Monroe-Woodbury Homes with Back Yard Lot features

Monroe-Woodbury Homes with Back Yard Lot features

Welcome to Monroe-Woodbury, a vibrant school district nestled in the picturesque Orange County, New York. Known for its commitment to academic excellence and community engagement, Monroe-Woodbury serves families in a welcoming environment that fosters both personal and educational growth. With a diverse array of programs, dedicated educators, and a focus on student achievement, this district prepares children not just for tests, but for life.

Families residing in this charming area benefit from a strong sense of community, where local events and activities abound. The district includes several elementary, middle, and high schools that are equipped with modern facilities and resources, ensuring that every child has the opportunity to thrive. The emphasis on arts, athletics, and extracurricular activities means students have a well-rounded educational experience, making Monroe-Woodbury a sought-after location for families looking to settle down.

In addition to its exceptional schools, Monroe-Woodbury is known for its beautiful homes, many of which feature spacious backyards that are perfect for family gatherings, gardening, or simply enjoying the serene outdoors. Imagine hosting summer barbecues, playing catch with the kids, or unwinding with a good book in your private oasis. The backyards in this area provide not just a patch of green, but a canvas for creating cherished memories.

With easy access to nearby parks, shopping, and dining, Monroe-Woodbury offers the perfect blend of suburban tranquility and modern convenience. Discover your dream home in this idyllic community, where education and lifestyle come together seamlessly.

Newest Monroe-Woodbury Homes with Back Yard Lot features

$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
$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
$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
$550,000
3 Beds ⋅ 2 Baths ⋅ 1028087 MLS
BiLevel/Raised Ranch on Quiet Street with Room to Grow! Come home and relax on the upper level deck overlooking state land that offers additional privacy. This well-maintained home clearly shows the pride of ownership. Open concept living room and dining room features many windows that fill the home with natural sunlight. Enjoy the convenience of the updated full bathroom and three comfortable bedrooms. The full basement provides endless possibilities for additional finished living space, home office, gym, or recreation area. Major upgrades include the new main bathroom, new roof. Step outside to a fenced-in yard and upper level deck, ideal for relaxing, pets, or gatherings, all set on a quiet, low-traffic street. Backyard also accessible from basement sliders. Perfect commuter location — close to all the Hudson Valley has to offer: lakes, hiking trails, shopping, major highways, trains, and buses. Opportunity knocks. Don’t miss it!

56 Poplar Drive, Monroe
$799,000
4 Beds ⋅ 3 Baths ⋅ 1012284 MLS
Welcome to this beautifully charming Center Hall Colonial, privately set back from the road on a picturesque property with a tranquil man-made pond, fountain, and inviting wrap-around front porch. This spacious home offers the perfect balance of classic elegance and comfortable everyday living. The thoughtfully designed floor plan features a formal living room that flows seamlessly into the warm and inviting family room with a fireplace, creating an ideal space for entertaining. The spacious kitchen is appointed with granite countertops, a center island, abundant cabinetry, and sliders leading to an expansive deck overlooking the peaceful backyard. A formal dining room, powder room, and first-floor laundry complete the main level. Upstairs, the generous primary suite features a private ensuite bath, while three additional bedrooms share a full hall bath. A walk-up staircase leads to a full-house unfinished attic, offering outstanding potential for future living space. The finished walk-out basement provides even more room to relax or entertain, with sliders opening to a covered patio. An oversized two-car garage and a huge storage shed provide exceptional storage and convenience. Ideally located in the highly sought-after Monroe-Woodbury School District, this exceptional home combines timeless Colonial charm, abundant living space, beautiful outdoor amenities, and endless possibilities in a peaceful Chester setting.

197 Oxford Road, Chester
$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
$529,900
4 Beds ⋅ 3 Baths ⋅ 1023187 MLS
Tucked away at the end of a long private driveway on 3.4 acres, this beautifully updated home offers the perfect blend of privacy, nature, and everyday convenience. Surrounded by mature trees, scenic mountain views, and a picturesque pond shared with one neighboring property, this one-of-a-kind retreat feels like your own private oasis, yet is just minutes from shopping, restaurants, schools, and major commuter routes in the highly sought-after Monroe-Woodbury School District. Freshly painted inside and out, this spacious home offers 2,233 square feet of living space, plus a spectacular 224-square-foot enclosed cathedral-ceiling porch surrounded by walls of windows that bring the outdoors in. Whether you're enjoying your morning coffee, watching the changing seasons, or simply taking in the peaceful views, this remarkable space is sure to become your favorite room in the house. Natural light pours through oversized picture windows, highlighting the warm and inviting living spaces. The living room and expansive family room are anchored by a dramatic floor-to-ceiling two-sided brick fireplace, while a second fireplace with a wood-burning stove adds warmth and character, creating inviting spaces for relaxing and entertaining. The spacious eat-in kitchen offers abundant cabinetry and generous workspace, flowing effortlessly into the dining area for everyday living and special occasions. The home features four generously sized bedrooms, including a primary suite with a walk-in closet, along with two beautifully updated full bathrooms and a convenient half bath. The lower level offers an expansive family room with a separate entrance, providing outstanding flexibility for a home office, guest quarters, multigenerational living, or a home-based business. Step outside onto the newly refreshed oversized deck overlooking your backyard, where nature becomes part of everyday life. The expansive cleared lawn offers endless space for soccer games, baseball, gatherings, and entertaining, while wooded walking paths lead to the pond. Spend peaceful evenings by the water, enjoy fishing, watch deer and birds from your deck, or simply relax and take in the serenity that makes this property so special. Additional highlights include a two-car garage, central vacuum, generous storage throughout, two beautifully updated full bathrooms, a recently refreshed oversized deck, and the peace of mind of a recently removed underground oil tank with proper documentation. Properties offering this rare combination of acreage, mountain views, a picturesque pond, and an established neighborhood setting seldom become available. Completing this exceptional offering are deeded lake rights to Balder Lake (just down the street, if you choose to join)—a private freshwater lake ideal for swimming, kayaking, non-motor boating, fishing, and peaceful winter days spent skating. This is more than a house—it's a property and lifestyle that's hard to duplicate.

27 Jean Drive, Monroe
$1,149,000
5 Beds ⋅ 3 Baths ⋅ 1020835 MLS
MOTIVATED BUILDER SAYS SELL! NEW CONSTRUCTION WITH YEAR ROUND LAKE VIEWS!! HOUSE AND PROPERTY OF THIS QUALITY, DRAMA AND CUSTOM FINISHES OVERLOOKING LOOKING A LAKE IN THIS AREA IS A RARE FIND! Just 60 minutes from New York City and very close to the northern Tuxedo border, this custom Colonial offers an exceptional blend of luxury, privacy, and natural beauty. The home is set on a peaceful property with YEAR ROUND VIEWS of Mombasha Lake and CLOSELY bordering protected state land—ensuring natural surroundings, and relaxing landscape. Designed for elevated living and entertaining, this residence features 4/5 bedrooms, 3 full baths, and a rare SIX-CAR GARAGE with dramatic 18-foot ceiling and a gas line installed--ideal for car collectors, creativity, or luxury storage. Walls with OVERSIZED WINDOWS bring the outdoors in, bathing the home in natural light and stunning lake views. The extensive covered porch offers the addition of more entertaining space or quiet enjoyment. The MAIN LEVEL offers 10-FOOT CEILINGS and an artfully designed GREAT ROOOM has a soaring 20-FOOT CEILING, massive STONE WOOD-BURNING FIREPLACE and seamless indoor-outdoor flow. Anchoring the home is a CUSTOM WHITE OAK AND SATIN IRON STAIRCASE SPANNING FOUR LEVELS, a dramatic architectural statement that rises gracefully through the space and sets the tone for the home’s refined design and craftsmanship. The chef-caliber kitchen is a statement piece, featuring a 5x10-FOOT QUARTZ ISLAND, custom cabinetry, 48-INCH PROFESSIONAL EIGHT BURNER DOUBLE-OVEN RANGE, STAINLESS STEEL APPLIANCES, and a built-in wine cooler—perfect for both intimate dinners and large-scale entertaining. The formal dining room, elegant living room, full bath, and a flexible den or private office (optional fifth bedroom) offer versatility for guests, work, or multigenerational living. A full bath completes the main level. UPSTAIRS 9-FOOT CEILINGS frame four spacious bedrooms, and additional full bath. A BONUS ROOM EXCEEDING 1,300 SQUARE FEET can be finished presenting endless possibilities—media lounge, fitness studio, guest suite, or work-from-home refuge. The primary suite is a true haven, offering a luxurious bath with RADIANT HEATED FLOORS, OVERSIZED SHOWER WITH BODY JETS AND CEILING MOUNTED RAIN SHOWER WITH INTEGRATED BLUETOOTH SPEAKERS AND LED LIGHTS, therapeutic whirlpool tub, heated towel bar, a SEPARATE STEAM/DRY SAUNA, and sliding doors that open to a JULIET BALCONY. There is a fourth level with an abundance of storage and a TREMENDOUS ROOF TOP TERRACE. Here, lake and mountain views stretch endlessly—an extraordinary setting for sunrise reflections or sunset cocktails. The EXPANSIVE BASEMENT ADDS ANOTHER 2,000 SQUARE FEET, with endless possibilities for a creative retreat, home theater, wellness studio, or space where imagination can run free. More than a home, this is a place to create lasting memories and moments of joy—a sanctuary where every day feels like a retreat. Located within the Monroe-Woodbury School District, this home offers the rare opportunity to experience resort-level living, complete relaxation, and architectural distinction—all within easy reach of New York City. LARGE DECK OR PAVER PATIO WILL REPLACE THE TEMPORARY STEPS TO BACKYARD.

133 W Mombasha Road, Monroe
$569,000
3 Beds ⋅ 2 Baths ⋅ 1018026 MLS
Pride of ownership is evident throughout this beautifully updated 3-4 bedroom Colonial, where timeless character blends seamlessly with modern comfort. Original architectural details include elegant 9 ' coffered ceilings in the living room, and large windows create a bright and inviting atmosphere. The home features a spacious living room with an electric fireplace, a charming covered front porch and a backyard with a large, updated patio that is perfect for relaxing or entertaining. Recently updated bathrooms; w/u attic and basement allow for ample storage; new heating system, whole house water filtration system, Radon mitigation system, solar panels are owned for substantial savings on electric cost. Conveniently located just minutes from Interstate 87 and approximately 55 minutes to New York City. This property offers accessibility and a desired lifestyle. Residents enjoy access to local amenities, including the REZ, and the town pool. A short drive to Woodbury Commons Premium Outlets, restaurants, Bear Mountain, West Point.....in short, all the fantastic destinations the Hudson Valley has to offer.

20 Shuit Place, Central Valley
$589,000
4 Beds ⋅ 3 Baths ⋅ 1019668 MLS
Welcome Home to 24 Ironworks Road Where modern elegance meets perfect functionality. Nestled on a generous half-acre lot, this stunning split-level home offers an exceptional blend of spacious living, architectural charm, and high-end finishes. To really appreciate the thoughtful layout, here is a detailed, feature-by-feature breakdown of every space in the house: The Room-by-Room Property Highlights The Entryway & Main Level The Foyer: A bright and welcoming introduction to the home, offering a wonderful first impression and a smooth transition into the main living spaces. The Living Room: Generously sized and incredibly versatile. Featuring large windows and a flexible layout, this spacious room is perfect for formal hosting, a quiet reading lounge, or a secondary media room. The Main Level Bedroom: A bright, quiet, and comfortable bedroom positioned perfectly for privacy. Ideal for overnight guests, a multi-generational living arrangement, or an inspiring home office. The Elevated Living Area (Just Two Steps Up) The Family Room: The absolute crown jewel of the home. This spectacular, sun-drenched space boasts soaring cathedral ceilings and a magnificent wall of windows that floods the room with natural light. The striking fireplace serves as a beautiful focal point, making it the ultimate cozy gathering spot for movie nights or quiet evenings. The Formal Dining Room: An elegant and inviting space designed for memorable meals. Whether hosting festive holiday dinners or intimate weekend dinner parties, this room flows effortlessly into the kitchen for seamless entertaining. The Chef’s Kitchen: A beautiful blend of style and substance. This kitchen features gleaming stainless steel appliances, premium granite countertops, and plenty of high-quality cabinetry for all your culinary needs. Daily Conveniences (First Floor) The Half Bath: A beautifully appointed powder room, centrally located for guests and daily convenience. The Laundry Room: A dedicated, practical first-floor laundry space that takes the chore out of laundry day, offering extra organizational room. The 2-Car Garage: A spacious, attached two-car garage providing secure parking, protection from the elements, and excellent additional storage for tools and outdoor gear. The Private Upper Level The Primary Suite: A grand, king-sized sanctuary designed for ultimate relaxation. It features a massive walk-in closet with abundant storage space. The Primary Bathroom: A crisp, dedicated ensuite retreat highlighting a practical stall shower—offering a private and efficient space to unwind and refresh. Bedrooms 3 & 4: Two additional, beautifully proportioned bedrooms. Both feature ample closet space, large windows, and plenty of room for queen beds, desks, or play areas. The Second Full Bath: A bright and spacious main bathroom featuring an expansive dual-vanity sink, perfectly designed to handle busy morning routines with ease. The Lower Level & Outdoors The Unfinished Basement: A massive, blank-canvas space offering unlimited potential. Clean, dry, and incredibly spacious, it is perfect for abundant storage as-is, or ready to be finished into a home gym, workshop, or game room. The Backyard Deck: An expansive outdoor living space ideal for al fresco dining, summer barbecues, or simply relaxing with a morning coffee while overlooking your private oasis. The Gorgeous Half-Acre Lot: An absolute dream for outdoor living! This sprawling property opens up to a beautifully level, wide-open backyard covered in lush green grass. It is the perfect private playground to enjoy yourself—whether you want to lay out a towel to tan in the afternoon sun, kick a soccer ball around, host lively lawn games, or garden to your heart's content. A perfect balance of privacy, sunshine, and endless recreation!

24 Ironworks 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
Start Your Search

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.