Monroe-Woodbury Homes for Sale

Welcome to the vibrant community of Monroe-Woodbury, nestled in the picturesque Orange County, New York. This charming area is not just a place to live; it’s a lifestyle choice that combines the beauty of nature with the conveniences of modern living. The Monroe-Woodbury School District stands out as one of the top-rated districts in the region, known for its commitment to academic excellence and a well-rounded education. With a variety of programs and extracurricular activities, students are encouraged to explore their interests and reach their full potential.

Families are drawn to Monroe-Woodbury for its strong sense of community and the exceptional educational opportunities available. The district boasts dedicated teachers, innovative curriculum, and a supportive environment that fosters growth and learning. Parents can rest assured that their children will receive a quality education, preparing them for future success.

As you consider making Monroe-Woodbury your home, you'll find a diverse range of homes for sale that cater to various lifestyles and budgets. From charming single-family homes with spacious yards to modern townhouses and luxurious estates, there’s something for everyone. Each property is surrounded by the breathtaking beauty of Orange County, offering easy access to parks, recreational activities, and scenic views.

Whether you're a first-time homebuyer or looking to upgrade, Monroe-Woodbury presents an inviting and family-friendly environment that is perfect for creating lasting memories. Explore the homes for sale in this delightful community and discover the perfect place to call home!

Newest Monroe-Woodbury Homes for Sale

$425,000

3 Beds ⋅ 2 Baths ⋅ 1031523 MLS

Welcome to 23 Pike Court. Unlock the potential of this spacious 3-bedroom, 2-bath raised ranch, which offers 2,460 square feet of living space on a generous .75 acre lot, giving you the space and flexibility to create something truly special. Perfect for an investor, contractor, or DIY enthusiast, this home is ready for someone with vision. While it needs work, it is move-in ready and offers an excellent opportunity to renovate, customize, and add value in a desirable location. With its generous footprint, versatile layout, and large lot, this home is full of possibilities. Bring your ideas and transform this property into a standout home with lasting appeal.

23 Pike Court, Monroe

$465,000

3 Beds ⋅ 1 Baths ⋅ 1032942 MLS

Make This cozy comfortable House Yours Today!! Introducing a stunningly renovated 3-bedroom, 1-bathroom detached home that embodies both comfort and style. this beautifully updated property features a spacious garden, perfect for gardening enthusiasts or those who cherish outdoor relaxation. Completely transformed in 2023, everything inside has been updated to reflect modern living standards while retaining its classic charm. Don’t miss the opportunity to make this delightful home yours. Book a viewing today!

21 Shuit Place, Central Valley

$850,000

3 Beds ⋅ 3 Baths ⋅ 994539 MLS

PRIVATE PARK-LIKE 4.1-ACRE PROPERTY! MINT condition, fully updated RANCH style home. The home features 3 bedrooms, 2.5 bathrooms and a finished basement. The beautiful kitchen is complete with granite countertops, NEW stainless-steel appliances, ceramic tile, and a custom backsplash. NEW windows throughout! The primary bedroom offers double closets and a bathroom, The inviting living room features hardwood floors, a BRICK FIREPLACE, and sliding doors leading to an OVERSIZED DECK overlooking the amazing property. Beautiful and bright SUNROOM with SKYLIGHTS. Recessed lighting and ceiling fans throughtout! The FINISHED walk-out basement includes a family room, laundry room and a bath!! Step outside to enjoy the beautiful landscaping, paver patio, and large storage shed! Located in the Monroe-Woodbury School District with convenient access to major highways, buses, trains, shopping, and commuter routes. A wonderful opportunity to enjoy peaceful country-style living in a convenient location! 2 car garage!

72 Old Quaker Hill Road, Monroe

$549,900

2 Beds ⋅ 1 Baths ⋅ 1032428 MLS

Coming Soon...

270 Cromwell Hill Road, Monroe

$845,000

3 Beds ⋅ 3 Baths ⋅ 1030419 MLS

Walls of Glass. Morning Light. Forest. At the end of a quiet cul-de-sac in the Town of Tuxedo, New York, this thoughtfully updated mid-century contemporary borders Sterling Forest State Park on two sides, creating an extraordinary sense of privacy and connection to nature. Expansive walls of glass fill the home with natural light, framing mountain views and creating interiors that change beautifully with the seasons. The main living spaces are open, warm, and inviting, and anchored by vaulted ceilings, a wood-burning fireplace, and hardwood floors throughout the main level. The kitchen has been thoughtfully updated with custom cherry cabinetry, granite countertops, brand-new appliances installed within the past year, and offers exceptional storage for kitchenware and pantry items. Just beyond, an oversized deck extends the living space outdoors for dining, entertaining, or simply enjoying the peaceful setting. The primary suite features a beautifully renovated spa-inspired bath with radiant heated floors. Two additional bedrooms are finished with custom Hunter Douglas shutters, while major mechanical improvements, including new heating and air conditioning systems and a water heater installed in 2024, provide peace of mind for many years to come. The lower level adds exceptional flexibility to the home. A spacious mudroom with laundry is located directly off the driveway, offering abundant storage for four-season gear and everyday essentials. A full bathroom and three additional rooms provide endless possibilities for home offices, guest accommodations, a fitness studio, media room, or additional living space. The home is about 2,939 sq ft with all spaces factored in. Outside, the lifestyle is every bit as compelling as the home itself. A low-maintenance saltwater pool is surrounded by perennial gardens, ornamental trees, and a pergola that offers welcome shade on warm summer afternoons. Landscape lighting transforms the grounds after sunset, while an outdoor shower, oversized storage shed with covered firewood storage, and a whole-house generator add comfort and practicality. Meandering pathways lead to quiet corners tucked within the property, creating natural spaces for a fire pit, play, or simply enjoying the tranquility of the setting. Open lawn, mature landscaping, and direct access to thousands of acres of Sterling Forest State Park make this property feel worlds away, while remaining just minutes from NJ Transit rail service, commuter bus service to New York City, Valley Rock Inn, local coffee shops, restaurants, Mt. Peter Ski Area and everyday conveniences. Located within the Monroe-Woodbury School District in New York's Lower Hudson Valley, this home offers a beautiful balance of contemporary design, thoughtful updates, and an outdoor lifestyle that is increasingly difficult to find. A place where architecture, landscape, and everyday living exist in remarkable harmony.

68 Spice Bush Lane, Tuxedo Park

$879,999

5 Beds ⋅ 4 Baths ⋅ 1030228 MLS

INCREDIBLE VALUE IN THE GREENS OF WOODBURY! This is your opportunity to own a spacious Colonial in one of the Hudson Valley's most sought-after neighborhoods at an exceptional new price. Offering over 3,400 square feet of living space, this 5-bedroom, 4-full-bath home is ideal for buyers looking to build equity while creating their dream home. Situated in the highly desirable town of Woodbury, this home features a dramatic two-story foyer, soaring ceilings, hardwood floors, skylights, and an open floor plan designed for comfortable everyday living and entertaining. The eat-in kitchen offers granite countertops, stainless steel appliances, abundant cabinetry, and overlooks the inviting family room with a cozy wood-burning fireplace. The spacious primary suite includes a walk-in closet and private en-suite bath, while four additional bedrooms provide flexibility for guests, home offices, multigenerational living, or room to grow and adapt over time. The real showstopper is the backyard, featuring an in-ground pool, expansive paver patio, and a private full-size basketball court—an ideal setting for entertaining, recreation, and making lasting memories. A full walkout basement offers tremendous potential for additional finished living space, a recreation room, home gym, media room, or possible extended living area with the proper approvals. This home has been priced to reflect the cosmetic updates and TLC a new owner may wish to make, presenting an outstanding opportunity to personalize a home in an established neighborhood where values continue to remain strong. Conveniently located just minutes from Woodbury Common Premium Outlets, parks, hiking trails, golf courses, restaurants, shopping, and major commuter routes including I-87, Route 17, and public transportation to New York City. Residents also enjoy access to Woodbury Parks & Recreation, offering year-round activities and amenities. If you've been searching for space, location, and unlimited potential, this is the opportunity you've been waiting for. Bring your vision and make this exceptional property your forever home. Schedule your private showing today!

43 Greenwich Avenue, Central Valley

$759,900

4 Beds ⋅ 4 Baths ⋅ 1031701 MLS

Looking for a modern, move-in ready home that perfectly blends space, storage, and style? Welcome home! This exceptional 4-bedroom, 4 full-bath residence offers timeless elegance, thoughtful design, and incredible value. Designed for both everyday living and effortless entertaining, the home features two spacious primary suites, gleaming hardwood floors throughout, soaring vaulted ceilings, elegant light fixtures, and a stunning fireplace that creates a warm, inviting atmosphere. The beautifully appointed kitchen showcases quartz countertops, abundant cabinetry, and the perfect layout for gathering with family and friends. The finished walk-up attic provides a versatile bonus space complete with a full bathroom—ideal as a recreation room, home office, guest suite, or media room. The dining room is filled with warmth and character, featuring a fireplace and sliding glass doors that seamlessly connect the indoor living space to the outdoors. Step onto the generously sized deck, perfect for hosting large gatherings or simply relaxing while overlooking the patio and expansive level backyard. With plenty of room to add a pool, play area, garden, or outdoor kitchen, the possibilities are endless. Every detail of this home has been thoughtfully designed to maximize comfort, functionality, and the enjoyment of both indoor and outdoor living. Whether you're creating everyday memories or celebrating life's biggest moments, this remarkable home provides the perfect setting for years to come.

26 Seals Drive, Monroe

$575,000

3 Beds ⋅ 3 Baths ⋅ 1031470 MLS

Welcome to the next chapter of your story. Lovingly maintained and meticulously cared for over the years, this exceptional **3-bedroom, 2.5-bath home** reflects true pride of ownership from the moment you arrive. Ideally located in the heart of Central Valley, it offers the perfect blend of timeless charm, everyday comfort, and one of Orange County's most desirable commuter locations. Beautifully landscaped grounds create outstanding curb appeal and a warm welcome home. Inside, you'll find inviting living spaces designed for both everyday living and entertaining, including a spacious eat-in kitchen with stainless steel appliances. A standout feature is the private home office with its own separate entrance—perfect for today's remote professional or anyone seeking a dedicated workspace away from the main living area. Best of all, this added flexibility comes **without sacrificing the attached two-car garage**. The lower level is made for entertaining, featuring a custom home bar that's perfect for holidays, game days, or gathering with family and friends. Step outside to a charming brick courtyard reminiscent of an English garden, creating an inviting outdoor living space for morning coffee, dining al fresco, or relaxing with friends. Beyond the courtyard, the expansive backyard offers plenty of room for ball games, gardening, outdoor entertaining, or simply enjoying the open green space. As a resident of the *Town of Woodbury*, you'll enjoy exclusive access to the outstanding Woodbury Recreation facilities, including a town pool with water slides, diving boards, lap swimming, a town beach and lake, basketball courts, playgrounds, and scenic walking trails. *The town pool, Monroe-Woodbury schools, pharmacy, and Woodbury Common Premium Outlets are all within walking distance*, while the Harriman Train Station and major highways are just minutes away, making commuting a breeze. This is more than a house—it's a home where traditions are created, milestones are celebrated, and memories are made. If you've been searching for a home that's been lovingly cared for, offers exceptional outdoor living, and combines an unbeatable location with a wonderful sense of community, **your next chapter begins here.**

2 Buena Vista Terrace, Central Valley

$729,000

2 Beds ⋅ 2 Baths ⋅ 1031518 MLS

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 ranch style home with boasting hardwood floor, and high-end finishes. 2 Bedrooms, a study room, big kitchen and dining room to host guests. It also features a full Landry room with cabinets, and rough plumbing for the basement and 2 entry doors. Complete with many upgrades such as full second kitchen, granite countertops and vanities, huge walk-in closet, and an expansive deck. Nestled on a 0.40 of an acre of manicured landscaping that is well-kept and serviced throughout all 4 seasons, your life at 18 Union Transfer will be one of pure joy. Conveniently located just off the 17, and part of a larger development fill, it's the perfect spot to live and to enjoy life. Schedule your showing today! You won't regret!

18 Union Transfer, Monroe

$1,599,000

4 Beds ⋅ 4 Baths ⋅ 1030858 MLS

ONE OF A KIND! FABULOUS HOME OF APPROXIMATELY 6 ACRES WITH MORE THAN 450 FEET FRONTAGE ON CROMWELL HILL. CHARMING 2563 SQUARE FOOT ON ONE LEVEL RANCH WITH BEAMED HIGH CEILINGS AND MANY BUILT-INS. SUPER LARGE LIVING OPEN SPACE- BONUS ROOM APP. 600 SQ. FT- WITH ROOMS FOR EVERY NEED AND PURPOSE. PRIDE OF OWNERSHIP EVIDENT THROUGHOUT, FROM THE BEAUTIFUL LANDSCAPED PROPERTY TO THE BEAUTIFULLY DECORATED AND MAINTAINED INTERIOR. DETACHED 2 CAR DEEP 2 CAR GARAGE WITH OVERSIZED CIRCULAR DRIVEWAY. LOVELY LEVEL PROPERTY WITH A PRIVATE BACKYARD, BORDERED BY A CANOPY OF TREES. MANY SUBDIVISION POSSIBILITIES. HOUSE SIZE, LOT SIZE, AND TAXES ARE APPROXIMATE.

130 Cromwell Hill Road, Monroe

$440,000

3 Beds ⋅ 2 Baths ⋅ 1031034 MLS

Welcome to this charming single-family retreat set on a breathtaking, park-like lot surrounded by mature trees and lush, vibrant greenery. Inside, the home is bright, neutral, and move-in ready. Hardwood floors flow throughout, catching the natural light that pours in from generous windows in every room. The formal dining room is a true standout — featuring elegant crown molding and a graceful curved bay window it's the perfect setting for everything from weeknight dinners to holiday gatherings. Three large windows frame gorgeous views of the lush backyard, bringing the outdoors in. The kitchen is both functional and full of character, offering granite countertops, natural oak cabinetry, stainless steel appliances, and a large picture window overlooking the serene, tree-lined yard. Spacious bedrooms continue the home's warm, comfortable feel — hardwood floors, abundant natural light, generous closet space, and a versatile layout. Outside, the expansive grassy lot is truly the crown jewel. Mature trees provide shade, privacy, and a peaceful, retreat-like atmosphere that's rare to find. A charming wooden arbor, additional outbuilding for storage or a workshop, and a paved driveway round out this exceptional property. Homes this special don't stay on the market long. Schedule your private tour today — you'll fall in love the moment you pull up.

10 Park Avenue, Highland Mills

$749,000

2 Beds ⋅ 2 Baths ⋅ 1031206 MLS

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 flat ranch with boasting 9 Ft ceilings, hardwood floor, and high-end finishes. Complete with many upgrades such as rough plumbing for a second kitchen, granite countertops and vanities, huge walk-in closet, and expansive deck. The house also includes a study room and a full laundry room with cabinets! The unfinished basement features above ground windows, as well as rough plumbing with a main electric line and two entry doors. Nestled on approximately a half of an acre of manicured landscaping that is well-kept and serviced throughout all 4 seasons, your life at 39 Southfield Falls will be one of pure joy. conveniently located just off the 17, and part of a larger development , it's the perfect spot to live to enjoy life. Schedule your showing today! You won't regret! Status: mid-framing

39 Southfield Falls, Monroe

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.