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$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

$989,000
4 Beds 5 Baths 24185087 MLS
Experience comfort, space and style in a great family neighborhood. 4700 SF of total living area includes spacious primary suite and 3 additional bedrooms with second full bath upstairs. First floor bedroom / study with closet and bath, great room with fireplace, large bright living room, private dining room with glass doors and fully appointed kitchen on main level. Hardwood throughout main floor, granite counters in kitchen and most baths. Additional guest bedrooms and play areas in attractively finished basement with full bath. 3 car garage and breezeway with closet. Recently paved driveway with front circle and wonderfully landscaped, level property make for great curb appeal. Full attic with huge storage potential. Furnace, AC, Garage Doors and Roof all recently replaced.

109 Benedict Rd, 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

$749,900
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

$329,000
1 Beds 2 Baths 24184761 MLS The Hills Of Monroe BLDG.
Welcome to The Hills of Monroe! This spacious and versatile one-level ranch-style condo offers the ease of low-maintenance living in one of Monroe's most desirable condominium communities. Featuring 1 bedroom plus a potential second bedroom, home office, or den, and 2 full bathrooms, this home provides flexibility to fit your lifestyle. The inviting living room is the heart of the home, complete with a cozy fireplace and plenty of space for relaxing or entertaining. The adjoining dining room flows seamlessly into the eat-in kitchen, creating a comfortable and functional layout. The generous primary bedroom features a large walk-in closet and easy access to a full bath, while the additional room is ideal for guests, a home office, or a second bedroom. Enjoy the convenience of in-unit laundry, a one-car garage, and additional basement storage for all your seasonal and household needs. Step outside to your private covered balcony overlooking a peaceful wooded setting, offering the perfect spot to enjoy your morning coffee or unwind at the end of the day. Residents of The Hills of Monroe enjoy beautifully maintained grounds, a clubhouse, pool, tennis/pickleball courts, and a convenient location close to shopping, dining, and major commuting routes. This rare one-level living opportunity combines comfort, privacy, and convenience in a sought-after community. Perfect for downsizers, first-time buyers, or anyone seeking maintenance-free living in a tranquil Monroe setting.

211 Windgate Cir Unit B, 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

$899,000
5 Beds 4 Baths 1014562 MLS
New Construction! Beautifully designed attached homes featuring approximately 2,600+ sq. ft. of thoughtfully planned living space. The main level offers an open-concept layout with a spacious living room, formal dining area, large kitchen with center island, family room, private office, and powder room. Upstairs, you'll find 5 generously sized bedrooms, including a primary suite with walk-in closet and private bath, along with 3 full bathrooms and a convenient laundry area. Enjoy modern finishes, abundant natural light, and a functional floor plan designed for today's lifestyle. Ideally located near shopping, schools, parks, and major commuter routes. A rare opportunity to own a brand-new home with spacious living areas and exceptional value. Expected completion date to be announced. Taxes to be determined.

20 Dallas Drive Unit #102, 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

$669,000
4 Beds 2 Baths 24183917 MLS
Not your average split-level! This beautifully renovated contemporary home offers 4 bedrooms, 2 full baths, and a flexible layout designed for today's lifestyle, all set on a quiet cul de sac in Monroe's desirable Stepney neighborhood. Step inside to a bright, open concept interior filled with natural light and warm hardwood floors throughout. The updated kitchen flows seamlessly into the spacious living area, creating an inviting setting for everyday living and entertaining. Sliding glass doors open to an expansive deck overlooking the beautifully landscaped yard, extending the living space outdoors. Upstairs, you'll find three generously sized bedrooms and a beautifully renovated spa-inspired bath featuring a tiled walk-in shower and soaking tub. The primary bedroom offers a truly distinctive feature, a walk down closet accessed by a spiral staircase, providing exceptional storage and a unique architectural detail rarely found in homes of this style. The lower level adds even more versatility with a comfortable family room featuring a wood-burning stove, a fourth bedroom, and a full bath. Whether used for guests, a home office, gym, media room, or additional living space, this level easily adapts to your needs. Outside, enjoy multiple spaces for relaxing and entertaining, including a spacious deck and a beautiful stone patio with a built-in fire pit.

110 Bart Rd, Monroe

$270,000
1 Beds 1 Baths 24165641 MLS The Hills Of Monroe BLDG.
Welcome home to this highly desirable, first-floor ranch unit in the sought-after Hills of Monroe complex! Enjoy the ultimate convenience of one-level living with zero stairs to navigate. The bright and spacious floor plan flows seamlessly, leading out to your own private deck-the perfect tranquil spot for your morning coffee or evening relaxation and a fireplace for indoor relaxation during colder weather! A standout feature of this property is the attached one-car garage complete with oversized storage, offering space for seasonal items, tools, or hobbies. Move right in and take advantage of fantastic community amenities, including a refreshing in-ground swimming pool and tennis/pickle ball courts. Conveniently located near local schools, shopping, dining, and major commuting routes, this home offers the perfect blend of comfort and community!

210 Windgate Cir Unit A, Monroe

$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

$999,900
1 Baths 24182113 MLS
Exceptional mixed-use investment opportunity with tremendous upside potential on Route 25/Main Street. Positioned along a highly traveled corridor with approximately 18,000 vehicles passing daily and 155 feet of road frontage, this property offers outstanding visibility and accessibility for a wide range of commercial and residential uses. The property consists of four buildings, including a retail/office center (approximately 2,300 SF), a legal two-family residence (2 units totaling approximately 5,300 SF), a two-bay automotive garage (approximately 900 SF), and an additional storage building (approximately 500 SF). With parking for over 100 vehicles, the possibilities are endless. Currently underutilized, this is a rare value-add opportunity with the potential to significantly increase income through renovations, repositioning, or redevelopment. Ideal for restaurants, convenience retail, professional offices, automotive shop, specialty retail, mixed-use concepts, or franchise operators seeking maximum exposure. Whether you're an investor looking to expand your portfolio, an entrepreneur seeking a flagship location, or a developer searching for a high-visibility site with multiple revenue streams, this property delivers the frontage, traffic count, parking, and flexibility needed to create exceptional long-term value. Opportunities offering this combination of location, scale, and future potential are increasingly difficult to find.

802 Main St, Monroe

$749,999
4 Beds 3 Baths 1011740 MLS
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 3,300 square feet of living space with a bright and open layout designed for everyday comfort. The spacious kitchen flows seamlessly into the dining area and main living spaces, creating an inviting atmosphere for entertaining. Large windows fill the home with natural light, while the fireplace adds warmth and character throughout the seasons. The finished basement provides valuable additional living space, perfect for a recreation room, home gym, media room, playroom, or extended living needs. Recent updates and features include two-zone central air conditioning, propane heat, well water with a softener, a newer water heater, and a roof with substantial remaining life. Properties offering this level of privacy, usable land, and outdoor enjoyment are becoming increasingly difficult to find. Whether you’re relaxing poolside, entertaining friends and family, or enjoying the tranquility of nearly an acre of property, 27 Margaret’s Road offers a lifestyle that feels like a year-round vacation while remaining conveniently located near shopping, dining, commuter routes, and everything Monroe has to offer.

27 Margaret Road, Monroe

$845,000
5 Beds 3 Baths 1009862 MLS
WOW!! ONE OF A KIND OFFERING ---16.5 ACRES OF BEAUTIFUL PRIVATE PROPERTY IN THE TOWN OF MONROE - 2002 BUILT CENTER HALL STUCCO FACADE COLONIAL WITH OVER 5,000 sq.ft (3,355 two main levels + 1,866 sqft. lower level walkout basement. INCREDIBLE LAYOUT! IN ADDITION TO THE FOUR BEDROOMS UPSTAIRS, THE FIRST FLOOR HAS ITS OWN FIFTH BEDROOM AND PRIVATE BATHROOM PERFECT FOR GUEST QUARTERS AND/OR EXTENDED FAMILY LIVING. 3 CAR GARAGE AND PLENTY OF DRIVEWAY PARKING. So much to appreciate inside and out. The Chef's Kitchen is a dream! Its been upgraded with gorgeous cabinetry, new countertops, high end range for cooking and more! Adjacent is the nearby eat in space which comfortably seats your guests as you entertain in the open concept layout. Most of the rooms throughout this well maintained home are oversized, where you feel the spaciousness as you walk throughout. The lower level walkout basement is a huge perk! So much space for entertainment options and relaxation. There is easy access to the rear yard and the garages. ADDITIONAL FEATURES INCLUDE GORGEOUS REFINISHED HARDWOOD FLOORS, PRIVATE DECK FROM KITCHEN WITH SLIDING DOORS, TWO STORY FOYER WITH STUNNING CHANDELIER, VAULTED CEILINGS, MAIN LEVEL GREAT ROOM IN ADDITIONAL TO THE EXPANSIVE FORMAL LIVING ROOM. LOTS TO APPRECIATE HERE - COME AND SEE FOR YOURSELF. This home is located in the Monroe-Woodbury school district. You'll love the bucolic setting with nature as the backdrop as you enjoy the perks of country living yet are still in close proximity to main routes, shopping, restaurants. There is the Harriman train station and Shortline commuter buses with access to NYC commuter routes. *More details including the special features sheet and floor-plans are available***

311 Rye Hill Road, Monroe

$825,000
4 Beds 3 Baths 1010099 MLS
Welcome to Mansion Ridge, one of Orange County's premier gated golf course communities, where scenic surroundings, exceptional amenities, and a convenient Hudson Valley location come together. Situated within the sought-after Mansion Ridge community, home to the renowned Jack Nicklaus Signature Golf Course, this spacious 4-bedroom Colonial offers an ideal blend of comfort, functionality, and lifestyle. Designed for both everyday living and entertaining, the home features over 3,000 square feet of living space, including a welcoming two-story foyer, formal living and dining areas, a spacious family room with fireplace, and an expansive kitchen with abundant cabinetry, generous counter space, and a breakfast area overlooking the surrounding landscape. The upper level offers four well-proportioned bedrooms, including a primary suite complete with a private bath and walk-in closets. What truly sets this property apart is its location. Mansion Ridge offers residents access to a clubhouse, community pool, beautifully maintained common areas, and one of the Hudson Valley's most recognized golf destinations. Many homes throughout the community enjoy mountain, golf course, and seasonal valley views, creating a picturesque setting throughout the year. Located in the heart of Monroe, residents enjoy convenient access to shopping, restaurants, parks, hiking trails, wineries, breweries, and recreational destinations throughout Orange County. Nearby attractions include local lakes, nature preserves, outdoor recreation areas, and the internationally known Woodbury Common Premium Outlets. Commuters will appreciate easy access to Route 17, I-87, Route 6, the Palisades Parkway, NJ Transit, and Metro-North connections, making travel throughout the Hudson Valley, New York City, northern New Jersey, and Connecticut convenient. Whether enjoying a round of golf, relaxing by the community pool, exploring nearby parks and trails, or taking advantage of Monroe's extensive shopping and dining options, this property offers the opportunity to enjoy all that the Hudson Valley has to offer while residing in one of Orange County's most established residential communities. A rare combination of location, amenities, community atmosphere, and accessibility makes this an exceptional place to call home.

4 Augusta Court, Monroe

$575,000
3 Beds 3 Baths 1009443 MLS
*** Seller is offering a $10,000.00 credit to buyers for closing costs***Located in the gated community of Meadow Glen, this end unit 3 bedroom townhouse has all the amenities you possibly want. Conveniently located near shopping, trains, hiking paths in Monroe, NY. The first floor has more than ample living space with both a formal living room and family room that has a gas fireplace. The kitchen with it's stainless steel appliances has lots of natural light through the sliding glass doors which lead to your own patio. The primary bedroom is oversized with plenty of closet space. 2 other bedrooms along with a full bath and laundry room complete the 2nd floor. This home comes with a full basement that is perfect for storage. Community offers a swimming pool, club house and tennis courts. Easy access to highways and shopping. Plenty of guest parking is available.

24 Ford Court, Monroe

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