Monroe-Woodbury Homes with Level Lot features

Welcome to the Monroe-Woodbury School District, a cornerstone of excellence nestled in the heart of Orange County, New York. Renowned for its commitment to educational achievement and community engagement, this district serves a diverse population of students across several vibrant neighborhoods. With a strong emphasis on academic rigor and personal growth, Monroe-Woodbury offers a plethora of programs designed to cater to the unique needs of each student, from advanced placement courses to enriching extracurricular activities. Parents can rest assured knowing their children are receiving a top-tier education in a supportive and nurturing environment.

Beyond its educational offerings, the Monroe-Woodbury area boasts an array of beautiful homes, many of which feature level lots—ideal for families seeking outdoor space for play, gardening, or entertaining. These level lots provide a blank canvas for your landscaping dreams and ensure easy accessibility for all ages. Whether you're envisioning a serene backyard retreat or a lively space for family gatherings, homes with level lots in Monroe-Woodbury cater to your vision.

Living in this area means you’ll enjoy the perfect blend of suburban tranquility and convenient access to urban amenities. With its picturesque surroundings and strong community spirit, Monroe-Woodbury is not just a place to live; it’s a place to thrive. Explore the available homes and discover why so many families choose to call this charming district home. Embrace the opportunity to create lifelong memories in a community that values education, growth, and togetherness.

Newest Monroe-Woodbury Homes with Level Lot features

$679,900

3 Beds ⋅ 3 Baths ⋅ 1050106 MLS

Come fall in love with this stunning 3-bedroom plus office Contemporary Colonial, beautifully set on just under an acre in one of Monroe’s most sought-after neighborhoods. Originally a ranch, the home was thoughtfully expanded approximately 20 years ago and transformed into a spacious, light-filled home with dramatic architectural details and a wonderful open layout. The heart of the home is the impressive two-story great room with soaring vaulted ceilings, a dramatic wall of windows, a fireplace and plenty of recessed lighting. The kitchen offers abundant cabinetry, granite countertops, stainless steel appliances and a glass mosaic tile backsplash, and opens beautifully to the main living spaces. Two bedrooms are conveniently located on the main level, offering flexibility for family, guests or one-level living. Upstairs, the primary suite feels like a true retreat. Double doors lead into the spacious bedroom, complete with gorgeous mountain views and a large walk-in closet. The oversized primary bath features a Jacuzzi tub, double sinks, a makeup area and a beautiful bay of windows. Just outside the primary suite is a separate office, perfect for working from home; the owners have also used this space as a fourth bedroom. The finished lower level adds tremendous additional living space with dimmable recessed lighting, built-in bookshelves and plenty of room to make the space your own. Use it as a family room, home bar, playroom, study, library or a combination of spaces. There is also an additional home gym. There truly is plenty of room for everyone. Additional features include central air on all three levels, two-zone central air with the upstairs system replaced, gorgeous hardwood flooring, a new hot water heater installed in August 2024, Pella windows, newer carpeting on the main level, upgraded electric, a one-car attached garage, and a second refrigerator and freezer that will remain. All COs are in place. Outside, the property is just as special. The park-like grounds surround a gorgeous in-ground pool, creating a spectacular private backyard retreat perfect for relaxing, entertaining and enjoying the warmer months. This is the kind of backyard everyone will want to gather in—an entertainer’s dream and your own private summer oasis. Located just moments from Berry Road Park, formerly Faber Farm, with access to hiking trails leading to Mombasha Lake, and offering deeded lake rights to Balder Lake, a private freshwater lake ideal for swimming, kayaking, non-motor boating and peaceful winter days of skating, this is more than a house—it is a property and lifestyle that are hard to duplicate. All of this is just minutes from shopping, dining, entertainment, schools, major roadways and the Harriman train station, while still feeling tucked away in a beautiful country setting. Located within the highly sought-after Monroe-Woodbury School District, with Pine Tree and Sapphire Elementary Schools nearby, this truly is one of those special Monroe properties that offers space, character, recreation, convenience and an incredible setting all in one.

27 Margaret Road, Monroe

$419,900

3 Beds ⋅ 2 Baths ⋅ 1050001 MLS

Welcome to this charming 3-bedroom, 1.5-bath home located in the heart of the Village of Monroe. Featuring durable vinyl siding and beautiful curb appeal, this property beautifully combines comfortable indoor living with outdoor enjoyment. Key Interior Highlights • Spacious Living & Dining: Large, inviting main-level rooms perfect for entertaining and everyday living. Bay window in dining room adds additional light. • Comfort Features: Ceiling fans throughout most rooms ensure year-round airflow. Downstairs offers large window air conditioning unit. • Bedrooms: Staircase with wide wooden bannister leads upstairs to the bedrooms. The spacious primary suite features a double closet, while the second bedroom comfortably fits a queen-size bed. The flexible third bedroom is ideal for a single bed or a private home office. • Ample Storage: Includes functional under-eave storage, an upstairs bathroom with dedicated linen cubbies, pull-down stairs to an attic, and a full, unfinished basement handling laundry, utilities, and extra storage. Exterior & Property Features • Outdoors: Relax on the private deck under a covered porch overlooking a level, manicured yard filled with mature landscaping and flowering trees. • Extra Space: A generous side yard provides the perfect layout for recreation, paired with a private driveway and a 1-car garage. • Modern Conveniences: Fully connected to municipal water, sewer, and natural gas. Location & Commuter Perks • Top-Tier Schools: Located in the highly sought-after Monroe-Woodbury School District, with a local elementary school just a short distance away. • Unbeatable Convenience: Minutes from major shopping centers like Woodbury Common Premium Outlets, Walmart, Target, Home Depot, BJs, and local grocery stores. • Recreation Nearby: Close to Airplane Park, the scenic Mill Ponds, and the Heritage Trail. Great view of annual fireworks without leaving home. Nearby attractions include Mansion Ridge Golf Course, LEGOLAND, West Point, and the Castle Fun Center. • A Commuter’s Dream: Located just 1 hour from NYC with seamless highway access to Route 17, Route 6, the Palisades Parkway, and the NYS Thruway (I-87). Public transit is a breeze with an NYC bus stop just 1/3 of a mile away and the train station only 10 minutes from your door. Come see this delightful village home today and make it yours!

27 Ash Street, Monroe

$499,000

3 Beds ⋅ 3 Baths ⋅ 1049026 MLS

This beautifully updated Chester home in the Monroe-Woodbury School District sits on 1.5 acres with a level open yard, a creek, and a wooded backdrop. From the moment you arrive, the paver walkway, landscaping, and inviting curb appeal set the tone. Inside, the main level boasts hardwood floors and an open layout with a brand-new kitchen featuring white cabinets, granite counters, and stainless steel appliances, plus a living and dining area with sliding glass doors to the deck and backyard. The first floor also has a full hallway bath and three bedrooms, including a bright primary suite with custom windows, crown molding, and an updated ensuite bath with custom tile and glass shower doors. The lower level offers a large den with a stone fireplace and wood-burning stove insert, a half bath, laundry room, and access to the attached two-car garage. Outdoor spaces include a deck off the kitchen and a covered deck from the den, perfect for relaxing or entertaining. The expansive yard is ideal for recreation, gardening, or gatherings, with the creek and woods adding privacy. Just 57 miles to NYC, this home offers both tranquility and easy access to amenities, including nearby parks with 1,500 acres of trails, playgrounds, and more. Additional perks include central air, newer siding, roof, oversized energy-efficient windows, shed, oil burner, hot water heater, and several updated appliances. Conveniently located near shopping, major highways and public transportation.

264 Bull Mill Road, Chester

$625,000

4 Beds ⋅ 3 Baths ⋅ 1049487 MLS

Unique in layout and filled with modern flair, 10 Karen Drive in Monroe NY is a perfect home for multigenerational lifestyle. This sun-filled 4 bedroom , 3 full bath raised ranch is in pristine condition and offers an impressive array of thoughtful updates and improvements. Beautifully renovated European-style custom kitchen is truly a standout in design and space. The oversized primary en-suite offers a private full bathroom. Newer hardwood floors flow through-out the living and dining areas and hallway, while nearly all windows have been replaced for added comfort and efficiency. Perfect for those seeking a distinctive home on two and half acres, low taxes, solar system and on a private road.

10 Karen Drive, Monroe

$412,000

3 Beds ⋅ 1 Baths ⋅ 1044454 MLS

Built for easy, manageable living. Set on a corner lot, this 3-bed, 1-bath ranch has a welcoming presence from the moment you approach, complemented by an oversized driveway and front deck. Inside, the main living spaces feel open and connected while maintaining a sense of distinction, offering a comfortable layout with functionality in mind. A nicely-sized entrance foyer invites you in before giving way to the living, dining, and kitchen areas, while the bedrooms and bathroom are positioned on the opposite side. Laundry is tucked away and conveniently located between the bedrooms, and the utility room can be accessed through the bathroom or outside around the back. Adding another layer to the home, the front deck, back patio, and spacious side yard create multiple spaces for everyday life to extend outdoors. As an added bonus, the property includes deeded lake rights to Walton Lake, further extending the enjoyment of home beyond the property itself. Take advantage of access for fishing, non-motor boating, swimming, and lounging lakeside. This is a place that simply makes sense for everyday living, with added recreation that brings even more to the experience of calling it home.

21 Midway Drive, Monroe

$590,000

4 Beds ⋅ 3 Baths ⋅ 1043320 MLS

Welcome to 15 Cindy Lane, a beautifully updated 4 bedroom 2.5 bath colonial tucked away on a quiet side street with very little through traffic in the desirable Roselawn Park neighborhood of Highland Mills. Inside, you’ll find a warm and inviting floor plan! The living room features a wood - burning fireplace. The kitchen features updated cabinetry, granite counters, recessed, lighting, a double pantry and stainless steel appliances. A cozy family room is also conveniently located next to the kitchen area. The primary bedroom upstairs features new Levolor shades and an updated en suite bath. There are also three additional bedrooms and another updated full hallway bath as well as hardwood floors under all existing carpeted areas. An unfinished basement offers plenty of additional storage or other possibilities. In the rear, the deck overlooks the level backyard – perfect for entertaining, play or simply relaxing at home. A separate side entrance leads directly into the mudroom/laundry room, while the attached two car garage provides plenty of parking and pull down stairs to a storage area. The home has been thoughtfully maintained and improved over the years, including 200 amp electrical service, Central air conditioning, water softener, kitchen, lighting, flooring and most recently a new roof in 2023, front walkway in 2024, LeafFilter and Levolor shades in 2026. And one of the great advantages of calling Woodbury home is access to the communities outstanding resident recreation facilities. Spend summer days at the John P Burke Memorial pool or head to Earl Reservoir better known as “The Rez”. Perfectly positioned for commuters, this home offers convenient access to New York City and the surrounding region. The Coach USA ShortLine bus stop is just 1 mile away, the Harriman entrance to the NYS Thruway is 2 miles from the home, and the Harriman Metro-North train station is only 4 miles away—making commuting by bus, train, or car easy and convenient. 15 Cindy Ln. combines a peaceful neighborhood setting and access to everything Woodbury has to offer. Make an appointment to see it today.

15 Cindy Lane, Highland Mills

$575,000

4 Beds ⋅ 3 Baths ⋅ 1041995 MLS

Offered for sale for the first time by the original owner, this home has been meticulously maintained and upgraded with a new architectural roof and gutters with guards, a new Buderus High Efficiency Boiler, an upgraded Central Air system and air handlers, a new water main line, a new water treatment system, stone patios and walkways, and an amazing pool and deck surround with a water slide! Set on a private lot with a perpetually green backyard and natural stone walls along the recently refinished driveway, these features and the home's facade create beautiful curb appeal. Natural Stone surrounds the front entrance and is featured throughout this home and property. Welcome home to a spacious living room with a wood stove and a family room with a fireplace that has a stone surround and mahogany wood mantel; both warm this home and making it energy efficient. The main floor also has a family room, a powder room, a formal dining area and an updated kitchen that leads to an expansive back yard deck with an electric awning overlooking the pool and yard. The second floor has a primary suite with its own bathroom, plus 3 additional bedrooms, another bathroom, and ample closet space. The basement has full height ceilings and the walls and floors are poured concrete and it is a walkout basement and has a second washer/dryer hookup. The basement can be finished to extra living space. The two-car garage has one new electric door opener. Two storage sheds and all the pool equipment are included. Great Location in Monroe for an easy 50 minute commute to NYC, situated in an idyllic neighborhood with tree lined streets with municipal water and sewer. Every day is a vacation day at this home sweet home.

7 Laura Road, Monroe

$369,900

2 Beds ⋅ 2 Baths ⋅ 1039455 MLS

Luxury Living at its very Best! 45 min to NYC. This Gorgeous Home features Bamboo Flooring Throughout, New Windows, Doors and Water Softener. Inviting Entry with Vaulted Ceilings and Skylight. Designer High End Kemper Kitchen, with beautiful Granite Countertops with breakfast Bar, with Pendulum lighting, Tumbled Marble Backsplash, Top of the Line Jen Air Refrigerator & Dishwasher, Capital Commercial Stove with Gas Grill, 1200 CFM Blower, and Recessed Lighting. Living Rm with Custom Stone Gas. Spacious Formal Dining Rm, Laundry Rm. Bathroom with custom tiled stone inlay floor, Maple Vanity with Granite Countertop and Maintenance Free Tub / Shower. Generous size bedroom. Huge Master Br Suite with recessed lighting, Spacious Walk in Closet and Additional Closet. Spa Bathroom that offers Marble Flooring, Cherry Vanity with Marble top, 2 Person Marble Shower that includes a Bench seat, Waterfalls, and a rain Shower Head. Private Backyard that backs up to woods. Additional Information: Amenities: Tennis, ParkingFeatures:1 Car Attached,

7 Ironwood Drive, Highland Mills

$562,500

4 Beds ⋅ 3 Baths ⋅ 1041335 MLS

Welcome to 41 Forestdale Avenue, Monroe, NY, a spacious 4-bedroom, 2.5-bath Raised Ranch in the Monroe-Woodbury School District. Tucked away on a quiet cul-de-sac in the desirable Maple Knolls neighborhood, this inviting home offers approximately 1,868 sq ft of living space on a private 0.61-acre property. Sidewalk-lined streets invite you to enjoy a bike ride, walk the dog, take a jog, or simply get outside and enjoy the neighborhood. The main level features hardwood floors and a spacious living room with soaring cathedral ceilings, creating an open and airy feel. The living room flows seamlessly into the dining area and NEW eat-in kitchen '21, beautifully updated with new cabinetry, a gorgeous backsplash, and dazzling quartz countertops. Stylish and functional, the kitchen offers a fresh, modern setting for everyday meals and entertaining. One of the home's standout features is the generous 15' x 20' screened-in porch/sunroom, providing approximately 300 sq ft of additional seasonal space to enjoy the outdoors while sheltered from the elements. Step outside onto the expansive deck overlooking the peaceful, tree-lined backyard—perfect for outdoor dining, entertaining, gardening, or simply relaxing. The finished lower level adds valuable living space with a comfortable family room offering flexibility for recreation, a home office, fitness area, or movie nights. Major recent improvements add even more value, including a NEW furnace, NEW hot water heater, and NEW driveway. Additional highlights include an attached 2-car garage, natural gas heat, public water, and public sewer. Enjoy a prime Hudson Valley location with convenient access to NYC-bound bus and rail transportation, the New York State Thruway (I-87), and the Palisades Interstate Parkway. Nearby destinations include West Point and the United States Military Academy, Woodbury Common Premium Outlets, the Appalachian Trail, Harriman State Park, as well as shopping, dining, parks, and recreation. If you've been searching for a 4-bedroom home for sale in Monroe, NY, with a beautiful new kitchen, major recent improvements, soaring cathedral ceilings, a 2-car garage, finished lower level, 15' x 20' screened-in porch/sunroom, expansive deck, private backyard, and convenient access to transportation and all that the Hudson Valley has to offer, 41 Forestdale Avenue is one you won't want to miss.

41 Forestdale Avenue, Monroe

$887,000

4 Beds ⋅ 3 Baths ⋅ 1031426 MLS

Situated in one of the Hudson Valley’s most sought-after neighborhoods, the Greens of Woodbury, this stately colonial offers over 3,100 square feet of living space and the perfect combination of privacy, craftsmanship and elegance. This one-owner home was custom-built, professionally landscaped and hardscaped, and thoughtfully designed to offer ample space for guests both inside and out. The showstopper is the private, fenced backyard, where lush landscaping surrounds a stunning inground pool and expansive paver patio designed for relaxing and entertaining. A freeform pool, multiple seating areas and a pergola create a resort-like setting that feels worlds away from the everyday. Striking curb appeal and a welcoming two-story entry introduce an open floor plan that blends formal and functional spaces while remaining comfortable and inviting. Hardwood floors flow throughout the home, while fresh neutral paint complements the immaculate interior. The beautiful eat-in kitchen features a large dining island, granite countertops, stainless steel appliances including gas range, quality wood cabinetry and a stylish tiled backsplash. The kitchen opens to the family room, where a vaulted ceiling and marble-faced gas fireplace create a warm and inviting space. Upstairs, find four spacious bedrooms, including a massive primary suite retreat with a cathedral ceiling, large walk-in closet and full bath featuring a jetted tub, large shower and double vanity with marble countertop. A study tucked behind French doors on the main level offers built-in storage and could easily serve as a guest room, with a full bath conveniently located just outside the door. Additional highlights include a whole-house Generac generator, inground irrigation system, reverse osmosis water treatment system, natural gas, municipal water and sewer and so much more. Located in an ideal commuter location within the Monroe-Woodbury school district, the Greens of Woodbury is just minutes from trains and buses to NYC, major highways, restaurants, shopping and many Hudson Valley attractions. Woodbury residents also enjoy exclusive access to recreational facilities and numerous community activities and parks, including Earl Reservoir with beach access, community pool, sports courts and summer camp.

44 Greenwich Avenue, Central Valley

$625,000

4 Beds ⋅ 2 Baths ⋅ 1028745 MLS

Welcome to 132 Hilltop Rd, a captivating 4-bedroom, 2-bathroom home that blends comfort, character, and everyday convenience into one inviting package. The kitchen will "wow" you with oak cabinets, granite tops, a Sub-Zero refrigerator, wine refrigerator, and two sinks, all set within an open floorplan anchored by a peninsula bar area. It flows naturally into the dining room, where stylish spotlights set an elegant tone for everyday meals or special occasions. Step outside and discover a backyard built for making memories. The sparkling pool takes center stage, offering the perfect escape on warm summer afternoons, and it's fully fenced off from the rest of the yard for added peace of mind. There's also a separate play area for the kids, tucked away from the pool so everyone can enjoy the outdoors safely. Beyond that, the surrounding space invites lively gatherings, quiet morning coffees, and everything in between. Inside, four generously sized bedrooms provide restful havens for family and guests alike, each fitted with ceiling lighting for everyday comfort. The master bedroom goes a step further with custom-built shelving, adding style along with smart, built-in storage. Two well-appointed bathrooms complete the interior comforts. Homes that offer this rare combination of indoor comfort, outdoor enjoyment, and prime location don't stay on the market long. With its standout pool, versatile basement complete with a patio door walkout, and welcoming atmosphere, 132 Hilltop Rd is more than a house—it's the place you'll be proud to call home. Schedule your private showing today!

132 Hilltop Road, Monroe

$589,999

4 Beds ⋅ 2 Baths ⋅ 1037720 MLS

Welcome to 5 Columbia Circle, a turn-key raised ranch tucked inside the gated Highland Lake Estates community in Highland Mills. From the moment you arrive, this home delivers what most listings only promise: modern updates, real peace of mind, and a backyard that earns its keep. Four bedrooms plus an office/den give you room to live and work without compromise. Two full bathrooms, California Closets in every upstairs bedroom, Pella doors, and Andersen 400 Series windows reflect a home maintained with discipline, not shortcuts. The mechanicals back it up: hot water heater (2021), whole-house water softener and filtration system (2023), and an upgraded back deck (2019) built for those gorgeous Hudson Valley sunsets. Comfort and security are handled. A heated garage with its own thermostat means projects don't stop in January. A central-station monitoring system covers fire, burglary, low-temperature, and carbon monoxide, plus camera coverage for complete confidence. The fenced backyard and lawn sprinkler system round out a property that's genuinely move-in ready. Location is the quiet advantage here. The Metro-North Harriman station sits under 10 minutes away, with NYC roughly 50 miles and about an hour out via I-87 and Route 17. Woodbury Common Premium Outlets, grocery, and everyday essentials are a short drive down Route 32. Weekends open up fast: Harriman State Park and Bear Mountain for hiking, nearby golf, and local wineries and farms that make Orange County living what it is. Enjoy local access to the John P. Burk Memorial Pool, Earl Resevoir and Brickley Field as well for all your athletic enjoyment. This is the rare home where the big ticket items are already done and done right. All that's left is to move in, relax and watch the sun go down right off your back deck.

5 Columbia Circle, Highland Mills

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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.