Monroe-Woodbury Homes under $800,000

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 academic excellence and holistic development, this district serves families who seek a nurturing environment for their children. With a diverse array of programs and extracurricular activities, students are encouraged to explore their passions and develop essential life skills. The district boasts highly qualified educators and state-of-the-art facilities, ensuring that every child receives a top-tier education.

Living in the Monroe-Woodbury area means not only access to exceptional schools but also a community rich in resources and amenities. The district encompasses charming neighborhoods where homes under $800,000 are plentiful, making it an attractive option for families, professionals, and first-time homebuyers alike. These homes offer a perfect blend of comfort and affordability, with various styles to suit different tastes, from cozy single-family residences to modern townhouses.

Beyond the classroom, Monroe-Woodbury is surrounded by picturesque landscapes and recreational opportunities, including parks, hiking trails, and community events that foster a strong sense of belonging. The district's commitment to education, combined with the area's natural beauty and family-friendly atmosphere, makes it an ideal place to call home.

Explore the possibilities of finding your dream home in Monroe-Woodbury, where quality education and a welcoming community await! Whether you’re looking to settle down or invest, this area offers a perfect blend of opportunity and charm.

Newest Monroe-Woodbury Homes under $800,000

$538,888

3 Beds ⋅ 2 Baths ⋅ 1059552 MLS

Welcome home to this beautifully updated raised ranch set on 1.2 private, wooded acres. Fresh blue-gray siding, windows, and stacked-stone accents, front door, outdoor slider with outdoor lighting all done in (2018) give the home great curb appeal, and a long front deck leads you to the entry. Inside, hardwood floors run throughout. The updated kitchen (2023) features stainless steel appliances and are complimented by under cabinet lighting, and granite countertops. A lovely bay window fills the main level with natural light. There are three bedrooms and 1 fully updated bathroom (2019) boasting granite surfaces, glass tile and a European shower on the main level. The finished lower level includes an additional 1/2 bath, laundry room with washer (2024) and dryer. As an added bonus there is an additional flex room perfect for an office, gym, media space, or hobby room leading to an attached garage. The outdoor space is the standout! Custom dry-laid stonework, tiered garden walls and bluestone steps lead from the paved driveway to beautifully landscaped beds. Out back, a flagstone patio with a built-in stone fire pit looks over a wide, open lawn surrounded by mature trees. A rear 30x14 Trex deck (2018) adds even more room to entertain or stargaze. Enjoy peaceful, tree-lined privacy just 8–10 minutes from the Harriman train station, with an easy commute to NYC. This one is move-in ready. Schedule your showing today!

1426 E Mombasha, Monroe

$699,000

5 Beds ⋅ 4 Baths ⋅ 1060073 MLS

A RARE LAKEFRONT OPPORTUNITY — COMPLETELY RENOVATED & MOVE-IN READY! Homes like this are hard to find! Tucked away on a peaceful cul-de-sac in Monroe’s desirable Pine Tree Beach community, this beautifully renovated 5-bedroom, 3-bath home offers the perfect combination of lakefront living, privacy, luxury, and recreation. Wake up to relaxing water views and enjoy direct access to Pine Tree Lake right from your property—perfect for kayaking, fishing, ice skating, or simply unwinding by the water. Step outside to your own private retreat featuring a heated in-ground pool, patio, fenced yard, and beautiful lake views, all set on a spacious half-acre property backing to woods. Inside, nearly everything has been thoughtfully updated. The heart of the home is the impressive chef’s kitchen featuring quartz countertops and beautiful lake views, complemented by a formal dining area with a wet bar and multiple spacious living areas designed for entertaining and everyday comfort. Upstairs you'll find 5 bedrooms, including a private primary suite with its own bath. Two bedrooms open directly to the deck with stunning lake views, creating an incredible indoor-outdoor connection. One bedroom is currently being used as a convenient laundry room and can easily be utilized according to your needs. With extensive renovations and upgrades throughout, a heated pool, direct lake access, wooded privacy, a quiet cul-de-sac location, and convenient access to shopping, schools, and commuter routes, this is much more than a home—it’s a lifestyle. Completely renovated. Lakefront. Pool. Privacy. Cul-de-sac. One exceptional property—and an opportunity that is truly hard to find!

8 Clinton Court, Monroe

$400,000

2 Beds ⋅ 2 Baths ⋅ 1056866 MLS

Welcome to this charming 2-bedroom townhouse in the heart of Monroe! This well-maintained home offers a comfortable and functional layout with plenty of space to enjoy. The spacious living and dining combination creates a great flow for everyday living and entertaining while the large kitchen offers plenty of cabinet storage and workspace. A convenient washer and dryer are also included. The lower level provides additional living space and a great flow to the outdoor patio, creating the perfect spot to relax and enjoy the peaceful surroundings. Step outside and you may even catch a glimpse of the deer passing through the yard! The front patio offers another wonderful space to sit back, relax, and enjoy your morning coffee or unwind at the end of the day. Conveniently located in the heart of Monroe this townhouse offers comfortable living with the convenience of being close to shopping, dining, parks, and everything the area has to offer. Come see all this home has to offer!

1 Nancy Court, Monroe

$629,900

2 Beds ⋅ 2 Baths ⋅ 1054025 MLS

~~STUNNING CONTEMPORARY RANCH! - 7 YEARS YOUNG~~ ONE LEVEL LIVING AT ITS BEST~~ Picture perfect on 1.6 beautiful acres, this exceptional contemporary ranch offers quality construction, superb workmanship, & thoughtful design throughout. Built with comfort & convenience in mind! This home is truly move-in ready! The spacious open-concept plan seamlessly connects the kitchen, dining & living areas, highlighted by dramatic vaulted ceiling that creates an airy, welcoming atmosphere. The custom kitchen is beautifully appointed with an abundance of cabinetry, generous storage above & elegant quartz countertops. A huge walk-in pantry with swing door provides exceptional storage. Enjoy luxurious vinyl plank flooring throughout & convenience of all-electric appliances! ** Microwave with Convection Oven** A versatile multi-use room just off the kitchen features charming Dutch doors & direct access to the covered porch, patio & accessibility ramp --- perfect for everyday living & entertaining. Private fenced backyard offers plenty of room to relax, or entertain! An office & laundry/mudroom provide added functionality with convenient access to the garage. Additional highlights include a whole-house backup generator, comprehensive whole-house water filtration system with water softener, green sand & carbon filters, plus a Reverse Osmosis system servicing the refrigerator water & ice. A radon mitigation system provides an added level of peace of mind. Centrally located; near Harriman Train Station, Woodbury Commons Premium Outlets, Crystal Run Healthcare, NYS Thruway, Rte 6 & so much more!

221 Maple Avenue, Monroe

$649,999

4 Beds ⋅ 4 Baths ⋅ 1056448 MLS

Welcome to this truly unique and beautifully designed 4-bedroom, 3.5-bath home, where spacious living, entertaining, and privacy come together. The main level features an inviting open floor plan with a great kitchen designed for cooking and entertaining, seamlessly flowing into the common living spaces. The primary suite is located on the second level including an incredible expansive layout, his-and-hers closets, a luxurious ensuite bath, and a private balcony overlooking the stunning in-ground pool. The 3 other bedrooms are conveniently located on the first level. The finished lower level offers an impressive additional 1,248 square feet of versatile living space, complete with an additional bathroom and a separate room perfect for a home office, gym, media room. Step outside and discover your own private oasis. The in-ground pool is beautifully surrounded by a concrete fence and includes a propane tank for pool heating, making it perfect for summer entertaining and relaxing. An amazing wraparound porch extends along the side of the home, offering multiple areas to enjoy the outdoors, including a private section for quiet mornings or intimate gatherings. Mature, beautifully established landscaping surrounds the property, creating a tranquil setting. With its exceptional layout, generous living space, resort-like outdoor amenities, and thoughtful features throughout, this one-of-a-kind property offers a lifestyle that is truly special.

102 Neptune Drive, Monroe

$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

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