Monroe-Woodbury Homes with Playground Amenities

Welcome to the enchanting Monroe-Woodbury School District, nestled in the heart of Orange County, New York. Renowned for its commitment to academic excellence and a well-rounded education, this district serves a vibrant community with a diverse population. With a strong focus on fostering creativity and critical thinking, Monroe-Woodbury boasts a range of educational programs that cater to students from kindergarten through high school. The district's dedicated teachers and staff work tirelessly to create a nurturing environment where every child can thrive, making it an ideal choice for families seeking quality education.

In addition to its stellar academic reputation, the Monroe-Woodbury area is perfect for families who value outdoor play and recreation. Many homes in the region come equipped with delightful playground amenities, ensuring that children have safe and engaging spaces to explore and play right at their doorstep. Imagine your little ones enjoying sunny afternoons on swings, slides, and climbing structures, fostering friendships and creating cherished memories.

Living in Monroe-Woodbury means you’re not just investing in a home; you’re embracing a community that prioritizes family and education. With nearby parks, recreational facilities, and a host of extracurricular activities, there’s no shortage of opportunities for children to grow, learn, and have fun.

Whether you’re looking for a cozy single-family home or a spacious property with ample outdoor space, Monroe-Woodbury offers a variety of options that cater to every family’s needs. Discover the charm of this exceptional school district and the joy of living in a community that truly values family and education. Your dream home awaits!

Newest Monroe-Woodbury Homes with Playground Amenities

$269,900

2 Beds ⋅ 2 Baths ⋅ 1049236 MLS

Welcome home to this beautifully updated 2-bedroom end-unit townhouse offering the perfect blend of comfort, style, privacy, and convenience. This move-in ready home presents a rare opportunity to own a residence that has been lovingly maintained and thoughtfully updated throughout the years. Featuring gorgeous new flooring, a stunning new kitchen with modern finishes, beautifully renovated bathrooms, gas heat, and gas cooking, central air, every detail has been carefully curated for today's lifestyle. Now let's discuss LOCATION! Step outside to your own private outdoor retreat featuring an exceptional custom paver patio with brilliant hardscaping, creating the perfect setting for entertaining, dining al fresco, or simply relaxing while enjoying peaceful wooded views and added privacy. As an end unit backing to the woods, you'll appreciate the added sense of space and tranquility rarely found. You will also love your own carport. An exclusive space w/ added storage area. Additional parking is also available. Located in a highly desirable community with amenities galore, residents enjoy access to Woodbury Recreation, swimming pools, the reservoir, beach areas, playgrounds, sports courts, walking trails, and a variety of year-round activities and events. New York City commuter-friendly and ideally situated just minutes from Woodbury Common Premium Outlets, West Point Military Academy, Bear Mountain State Park, Harriman State Park, major highways, dining, shopping, and recreation. Whether you're searching for a full-time residence or a weekend retreat, this exceptional townhouse offers low-maintenance living and an unbeatable Hudson Valley lifestyle in a picturesque setting. Opportunities to purchase a one-owner home with this level of care, updates, privacy, and location are truly rare.

13 Redwood Drive, Highland Mills

$349,000

3 Beds ⋅ 2 Baths ⋅ 1047470 MLS

Welcome home to this inviting 3-bedroom, 2-full-bath condominium in the Town of Monroe! Featuring a comfortable layout with a cozy fireplace and a kitchen that opens directly to the deck, creating the perfect space for morning coffee, outdoor dining, or relaxing after a long day. The full basement offers excellent potential to create additional living space, a home office, recreation room, gym, or whatever best suits your needs. Enjoy all that this wonderful community has to offer, including a swimming pool, tennis court, and park. Ideally located close to shopping, restaurants, parks, and lakes, with the popular Woodbury Common Premium Outlets just minutes away. Whether you’re looking for a place to call home or a convenient Hudson Valley lifestyle, this condominium offers space, amenities, and a location you’ll love! H&B due 9/14 5pm!!

42 Natale Court Unit #42, Monroe

$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

$559,999

3 Beds ⋅ 3 Baths ⋅ 1042301 MLS

Welcome to 7 Gillian Court, a beautifully maintained townhouse on a cul-de-sac, nestled in the sought-after gated community of Meadow Glen in Monroe. Offering the perfect blend of comfort, convenience, and community amenities, this spacious 3-bedroom, 2.5-bath home is ready to welcome its next owner to enjoy a low-maintenance lifestyle in a vibrant community. Drive up and park in your single car garage or leave your car in the driveway. Then step inside to a warm and inviting interior, featuring beautiful hardwood flooring, recessed lighting, crown molding, and an abundance of natural light. The generously sized and remodeled kitchen offers plenty of cabinetry and counter space, with new quartz countertop and backsplash, new kitchen sink, faucet and soap dispenser. The large pantry for additional storage makes everyday cooking and entertaining a breeze. The open and thoughtfully designed layout of the home provides plenty of room for both comfortable living and hosting guests. Step outside to your private patio, the perfect spot to enjoy summer grilling, morning coffee, or relaxing outdoors at the end of the day. Upstairs, the private primary suite offers a relaxing retreat complete with a luxurious jetted bath tub, double vanity, and walk-in closet. Two additional generously sized bedrooms provide flexibility for family, guests, a home office, or additional living space. Additional highlights include a lower level recreation room, central air, natural gas heating, natural gas fireplace, laundry room and ample storage. Recent improvements include updated flooring, newer appliances, a newer furnace, hot water heater, water softener, and A/C, offering peace of mind and easy living. Enjoy everything Meadow Glen has to offer, including a gated setting, community pool, clubhouse, fitness center, tennis court, playground, and beautifully maintained common areas. The location is equally appealing, with shopping, restaurants, public transportation, major roadways, and everyday conveniences close by. The Woodbury Commons, Route 17, the NYS Thruway, and transportation options toward NYC are all within easy reach.

7 Gillian Court, Monroe

$525,000

3 Beds ⋅ 3 Baths ⋅ 1038054 MLS

The Wait Is Over!!! Hidden Creek of Monroe has a 3 bedroom home with a finished lower level for sale right now! You will be impressed with the space this home has. This open layout gives way for you to decorate any way you want with whatever size furniture you have. The oversized windows allow for tons of natural light. Inside you'll see the hardwood floors flowing throughout the main floor living area and up to the second level. Do you like to entertain? The formal dining area can accommodate all of your dinner guests. The kitchen upgrades include granite counters, honey glazed cabinets, stainless steel appliances including a gas range and a breakfast nook for casual dining. The sliders open to a deck overlooking the trees (not another unit! Upstairs is host to the primary en-suite with a large walk in closet, a primary bath with double vanities, soaking tub and separate shower. The two guest bedrooms are also of ample size and offer plenty of closet space. The full guest bathroom tops off the second level. If that is not enough there is a finished walk-out lower level ideal for a den, home gym,playroom or flex space. There is also a laundry room and a two car garage. Additional finer points include central air, natural gas, municipal water and sewer and reasonable fees. Hidden Creek has a beautiful club house to relax in, a fitness center, pool, and basketball courts. Located in the award winning Monroe-Woodbury School District and 6 miles to I87, Route 6, Route 32, Route 17,Woodbury Common. The express bus stop to NYC and the New Jersey transit train are less than a mile away. Shopping and restaurants are also right there! Located just a short distance from West Point, Legoland and Stewart Airport. Come tour this amazing home. You won't be disappointed!

11 Hidden Creek Boulevard, Monroe

$299,000

3 Beds ⋅ 3 Baths ⋅ 1037650 MLS

Monroe-Woodbury Schools Townhouse with Low Taxes — Zoned for highly sought-after Pine Tree & Sapphire Elementary Schools. Step into this inviting 3-bedroom, 2.5-bath townhouse in the desirable Windridge community where space, light, and thoughtful updates come together. The spacious living room showcases younger laminate flooring that looks beautiful and cleans like a dream, while front-facing windows open toward the porch and offer seasonal lake views — a lovely everyday backdrop. Sunlight flows easily throughout the main living area, creating a warm and comfortable setting. The newer designer-style eat-in kitchen features tall white cabinetry with crown moldings, tile backsplash, and quartz countertops. White appliances maintain the bright, clean aesthetic, and a younger sliding door leads to the patio for relaxing outdoor enjoyment. The first floor includes an updated half bath too. The spacious and bright primary suite offers two closets for excellent storage, and the primary bath includes a shower updated within the past five years. Two additional bedrooms share their own guest bathroom, providing comfortable separation and functionality for household members or visitors. A meaningful financial benefit — heat is included in the common charges, eliminating furnace maintenance or replacement expenses and simplifying monthly budgeting. A large basement is unfinished and has your washer and dryer set up. Great for storage and laundry. Windridge residents enjoy access to a pool, clubhouse, playgrounds, and a serene lake where you can fish from the dock or enjoy non-motorized boating. Ideal for walking, biking, or jogging, the enclosed neighborhood has no through traffic unless you live in Windridge, providing a peaceful setting. Located in the Town of Chester within the Monroe-Woodbury School District — known for sought-after schools while benefiting from some of the lowest school taxes per square foot. The roof and the siding were replaced in 2023 too! A wonderful opportunity to enjoy community living with recreation, convenience, and everyday comfort.

607 Mountain Laurel Drive, Monroe

$369,999

2 Beds ⋅ 3 Baths ⋅ 1036720 MLS

Welcome to Timber Hills in Monroe, NY! This spacious 2-bedroom, 2.5-bath condo offers a great opportunity to create a home that reflects your personal style in a desirable community within the Monroe-Woodbury School District. The main level features a comfortable living room, eat-in kitchen, separate dining room, convenient half bath, and access to a private deck—perfect for enjoying your morning coffee or relaxing outdoors. Upstairs, you'll find two generously sized bedrooms, including a primary suite with its own private bathroom and walk-in closet. The unfinished basement provides valuable additional space with a dedicated laundry area and plenty of room for storage, a workshop, home gym, or future finishing possibilities. The unit also includes two assigned parking spaces for added convenience. Residents of Timber Hills enjoy access to community amenities including a swimming pool, playground, basketball and tennis courts. Ideally located in Monroe with easy access to stores, major roadways and transportation for commuters to the NYC area, while still offering the benefits of suburban living. Don't miss the opportunity to make this Timber Hills condo your own!

41 Aldo Court, Monroe

$489,900

2 Beds ⋅ 3 Baths ⋅ 1008937 MLS

The home you have been waiting for! A perfect offering in the highly sought after Hidden Creek community, this spectacular, sun-filled Harriman Model END unit—clean as a whistle—is the epitome of upscale townhouse living. Impeccably maintained and beautifully appointed from top to bottom, this move-in-ready residence is perfectly positioned to capture tranquil views of mature trees, while offering the privacy and natural light only an end unit can provide. Spanning three levels of effortless living, this exceptional 2-bedroom, 2.5-bath home exudes warmth, sophistication, and a level of care rarely found. Every space has been thoughtfully enhanced with quality finishes, creating an inviting atmosphere that is both refined and functional. The beautifully renovated eat-in kitchen is designed to impress, featuring granite countertops, stainless steel appliances, a breakfast bar, abundant cabinetry, and sliders leading to a private deck overlooking a serene, bucolic landscape, an idyllic setting for morning coffee or evening sunsets. Walls of oversized picturesque windows bathe the home in natural light, highlighting gleaming hardwood floors and the open, airy floor plan. The spacious dining room flows seamlessly into the chic living room, creating an ideal setting for both elegant entertaining and everyday living. A beautifully updated powder room completes the main level. Upstairs, an expansive landing offers endless possibilities as a home office, reading nook, media area, or additional lounge space. Retreat to the impressive primary suite, where a grand bedroom is bathed in natural light from a wall of windows. A dream walk-in closet customized with an Elfa storage system provides exceptional storage, while the spa-inspired ensuite bath features oversized tile flooring, a soaking tub, and a double vanity. The spacious second bedroom features a large closet customized with an Elfa storage system and offers easy access to an updated hall bathroom. The finished lower level expands the home's versatility with additional living space, a laundry room, sliders leading to the backyard, and direct access to the attached two-car garage with additional storage. Premium upgrades throughout include: central vacuum, central air conditioning, temperature-controlled heating and cooling, recessed lighting, dimmer switches, natural gas, vinyl siding, a full attic, a newly installed front walkway, and an impressive list of additional improvements (see feature sheet). Hidden Creek is one of the area's most sought-after communities, distinguished by impeccably manicured grounds, and an unmatched lifestyle. Residents enjoy resort-caliber amenities including a sparkling inground pool, an elegant clubhouse with fireplace, gathering spaces, kitchen, fitness center, billiards room, basketball court and playground. Ideally located near the scenic Heritage Trail, Orange County’s beloved walking and biking path, minutes to Woodbury Common Premium Outlets, local wineries, LEGOLAND New York Resort, Resorts World Catskills, The Kartrite Resort & Indoor Waterpark, Museum Village of Old Smith's Clove, Sugar Loaf Arts & Crafts Village, Stewart International Airport, fine dining, shopping, and major commuter highways. Showcasing true pride of ownership, 20 Peter Turner Road offers timeless style and thoughtful updates throughout, all in an unbeatable location. A wonderful place to call home. We look forward to your visit.

20 Peter Turner Road, Monroe

$360,000

3 Beds ⋅ 3 Baths ⋅ 1026625 MLS

New Pics! Welcome to easy, low-maintenance living in this beautifully maintained 3-bedroom, 2.5-bath condo townhouse offering 1,585 square feet of comfortable living space in a peaceful community. Wake up to tranquil views overlooking a picturesque lake and enjoy the perfect blend of privacy, convenience, and amenities. The bright and spacious layout features central air conditioning, generous living areas, and an ideal floor plan for both everyday living and entertaining. Outside, enjoy a quiet neighborhood with ample parking and exceptional community amenities, including a clubhouse, sparkling in-ground pool, and playground. With low monthly maintenance fees and low taxes, this home offers outstanding value. Conveniently located just minutes from Woodbury Common Premium Outlets, Greenwood Lake, restaurants, shopping, major highways, and everything the Hudson Valley has to offer, this is the perfect place to call home. Whether you're looking for your first home, downsizing, or seeking a weekend retreat, this move-in-ready townhouse checks all the boxes. Schedule your private showing today!

154 Eagleton Drive, Monroe

$299,999

3 Beds ⋅ 3 Baths ⋅ 1025157 MLS

Waterfront living at its finest! HEAT and HOT WATER Included. Welcome to this beautifully maintained center-unit townhome in one of Monroe's most sought-after communities. Offering over 1,800 square feet of living space, this home features 3 bedrooms, 2 full bathrooms, 1 half bath, and breathtaking lake views right from your backyard. The updated eat-in kitchen is the heart of the home, showcasing a center island, newer appliances, stylish backsplash, and a large picture window overlooking the tranquil lake. The open-concept layout flows seamlessly into the dining and living areas, making it ideal for everyday living and entertaining. The spacious primary suite easily accommodates a king sized bedroom set and includes a private ensuite bath. Two additional generously sized bedrooms and another full bath complete the upper level. The finished lower level provides exceptional flexibility with multiple finished rooms perfect for a family room, home office, fitness area, playroom, or guest space. Step outside and enjoy peaceful mornings or relaxing evenings overlooking the lake from your own backyard. Residents enjoy outstanding community amenities, including two swimming pools, two playgrounds, tennis courts, basketball courts, and a lake for fishing, paddle boarding, kayaking and a dedicated dog park—all included through the homeowners association. The monthly HOA fee includes heating, hot water, trash, lawn maintenance, sewer, roof, and siding. Conveniently located near shopping, restaurants, parks, schools, major highways, and public transportation, this home offers the perfect combination of scenic waterfront living and everyday convenience. Don't miss the opportunity to own this exceptional waterfront home in beautiful Monroe! Live where you want to VACATION!!!

402 Mountain Laurel Drive, Monroe

$249,900

1 Beds ⋅ 1 Baths ⋅ 1018246 MLS

Welcome to this beautifully maintained 1-bedroom, 1-bath condominium in excellent condition. This bright and inviting home features, brand new bathroom, new flooring, new windows and a new sliding glass door that opens to a nice size patio—perfect for relaxing or enjoying your morning coffee. Kitchen features granite countertops and tile backsplash. Lots of closet space. Also there are two new a/c units, washer and dryer in unit and large storage room in basement area of building. Conveniently located near major highways, public bus routes, the train station, and a variety of shopping, dining, and everyday conveniences, this condo offers the ideal combination of comfort, quality, and accessibility. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance lifestyle, this move-in-ready home is a wonderful opportunity.

8 Heritage Drive Unit #E, Harriman

$649,900

3 Beds ⋅ 3 Baths ⋅ 1011652 MLS

Welcome to the Prestigious Brigadoon Community in Highland Mills. Discover the perfect blend of style, space, and serenity in this contemporary gem, ideally situated at the end of a quiet cul-de-sac in the highly sought-after Brigadoon community. Located within the Monroe-Woodbury School District, this bright and beautiful home offers comfort and breathtaking mountain views throughout. The main level features a spacious primary suite with his-and-her closets and vaulted ceilings that flood the space with natural light. A large bonus room adds valuable flexibility, perfect as a home office, playroom, or media space. The airy, open floor plan includes a dramatic two-story living room with a modern flair and a cozy fireplace, creating a warm and inviting atmosphere. The open floor plan kitchen is outfitted with granite countertops and stainless-steel appliances, ideal for both everyday living and entertaining. Upstairs, generously sized guest bedrooms feature ample closet space, with a walk-up attic offering even more storage potential. There's also a walk-out basement—complete with windows and a door—ready to be finished to suit your needs. Enjoy outdoor living at its finest with a picture-perfect covered front porch, mature landscaping on your .34 acres, and a spacious back deck with sweeping mountain views. Additional highlights include a two-car garage, and the central air condenser was replaced just two years ago. Priced to sell quickly, this home is a rare opportunity in one of Highland Mills' most desirable neighborhoods. Besides having your own community Pool and playground, the Town of Woodbury offers a Lake/Res for summer camp, swimming, boating, fishing, a Gorgeous Town Pool Facility where you can enjoy Residents of Woodbury Only Summer Fun!!! Playground etc. Take a ride to see what Woodbury has to offer its residents.

7 Paisley Court, Highland Mills

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