Monroe-Woodbury Homes with Attached Parking features

Welcome to the vibrant community of Monroe-Woodbury, nestled in the picturesque Orange County, New York. This charming area is not only known for its stunning natural landscapes but also for its exceptional school district, which is a cornerstone of the community. The Monroe-Woodbury School District is renowned for its commitment to academic excellence and holistic development, offering a diverse range of programs that cater to students from kindergarten through high school. With dedicated educators and a supportive environment, students thrive academically and socially, making it a sought-after destination for families.

In addition to its outstanding educational opportunities, Monroe-Woodbury is home to a variety of beautiful homes, many of which feature attached parking. This desirable amenity provides convenience and peace of mind for residents, allowing for easy access to their vehicles and additional storage options. Whether you’re a busy professional, a growing family, or someone who simply values the ease of parking, these homes cater to your lifestyle needs.

Living in Monroe-Woodbury means not only enjoying the comforts of spacious homes with attached parking but also being part of a welcoming community that values education and family-friendly amenities. From local parks to recreational facilities, there’s something for everyone to enjoy. Discover the charm of Monroe-Woodbury, where quality living meets exceptional schooling, making it the perfect place to call home. Explore your dream home today and embrace the wonderful lifestyle this community has to offer!

Newest Monroe-Woodbury Homes with Attached Parking features

$675,000

4 Beds ⋅ 4 Baths ⋅ 1050748 MLS

Nestled along a tranquil cul-de-sac within a premier neighborhood, this resplendent home sits on a private, corner lot, surrounded by lush, verdant grounds. Inside, the house boasts a thoughtful and seamless floor plan. The gourmet kitchen features a generous layout with bespoke finishes. An architectural fireplace anchors the spacious living area, creating a cozy, soothing atmosphere. The luxurious master suite serves as a serene sanctuary. A versatile, fully finished lower level provides endless convenience. This home truly represents the absolute pinnacle of sophisticated urban living.

129 Linden Lane, Monroe

$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

$750,900

4 Beds ⋅ 3 Baths ⋅ 1045931 MLS

Welcome home to this impressive 3,400-square-foot custom L-shaped Colonial, privately situated in the Village of Monroe, offering the perfect combination of privacy, space, and convenience. Drive up the beautiful circular driveway surrounded by perennial gardens and arrive at the inviting covered front porch. Step inside to beautiful hardwood floors and spacious living areas. The family room features a cozy fireplace, while the additional living room offers a charming wood-burning stove. At the heart of the home is an exceptionally spacious kitchen with an oversized center island, providing ample room for meal preparation, casual dining, and gatherings. The kitchen overlooks a comfortable sitting area and the peaceful, private backyard. Just off the kitchen is a spacious dining room, providing the perfect setting for entertaining and hosting holiday gatherings, and creating lasting memories. Upstairs, you’ll find four generously sized bedrooms, Plenty of closets, including a spacious primary suite with a private full bath, whirlpool tub, and a huge walk-in closet. A newer roof with solar panels adds an energy-efficient feature to this wonderful home. The full, unfinished basement provides ample storage and excellent potential for additional living or recreational space. Step outside and enjoy your own private retreat surrounded by peace, quiet, perennial gardens, and tranquility, yet you’re conveniently located close to schools and within walking distance to shopping, parks, restaurants, the Heritage Trail, and public transportation. Woodbury Common Premium Outlets and many other Hudson Valley attractions are just minutes away, with New York City approximately one hour away. A rare opportunity to enjoy privacy and tranquility without sacrificing the conveniences of Village living.

87 Summit Street, Monroe

$499,000

3 Beds ⋅ 3 Baths ⋅ 1049026 MLS

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

264 Bull Mill Road, Chester

$625,000

4 Beds ⋅ 3 Baths ⋅ 1049487 MLS

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

10 Karen Drive, Monroe

$479,999

3 Beds ⋅ 3 Baths ⋅ 1049258 MLS

Welcome home to this beautifully custom-renovated 3-bedroom, 2.5-bath townhouse nestled on a quiet cul-de-sac in the highly sought-after Timber Ridge III community of Highland Mills. Offering approximately 1,963 square feet of living space, including the finished basement with an impressive oversized his-and-hers walk-in closet, this move-in-ready home combines modern style, comfort, and convenience. Step inside to a bright, open-concept layout featuring tasteful custom renovations and designer finishes throughout. The living, dining, and kitchen areas flow seamlessly together, creating an inviting space perfect for everyday living and entertaining. Upstairs, the spacious primary suite offers a private en-suite bath and an impressive oversized his-and-hers walk-in closet with abundant storage. Additional bedrooms provide plenty of space for family, guests, or a home office. Enjoy outdoor living on the private rear deck, perfect for morning coffee, relaxing in the sun, summer barbecues, and entertaining. Residents of Timber Ridge III also enjoy access to the community pool. Located in the Town of Woodbury, the home is approximately five minutes from Earl Reservoir Park, offering swimming, fishing, picnic areas, playgrounds, sports courts, and scenic walking paths. You'll also enjoy convenient access to Woodbury Common Premium Outlets, I-87, Route 17, commuter transportation, Harriman State Park, shopping, restaurants, and everyday conveniences. Located within the Monroe-Woodbury Central School District, 19 Helene Circle offers an exceptional combination of space, style, location, and Hudson Valley living. You will appreciate being located within the highly regarded Monroe-Woodbury Central School District, known for its strong academic programs, championship athletics, performing arts, Advanced Placement courses, and wide variety of extracurricular opportunities. Being sold As-Is. Refrigerator and chandeliers are excluded from the sale.

19 Helene Circle, Woodbury

$419,000

3 Beds ⋅ 1 Baths ⋅ 1049008 MLS

Sun-filled from the moment you enter, this 3-bedroom home offers a warm, welcoming interior surrounded by spacious property, with Sapphire Lake access only a 3-minute walk away. The bright entryway opens into the living room, where a beautiful stone fireplace with an energy-efficient wood stove insert brings character to the heart of the home. An eat-in kitchen plus formal dining room provide space for everyday meals and gatherings. Recent improvements include a newer roof, new hot water heater, updated appliances, water softener, washer/dryer, and new leach fields. A one-car garage, multiple parking spaces, and large shed add valuable storage. Lake rights offer access to swimming, kayaking, fishing, and non-motorized boating. Conveniently located near the Village of Harriman, Woodbury shopping, dining, Metro-North, and major commuter routes, with NYC approximately one hour away. Easy commute to NYC by bus or train. Located in the Monroe-Woodbury School District.

101 Highland Road, Monroe

$799,000

5 Beds ⋅ 4 Baths ⋅ 1045151 MLS

Welcome to this beautiful and spacious 5-bedroom, 4-bathroom home, offering 2,700+ square feet of living space and plenty of room to live, work, and entertain. Set in a desirable Monroe location, this home combines generous living spaces with the comfort and functionality today's buyers are looking for. Step inside to a warm and inviting interior featuring spacious rooms, abundant natural light, and a layout designed for both everyday living and entertaining. The generously sized bedrooms provide flexibility for a growing household, guests, a home office, or additional living space. The home's multiple bathrooms add convenience, while the expansive living areas provide plenty of opportunity to create spaces tailored to your lifestyle. Whether you're hosting family gatherings or enjoying a quiet evening at home, there is room for everyone. The outdoor space is equally impressive, featuring a breathtaking views of bear mount, beautiful paver fire pit area, perfect for relaxing evenings, entertaining friends and family, and enjoying the outdoors. A two-car garage provides convenient parking and additional storage, while the extended driveway offers ample space for recreational sports or entertaining. Conveniently located in Monroe, this home offers easy access to shopping, dining, parks, schools, major roadways, and everything the surrounding area has to offer.

165 Hilltop Road, Monroe

$459,000

4 Beds ⋅ 2 Baths ⋅ 1047996 MLS

Welcome to this charming 4-bedroom, 2-bath bilevel, ideally situated on a quiet dead-end street. The inviting open floor plan offers a seamless flow for everyday living and entertaining, with beautiful hardwood floors throughout the main level and a spacious kitchen featuring stainless steel appliances. Enjoy year-round comfort with central air and take advantage of the large deck overlooking a flat, fully fenced backyard, providing the perfect space for outdoor entertaining, relaxing and play. With Monroe-Woodbury Schools, low taxes, and an excellent commuter location, this home offers the ideal combination of comfort, convenience, and value. Don’t miss the opportunity to make this wonderful home your own!

8 Townsend Place, Chester

$425,000

2 Beds ⋅ 3 Baths ⋅ 1042318 MLS

Welcome to this beautifully maintained townhouse in Highland Mills offering 2 bedrooms, 2.5 baths, and 1,569 square feet of thoughtfully designed living space. Built in 2001, the home features an open-concept main level with hardwood floors, a spacious kitchen with white cabinetry, stainless-steel appliances and dark countertops, and a bright dining area that opens directly to the rear deck. Large windows and distinctive arched windows bring in natural light, while the main living spaces offer a comfortable flow for everyday living and entertaining. Upstairs, two generously sized bedrooms provide flexibility, including a primary bedroom with a large arched window, walk-in closet, and private full bath. The second bedroom also offers generous closet space and convenient access to a full ensuite bathroom. The lower level provides a 2-car attached garage, laundry area, utility/storage space, and additional finished space that can be adapted to suit your needs. Additional features include a roof replaced in 2020, tankless water heater, water softener and filtration system, pull-down attic access, and ample storage. Step outside to the private rear deck, where the wooded backdrop and expansive lawn create an inviting extension of the living space. The deck offers room for outdoor dining, lounging, or entertaining, with direct access from the main level. Conveniently located in Highland Mills with access to I-87 and Route 17, the home is also near Woodbury Common Premium Outlets, Woodbury Town Park, schools, shopping, and Metro-North service in the surrounding area. At $425,000, this home offers the combination of townhouse convenience, attached garage space, updated major components, and outdoor living that buyers searching in Southern Orange County will appreciate.

60 Rockridge Drive, Highland Mills

$1,250,000

4 Beds ⋅ 3 Baths ⋅ 1045321 MLS

Set on nearly half an acre in the desirable Woodbury Junction development, 23 Central Valley Line offers an exciting opportunity to create a home surrounded by space and natural beauty. The proposed new-construction residence estimates to be completed spring of 2027, features approximately 2,622 square feet of finished living space with three bedrooms, a private study, playroom, outdoor deck, attached garage, unfinished bonus room, and a spacious basement. With an attractive modern design and room to personalize select details, this is your chance to bring your vision to life in a beautiful setting.

23 Central Valley, Monroe

$595,000

4 Beds ⋅ 3 Baths ⋅ 1045069 MLS

Space, flexibility, and a layout that works for the way you live! This well-maintained Cape Cod-style home offers 4 bedrooms, 3 full baths, multiple living spaces, and plenty of room to spread out—inside and out. The main level features beautiful hardwood floors, abundant natural light, a formal living room and dining room, plus a spacious kitchen that opens to the family room. Sliders lead to a large deck overlooking the property, creating an easy transition for outdoor dining, entertaining, or simply enjoying the views. A first-floor bedroom with a full bath adds valuable flexibility for guests, a home office, or multi-generational living. Upstairs, the spacious primary bedroom features its own private bath, along with two additional bedrooms and a full hall bath. The finished walk-out basement provides even more usable living space, with direct access to the patio and backyard—perfect for a recreation room, home gym, media space, or whatever your lifestyle requires. Located in a convenient Monroe location close to schools, shopping, commuting routes, and all that the Hudson Valley has to offer. With its flexible floor plan, generous living space, outdoor areas, and desirable location, this home offers the space and versatility buyers are looking for. Come see how much this home has to offer!

10 Sunset Heights, Monroe

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