Monroe-Woodbury Homes with Ranch Style

Welcome to the Monroe-Woodbury School District, a vibrant and nurturing educational community located in the heart of Orange County, New York. Renowned for its commitment to academic excellence, the district serves students from the charming towns of Monroe and Woodbury, offering a comprehensive curriculum that prepares young minds for future success. Families are drawn to this area not only for its outstanding schools but also for the strong sense of community and the array of extracurricular opportunities available, ensuring a well-rounded experience for every student.

The Monroe-Woodbury School District boasts a range of educational programs, including advanced placement courses, special education services, and a variety of extracurricular activities that encourage students to explore their passions. With dedicated teachers and a supportive environment, students thrive academically and socially, making this district an ideal choice for families seeking a nurturing educational landscape.

If you're considering making Monroe-Woodbury your home, you'll find a delightful selection of ranch-style homes that perfectly complement the area's charm. These single-level residences offer a seamless blend of comfort and functionality, ideal for families, retirees, and everyone in between. With their spacious layouts, large yards, and inviting designs, ranch-style homes in this region provide the perfect backdrop for creating lasting memories.

Living in Monroe-Woodbury means enjoying the tranquility of suburban life while being just a short drive away from the bustling energy of nearby cities. Explore the beautiful parks, local shops, and community events that make this area truly special. Discover your dream ranch-style home in Monroe-Woodbury and become part of a thriving community that values education, connection, and quality living.

Newest Monroe-Woodbury Homes with Ranch Style

$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

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270 Cromwell Hill Road, Monroe

$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

$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

$379,900

3 Beds ⋅ 2 Baths ⋅ 1025633 MLS

Welcome to 25 Oreco Terrace, a home with the kind of comfortable layout that can fit many different chapters of life. Whether you are purchasing your first home, simplifying into one-level living, looking for a place to make your own, or considering an investment opportunity, this three-bedroom home offers a practical floor plan with plenty of flexibility. The main level includes a welcoming living room, an eat-in kitchen, three bedrooms, a full bathroom, and an additional half bathroom. The full basement offers additional usable space for storage, a workshop, exercise equipment, or other household needs. Outside, the deck and terraced backyard create distinct areas that accommodate many different types of recreation, gardening, entertaining, and relaxation. Conveniently located near shopping, schools, parks, and major commuter routes, 25 Oreco Terrace is ready for its next owner to make it home.

25 Oreco Terrace, Monroe

$389,000

3 Beds ⋅ 1 Baths ⋅ 1019170 MLS

Welcome to 185 Oxford Road, Chester! •••••This charming 3-bedroom Ranch home is now available for $389,000. Offering 1,062 sqft of comfortable one-level living on a generous 0.95-acre lot in the Monroe-Woodbury School District, this 1952-built home has been freshly painted and is move-in ready. •••••The interior features an open floorplan with beautiful knotted hardwood flooring, cathedral ceiling, natural woodwork, recessed lighting, and a welcoming breakfast bar in the open kitchen. The kitchen is equipped with a cooktop, oven, refrigerator, washer, and dryer (with both electric and gas dryer hookups right in the kitchen). You'll also appreciate the bow window, casement and double-pane windows that fill the home with loads of natural light. •••••The unfinished basement provides plenty of storage, conveniently accessed using Bilco doors. Outside, the level, landscaped lot offers front and backyard space and is partly wooded for privacy. •••••Highlights include: • Brand New Boiler • Brand New Gravel Driveway • Entire House Painted and Refreshed • Central Air plus Ductless Cooling in the Living Room • Propane hot water baseboard heating system • 2 Drilled Wells • Septic system (pumped every 4 years) • 100-amp electric service •••••Located in the highly rated Monroe-Woodbury School District, this home has annual taxes of $6,831 (after STAR discount for primary home-owners). •••••This affordable, single-level Ranch home combines classic appeal with modern improvements and a spacious lot — ideal for comfortable living with room to enjoy the outdoors. •••••Discover the Perfect Blend of Peaceful Country Living and Modern Convenience •••••Escape to this serene rural retreat that offers the best of both worlds: a tranquil, private country setting paired with unmatched accessibility. Nestled in a quiet, picturesque location, this home provides a true sense of peace and privacy while placing everyday essentials and major transportation routes just minutes away. •••••A Paradise for Outdoor Enthusiasts This property is an outdoor lover’s dream. Step outside and immerse yourself in abundant recreational opportunities, with excellent hiking, cycling, and rollerblading right at your doorstep. World-class natural destinations surround you, including Goosepond Mountain State Park, Harriman State Park, and Bear Mountain State Park — all offering miles of scenic trails, stunning lakes, and breathtaking vistas. •••••Just minutes away, the renowned Heritage Trail awaits — a beautifully paved 19.5-mile multi-use path along the historic Erie Railroad corridor, stretching from Middletown to Harriman. Whether you enjoy walking, running, cycling, or rollerblading, this scenic trail delivers peaceful countryside views and year-round enjoyment. •••••Effortless Commuting & Everyday Convenience Commuters will love the easy access to major routes: • Less than 3 miles to Route 17 (The Quickway) • Just 4 miles to the Monroe Park & Ride at Twin Lakes • Approximately 8 miles to the New York State Thruway (I-87) • About 10 miles to the Harriman Metro-North train station •••••Whether heading into the Hudson Valley or New York City, commuting is seamless and efficient. Shopping, dining, top-rated schools, healthcare, and all modern amenities are conveniently close, allowing you to enjoy a relaxed rural lifestyle without ever feeling isolated. •••••This rare combination of peaceful country charm, endless outdoor adventures, and superior location makes this home an exceptional opportunity for those seeking tranquility without compromise. Welcome home to your perfect sanctuary. •••••Reach out for a private showing today and discover all that 185 Oxford Road, Chester has to offer !!

185 Oxford Road, Chester

$635,000

4 Beds ⋅ 3 Baths ⋅ 1023272 MLS

Tucked away on over an acre with serene lake views and deeded lake rights, this spacious Monroe retreat offers the perfect blend of privacy, comfort, and lifestyle. Wake up to natural light pouring through oversized windows and start your day on the deck overlooking the water. Inside, you’ll find 3/4 generously sized bedrooms and 3 full baths, along with an updated kitchen and baths that bring a fresh, modern feel to this inviting home. The open living space is anchored by a beautiful brick fireplace, creating the perfect setting for cozy nights or entertaining guests. Hardwood floors and recessed lighting run throughout, adding warmth and continuity. The full basement offers endless potential — whether you’re envisioning a home gym, recreation space, or additional living area. Beyond aesthetics, this home delivers peace of mind with major updates already done, including a newer roof, windows, mechanicals, and more. Whether you’re looking for a full-time residence or a weekend escape, this property offers a rare opportunity to enjoy space, nature, and lake living — Amenities and upgrades include, new roof w/50-yr warranty shingles(GAF certified), central vac, central air (2 zones - w/new air handler and condenser), natural gas heating (4 zones), new hot water heater(2020), new doors, floors, windows, deck, walkway pavers, driveway, garage door, foam insulation in the oversized 1 car garage, gutters, downspouts, all while being conveniently close to everything Monroe has to offer. Great location close to Woodbury Commons only 15 mins from Greenwood Lake, Warwick and Goshen!!!

10 Hidden Drive, Monroe

$549,000

3 Beds ⋅ 3 Baths ⋅ 1016146 MLS

Welcome to this beautifully maintained 3-bedroom, 3-bath ranch nestled on a quiet dead-end street in the Lake Hill Farms community in the Town of Chester, within the Monroe-Woodbury School District. Offering municipal services, central air conditioning, and exceptional pride of ownership, this home is truly move-in ready. Step inside to a bright and inviting floor plan featuring a spacious living room, dining area, and comfortable family room. The beautifully renovated kitchen is the heart of the home, showcasing granite countertops, modern finishes, and sliding glass doors that lead to a deck overlooking the level backyard—an ideal setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. The primary suite offers a private retreat with its own bath, while the tastefully renovated hall bathroom serves the additional two bedrooms with style and convenience. The bright, above-grade finished lower level dramatically expands the home’s living space surrounded by walls of closets. This incredibly versatile tiled area of the home is perfect for a family room, media room, playroom, or even a recreation area with room for a dinette. A generously sized additional enclosed space with a full bathroom across the hall provides so much opportunity for a variety of needs- a perfect space for a home office or exercise room- there are so many possibilites. We can't forget the wet bar, a separate entrance, and an expansive storage room, which all add even more flexibility. This lower level truly gives you a space ideal for guests, multi-generational living, a home business, or simply adding more comfort to everyday living. Thoughtfully designed with abundant storage and endless possibilities, it adds beautifully to the home’s functionality. Additional features include an oversized driveway, a two-car garage, and plentiful storage throughout the home. Perfectly situated for commuters, this home is just minutes from major highways, bus and rail transportation, shopping, restaurants, parks, and schools. Enjoy everything the Hudson Valley has to offer, including nearby Mount Peter, Bellvale Farms Creamery, local wineries, breweries, farmers markets, and miles of scenic hiking trails. If you’ve been searching for a home that combines comfort, convenience and generous living space, this is one you won’t want to miss. Schedule your private showing today!

44 Wilson Road, Monroe

$549,900

3 Beds ⋅ 2 Baths ⋅ 1018592 MLS

Picturesque One-Level Living in Central Valley Conveniently located on a quiet street in the charming hamlet of Central Valley, this brick-faced ranch is the epitome of turn-key perfection. From the flawlessly manicured grounds to the immaculate interior, it is clear that every detail of this home has been meticulously maintained. The main level boasts gleaming hardwood floors, bright and neutrally painted bedrooms, and a custom kitchen complete with a stylish coffee bar and breakfront. Significant capital improvements offer ultimate peace of mind, including a replaced roof, updated windows, and a state-of-the-art oil tank. Downstairs, the finished lower level functions as an incredible extension of the home, featuring a spacious family room anchored by a cozy brick gas fireplace—perfect for large gatherings. An updated full bath and dedicated laundry room complete this versatile space. Outside, an extended driveway and garage comfortably accommodate five or more vehicles. Enjoy the ease of municipal water, sewer, and local sidewalks. Skip the car and walk to the vibrant Woodbury Recreation Center and pool, while benefiting from top-rated schools and effortless commuter highway access. Elegant, practical, and completely move-in ready.

21 Midland Avenue, Central Valley

$429,000

3 Beds ⋅ 2 Baths ⋅ 1008564 MLS

Welcome to this beautifully updated Monroe home, ideally located just about 50 minutes from New York City. Set on a lush, well-kept property with mature trees and excellent curb appeal, this move-in-ready home offers a fresh modern look inside and out. The exterior features gray siding, white trim, a black front door, manicured landscaping, a newly paved driveway, and a spacious rear deck overlooking the yard. Inside, you’ll find bright, freshly finished living spaces with clean white walls, hardwood flooring, and large windows that bring in abundant natural light. The main living and dining area offers an open, airy feel with plenty of room to relax or entertain. The updated kitchen features crisp white cabinetry, stainless steel appliances, sleek countertops, modern hardware, and a convenient layout. The finished lower level adds valuable additional living space, complete with a cozy brick fireplace, updated flooring, recessed-style open space, and a comfortable lounge area. A clean garage with epoxy-style flooring and storage potential adds even more practicality. With updated finishes, inviting indoor and outdoor spaces, a private deck, garage, and a convenient Monroe location within commuting distance to the city, this home is a fantastic opportunity for buyers looking for comfort, style, and accessibility.

4 Maple Lane, Monroe

$349,000

3 Beds ⋅ 1 Baths ⋅ 1004655 MLS

Fully remodeled 3-bedroom bungalow located on a quiet cul-de-sac in Monroe, NY within the Monroe-Woodbury School District. This move-in ready home features a modern interior with new flooring, new windows, updated kitchen, renovated bathrooms, and quartz countertops. Spacious and bright layout with stylish finishes throughout. The property also offers a 2-car garage and a large driveway with plenty of parking. Conveniently located near shopping, schools, parks, and major highways. A great opportunity to own a beautifully updated home in a desirable location.

60 W Jeanibo Road, 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.