Monroe-Woodbury Homes with Part Wooded Lot features

Welcome to the picturesque Monroe-Woodbury School District, nestled in the heart of Orange County, New York. Known for its commitment to educational excellence, this district serves a vibrant community, offering a nurturing environment for students from diverse backgrounds. With a strong emphasis on academic achievement, the Monroe-Woodbury School District boasts a variety of innovative programs designed to inspire young minds and foster a love for learning. Parents can rest easy knowing their children are receiving a top-notch education, enriched by dedicated teachers and a wealth of extracurricular activities.

Beyond its educational offerings, the Monroe-Woodbury area is renowned for its stunning natural beauty, making it a perfect place for families seeking homes with part wooded lot features. Picture yourself in a charming residence surrounded by lush greenery, where your backyard seamlessly blends with nature. These homes not only provide a serene escape from the hustle and bustle of daily life but also offer ample space for outdoor activities, gardening, or simply enjoying the tranquility of your own private oasis.

Living in Monroe-Woodbury means you’re never far from outdoor adventures, whether it’s hiking in the nearby Harriman State Park or enjoying the local parks and recreational facilities. With a strong sense of community and a focus on family values, this area is ideal for those looking to settle down in a welcoming environment. Discover the perfect home today where education and nature harmoniously intertwine, creating a lifestyle that is both enriching and peaceful. Welcome to Monroe-Woodbury, where your dream home awaits!

Newest Monroe-Woodbury Homes with Part Wooded Lot features

$339,900

2 Beds ⋅ 1 Baths ⋅ 1046033 MLS

Discover the charm of 18 Schueler Road, an inviting 2-bedroom, 1-bath home in the Monroe-Woodbury School District. Tucked along a private road with a road maintenance agreement in place, this cozy home offers a peaceful Hudson Valley setting. Step inside to a comfortable living space and an adorable, colorful kitchen that brings warmth, personality and character to the home. Two bedrooms and a full bath complete the easy-to-manage layout. The recently re-stained exterior adds to the home’s fresh, well-cared-for appeal. Conveniently located near shopping, dining, recreation and major commuter routes, 18 Schueler Road is a charming opportunity for first-time buyers, those looking to simplify, or anyone searching for a home with personality and room to make it their own.

18 Schueler Road, Chester

$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

$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

$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

$565,000

3 Beds ⋅ 3 Baths ⋅ 1040813 MLS

This is the one you’ve been waiting for! Tucked away on a quiet, tree-lined street, this inviting raised ranch offers the perfect blend of comfort, space, and outdoor living. Enjoy nearby lake access to Walton Lake, where you can spend summer days boating and swimming. Inside, an open floor plan creates an ideal setting for entertaining and everyday living. The spacious living and dining areas flow seamlessly into a charming three-season room, which opens to a large deck; perfect for summer barbecues and relaxing while overlooking the private backyard. The spacious great room features a cozy fireplace, creating the perfect gathering spot. And when it’s time to enjoy the outdoors, Mombasha Park is just a half-mile away, offering walking trails, pickleball courts, a playground, and soccer and baseball fields. Conveniently located just minutes from shopping and major commuter routes, this home offers the lifestyle you’ve been looking for; peaceful surroundings, recreation, and convenience all in one!

30 Laura Road, 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

$1,249,000

4 Beds ⋅ 4 Baths ⋅ 983984 MLS

THE GREENS OF WOODBURY | DISTINCTIVE HUDSON VALLEY RESIDENCE WITH PRIVACY, SPACE & SCENIC GOLF-COURSE SETTING Set in one of Central Valley’s most desirable residential settings, this exceptional residence offers a rare combination of privacy, generous proportions and sophisticated indoor-outdoor living. Beautifully designed for both refined everyday living and effortless entertaining, the home features four spacious bedrooms, elegant architectural detailing and expansive living spaces that flow seamlessly outdoors to a stunning bluestone patio and professionally landscaped grounds. At the heart of the home, the chef’s kitchen is appointed with professional-grade appliances and designed for both intimate gatherings and memorable entertaining. The spacious interiors are complemented by thoughtfully designed outdoor living areas, creating a natural extension of the home and a serene setting for relaxing or entertaining. A particularly special feature is the property’s unique location adjacent to the Falkirk Estate & Country Club golf course, offering an unusually open and scenic backdrop that enhances the sense of space and privacy. The surrounding landscape provides a beautiful Hudson Valley setting rarely found in such a convenient location. Geothermal heating and cooling provides an exceptional combination of year-round comfort and energy-efficient modern living. Every element of this residence reflects a thoughtful balance of comfort, quality and timeless appeal. Conveniently located near premier shopping and dining, recreation, major transportation routes and an easy NYC commute. Served by award-winning Monroe-Woodbury schools. A truly special Hudson Valley residence offering space, privacy, sophisticated living and an extraordinary setting—just minutes from everything, yet wonderfully removed from it all.

31 Greenwich Avenue, Central Valley

$770,000

6 Beds ⋅ 4 Baths ⋅ 1035008 MLS

Exceptional space and versatile living await in this expansive 6-bedroom, 3.5-bathroom single-family home offering 3,550 square feet of living area. Situated on a beautiful 0.46-acre lot in Monroe, this property ideal for extended living options, seamless entertaining, or multi-generational arrangements. Built in 1956 with solid structure and generous room proportions throughout, this home provides incredible potential and flexible space to fit every lifestyle. A rare find with size, character, and location combined! Private beach access.

49 Interlochen Parkway, Monroe

$289,000

2 Beds ⋅ 1 Baths ⋅ 1030923 MLS

Looking for the perfect weekend stay, peaceful getaway, or a one-of-a-kind place to call home? Step into the timeless charm of this historic 1800s farmhouse, where character, history, and a warm, inviting setting come together. Whether you envision weekends away from the hustle and bustle, a charming country retreat, or year-round living, this unique property offers an opportunity to own a true piece of history. Original details, classic craftsmanship, and the distinctive character of a bygone era create a home unlike today’s new construction. Adding to its rich history, the original deed to the property is included and will be conveyed to the new owner—a rare keepsake that reflects the home’s remarkable past. As is typical of homes built during this period, some ceilings, doorways, and stairwells are lower than modern standards, adding to the home’s authentic historic character and charm. If you’ve been searching for a weekend escape, a peaceful retreat, or a home filled with personality and a story to tell, this special farmhouse is ready for its next chapter.

166 Bull Mill Road, Chester

$797,000

4 Beds ⋅ 3 Baths ⋅ 1033061 MLS

Some homes simply stand apart! If you've been searching for something truly unique, move-in ready and designed with flexibility in mind, this exceptional property delivers. Set on 6.1 acres and boasting over 4,100 square feet of living space - including 900 square feet in the finished basement - this home showcases quality craftsmanship and a comfortable, spacious layout. A paver walkway and professional landscaping welcome you inside to a light-filled interior where hardwood floors flow throughout most of the home. Custom millwork, inlaid hardwood floors and French doors add elegance to the formal dining room and living room. A rustic vibe defines the impressive family room, featuring a vaulted wood ceiling and a floor-to-ceiling stone wood-burning fireplace as its focal point. The eat-in kitchen offers new granite countertops, stainless steel appliances and an abundance of cabinetry and storage. Thoughtfully positioned on the main level, the primary suite features three closets and a beautifully updated full bath with a jetted tub, double sinks, granite countertops and a tiled shower. A second bedroom, powder room and convenient laundry room complete the first floor. Upstairs, discover the potential for a second primary suite, where two generously sized bedrooms share the second full bath. The finished basement can easily serve as a gym, home office, craft room - or all of the above and an oversized two-car garage is an added bonus. Enjoy entertaining on the expansive wraparound deck overlooking the park-like grounds, then put your green thumb to work in the enclosed garden. Parcels of this size are a rare find and with property backing to woods, privacy is never in short supply. Located in the Monroe-Woodbury School District, this home offers an ideal commuter location just minutes from trains and buses to NYC, major highways, shopping, restaurants and the Hudson Valley's many attractions.

214 W Mombasha Road, Monroe

$649,000

5 Beds ⋅ 3 Baths ⋅ 1014145 MLS

Large & Spacious expanded 5-bedroom, 3 bath raised ranch sits on a private level acre in Monroe, offering exceptional potential for its next owner. The home features a generous floorplan with 4 bedrooms on the main level, a bright kitchen, formal livingroom, central air, fireplace, hardwood-floors in the living room, roof (2019) Furnace (2018) and newer Hot Water Heater (2021). The primary ensuite includes a standup shower, jacuzzi tub, walkin closet and striking black marble fireplace. A fifth bedroom on the lower level with a full bath could provide a private area for guests visiting or in-law suite possibilities. Step outside to a large deck off the kitchen, overlooking a 20 x 40 in-ground pool surrounded by a peaceful, wooded backdrop, perfect for summer relaxation and entertaining. An added lower level with stairs off the main floor adds even more versatility with a spacious recreation room and wet bar, ideal for gatherings or extended living space. Conveniently located near shopping, major commuter routes, local amenities, lakes, hiking trails, and Monroe Woodbury Schools, this home offers space, privacy and a great potential for its next owner. While the home offers great space and desirable features, updating and repairs are needed giving buyers the opportunity to customize and add value over time. With vision and improvements, this property can truly shine! A must see!

67 Carol Drive, Monroe

Start Your Search

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.