Monroe-Woodbury Homes with Garage Parking features

Welcome to the Monroe-Woodbury School District, a vibrant educational community nestled in the heart of Orange County, New York. Renowned for its commitment to excellence, Monroe-Woodbury serves a diverse population of students across its well-equipped schools, providing a nurturing environment that empowers young minds to thrive. With a strong emphasis on academic achievement, innovative programs, and extracurricular activities, the district prepares students for success in an ever-changing world.

Families looking to settle in this picturesque region will find a variety of homes that cater to their needs. One of the standout features of many properties in Monroe-Woodbury is the availability of garage parking. Imagine the convenience of having your vehicle protected from the elements, along with the added benefit of extra storage space for your outdoor gear or seasonal decorations. Whether you're commuting to nearby cities or simply enjoying the serene landscapes of Orange County, having a garage makes life easier and more organized.

The Monroe-Woodbury area boasts a blend of suburban charm and natural beauty, with parks, recreational facilities, and local shops just a stone's throw away. The community spirit is palpable, making it an ideal place for families to grow and thrive. With top-rated schools, beautiful homes with garage parking, and a welcoming atmosphere, Monroe-Woodbury is not just a place to live—it's a place to call home. Come explore the possibilities and discover why so many are choosing to make this wonderful community their own!

Newest Monroe-Woodbury Homes with Garage Parking features

$779,900

4 Beds ⋅ 3 Baths ⋅ 1050193 MLS

PRIVATE WOODED COLONIAL!! 4 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Eat In Kitchen with Granite Counter Tops, Stainless Steel Appliances & Pantry! Master Bedroom Suite with Walk In Closet! Living Room with Wood Burning Fireplace & Built-Ins! Large Formal Dining Room with French Doors! Crown Molding! Gleaming Hard Wood Floors! Recessive Lighting! Walk Up Attic & Full Basement for Endless Possibilities! Two Story Entry/Foyer! Deck with Beautiful Awning! Over Sized Driveway for Plenty of Parking! Perfect Commuter Location! Close to Major Highways, Buses & Shopping!

1168 Craigville Road, Chester

$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

$419,900

3 Beds ⋅ 2 Baths ⋅ 1050001 MLS

Welcome to this charming 3-bedroom, 1.5-bath home located in the heart of the Village of Monroe. Featuring durable vinyl siding and beautiful curb appeal, this property beautifully combines comfortable indoor living with outdoor enjoyment. Key Interior Highlights • Spacious Living & Dining: Large, inviting main-level rooms perfect for entertaining and everyday living. Bay window in dining room adds additional light. • Comfort Features: Ceiling fans throughout most rooms ensure year-round airflow. Downstairs offers large window air conditioning unit. • Bedrooms: Staircase with wide wooden bannister leads upstairs to the bedrooms. The spacious primary suite features a double closet, while the second bedroom comfortably fits a queen-size bed. The flexible third bedroom is ideal for a single bed or a private home office. • Ample Storage: Includes functional under-eave storage, an upstairs bathroom with dedicated linen cubbies, pull-down stairs to an attic, and a full, unfinished basement handling laundry, utilities, and extra storage. Exterior & Property Features • Outdoors: Relax on the private deck under a covered porch overlooking a level, manicured yard filled with mature landscaping and flowering trees. • Extra Space: A generous side yard provides the perfect layout for recreation, paired with a private driveway and a 1-car garage. • Modern Conveniences: Fully connected to municipal water, sewer, and natural gas. Location & Commuter Perks • Top-Tier Schools: Located in the highly sought-after Monroe-Woodbury School District, with a local elementary school just a short distance away. • Unbeatable Convenience: Minutes from major shopping centers like Woodbury Common Premium Outlets, Walmart, Target, Home Depot, BJs, and local grocery stores. • Recreation Nearby: Close to Airplane Park, the scenic Mill Ponds, and the Heritage Trail. Great view of annual fireworks without leaving home. Nearby attractions include Mansion Ridge Golf Course, LEGOLAND, West Point, and the Castle Fun Center. • A Commuter’s Dream: Located just 1 hour from NYC with seamless highway access to Route 17, Route 6, the Palisades Parkway, and the NYS Thruway (I-87). Public transit is a breeze with an NYC bus stop just 1/3 of a mile away and the train station only 10 minutes from your door. Come see this delightful village home today and make it yours!

27 Ash Street, 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

$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

$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

$679,000

4 Beds ⋅ 4 Baths ⋅ 1046418 MLS

Custom-built by renowned builder Lou Tedaldi, this one-owner Center Hall Colonial offers nearly 3,000 sq. ft. of exceptionally crafted living space nestled on 6.2 pristine, park-like acres. Set on an exclusive private road shared by only 9 homes, this sanctuary delivers total privacy and tranquility while remaining in the highly sought after Monroe-Woodbury School District and close to all local amenities, major routes, and shopping. Inside, beautiful hardwood floors, custom crown and chair rail moldings, and oversized windows with screens bring continuous natural light throughout. The main level features a welcoming foyer with two coat closets, a formal living room with a cozy brick fireplace, and a family room also featuring its own brick fireplace. The gourmet eat-in kitchen boasts granite countertops, a double electric oven, abundant cabinet space, surplus counters, and Tiffany-style lighting, opening via sliders directly onto the back deck. Enjoy formal meals in the dining room, which features sliders out to a spacious, light-filled screened back porch with ceiling fan, perfect for effortless outdoor entertaining. A major highlight of the main level is a versatile 16x24 bonus addition featuring custom woodworking, a beamed ceiling, a bay window, and an ADA-accessible level including a full bathroom, ideal for a luxurious main floor primary suite, guest wing, or private office. Main floor laundry and a half bath add extra convenience. Upstairs, discover four generously sized bedrooms, including an expansive primary suite with hardwood flooring, a spacious walk-in closet, and an en-suite full bath with double vanity. The second bedroom is exceptionally large, easily serving as an alternate primary, while the remaining bedrooms offer ample closet space and bright, oversized windows.The property continues to impress with incredible functional spaces: Two Basements: Main walk-out basement with shelving, a dedicated workshop area, and a sound-proof room (perfect for a media room or studio). Plus a second insulated basement under the addition with separate exterior access. Property Grounds: Stone-faced concrete foundation, iconic Hudson Valley stone walls, manicured lawn, mature landscaping, storage shed, and surrounding private woods. Modern Comforts & Accessibility: ADA-accessible 2-car garage with ramp entry, full-house propane automatic generator, whole-house alarm system, 4-zone oil heating, attic fan, and 30-year shingle roof. An extraordinary property combining top-tier craftsmanship, flexible living spaces, and unmatched outdoor beauty!

5 Red Fox Run, Chester

$489,000

3 Beds ⋅ 2 Baths ⋅ 1047390 MLS

Welcome home. There's a warmth to this place that's hard to put into words — the kind you feel the moment you walk in and immediately start mentally arranging furniture. Spaces flow naturally into one another, mornings feel unhurried, and there's room for life to actually happen here. Hardwood floors, real light, a kitchen that makes you want to cook — this house has been lived in and loved. The yard is the kind kids disappear into. The mudroom is the kind parents are grateful for. The attic rooms are the kind that become someone's whole world growing up. And there's more. The basement has already been started — new electrical throughout, renovation underway — giving the next owner a head start on bonus square footage. Finish it your way: playroom, home office, gym, guest suite. The groundwork is done. For the commuter in the family — you're 8 to 10 minutes from the train. NYC is an easy ride away, without paying NYC prices to come home to it. Solar panels are already on — so the utility bills reflect it. Some houses check boxes. This one checks something else. Come see it. Solar panels convey. Basement renovation partially completed — buyer to verify scope and permits. Buyer to verify all details including square footage, taxes, and utilities.

141 W Mombasha Road, Monroe

$995,000

4 Beds ⋅ 4 Baths ⋅ 1045684 MLS

BRAND-NEW LUXURY SEMI-ATTACHED HOME 55+ WITH SPACIOUS BASEMENT - PRIVACY, COMFORT & COMMUNITY!!! WELCOME TO AN EXCEPTIONAL BRAND-NEW HOME WHERE EVERY DETAIL HAS BEEN THOUGHTFULLY DESIGNED FOR MODERN LIVING!!! LOCATED IN A WARM AND WELCOMING COMMUNITY, THIS STUNNING RESIDENCE OFFERS THE PERFECT BLEND OF ELEGANCE, SPACE, AND FUNCTIONALITY!!! THE MAIN FLOOR FEATURES A SHOWSTOPPER GOURMET KITCHEN WITH 3 SINKS, 2 OVENS, AND A BREAKFAST TABLE, PLUS A FULL SECOND KITCHEN, AN ELEGANT DINING AREA, A SPACIOUS LIVING ROOM!!! UPSTAIRS, YOU WILL FIND 4 GENEROUS BEDROOMS A TOTAL OF 3.5 LUXURY BATHROOMS, INCLUDING A MASTER SUITE WITH ITS OWN PRIVATE LIVING ROOM - A TRUE RETREAT!!!! AND THAT'S NOT ALL - ENJOY A HUGE UNFINISHED BASEMENT WITH TREMENDOUS POTENTIAL!!! PERFECT TO CUSTOMIZE AS A RECREATION ROOM, HOME GYM, THEATER, OFFICE, OR EXTRA STORAGE AND INCREDIBLE NATURAL LIGHT!!! WITH BRAND-NEW CONSTRUCTION, MODERN FINISHES, AND A PERFECT BALANCE OF OPEN GATHERING SPACES AND PRIVATE RETREATS, THIS HOME IS READY TO WELCOME YOU!!! THIS IS A RARE OPPORTUNITY YOU DON'T WANT TO MISS!!!

38 Van Arsdale Road, Monroe

$665,000

3 Beds ⋅ 3 Baths ⋅ 1041475 MLS

Welcome to 6 Paisley Court — This beautifully appointed 3-bedroom, 7-room home offers an impressive 2,722 square feet of thoughtfully designed living space, nestled on a generous 0.23-acre lot. Total sq ft includes 450 finished sq ft in the basement. Step inside to a bright, open floor plan that instantly welcomes you with a sense of space and sophistication. At the heart of the home lies a stunning open kitchen, with granite countertops and a generous kitchen island — perfect for cooking, gathering, and entertaining. Next to the kitchen, there is a warm dining room that invites meals, while the inviting living room, complete with a cozy fireplace, sets the perfect atmosphere for relaxing evenings. The first floor is thoughtfully designed with a primary bedroom and full bathroom, offering comfort and convenience. Heading up to the second floor, you'll discover two beautifully appointed bedrooms, two additional bathrooms, and a charming vanity — every detail curated with care and style. Outside, you'll see Lush front and back grounds that create a serene natural escape, with manicured greenery that soothes the senses. The backyard is a dream come true — featuring a wonderful park area for outdoor fun, along with elegant coach-style seating that makes relaxation an everyday pleasure. Outdoor sprinkler system throughout the property. Patio and retaining wall 2 years old. Outside shed included in the sale. Whether you're hosting gatherings or enjoying a quiet evening in, this home delivers the perfect balance of comfort, style, and functionality that today's discerning buyer is looking for.

6 Paisley Court, Highland Mills

$1,275,000

5 Beds ⋅ 4 Baths ⋅ 1044023 MLS

BRAND-NEW LUXURY HOME WITH SPACIOUS WALKOUT BASEMENT - PRIVACY, COMFORT & COMMUNITY!!! WELCOME TO AN EXCEPTIONAL BRAND-NEW HOME WHERE EVERY DETAIL HAS BEEN THOUGHTFULLY DESIGNED FOR MODERN LIVING!!! LOCATED IN A WARM AND WELCOMING COMMUNITY, THIS STUNNING RESIDENCE OFFERS THE PERFECT BLEND OF ELEGANCE, SPACE, AND FUNCTIONALITY!!! THE MAIN FLOOR FEATURES A SHOWSTOPPER GOURMET KITCHEN WITH 3 SINKS, 2 OVENS, AND A BREAKFAST TABLE, PLUS A FULL SECOND KITCHEN, AN ELEGANT DINING AREA, A SPACIOUS LIVING ROOM, AND A PRIVATE AND QUIET BOOK ROOM / LIBRARY!!! UPSTAIRS YOU WILL FIND 4 GENEROUS BEDROOMS TOTAL OF 3.5 LUXURY BATHROOMS, INCLUDING A MASTER SUITE WITH ITS OWN PRIVATE LIVING ROOM WITH A COMFORTABLE BATHROOM WITH HOT TUB AND SHOWER- A TRUE RETREAT!!! PLUS AN ADDITIONAL VERSATILE BONUS ROOM PERFECT FOR A HOME OFFICE, PLAYROOM!!! AND THAT'S NOT ALL - ENJOY A HUGE UNFINISHED WALKOUT BASEMENT WITH TREMENDOUS POTENTIAL!!! PERFECT TO CUSTOMIZE AS A RECREATION ROOM, HOME GYM, THEATER, OFFICE, OR EXTRA STORAGE WITH DIRECT OUTDOOR ACCESS AND INCREDIBLE NATURAL LIGHT!!! WITH BRAND-NEW CONSTRUCTION, MODERN FINISHES, AND A PERFECT BALANCE OF OPEN GATHERING SPACES AND PRIVATE RETREATS, THIS HOME IS READY TO WELCOME YOU!!! THIS IS A RARE OPPORTUNITY YOU DON'T WANT TO MISS!!!

35 Smith Farm Road, 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

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