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

$824,900

4 Beds ⋅ 4 Baths ⋅ 1050809 MLS

Welcome to your “Private Country Club”! THE POOL and pool house are now open, but only for two more weeks! This gorgeous home is priced to sell! There is attention to detail and decorator touches throughout! First, you’ll enter the large, two-story foyer, which welcomes your guests with its soaring, vaulted ceiling, Palladium window, inlaid wood floor, and custom picture moldings! The lovely dining room is enhanced by inlaid wood floors,modern wall sconces, chair rails, and moldings. The bright, and inviting Family Room, features a stunning, white marble-front, wood-burning fireplace, inlaid wood floors, and large, sliding doors that showcase the breathtaking view of the garden and open to the deck. You’ll love creating new dishes, in the TRULY "PROFESSIONALLY OUTFITTED" kitchen, with 6-burner Viking range, PLUS BOSCH DOUBLE OVENS (w/ many options for baking, & roasting). There are THREE ovens total! The Bosch ovens are less than 5 years old! There is a large, EXTRA-THICK iSLAND with beveled edge & PREP SINK (perfect for 2 chefs working side-by-side),a top-of-the-line refrigerator, 4 yr.old dishwasher, pantry, & desk.There is a large ROUND GRANITE TABLE THAT SEATS 5-6, with beveled edge (matches the granite throughout the kitchen), IN THE SUNNY, BAY-WINDOWED BREAKFAST AREA with view of yard. Upstairs, the stunning Primary Ensuite has a vaulted ceiling, wood floors, dressing alcove, recessed lighting, AND a windowed sitting room, which overlooks the gardens below. The elegant Ensuite Bath features a tray ceiling, beautiful Jacuzzi tub, Travertine marble tiles, a tumbled- marble shower with wall jets and bench, a bidet, Toto toilet, new granite counters & sinks, new faucets, new light fixtures & extra towel rods. One of the best features is an extra walk-in closet in the Primary bathroom (with shelving).The other bedrooms are oversized and sunny, with wood floors, and big windows (One bedroom features lovely wainscoting) The LAUNDRY IS UPSTAIRS with new storage cabinets. There is a fabulous, heated 20 x 40’ pool with fiberglass coating (no vinyl liner),custom steps, and "Sunshelf", surrounded by extended paver decking… plus a SPACIOUS POOL HOUSE (kitchenette, 1/2 bath,and lovely lounge)! After you’ve finished swimming, you can relax in the shade of the POOL HOUSE, with a glass of iced tea, prepared right there! Tall, stately trees line the the property. There are beautiful black gates, and a stunning paver staircase leading from the side-load driveway to the backyard. Tall grasses are another beautiful source of privacy in the summer. There are “Specimen trees” in both the front and back of the home (over $100k in exterior upgrades), TWO pergolas (one perfect for a BBQ grill, AND one for a table & chairs),a flagstone patio,and a huge deck for several furniture groupings! There are numerous places to entertain friends and family! Among the numerous recent upgrades are another new central a/c compressor (the home has two), and a GORGEOUS NEW PAVER PATH (framed by a beautiful border)that leads visitors to the front door! The solar panels (owned, not rented), AND extra, blown-in insulation in the attic, provide SAVINGS on the heating & electric bills year-round.The versatility of the finished basement is perfect for working out, gaming, & watching movies. PLUS there is an extra room, and a BEAUTIFUL, full bathroom. *Monroe-Woodbury Schools. COMMUTING IS EASY…Close to Palisades Pkwy, & NYS Thruway. Spend the day @ Woodbury Park, or John Burke pool- exclusive to Woodbury Residents offering a beach, parks, ball fields, picnic pavilions,life-guard pool, & DAY CAMP. It is less than 3 miles to I87, Route 6, & Route 17. It is 60 miles to NYC, 15 minutes to West Pt. and minutes to Stewart International Airport. World class shopping is only 1 1/2 miles away @Woodbury Commons Factory Outlets. Enjoy the local farmers markets, & hiking trails with breathtaking views!

9 Roselawn Road, Highland Mills

$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

$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

$599,000

4 Beds ⋅ 3 Baths ⋅ 1043948 MLS

Welcome to 20 Amy Todt Drive, a spacious and beautifully maintained raised ranch-style home offering an ideal blend of comfort, functionality, and community living. With approximately 2,100 square feet of living space, this home features the convenience 4 bedrooms including a spacious primary suite with a private full bath and walk in closet with custom shelving The main level offers an inviting flow with hardwood floors, a large living room, formal dining room, and an updated kitchen featuring granite countertops and stainless steel appliances. Step outside to the screened-in rear deck — the perfect spot to enjoy your morning coffee, relax, or entertain while taking in the peaceful surroundings. The lower level adds even more flexible living space, including a comfortable family room/den, half bath, laundry room and storage spaces with convenient walk-out access. Flexible bonus room can be used as a workshop or hobby room. A two-car garage provides ample parking and storage. Located in a desirable lake community, residents enjoy access to the lake, beach, and playground, creating a wonderful setting for recreation and everyday enjoyment. Conveniently located near commuter routes, shopping, dining, and local amenities, this home offers both the tranquility of a residential community and easy access to everything Monroe has to offer. A spacious home, a desirable location, and a lake-community lifestyle — welcome home!

20 Amy Todt Drive, Monroe

$4,850,000

52 Beds ⋅ 25 Baths ⋅ 1044612 MLS

Rare 20-Property Rental Portfolio | Approximately 40 Parcels | Mountain Lodge Park Offered for the first time in decades, this unique portfolio includes 20 rental properties across approximately 40 parcels, concentrated within the Mountain Lodge Park community. Investors can acquire decades of accumulated ownership and capital investment in a single transaction. Numerous properties have received significant structural, mechanical, and cosmetic improvements, including newer roofs, heating systems, kitchens, baths, wells, siding, windows, flooring, and other upgrades. The portfolio offers established cash flow with additional upside through rent optimization, targeted renovations, rehabilitation of underutilized assets, and potential future use of additional land, subject to applicable approvals. The concentration of properties provides operational efficiencies rarely available in a portfolio of primarily single-family rentals. Convenient access to I-87, approximately 60–75 minutes to NYC, 10–15 minutes to Woodbury Common, 20–25 minutes to West Point, and 20–25 minutes to Stewart International Airport. 20 rentals. Approximately 40 parcels. Existing cash flow. Value-add potential. Decades of investment already completed.

Monroe

$599,999

3 Beds ⋅ 3 Baths ⋅ 1043705 MLS

Welcome to 23 Alden Road in Monroe! This 3-bedroom, 2.5-bath Raised Ranch offers 1,832 square feet of living space, a versatile layout, and the added bonus of an additional 50' x 125' parcel included with the sale, the taxes and the acreage on the listing reflects the total amount with the additional parcel. The main level features comfortable living spaces with hardwood flooring beneath the existing carpeting, offering an opportunity to uncover and showcase the home's original character. Downstairs, the finished lower level provides valuable additional living space complete with a fireplace and sliding doors leading directly to the patio and fenced backyard—ideal for entertaining, recreation, a home office, or flexible everyday living. A two-car garage, crawl-space attic, under-stair storage, deck, and additional shed located on the extra parcel provide plenty of options for storage and outdoor use. Enjoy convenient access to everything Monroe has to offer, with Round Lake and Walton Lake approximately one mile away for fishing, kayaking, and boating, and Harriman State Park less than 20 minutes away for hiking and outdoor recreation. Groceries, dining, shopping, and everyday amenities are also less than a mile away, while Woodbury Common Premium Outlets is approximately 20 minutes from the home. Commuters will appreciate convenient access to the Monroe Park & Ride, a nearby train station, and major highways. With its flexible living space, fenced yard, additional parcel, and convenient location, 23 Alden Road offers plenty of possibilities for its next chapter.

23 Alden Road, Monroe

$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

$599,900

4 Beds ⋅ 3 Baths ⋅ 1042727 MLS

Welcome to this expansive 4-bedroom, 2.5-bath Colonial nestled on a beautiful 3-acre lot in Highland Mills, NY. Offering over 2,250 square feet of living space, this home combines comfort, privacy, and convenience in a desirable Hudson Valley setting. The inviting main level features a step-down family room with wood burning fireplace, creating a warm and comfortable space for relaxing or entertaining. The updated kitchen is a standout, featuring granite countertops, stainless steel appliances, a center island, and ample cabinet space. Just off the kitchen, a spacious deck provides the ideal spot for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. A formal dining area, living room and convenient half bath complete the main level. Upstairs, you'll find four generously sized bedrooms, including a primary bedroom with a private ensuite bath. The three additional bedrooms offer plenty of flexibility for family, guests, a home office, or hobbies. This home also offers a full basement, providing abundant storage and potential for additional living or recreational space, along with a 2-car garage for parking and convenience. Set on three acres, the property provides plenty of room to enjoy the outdoors while maintaining easy access to nearby amenities. Woodbury Common Premium Outlets are just minutes away, offering premier shopping and dining. Major roadways such as Route 17, New York State Thruway (Route 87), and the Palisades Interstate Parkway are also conveniently accessible, with a train station less than 5 miles away making commuting throughout Orange County and beyond easy. With its voluminous interior, updated kitchen, primary ensuite, full basement, 2-car garage, deck, and expansive three-acre setting, this Highland Mills Colonial offers an exceptional opportunity to enjoy comfortable Hudson Valley living.

30 Pine Hill Road, Highland Mills

$699,000

4 Beds ⋅ 4 Baths ⋅ 1041840 MLS

Welcome to this exceptional, sunny and spacious 4-bedroom, 3.5-bath home, perfectly situated on one of Monroe’s most secluded cul-de-sacs in the lovely Horizon Heights. Thoughtfully updated throughout, this distinctive property combines spacious interiors, high-end amenities, and resort-style outdoor living. Inside, hardwood floors and abundant natural light complement inviting living spaces, including a formal living room, formal dining room with a wood-burning brick fireplace and an expansive family room with a gas fireplace. The renovated chef’s kitchen features premium Viking and Thermador appliances, a large center island, generous cabinetry and an adjoining scullery/pantry with additional sink, dishwasher, refrigerator and storage. Nicely appointed bathrooms include Italian terrazzo and marble finishes, Jacuzzi tubs and custom details. The backyard is the showstopper—a private, fully fenced retreat featuring a heated saltwater freeform pool with waterfall, expansive paver patios, Trex deck and mature professional landscaping. The impressive air-conditioned pool house offers a custom maple bar, wine coolers, refrigerator and electric fireplace, creating the perfect setting for entertaining. Additional highlights include two newer central AC systems, 200-amp electric with three subpanels, three-zone heating with Nest thermostats, a detached garage with second-level loft, and numerous recent pool and mechanical improvements. A rare opportunity offering privacy, exceptional entertaining spaces and a true resort-at-home lifestyle. Located in the Monroe-Woodbury School District. Close to major shopping and restaurants and just minutes to Rt17, Rt6, the throughway (I87), NYC bus and train.

112 Mercury Court, 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.