Refine Search
Sort by
$399,000
2 Beds 2 Baths 1021537 MLS
Motivated Seller! Nestled at the end of a quiet road, this move-in ready home offers the perfect blend of privacy, comfort, and year-round recreation. Public records reflect 2 bedrooms and 2 full bathrooms; however, the home also features a versatile bonus room that is currently utilized as a third bedroom and includes access to a private en-suite bathroom, providing additional flexibility for guests, a home office, or extended living. The bonus room also has a door that leads to a small back deck, and the kitchen includes a door that opens to the same small back deck. Whether you're searching for a full-time residence, a weekend getaway, or an investment opportunity, this property offers exceptional potential. Its desirable location makes it well-suited as a year-round home, vacation retreat, or short-term rental. Enjoy the best of the area just minutes from beautiful Greenwood Lake, where boating, fishing, kayaking, and waterfront dining await. Outdoor enthusiasts will appreciate nearby hiking trails, while winter recreation is just a short drive away at Mount Peter Ski Area. Shopping and dining are conveniently located within approximately 15 minutes, including the renowned Woodbury Common Premium Outlets. Commuters will also appreciate being only about one hour from New York City, making this an ideal escape from city life without sacrificing accessibility. If you're looking for a peaceful setting with easy access to recreation, shopping, and major destinations, this property is one you won't want to miss.

44 Cooper Road, Monroe

$549,900
3 Beds 2 Baths 1021151 MLS
Impeccably maintained and lovingly cared for, this spacious 3-bedroom, 2-bath , 48 foot bi-level ranch offers comfort, functionality, and timeless appeal in one of Monroe’s desirable private cul-de-sac settings. Step inside to find bright, welcoming living spaces, generous room sizes, and beautiful hardwood floors that add warmth and character throughout much of the home. The inviting main living area is centered around a cozy wood-burning fireplace, creating the perfect space to relax and gather. The kitchen offers upgraded cabinetry, excellent workspace, and easy flow into the dining area—ideal for both everyday living and entertaining. Downstairs, the finished lower level provides incredible bonus space perfect for a family room, recreation area, home office, or guest setup, complete with a full bath and abundant storage. The home also features a large 2-car garage, offering plenty of room for vehicles, tools, storage, or hobby space and stairs to the attic that has flooring and abundant storage space. Major recent upgrades provide peace of mind, including a new roof, replaced several window panes, new outside accent lighting fixtures, Brazilian Oak flooring upstairs with transferable warranty, Stone Coast Pineengineered vinyl plank flooring downstairs with a lifetime warranty, rebuilt deck, updated water filtration system, HVAC improvements, driveway was recapped and resealed, chimney repairs, newer appliances, and more. Outside, enjoy beautifully maintained grounds and a private setting with the convenience of low-maintenance HOA services. This is the kind of home buyers wait for—solid, spacious, move-in ready, and clearly cared for with pride.

152 Highland Avenue, Monroe

$1,149,000
5 Beds 3 Baths 1020835 MLS
FINAL OPPORTUNITY — BEFORE IT BECOMES A RENTAL! The builder is giving buyers one final opportunity to own this exceptional new-construction with YEAR ROUND LAKE VIEWS before committing it to a rental. HOUSE AND PROPERTY OF THIS QUALITY, DRAMA AND CUSTOM FINISHES OVERLOOKING A LAKE IS A RARE FIND in this area! Just 60 minutes from New York City just beyond 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. AMENITIES LIST IN DOCUMENTS!

133 W Mombasha Road, Monroe

$339,999
2 Beds 1 Baths 1017075 MLS
Escape to your own private woodland retreat with this beautifully renovated year-round home in Mountain Lodge Park. Surrounded by mature trees and offering a true cabin-like feel, this charming property combines rustic character with modern conveniences. Inside, you'll find two generously sized bedrooms and a stunning newly renovated full bathroom featuring double rainfall shower heads for a spa-like experience. The inviting living room centers around a cozy wood-burning stove, creating the perfect gathering space, while the separate dining room is ideal for everyday meals or entertaining. A versatile den/mudroom with laundry hookups offers endless possibilities—use it as a home office, playroom, craft room, additional sitting area or whatever fits your lifestyle. Recent improvements include all new plumbing, a tankless water heater, new carpeting, and an efficient ductless heating and cooling system with a heat pump, providing year-round comfort. The home is fully electric for simplified utility management. Outside, a detached one-car garage with a brand-new roof provides additional storage and parking. Beautiful glass-pane windows add warmth and character while bringing in natural light and showcasing the peaceful wooded surroundings. Located within the sought-after Washingtonville School District and just minutes from Metro-North, this home offers the perfect balance of privacy and convenience. Whether you're searching for a full-time residence or a relaxing weekend getaway, this unique property is ready to welcome you home.

12 Cascade Trail, Monroe

$329,000
3 Beds 2 Baths 1017854 MLS
Welcome to this charming 3-bedroom colonial home, offering comfort and modern updates throughout. The home features three nicely sized bedrooms filled with natural light and ample closet space. The main level includes a spacious kitchen and a large dining/living room, perfect for everyday living and entertaining. A bright home office with a cozy fireplace adds warmth and character to the home. Additional highlights include a convenient laundry room, a welcoming front porch, and a rear deck ideal for outdoor relaxation. The backyard also offers a shed, providing excellent storage space. Recent upgrades such as a new boiler and a new roof provide peace of mind and long-term efficiency. The first floor has been freshly painted, creating a clean and inviting atmosphere. Located in a friendly neighborhood close to schools, parks, and amenities, and just minutes from the famous Schunnemunk State Park, this well-maintained home is truly move-in ready.

2 Echo Trail, Monroe

$699,000
4 Beds 4 Baths 1012887 MLS
Welcome to an unparalleled lifestyle of luxury and leisure in Mansion Ridge, Orange County’s premier gated community. Nestled alongside a pristine Jack Nicklaus Signature Golf Course, this spectacular, completely renovated (2021) three-level townhouse offers the perfect blend of sophisticated design and resort-style amenities. Step inside to an airy, light-filled main level with hardwood floors and a cozy gas fireplace. The heart of the home is the chef-inspired gourmet kitchen, featuring: quartz countertops including an extra-large center island, a dedicated coffee nook and a chic wet bar for hosting. Seamless flow to the outdoor deck, complete with a retractable awning—ideal for evening cocktails overlooking the manicured fairways. Head to the upper level, where eco-elegant bamboo flooring guides you to the expansive primary suite. Wake up to sweeping, serene golf course views and indulge in a spa-like ensuite bathroom that rivals the world’s finest resorts. It boasts: cozy radiant heated floors, an extra-large shower equipped with dual regular showerheads plus a rainfall head and a deep Japanese soaking tub for ultimate relaxation. The fully finished walk-out lower level is a dedicated sanctuary for health and entertainment. It features a spacious gathering room, a private fourth bedroom, and your very own wellness center equipped with an Endless Pool and a Clearlight Infrared Sauna. No detail has been overlooked, right down to the garage, which features a Level 2 EV charger and stylish, durable perforated utility tile flooring. Situated in one of the region's most highly desirable enclaves, you are just minutes from the world-class shopping at Woodbury Common Premium Outlets. Best of all, this tranquil retreat is located just 50 miles from midtown Manhattan, offering an effortless commute to NYC via nearby train, bus, or highway. Experience the pinnacle of sophisticated suburban living. A definite must see!

38 Pinehurst Circle, Monroe

$510,000
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

$199,999
2 Beds 1 Baths 1013425 MLS
Located in Monroe, NY within the highly desirable Washingtonville Central School District, this Cape Cod presents a rare opportunity to secure space, flexibility, and value in today's competitive market. Legally configured as a 2-bedroom home, the property also features two additional bonus rooms that can accommodate a variety of needs, including home office space, guest accommodations, hobby rooms, fitness areas, or other flexible living arrangements. The home has been well maintained where it matters most, with the roof and heating system both replaced within the last six years, providing added peace of mind for future ownership. A few cosmetic updates and personal touches will allow the next owner to make the space their own while enjoying the benefits of a solid home with excellent potential. Fresh paint and minor touch-ups could quickly enhance an already appealing property. The versatile floor plan, desirable location, and major system updates create a compelling opportunity for buyers seeking value in today's market. Homes offering this combination of location, flexibility, and upside in Washingtonville School District are becoming increasingly difficult to find. Schedule your private showing today and discover the opportunity before it's gone.

60 Higgins Trail, Monroe

$220,000
3 Beds 1 Baths 1017469 MLS
Tucked into the mountainside and ideally located just off Mountain Lodge Road, this charming bungalow offers the perfect combination of privacy, character and modern convenience. Situated as the second home along the trail, the property enjoys a peaceful setting surrounded by natural beauty while remaining easily accessible. Classic cedar shake siding adds timeless curb appeal, while the well maintained interior reflects true pride of ownership. The spacious kitchen features a cozy breakfast nook, creating the perfect spot for casual meals and morning coffee. Comfortable living spaces extend seamlessly to a private back patio, ideal for relaxing, entertaining or enjoying the tranquil mountain surroundings. The well-appointed bath includes a whirlpool tub, providing a spa-like retreat after a day of outdoor adventure. Recent improvements include a brand-new electric meter, new stove, new washer and dryer and numerous additional updates that enhance both comfort and functionality. Whether you're searching for a full-time residence, weekend retreat, or mountain getaway, this move-in-ready home offers warmth, charm, and exceptional care in a serene and sought-after setting. Excellent commuter location, just minutes to major highways and public transportation to NYC.

25 Sylvan Trail, 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

$249,999
1 Beds 1 Baths 1016381 MLS
Tucked away among the peaceful settings of Mountain Lodge Park in Monroe, NY is this charming cabin-style retreat that offers the perfect blend of rustic character and modern comfort. Featuring 1 bedroom, 1 bathroom, a bonus room and a very cool loft. The 688 square feet of thoughtfully designed living space make this unique home on a quiet trail an ideal setting for those seeking privacy and tranquility. Step inside to an inviting open-concept layout highlighted by exposed wood beams, warm natural finishes, and a cozy wood-burning stove that serves as the heart of the home. Recessed lighting and a ceiling fan provide contemporary touches while maintaining the cabin's rustic appeal. The versatile loft area offers additional living, sleeping, or workspace options, adding flexibility to the home's efficient design. Outside, the welcoming front porch provides the perfect place to enjoy your morning coffee while taking in the serene woodland surroundings. As an added bonus, the property includes a private sauna, creating your own personal retreat after a day of hiking, exploring, or simply enjoying nature. Whether you're searching for a weekend escape, a vacation property, or a year-round residence, 25 Gloria Trail offers a rare opportunity to embrace a peaceful lifestyle surrounded by nature without sacrificing modern conveniences. NOTE: The large shed across from the driveway is a separate property and not part of this listing

25 Gloria Trail, Monroe

$575,000
4 Beds 3 Baths 1009743 MLS
Motivated Seller!!! 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

$649,000
5 Beds 3 Baths 1014145 MLS
Large & Spacious expanded 5-bedroom, 3 bath raised ranch sits on a private level acre in Monroe, offering exceptional potential for its next owner. The home features a generous floorplan with 4 bedrooms on the main level, a bright kitchen, formal livingroom, central air, fireplace, hardwood-floors in the living room, roof (2019) Furnace (2018) and newer Hot Water Heater (2021). The primary ensuite includes a standup shower, jacuzzi tub, walkin closet and striking black marble fireplace. A fifth bedroom on the lower level with a full bath could provide a private area for guests visiting or in-law suite possibilities. Step outside to a large deck off the kitchen, overlooking a 20 x 40 in-ground pool surrounded by a peaceful, wooded backdrop, perfect for summer relaxation and entertaining. An added lower level with stairs off the main floor adds even more versatility with a spacious recreation room and wet bar, ideal for gatherings or extended living space. Conveniently located near shopping, major commuter routes, local amenities, lakes, hiking trails, and Monroe Woodbury Schools, this home offers space, privacy and a great potential for its next owner. While the home offers great space and desirable features, updating and repairs are needed giving buyers the opportunity to customize and add value over time. With vision and improvements, this property can truly shine! A must see!

67 Carol Drive, Monroe

$569,900
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

$694,900
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

$1,199,000
4 Beds 4 Baths 1015235 MLS
NEW PRICE! Ready to sell! Highly motivated seller. Sold as-is. Recent updates include fresh paint in select areas and new pavers for enhanced curb appeal. Located approximately one hour from NYC with convenient access to major roadways. Welcome to this secluded Colonial in desirable Trout Brook Estates, set on nearly 6 private acres with over 5,700 sq ft of living space. This spacious property offers 4 bedrooms, 4 flex rooms, 4 baths, an in-ground pool, an attached 6-car garage, and additional unfinished space above the garage for future possibilities. Designed for privacy, entertaining, and flexible living, the home features cathedral ceilings, 3 fireplaces, formal dining, a home office, exercise/rec room, sunroom, and an eat-in kitchen with granite countertops and two ovens. The fully finished basement includes a second kitchen, offering excellent versatility for guests, recreation, entertaining, or extended living needs. Outdoor living is a standout with a private pool, patio, porch, and peaceful wooded surroundings. Conveniently located near Monroe amenities, parks, trails, shopping, and commuter routes, this property offers rare space, privacy, and value. Schedule your private showing today.

16 Sunset Ridge, Monroe

$699,900
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

$749,000
4 Beds 3 Baths 1013628 MLS
Welcome to this spacious Colonial offering nearly 2,800 square feet of living space on a private 1-acre lot in one of the most desirable neighborhoods in the Village of South Blooming Grove. The main level features a bright living room, kitchen with dining area, family room, laundry room, and a convenient half bath. Upstairs you'll find a spacious primary suite with a private full bath, along with three additional bedrooms and another full bathroom. The finished lower level provides additional living space, including a large family room, office, and bonus room ideal for storage or recreation. An attached two-car garage, two decks, and a storage shed add to the home's appeal. Conveniently located just minutes from Woodbury Common, shopping, restaurants, major highways, and public transportation. Offering space, privacy, and convenience, this is a wonderful place to call home. Schedule your showing today!

288 Prospect Road, Monroe

$749,000
4 Beds 3 Baths 1013490 MLS
Welcome to this beautifully maintained split-level home offering a bright, spacious layout and exceptional outdoor living. Sun-filled living and dining areas feature hardwood floors and large windows that create a warm and inviting atmosphere throughout the main level. The well-appointed kitchen boasts wood cabinetry, granite countertops, a tiled backsplash, and a center island with seating, making it an ideal space for both everyday living and entertaining. Sliding doors lead to an elevated deck overlooking the backyard, providing a peaceful setting to relax and enjoy the outdoors. Outdoor amenities continue with a large additional deck and patio area, offering plenty of space for gatherings, outdoor dining, and recreation. The expansive yard features open green space and a storage shed, creating endless possibilities for play, gardening, or future enhancements. Combining comfortable living spaces, abundant natural light, and outstanding outdoor areas, this property presents a wonderful opportunity to enjoy a move-in-ready home with room to grow and make it your own.

46 Merriewold Lane N, Monroe

board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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.