Monroe-Woodbury Homes under $600,000

Welcome to Monroe-Woodbury, a vibrant and family-friendly community nestled in the picturesque Orange County, New York. This charming area is renowned not just for its stunning landscapes and rich history, but also for its exceptional school district. The Monroe-Woodbury Central School District is committed to fostering a nurturing environment where students thrive academically and socially. With a reputation for excellence, the district boasts dedicated educators, innovative programs, and a wide array of extracurricular activities that prepare students for success in an ever-changing world.

Families looking to settle in this delightful region will be pleased to discover a variety of homes available for under $600,000. Whether you’re searching for a cozy starter home, a spacious family residence, or a charming townhouse, Monroe-Woodbury offers something for everyone. These homes are often situated in welcoming neighborhoods, complete with parks, recreational facilities, and easy access to local amenities.

Living in Monroe-Woodbury means enjoying the best of both worlds: a serene suburban lifestyle combined with the convenience of urban amenities. Residents have access to excellent shopping, dining, and entertainment options, all while being surrounded by the natural beauty of the Hudson Valley. The area is also conveniently located near major highways, making commutes to New York City and other nearby areas a breeze.

Experience the warmth and community spirit of Monroe-Woodbury, where quality education and affordable housing come together to create the perfect place to call home. Your dream home awaits in this enchanting corner of New York!

Newest Monroe-Woodbury Homes under $600,000

$490,000

3 Beds ⋅ 3 Baths ⋅ 1060787 MLS

Welcome to Meadow Glen! This immaculately maintained 3-bedroom, 2.5-bath townhome offers comfort, convenience, and resort-style living in a desirable community. Tons of windows fill the home with beautiful natural light, while hardwood floors enhance the main living area. The spacious kitchen features stainless steel appliances, a center island, abundant cabinetry and a walk-in pantry. The primary suite boasts a walk-in closet and private bath with dual sinks and a large garden tub. A one-car garage with automatic opener adds convenience. The unfinished lower level offers excellent storage or the opportunity to create additional living space to suit your needs, whether a playroom, media room, or home office. Enjoy outdoor entertaining on your private back patio. Meadow Glen offers an exceptional lifestyle with resort-style amenities, including a sparkling community pool, tennis courts, a welcoming clubhouse, a fully equipped fitness center and a playground. Enjoy the added convenience of exterior maintenance and snow removal taken care of by the community. Ideally located within walking distance to shops and restaurants. Excellent commuter loation; walk to NYC bus stop and the Metro-North train station is just 3 miles away. Shopaholics are minutes away from the renowned Woodbury Common Premium Outlets. Enjoy carefree, low-maintenance living in a fantastic location!

109 Barr Lane, Monroe

$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

$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

$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

$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

$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.