1,852 houses for sale in Monroe town, Orange County New York

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

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 overloo

Multi-Use Investment Opportunity – Village of Monroe, NY Approx. 12,000 sq ft multi-use building situated on a private gated 2.9-acre property in the Village of Monroe. Built in 2020, the property offers modern construction and flexible layout suitable for a variety of permitted uses. Property currently being used as a private high school with dormitory and both residential units as residence. The building features four full kitchens, 15 bedrooms, 28 bathrooms and on-site parking for 15+ vehicles. Property is currently leased and configured for residential/institutional use. Convenient location within close proximity to shopping, services, and major roadways, offering both accessibility and privacy. Potential uses may include educational facility, daycare, residential program, office space, wellness or medical services, retreat facility, hospitality use, or event space, subject to municipal approvals and zoning requirements. This property offers a unique opportunity for investors or or

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 C

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

Dramatic price improvement – exceptional value in the heart of monroe! A remarkable opportunity just became even more attractive! With a significant price improvement, 45 Summit Street in the Village of Monroe is now one of the area's most exciting offerings. Set on a beautifully positioned corner lot of more than one-third acre, this timeless Colonial combines classic character, modern updates, and an unbeatable location. Imagine being just a short stroll from shopping, the Millponds, the public library, restaurants, and convenient NYC transportation—all while enjoying the charm and tranquility of one of Monroe's most beloved neighborhoods. Surrounded by distinctive homes, mature landscaping, and tree-lined streets, this residence offers the architectural character often found in established metropolitan communities, paired with the peaceful lifestyle of the Hudson Valley. Inside, you'll find 3-4 bedrooms, 1.5 baths, sun-drenched living spaces, gleaming hardwood floors, and a cozy woo

Well-maintained and updated 4-bedroom home situated on a quiet cul-de-sac. Features spacious living area, an oversized deck, in-ground pool, large backyard, and 2-car attached garage. Framed by mature trees, offering privacy and convenience in equal measure. Ideally located near Kiryas Joel, South Blooming Grove, shopping, and everyday amenities. An exceptional blend of space, comfort, and location. Experience all this property has to offer—schedule your private showing today

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

Set on a beautifully landscaped lot with mountain views, this refined Colonial delivers space, light, and a smart, functional layout. This 4-bedroom, 2.5-bath Colonial (built in 2012) offers 2,740 square feet of beautifully proportioned space, plus a basement with high ceilings currently enjoyed as a home gym. Inside, the home balances elegance and comfort: a classic foyer entry, a coffered-ceiling living room anchored by a fireplace, a formal dining room, and a spacious family room for effortless everyday living. The heart of the home is the chef’s kitchen, featuring granite countertops, a center island, updated backsplash, and stainless-steel appliances, opening to a sunlit breakfast area that also works perfectly as a home office. Step outside to a large, newer composite deck, a wraparound porch and fully fenced backyard. Your private setting for outdoor dining, relaxing, and entertaining. Upstairs, high ceilings elevate the retreat-like feel of the primary suite, complete with a sp

NEW ROOF just installed*. Amazing Home, Amazing Price! Come see this beautiful home that perfectly combines style, comfort, and space. The modern design and fresh interior make it a place you’ll love coming home to every day. Bright, open rooms flow nicely for both family living and entertaining guests. Sitting on nearly an acre of land on a quiet, peaceful street, this property offers plenty of outdoor space for gardening, playing, or simply relaxing in your own private backyard. Located in a great neighborhood with easy access to schools, parks, and local shops—this home truly has it all. Don’t miss your chance to make it yours! The 4. And 5-bedroom will be completed after construction is finished—ask us for details and finished basement plans with permits!

Welcome to this beautifully maintained home featuring exceptional curb appeal and thoughtful outdoor living spaces. The property boasts attractive landscaping that enhances its charm year-round, while solar panels provide energy-efficient living and long-term savings. A spacious driveway offers ample parking for family and guests. The home’s exterior is complete with well-maintained gutters and quality finishes that reflect pride of ownership. Step into the backyard oasis, where a custom patio creates the perfect setting for entertaining and relaxation. Gather around the built-in fire pit on cool evenings or enjoy outdoor dining beneath the elegant pergola, surrounded by lush landscaping and a peaceful atmosphere. This home seamlessly combines comfort, functionality, and outdoor beauty, making it a wonderful place to call home

Exceptional Opportunity – Last Lot Available in this Sought-After Premier Circle Development! Don’t miss your chance to build your dream home in one of the area’s most desirable neighborhoods. This prime lot comes with ready-to-go architectural plans for a beautiful 3,347 sq. Ft. private residence featuring an elegant layout, spacious living areas, and a two-car garage. Designed with both comfort and style in mind, the plans include generous indoor–outdoor flow, and premium opportunities throughout. Enjoy the benefits of a thriving neighborhood close to schools, shopping, parks, and everything in between! With all approvals ready and only one lot approved for a single-family home remaining, this property offers a rare blend of convenience, Luxure, and potential. Build your vision today – opportunities like this don’t last long

Welcome to Sky View Hills 39 Overlook Rd, Monroe, NY. Nestled on a spacious lot, this classic Cape Cod offers 3 bedrooms and 2 full baths in one of Orange County's most convenient and desirable locations. With timeless curb appeal and a versatile floor plan, this home is ready for its next chapter. The Cape Cod layout delivers comfortable main-level living with generous natural light throughout. The. 37-acre lot opens up a world of outdoor possibilities — room to garden, entertain, play, or simply unwind in your own private setting. Located in Monroe, you're just minutes from the shops and dining of downtown, Woodbury Common Premium Outlets, Harriman State Park, and major commuter routes including the NYS Thruway and Route 17. Enjoy the perfect balance of suburban tranquility and everyday convenience. Don't miss this opportunity. Schedule your private showing today!

Welcome to 27 Margaret’s Road, where privacy, outdoor living, and endless summer memories come together on just under one acre of beautifully maintained property in Monroe. Tucked away in a peaceful setting surrounded by mature trees and lush landscaping, this expanded home offers the rare combination of space, seclusion, and resort-style backyard living. Step outside and discover the true centerpiece of the property, an expansive backyard oasis designed for entertaining and relaxation. Whether you’re hosting summer barbecues, pool parties, family gatherings, or simply enjoying a quiet evening under the stars, this property delivers the lifestyle buyers dream about. The large in-ground pool features a newer liner and generous decking, while the sprawling yard provides ample room for recreation, pets, gardening, or future outdoor enhancements. Surrounded by mature landscaping and privacy fencing, the backyard feels like your own private retreat. Inside, the home offers approximately 3,3

A Secluded Sanctuary for Peaceful, Elevated Living in the Heart of Nature. Discover a rare opportunity to own an architecturally distinctive retreat where the peace of nature meets the comfort of modern living. Nestled in the tranquil outskirts of the Sapphire Lake community, this exceptional offering includes a beautifully designed 3-bedroom, 2.5-bath home on two lots totaling just over 10 acres, with both lots being sold together. More than just a residence, this 2,455-square-foot property offers privacy, space, and a truly special setting unlike the ordinary. From the moment you arrive, the home’s unique architectural design sets it apart, blending character, warmth, and functionality in a way that feels both inviting and unforgettable. Inside, a cozy fireplace anchors the main living space, creating the perfect atmosphere for quiet evenings or gatherings with friends. The thoughtful layout balances open, welcoming areas with private spaces designed for comfort and retreat. The spac

Welcome to 25 Oreco Terrace, a home with the kind of comfortable layout that can fit many different chapters of life. Whether you are purchasing your first home, simplifying into one-level living, looking for a place to make your own, or considering an investment opportunity, this three-bedroom home offers a practical floor plan with plenty of flexibility. The main level includes a welcoming living room, an eat-in kitchen, three bedrooms, a full bathroom, and an additional half bathroom. The full basement offers additional usable space for storage, a workshop, exercise equipment, or other household needs. Outside, the deck and terraced backyard create distinct areas that accommodate many different types of recreation, gardening, entertaining, and relaxation. Conveniently located near shopping, schools, parks, and major commuter routes, 25 Oreco Terrace is ready for its next owner to make it home

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 pr

Opportunity & Location! Renovated Colonial-style home located in the Village of Monroe, NY. This bright and spacious home features sunny, oversized rooms and all municipal services. Perfect for entertaining, it is conveniently close to shopping, public transportation, major highways, and everyday conveniences. Situated in a wonderful neighborhood with so much to offer, this home is just waiting for you

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 comp

Welcome to this spacious and beautifully maintained Cape Cod-style home offering comfort, functionality, and timeless appeal. Gleaming hardwood floors and an abundance of windows fill the home with natural light, creating a warm and inviting atmosphere throughout. The main level features a thoughtfully designed layout, including a formal living room and formal dining room—perfect for entertaining—alongside a gourmet-style kitchen that opens seamlessly to the family room for everyday living. Sliders lead out to a large deck with beautiful views, providing the ideal setting for outdoor dining and relaxation. A first-floor bedroom with a full bath adds flexibility for guests or multi-generational living. Upstairs, the primary bedroom offers its own private bath, while two additional spacious bedrooms and a full hall bath complete the second floor. The finished basement expands your living space with sliders leading to a patio and backyard, perfect for indoor-outdoor enjoyment. Ideally loc

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, hal

Cedar & stone craftsman colonial — municipal water, sewer and natural gas. TIMELESS CHARACTER WITH MODERN UPDATES This beautifully maintained 4-bedroom, 2-bath Craftsman-style Colonial blends historic charm with thoughtful modern enhancements. Rich in character, the home showcases ORIGINAL MOLDINGS, architectural details, and HARDWOOD FLOORS THROUGHOUT, complemented by 9-FOOT CEILINGS on both the first and second levels. The main foyer entry makes an unforgettable first impression, highlighted by a stunning period STAINED GLASS'FANLIGHT TRANSOM WINDOW' set above elegant French doors—an extraordinary architectural feature that reflects the home’s heritage and craftsmanship. The living and formal dining rooms are highlighted by classic BAY WINDOWS that fill the home with natural light, while a striking GRANITE FIREPLACE creates a warm and inviting focal point. Modern upgrades include first floor radiant heat, mini-split a/c unit and all updated electrical wiring for comfort and efficienc

Nestled on a beautifully landscaped lot surrounded by mature trees, this well-maintained property offers the perfect blend of comfort, privacy, and outdoor enjoyment. A long paved driveway provides ample parking and welcomes you to this charming residence featuring inviting curb appeal and peaceful natural surroundings. Offering a total of 4 bedrooms and 2 full bathrooms, this home provides flexible living space to accommodate a variety of lifestyles. The comfortable interior is complemented by serene outdoor views, creating a warm and inviting atmosphere throughout. Step outside and discover your own backyard oasis, complete with a spacious elevated deck, an above-ground swimming pool, and multiple areas for relaxing or entertaining. Whether you're hosting summer gatherings, enjoying a quiet morning coffee, or unwinding poolside, this outdoor space is designed for making lasting memories. A standout feature of the property is the impressive two-level pool house, offering additional sp

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank