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$879,900
4 Beds 4 Baths 1033613 MLS
Magnificent Colonial Residence COMING SOON in the Greens of Woodbury! Immaculate and move in ready, this 4 Bedroom 3.5 bath home is distinctly positioned on 0.77 acres of beautiful property purposely set back from the road and elevated to offer stunning views of the lush landscape and beautiful mountains as the backdrop. Experience luxury living in the sought after "Greens", a prestigious collection of upscale homes situated in arguably one of the best southern Orange County locations. Offered by the original owners (2002), pride of ownership shows throughout! There are gorgeous hardwood floors (this home is MINT!) along with both formal and informal spaces making the layout incredible for multi purpose areas. The Great room has soaring ceilings with the oversized windows and fireplace as the focal point. Outside, the grounds are beautifully landscaped offering a mix of perennial plantings, mature privacy trees and the backyard also includes an expansive deck perfect for outdoor entertaining with access off the Kitchen. There is a stunning Koi Pond with waterfall offering such a peaceful setting nearby the pergola and hot tub for added enjoyment. The two car garage is spacious and near it is a private side entry that makes it easy to bring in groceries right into the main level. This home is convenient to major routes including 32, the thruway, Palisades Parkway and more. Within minutes you'll reach popular shopping including the Woodbury Common Outlets, major transit lines include the train and express bus to NYC. This home is located in the Monroe-Woodbury school district. The lower Hudson Valley has so much to offer with beautiful state parks, nearby wineries & wonderful restaurants all just 1 hour outside of NYC with easy access to Westchester & NJ. An added perk is that Woodbury residents enjoy exclusive access to "The Rez" pond and newly redesigned pool with amenities galore! ***MORE information, special features sheet, floorplans and more will be available*** The town has just repaved Greenwich Ave and it looks spectacular! 58 Greenwich Ave is a very special property for the lucky buyer, will it be you?

58 Greenwich Avenue, Central Valley

$879,999
5 Beds 4 Baths 1030228 MLS
INCREDIBLE VALUE IN THE GREENS OF WOODBURY! This is your opportunity to own a spacious Colonial in one of the Hudson Valley's most sought-after neighborhoods at an exceptional new price. Offering over 3,400 square feet of living space, this 5-bedroom, 4-full-bath home is ideal for buyers looking to build equity while creating their dream home. Situated in the highly desirable town of Woodbury, this home features a dramatic two-story foyer, soaring ceilings, hardwood floors, skylights, and an open floor plan designed for comfortable everyday living and entertaining. The eat-in kitchen offers granite countertops, stainless steel appliances, abundant cabinetry, and overlooks the inviting family room with a cozy wood-burning fireplace. The spacious primary suite includes a walk-in closet and private en-suite bath, while four additional bedrooms provide flexibility for guests, home offices, multigenerational living, or room to grow and adapt over time. The real showstopper is the backyard, featuring an in-ground pool, expansive paver patio, and a private full-size basketball court—an ideal setting for entertaining, recreation, and making lasting memories. A full walkout basement offers tremendous potential for additional finished living space, a recreation room, home gym, media room, or possible extended living area with the proper approvals. This home has been priced to reflect the cosmetic updates and TLC a new owner may wish to make, presenting an outstanding opportunity to personalize a home in an established neighborhood where values continue to remain strong. Conveniently located just minutes from Woodbury Common Premium Outlets, parks, hiking trails, golf courses, restaurants, shopping, and major commuter routes including I-87, Route 17, and public transportation to New York City. Residents also enjoy access to Woodbury Parks & Recreation, offering year-round activities and amenities. If you've been searching for space, location, and unlimited potential, this is the opportunity you've been waiting for. Bring your vision and make this exceptional property your forever home. Schedule your private showing today!

43 Greenwich Avenue, Central Valley

$440,000
3 Beds 2 Baths 1031034 MLS
Welcome to this charming single-family retreat set on a breathtaking, park-like lot surrounded by mature trees and lush, vibrant greenery. Inside, the home is bright, neutral, and move-in ready. Hardwood floors flow throughout, catching the natural light that pours in from generous windows in every room. The formal dining room is a true standout — featuring elegant crown molding and a graceful curved bay window it's the perfect setting for everything from weeknight dinners to holiday gatherings. Three large windows frame gorgeous views of the lush backyard, bringing the outdoors in. The kitchen is both functional and full of character, offering granite countertops, natural oak cabinetry, stainless steel appliances, and a large picture window overlooking the serene, tree-lined yard. Spacious bedrooms continue the home's warm, comfortable feel — hardwood floors, abundant natural light, generous closet space, and a versatile layout. Outside, the expansive grassy lot is truly the crown jewel. Mature trees provide shade, privacy, and a peaceful, retreat-like atmosphere that's rare to find. A charming wooden arbor, additional outbuilding for storage or a workshop, and a paved driveway round out this exceptional property. Homes this special don't stay on the market long. Schedule your private tour today — you'll fall in love the moment you pull up.

10 Park Avenue, Highland Mills

$799,000
4 Beds 3 Baths 1012284 MLS
Welcome to this beautifully charming Center Hall Colonial, privately set back from the road on a picturesque property with a tranquil man-made pond, fountain, and inviting wrap-around front porch. This spacious home offers the perfect balance of classic elegance and comfortable everyday living. The thoughtfully designed floor plan features a formal living room that flows seamlessly into the warm and inviting family room with a fireplace, creating an ideal space for entertaining. The spacious kitchen is appointed with granite countertops, a center island, abundant cabinetry, and sliders leading to an expansive deck overlooking the peaceful backyard. A formal dining room, powder room, and first-floor laundry complete the main level. Upstairs, the generous primary suite features a private ensuite bath, while three additional bedrooms share a full hall bath. A walk-up staircase leads to a full-house unfinished attic, offering outstanding potential for future living space. The finished walk-out basement provides even more room to relax or entertain, with sliders opening to a covered patio. An oversized two-car garage and a huge storage shed provide exceptional storage and convenience. Ideally located in the highly sought-after Monroe-Woodbury School District, this exceptional home combines timeless Colonial charm, abundant living space, beautiful outdoor amenities, and endless possibilities in a peaceful Chester setting.

197 Oxford Road, Chester

$599,900
4 Beds 4 Baths 1028003 MLS
Welcome to 27 Walton Terrace, where timeless Colonial architecture, thoughtful design, and an exceptional Hudson Valley lifestyle come together in one beautifully maintained residence. Featuring four bedrooms, three and a half bathrooms, and an incredibly versatile floor plan, this move in ready home offers the perfect blend of elegance, comfort, and everyday functionality. A charming covered front porch accented by beautiful stonework creates an inviting first impression, while the welcoming foyer opens to hardwood floors that flow throughout the main level. Designed for both everyday living and effortless entertaining, the spacious family room is anchored by a warm gas fireplace and seamlessly connects to the formal dining room before opening into the expansive kitchen, complete with stainless steel appliances, abundant cabinetry, and generous counter space. One of this home's most unique and desirable features is its two primary suites, offering exceptional flexibility for multigenerational living, or guests. The first-floor primary suite provides privacy and convenience with its own en suite bath, while an additional home office/den that could serve as a fifth bedroom and beautifully appointed full bathroom with dual vanities complete the main level. Upstairs, you'll find three generously sized bedrooms, including a spectacular second primary retreat featuring soaring cathedral ceilings, dual walk-in closets, and a spa inspired en suite bath with separate vanities and a relaxing whirlpool tub. Adding even more convenience, the home offers dual laundry hookups, with laundry areas on both the second floor and in the expansive walkout basement. The lower level provides endless possibilities, whether you envision a future recreation room, home gym, media room, office, or additional living space, while still offering abundant storage. Walk directly out to the concrete patio, creating a seamless transition to the backyard. Outside, you'll discover your own private retreat. A spacious rear deck overlooks the peaceful, fully fenced yard, while the patio below provides the perfect setting for outdoor entertaining. Adding to the home's appeal are optional lake rights for just $50 per year, providing access to a beautiful sandy beach and a private lake where residents can enjoy kayaking, canoeing, paddle boarding, and other non-motorized boating activities, offering a peaceful escape just moments from your front door. Perfectly positioned for commuters, the home is conveniently located near Route 17/I-86, Interstate 87 (New York State Thruway), and Route 6, with nearby park-and-ride bus service to Manhattan and regional rail options within a short drive. Enjoy all the beauty, recreation, and charm of the Hudson Valley while remaining well connected to New York City. 27 Walton Terrace offers the rare combination of generous living space, timeless style, modern convenience, and an outstanding lifestyle in one exceptional property.

27 Walton Terrace, Monroe

$879,900
4 Beds 3 Baths 1027864 MLS
Welcome to 48 Greenwich Ave in the coveted Greens of Woodbury, an in demand location surrounded by Hudson Valley's beautiful scenery as the backdrop. Coming in at over 3,200 sq.ft. this 4 Bedroom center hall colonial beautifully positioned on 0.76 acres will be sure to impress! The layout is incredible, as it caters to both formal and informal spaces. The great room is the heart of the home with a gorgeous fireplace as the focal point and easy flowing open concept with the spacious Kitchen and access to the large deck overlooking the private backyard. There is a dedicated first floor office with double doors and a nearby half bath. Enjoy refinished stunning hardwood floors throughout most of the main level. Upstairs all bedrooms are spacious and the primary bedroom spans the whole right side of the home. This well designed space has a private full bathroom and huge added sitting room or bonus space. In addition to the two levels, the lower level is the unfinished walkout basement with so many possibilities to finish for added recreational space or more! The double wide driveway leads to the 2 car garage for easy parking options and access to the main floor of the home, making it a breeze to bring in groceries. This home is located in the Monroe Woodbury school district. An added perk is that Woodbury residents enjoy exclusive access to the Rez pond and parks, along with the gorgeous newly renovated pool for total outdoor enjoyment. You'll love the convenience of this strategic location close to shopping including Woodbury Commons, restaurants, palisades parkway, interstate and several other main routes. Harriman state park is moments away with endless hiking trails and lakes. Special features sheet and more information including floor plans will be available. Coming soon, don't miss out!.

48 Greenwich Avenue, Central Valley

$949,999
3 Beds 3 Baths 1025597 MLS
Looking for resort style living in Monroe? Considering joining Mansion Ridge Golf Club or already a member, this house is ideal! Sitting on the 11th hole of the only NY state Jack Nicholas designed Mansion Ridge Golf Course in a gated community, is a 3 bedroom, 3 bath exceptional colonial style home offering privacy, security, and amenities with convenient access to NYC. Check out mansionridgehomes.com and mansionridgegc.com for more information on the community and golf club membership options. The chef style kitchen features high end appliances, including Sub Zero refrigerator/freezer, Viking gas range and double ovens, Miele dishwasher, and granite topped counters and island. For the homeowners comfort and assurance, there is a 14kW Kohler whole house generator, Grundfos water pressure pump, Kinetico water softener, and Centric whole house ventilation fan, and Rachio 15 zone sprinkler system. The 2 story great room with its Mendota linear gas fireplace leads to a Trex deck overlooking the golf course and majestic scenery beyond. The first floor primary bed and bath feature a walk-in closet with built-ins, stall shower, jetted tub, toilet closet, and double sinks. Oak hardwood floors featured throughout. Upstairs are two guest bedrooms joined by a full bath. The partially finished full daylight basement is large enough for gym, work space, theater area, or whatever you imagine. This special home is move-in ready and awaiting its next owner to enjoy the lifestyle. A home warranty offered with sale.

46 Mansion Ridge Boulevard, Monroe

$599,000
4 Beds 3 Baths 1020769 MLS
Welcome to this spacious Colonial nestled on over half an acre in one of Monroe's established neighborhoods. Offering over 2,300 square feet of living space, this 4 bedroom, 2.5 bathroom home features a functional layout designed for everyday living and entertaining. The main level includes a bright living room, formal dining room, eat in kitchen, and an inviting family room with a fireplace. Upstairs, you'll find four generously sized bedrooms, including a primary suite with a private bath. Hardwood floors add warmth throughout much of the home, while the full basement provides excellent storage or future finishing potential. Outside, enjoy the large backyard with plenty of room to relax, entertain, or play, along with an expansive deck overlooking the property.

4 Ironworks Road, Monroe

$925,000
4 Beds 3 Baths 1023811 MLS
Luxury, comfort, and exceptional craftsmanship define this stunning four-bedroom Center Hall Colonial. Thoughtfully designed with superior craftsmanship and premium finishes throughout, this impressive residence offers the perfect blend of sophistication, comfort, and functionality for the discerning buyer. At the heart of the home is a spectacular custom chef's kitchen featuring Travertine marble flooring, handcrafted cabinetry, a center island, Wolf built-in oven with warming drawer, Wolf microwave/convection oven, Sub-Zero refrigerator, Thermador induction cooktop, and Miele dishwasher—an extraordinary space designed for everyday living and effortless entertaining. The sun-filled living and dining rooms offer an elegant setting for both formal gatherings and everyday enjoyment. The inviting great room features soaring cathedral ceilings, a custom cherry built-in entertainment wall with surround sound, and seamless access to the backyard, where the outdoor amenities are second to none. Step outside to your own private backyard oasis featuring a stunning Cypress pergola, elegant stone patio, heated saltwater in-ground pool with exposed aggregate decking, and a separate hot tub. Weather entertaining guests or enjoying a peaceful evening under the stars, this exceptional outdoor living space is designed for year-round enjoyment. Additional highlights include a distinctive stucco front exterior with a covered front porch, an oversized three-car garage, two large storage sheds, and generously sized secondary bedrooms, each with dedicated study or play areas. The finished basement provides substantial additional living and entertaining space and is not included in the home's reported square footage, adding exceptional value and versatility. Also close to West Point, Woodbury Commons, Wineries, Hiking Trails, NYC transportation and with Woodbury Recreation access. From its exceptional craftsmanship to its resort-style outdoor amenities, every detail of this remarkable home reflects quality, elegance, and pride of ownership. A rare opportunity to own a residence of this caliber—one you won't want to miss.

10 Sutherland Drive, Highland Mills

$795,000
4 Beds 3 Baths 1023481 MLS
Welcome to this Custom Colonial offering almost 3,100 finished SQFT of beautifully designed living space perched up on a hill in Timber Crest Estates, an enclave of 15 homes in the heart of Highland Mills, town of Woodbury. This 4-bedroom, 3-full bath home features an open and inviting layout with 9-foot ceilings, freshly painted throughout, hardwood floors, and an abundance of natural light from oversized windows throughout. The main level offers a spacious eat-in kitchen with stainless steel appliances, a formal dining room, a dedicated office/den, and a full bath, providing flexibility for guests or multigenerational living. The dramatic two-story great room is the heart of the home, centered around a cozy gas fireplace, while sliding doors off the kitchen lead to a deck overlooking the backyard—perfect for outdoor dining and entertaining. Upstairs, the expansive primary suite serves as a private retreat with tray ceilings, a large walk-in closet and an ensuite bath featuring a Jacuzzi tub. Three additional generously sized bedrooms and a full hall bath complete the second level. The full unfinished walk-out basement offers endless possibilities for future finished living space, a home gym, or recreation area. Additional highlights include municipal water, sewer, and natural gas, as well as owned solar panels for increased energy efficiency and cost free electric! This exceptional home combines space, comfort, and convenience in one outstanding total package. This will not last, PRICED TO SELL!

5 Sherwood Court, Highland Mills

$958,900
4 Beds 4 Baths 1022832 MLS
This stately Colonial residence in Briarcliff Estates blends timeless architecture with modern comfort, offering an exceptional lifestyle in one of Monroe’s most desirable enclaves. Set on a beautifully landscaped property, the home presents a commanding brick facade, classic gabled rooflines, and manicured greenery that enhances its curb appeal. Inside, the layout is designed for both everyday living and effortless entertaining. The main level features sun-filled formal spaces, warm hardwood floors, and refined millwork that underscores the home’s traditional character. A gracious living room and elegant dining room flow seamlessly toward the heart of the home—an inviting family room anchored by a handsome fireplace and framed by large windows overlooking the grounds. The kitchen provides generous workspace, with granite countertops, abundant cabinetry, and a comfortable eat-in area perfect for casual meals. Upstairs, the home offers four well-appointed bedrooms, including a serene primary suite with a extra sitting area and private bath. The upstairs also offers another Master bedroom with it's own en suite. The additional two and a half bathrooms are tastefully finished, providing convenience and comfort for family and guests alike. Basement is unfinished but has rough-in for full bathroom, if the buyer wants to redesign the basement. Outdoors, the property continues to impress with lush lawns, mature plantings, and a peaceful setting that reflects the charm of Briarcliff Estates. The backyard also offers an outdoor kitchen for entertainment and relaxing with family and friends. Whether enjoying quiet mornings on the deck or hosting gatherings on the expansive grounds, this home delivers a refined lifestyle in a prime Monroe location.

3 Stahl Way, Monroe

$1,149,000
5 Beds 3 Baths 1020835 MLS
MOTIVATED BUILDER SAYS SELL! NEW CONSTRUCTION WITH YEAR ROUND LAKE VIEWS!! HOUSE AND PROPERTY OF THIS QUALITY, DRAMA AND CUSTOM FINISHES OVERLOOKING A LAKE IN THIS AREA IS A RARE FIND! Just 60 minutes from New York City and very close to the northern Tuxedo border, this custom Colonial offers an exceptional blend of luxury, privacy, and natural beauty. The home is set on a peaceful property with YEAR ROUND VIEWS of Mombasha Lake and CLOSELY bordering protected state land—ensuring natural surroundings, and relaxing landscape. Designed for elevated living and entertaining, this residence features 4/5 bedrooms, 3 full baths, and a rare SIX-CAR GARAGE with dramatic 18-foot ceiling and a gas line installed--ideal for car collectors, creativity, or luxury storage. Walls with OVERSIZED WINDOWS bring the outdoors in, bathing the home in natural light and stunning lake views. The extensive covered porch offers the addition of more entertaining space or quiet enjoyment. The MAIN LEVEL offers 10-FOOT CEILINGS and an artfully designed GREAT ROOOM has a soaring 20-FOOT CEILING, massive STONE WOOD-BURNING FIREPLACE and seamless indoor-outdoor flow. Anchoring the home is a CUSTOM WHITE OAK AND SATIN IRON STAIRCASE SPANNING FOUR LEVELS, a dramatic architectural statement that rises gracefully through the space and sets the tone for the home’s refined design and craftsmanship. The chef-caliber kitchen is a statement piece, featuring a 5x10-FOOT QUARTZ ISLAND, custom cabinetry, 48-INCH PROFESSIONAL EIGHT BURNER DOUBLE-OVEN RANGE, STAINLESS STEEL APPLIANCES, and a built-in wine cooler—perfect for both intimate dinners and large-scale entertaining. The formal dining room, elegant living room, full bath, and a flexible den or private office (optional fifth bedroom) offer versatility for guests, work, or multigenerational living. A full bath completes the main level. UPSTAIRS 9-FOOT CEILINGS frame four spacious bedrooms, and additional full bath. A BONUS ROOM EXCEEDING 1,300 SQUARE FEET can be finished presenting endless possibilities—media lounge, fitness studio, guest suite, or work-from-home refuge. The primary suite is a true haven, offering a luxurious bath with RADIANT HEATED FLOORS, OVERSIZED SHOWER WITH BODY JETS AND CEILING MOUNTED RAIN SHOWER WITH INTEGRATED BLUETOOTH SPEAKERS AND LED LIGHTS, therapeutic whirlpool tub, heated towel bar, a SEPARATE STEAM/DRY SAUNA, and sliding doors that open to a JULIET BALCONY. There is a fourth level with an abundance of storage and a TREMENDOUS ROOF TOP TERRACE. Here, lake and mountain views stretch endlessly—an extraordinary setting for sunrise reflections or sunset cocktails. The EXPANSIVE BASEMENT ADDS ANOTHER 2,000 SQUARE FEET, with endless possibilities for a creative retreat, home theater, wellness studio, or space where imagination can run free. More than a home, this is a place to create lasting memories and moments of joy—a sanctuary where every day feels like a retreat. Located within the Monroe-Woodbury School District, this home offers the rare opportunity to experience resort-level living, complete relaxation, and architectural distinction—all within easy reach of New York City. LARGE DECK OR PAVER PATIO WILL REPLACE THE TEMPORARY STEPS TO BACKYARD.

133 W Mombasha Road, Monroe

$569,000
3 Beds 2 Baths 1018026 MLS
Pride of ownership is evident throughout this beautifully updated 3-4 bedroom Colonial, where timeless character blends seamlessly with modern comfort. Original architectural details include elegant 9 ' coffered ceilings in the living room, and large windows create a bright and inviting atmosphere. The home features a spacious living room with an electric fireplace, a charming covered front porch and a backyard with a large, updated patio that is perfect for relaxing or entertaining. Recently updated bathrooms; w/u attic and basement allow for ample storage; new heating system, whole house water filtration system, Radon mitigation system, solar panels are owned for substantial savings on electric cost. Conveniently located just minutes from Interstate 87 and approximately 55 minutes to New York City. This property offers accessibility and a desired lifestyle. Residents enjoy access to local amenities, including the REZ, and the town pool. A short drive to Woodbury Commons Premium Outlets, restaurants, Bear Mountain, West Point.....in short, all the fantastic destinations the Hudson Valley has to offer.

20 Shuit Place, Central Valley

$599,000
4 Beds 3 Baths 1016143 MLS
Welcome to this classic 4-bedroom, 2.5-bath Colonial nestled in the heart of the Village of Monroe. Offering a fantastic layout, generous living spaces, and endless potential, this home is ready for its next owners to make it their own. A welcoming foyer greets you upon entry and leads to a spacious living room, currently being utilized as a first-floor bedroom, offering flexibility to fit your needs. There is also a formal dining room, perfect for holiday gatherings and entertaining guests. The bright, spacious kitchen features granite countertops, abundant cabinetry, and a separate breakfast area overlooking the beautifully landscaped backyard. There is also a cozy family room/den with a pellet stove that helps cut down heating costs in the winter. Off the family room you'll find a screened-in porch and adjoining deck—an ideal setting for grilling, outdoor dining, or simply relaxing while overlooking the backyard and heated in-ground pool. A convenient first-floor powder room and laundry room add to the home’s everyday functionality and round out the first floor. Upstairs, you’ll find three generously sized secondary bedrooms, a full hallway bath, and a spacious primary suite complete with its own private bath. Ample closet space can be found throughout the home. The walkout basement offers outstanding potential to create additional finished living space, a home office, gym, or recreation room. The pull down attic and an attached two-car garage provide added convenience and storage. Situated on a sidewalk-lined street with mature landscaping, this home is conveniently located near shops, restaurants, schools, parks, and major highways, making commuting and everyday errands a breeze. Lovingly maintained by its current owners, this home is ready for its next chapter. With a wonderful floor plan, spacious indoor and outdoor living areas, and endless potential to add your own personal touches, this is an opportunity you won’t want to miss. Schedule a showing today. Monroe Woodbury Schools. Connected perfectly for commuters with bus and train options close by.

33 Winchester Drive, Monroe

$524,999
5 Beds 2 Baths 1015725 MLS
This timeless 1910 home was once called the "sunflower" house, surrounded by a white picket fence overflowing with sunflowers. Today, it still has its timeless charm framed by a white picket fence surrounded by beautiful, mature plantings and shrubbery, making a wonderful first impression. An elegant paver walkway leads to the inviting front porch, creating a warm welcome for friends and family alike. As you enter you will be greeted with early century craftsmanship creating an inviting experience the moment you enter. Rich natural wood tones frame the living spaces, rarely found in modern homes. In addition to 5 bedrooms, 2 full baths, the kitchen has all the modern conveniences including a Viking stove, for the cooking enthusiast - a dream come true. Wood floors throughout, this home is ready to move in. An additional 200 sq. ft basement area for office, recreation, gym, etc. is an added bonus. Relax on your patio right outside your kitchen door, and let's not forget about the inviting wrap around front porch, perfect for relaxing, entertaining or just watching the world go by. Enjoy a spacious park-like backyard complete with red maples. Great village location, this home is close to shopping, transportation and just a short distance from well known Orange County attractions.

609 Stage Road, Monroe

$729,000
4 Beds 3 Baths 1016710 MLS
Discover this stunning 5-bedroom colonial home nestled in the highly desirable Highland Mills area, offering the perfect blend of classic charm and comfort. Spanning over 3,400 square feet of sun-filled living space, this meticulously maintained residence features elegant architectural details, spacious formal and informal entertaining areas, and a versatile finished basement with a private entrance from the backyard—ideal for guests, a home office, or recreation. The generously sized bedrooms provide ample space for rest and relaxation, while the main level seamlessly connects a welcoming living room, a formal dining area, and a bright kitchen. Step outside to enjoy the serene backyard, perfect for gatherings or quiet evenings. Located just moments from Winchester and close to top-rated schools, shopping, parks, and all essential amenities, this home offers both convenience and a vibrant neighborhood atmosphere. Brimming with potential, this Highland Mills gem is a rare opportunity for discerning buyers seeking space, style, and a prime location.

23 Cunningham Drive, Monroe

$1,175,000
4 Beds 3 Baths 1017346 MLS
Whether you're searching for a year-round residence or the perfect lakeside getaway, Walton Lake offers an exceptional opportunity. This spacious home features 4 bedrooms and 3 full bathrooms, blending comfort, charm, and functionality throughout. The beautifully designed kitchen is truly the heart of the home, showcasing rich mahogany cabinetry, elegant quartz countertops, and ample space for gathering. It flows seamlessly into the formal dining room, complete with a wet bar—ideal for entertaining. The oversized family room features a cozy fireplace, while stunning chestnut floors extend throughout the home, adding warmth and character. Large windows fill every room with abundant natural light, creating a bright and inviting atmosphere. Additional highlights include a convenient laundry room, walk-out basement, walk-up attic, and a one-car garage. The property also includes four additional lots, offering endless possibilities for expansion, recreation, or the creation of a future compound. Step outside to the serene deck overlooking Walton Lake, the perfect setting to enjoy your morning coffee, unwind after a long day, or take in the peaceful waterfront views. Conveniently located near schools, shopping, and major highways, this unique property offers both tranquility and accessibility. Listing includes the original lot at 1.3 acres plus additional lot of .49 acres totaling 1.79 acres! Also, the ductwork is already in for someone to add central air.

556 Lakes Road, Monroe

$899,000
4 Beds 3 Baths 996875 MLS
Beautifully maintained and thoughtfully updated, this exceptional home is set on professionally landscaped grounds with outstanding curb appeal and a resort-style backyard designed for both relaxation and entertaining. The inviting interior features a grand entry foyer, a stunning chef's kitchen with custom cabinetry, granite countertops, and stainless steel appliances, along with spacious living and dining areas ideal for everyday living and gatherings alike. Generously sized bedrooms and versatile living spaces provide comfort and flexibility throughout. Step outside to your own private retreat, complete with a sparkling in-ground pool, cascading waterfall, expansive deck, hot tub, and beautifully manicured grounds surrounded by mature trees. Meticulously cared for inside and out, this move-in-ready property offers the perfect balance of elegance, comfort, privacy, and outdoor living. A truly special home that must be seen to be fully appreciated.

11 Country Hollow, Highland Mills

$625,000
4 Beds 3 Baths 1009743 MLS
Located in a small, quiet neighborhood, this well-maintained 4-bedroom, 2.5-bath Colonial, built in 2007, offers nearly 2,200 square feet of living space on approximately one-third of an acre. The home features numerous large decorative double-paned windows throughout, providing beautiful natural light and scenic property views. A private paved road offers limited traffic and added privacy. With an annual membership to the Round Lake Park Association, owners enjoy private beach rights to Round Lake, including swimming, picnicking, and boat storage/access, all within a short 5-minute walk. Conveniently located within the highly sought-after Monroe-Woodbury School District and close to shopping, commuter bus and train access, and Woodbury Common Premium Outlets. The first floor features an open-concept design with 9-foot ceilings, hardwood and tile flooring throughout, and includes a spacious living room with a wood-burning fireplace and custom wood mantle, dining room, laundry room, half bath, and kitchen with pantry and ceiling fan. The kitchen is equipped with stainless steel appliances, granite countertops, backsplash, spacious cabinetry, and a granite-topped center island. The second floor offers four large carpeted bedrooms, each with ceiling fans and generous closet space. The primary suite features cathedral ceilings, a large walk-in closet, and a spacious primary bath with skylight, dual vanities, and a deep soaking tub. A second full upstairs bathroom also includes dual sinks and vanities. Just outside the custom wood front entry door is an inviting covered 8’ wide front porch overlooking the beautifully maintained property. Additional features include a large attached 2-car garage, unfinished full basement with excellent storage and future finishing potential, and partially floored attic providing abundant storage space. Off the kitchen is a private deck leading to a fenced backyard area enclosed with maintenance-free white aluminum fencing and dual gates — ideal for pets. A matching 10’ x 14’ vinyl-sided storage shed with shutters is located within the fenced area. The beautifully maintained yard is lined with evergreen trees and a stained 6-foot privacy fence, offering both privacy and curb appeal. The blacktop driveway also provides additional parking space. Brand New Central A/C system and ductwork!! The home is being sold with kitchen and laundry appliances, ceiling fans, light fixtures, and custom window blinds. The washer and dryer were replaced about 1 year ago. Private Road informal homeowner’s association, deeded with Orange County: $350 per year Round Lake Park Homeowner’s Association fee for members, optional: $300 per year

8 Orchard Street, Monroe

$699,000
4 Beds 3 Baths 1015588 MLS
Welcome home to this bright, beautifully maintained colonial tucked into a quiet corner of Brigadoon. A welcoming foyer leads into an open, airy main floor with gleaming hardwood floors throughout. The formal dining room connects to the kitchen via a convenient butler's pantry, perfect for entertaining, while the living room centers around a cozy fireplace for those cooler months. A flexible main floor room offers space for a home office or whatever suits your needs, and the main floor laundry connects directly to the 2-car garage for everyday convenience. Upstairs, the spacious primary suite impresses with two walk-in closets and a beautifully renovated master shower, joined by three additional well-sized bedrooms and a full bath. The walk-out basement adds valuable extra living area, and the private yard backs up to a peaceful, wooded view, all on a low-traffic circular street that's ideal for kids and quiet evenings alike. Residents enjoy community amenities including a pool, tennis courts, and playground, plus easy access to Woodbury's parks, beaches, and reservoir. With NYC transportation, Woodbury Common, and West Point all just minutes away, this home offers the perfect balance of comfort, space, and convenience.

5 Oldwyck Crescent, Highland Mills

$574,900
2 Beds 3 Baths 952782 MLS
Welcome to 23 Sweezy Place, a rare custom-built home in the heart of Monroe that offers the perfect blend of modern construction and timeless craftsmanship. Originally designed to complement neighboring 205 High Street, this beautiful property can be purchased independently or together with the adjacent residence, creating a truly unique multi-property opportunity. From the charming rocking-chair front porch with stone-accented pillars to the paver driveway, professional landscaping, and impressive four-car garage, this home delivers curb appeal and functionality rarely found in today's market. Whether you're a car enthusiast, hobbyist, contractor, entrepreneur, or simply need exceptional storage space, the oversized four-car garage opens the door to countless possibilities. Inside, you'll find a bright and airy open-concept layout filled with natural light, cherry hardwood flooring, recessed lighting, and quality finishes throughout. The spacious living room flows seamlessly into the well-appointed kitchen featuring rich cherry cabinetry, abundant counter space, an oversized center island with storage, subway tile backsplash, stainless steel appliances, and a commercial-grade gas range with burners and grill that will delight any home chef. The adjoining dining nook offers the perfect space for casual meals while overlooking the beautifully maintained property. A stylish half bath and convenient laundry room with Samsung washer and dryer complete the main level. Upstairs, you'll find two generously sized bedrooms, both offering similar spacious layouts, large closets, and an abundance of natural light. The luxurious full bathroom features a double vanity with raised sinks, designer tile work, dual mirrors, a soaking tub, and a walk-in shower, creating a spa-like retreat. The full basement provides endless possibilities or additional storage. Located within the highly desirable Monroe-Woodbury School District and just a short walk to the Village of Monroe, this exceptional home is moments from Mill Pond, charming boutiques, restaurants, farmers markets, wineries, parks, and recreational amenities. Commuters will appreciate being approximately 50 miles from New York City with easy access to Routes 17, 84, and 87, Metro-North, NJ Transit, NYC bus service, Stewart International Airport, and West Point. Whether purchased on its own or together with neighboring 205 High Street, 23 Sweezy Place presents a rare opportunity to own a distinctive property that combines charm, versatility, and an unbeatable location.

23 Swezey Place, Monroe

$699,000
3 Beds 2 Baths 952720 MLS
Welcome to 205 High Street in the heart of Monroe, where timeless craftsmanship meets modern comfort in this truly one-of-a-kind Colonial located within the highly sought-after Monroe-Woodbury School District. Situated on a beautiful corner lot, this exceptional property offers a rare opportunity to purchase separately or together with the neighboring custom-built home at 23 Sweezy Place, originally designed to complement the home while providing additional living space and an impressive four-car garage. From the moment you arrive, the slate roof, covered rocking-chair front porch, side porch, and stunning woodwork and quarter-sawn tiger oak flooring set the tone for the home's warm, old-world charm. Inside, the custom gourmet kitchen is a chef's dream, featuring handcrafted pantry cabinetry, wood beams, a farmhouse sink, oversized island with storage, subway tile backsplash, wide plank aged flooring, spice racks, refuse drawer, custom-paneled refrigerator, breakfast nook, and a Viking dual-fuel range with four burners, grill, and double ovens. Entertain with ease in the formal dining room, inviting living room with a slate wood-burning fireplace, and the spectacular sunroom/mudroom showcasing custom stained glass and built-in cabinetry. The luxurious primary suite offers his-and-her closets, a private sitting sunroom filled with natural light. The bathroom has a spa-inspired marble bath complete with a soaking tub, oversized shower with five shower heads, porcelain vanity, and a custom six-foot medicine cabinet. Two additional bedrooms and beautiful oak doors throughout complete the second floor. Step outside to your own private resort featuring a heated gunite pool with hot tub, paver patio, outdoor kitchen with a Viking natural gas BBQ with 2 burners, outdoor shower with tankless water heater, fully fenced yard, and multiple patios spaces offer space for everyone. A wood-burning fireplace creates the perfect setting for relaxing poolside on cool evenings. The full basement provides endless possibilities, recreation space, or storage. Walk to the Village, located just moments from Mill Pond, charming village shops, restaurants, farmers markets, wineries, parks, and recreational amenities, this commuter-friendly location is approximately 50 miles from NYC and offers easy access to Routes 17, 84, and 87, Metro-North, NJ Transit, bus service, Stewart International Airport, and West Point. A truly rare offering combining character, luxury, and versatility—schedule your private showing today and don't forget to inquire about the neighboring property at 23 Sweezy Place.

205 High Street, Monroe

$659,900
5 Beds 3 Baths 1014680 MLS
Welcome Home to 23 Allison Drive! Tucked away at the end of a quiet cul-de-sac, this home offers 2,700 square feet of living space, featuring 5 bedrooms and 2.5 bathrooms. As you enter, you'll be welcomed by a spacious and thoughtfully designed floor plan highlighted by soaring cathedral-style ceilings, a formal dining room, two inviting living areas, and a convenient eat-in kitchen made for everyday living . But the amenities don't end there! The upper level offers five generously sized bedrooms, along with a finished walk-up attic that provides flexible bonus space, ideal for a home office, playroom, or hobby room. From the fourth-floor walk-up attic, to the unfinished walkout basement, this home is filled with potential, offering endless opportunities for additional living space, recreation, storage, or whatever you envision! Last, but certainly not least - Stepping outside, you will find two expansive front and rear decks, perfect for relaxing, entertaining, or enjoying your morning coffee! Conveniently located approximately one hour from New York City and just minutes from major highways, shopping, dining, and everyday conveniences. Schedule your showing today and call this beautiful property home!

23 Allison Drive, Monroe

$1,299,000
4 Beds 4 Baths 1015235 MLS
New updates just completed: Fresh paint throughout and new pavers enhance the home’s curb appeal. HVAC upgrade prior to sale: The seller will professionally install a cooling HVAC system before closing. Secluded Trout Brook Estate: Expansive 5,700+ Sq Ft, 6-Car Garage, Ready for Multi-Gen Living and Entertaining. Nestled on nearly six private acres in the exclusive Trout Brook Estates, this expansive Colonial-style estate blends classic elegance with modern comfort. Built in 1993 and thoughtfully designed for multi-generational living and refined entertainment, the home offers generous space, lush privacy, and resort-style amenities. The property features a fully finished basement with a secondary kitchen, expanding living and entertaining options. This residence spans approximately 5,712 square feet and includes four bedrooms and four bathrooms. The traditional Colonial design is complemented by multi-level living areas, formal dining, a dedicated home office, and a flexible exercise/rec room. The addition of a fully finished basement with a secondary kitchen enhances hosting capabilities and provides a versatile space for guests, or recreation. Inside, cathedral ceilings, and three fireplaces add warmth and ambiance. The eat-in kitchen with granite counters remains ideal for daily meals and casual gatherings, while the spacious primary suite is complemented by well-appointed secondary bedrooms, all designed for comfort and convenience. Outdoor entertainment is highlighted by a private in-ground pool, expansive patio and porch, and a 6-car attached garage for ample storage and parking. The finished basement expands living or recreational space, offering additional options for fitness, entertainment, or quiet retreat. In total, the property combines substantial size with exceptional privacy, and it holds strong potential for future customization to suit evolving lifestyle needs. Located close to Monroe amenities, with easy access to major roadways for commuting, this home is less than an hour from New York City and near parks, nature trails, and outdoor recreation opportunities. See it, love it, own it—arrange your private showing and begin the next chapter.

16 Sunset Ridge, Monroe

$795,000
4 Beds 4 Baths 1014862 MLS
Welcome to 17 Allison Drive in Monroe, NY, a beautifully maintained Tudor-style home offering timeless curb appeal, manicured grounds, and exceptional pride of ownership throughout. Set on an acre at the end of a cul-de-sac, this impressive residence features over 2,700 square feet of living space. The main level offers a comfortable and functional layout with a spacious family room, eat-in kitchen, formal dining room, two half baths, and a versatile bonus room ideal for a home office, guest room, gym, or additional bedroom. A formal living room featuring a fireplace serves as a warm and inviting space for entertaining or unwinding at the end of the day. The top level consists of 4 bedrooms and 2 full baths. The home is further complemented by a recently replaced roof, providing added peace of mind for years to come. Conveniently located near Route 17, Palisades Parkway, and the New York State Thruway, offering easy access for commuters and travelers alike. Just minutes from Woodbury Common Premium Outlets, Heritage Trail, local parks, restaurants, and shopping. Approximately one hour from New York City. Call to schedule a private showing today.

17 Allison Drive, Monroe

$900,000
4 Beds 2 Baths 997767 MLS
Rare opportunity to purchase this gorgeous property that consists of 3 homes nestled on 3.5 beautiful acres. The main Colonial residence has been gutted and will need to be renovated/rebuilt, however, you can live in one of the additional two residences while you renovate! The 2nd residence called the “stone cottage” has 2 fieldstone fireplaces, a full kitchen, a vaulted ceiling in the bedroom, a washer/dryer, and a full bath. The 3rd residence is called the “white cottage” and sits atop the highest point on the property. This charming cottage has 2/3 bedrooms, a large kitchen, a full bath, and a new 400 sq ft Trex deck with custom railings that is totally private to enjoy the 3.5 acres of trees and woods. Perfect opportunity to rent out the additional homes and have the property pay for itself. The property has all this to offer, stone walls surrounding the compound, 50,000-gallon custom built gunite in-ground pool with glass tile, patios overlooking the gorgeous park-like grounds, and a tennis/pickleball/basketball sports court. All this and you also have lake rights and the property is located in the sought after Village of Monroe near Mill Pond with Monroe-Woodbury Schools. Fantastic commuter location, close to restaurants, quaint boutiques, farmers markets, wineries, shopping, state parks, 50 miles to NYC, near 84, 87, 17, Metro North/ NJ Transit & buses to NYC, Stewart & West Point. Schedule to see it now, this one will not last. Owner open to creative offers and/or partnering on renovation and sale!

651 Lakes Road, Monroe

$449,000
2 Beds 2 Baths 1013310 MLS
New Beginnings start with 17 Valley Ave. Not only is this home adorable but there is a heated detached garage/workshop waiting for you. Use it to hold all your cars or toys and save the other side for your crafts, hobbies or maybe even your home business. Wait till you see the exposed beams,cathedral ceiling,large side yard and the garage/workshop. Sitting pretty in the heart of Central Valley within the town of Woodbury is this charming piece of history where the Arden Dairy Company used to be. Dating back to 1880 this two bedroom gem offers both old world charm with modern updates. Step into the mudroom and into the vintage kitchen displaying white cabinets with newer appliances and a skylight allowing for natural light. The dining room offers a spot to gather and boasts gorgeous refinished hardwood floors that flow into the living room. Adjacent to the living room is an adorable sun room where your plants and flowers will flourish. This room currently doubles an office space. Now up the staircase to the second floor where you’ll find the primary bedroom with exposed beams and high ceilings and added storage above, a wall of closets and recessed lighting. The second bedroom on this floor is ample-sized and overlooks the side yard. The remodeled, full-bath has a tiled tub and a block glass wall. Now let's talk about outside. Just shy of a level half acre, the property has a stone patio which is the perfect place to relax and has bonus built ins. The converted barn with the original tin roof is now a heated workshop with an oversized two car garage and a bonus loft upstairs waiting to be finished. The home has public water and sewer and reasonable taxes. An ideal location for commuters, the home is 2 miles from I-87, Route 17, Route 6, and the Shortline bus stop into NYC. If you prefer the train, Metro north station is a 10 minute drive. Best of all is the Woodbury Parks and Recreation exclusive to Woodbury residents. It includes two parks...John Burke pool which is a beautiful pool with water slides, sprinkle fountains and cabanas for rent and Earl Reservoir which offers a swimmable lake with a high dive and dock, a pavilion with bar-b-ques, playgrounds, ball fields, walking trails, and even a dog park. Walk to the old time custard stand, the local diner, cafes, post office, and library. Close to West Point and Stewart Airport. Woodbury Common Shopping Outlet is right down the road. Schedule your private tour today. You're going to love it!

17 Valley Avenue, Central Valley

$489,000
3 Beds 2 Baths 1012089 MLS
Charming and full of historic character, this solidly built home offers timeless appeal with original details, high ceilings, and classic radiator heat. Natural sunlight fills the home throughout the day, streaming in through well-positioned windows and two skylights that brighten the dining area. The home's thoughtful design helps keep it comfortable year-round, staying surprisingly cool. Enjoy the added benefit of solar panels that help reduce energy costs and enhance the home's overall efficiency. The spacious deck serves as a true extension of the living space, providing the perfect setting for outdoor dining, entertaining, or simply relaxing while overlooking the backyard and in-ground pool. This pool is a premium Anthony & Sylvan gunite swimming pool, renowned for its exceptional quality, durability, and craftsmanship. Surrounding the pool is a specially engineered cool-deck surface designed to remain comfortable underfoot, even during the hottest summer days. The pool was in good condition when last used, though it has not been operated in several years. The roof was replaced in 2007 with a 30 year shingle. A wonderful opportunity to own a home with character, warmth, efficiency, and lasting quality. Ideally situated in an excellent commuter location, this home offers both convenience and comfort, making it a perfect choice for today's lifestyle.

605 Stage Road, Monroe

$785,000
5 Beds 5 Baths 1012601 MLS
Discover this exceptional luxury residence located in a highly sought-after neighborhood. This one-of-a-kind property offers an expansive layout designed for comfortable living and entertainment. The home features a magnificent kitchen with elegant granite countertops and a family room characterized by cathedral ceilings and a fireplace. The residence includes five generously sized bedrooms and five bathrooms. Notably, the primary suite features a whirlpool tub, while an additional upstairs bedroom also included an ensuite full bathroom. Furthermore, the ground level contains a mother-in-law suite complete with a kitchenette, dinette, and full bath. The exterior serves as a private oasis, featuring a heated inground pool, a paver patio, and meticulously landscaped front and back yards. Additional amenities include central air conditioning and a beautiful, private setting conveniently located just minutes from Woodbury Common and transportation to New York City. Don't miss out, schedule your showing today!

1 Cindy Lane, Highland Mills

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.