hanna Rand Realty

4 Peter Turner Rd, Monroe, NY 10950

Est $727,462 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,681 Sq Ft
1 Paisley Ct, Highland Mills, NY 10930

1 Paisley Ct, Highland Mills, NY 10930

/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
$340,000 Sold Jun 25, 2025
- 1,320 Sq Ft
- $258/SF
- 125 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1979
904 Swan Hollow Rd, Monroe, NY 10950

WOW!! WOW!! This home in a private community has been totally renovated from kitchen, bathrooms, flooring, painting and more. One of the great features is you can sit outside on your patio and have a total lake view. This complex includes pools, clubhouse, playground and more. You are also close to all nature activities, shopping and easy access to major highways. HOA is 656.98 and includes

Stephen Ramundo Keller Williams Valley Realty

904 Swan Hollow Rd, Monroe, NY 10950

Est $747,180 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,568 Sq Ft
6 Tweed Ct, Highland Mills, NY 10930

6 Tweed Ct, Highland Mills, NY 10930

/43
$500,000
- 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
$435,000 Sold Jun 24, 2025
- 1,688 Sq Ft
- $258/SF
- 17 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1952
25 Woodward Terrace, Central Valley, NY 10917

Located in the heart of Woodbury, this lovingly maintained Woodbury home offers generously sized rooms, hardwood floors throughout, updated kitchen with Kraftmaid cabinets w/undermount lighting and Italian tile backsplash. Pella windows w/built in blinds, Architectural roof (2015), water softener (2024) and updated powder room. Enjoy the beautiful mountain views from your large rear deck, .61

Kim Chiapperino RE/MAX Benchmark Realty Group

25 Woodward Terrace, Central Valley, NY 10917

Est $696,351 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 1,974 Sq Ft
5 Tweed Ct, Highland Mills, NY 10930

5 Tweed Ct, Highland Mills, NY 10930

/33
$349,000
- 3 Beds
- 1.5 Baths
- 1,361 Sq Ft
9 Heritage Dr Unit B, Harriman, NY 10926

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! The upper

Nicole Isaacs Century 21 Full Service Realty

9 Heritage Dr Unit B, Harriman, NY 10926
$535,000 Sold Jun 24, 2025
- 2,098 Sq Ft
- $255/SF
- 39 Days On Market
- 3 Beds
- 2 Baths
- Built 1920
375 Rye Hill Rd, Monroe, NY 10950

The home features two inviting living spaces, one anchored by a cozy wood-burning fireplace and the other by a pellet stove in the kitchen—ideal for those crisp evenings. The newly updated kitchen with skylights adds a touch of elegance and natural light. The spacious family room with high ceilings opens to one of the home’s three scenic patios, perfect for relaxation or

Gregory Schmalz Weichert Realtors

375 Rye Hill Rd, Monroe, NY 10950

Est $758,212 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,554 Sq Ft
22 Gladstone Ct, Highland Mills, NY 10930

22 Gladstone Ct, Highland Mills, NY 10930

/39
$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
$440,000 Sold Jun 24, 2025
- 2,640 Sq Ft
- $167/SF
- 33 Days On Market
- 3 Beds
- 2 Baths
- Built 1980
26 Redwood Dr, Highland Mills, NY 10930

Nestled in the serene Timber Ridge subdivision, this large, end-unit townhouse offers a spacious 2,649 square feet of living space. With 3 bedrooms and 2 bathrooms, this completely renovated home is a perfect blend of modern amenities and comfortable living. The newly renovated kitchen boasts brand new cabinets, granite countertops, ceramic backsplash, and new appliances, making it a culinary

Edwin Molina RE/MAX Benchmark Realty Group

26 Redwood Dr, Highland Mills, NY 10930

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