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$575,000
3 Beds ⋅ 3 Baths ⋅ 1031470 MLS
Welcome to the next chapter of your story. Lovingly maintained and meticulously cared for over the years, this exceptional **3-bedroom, 2.5-bath home** reflects true pride of ownership from the moment you arrive. Ideally located in the heart of Central Valley, it offers the perfect blend of timeless charm, everyday comfort, and one of Orange County's most desirable commuter locations. Beautifully landscaped grounds create outstanding curb appeal and a warm welcome home. Inside, you'll find inviting living spaces designed for both everyday living and entertaining, including a spacious eat-in kitchen with stainless steel appliances. A standout feature is the private home office with its own separate entrance—perfect for today's remote professional or anyone seeking a dedicated workspace away from the main living area. Best of all, this added flexibility comes **without sacrificing the attached two-car garage**. The lower level is made for entertaining, featuring a custom home bar that's perfect for holidays, game days, or gathering with family and friends. Step outside to a charming brick courtyard reminiscent of an English garden, creating an inviting outdoor living space for morning coffee, dining al fresco, or relaxing with friends. Beyond the courtyard, the expansive backyard offers plenty of room for ball games, gardening, outdoor entertaining, or simply enjoying the open green space. As a resident of the *Town of Woodbury*, you'll enjoy exclusive access to the outstanding Woodbury Recreation facilities, including a town pool with water slides, diving boards, lap swimming, a town beach and lake, basketball courts, playgrounds, and scenic walking trails. *The town pool, Monroe-Woodbury schools, pharmacy, and Woodbury Common Premium Outlets are all within walking distance*, while the Harriman Train Station and major highways are just minutes away, making commuting a breeze. This is more than a house—it's a home where traditions are created, milestones are celebrated, and memories are made. If you've been searching for a home that's been lovingly cared for, offers exceptional outdoor living, and combines an unbeatable location with a wonderful sense of community, **your next chapter begins here.**

2 Buena Vista Terrace, Central Valley
$1,599,000
4 Beds ⋅ 4 Baths ⋅ 1030858 MLS
ONE OF A KIND! FABULOUS HOME OF APPROXIMATELY 6 ACRES WITH MORE THAN 450 FEET FRONTAGE ON CROMWELL HILL. CHARMING 2563 SQUARE FOOT ON ONE LEVEL RANCH WITH BEAMED HIGH CEILINGS AND MANY BUILT-INS. SUPER LARGE LIVING OPEN SPACE- BONUS ROOM APP. 600 SQ. FT- WITH ROOMS FOR EVERY NEED AND PURPOSE. PRIDE OF OWNERSHIP EVIDENT THROUGHOUT, FROM THE BEAUTIFUL LANDSCAPED PROPERTY TO THE BEAUTIFULLY DECORATED AND MAINTAINED INTERIOR. DETACHED 2 CAR DEEP 2 CAR GARAGE WITH OVERSIZED CIRCULAR DRIVEWAY. LOVELY LEVEL PROPERTY WITH A PRIVATE BACKYARD, BORDERED BY A CANOPY OF TREES. MANY SUBDIVISION POSSIBILITIES. HOUSE SIZE, LOT SIZE, AND TAXES ARE APPROXIMATE.

130 Cromwell Hill Road, Monroe
$550,000
3 Beds ⋅ 2 Baths ⋅ 1028087 MLS
BiLevel/Raised Ranch on Quiet Street with Room to Grow! Come home and relax on the upper level deck overlooking state land that offers additional privacy. This well-maintained home clearly shows the pride of ownership. Open concept living room and dining room features many windows that fill the home with natural sunlight. Enjoy the convenience of the updated full bathroom and three comfortable bedrooms. The full basement provides endless possibilities for additional finished living space, home office, gym, or recreation area. Major upgrades include the new main bathroom, new roof. Step outside to a fenced-in yard and upper level deck, ideal for relaxing, pets, or gatherings, all set on a quiet, low-traffic street. Backyard also accessible from basement sliders. Perfect commuter location — close to all the Hudson Valley has to offer: lakes, hiking trails, shopping, major highways, trains, and buses. Opportunity knocks. Don’t miss it!

56 Poplar Drive, Monroe
$389,000
3 Beds ⋅ 1 Baths ⋅ 1019170 MLS
Welcome to 185 Oxford Road, Chester! •••••This charming 3-bedroom Ranch home is now available for $389,000. Offering 1,062 sqft of comfortable one-level living on a generous 0.95-acre lot in the Monroe-Woodbury School District, this 1952-built home has been freshly painted and is move-in ready. •••••The interior features an open floorplan with beautiful knotted hardwood flooring, cathedral ceiling, natural woodwork, recessed lighting, and a welcoming breakfast bar in the open kitchen. The kitchen is equipped with a cooktop, oven, refrigerator, washer, and dryer (with both electric and gas dryer hookups right in the kitchen). You'll also appreciate the bow window, casement and double-pane windows that fill the home with loads of natural light. •••••The unfinished basement provides plenty of storage, conveniently accessed using Bilco doors. Outside, the level, landscaped lot offers front and backyard space and is partly wooded for privacy. •••••Highlights include: • Brand New Boiler • Brand New Gravel Driveway • Entire House Painted and Refreshed • Central Air plus Ductless Cooling in the Living Room • Propane hot water baseboard heating system • 2 Drilled Wells • Septic system (pumped every 4 years) • 100-amp electric service •••••Located in the highly rated Monroe-Woodbury School District, this home has annual taxes of $6,831 (after STAR discount for primary home-owners). •••••This affordable, single-level Ranch home combines classic appeal with modern improvements and a spacious lot — ideal for comfortable living with room to enjoy the outdoors. •••••Discover the Perfect Blend of Peaceful Country Living and Modern Convenience •••••Escape to this serene rural retreat that offers the best of both worlds: a tranquil, private country setting paired with unmatched accessibility. Nestled in a quiet, picturesque location, this home provides a true sense of peace and privacy while placing everyday essentials and major transportation routes just minutes away. •••••A Paradise for Outdoor Enthusiasts This property is an outdoor lover’s dream. Step outside and immerse yourself in abundant recreational opportunities, with excellent hiking, cycling, and rollerblading right at your doorstep. World-class natural destinations surround you, including Goosepond Mountain State Park, Harriman State Park, and Bear Mountain State Park — all offering miles of scenic trails, stunning lakes, and breathtaking vistas. •••••Just minutes away, the renowned Heritage Trail awaits — a beautifully paved 19.5-mile multi-use path along the historic Erie Railroad corridor, stretching from Middletown to Harriman. Whether you enjoy walking, running, cycling, or rollerblading, this scenic trail delivers peaceful countryside views and year-round enjoyment. •••••Effortless Commuting & Everyday Convenience Commuters will love the easy access to major routes: • Less than 3 miles to Route 17 (The Quickway) • Just 4 miles to the Monroe Park & Ride at Twin Lakes • Approximately 8 miles to the New York State Thruway (I-87) • About 10 miles to the Harriman Metro-North train station •••••Whether heading into the Hudson Valley or New York City, commuting is seamless and efficient. Shopping, dining, top-rated schools, healthcare, and all modern amenities are conveniently close, allowing you to enjoy a relaxed rural lifestyle without ever feeling isolated. •••••This rare combination of peaceful country charm, endless outdoor adventures, and superior location makes this home an exceptional opportunity for those seeking tranquility without compromise. Welcome home to your perfect sanctuary. •••••Reach out for a private showing today and discover all that 185 Oxford Road, Chester has to offer !!

185 Oxford Road, Chester
$529,900
4 Beds ⋅ 3 Baths ⋅ 1023187 MLS
Tucked away at the end of a long private driveway on 3.4 acres, this beautifully updated home offers the perfect blend of privacy, nature, and everyday convenience. Surrounded by mature trees, scenic mountain views, and a picturesque pond shared with one neighboring property, this one-of-a-kind retreat feels like your own private oasis, yet is just minutes from shopping, restaurants, schools, and major commuter routes in the highly sought-after Monroe-Woodbury School District. Freshly painted inside and out, this spacious home offers 2,233 square feet of living space, plus a spectacular 224-square-foot enclosed cathedral-ceiling porch surrounded by walls of windows that bring the outdoors in. Whether you're enjoying your morning coffee, watching the changing seasons, or simply taking in the peaceful views, this remarkable space is sure to become your favorite room in the house. Natural light pours through oversized picture windows, highlighting the warm and inviting living spaces. The living room and expansive family room are anchored by a dramatic floor-to-ceiling two-sided brick fireplace, while a second fireplace with a wood-burning stove adds warmth and character, creating inviting spaces for relaxing and entertaining. The spacious eat-in kitchen offers abundant cabinetry and generous workspace, flowing effortlessly into the dining area for everyday living and special occasions. The home features four generously sized bedrooms, including a primary suite with a walk-in closet, along with two beautifully updated full bathrooms and a convenient half bath. The lower level offers an expansive family room with a separate entrance, providing outstanding flexibility for a home office, guest quarters, multigenerational living, or a home-based business. Step outside onto the newly refreshed oversized deck overlooking your backyard, where nature becomes part of everyday life. The expansive cleared lawn offers endless space for soccer games, baseball, gatherings, and entertaining, while wooded walking paths lead to the pond. Spend peaceful evenings by the water, enjoy fishing, watch deer and birds from your deck, or simply relax and take in the serenity that makes this property so special. Additional highlights include a two-car garage, central vacuum, generous storage throughout, two beautifully updated full bathrooms, a recently refreshed oversized deck, and the peace of mind of a recently removed underground oil tank with proper documentation. Properties offering this rare combination of acreage, mountain views, a picturesque pond, and an established neighborhood setting seldom become available. Completing this exceptional offering are deeded lake rights to Balder Lake (just down the street, if you choose to join)—a private freshwater lake ideal for swimming, kayaking, non-motor boating, fishing, and peaceful winter days spent skating. This is more than a house—it's a property and lifestyle that's hard to duplicate.

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

20 Shuit Place, Central Valley
$675,000
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
$795,000
4 Beds ⋅ 4 Baths ⋅ 1014862 MLS
Welcome to 17 Allison Drive in Monroe, NY, a beautifully maintained Tudor-style home offering timeless curb appeal, manicured grounds, and exceptional pride of ownership throughout. Set on an acre at the end of a cul-de-sac, this impressive residence features over 2,700 square feet of living space. The main level offers a comfortable and functional layout with a spacious family room, eat-in kitchen, formal dining room, two half baths, and a versatile bonus room ideal for a home office, guest room, gym, or additional bedroom. A formal living room featuring a fireplace serves as a warm and inviting space for entertaining or unwinding at the end of the day. The top level consists of 4 bedrooms and 2 full baths. The home is further complemented by a recently replaced roof, providing added peace of mind for years to come. Conveniently located near Route 17, Palisades Parkway, and the New York State Thruway, offering easy access for commuters and travelers alike. Just minutes from Woodbury Common Premium Outlets, Heritage Trail, local parks, restaurants, and shopping. Approximately one hour from New York City. Call to schedule a private showing today.

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

17 Valley Avenue, Central Valley
$675,000
4 Beds ⋅ 3 Baths ⋅ 1009848 MLS
Set on 3.2 acres within the Monroe-Woodbury School District, 335 Laroe Road offers a rare combination of space, functionality, and a convenient Chester location. Step inside to the welcoming two-story foyer featuring an open staircase and you'll immediately appreciate the size of the home. The main level offers a functional layout with multiple living spaces, including a living room, formal dining room, and family room anchored by a floor-to-ceiling stone fireplace. Large windows throughout the main level bring in an abundance of natural light, creating a bright and open feel throughout the home. The eat-in kitchen is designed for both everyday use and entertaining, offering generous cabinet and counter space, a center island, and an open layout that connects well with the rest of the home. French doors lead directly from the kitchen to the rear deck, which was updated within the last two years and provides plenty of room to enjoy the outdoor setting. The first floor also features a large pantry and laundry area with an impressive amount of cabinetry and storage, along with a full bathroom for added convenience. Upstairs, you'll find four bedrooms and two full bathrooms, including a spacious primary suite. The basement offers an incredible amount of additional space and storage that truly needs to be seen in person to be appreciated. Throughout the home, there is no shortage of storage or usable living space. Outside, the property provides a mix of open yard and mature trees across 3.2 acres, offering plenty of room to enjoy the outdoors. An existing in-ground pool is also located on the property and is being sold as-is. Located right next door, the Orange County Recreation Area at Laroe Road features walking and hiking trails, picnic areas, fishing ponds, and additional green space for all to enjoy. Call today to schedule your private showing. **Home is being sold AS-IS**

335 Laroe Road, Chester
$599,999
4 Beds ⋅ 2 Baths ⋅ 1006054 MLS
Welcome to 5 Columbia Circle, a turn-key raised ranch tucked inside the gated Highland Lake Estates community in Highland Mills. From the moment you arrive, this home delivers what most listings only promise: modern updates, real peace of mind, and a backyard that earns its keep. Four bedrooms plus an office/den give you room to live and work without compromise. Two full bathrooms, California Closets in every upstairs bedroom, Pella doors, and Andersen 400 Series windows reflect a home maintained with discipline, not shortcuts. The mechanicals back it up: hot water heater (2021), whole-house water softener and filtration system (2023), and an upgraded back deck (2019) built for those gorgeous Hudson Valley sunsets. Comfort and security are handled. A heated garage with its own thermostat means projects don't stop in January. A central-station monitoring system covers fire, burglary, low-temperature, and carbon monoxide, plus camera coverage for complete confidence. The fenced backyard and lawn sprinkler system round out a property that's genuinely move-in ready. Location is the quiet advantage here. The Metro-North Harriman station sits under 10 minutes away, with NYC roughly 50 miles and about an hour out via I-87 and Route 17. Woodbury Common Premium Outlets, grocery, and everyday essentials are a short drive down Route 32. Weekends open up fast: Harriman State Park and Bear Mountain for hiking, nearby golf, and local wineries and farms that make Orange County living what it is. This is the rare home where the big ticket items are already done and done right. All that's left is to move in, relax and watch the sun go down right off your back deck.

5 Columbia Circle, Highland Mills
$599,000
3 Beds ⋅ 2 Baths ⋅ 1006128 MLS
Welcome to this spacious raised ranch in the heart of Monroe, offering comfort, flexibility, and great outdoor living on a generous .72-acre lot. This well-maintained home features 3 bedrooms and 1.5 baths with approximately 1,748 sq ft of living space. The main level offers a bright and inviting layout with an eat-in kitchen complete with stainless steel appliances, a brick backsplash, double sink, ceiling fan, and charming beamed ceiling. Sliding glass doors lead right out to the deck—perfect for morning coffee or quiet evenings. The kitchen flows seamlessly into the dining room, creating an ideal space for gatherings. You’ll find a full bathroom, a primary bedroom, and two additional nicely sized bedrooms on the main level, along with a convenient laundry area. The lower level expands your living space with a second family room, an additional bathroom, and two bonus rooms currently being used as bedrooms. This level also includes a second laundry area, tiled flooring, extra cabinetry for storage, and a second refrigerator. Walk-out access leads directly to the backyard. Step outside to your private outdoor retreat featuring a large backyard with a heated in-ground pool, patio, and deck—ideal for summer entertaining. A storage shed adds even more convenience. Close to shopping, Woodbury Commons, walking distance to local golf courses, public transportation and less than 60 miles New York City. Making this home a commuters dream! A versatile home with plenty of space both inside and out—don’t miss this opportunity!

70 Bayberry Drive, Monroe
$675,000
4 Beds ⋅ 3 Baths ⋅ 1004321 MLS
Experience the perfect blend of modern elegance and suburban tranquility in this beautiful Colonial, perfectly positioned on 1.2 acres of manicured grounds. Inside, rich hardwood floors and walls of windows create an airy, light-filled atmosphere. The heart of the home is the efficiently designed kitchen, boasting a breakfast bar, pantry and stainless-steel appliances. It flows seamlessly into both a large family room and a spacious composite deck overlooking your private backyard—ideal for summer BBQs. For formal gatherings, the sophisticated living and dining rooms with crown molding and wainscotting provide a serene backdrop for entertaining. Upstairs, the primary suite serves as a peaceful retreat, complete with a walk-in closet and a double-sink vanity. The additional bedrooms are generously scaled for sleep, study, or play. These bedrooms share a hall bathroom with marble countertops. As an exclusive bonus, residents enjoy premium access to the Woodbury Pool and The Earl Reservoir. Minutes from shopping, schools, and commuter transit.

33 Sutherland Drive, Highland Mills
$379,900
3 Beds ⋅ 1 Baths ⋅ 1002078 MLS
Well maintained ranch located in a highly convenient location. Minutes to shopping, public transit and Monroe-Woodbury schools. Just around the corner from several grocery stores, gyms, eateries & major shopping including the Woodbury Common Premium Outlets. 2 miles to the Harriman train station and 3 miles to 17 & 84! This cozy 3 BR, 1 BA home features an updated full bathroom, galley style kitchen with stainless appliances and white cabinetry. Live comfortably with amenities such as hardwood floors throughout, central vacuum, a wood-burning fireplace and central AC. Full basement with laundry and ample storage. Enjoy weekends in the backyard complete with a stamped concrete patio & gazebo, surrounded by perennial gardens consisting of herbs and flowers. Mentionable upgrades include new roof-2019, new furnace & gas line and on demand hot water heater-2016, new sewer line-2016, appliances-2016, central AC-2017, high speed internet 2 gig fiber line by Frontier fiber.

281 Orchard Drive, Monroe
$529,000
3 Beds ⋅ 3 Baths ⋅ 898870 MLS
Some lots just have good bones. This one has it's own private nature trail, stocked pond rights, and a cul-de-sac that dead-ends into miles of nature trails anchored by a solid, spacious raised ranch on 1.8 acres. Inside, the home has been partially updated and offers solid bones with room to add your own touch over time. The house delivers where it counts. Three bedrooms, two and a half baths, large kitchen, a two-car garage, and a three-season room and deck that make the most of a property this beautiful. The woodburning stove in the basement helps the winter months stay cozy while saving on fuel oil bills. Multiple outbuildings including a shed and a playhouse that will get more use than you'd expect. The lawn and mature landscaping are genuinely impressive — the kind that takes years to establish and shows the moment you pull in the driveway. Then there's everything else. When not playing on the impeccable lawn, the kids could be kids catching frogs and fish, climbing trees and building forts in the woods.. All without leaving the property. When they do, the trail into Goosepond Mountain State Park is just a few doors down, at the end of the Cul de Sac.. The street itself is unhurried and unpretentious — picture dads teaching kids to ride bikes in the road, strollers, joggers, dogs on leashes and kids swarming ice cream trucks. With easy access to amenities and a realistic commute to NYC, Booth Rd means you don't have to choose between the life you want and the job that funds it. Come feel it. The land speaks for itself.

94 Booth Road, Chester
$895,000
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
$525,000
5 Beds ⋅ 3 Baths ⋅ 993064 MLS
Welcome to 20 O’Neil Circle! A beautifully maintained 5-bedroom home nestled on a desirable cul-de-sac, offering a unique and versatile floor plan perfect for today’s lifestyle. Step inside to discover a warm and inviting layout featuring both a spacious living room and a cozy family room with custom built-ins & gas stove, ideal for relaxing or entertaining. The dining area flows seamlessly into the kitchen, which boasts ceramic flooring, crisp white cabinetry, granite countertops, and a convenient pantry. Designed with comfort and convenience in mind, the first-floor primary bedroom includes a private half-bath ensuite, making one-level living a breeze. A second generously sized bedroom and a full bathroom are also located on the main level, with both bedrooms offering ample storage thanks to three closets in each room. Upstairs, natural light pours in through a charming skylight, leading you to three additional well-proportioned bedrooms with excellent closet space, along with another full bathroom perfect for family or guests. Enjoy summer days in the screened-in porch, providing a peaceful, bug-free retreat. The yard is equally inviting, featuring a fenced-in area ideal for pets to roam safely. Conveniently located just minutes from major highways, public transportation, shopping, dining, and local lakes, this home offers the perfect blend of tranquility and accessibility. Don’t miss this exceptional opportunity to own a spacious home in a sought-after location!

20 Oneil Circle, Monroe
$8,955,000
9 Beds ⋅ 5 Baths ⋅ 984858 MLS
THE NIEMAND ESTATE – Village of Woodbury, NY – A rare and distinguished offering that seamlessly blends early Hudson Valley heritage with generational legacy and presents boundless opportunity for development, restoration or long-term preservation. Steeped in history and set across an extraordinary landscape with natural vistas while positioned in the heart of the Mid-Hudson Valley just one hour from NYC and only minutes to major highways, public transportation and popular attractions including Woodbury Common Premium Outlets, Storm King Art Center, Brotherhood Winery, Bear Mountain, Schunnemunk Mountain, Harriman State Park and thousands of acres hiking trails with ample opportunities for outdoor adventure. Set on 142 acres with a rare combination of open lawns, park-like woods, marshes and water access as well as historic pathways, this property could be restored as a grand estate, a multi-generational compound, or transformed into a boutique hotel, wellness retreat or event destination. The grand main residence with its approximate 7,000 sf was built in 1810, lavishly renovated in 1936 and is a substantial and architecturally layered marvel featuring a brilliant layout, expansive rooms with period detail, a plethora of bedrooms, and gracious entertaining or meeting spaces ready for renovation and revisioning. Complementing the main house is a modernized income-producing 1,476 sf rental house (circa 1910) with detached garage (2006), along with a classic carriage house (circa 1910 with 1,608 sf) and barn (circa 1890 w 1,920 sf), both offering significant potential with much needed restoration or repurposing. Situated near the cross-roads of the NY State Thruway and Route 17 West to the Catskills and only 4 miles to the Metro North Harriman station, this property includes municipal water and sewer and is surrounded by both residential and commercial properties offering the potential for possible future subdivision. The estate traces its roots back more than two centuries, establishing it as one of the most historically significant private holdings in the region. With connections to the decorative arts industry, the wallpaper trade and innovations in rotary printing technology, the property reflects a rich lineage tied to the advancement of contemporary design, craftsmanship, and mass production. Over generations, stewardship passed through notable other notable figures each contributing to the estate’s scale, prominence and amenities. A long, private approach creates a true sense of arrival, while the land itself presents exceptional flexibility for a variety of uses. Properties of this caliber and significance rarely come to market and this opportunity presents a range of possibilities for the enterprising buyer with foresight and imagination. Whether preserved as a private legacy compound, transformed into a boutique hospitality destination such as a spa or hotel, or held as a long-term investment with future development potential, the property’s scale and strategic location make it truly unique – a rare chance to steward a piece of Hudson Valley history while unlocking its next chapter.

415 State Route 32, Highland Mills
$849,000
6 Beds ⋅ 5 Baths ⋅ 976525 MLS
This high-impact, move-in-ready luxury home delivers instant appeal on 1.5 private, park-like acres. Designed to impress, it features vaulted ceilings, rich Brazilian wood floors, a granite kitchen, and a fireplace that anchors the space with warmth and style. The flexible layout offers 2 bedrooms plus an office on the main level—perfect for guests or extended living—while upstairs includes a spacious primary suite and 3 additional bedrooms. Step outside to a large patio, covered porch, and beautifully landscaped grounds with a scenic brook—ideal for relaxing or entertaining. A rare combination of luxury, space, and setting—don’t miss this one. *Appliances shown are included. If the buyer is interested in purchasing any furnishings, we’re happy to discuss available options.

155 Roselawn Road, Highland Mills
$1,139,900
4 Beds ⋅ 5 Baths ⋅ 982679 MLS
Welcome to Chester, NY, a resort-style luxury colonial set on a private 1.1-acre cul-de-sac lot in the Monroe-Woodbury area of Orange County. This custom residence delivers the space, craftsmanship, and lifestyle today's relocation and move-up buyers are searching for, with approximately 4,624 square feet, refined architectural detail, mountain views, and seamless indoor-outdoor living. From the bluestone entry and custom foyer to the arched windows, detailed millwork, and stone fireplace, every major room has been designed to make a statement. The chef's granite kitchen, expansive family room, and finished lower level with theater, gym, and additional recreation space create flexibility for entertaining, working from home, and everyday luxury. Outside, the backyard becomes the headline feature: saltwater in-ground pool, firepit, koi pond, extensive pavers, and a 3-season outdoor kitchen that gives this home true vacation-at-home appeal. For buyers looking for a luxury home in Chester NY, a Hudson Valley estate near NYC, or a Monroe-Woodbury area home with pool, privacy, and commuter convenience, This is the kind of property that sells both a residence and a lifestyle.

16 Lori Lane, Chester
$625,000
3 Beds ⋅ 3 Baths ⋅ 968339 MLS
Beautifully updated oversized high ranch in a cul-de-sac, with generously sized rooms, sitting on great flat almost 1/2 acre of property with an updated pool and fenced private backyard. Light and bright with new recessed lighting throughout the house, the renovated kitchen has all new appliances, cabinets, countertops and tile flooring and the primary bedroom has walk-in closet and ensuite bathroom. Pretty hardwood floors throughout the living areas on the first floor and all the big bedrooms have new laminate flooring. The backyard has a big screened in deck and a brand new deck around the pool with a new liner and pump/filter. Downstairs you will find three more rooms that can be used as a den/family room, office, playroom or whatever your heart desires and the laundry room. Plenty of parking and a one car garage. Great commuter location and walking distance to restaurants, deli and other local shops. Close to major highways, schools, Woodbury Common outlets and many other shopping areas and join the Woodbury parks and recreation and town pool!

41 Rutledge Avenue, Highland Mills
$600,000
4 Beds ⋅ 2 Baths ⋅ 975513 MLS
New price! This beautifully updated 4-bedroom, 2-bath Colonial in a desirable lake community offers privacy, space, and exceptional value. Set back from the road on a generous property, this home features a new kitchen, new roof, new driveway, and new flooring, making it truly move-in ready. The main level boasts a spacious eat-in kitchen with stunning new cabinetry, granite countertops, and stainless steel appliances. You'll also find a large living room with newly refinished hardwood floors, a family room, dining room, and a full bath. With separate access between rooms, the flexible floor plan offers the potential for a first-floor fifth bedroom, home office, or guest space. Abundant windows fill the home with natural light throughout. Upstairs features four generously sized bedrooms with ample closet space and a full bath with a double-sink vanity. Additional storage is available above the attached 2-car garage and in the crawl space below the home. Perfect for entertaining, the property offers a spacious deck and expansive, level yards in the rear and on both sides. The new driveway provides ample parking for family and guests. Enjoy lake rights to Walton Lake and seasonal lake views from two upstairs bedrooms. Washer and dryer are included. Ideally located for commuters, just minutes from the NYC Park & Ride and Harriman Train Station. Convenient to shopping, dining, Woodbury Common Premium Outlets, LEGOLAND New York, state parks, and more. Lake rights. Monroe-Woodbury Schools. Move-in ready with major updates already completed!

82 Walton Terrace, Monroe
$474,900
2 Beds ⋅ 2 Baths ⋅ 927414 MLS
Village living at 157 Stage Road delivers charm, walkability, and carefully preserved character paired with thoughtful, modern upgrades. Located in the heart of the Village of Monroe, this sidewalk neighborhood home features updated vinyl siding and has been meticulously and masterfully renovated while maintaining its warm historic appeal. Inside, beautiful pine floors, exposed brickwork, and hand-hewn beams set a timeless tone. The main level offers a welcoming layout, featuring a bright kitchen with an electric stove, a cozy sunroom ideal for morning coffee or quiet evenings, and a beautifully updated bathroom with refined finishes. The upper level showcases two inviting bedrooms, each featuring vaulted ceilings, hand-hewn beams, and a cozy yet open feel that blends rustic charm with modern comfort. A true Village rarity, this home includes a two-car detached garage with its own private driveway, offering convenience and ease that is seldom found in this location. Step outside to a large, backyard—perfect for barbecues, ballgames, and gatherings with friends and family. Or sit on the rocking-chair front porch and enjoy the relaxed community feel as neighbors stroll by. From this prime Village location, you can walk to dining, local shops, the two ponds, and the brand-new Airplane Park, all just minutes from your front door. With a meticulously updated electric system (with proper COs), an upgraded bath, vinyl exterior, original character elements, and modern improvements, this home offers a seamless lifestyle of comfort, charm, and convenience. If you're seeking a Village home that blends history with thoughtful renovation, 157 Stage Road is a must-see.

157 Stage Road, Monroe

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