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$539,000
3 Beds ⋅ 2 Baths ⋅ 1018026 MLS
** Price improvement** 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
$549,000
3 Beds ⋅ 2 Baths ⋅ 965720 MLS
43 Sunset Terrace | Highland Mills, NY. Offered for the first time in 58 years, this thoughtfully maintained 3-bedroom, 2-bath home sits atop a quiet neighborhood with beautiful mountain views. Carefully cared for through the decades, it offers a special opportunity for a new owner to bring their own style while benefiting from the stewardship and improvements already in place. Natural light fills the main living spaces, where hardwood floors run throughout the main level and expansive windows frame the surrounding landscape. Recent owner updates include the roof, windows, gutters, and generator. Just off the kitchen, a beautiful bluestone patio creates an extension of the living space, ideal for outdoor dining and entertaining. An oversized detached two-car garage is exceptional for vehicles, storage, hobbies, workshop space, or recreational equipment. The lower level expands the home's versatility with two large living rooms, one featuring a wood-burning fireplace. An additional room with a closet and a full bathroom on this level provides flexible space for guests, a home office, a fitness area, or creative pursuits. An oversized mudroom and laundry area with abundant storage adds everyday practicality and helps keep the main living areas organized. Located in the Town of Woodbury and within the Monroe-Woodbury School District, residents also enjoy access to exclusive town amenities, including the John P. Burke Memorial Pool and Earl Reservoir. The property also offers exceptional access to the best of Hudson Valley living, with nearby hiking trails, outdoor recreation, and cultural destinations, including Storm King Art Center. Conveniently located approximately five miles from rail service to New York City, about 51 miles from Midtown Manhattan, seven miles from Storm King Art Center, and six miles from Schunnemunk State Park, the home offers a wonderful balance of natural beauty and commuter accessibility. Additional features include transferable leased solar panels. With its elevated setting, mountain views, flexible living spaces, access to Woodbury's exceptional recreational amenities, and location within the Monroe-Woodbury School District, 43 Sunset Terrace offers a special opportunity to create a home that balances comfort, community, and Hudson Valley living.

43 Sunset Terrace, Highland Mills
$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
$634,999
4 Beds ⋅ 3 Baths ⋅ 1013375 MLS
Rare opportunity in Chester! This 4-bedroom, 3-bath raised ranch sits on a private 2.5-acre lot and features a true 6-car garage — an uncommon and highly desirable feature that sets this home apart. The oversized garage offers exceptional flexibility: perfect for the car enthusiast, contractor, large family, or anyone who needs serious storage, a workshop, or space for boats, RVs, or equipment. Inside, the home offers 2,316 sq ft of comfortable living space with a practical raised-ranch layout, full basement, and room to expand or personalize. The private 2.5-acre setting provides privacy, outdoor space, and room to enjoy the Hudson Valley lifestyle while remaining convenient to major routes and amenities. Whether you’re looking for extra vehicle capacity, a home-based business space, or simply room to breathe, the 6-car garage combined with the acreage makes this a standout property in the area. Monroe-Woodbury schools. Schedule your showing today. Located in Orange County with easy access to major routes, this property delivers the space and privacy so many buyers are searching for — without sacrificing convenience. Whether you’re looking for a primary residence with room to grow or a peaceful retreat, 424 Laroe Road offers a strong foundation and exceptional land value. Key Features: 4 bedrooms | 3 bathrooms 2,316 sq ft 2.5 private acres Expansive deck for outdoor living Built 1974 – solid bones with modern potential Convenient Chester location Schedule your private showing today and experience the space, privacy, and potential for yourself.

424 Laroe Road, Chester
$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
$649,900
3 Beds ⋅ 3 Baths ⋅ 1011652 MLS
Welcome to the Prestigious Brigadoon Community in Highland Mills. Discover the perfect blend of style, space, and serenity in this contemporary gem, ideally situated at the end of a quiet cul-de-sac in the highly sought-after Brigadoon community. Located within the Monroe-Woodbury School District, this bright and beautiful home offers comfort and breathtaking mountain views throughout. The main level features a spacious primary suite with his-and-her closets and vaulted ceilings that flood the space with natural light. A large bonus room adds valuable flexibility, perfect as a home office, playroom, or media space. The airy, open floor plan includes a dramatic two-story living room with a modern flair and a cozy fireplace, creating a warm and inviting atmosphere. The open floor plan kitchen is outfitted with granite countertops and stainless-steel appliances, ideal for both everyday living and entertaining. Upstairs, generously sized guest bedrooms feature ample closet space, with a walk-up attic offering even more storage potential. There's also a walk-out basement—complete with windows and a door—ready to be finished to suit your needs. Enjoy outdoor living at its finest with a picture-perfect covered front porch, mature landscaping on your .34 acres, and a spacious back deck with sweeping mountain views. Additional highlights include a two-car garage, and the central air condenser was replaced just two years ago. Priced to sell quickly, this home is a rare opportunity in one of Highland Mills' most desirable neighborhoods. Besides having your own community Pool and playground, the Town of Woodbury offers a Lake/Res for summer camp, swimming, boating, fishing, a Gorgeous Town Pool Facility where you can enjoy Residents of Woodbury Only Summer Fun!!! Playground etc. Take a ride to see what Woodbury has to offer its residents.

7 Paisley Court, Highland Mills
$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
$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
$769,000
4 Beds ⋅ 4 Baths ⋅ 1013284 MLS
Truly one of a kind, fully renovated home. Offers privacy, yet close to everything, set on a hilltop overlooking a bubbling brook and Little Dam Lake! Commuters dream with just a short ride to Route 17 and the Thruway. Home features an oversized master bedroom with its own private bath and a wood sauna, library and decks on every floor.

1199 Mombasha 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
$549,000
3 Beds ⋅ 3 Baths ⋅ 1009443 MLS
Located in the gated community of Meadow Glen, this end unit 3 bedroom townhouse has all the amenities you possibly want. Conveniently located near shopping, trains, hiking paths in Monroe, NY. The first floor has more than ample living space with both a formal living room and family room that has a gas fireplace. The kitchen with it's stainless steel appliances has lots of natural light through the sliding glass doors which lead to your own patio. The primary bedroom is oversized with plenty of closet space. 2 other bedrooms along with a full bath and laundry room complete the 2nd floor. This home comes with a full basement that is perfect for storage. Community offers a swimming pool, club house and tennis courts. Easy access to highways and shopping. Plenty of guest parking is available.

24 Ford Court, Monroe
$429,000
3 Beds ⋅ 2 Baths ⋅ 1008564 MLS
Welcome to this beautifully updated Monroe home, ideally located just about 50 minutes from New York City. Set on a lush, well-kept property with mature trees and excellent curb appeal, this move-in-ready home offers a fresh modern look inside and out. The exterior features gray siding, white trim, a black front door, manicured landscaping, a newly paved driveway, and a spacious rear deck overlooking the yard. Inside, you’ll find bright, freshly finished living spaces with clean white walls, hardwood flooring, and large windows that bring in abundant natural light. The main living and dining area offers an open, airy feel with plenty of room to relax or entertain. The updated kitchen features crisp white cabinetry, stainless steel appliances, sleek countertops, modern hardware, and a convenient layout. The finished lower level adds valuable additional living space, complete with a cozy brick fireplace, updated flooring, recessed-style open space, and a comfortable lounge area. A clean garage with epoxy-style flooring and storage potential adds even more practicality. With updated finishes, inviting indoor and outdoor spaces, a private deck, garage, and a convenient Monroe location within commuting distance to the city, this home is a fantastic opportunity for buyers looking for comfort, style, and accessibility.

4 Maple Lane, Monroe
$659,900
4 Beds ⋅ 3 Baths ⋅ 1007960 MLS
Nestled on a picturesque and private 5-acre lot, this spacious Colonial offers the perfect combination of comfort, privacy, and natural beauty. Surrounded by mature woods and featuring a deep, secluded backyard, this property provides a peaceful retreat while remaining conveniently located near shopping, dining, major commuter routes, and all the amenities the Town of Monroe has to offer. Offering approximately 2,400 square feet of living space, this well-maintained home features 4 bedrooms, 2 full bathrooms, and 1 half bathroom. The second floor includes a spacious primary suite with its own private bath, along with three additional bedrooms and a second full bathroom. The main level offers a functional layout with a kitchen featuring tile flooring, a Dining room, a generously sized living room, and a convenient powder room. Hardwood flooring extends throughout much of the first floor, while the second floor is comfortably carpeted. The outdoor space is truly the highlight of this property. An expansive deck overlooks the beautiful, park-like backyard and surrounding woodlands, creating the ideal setting for entertaining, relaxing, or simply enjoying the privacy and tranquility of nature. An included hot tub enhances the outdoor living experience, making it the perfect place to unwind year-round. Additional features include a cozy wood-burning fireplace double sided, an unfinished basement offering ample storage and future possibilities, a crawl-space attic, municipal sewer service, private well water, oil-fired baseboard heating with an above-ground oil tank, and window-unit air conditioning. All appliances are included with the sale. The home is also equipped with a leased solar energy system through Sunrun, installed in May 2021, helping provide long-term energy savings and reduced utility costs. Located within the sought-after Monroe-Woodbury School District, this rare offering combines spacious living, exceptional privacy, and a beautiful natural setting on 5 acres—an opportunity not often found in today's market.

228 W Mombasha Road, Monroe
$450,000
2 Beds ⋅ 3 Baths ⋅ 1008921 MLS
Welcome to this beautifully sun-filled townhouse located on a cul-de-sac in the desirable Town of Woodbury, Highland Mills, NY. Nestled in a highly sought-after neighborhood, this spacious home offers two primary suites, each featuring walk-in closets and private primary baths. The open floor plan features a bright living room, formal dining area, and convenient half bath. The kitchen offers an open-concept design with a breakfast nook, hardwood floors, 42-inch cabinets, and balcony molding. Step out onto the sun-filled balcony and enjoy your morning coffee, family barbecues, or simply relax while taking in the peaceful scenery, mature trees, and birds chirping. The living and dining areas offer beautiful mountain views throughout all seasons. Brand-new flooring was installed throughout the main and second levels in 2025, along with a new storm door. Upstairs, you will find a versatile office nook that can also be used as a library, reading area, or flex space. Abundant closet space is found throughout the home. Additional features include attic floorboards for extra storage, a freshly painted garage with private storage space (2026), basement utility sink next to the laundry area, central air, natural gas, HVAC system installed in 2023, hot water heater installed in 2023, and front steps completed in 2022. Enjoy low HOA fees of just $170 per month and maintenance-free living. Residents of Highland Mills have access to Earl Reservoir and John Burke Pool, offering swimming, boating, fishing, dog parks, ball fields, summer camps, and pavilions, all within the highly rated Woodbury School District. Ideal commuter location with express bus service to NYC located at the entrance of Timber Trail and easy access to I-87, Route 17, Route 32, and Route 6. Conveniently located near Stewart International Airport, Woodbury Common Premium Outlets, West Point, Bear Mountain, and more. Nearby shopping includes Walmart, Target, Home Depot, BJ’s, TJ Maxx, and a variety of dining options featuring Italian, Spanish, and many other cuisines. New 2025 formal dining and living room set negotiable with sale. Select items may also be available for sale.

10 Rockridge Drive, Highland Mills
$849,000
4 Beds ⋅ 5 Baths ⋅ 1006232 MLS
208 Oakland, Monroe Specifications: 4 Bedrooms | 4.5 Bathrooms | 2 Kitchens | 2-Car Garage Key Layout Features: Interior Residential Elevator(Basement to First Floor)l Lower-Level Accessory Apartment with Walk-Out Welcome to 208 Oakland, a beautifully maintained 2004 residence offering private living and exceptional layout flexibility. Spanning three finished levels, this property is uniquely tailored for multi-generational living or guest accommodations. A standout mechanical feature is the fully integrated residential elevator, providing seamless internal transit directly from the the lower level to the main first floor. Main Level Living Spaces The home opens into a grand two-story foyer featuring double-height ceilings that maximize natural light. Hardwood flooring extends throughout the principal formal and casual areas: Formal Living Room: Located immediately to the left of the foyer, this bright and inviting sitting room features large front-facing windows and an elegant pocket glass paned door, providing a quiet space separate from the main living areas. Formal Dining Room: Positioned to the right of the entryway, this sophisticated space features French doors, offering an ideal setting for hosting dinners and large gatherings. Epicurean Kitchen: Moving toward the rear of the home, the spacious kitchen is outfitted with custom wood cabinetry, premium granite countertops, a unique handmade backsplash, and stainless steel appliances. The eat-in kitchen is perfectly designed for seamless indoor-outdoor living. The dining area flows through a sliding glass door onto a spacious elevated deck. Enjoy peaceful views of your private tree-lined backyard. Family Room: Directly open to the kitchen area, this relaxing everyday living space features a clean gas fireplace and a large bank of windows framing views of the private rear property. Main Floor Conveniences: A dedicated laundry room, the elevator access station, and an updated powder room are all conveniently located on this level. Upper Level Private Quarters An open staircase leads to the second floor, which serves as the main sleeping area and includes a large hallway linen closet: Primary Bedroom Suite: A spacious master retreat featuring a vaulted ceiling and an expansive, custom-organized walk-in closet. The attached en-suite bathroom is equipped with a deep soaking tub, a separate stall shower, and a large vanity. Secondary Bedrooms: Two additional nice-sized bedrooms offer excellent natural light and generous closet storage, sharing access to a pristine full hallway bathroom. Lower Level (Legal Accessory Apartment) The finished walk-out basement functions as a complete, independent living space equipped with its own dedicated systems and layout: Living & Dining Area: An open-concept living space centered around a tile-surround fireplace, complete with a walk-out straight to the backyard patio area. Second Kitchen: A fully operational custom kitchen featuring matching wood cabinetry, granite countertops and premium stainless steel appliances. The central peninsula provides casual counter seating. Bed & Bath: Includes one private, spacious bedroom and two beautifully tiled full bathrooms. Elevator Station: The residential elevator begins on this floor, offering effortless internal transport straight up to the first floor. Top Two Floors: Serviced by traditional baseboard heating and a central air conditioning system. Basement Level: Operates completely independently, powered by its own dedicated forced-air heating system and separate central AC unit. Situated on a private, landscaped lot, the exterior features manicured lawns, mature trees, and elegant stone-paver walkways. Outdoor entertaining is anchored by a large upper deck complete with a permanent, hard-top gazebo pavilion for covered dining, the two sheds in backyard are included in the sale, two kitchens, deck, gazebo. Wired Alarm System in the Entire house,

208 Oakland Avenue, Monroe
$824,000
5 Beds ⋅ 3 Baths ⋅ 1004118 MLS
On Zillow the virtual 3D tour you can find it by facts and features, 8 Allaway Crescent - 4,231 SQ FT + Full Unfinished Basement 4,231 SQ FT + Full Unfinished Basement | 5 Bedrooms Upstairs | Upstairs Laundry | Main Floor Bedroom + Full Bath | Mountain Views, Welcome to 8 Alloway Crescent. This 4,231 square foot home offers functional layout and impressive scale, plus a full unfinished basement ready for your vision. Main Level You enter through a big, wide foyer with hardwood flooring extending throughout the main level. Dining Room: To the right of the foyer is a big dining room with ample space for entertaining. Living Room: To the left of the foyer is a nice, big living room, well suited for formal seating or quiet conversation. Family Room: The beautiful big family room is open to the kitchen and open to the dinette area, accommodating large furniture arrangements and everyday living. Dinette: Adjacent to the kitchen, there is beautiful space for a dinette with room to put a table. This area has a walkout to the deck and access to the beautiful views. Kitchen: The big kitchen features a large center island, marble countertops, two sinks, abundant cabinetry, and stainless steel appliances. The layout flows directly into the family room and dinette for ease of daily use and hosting. Main Floor Bedroom & Full Bath: The main level includes a den or bedroom plus a full bathroom. This provides flexibility for guests, a home office, or multi-generational living. Garage & Views: A two-car garage is accessed from the main level. Beautiful scenery and views are visible from multiple rooms. Second Level Primary Suite: The master bedroom features a cathedral ceiling and beautiful mountain views. The en-suite bathroom includes a combined soaking tub with jetted jacuzzi, dual vanities, and a stall shower. A walk-in closet is included. The second bedroom is connected to the master with open doors. This layout works well as a baby room, office, or additional bedroom. The third bedroom is a nice size bedroom with closet space. The fourth bedroom is a nice size bedroom with closet space. Fifth Bedroom / Bonus Room: functions as a bonus room and provides additional flexibility for use as a bedroom, playroom, or media room. Laundry is located upstairs for convenience, near the bedrooms. Hall Bathroom: A full hall bathroom serves the additional bedrooms. Additional Levels Walk-Up Attic: A finished walk-up attic is accessed from the second floor and includes a window. The space is suitable for storage, studio, or playroom use. The home includes a full unfinished basement ready for future build-out. Key Specifications: 4,231 Sq Ft Above Grade | Full Unfinished Basement | 6 Total Bedrooms, 5 Upstairs | Upstairs Laundry | Main Floor Bedroom + Full Bath |2-Car Garage | Cathedral Ceiling in Primary | Walk-Up Attic with Window | Mountain Views

8 Alloway Crescent, Highland Mills
$649,000
3 Beds ⋅ 3 Baths ⋅ 995300 MLS
Nestled on beautifully maintained grounds in a peaceful countryside setting, this charming home offers warmth, comfort, and timeless character. Situated on .59 of an acre, the property features inviting outdoor space perfect for relaxing or entertaining while enjoying the fresh country air. Inside a cozy fireplace creates the perfect ambiance, complemented by a warm and welcoming kitchen and thoughtfully designed living spaces. The home also features an updated well water system. A truly special home blending charm, comfort, and serene surroundings.

289 Seven Springs Mountain Road, Monroe
$519,000
3 Beds ⋅ 2 Baths ⋅ 1004504 MLS
DRAMATIC PRICE IMPROVEMENT – Exceptional Value in the Heart of Monroe! A remarkable opportunity just became even more attractive! 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 Colonial combines classic character, modern updates, and an unbeatable location. Imagine being just a short walking distance 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. Inside, you'll find 3-4 bedrooms, 1.5 baths, sun-drenched living spaces, hardwood floors, and a wood-burning fireplace. The beautifully updated custom eat-in kitchen is a standout feature, showcasing rich wood cabinetry, granite countertops, and stainless-steel appliances, seamlessly connecting to the formal dining room—perfect for everyday living and entertaining alike. Additional highlights include: • Spacious office/family room with bonus square footage • Built-in china cabinet • Walk-up attic ready for future expansion • Full basement with endless possibilities • Whole-house generator • Newly installed high-efficiency boiler • Oversized garage and expansive driveway Step outside to your private backyard retreat featuring a bluestone patio and entertainment-sized gazebo, ideal for summer gatherings, outdoor dining, and relaxing evenings with family and friends. Conveniently located just minutes from major highways, schools, hospitals, and everything that makes the Hudson Valley such a sought-after destination, this home offers the perfect blend of lifestyle, location, and value. With its dramatic price reduction and exceptional features, this is an opportunity that savvy buyers won't want to miss.

45 Summit Street, Monroe
$685,000
4 Beds ⋅ 3 Baths ⋅ 1003942 MLS
If you’re searching for a truly exceptional, turn-key home in the Monroe area, look no further. This 2003 custom-built Colonial boasts nearly 3,000 square feet of immaculately maintained living space. Aside from its obvious curb appeal, this well-manicured home is in pristine condition throughout. Step inside to a two-story entrance foyer featuring a beautiful oak staircase, a stunning glass chandelier, and gleaming hardwood floors. Immediately to the right is a lovely sitting room, perfect for relaxation, quiet conversation, and intimate gatherings, or easily utilized as a flexible bonus space to suit your family’s needs. Continue past the large coat closet into the spacious living room featuring 9-foot ceilings and a wood-burning fireplace. The modern kitchen features popular shaker-style cabinetry, granite countertops, stainless steel appliances, a center island, a peninsula with a wine rack, and a large pantry. The vibrant formal dining area offers gleaming hardwood floors and abundant natural light from surrounding windows. Just off the kitchen is a convenient main-floor laundry room with a slop sink. The flow of this home is both practical and functional, with the kitchen ideally situated between the living room and formal dining room, and a sliding glass door leading to the rear deck, BBQ area, and paver patio—perfect for both everyday living and entertaining. Retire in the evening to four spacious second-floor bedrooms, including a generous primary suite with vaulted ceilings, a walk-in closet, and a private ensuite featuring a standing shower, a two-person jetted tub, and a large double vanity. Across from the primary suite is Bedroom #2, featuring double wall-to-wall closets and a cozy office area situated on a balcony overlooking Sunset Terrace. Three of the second-floor bedrooms are served by a convenient full bathroom, along with a hallway linen closet and a deep storage closet. Bedrooms #3 and #4 are both oversized with double wall-to-wall closets. The sprawling basement provides tremendous storage space or the potential for a large future finished living area. With no shortage of space, this incredible home is one you can grow into rather than out of. Lastly, the large two-car heated garage doubles as the perfect workshop and features high ceilings that could accommodate a car lift. Located just uphill from Walton Lake, this home includes deeded lake rights and is under 10 minutes to the village center, offering convenient access to groceries, shops, parks, restaurants, medical facilities, big box stores, schools, Woodbury Commons, and more. Commuter-friendly, with just a few miles to the NYS Thruway and Route 6, approximately 25 minutes to the Bear Mountain Bridge, and about an hour to NYC. What more could you ask for? Do nothing but move-in. Be the second owner of this incredible, like-new home in 23 years. Schedule your private tour today. (Monroe Woodbury school district)

235 Sunset Terrace, Monroe
$865,000
4 Beds ⋅ 4 Baths ⋅ 997814 MLS
Welcome to this beautifully maintained Colonial located in the highly desirable Brigadoon neighborhood, perfectly situated on a quiet cul-de-sac and set on 1.9 private acres. This spacious and move-in-ready home offers 4 bedrooms, 3.5 bathrooms, and an ideal layout for both everyday living and entertaining. The main level features a stunning great room, formal living room, cozy family room, private office, and an expansive eat-in kitchen complete with granite countertops, cherry wood cabinets and flooring, stainless steel appliances, center island, and a convenient butler’s service area. Step outside to your own backyard retreat featuring two decks and a beautiful paver patio — perfect for entertaining or enjoying peaceful outdoor living. Additional highlights include crown molding throughout, a newly renovated finished basement ideal for gatherings or recreation, security system, sprinkler system, two-car garage, and ample street parking. Combining space, comfort, and an unbeatable location, this exceptional home is truly a must-see.

3 Braemar Way, Highland Mills
$575,000
4 Beds ⋅ 3 Baths ⋅ 1002053 MLS
Welcome home to 24 Summit Avenue, a masterfully restored 1931 Colonial that seamlessly blends classic architectural charm with modern, high-end luxury. Situated on a sprawling 0.40-acre lot in a highly desirable Harriman neighborhood, this turnkey residence offers the perfect footprint for modern living within the top-tier Monroe-Woodbury School District. First Floor - Chef's dream and cozy living space! Enter via the picture-perfect rocking-chair front porch, the ultimate spot for enjoying your morning coffee—and into an expansive, sun-drenched main level. High ceilings flow throughout the entire home, creating an immediate feeling of grandeur. Unwind in the inviting living room, featuring a gorgeous wood-burning fireplace that serves as the perfect focal point for cozy evenings. Just steps away, the heart of the home features a spectacular Chef's Kitchen, meticulously designed with a massive center island, gleaming quartz countertops, and premium stainless-steel appliances. The first floor also boasts premium ceramic tile flooring, a convenient powder room, and a dedicated laundry room designed for ultimate functionality. Second Floor - Private, restful sanctuary! Head upstairs to find beautifully configured living quarters featuring 4 generously sized, sunlit bedrooms and 2 full, spa-like bathrooms. The airy, high-ceiling design continues through the upper level, maximizing natural light and space. A full unfinished basement provides excellent storage or the perfect blank canvas to create a future recreation room, home gym, or workshop. At the end of the paved driveway is a detached 2-car garage, offering secure parking and excellent additional utility. Enjoy municipal water and sewer connections alongside an unbeatable location. You are just minutes from the New York State Thruway (I-87), Route 17, commuter transit, local parks, and world-class shopping at Woodbury Common Premium Outlets.

24 Summit Avenue, Harriman
$599,000
4 Beds ⋅ 3 Baths ⋅ 997183 MLS
Beyond a long 150-foot driveway, tucked quietly behind mature landscaping and surrounded by the natural beauty of Tuxedo Park, 80 Clinton Road offers the kind of privacy and tranquility that has become increasingly rare. From the moment you arrive, the property evokes a sense of calm and understated elegance, where nature, architecture, and comfort exist in perfect harmony. This impeccably maintained split-level residence features 4 bedrooms, 2 full bathrooms, and 1 half bath, with sunlit interiors, expansive windows, and thoughtfully designed living spaces that feel both refined and welcoming. The home offers a gracious living room, inviting family room, 2 wood-burning fireplaces, and a dedicated laundry room with a slop sink, adding everyday comfort and practicality. Throughout the home, soft natural light and peaceful views create an atmosphere that changes beautifully with every season. The solarium serves as the soul of the residence, a serene year-round retreat where mornings begin slowly with coffee and sunlight filtering through the glass, and evenings are spent immersed in the quiet beauty of the surrounding landscape. Every detail of the home has been curated to encourage a lifestyle centered around privacy, comfort, and effortless living, equally suited for intimate gatherings or quiet moments away from the pace of everyday life. Surrounded by winding roads, preserved landscapes, golf courses, and equestrian estates, 80 Clinton Road captures the timeless appeal of Hudson Valley living while remaining within convenient reach of Manhattan. Properties offering this level of seclusion, character, and setting in Tuxedo Park are seldom available. Schedule your private showing and experience the quiet sophistication and enduring charm of this exceptional residence firsthand.

80 Clinton Road, Tuxedo Park
$619,990
4 Beds ⋅ 3 Baths ⋅ 1000710 MLS
Welcome to 95 Pine Hill Rd. in Highland Mills, NY! This spacious 4-bedroom, 2.5-bath Colonial is located in a highly sought after area offers the perfect blend of comfort, convenience, and outdoor enjoyment. The kitchen features granite countertops, stainless steel appliances, and plenty of cabinet space, making it ideal for everyday living and entertaining. Enjoy summer days in your private backyard oasis complete with an inground pool. Conveniently located close to shopping, major highways including I-87, and just minutes to Woodbury Common Premium Outlets, this home is perfect for commuters and anyone looking to enjoy all the Hudson Valley has to offer. Don’t miss this opportunity to own a beautiful home in a prime location.

95 Pine Hill Road, Highland Mills
$894,000
3 Beds ⋅ 4 Baths ⋅ 000137 MLS
220 Oxford Road is a Truly Impressive Property! Offering over 3,500 sq ft of beautifully maintained living space, this home features 3 bedrooms plus an additional upper-level room, 3 full baths, and 1 half bath. Spacious living room, stunning family room, and a practical, well-designed kitchen. The home showcases elegant finishes throughout along with brand new flooring that adds a fresh modern touch. Full basement provides excellent storage space. Additional features include Central AC, original Andersen custom windows, and an attached 2-car garage. Step outside to a massive deck, spacious shed, and gorgeous landscaping set on a nice-sized lot. Conveniently located close to all amenities, this property offers privacy, space, and everything you could want in a home and more!

220 Oxford Road, Chester
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