Monroe Homes under $500,000

Welcome to Monroe, New York – a charming gem nestled in the heart of Orange County. Known for its picturesque landscapes and vibrant community, Monroe offers a delightful blend of suburban tranquility and easy access to urban amenities. With its rich history and stunning natural beauty, this city is an ideal place for families, young professionals, and retirees alike.

Monroe boasts a variety of outdoor recreational opportunities, including beautiful parks, hiking trails, and serene lakes. The nearby Harriman State Park is a favorite among nature lovers, offering miles of trails and breathtaking views. The city also features a bustling downtown area filled with delightful shops, restaurants, and local businesses, ensuring that residents have everything they need within reach.

For those looking to make Monroe their home, the real estate market offers an array of options, especially for budget-conscious buyers. Homes priced under $500,000 are plentiful, providing an excellent opportunity for first-time buyers or those looking to downsize. From charming single-family homes to cozy townhouses, there’s something for everyone in this friendly community.

Monroe's excellent school district and family-oriented atmosphere make it a top choice for families seeking a nurturing environment for their children. With a strong sense of community and a welcoming spirit, Monroe is not just a place to live; it’s a place to thrive. Explore the possibilities and discover your dream home in Monroe, where affordable living meets a vibrant lifestyle!

Newest Monroe Homes under $500,000

$385,000

3 Beds ⋅ 2 Baths ⋅ 1055830 MLS

AFFORDABLE, CONVENIENT & FULL OF POTENTIAL IN MONROE. With home prices continuing to rise, 25 Oreco Terrace offers a fantastic opportunity to own a single-family home in the Town of Monroe for under $386,000—complete with low taxes and plenty of potential to make it your own. Set atop a hill on a quiet dead-end street with minimal traffic, this charming bungalow offers simple, convenient single-floor living. The main level features a country kitchen, spacious living room with a wood-burning stove, three comfortably sized bedrooms, and 1.5 bathrooms. Need more room? The partially finished basement provides valuable bonus space along with laundry and storage. Create a home office, family room, game room, gym, hobby space, or den—the possibilities are yours. One of the home's standout features is the expansive nearly 700-square-foot composite deck, overlooking the treetops and quarter-acre yard. Whether you're enjoying your morning coffee, hosting friends and family, or simply relaxing outdoors, this is a wonderful space to enjoy the peaceful surroundings. The location offers exceptional convenience. Situated across from Town of Monroe O&R Park, Twin Lakes, and the Park & Ride, you're also just minutes from the village center and close to shopping, restaurants, groceries, big box stores, schools, parks, medical offices, houses of worship, Woodbury Common Premium Outlets and much more. Commuters will appreciate the nearby Park & Ride and easy access to Route 208, with Route 17 just seconds away and convenient connections to the NYS Thruway, Route 6, and other major roadways. The Bear Mountain Bridge is approximately 20 minutes away, and NYC is roughly an hour by car. Additional highlights include natural gas, municipal water and sewer, Monroe-Woodbury School District, and low taxes that include garbage pickup. Whether you're a first-time buyer searching for an affordable place to call home, looking to downsize without sacrificing outdoor space, or an investor seeking an opportunity to expand your portfolio, 25 Oreco Terrace is worth a look. After years of raising their family here, the current owners are ready to pass this home along to its next chapter. Come see the possibilities and discover the potential this Monroe gem has to offer.

25 Oreco Terrace, Monroe

$398,500

3 Beds ⋅ 1 Baths ⋅ 1054704 MLS

Welcome to 57 Osseo Park Road, a charming 3-bedroom ranch offering lake rights and access to beautiful Walton Lake. Lovingly maintained by its longtime owner, this inviting home offers comfortable one-level living in a peaceful lake community. A welcoming enclosed porch provides additional space to relax and enjoy the surroundings, while the fenced yard and corner lot offer plenty of room for outdoor entertaining, gardening or simply unwinding. Recent improvements include a newer roof, furnace, hot water heater, refrigerator and cooktop. Additional features include a partial basement, oil heat, community well and a paved driveway with parking for two cars. Located in the Monroe-Woodbury School District, this home offers the opportunity to enjoy the recreation and natural beauty of Walton Lake while still being convenient to all that Monroe has to offer. Whether you're looking for a year-round home or a relaxing weekend retreat, 57 Osseo Park Road is ready for its next chapter.

57 Osseo Park Road, Monroe

$489,900

2 Beds ⋅ 4 Baths ⋅ 1055610 MLS

Welcome to 2 Seeley Bull St, a stunning townhome nestled in the charming town of Monroe, NY. Built in 2013, this modern and well-maintained property boasts a sleek design and ample living space for a growing family or those who love to entertain. Located in the very desirable sought after community Hidden Creek. Amenities include sparkling in ground pool, elegant clubhouse, fitness center, basketball courts, playground, and steps away from Orange County’s beloved walking and biking Heritage trail. Upon entering the home, you are greeted by a spacious and bright living area that is perfect for relaxing or hosting guests. The open floor plan seamlessly flows into the dining area and gourmet kitchen, complete with high-end appliances, granite countertops, and plenty of storage space. Whether you are whipping up a meal for guest or hosting a dinner party, this kitchen is sure to impress. The home features two full bathrooms and two half bathrooms, providing convenience and privacy for all residents and guests. The bathrooms are beautifully designed with modern fixtures and finishes, creating a luxurious spa-like atmosphere. With a total finished area of 1,777 sq.ft., this three-story home offers plenty of room for everyone to spread out and find their own space. The upper levels feature spacious bedrooms with ample closet space and large windows that let in plenty of natural light. The lower level can be used as a family room, home office, or gym – the possibilities are endless. Situated on a 436 sq.ft. lot, the property also includes outdoor space for relaxing and enjoying the fresh air. Whether you want to sip your morning coffee on the rear deck or host a barbecue in the backyard, this home has it all. This townhome offers a two car garage with ample storage space. Located in a desirable neighborhood, 2 Seeley Bull St is just a short drive away from local schools, parks, shopping, and dining options. With easy access to major highways and public transportation, commuting to nearby cities is a breeze. Don't miss your chance to own this beautiful home in Monroe, NY. Make 2 Seeley Bull St your new address.

2 Seeley Bull Street, Monroe

$205,000

1 Beds ⋅ 1 Baths ⋅ 1055081 MLS

NEWLY RENOVATED Summer 2026! New Kitchen and appliances, new quality composite floors throughout, New bathroom and freshly painted. Turn key! Enjoy a sunny and spacious new home. Heat and Hot water included! Located close to the HOA amenities including an inground community pool, play ground, sports areas and more. Sidewalk-lined streets make it safe and relaxing for walks to the pool and the grocery store right at the complex entryway. Close to major shopping and restaurants and easily commutable to NYC by bus, car or train. Don't miss this great opportunity. Won't last.

26 Tanager Road Unit #2601, Monroe

$349,000

3 Beds ⋅ 1 Baths ⋅ 1047650 MLS

Welcome home to this beautifully redone, move-in-ready ranch-style single-family home! Combining one-level efficiency with high-end modern features, this bright and inviting 3-bedroom, 1-full-bath residence has undergone a full, top-to-bottom renovation. Key Features & Highlights * Open & Sunlit Living Space: Bathed in natural light from abundant wide windows. * Cozy Fireplace: A classic, fully operational firewood-burning fireplace serves as the warm centerpiece of the living room—perfect for cold winter nights. * Brand-New Gourmet Kitchen: Modernized with pristine finishes, sleek cabinetry, and a complete suite of brand-new stainless steel appliances ready for your favorite recipes. * Fully Renovated Modern Bath: Pristine tile work, contemporary fixtures, and stylish finishes give the full bathroom a fresh, spa-like feel. * Single-Level Convenience: Enjoy seamless single-story living with three versatile bedrooms ideal for sleeping quarters, a home office, or a nursery. Ideal for owner-occupants or an addition to your rental portfolio. All offers are welcome.

65 Glenwood Road, Monroe

$415,000

2 Beds ⋅ 2 Baths ⋅ 1053233 MLS

Welcome to 101 Ludlam Road, a beautifully updated Monroe ranch offering comfort, character, and modern amenities in a desirable setting. This inviting 3-bedroom home features a brand-new kitchen, a newer full bath, and an additional new half bath, offering style and convenience for today’s lifestyle. The spacious interior features beautiful hardwood floors, a comfortable sunlit living room, and a new wood stove that creates a warm and inviting atmosphere. Step outside and enjoy the newer, large deck overlooking the fenced rear yard—ideal for outdoor entertaining, relaxing, or spending time with friends. Set on approximately .68 acres, the property offers a wonderful combination of usable outdoor space and privacy. Located in the sought-after Monroe-Woodbury School District and conveniently close to shopping, restaurants, parks, recreation, and major roadways. With its numerous updates, attractive outdoor spaces, and move-in-ready appeal, 101 Ludlam Road is a wonderful opportunity to enjoy all that Monroe has to offer.

101 Ludlam Road, Monroe

$249,600

2 Beds ⋅ 2 Baths ⋅ 1052712 MLS

Welcome home to 14 Tanager Road, Unit 1404, a beautifully updated 2 bedroom, 1.5 bathroom garden style condo that combines low maintenance living with stylish modern upgrades! Come inside to discover a bright and open layout featuring fresh, durable flooring and updated windows that flood the living space with natural light. The renovated kitchen boasts upgraded cabinetry, beautiful countertops, and new appliances, perfect for meal prep and casual entertaining. Both bedrooms are comfortably sized, offering ample storage and easy access to the fully updated bathrooms. With 1.5 baths, mornings are a breeze for household members and guests alike. Situated in a peaceful, established community with minimal exterior maintenance required, this unit offers easy access to major highways, local shopping, dining, public transit, and commuter routes. Don't miss out on this turnkey gem, schedule your tour today!

14 Tanager Road Unit #1404, Monroe

$255,000

2 Beds ⋅ 2 Baths ⋅ 1052835 MLS

Welcome to 31 Tanager Road, Unit 3103, a brand new construction 2 bedroom, 1.5 bathroom garden-style condo offering the rare opportunity to own brand new living in the established Rolling Hills community! Enjoy pristine, brand new flooring throughout, energy efficient windows, and a kitchen complete with contemporary cabinetry, polished countertops, and brand new appliances. Both bedrooms offer comfortable proportions and abundant space, while the upgraded 1.5 bath layout adds daily convenience. Complete with crisp, modern finishes from floor to ceiling, this unit delivers complete peace of mind with all new construction, mechanics, and fixtures. Residents enjoy community amenities including an in-ground swimming pool and playground, plus low maintenance living with common maintenance, snow removal, and trash collection included. Ideally positioned just minutes from major highways, Woodbury Common Premium Outlets, public transit to NYC, dining, and local shopping. Experience brand-new quality and style.

31 Tanager Road Unit #3103, Monroe

$449,900

3 Beds ⋅ 1 Baths ⋅ 1050309 MLS

Turn key home! Recent updates include professionally painted interior (2026), brand new Dryer (2026), new patio awning ( 2026), newer roof (2024) new enclosed Roth oil tank (2025) Boiler ( 2016), septic system ( 2016) updated 200 amp electric panel, newer Amish shed with matching siding and roof, beautiful wood look flooring, and piping with permit to add a Pellet stove! Truly a one of a kind home filled with character and charm creating a cottage and contemporary style. The impeccable condition truly sets this home apart from all others and will assure a new buyer the piece of mind rarely found.... Do not be fooled by the square footage noted, as this house will surprise you, a home proportioned to actually feel very spacious. From the moment you pull up to the circular driveway you will "feel the appeal " with cascading ivy's and retaining walls created to invite and enchant. Double entry's allow a " vestibule" for coats and shoes followed by a welcoming foyer, first floor laundry, and oversized storage room. A short flight of stairs leads you to the 2nd level and a generous dining area that flows easily to the lovely kitchen with ageless cherry cabinetry, abundant counter space, SS appliances, recessed lighting, double sink and wonderful double window. An updated bathroom and bedroom (presently used as an office/den) also offer convenience on the second floor. But prepare yourself to fall in love with the amazing back yard haven accessed from the dining room....A design masterpiece with retaining walls, pebble patio, with brand new awning, new fencing, wonderful deck, and a creative staircase cleverly built to enjoy 2 levels of delightful outdoor space filled with gardens, privacy, a small forest and custom shed to match this charming home! The 3rd floor offers a large living room with wonderful natural sunlight that overlooks the dining area creating a dramatic effect, an incredible space with built in shelving and storage, primary bedroom w/ 2 closets offering ample space and lovely generous 3rd bedroom. with access to the attic for incredible storage. A truly distinctive home with immense style that shines with pride of ownership and includes Lake rights to Walton and Round lake About an hour to Manhattan, w/easy access to train and buses, minutes to shopping and beautiful park. Just move in and enjoy!

255 Mine Road, Monroe

$350,000

3 Beds ⋅ 1 Baths ⋅ 1052945 MLS

Welcome to 4 Hillside Trail in Monroe! This charming 3-bedroom, 1-bath home offers comfortable living with plenty of space both inside and out. Situated on a desirable corner lot, the property features a fenced-in yard, providing privacy and a great space for pets, play, gardening, or simply enjoying the outdoors. The large patio is perfect for entertaining guests, summer gatherings, or relaxing on warm evenings. Inside, you'll find three bedrooms and a full bathroom, along with a basement offering additional space for storage, hobbies, or future use. A separate shed provides even more convenient storage for lawn equipment, tools, and outdoor items. New boiler and hot water heater (2026). 4 Hillside Trail is a wonderful opportunity to make a house your home, come see all this property has to offer!

4 Hillside Trail, Monroe

$310,000

2 Beds ⋅ 1 Baths ⋅ 1050615 MLS

This sweet 2-bed, 1-bath ranch offers a bigger feel than you might expect. Inside, you'll find not one, but two living areas, providing plenty of versatility to spread out and make the home work for whatever fits your lifestyle. The first living room greets you as you step through the door, with the bedrooms and bathroom located just off of it, while the more expansive second living room sits on the other side of the home. The walk-through kitchen keeps everything easily connected, featuring ample countertop space and a quaint dining nook. An abundance of generously sized and well-placed windows surround the home, allowing all the natural light to come in and create a bright and inviting atmosphere that truly enhances every room. Outdoor living adds even more to enjoy. A small front patio provides a welcoming spot, while the private back deck overlooks a spacious yard edged with greenery, making for a peaceful backdrop. Once you arrive, you'll quickly discover there are plenty of reasons to settle in and stay awhile. Being sold as-is.

47 Orchard Lake Drive, Monroe

$349,900

3 Beds ⋅ 2 Baths ⋅ 1049896 MLS

Welcome home to 10 Woodycrest Trail- tucked away on a quiet no-outlet road with only two homes, this lovingly maintained 4-bedroom, 2 full bathroom home offers the perfect blend of privacy, comfort, and convenience in the heart of Blooming Grove. Owned and meticulously cared for by the same family for 40 years, this property radiates warmth and pride of ownership throughout. The home features an inviting open-concept layout connecting the kitchen, dining area, and living room—ideal for everyday living and entertaining. Step directly from the kitchen onto a spacious rear deck overlooking the peaceful backyard, complete with a firepit and a charming babbling brook that creates a truly serene setting. As you walk along the outside of the home you will find an outdoor shower to use on those warm summer nights. The finished walk-out basement adds valuable living space and cozy charm with a wood-burning stove and an integrated floor vent system designed to help circulate warmth upstairs and reduce heating costs. Additional highlights include a one-car garage with storage, a full attic for even more storage space, and a second front deck built in 2019 overlooking the beautifully landscaped front yard with mature trees and hedges and an outdoor shower. *Major updates provide peace of mind, including a new 50-year shingle roof installed in 2022, a high-efficiency furnace installed in 2022, and a complete interior repaint completed in 2024.* Conveniently located just 15 minutes from Woodbury Common Premium Outlets and Interstates 87 & 84, with only a 60-minute drive to the George Washington Bridge, this home offers a rare opportunity to enjoy peaceful country-style living with easy access to shopping, commuting, and everyday amenities.

10 Woodycrest Trail, Monroe

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