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70 Bayberry 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
161 Highland Avenue, 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
43 James Road, 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
45 Oreco Terrace, 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
289 Seven Springs Mountain Road, 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
84 Mansion Ridge Boulevard, 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
4 Lexington Hill Unit #3, Harriman
$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
29 Park Avenue, Highland Mills
$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
41 Berwynn Road Unit #2D, Harriman
$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
24 Ford Court, Monroe
$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
40 Sandra Lane, 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
116 Barr 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
985 Craigville Road, Chester
$750,000
4 Beds ⋅ 4 Baths ⋅ 1057348 MLS
Welcome to your own private retreat, where timeless design, exceptional outdoor living, and over three acres of peaceful surroundings come together to create an unforgettable place to call home. Inside, the heart of the home is anchored by a stunning double sided fireplace that effortlessly connects the main living areas, creating warmth, character, and an inviting atmosphere for both everyday living and entertaining. Sunlight pours into the beautiful sunroom, offering the perfect place to enjoy your morning coffee, unwind with a good book, or simply take in the tranquil views of the property throughout every season. Step outside and discover the true highlight of this remarkable property. Designed with entertaining in mind, the backyard is a private oasis featuring a sparkling inground pool, beautifully integrated outdoor living spaces, a custom built fire pit, and built in seating that invites family and friends to gather long after the sun goes down. Whether you're hosting summer pool parties, enjoying crisp fall evenings by the fire, or simply relaxing in your own backyard retreat, this outdoor space delivers an exceptional lifestyle year round. Set on over three private acres, the property offers the perfect balance of open space and privacy. There is plenty of room to explore, play, garden, or simply enjoy the serenity of nature, all while being just minutes from the conveniences of the Hudson Valley. Offering 4 bedrooms, inviting living spaces, and an outdoor setting that feels like your own private resort, this is more than just a home. It is a place where memories are made, weekends are enjoyed, and every season brings something special.

985 Craigville Road, Chester
308 Magnolia Court, Highland Mills
$299,900
2 Beds ⋅ 2 Baths ⋅ 1057334 MLS
Welcome to 308 Magnolia Court in Highland Mills—a beautifully renovated 2-bedroom, 2-bath condo offering modern finishes and easy, low-maintenance living. This top-floor, second-story unit features an open-concept kitchen with new cabinetry, countertops, appliances, and fixtures. Both bathrooms have been completely updated, while new flooring, fresh paint, and contemporary lighting create a bright, cohesive feel throughout. Enjoy central air conditioning and a private deck—an inviting spot for morning coffee or relaxing outdoors. Residents also have access to the community pool. With thoughtful updates from top to bottom, this move-in-ready condo is ready to welcome its next owner.

308 Magnolia Court, Highland Mills
1108 Evergreen Court Unit #65, Woodbury
$330,000
2 Beds ⋅ 2 Baths ⋅ 1056467 MLS
Welcome to 1108 Evergreen Court in Woodbury! This desirable end-unit condo offers added privacy and a great location next to the community pool. Enter through the foyer before heading upstairs to the main living area, where you’ll find a bright and inviting layout. The living room opens to a private deck, providing a great spot to relax and enjoy the outdoors. The galley-style kitchen offers convenient seating and opens to a separate dining area, perfect for everyday meals or entertaining. A detached garage with electric provides additional parking and storage, plus there is plenty of unassigned parking for residents and guests. Enjoy low-maintenance living with community amenities and convenient access to shopping, dining, recreation, and major roadways. With its end-unit location, deck, garage, ample parking, and proximity to the pool, 1108 Evergreen Court has plenty to offer!

1108 Evergreen Court Unit #65, Woodbury
Lot 3 - 62 Camp Monroe Road, Monroe
$849,900
4 Beds ⋅ 3 Baths ⋅ 1053820 MLS
Construction is currently underway on this beautiful Colonial offering the perfect blend of modern design and urban farmhouse charm, all set on a stunning 2+ acre lot. One of several available homesites, with additional locations also available, this home is expected to be completed in time for you and your family to enjoy this holiday season. The home is thoughtfully designed with entertaining in mind, the open main level features a seamless flow between the living spaces, with the kitchen island and fireplace serving as the focal points for gatherings and everyday living. The custom-designed kitchen will feature 36-inch cabinetry, quartz or granite countertops, an oversized island, farmhouse sink with gooseneck faucet, stainless steel appliances, and an abundance of cabinet and counter space. Adjacent to the kitchen is a warm and inviting family room with a fireplace, along with a formal dining room perfect for entertaining and creating lasting memories. The second floor offers four generously sized bedrooms, including a spacious primary suite with a walk-in closet and a beautifully appointed bathroom featuring tiled flooring, a soaking tub, and a large walk-in shower for a relaxing, spa-like feel. The additional bedrooms offer ample closet space and spacious layouts. You can enjoy nature and your privacy on a beautiful covered front porch or your back deck! Full unfinished basement provides endless possibilities for future expansion, storage, or recreation space. Conveniently located near schools, restaurants, shopping, wineries, parks, and other local amenities. Falls within the Monroe-Woodbury School District. Fantastic commuter location just minutes to Routes 84, 87, and 17, Metro-North, NJ Transit, buses to NYC, Stewart Airport, and West Point, while still enjoying the charm of nearby boutiques, farmers markets, and outdoor recreation. Approximately 50 miles to NYC. There is still time to make all selections for the home and personalize it to your liking - it is currently slated to have white siding with black siding accents. Schedule an appointment today.

Lot 3 - 62 Camp Monroe Road, Monroe
111 Ayr Road, Chester
$599,000
4 Beds ⋅ 5 Baths ⋅ 1049653 MLS
Perched beautifully atop a scenic hill, this lovingly maintained home has been cherished by its original owners and offers a rare combination of privacy, space, and timeless charm. Set on a stunning property in a desirable Chester location, the home contains unique features including a beautiful sunroom, a detached three-car garage, and an additional one-car attached garage, providing exceptional parking and storage. Inside, the home has been kept in immaculate condition and offers an excellent opportunity for its next owner to personalize and make it their own. A wonderful opportunity to own a spacious home on a beautiful piece of property in a great location.

111 Ayr Road, Chester
50 Lincoln Road, Monroe
$549,000
4 Beds ⋅ 2 Baths ⋅ 1056405 MLS
Lovely 4-bedroom, 2-bathroom home in quiet, tree-lined neighborhood, cared for by the same owners for the past 50 years! This large corner lot property invites you to make memories! The lower level family room, bathroom, additional bedroom, as well as the upstairs bathroom have all recently been renovated. Walk out from the eat-in kitchen to a large deck that invites to al fresco dining; leased solar panels provide substantial energy cost savings. Conveniently located near shopping and dining, commuter bus and train service. Come and see what this home, located in the beautiful Hudson Valley has to offer!

50 Lincoln Road, Monroe
105 Barr Lane, Monroe
$569,900
3 Beds ⋅ 3 Baths ⋅ 1056824 MLS
Rare Lehigh End-Unit Townhome in Gated Meadow Glen Welcome to an exceptional opportunity in the sought-after gated community of Meadow Glen! This gorgeous Lehigh model end-unit is one of only 10 Lehighs in the entire Meadow Glen development and offers the highly desirable combination of larger bedrooms, abundant natural light, an end-unit location, and a two-car garage. From the moment you enter, you’ll appreciate the impressive sense of space created by the high ceilings, oversized windows, beautiful hardwood floors, crown molding, and tremendous natural light throughout the home. The current owners immediately fell in love with this model because the bedrooms are larger than those in other Meadow Glen models, while the end-unit location provides additional windows, privacy, and light. The beautifully appointed kitchen features granite countertops, a gorgeous breakfast bar, and a five-burner gas range. The KitchenAid stainless-steel dishwasher complements the kitchen, while the refrigerator and microwave were replaced in 2024 and the gas stove was replaced in 2023. A convenient slider off the kitchen leads directly to the patio, creating an ideal flow for morning coffee, entertaining, or relaxing outdoors. The spacious family room is warm and inviting, featuring a gas fireplace, beautiful ceiling fan, hardwood floors, and plenty of natural light. The formal living room and dining room are equally impressive, with hardwood floors, elegant lighting, additional recessed lighting, and custom details throughout. All existing light fixtures stay, along with the home’s beautiful custom Hunter Douglas window treatments. Upstairs, the generously sized primary suite spans the full width of the unit, offering an exceptional retreat with recessed lighting, beautiful Hunter Douglas shades, and a large walk-in closet. The luxurious primary bath features a soaking tub, double sinks, and Corian countertops. Convenience is built right in with an upstairs laundry area featuring a washer and dryer, laundry base, and slop sink—all of which stay. The home also offers central vacuum, making everyday living even easier. The home’s mechanicals have been thoughtfully maintained. The HVAC system is approximately five years old, and the hot water heater was installed just over two years ago. Even better, the owner is willing to pay the current roof assessment, meaning the community will soon have a brand-new roof without that assessment becoming the buyer’s expense. Enjoy all that Meadow Glen has to offer, including a community pool, clubhouse, tennis courts, playground, and beautifully maintained grounds. This is a wonderful, gated community offering both amenities and a strong sense of privacy. And the location is truly special. Set in the beautiful Hudson Valley, Meadow Glen is conveniently located near West Point, Harriman Train Station, major highways, Stewart International Airport, and Storm King Art Center, making commuting, travel, recreation, hiking and exploring the region remarkably convenient. Woodbury Common Premium Outlets and LEGOLAND New York are also close by. For outdoor enthusiasts, miles of hiking trails and lakes await nearby at Harriman State Park, Sterling Forest, and the Heritage Trail. With its rare Lehigh model, end-unit position, two-car garage, oversized bedrooms, exceptional natural light, high ceilings, extensive hardwood flooring, custom Hunter Douglas shades, upgraded kitchen, newer appliances, fireplace, patio, and desirable Hudson Valley location, this home truly stands apart. A rare opportunity to own one of Meadow Glen’s limited Lehigh end units—beautifully maintained, thoughtfully upgraded, and ready to welcome its next owner.

105 Barr Lane, Monroe
25 Oreco Terrace, Monroe
$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
57 Osseo Park Road, 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
2 Seeley Bull Street, 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
51 Prospect Street, Monroe
$619,000
4 Beds ⋅ 3 Baths ⋅ 1049931 MLS
~HOUSE BEAUTIFUL~ *BILEVEL* 4 Bedrooms + office/den & 3 Full Baths! MINT CONDITION! MOVE-IN READY! Sits picture perfect on tree-lined street in "Monroe Village". Boasting Brazilian Cherrywood Flooring on main level combined with ceramic tile in the "Country Kitchen" with granite including peninsula & pantry with sliders to deck overlooking private backyard with firepit! Bedrooms on main level have "closet organizers"! In addition, lower-level entertainment / family room with door leading to private backyard! Centrally located; near Harriman Train Station, Woodbury Commons Premium Outlets, restaurants, Crystal Run Healthcare, NYS Thruway, Rte 6 & more! Nothing to do but "Pack Your Bags"! So, let's go!!

51 Prospect Street, Monroe
17 Hunter Street, Highland Mills
$520,000
3 Beds ⋅ 2 Baths ⋅ 1055761 MLS
Privacy, Location & Lifestyle! Welcome to this beautifully maintained, move in ready raised ranch, privately set approximately 200 feet off a quiet road on 3/4 acre park like property. Lovingly cared for and thoughtfully updated by the same owners for over 25 years, this home offers the perfect combination of privacy, space, and convenience. Featuring approximately 1,640 sq. ft. of living space, the home offers 3 oversized bedrooms with generous closet space and custom built-ins, along with 2 full bathrooms. The heart of the home is the stunning 2024 renovated kitchen, featuring custom cabinetry extending to the ceiling, quartz countertops, stainless steel appliances, and beautiful new hardwood flooring. The kitchen flows seamlessly into the bright living room, highlighted by a bay window with scenic mountain views. The lower level provides a comfortable family room centered around a heat efficient wood burning stove, creating a warm and inviting space for relaxing or entertaining. Step outside onto the expansive rear deck overlooking the level backyard, offering plenty of room for outdoor entertaining, pets, a fire pit, and enjoying the peaceful surroundings. The oversized driveway provides parking for plenty of guests, making this property ideal for entertaining & hosting. Numerous major updates provide peace of mind, including a new hot water heater and furnace (2024), new driveway (2024), new garage door (2026), newly refinished hardwood floors (2026), and a roof in 2015. Residents also enjoy community access to the Town Pool and Earl Reservoir, adding even more recreational opportunities right in your own community. Conveniently located near Woodbury Common Premium Outlets, Harriman Train Station, the NYS Thruway, Route 17, Route 9W, and the Palisades Parkway, providing easy access for commuting and everyday conveniences while still enjoying a quiet country setting. A rare opportunity to enjoy privacy, a spacious level property, thoughtful updates, community amenities, and an incredibly convenient location. Don't miss the opportunity to make 17 Hunter St your new home!

17 Hunter Street, Highland Mills
4 Letts Circle, Monroe
$595,000
4 Beds ⋅ 3 Baths ⋅ 1055643 MLS
Original owners since 1976! For 50 years, this home has been lovingly cared for and meticulously maintained by the same owners—and the pride of ownership shows throughout. Located in Overlook Estates in the Town of Monroe, this is the largest model in the neighborhood, offering 4 bedrooms, over 2,000 sq. ft., 2.5 renovated bathrooms and a rare 2-car garage. Inside, you'll find a renovated primary ensuite bath, central air conditioning, hardwood floors beneath the upstairs carpeting, and tile flooring beneath the lower-level carpeting. Andersen windows, approximately 5 years old, are another valuable update. The mechanicals have been consistently maintained and updated throughout its ownership and is truly move-in ready. The backyard is just as impressive—fully fenced, beautifully landscaped and lined with mature trees for privacy, with a walk-out deck from the kitchen and a large patio that's perfect for entertaining and a beautiful in-ground pool, professionally serviced weekly. It's a private outdoor setting made for summer days, gatherings and relaxing at home. Conveniently located near shopping, restaurants, community activities, golf courses and NYC commuter train and bus service, with New York City approximately one hour away. A rare opportunity to own a spacious, exceptionally well-cared-for home with a 2-car garage, private fenced yard and in-ground pool in Monroe. After 50 years with its original owners, this special home is ready for its next chapter.

4 Letts Circle, Monroe
51 Van Arsdale Road, Monroe
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 1044047 MLS
Discover the perfect blend of privacy, comfort, and community in this beautiful brand-new home. Located in a warm and welcoming neighborhood, this thoughtfully designed residence offers spacious living areas, flexible rooms, and a layout that is ideal for both everyday living and entertaining. The main floor features a beautiful size kitchen, an inviting dining area, a comfortable living room, and a dedicated sforim room. Upstairs, an additional versatile room can easily be used as a home office, playroom, or guest room, giving you the flexibility to adapt the space to your needs. This lovely home includes four bedrooms and three-and-a-half bathrooms, along with a living room off the master bedroom. The layout provides a wonderful balance of open gathering spaces and private retreats for relaxation. Enjoy the benefits of brand-new construction, modern functionality, and the privacy of your own home while being part of a close-knit community. With its spacious design, flexible rooms, and inviting atmosphere, this home is ready to welcome its new owners. Grab this wonderful opportunity to make this exceptional new home your own!

51 Van Arsdale Road, Monroe
14 Van Arsdale Road, Monroe
$825,000
2 Beds ⋅ 2 Baths ⋅ 1045035 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 2 OVENS AND A BREAKFAST TABLE, PLUS A FULL SECOND KITCHEN, AN ELEGANT DINING AREA, A SPACIOUS LIVING ROOM!!! ON THE SAME FLOOR, THERE IS THE MASTER BEDROOM WITH A FULL BATHROOM, JACUZZI TUB, AND A SHOWER!!! NICE LAUNDRY ROOM ON THE 1ST FLOOR TOO!! PLUS ENJOY A HUGE UNFINISHED BASEMENT WITH TREMENDOUS POTENTIAL!!! PERFECT TO CUSTOMIZE AS A RECREATION ROOM, HOME GYM, 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!!!

14 Van Arsdale Road, Monroe
5 Columbia Circle, Highland Mills
$574,999
4 Beds ⋅ 2 Baths ⋅ 1054281 MLS
Welcome to 5 Columbia Circle, a turn-key raised ranch tucked inside the gated Highland Lake Estates community in Highland Mills. From the moment you arrive, this home delivers what most listings only promise: modern updates, real peace of mind, and a backyard that earns its keep. Four bedrooms plus an office/den give you room to live and work without compromise. Two full bathrooms, California Closets in every upstairs bedroom, Pella doors, and Andersen 400 Series windows reflect a home maintained with discipline, not shortcuts. The mechanicals back it up: hot water heater (2021), whole-house water softener and filtration system (2023), and an upgraded back deck (2019) built for those gorgeous Hudson Valley sunsets. Comfort and security are handled. A heated garage with its own thermostat means projects don't stop in January. A central-station monitoring system covers fire, burglary, low-temperature, and carbon monoxide, plus camera coverage for complete confidence. The fenced backyard and lawn sprinkler system round out a property that's genuinely move-in ready. Location is the quiet advantage here. The Metro-North Harriman station sits under 10 minutes away, with NYC roughly 50 miles and about an hour out via I-87 and Route 17. Woodbury Common Premium Outlets, grocery, and everyday essentials are a short drive down Route 32. Weekends open up fast: Harriman State Park and Bear Mountain for hiking, nearby golf, and local wineries and farms that make Orange County living what it is. Enjoy local access to the John P. Burk Memorial Pool, Earl Resevoir and Brickley Field as well for all your athletic enjoyment. This is the rare home where the big ticket items are already done and done right. All that's left is to move in, relax and watch the sun go down right off your back deck.

5 Columbia Circle, Highland Mills
31 Peter Bush Drive, Monroe
$649,900
4 Beds ⋅ 4 Baths ⋅ 1050169 MLS
Located in Maple Knolls in the Village of Monroe, this beautiful, move-in-ready Colonial has been thoughtfully maintained and offers plenty of space for comfortable living. The first floor features an updated kitchen with granite countertops, a formal living room, dining room, and family room/den. Convenient first-floor laundry includes a washer and dryer replaced in 2025. The home is equipped with municipal water and sewer, natural gas, and central air installed in 2020. A new furnace was installed in 2017, and the hot water heater was replaced in 2026. The first-floor wood floors were refinished in 2024, and the upstairs also features beautiful wood flooring. There are four bedrooms and two full bathrooms on the second floor. The finished walkout basement provides even more living space, including a family room, guest room, workshop, and full bathroom, along with abundant storage. Outside, enjoy a level backyard with an above-ground pool—perfect for relaxing and entertaining. With numerous updates already completed and ample living and storage space throughout, this well-cared-for Colonial is ready to welcome its next owners.

31 Peter Bush Drive, Monroe
94 Booth Road, Chester
$485,000
3 Beds ⋅ 3 Baths ⋅ 1050173 MLS
Welcome to 94 Booth Road! Set on a beautiful, level 1.8-acre lot, this home offers a peaceful setting with plenty of space to enjoy both indoors and out. Head upstairs to the main living level, where beautiful hardwood floors flow throughout the living room and hallway. Andersen windows throughout the home add to the quality, while bringing in plenty of natural light. The well-appointed kitchen features stainless steel appliances and a functional layout that flows right into the dining area. Just off the dining room, french doors lead to the three-season sunroom, surrounded by windows and perfect for morning coffee, reading or simply relaxing. A propane fireplace adds warmth and makes this an especially cozy space as the cooler New York weather sets in. The main level also features the primary bedroom with an ensuite full bath, along with two additional bedrooms and a second full bathroom. Downstairs, you'll find a comfortable family room with a wood-burning fireplace, half bath, laundry area and access to the two-car garage. The utility room is equipped with a whole-house UV water filtration system and water softener for ultimate water quality. Outside is where this property becomes even more special. The property offers plenty of room to enjoy the outdoors, and with a little maintenance, a trail at the back of the property leads to a small pond. At the end of this quiet cul-de-sac, you'll also find trail access to Goosepond Mountain State Park, offering 1,558 acres of protected land to explore. For those looking for privacy, outdoor recreation, and a home surrounded by a beautiful natural setting, 94 Booth Road is a wonderful opportunity. Showings begin Wednesday, 9/23. Schedule your showing today!

94 Booth Road, Chester

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.