Monroe-Woodbury Homes with Central Valley Elementary School Elementary school

Welcome to the vibrant community of Monroe-Woodbury, nestled in the scenic Orange County, NY. Known for its exceptional school district, Monroe-Woodbury offers an enriching educational experience for families, making it one of the most sought-after areas for homebuyers. The Monroe-Woodbury School District is dedicated to fostering academic excellence and personal growth, providing students with a robust curriculum, advanced placement courses, and a variety of extracurricular activities.

At the heart of this district is the beloved Central Valley Elementary School, where young learners embark on their educational journey in a nurturing and stimulating environment. The school is well-regarded for its dedicated faculty, innovative teaching methods, and commitment to fostering a love for learning. With small class sizes and a focus on individualized attention, Central Valley Elementary ensures that every child receives the support they need to thrive.

Families residing in the Monroe-Woodbury area enjoy not only the benefits of a top-tier education but also the charm of suburban living. The neighborhood features a blend of beautiful homes, parks, and community amenities, making it an ideal place for children to grow and families to connect. From cozy single-family homes to spacious townhouses, the real estate options cater to a variety of lifestyles and budgets.

Living in Monroe-Woodbury means being part of a community that values education, family, and quality of life. If you’re looking for a place where your children can flourish academically while enjoying the beauty of nature and the warmth of a close-knit community, look no further than Monroe-Woodbury and the welcoming environment of Central Valley Elementary School.

Newest Monroe-Woodbury Homes with Central Valley Elementary School Elementary school

$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

$599,900

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

$649,900

4 Beds ⋅ 3 Baths ⋅ 1041885 MLS

Set in the heart of Central Valley, 8 Smith Clove Road offers a compelling combination of character, modern updates and convenience. Renovated in 2024, the home features bright, refreshed interiors, hardwood and updated flooring, multiple living areas, a spacious kitchen, updated baths and flexible space across multiple levels. The property is currently leased through December 14, 2026 at $3,850 per month, providing immediate rental income for an investor or a clear timeline for when a buyer could move in. Located just minutes from Woodbury Common Premium Outlets, everyday shopping, dining and services, with convenient access to Route 17, the New York State Thruway/I-87 and the Palisades Interstate Parkway, the location is particularly well suited for commuters. Harriman Train Station is only minutes away, while Harriman State Park, Bear Mountain and the surrounding Hudson Valley offer extensive hiking, recreation and outdoor opportunities. Manhattan is approximately one hour away by car under favorable conditions. Call today to schedule a private showing! Disclosure: The pictures are from when the property was first renovated Disclosure: The pictures are from when the property was first renovated and the condition remains generally similar.

8 Smith Clove Road, Central Valley

$599,000

6 Beds ⋅ 4 Baths ⋅ 1037539 MLS

Welcome to this exceptional 4,113 sq. ft. residence offering space, style, and versatility. Featuring 6 spacious bedrooms and 4 bathrooms, this impressive home boasts soaring ceilings, skylights that flood the interior with natural light, expansive living and entertaining areas, and a beautifully updated kitchen with stainless steel appliances. The thoughtfully designed layout provides flexibility for multi-generational living, remote work, or hosting guests. Situated on a level 0.41-acre property with ample parking and a private backyard, this one-of-a-kind home combines comfort and convenience in a prime Monroe location close to schools, shopping, parks, and commuter routes

1 Placid Lane, Monroe

$925,000

5 Beds ⋅ 4 Baths ⋅ 1032862 MLS

Welcome to this spacious Orange County home tucked away on a quiet cul-de-sac, offering an impressive 3,816 square feet of living space and the room, privacy, and versatility today’s buyers are looking for. Set on approximately 2.5 acres, this expansive 5-bedroom home features 3 full baths and 2 half baths, along with the legal in-law suite ideal for extended family, guests, or a private home office setup. Inside, you’ll find generously sized living and entertaining spaces designed to accommodate both everyday living and large gatherings. The home offers a wonderful blend of comfort and functionality, with plenty of room for everyone to spread out. 3 garages provide exceptional storage and parking, while the outdoor space truly completes the package. Enjoy your own private retreat with a pool, expansive property, and plenty of space for entertaining, relaxing, or enjoying the surrounding scenery. Located in the desirable Monroe-Woodbury School District, this home combines a peaceful residential setting with outstanding convenience. You’re just minutes from Woodbury Common Premium Outlets, shopping, dining, recreation, major roadways, and everything the beautiful Hudson Valley has to offer along with a short commute to NYC. Nearly 3,900 square feet, 5 bedrooms, a legal in-law suite, 2.5 acres, a pool, three-car garage, and a cul-de-sac location—this is a property that delivers the space and flexibility that are increasingly hard to find in Orange County.

53 Florance Drive, Central Valley

$625,000

5 Beds ⋅ 2 Baths ⋅ 1030932 MLS

108 Ridge Road, Highland Mills, NY 10930 Spacious Five-Bedroom Home Offering Comfort, Flexibility & Hudson Valley Living Welcome to 108 Ridge Road, a spacious and inviting home offering five bedrooms and two full bathrooms with plenty of room to spread out and make the space your own. From the moment you arrive, you'll appreciate the property's generous setting and the possibilities this home provides. Inside, the flexible floor plan offers comfortable living areas and multiple rooms that can adapt to your needs. With five bedrooms, there is exceptional flexibility for bedrooms, home office space, guests, hobbies, or additional living areas. The approximately 0.48-acre property provides valuable outdoor space and the opportunity to create your own private retreat for relaxing, entertaining, gardening, or simply enjoying the outdoors. Located in Highland Mills, this home combines the appeal of Hudson Valley living with convenient access to shopping, dining, recreation, transportation, and nearby communities. Whether you're looking for more space, a flexible floor plan, or a property you can personalize over time, 108 Ridge Road offers an opportunity to create the home you've been looking for. Don't miss the opportunity to see this property in person—schedule your private showing today! Property information, including bedroom and bathroom count, square footage, lot size, taxes, school information, zoning, permits, and certificates of occupancy, should be independently verified by the buyer and buyer's agent.

108 Ridge Road, Highland Mills

$618,450

3 Beds ⋅ 2 Baths ⋅ 1037999 MLS

Set on a beautiful, private and quiet street in Woodbury, this unique 3-bedroom, 2-bath home offers 2,144 sq. ft. of living space with plenty of character inside and out and warm cedar cathedral ceilings extending through the main level and bedrooms. The main level features a spacious living room with a built-in bar, brick fireplace and loft above. A few steps up are all three bedrooms and a full bath, while the lower level offers the kitchen and dinette, another full bath, a large family room with fireplace, and an enclosed glass sunroom overlooking the wooded property. Multiple walkouts lead to expansive wraparound decks, with seasonal mountain views from the hilltop setting. The property also includes a detached car garage, separate car carport and front patio. Recent improvements include a new -heat and hot water- boiler, new oil tank, fresh paint throughout, some new flooring, some new lighting, a new refrigerator, and numerous interior and exterior updates. Located in the Monroe-Woodbury School District, this is a home that stands out for its privacy, setting and unique character.

15 Overlook Drive, Highland Mills

$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

$569,900

4 Beds ⋅ 2 Baths ⋅ 1037218 MLS

**Wonderful Raised Ranch with Updates & Exceptional Amenities!** Welcome to this beautifully updated Raised Ranch offering a bright, open, and airy layout with plenty of space for comfortable living and entertaining. The inviting entrance opens into a spacious family room featuring a large bay window that fills the room with natural light. The gourmet eat-in kitchen is a standout, featuring a center island, double oven, solid oak cabinetry, a large sink window overlooking the backyard, an Anderson skylight, and recessed lighting. The upper level offers 3 generously sized bedrooms, including a spacious primary bedroom with a walk-in closet. The full bathroom features a skylight and ceramic tile flooring. All upper-level floors have been beautifully refinished in white oak. The lower level provides even more living space with a large living room, additional bedroom, full bathroom, and two sliders leading directly to the backyard. Laminate flooring adds durability and style, while the laundry area offers additional storage or flexible-use space with ceramic tile flooring. Major updates and features include a **new GAF Certified 50-year roof, central A/C, 200-amp electrical service, generator hookup, new driveway, and a corner lot with a fenced-in backyard.** Enjoy access to **Woodbury Recreation**, featuring two man-made pools, a lake and beach area with fire pits, paved walking trails, and a baseball field. Conveniently located just minutes from Route 32, I-87, Woodbury Premium Outlets, major shopping, restaurants, and public transportation. Commuters will appreciate being approximately **8 miles from Harriman Train Station**. This home combines spacious living, thoughtful updates, outdoor amenities, and an excellent location—truly a wonderful place to call home!

100 Birchwood Drive, Highland Mills

$799,000

4 Beds ⋅ 3 Baths ⋅ 1034771 MLS

This well-maintained 4-bedroom, 2.5-bath home on 3 private acres is anchored by an expansive 3-tier Trex deck system and an on ground pool with 8-foot deep end, complemented by a sun deck and pool-surround walkway. The 2,516 square-foot home features 9-foot ceilings with wood molding, with hardwood floors and tile throughout the main floor. The main floor flows from a welcoming foyer through the kitchen and family room, with a separate living room and formal dining room, plus laundry and a half bath. Upstairs, four bedrooms and two full baths provide ample space. The basement offers generous storage, and the 2-car garage completes the layout with a spacious driveway for multiple vehicles. The property is move-in ready with significant recent upgrades: oil furnace replaced October 2020, central air replaced June 2022, and a whole-house filter and water softener system installed April 2024. Propane gas serves the kitchen and dryer, while the fireplace has been converted to propane for convenience but retains the option to revert to wood burning. The home features a sub-panel electric system with manual transfer switch for seamless generator backup in the event of power outages. Located in a quiet Chester cul-de-sac with mountain and woodland views, the home is perfectly positioned for both primary residence and weekend getaway living. Just steps from the Heritage Trail system for outdoor recreation, and only minutes from Legoland, shopping, dining, and all area conveniences.

3 Garnett Hill Road, Chester

$625,000

4 Beds ⋅ 3 Baths ⋅ 1026670 MLS

Welcome to 7 Briarwood — an exceptional, oversized home offering the perfect blend of space, privacy, and comfort. Beautifully renovated and situated on over half an acre of level, fully gated property, this impressive residence backs up to protected woodlands that will never be developed, providing a peaceful and private setting. The main level features a spacious granite kitchen, an oversized dining room ideal for entertaining, and a bright four-season sunroom perfect for year-round enjoyment. The luxurious primary suite offers a private en-suite bathroom and two oversized walk-in closets, complemented by three additional generously sized bedrooms and another full bathroom. The expansive lower level provides exceptional flexibility with a massive family room, an additional bedroom with its own private bathroom, two separate study/home office rooms, and an abundance of living space to accommodate extended family, guests, recreation, or work-from-home needs. Step outside to your own private retreat featuring two oversized double decks overlooking a large above-ground pool and the tranquil wooded backdrop—creating the perfect setting for relaxing, entertaining, and enjoying the outdoors. Whether you're looking for an oversized home, expansive property, exceptional privacy, versatile living space, a four-season sunroom, multiple outdoor entertaining areas, or a backyard oasis with a pool, this remarkable home truly has it all. Don't miss this rare opportunity to own a beautifully updated home with endless possibilities. Schedule your private showing today!

7 Briarwood Avenue, Monroe

$780,000

4 Beds ⋅ 3 Baths ⋅ 1034143 MLS

Check out the 3D walk through from the entire house on zillow you can find it by FACTS & FEATUES Virtual tour! 17 Oldwyck Cres - Original Owner Estate, Meticulously Maintained This is the one you’ve been waiting for. Loved since day one by its original owner, 17 Oldwyck Cres offers timeless quality, generous space, and thoughtful updates at every turn. Step Inside You are greeted by a grand two-story foyer with dramatic double-height ceilings that set an elegant tone from the moment you arrive. Gleaming hardwood floors lead you into the main living areas and carry warmth throughout the first floor. Main Level Living To your Left, a quiet home office provides the perfect work-from-home retreat with privacy and natural light. Flowing forward, the formal dining room impresses with space for large gatherings and holiday hosting. The heart of the home is the oversized living room, anchored by a classic wood-burning fireplace that invites cozy evenings and conversation. This opens to the true showstopper: an expansive extended great room. With soaring cathedral ceilings and walls of windows on three sides, the space is bathed in light all day and feels like a private sunlit sanctuary. Chef’s Kitchen & Outdoor Living The large kitchen is designed for entertaining. Stainless steel appliances, ample cabinetry, and two dedicated buffet stations make serving effortless. Step through to the oversized rear deck complete with built-in speakers. It’s ready for summer barbecues, morning coffee, or evening unwinds. A convenient main-floor laundry room keeps daily life easy. Upstairs Retreat Upstairs you will find four generous bedrooms. The primary suite is a true escape with room for a sitting area, walk-in Custom closets, and a spa-inspired bath featuring a deep soaking tub for relaxing after long days. The additional bedrooms are bright, spacious, and share a well-appointed full bath. Lower Level & Bonuses The fully finished walk-out basement extends your living space. A built-in Dry bar makes it ideal for movie nights, game days, or a guest suite. Build in Speakers in basement, With one side at ground level, it feels open and bright, not like a basement at all. Quality & Updates You Can Trust This home has been proactively maintained. Features include a whole-home central vacuum system and water filtration for clean living. Major systems are done: new roof 2025, water heater 2021, and upstairs AC 2021. A 2-car garage completes the package. This is more than a house. It’s a home where memories were made and where your next chapter begins. Key Systems Updated: Roof 2025 | Water Heater 2021 | Upstairs AC 2021- big shed in back of the house

17 Oldwyck Crescent, 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.