14,762

Orange, NY Homes near Monroe-Woodbury Middle School

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  • /18

    $629,000

    • 4 Beds
    • 2.5 Baths
    • 2,160 Sq Ft

    162 Fawn Hill Rd, Tuxedo Park, NY 10987

    Rare Mid-Century Modern Gem in Tuxedo, NY – Just 1 Hour from NYCStep back in time with this beautifully preserved 1968 Mid-Century home, offering 4 spacious bedrooms, 2.5 baths, and set on a private and scenic .57-acre lot. Filled with original architectural details, including the vintage kitchen and classic design elements, this home is a rare find for lovers of authentic mid-century style.Enjoy

    Laura Denberg Tuxedo Hudson Realty Corp

    162 Fawn Hill Rd, Tuxedo Park, NY 10987
  • /16

    $3,650 per month

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • House for Rent

    20 Hawxhurst Rd, Monroe, NY 10950

    Welcome to this renovated ranch that sits on over an acre with privacy. Located off of orange turnpike makes this home an ideal location for commuters, with Mansion Ridge golf course a short walk. Full finished basement with a full bath. Attached 1 car garage and a large shed for storage. 4 season sunroom offering peaceful views of the landscape. Short drive down to the village of Monroe for

    Dan Neil Field Pointe Realty LLC

    20 Hawxhurst Rd, Monroe, NY 10950
  • 10 El Dorado Trail, Chester, NY 10918

    $265,000 Sold Jul 11, 2025

    • Land
    • 6 Acres
    • $42,063 per Acre
    • 152 Days On Market

    10 El Dorado Trail, Chester, NY 10918

    Amazing opportunity to own this 6.3 Acre Lot in Monroe School District, Drilled Well and Electric on site, drilled well in place, Level lot with panoramic views surrounded by exclusive homes. Come build your dream home only 60 Miles to NYC/Minutes to RT17/17M/I87

    Lisandra Rivera Keller Williams Realty

    10 El Dorado Trail, Chester, NY 10918
  • /49

    $629,999

    • 4 Beds
    • 2.5 Baths
    • 2,262 Sq Ft

    11 Catskill Ave, Monroe, NY 10950

    Brand new oversized driveway. Parking for 6-8 cars easily plus a two car garage. This beautiful 4 bedroom, plus first floor private study is located in a community of well kept homes within the lake region of Monroe. You can swim, fish and use a non motorized boat all season long. This is a large home perfect for family and friend gatherings. . In addition to the living room, dining room and

    Theresa Budich Howard Hanna Rand Realty

    11 Catskill Ave, Monroe, NY 10950
  • /16

    $2,900 per month

    • 3 Beds
    • 2.5 Baths
    • 1,588 Sq Ft
    • Townhouse for Rent

    23 Brookside Dr W, Harriman, NY 10926

    Commuter-Friendly Townhome in Harriman!Welcome to 23 Brookside Drive, a spacious townhome offering 1,500+ sq. ft. of living space in a prime location near major highways, bus/train lines, shopping, and dining. The main level features a large living room with a gas fireplace and access to a private backyard and deck. The open eat-in kitchen includes newer appliances and ample storage. A private

    Alissa Taylor-Vetell Keller Williams Realty

    23 Brookside Dr W, Harriman, NY 10926
  • 12 Moulton Cir, Monroe, NY 10950

    $563,000 Sold Jul 10, 2025

    • 2,100 Sq Ft
    • $268/SF
    • 24 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1976

    12 Moulton Cir, Monroe, NY 10950

    Welcome to this lovely bi-level home in a bucolic cul-de-sac in Monroe. 3 beds, 1.5 baths and almost 1700 ft.² on the main floor, and approximately 550 feet on the lower level. This gem gets plenty of natural light, and the back deck is a great way to start the day with a cup of coffee, or end the day with a relaxing dinner. Located in the coveted school district of Monroe Woodbury, you are

    Robert Caterino Field Pointe Realty LLC

    12 Moulton Cir, Monroe, NY 10950
  • /9

    $245,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    8 Lexington Hills Rd Unit 6, Harriman, NY 10926

    This charming 2-bedroom, 2-bathroom condo offers the perfect blend of comfort and convenience, just an hour outside of New York City. Enjoy an open floor plan with soaring high ceilings and a cozy fireplace, creating a warm and inviting atmosphere for both relaxation and entertainment. The kitchen features modern appliances and plenty of counter space, while the living and dining areas seamlessly

    Larry Bryant Exit Realty DKC

    8 Lexington Hills Rd Unit 6, Harriman, NY 10926
  • /24

    $3,550 per month

    • 4 Beds
    • 2 Baths
    • 1,710 Sq Ft
    • House for Rent

    37 St Georges Ave, Monroe, NY 10950

    Welcome to this beautifully maintained 4-bedroom, 2-bathroom rental located in the desirable town of Monroe, within the sought-after Monroe-Woodbury School District. This home offers a bright, open-concept layout with natural light streaming throughout. The first floor features two bedrooms and a full bathroom, offering flexibility for guests, home office space, or multigenerational living. The

    Courtney Tablante Keller Williams Realty

    37 St Georges Ave, Monroe, NY 10950
  • 14 Jill Rd, Highland Mills, NY 10930

    $565,000 Sold Jul 10, 2025

    • 1,990 Sq Ft
    • $284/SF
    • 24 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1967

    14 Jill Rd, Highland Mills, NY 10930

    Location, Location, Location! Welcome to this colonial home in the Monroe Woodbury School District, close to major highways, train station, world class shopping centers and premier restaurants! The house offers 4 bedrooms, 2.5 bathrooms, eat-in kitchen, dining room, formal living room, den and is located on a quiet cul-de-sac. Though close to all the amenities of an active lifestyle, the house

    Helene Spear Keller Williams Realty

    14 Jill Rd, Highland Mills, NY 10930
  • /32

    $325,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    8 Mapes Ln, Monroe, NY 10950

    Welcome to 8 Mapes Ln — a beautifully maintained 2-bedroom, 1-bathroom home tucked away on a peaceful dead-end road in Monroe. This move-in ready home offers the perfect blend of comfort, convenience, and tranquility. Step inside to find a bright, inviting layout with modern updates throughout. The open-concept living space flows seamlessly into a spacious kitchen, making it perfect for both

    Devon King HomeSmart Homes & Estates

    8 Mapes Ln, Monroe, NY 10950
  • /22

    $2,800 per month

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • House for Rent

    9 Willard Place, Monroe, NY 10950

    Welcome to this stunning three-bedroom apartment, perfect for family living! The spacious master bedroom features a private full bathroom, offering great privacy for relaxation. With plenty of additional space, the apartment is ideal for kids to play and enjoy without worry.The extra space extends to a versatile basement, perfect for family gatherings or extra storage. Located in a

    Joel Basch eRealty Advisors, Inc

    9 Willard Place, Monroe, NY 10950
  • 23 Lexington Hill Unit 2, Harriman, NY 10926

    $220,000 Sold Jul 09, 2025

    • 960 Sq Ft
    • $229/SF
    • 22 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    23 Lexington Hill Unit 2, Harriman, NY 10926

    Sought after lower unit with ground floor patio with mountain views. Updated kitchen with wood cabinets and black appliances. Open spacious floor plan with wood fireplace in living room flows to dinning room. Sliding glass door to patio, let the sun in. Primary bedroom with walk in closet and a full bathroom. Ample size second bedroom. Full bathroom in hallway. Washer and dryer in unit!

    Richard Castro Howard Hanna Rand Realty

    23 Lexington Hill Unit 2, Harriman, NY 10926
  • /26

    $459,900 Open Sun 11AM - 1PM

    • 2 Beds
    • 1 Bath
    • 1,184 Sq Ft

    23 Highland Ave, Monroe, NY 10950

    Welcome to 23 Highland Avenue — a timeless village home in the heart of Monroe, NY.This beautifully refreshed three-bedroom, one-bath residence sits on a quiet, tree-lined street just a short stroll from the center of town. Whether you're commuting to the city or embracing a more relaxed lifestyle, the location couldn’t be more ideal—just minutes from major highways, NYC bus lines, and

    Isaiah Lopez Keller Williams Hudson Valley

    23 Highland Ave, Monroe, NY 10950
  • /32

    $4,200 per month

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • House for Rent

    41 Oakland Ave, Central Valley, NY 10917

    Come rent this 2,500 Sq ft Colonial With a 0.46 Acre Property In the town of Woodbury Property offering a total of 8 Rooms including 4 Beds & 3 Baths. Walk into this Spacious Home. The First Floor offers The Nice Kitchen with Granite Countertops, Dining Room With a fireplace Which is Right next to the porch, Nice Living and Family Room, Office Room Half Bath, going upstairs you will find Huge

    Chaya Weiss Master Realty Group Inc.

    41 Oakland Ave, Central Valley, NY 10917
  • 46 Fitzgerald Ct, Monroe, NY 10950

    $405,000 Sold Jul 09, 2025

    • 1,508 Sq Ft
    • $269/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1983

    46 Fitzgerald Ct, Monroe, NY 10950

    You'll love coming home to this 3 bedroom 2.5 bath Townhome. Situated on private cul-de-sac in the Village of Monroe. Main level offers open kitchen, dining room and oversized living room that opens to rear deck for seasonal enjoyment. Spacious master suite on 2nd floor features private bath. Nothing to do but bring your family and enjoy. Don't continue to throw money away renting and have a tax

    Sandra Cotthaus 1st Independent Realty Grp

    46 Fitzgerald Ct, Monroe, NY 10950
  • /38

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft

    7 Sycamore Ct, Highland Mills, NY 10930

    Welcome Home to Timber Ridge – Comfort, Style & Convenience in Highland Mills!Nestled in the sought-after Timber Ridge community of Woodbury, this immaculate 3-bedroom, 2-bathroom end-unit townhouse offers the perfect blend of charm, functionality, and location. Bright, airy, and move-in ready, this home has been beautifully maintained—just unpack and start living!The spacious

    Chris Rivas Baez Real Estate, Inc.

    7 Sycamore Ct, Highland Mills, NY 10930
  • /2

    $3,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,865 Sq Ft
    • Condo for Rent

    20 Webster Ct, Monroe, NY 10950

    AVAILABLE SEPTEMBER 1, 2025! 3-STORY TOWNHOME! located in the PRESTIGIOUS and desirable gated community of MEADOW GLEN! Versatile, magnificent and open MODERN layout with 9 foot ceilings and a sun filled living room. This home has French sliders that open to a deck backing up to acres of a natural preserved wooded area. Kitchen features ALL appliances and Corian countertops. Master bath with

    Kanhan Hsiao Realty Executives Exceptional

    20 Webster Ct, Monroe, NY 10950
  • 23 Lexington Hill Unit 6, Harriman, NY 10926

    $260,000 Sold Jul 09, 2025

    • 960 Sq Ft
    • $271/SF
    • 14 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    23 Lexington Hill Unit 6, Harriman, NY 10926

    Welcome to this beautifully updated penthouse condo in the highly desirable Lexington Hills complex in Harriman, NY! This spacious top-floor unit offers 2 bedrooms, 2 bathrooms, and a bright, open floor plan. The living room features cathedral ceilings, two skylights, and a cozy wood-burning fireplace, creating the perfect space to relax. Step outside onto the deck to enjoy stunning mountain

    Luisa Figlia BHG Real Estate Green Team

    23 Lexington Hill Unit 6, Harriman, NY 10926
  • /35

    $316,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    42 Eagle St, Monroe, NY 10950

    Two bedroom home in Lake Region Estates. This house features two bedrooms, open kitchen, living area with brick fireplace and a laundry area. Set on a half acre park like property there is also a garage that is used as a storage area, enclosed three season room and screened in porch with slate flooring. Access to lake right across from property.

    Richard Froehlich RE/MAX Benchmark Realty Group

    42 Eagle St, Monroe, NY 10950
  • 411 Harriman Heights Rd, Harriman, NY 10926

    $469,000 Sold Jul 09, 2025

    • 1,856 Sq Ft
    • $253/SF
    • 35 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    411 Harriman Heights Rd, Harriman, NY 10926

    Welcome to this spacious 1856 sq ft ranch that sits on a generous corner lot, offers just under half an acre and has tons of upside potential. Inside, you’ll find original hardwood floors, a large family room with a stone fireplace, three bedrooms, formal living room, and a charming cedar-lined three-season room. With solid bones and plenty of space, it’s a great candidate for a do-it-yourself

    Debbie Goldstein Howard Hanna Rand Realty

    411 Harriman Heights Rd, Harriman, NY 10926
  • /42

    $2,450,000

    • 6 Beds
    • 3.5 Baths
    • 6,576 Sq Ft

    24 Jill Rd, Highland Mills, NY 10930

    Evoking the charms of a more serene life, this Victorian center hall mansion, set on 5.7 glorious acres, is a study in paradise. The curved balustrade entry leads to a commanding multi column 100 foot veranda highlighted by a tongue & groove wood ceiling. Sit outside & enjoy the mountain view & parklike property. A highlight too is the copper cupola & new Davinci slate roof! Upon entering,

    Susan Kopec Howard Hanna Rand Realty

    24 Jill Rd, Highland Mills, NY 10930
  • 19 Taurus Ave, Monroe, NY 10950

    $389,000 Sold Jul 09, 2025

    • 1,288 Sq Ft
    • $302/SF
    • 30 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1954

    19 Taurus Ave, Monroe, NY 10950

    Welcome to 19 Taurus Drive, a beautifully updated 3-bedroom, 2 bath ranch in Monroe Woodbury School District. With 1,288 sq ft of living space, this home blends modern upgrades with timeless charm. Step inside to find brand-new flooring alongside refinished hardwood floors, creating a warm and inviting feel. The updated bathroom features stylish finishes, adding a fresh, modern touch. The

    Christian Baez Keller Williams Hudson Valley

    19 Taurus Ave, Monroe, NY 10950
  • /25

    $565,000

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

    7 Tufts Ln, Highland Mills, NY 10930

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

    Moses Schreiber MS Realty Group USA, Inc

    7 Tufts Ln, Highland Mills, NY 10930
  • 138 Dug Rd, Chester, NY 10918

    $700,000 Sold Jul 08, 2025

    • 2,452 Sq Ft
    • $285/SF
    • 49 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1974

    138 Dug Rd, Chester, NY 10918

    Welcome home to this beautifully maintained Dutch Colonial situated on 2.6 serene acres within the desirable Monroe-Woodbury School District. This inviting home offers 4 spacious bedrooms, 2.5 bathrooms, and 2,452 square feet of well-appointed living space, thoughtfully designed for both comfort and functionality. Upon entering, you'll notice the natural light accentuating the gleaming hardwood

    Jake Garay Serhant LLC

    138 Dug Rd, Chester, NY 10918
  • /40

    $350,000

    • 2 Beds
    • 2 Baths
    • 1,760 Sq Ft

    54 Bonney Ct, Monroe, NY 10950

    Enjoy comfort and convenience in this beautifully maintained first-floor condo in the highly sought-after Timber Hills community, right in the heart of Monroe. A ramp to the front door provides easy accessibility, making this home ideal for anyone seeking step-free entry. This 2-bedroom, 2-bath home features a spacious and thoughtful layout, freshly painted interiors, and durable "LifeProof"

    Rosalie Cook Weichert Realtors

    54 Bonney Ct, Monroe, NY 10950
  • 8 Heritage Dr Unit B, Harriman, NY 10926

    $280,000 Sold Jul 08, 2025

    • 1,022 Sq Ft
    • $274/SF
    • 50 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1975

    8 Heritage Dr Unit B, Harriman, NY 10926

    Welcome to your dream home in Harriman Hill! This beautifully updated first-floor 2-bedroom condo in Harriman, NY, offers serene views of lush trees and modern comfort. Step into a tile-floored entryway with a spacious pantry and two large mirrored closets for coats and storage. The fully updated kitchen features granite countertops, upgraded cabinets, and stainless-steel appliances, seamlessly

    Lonna Ralbag Rodeo Realty Inc

    8 Heritage Dr Unit B, Harriman, NY 10926
  • /14

    $328,999

    • 2 Beds
    • 2 Baths
    • 1,084 Sq Ft

    201 Ruby Ct, Highland Mills, NY 10930

    Rare find in the highly desirable Woodbury Heights! This end-unit 2-bedroom, 2-full-bath home is beautifully maintained and ready for you to move in. Enjoy the convenience of a private entrance foyer on the first floor. The spacious open floor plan includes a large living room, an open kitchen with a dining area, and your own private balcony. The primary bedroom is generously sized, while the

    Teresa Lauria Halo Realty Properties LLC

    201 Ruby Ct, Highland Mills, NY 10930
  • 21 Arlington Dr, Harriman, NY 10926

    $540,000 Sold Jul 07, 2025

    • 2,100 Sq Ft
    • $257/SF
    • 15 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1985

    21 Arlington Dr, Harriman, NY 10926

    Move right in! This 4 Bedroom, 2.5 Bathroom Colonial in the Town of Monroe offers hardwood flooring throughout house. Main living area offers huge family room with sliding doors out to rear deck, 1/2 bath, formal living room & dining room.Like to cook? This massive kitchen with stainless steel appliances, cherry cabinets & granite counter tops is for you! Tons of counter & cabinet space! 2nd

    Ernie Acampora River Realty Services, Inc.

    21 Arlington Dr, Harriman, NY 10926
  • /45

    $430,000

    • 2 Beds
    • 2 Baths
    • 1,384 Sq Ft

    27 Forshee St, Monroe, NY 10950

    Charming 2-Bedroom, 2-Bath Ranch in Monroe-Woodbury – Prime Location!Welcome to this meticulously maintained ranch-style home, ideally located just two minutes from all major shopping, dining, highways, and public transportation. Nestled on a quiet dead-end street, this beautifully kept property offers the perfect blend of convenience, comfort, and privacy. Inside, you’ll find a spacious

    Susan Giordano John J Lease REALTORS Inc

    27 Forshee St, Monroe, NY 10950

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