Monroe-Woodbury Homes under $1.5 million

Welcome to Monroe-Woodbury, a vibrant and thriving school district nestled in the heart of Orange County, New York. Known for its commitment to academic excellence and holistic development, Monroe-Woodbury School District serves a diverse community and offers a range of educational programs designed to cater to the unique needs of each student. With state-of-the-art facilities, dedicated educators, and a robust curriculum, families can rest assured that their children are receiving a top-notch education that prepares them for future success.

Monroe-Woodbury is not just about education; it’s also about community. The district is surrounded by picturesque landscapes, charming neighborhoods, and a variety of recreational opportunities. From local parks to cultural events, there’s always something happening in this dynamic area, making it an ideal place for families to call home.

For those looking to settle in this wonderful community, there are numerous homes available under $1.5 million. Whether you’re searching for a cozy single-family residence or a spacious property with modern amenities, Monroe-Woodbury has a diverse selection of homes that cater to various tastes and lifestyles. This affordability, combined with the district’s excellent schools and community spirit, makes it an attractive option for homebuyers.

Explore the possibilities that Monroe-Woodbury has to offer, where quality education meets a welcoming community, and find your dream home in this beautiful corner of New York. Your future begins here!

Newest Monroe-Woodbury Homes under $1.5 million

$559,000

3 Beds ⋅ 2 Baths ⋅ 1051134 MLS

Welcome to 70 Bayberry Dr., a charming raised ranch beautifully surrounded by lush green grass and set on a corner lot of almost an acre! Natural sunlight streams through the windows, filling the home with warmth and brightness. The inviting one-floor layout offers a kitchen, dining room, living room, and three spacious bedrooms, all with easy access. Outside, the large backyard is ready for memorable entertaining with an in-ground fenced pool, patio, and porch. A 2-car garage and finished basement provide tons of potential. Come see this wonderful opportunity before it’s gone!

70 Bayberry Drive, Monroe

$595,000

3 Beds ⋅ 2 Baths ⋅ 1059180 MLS

Offered for the first time! Welcome to 161 Highland Avenue, an original-owner home in the Town of Chester with a Monroe address. Set on approximately 0.75 acre, this beautifully maintained and thoughtfully upgraded 3-bedroom, 2-full-bath home offers approximately 1,842 square feet of living space and Lake Rights to Walton Lake, electric motors only. Conveniently situated in the Town of Chester, with a Monroe mailing address and easy access to shopping, dining, recreation and major commuter routes. Built and lovingly cared for by the same owners since new, this special property reflects years of pride of ownership. From the moment you arrive, you'll appreciate the welcoming setting and the care that has gone into the home. Inside, a bright and comfortable layout blends everyday living with inviting spaces for gathering and entertaining. Thoughtful improvements made over the years enhance the home while maintaining the warmth and character that have always made it special. Generous living areas provide flexibility for today's lifestyle, while the lower level offers additional possibilities for a family room, home office, fitness area, recreation space or guest accommodations. Outside, approximately three-quarters of an acre provides plenty of room to entertain, garden, play or simply relax and enjoy the peaceful surroundings. Opportunities like this don't come along every day—schedule your private showing and come experience 161 Highland Avenue for yourself. This may be the home you've been waiting for.

161 Highland Avenue, Monroe

$529,000

4 Beds ⋅ 2 Baths ⋅ 1046815 MLS

Welcome to 43 James Road, a 4-bedroom, 2-bath single-family home offering 1,704 square feet on a 0.373-acre lot in the Monroe-Woodbury School District. The home features a first-floor bedroom and full bath, an eat-in kitchen with granite countertops, hardwood floors, cathedral ceilings, and a full basement. Additional highlights include central air, natural gas, public water and sewer, and a private driveway. Conveniently located near Monroe-area shopping, services, and commuter routes.

43 James Road, Monroe

$529,500

4 Beds ⋅ 4 Baths ⋅ 1051823 MLS

Welcome home to this large, very spacious 2,375 sq ft Colonial, which is located in a very good area. Less than a minute from the major highways& bus shelter. It offers 4 bedrooms and 3.5 baths! The main floor of the home boasts all stainless-steel appliances in the eat-in kitchen, a pantry, and 2/1in half bath, and an open floor plan that includes the sitting room with a cozy gas fireplace and 2 living rooms. Hardwood floors, a beautiful tree seasonal room, and a nice double-size deck overlooking a magnificent backyard. The 2nd floor offers 4 bedrooms, including the main bedroom with its own bath, and an additional bath upstairs. Hardwood floors! Country living, but close to all amenities. Monroe& woodbury. schools. Hurry, don't wait to see this beauty! Additional Information: nice, big shed. in the backyard.

45 Oreco Terrace, Monroe

$649,000

3 Beds ⋅ 3 Baths ⋅ 1056119 MLS

This charming wonderful home is located in a highly desirable and convenient location situated on a generous .59 acre property just a short walk away from the heart of Monroe. Step inside to discover a bright, airy and spacious interior with an abundance of natural light, generous living spaces, and a warm cozy fireplace situated in the main area of the dining room, creating the perfect cozy atmosphere for relaxing and every day living. The thoughtfully designed main level features a private primary suite that includes a full bath, and oversized walk in closet, offering exceptional convenient and comfort. The beautiful airy kitchen offers plenty of generous cabinetry, generous counter space, and plenty of storage, creating a bright and inviting space for everyday cooking. A large laundry room located conveniently on the main floor provides even more storage and practical functionality. Enjoy Generously sized bathrooms, airy and open rooms, and an abundance of closets throughout. This home also features an updated well water system, a spacious driveway and lots of outdoor space. This home offers the perfect blend of comfort, charm, convenience. An exceptional opportunity you don't want to miss out on-reach out to schedule your showing today!!

289 Seven Springs Mountain Road, Monroe

$799,000

4 Beds ⋅ 3 Baths ⋅ 1058174 MLS

Luxury living in the prestigious gated community of Mansion Ridge, ideally located alongside the renowned Mansion Ridge Golf Club — home to a Jack Nicklaus Signature Golf Course and one of Orange County’s most sought-after residential settings. This exceptional home offers the perfect blend of elegance, comfort, and resort-style living, all within approximately one hour of NYC. Set among beautifully landscaped surroundings, Mansion Ridge is known for its private gated entrance, scenic mountain and golf course views, clubhouse amenities, community pool, and meticulously maintained grounds. Residents enjoy an upscale lifestyle with convenient access to shopping, dining, major commuter routes, trains, and the world-famous Woodbury Common Premium Outlets. The home itself showcases spacious living areas, soaring ceilings, abundant natural light, and an ideal layout for both everyday living and entertaining. A dramatic entry welcomes you into thoughtfully designed interiors featuring a large eat-in kitchen with quality cabinetry, stone countertops, and stainless steel appliances, opening seamlessly to inviting gathering spaces. Formal living and dining rooms provide elegance for entertaining, while the expansive family room offers warmth and comfort. The primary suite serves as a luxurious private retreat complete with spa-inspired bath, walk-in closets, and generous proportions. Additional bedrooms offer flexibility for guests, home office space, or multi-generational living. The lower level presents endless possibilities for recreation, fitness, media room, or additional finished living space. Outdoor living is equally impressive with private patio/deck areas perfect for relaxing or entertaining while enjoying the peaceful surroundings of this exclusive golf course community. Whether you are seeking luxury, privacy, lifestyle amenities, or commuter convenience, Mansion Ridge delivers a truly exceptional living experience in the heart of the Hudson Valley. Enjoy gated community living with close proximity to golf, clubhouse dining, recreation, shopping, schools, and transportation — all in one of Monroe’s premier neighborhoods.

84 Mansion Ridge Boulevard, Monroe

$259,000

2 Beds ⋅ 2 Baths ⋅ 1050249 MLS

LEXINGTON HILLS! 2ND FLOOR LOCATION! ENJOY RESORT-STYLE LIVING WITH POOL AND TENNIS COURTS POSITIONED AT YOUR DOORSTEP! Unlike the standard denser phases of the complex, this premium unit is situated within a COMPLETELY INDEPENDENT BUILDING. Tucked away from the heavier traffic loops, it offers the quiet feel of an isolated retreat while keeping the community pool and tennis courts right outside your door. Enjoy SINGLE LEVEL LIVING in this immaculate 2-bedroom, 2-full-bathroom condo which is completely move-in ready, boasting stunning LAMINATE FLOORING THROUGHOUT, NEWER BOILER and IN-UNIT WASHER/DRYER for ultimate everyday convenience. The heart of the home features a spacious living room and dining area, highlighted by a cozy WOOD BURNING FIREPLACE that adds incredible warmth and character to the space. This bright and airy living area is bathed in natural light, with TWO BRAND NEW WINDOWS and a NEW GLASS SLIDER that leads to the OUTDOOR BALCONY! The seamlessly connected kitchen comes fully equipped with a NEWER STOVE, ready for your culinary creations. Both bedrooms are generously sized, highlighted by a serene PRIMARY SUITE complete with its own PRIVATE FULL BATH and LARGE WALK-IN CLOSET with ample storage space. A second full bathroom and bedroom serve guests beautifully. For added logistics, a newly installed, easily ACCESSIBLE INTERIOR WATER SHUT-OFF VALVE is strategically located in the bathroom. Amenities include: Outdoor Pool, Tennis & Pickleball Courts and Clubhouse. This home offers simplistic practicality and EASY ACCESS TO TRANSPORTATION for commuting/leisure trips and is just minutes away from world-class shopping at the Woodbury Common Premium Outlets. Close to MAJOR SHOPPING and RESTAURANTS! Located within the AWARD-WINNING Monroe-Woodbury School District.

4 Lexington Hill Unit #3, Harriman

$415,000

3 Beds ⋅ 3 Baths ⋅ 1058372 MLS

WELCOME TO YOUR DRAM HOME IN THE HEART OF WOODBURY! This stunning 3 bedroom 2.5 bath two-story contemporary home perfectly combines modern upgrades with an unbeatable location, making it a dream for commuters. THE LOCATION & COMMUER DREAM: Ideal Transit Access: Located just minutes away from the train, bus lines and major highways including Rt. 6 & Rt. 17. Walkable & Convenient: Enjoy the convenience of being within walking distance to town and close to all local shopping. PREMIUM HOME FEATUARES: Exterior & Yard: Features a new roof, a fully fenced level yard, and a cement patio on the side yard. Interior Comforts: The spacious two story contemporary layout boasts durable Pergo flooring and many energy efficient windows. A bright living room features a sleek slider opening directly to the side yard. Upgraded Utilities: Move in ready with upgraded 220 electric, powered by an efficient 5 zone heating system. INCREDIBLE COMMUNITY AMENITIES: Living in the Town of Woodbury gives you exclusive access to fantastic town parks: Earl Reservoir Park (Highland Mills): Perfect for outdoor recreation with swimming, fishing, paddle boating and various sports activities and covered area with barbarque pits and picnic tables. Brickley Field on Adams Street is a one block walk from this charming home. Woodbury Recreation Park (Central Valley): Features a massive community pool with diving boards, games, and a dedicated eating/picnic area.

29 Park Avenue, Highland Mills

$280,000

2 Beds ⋅ 2 Baths ⋅ 1058123 MLS

Welcome to 41 Berwynn Road #2D, a beautifully maintained 2-bedroom, 1.5-bath condo nestled in a quiet, sought-after community in Harriman, NY. Step inside to discover soaring ceilings with skylights that flood the space with natural light. The open-concept living and dining area features direct access to your own private balcony—perfect for morning coffee or evening relaxation. The layout includes two spacious bedrooms, a full bathroom, and a convenient half-bath for guests. Whether you're looking for a starter home, a downsizing opportunity, or a low-maintenance investment, this unit delivers. Enjoy the peace and privacy of this quiet community, all while being just minutes from local shops, dining, and public transportation—ideal for commuters or anyone who enjoys easy access to amenities.

41 Berwynn Road Unit #2D, Harriman

$549,000

3 Beds ⋅ 3 Baths ⋅ 1056648 MLS

Located in the gated community of Meadow Glen, this end unit 3 bedroom townhouse has all the amenities you possibly want. Conveniently located near shopping, trains, hiking paths in Monroe, NY. The first floor has more than ample living space with both a formal living room and family room that has a gas fireplace. The kitchen with it's stainless steel appliances has lots of natural light through the sliding glass doors which lead to your own patio. The primary bedroom is oversized with plenty of closet space. 2 other bedrooms along with a full bath and laundry room complete the 2nd floor. This home comes with a full basement that is perfect for storage. Community offers a swimming pool, club house and tennis courts. Easy access to highways and shopping. Plenty of guest parking is available.

24 Ford Court, Monroe

$795,000

4 Beds ⋅ 3 Baths ⋅ 1051940 MLS

Welcome to one of Monroe’s hidden gems, a sought-after neighborhood known for its distinctive custom homes and peaceful setting on a dead end street. This beautifully cared-for Colonial offers timeless style, generous living spaces, and exceptional attention to detail throughout. Step inside to a dramatic two-story entry foyer that creates an impressive first impression. Formal living and dining rooms showcase hardwood flooring and elegant chair rail accents, providing the perfect backdrop for entertaining. The spacious kitchen is designed for both function and style, featuring granite countertops, a large center island, tumbled marble backsplash, stainless steel appliances, double wall ovens, and tile flooring. Open to the kitchen is a warm and inviting family room highlighted by a marble-surround fireplace. Completing the main level are a convenient laundry room and powder room. Upstairs, you’ll find three well-proportioned bedrooms along with a private primary suite featuring vaulted ceilings, a walk-in closet, and a luxurious bath with dual sinks, Corian countertops, a whirlpool tub, vanity area, and skylight. The hall bath also offers Corian countertops for a cohesive look. A separate staircase off the kitchen leads to an expansive bonus room with skylights—ideal for a home office, media room, playroom, or guest space. Set on 1.7 acres of beautifully landscaped, park-like property, the outdoor space includes a private in-ground pool, creating the perfect setting for relaxation and entertaining.

40 Sandra Lane, Monroe

$565,000

3 Beds ⋅ 3 Baths ⋅ 1056905 MLS

Ask how you can get a Mortgage with a 4.5%- 5% start rate! Welcome to Meadow Glen—Monroe’s premier gated community! With over 2500 sq ft including the finished basement, this beautifully maintained and extensively upgraded largest-model end-unit offers an exceptional combination of space, style, privacy, and convenience. With 24 oversized windows, this home is filled with natural light, while Hunter Douglas Country Wood blinds throughout add a touch of timeless elegance. Step inside to a spacious and inviting layout designed for both comfortable everyday living and entertaining. The dramatic two-story family room creates an impressive focal point, complemented by a formal living room and elegant dining room. The beautifully appointed kitchen features Corian countertops, breakfast bar, GE Profile stainless steel appliances, 42-inch cabinetry, convenient pull-out drawers, and a classic subway-tile backsplash. Rich hardwood flooring flows throughout the first and second levels. Upstairs, the luxurious primary suite is a true retreat, featuring a soaring cathedral ceiling, two walk-in closets, and a spa-like ensuite bath with dual sinks, a large soaking tub, and frameless glass shower. Two additional generously sized bedrooms offer double closets, along with a full hallway bath and the highly desirable convenience of second-floor laundry. The fully finished walk-out basement adds an approximately additional 600 sq ft of flexible living space, complete with full-size windows, sliding glass doors to a private patio, a spacious recreation/media area, and additional storage. Whether you envision a home theater, game room, home office, gym, or entertaining space, the possibilities are endless. Plus a storage room. Additional highlights include an attached garage with direct first-floor entry and no stairs, plus a double-wide driveway providing plenty of parking for family and guests. Enjoy all that Meadow Glen has to offer, including beautifully maintained grounds, gated security, and a convenient location close to shopping, restaurants, parks, wineries, major highways, and commuter transportation. If you’ve been waiting for a spacious, upgraded end-unit in one of Monroe’s most desirable communities, this is the one to see! Schedule your private showing today.

116 Barr Lane, Monroe

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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.