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$395,000
2 Beds ⋅ 2 Baths ⋅ 1039455 MLS
Luxury Living at its very Best! 45 min to NYC. This Gorgeous Home features Bamboo Flooring Throughout, New Windows, Doors and Water Softener. Inviting Entry with Vaulted Ceilings and Skylight. Designer High End Kemper Kitchen, with beautiful Granite Countertops with breakfast Bar, with Pendulum lighting, Tumbled Marble Backsplash, Top of the Line Jen Air Refrigerator & Dishwasher, Capital Commercial Stove with Gas Grill, 1200 CFM Blower, and Recessed Lighting. Living Rm with Custom Stone Gas. Spacious Formal Dining Rm, Laundry Rm. Bathroom with custom tiled stone inlay floor, Maple Vanity with Granite Countertop and Maintenance Free Tub / Shower. Generous size bedroom. Huge Master Br Suite with recessed lighting, Spacious Walk in Closet and Additional Closet. Spa Bathroom that offers Marble Flooring, Cherry Vanity with Marble top, 2 Person Marble Shower that includes a Bench seat, Waterfalls, and a rain Shower Head. Private Backyard that backs up to woods. Additional Information: Amenities: Tennis, ParkingFeatures:1 Car Attached,

7 Ironwood Drive, Highland Mills
$887,000
4 Beds ⋅ 3 Baths ⋅ 1031426 MLS
Situated in one of the Hudson Valley’s most sought-after neighborhoods, the Greens of Woodbury, this stately colonial offers over 3,100 square feet of living space and the perfect combination of privacy, craftsmanship and elegance. This one-owner home was custom-built, professionally landscaped and hardscaped, and thoughtfully designed to offer ample space for guests both inside and out. The showstopper is the private, fenced backyard, where lush landscaping surrounds a stunning inground pool and expansive paver patio designed for relaxing and entertaining. A freeform pool, multiple seating areas and a pergola create a resort-like setting that feels worlds away from the everyday. Striking curb appeal and a welcoming two-story entry introduce an open floor plan that blends formal and functional spaces while remaining comfortable and inviting. Hardwood floors flow throughout the home, while fresh neutral paint complements the immaculate interior. The beautiful eat-in kitchen features a large dining island, granite countertops, stainless steel appliances including gas range, quality wood cabinetry and a stylish tiled backsplash. The kitchen opens to the family room, where a vaulted ceiling and marble-faced gas fireplace create a warm and inviting space. Upstairs, find four spacious bedrooms, including a massive primary suite retreat with a cathedral ceiling, large walk-in closet and full bath featuring a jetted tub, large shower and double vanity with marble countertop. A study tucked behind French doors on the main level offers built-in storage and could easily serve as a guest room, with a full bath conveniently located just outside the door. Additional highlights include a whole-house Generac generator, inground irrigation system, reverse osmosis water treatment system, natural gas, municipal water and sewer and so much more. Located in an ideal commuter location within the Monroe-Woodbury school district, the Greens of Woodbury is just minutes from trains and buses to NYC, major highways, restaurants, shopping and many Hudson Valley attractions. Woodbury residents also enjoy exclusive access to recreational facilities and numerous community activities and parks, including Earl Reservoir with beach access, community pool, sports courts and summer camp.

44 Greenwich Avenue, Central Valley
$435,000
2 Beds ⋅ 1 Baths ⋅ 1039240 MLS
Absolutely Stunning Ranch Home located in one of the most desirable locations in all of Woodbury. This Gorgeous Home features an Open Sundrenched Floor plan offering a Spacious Living Room, Formal Dining Room, New Kitchen with Granite Countertops, Stainless Steel Appliances, Custom Backsplash, and Lighting. New Designer Bathroom with Imported Tiling, Custom Vanity, and Large soaking tub / Shower. 2 Spacious Bedrooms with lots of closet space. Full Usable walkout Basement. Two Large Decks one of which is covered and has bench seating and lighting Overlooking a Huge Private Flat backyard. Oversized 2 Car Detach Garage. Lush Landscaping. This home has Beautiful Curb Appeal . The Home is in Wonderful move in condition Very nice Rocking Chair front porch Must SEE !!!!!!

11 Rose Place, Central Valley
$324,900
2 Beds ⋅ 2 Baths ⋅ 1037618 MLS
Welcome to 308 Magnolia Court in Highland Mills—a beautifully renovated 2-bedroom, 2-bath condo offering modern finishes and easy, low-maintenance living. This top-floor, second-story unit features an open-concept kitchen with new cabinetry, countertops, appliances, and fixtures. Both bathrooms have been completely updated, while new flooring, fresh paint, and contemporary lighting create a bright, cohesive feel throughout. Enjoy central air conditioning and a private deck—an inviting spot for morning coffee or relaxing outdoors. Residents also have access to the community pool. With thoughtful updates from top to bottom, this move-in-ready condo is ready to welcome its next owner.

308 Magnolia Court, Highland Mills
$1,249,000
4 Beds ⋅ 4 Baths ⋅ 983984 MLS
GEOTHERMAL TECHNOLOGY!! UNRIVALED LUXURY DESIGN AND DISTINCTION! Set within an exclusive enclave of distinguished residences and BORDERING A FAIRWAY OF THE FALKIRK ESTATE AND COUNTRY CLUB, this extraordinary custom-built estate redefines luxury living in the AWARD-WINNING Monroe-Woodbury Central School District. Designed for the most discerning buyer, this is not a typical home—it is a statement of craftsmanship, elegance, and architectural excellence. A STATE-OF-THE-ART GEOTHERMAL HEATING AND COOLING SYSTEM immediately distinguishes this exceptional residence—an advanced, forward-thinking luxury rarely found even among the finest estates. Quietly harnessing the earth’s natural energy, it delivers an unparalleled level of comfort with whisper-quiet operation, perfectly balanced temperatures in every season, and .SIGNIFICANTLY REDUCED HEATING COSTS! This sophisticated, environmentally conscious technology reflects a seamless fusion of innovation, sustainability, and refined living. Constructed with the finest materials and uncompromising attention to detail, the home further impresses with exquisite artisan millwork, rich hardwood flooring, custom cabinetry, and elegantly appointed stone finishes throughout. At the heart of the home, a breathtaking 2 STORY GREAT ROOM unfolds as a true architectural showpiece—defined by a striking antique chandelier, GORGEOUS FIREPLACE and DRAMATIC WALLS OF GLASS that flood the space with natural light. Thoughtfully designed to balance grandeur with warmth, this extraordinary setting offers an effortless flow for both intimate gatherings and large-scale entertaining, all while framing serene, picturesque views of the surrounding landscape. The chef’s kitchen is a true statement in both design and function—featuring professional-grade STAINLESS STEEL APPLIANCES, GRANITE countertops, an oversized center island, a PREMIUM INDUCTION COOKTOP, and a fully appointed BUTLER'S PANTRY designed for seamless entertaining. Formal and informal spaces blend effortlessly, including a gracious dining room and an ELEGANT OFFICE OR FIFTH BEDROOM ON MAIN LEVELl, privately set behind French doors. The upper level offers four generously proportioned bedrooms, including a thoughtfully designed Jack-and-Jill bath. The primary suite serves as a private sanctuary—an indulgent retreat featuring a spa-caliber bath adorned with premium stone, custom vanities, and designer fixtures, evoking the ambiance of a world-class luxury resort. A convenient UPSTAIRS LAUNDRY ROOM further enhances everyday living. The outdoor environment is masterfully curated where every detail has been thoughtfully considered. Expansive BLUESTONE PATIO, Belgium block curbing, create a refined and inviting atmosphere, while the FULLY EQUIPPED OUTDOOR KITCHEN with gas BBQ and custom FIRE PIT set the stage for unforgettable entertaining. Lush professional landscaping and a FULL LAWN SPRINKLER SYSTEM enhance the property’s natural beauty, while architectural drawings for a future in-ground pool present a rare opportunity to further transform this exceptional setting into a resort style retreat. Additional luxury appointments include COFFERED CEILINGS, bespoke architectural detailing, and a MASSIVEl WALK-OUT LOWER LEVEL (not included in sq. footage) offering endless possibilities for recreation, wellness, or extended living plus the inclusion of a full house alarm system. A rare and irreplaceable offering—crafted for those who expect nothing less than extraordinary—with convenient access to major highways, an easy commute to New York City, and close proximity to premier shopping including Woodbury Common Premium Outlets.

31 Greenwich Avenue, Central Valley
$479,999
3 Beds ⋅ 2 Baths ⋅ 1033827 MLS
Welcome to 172 Ridge Road, a delightful 3-bed, 2-bath split-level home offering 1,600 sq ft of comfortable living space in the heart of Highland Mills. With plenty of space to possibly expand both above and behind the house, the opportunities here are endless. Park easily in your two-car garage and driveway, then step into a home situated on nearly half an acre of yard that invites backyard barbecues, spontaneous play or quiet evenings outdoors. The living and dining areas flow together with relaxed ease, while the structured split-level layout gives each space its own purpose—ideal for guests and everyday life. Located in a warm and welcoming community with easy access to local schools, parks and commuter routes, this home blends suburban comfort with real-world practicality.

172 Ridge Road, Highland Mills
$799,000
4 Beds ⋅ 3 Baths ⋅ 1012284 MLS
Welcome to this beautifully charming Center Hall Colonial, privately set back from the road on a picturesque property with a tranquil man-made pond, fountain, and inviting wrap-around front porch. This spacious home offers the perfect balance of classic elegance and comfortable everyday living. The thoughtfully designed floor plan features a formal living room that flows seamlessly into the warm and inviting family room with a fireplace, creating an ideal space for entertaining. The spacious kitchen is appointed with granite countertops, a center island, abundant cabinetry, and sliders leading to an expansive deck overlooking the peaceful backyard. A formal dining room, powder room, and first-floor laundry complete the main level. Upstairs, the generous primary suite features a private ensuite bath, while three additional bedrooms share a full hall bath. A walk-up staircase leads to a full-house unfinished attic, offering outstanding potential for future living space. The finished walk-out basement provides even more room to relax or entertain, with sliders opening to a covered patio. An oversized two-car garage and a huge storage shed provide exceptional storage and convenience. Ideally located in the highly sought-after Monroe-Woodbury School District, this exceptional home combines timeless Colonial charm, abundant living space, beautiful outdoor amenities, and endless possibilities in a peaceful Chester setting.

197 Oxford Road, Chester
$499,000
3 Beds ⋅ 2 Baths ⋅ 1026999 MLS
Lovingly maintained and beautifully renovated, this warm and inviting Cape Cod in the heart of Central Valley is ready to welcome you home! Thoughtfully updated, this home offers comfort and elegant style throughout. The spacious, renovated eat-in kitchen features a peninsula with seating, additional room for a dining table, and an ideal layout for everyday living and entertaining. Natural light pours into the all-season sunroom through brand-new front windows, while new bedroom windows with custom-built French shutters enhance both beauty and efficiency throughout the home. Hardwood floors and ceramic tile beneath the vinyl flooring on the main level, and newer hardwood flooring extends throughout the second level. Peace of mind comes with a roof less than 5 years old, French drains and a sump pump, generator hook-up, and a water softener. The basement offers valuable additional space with endless possibilities for a recreation room, home gym, workshop, or storage. Step outside to your own private backyard retreat, designed for both relaxation and entertaining. Enjoy gatherings on the covered porch, unwind around the cozy fire pit, and take advantage of the beautifully maintained outdoor space that's perfect for hosting family and friends or simply enjoying peaceful evenings at home. The home also offers access to Earl Reservoir (The Rez) and the John P Burke Memorial Town Pool (The Pond). Perfectly situated just a stone's throw from the world-famous Woodbury Common Premium Outlets, this exceptional home is also close to schools, shopping, restaurants, public transportation, and major highways, making it an ideal location for commuters. A true move-in-ready gem where thoughtful updates, warmth, and convenience come together in one outstanding home! No representation on garage.

2 School House Lane, Central Valley
$879,900
4 Beds ⋅ 3 Baths ⋅ 1027864 MLS
Welcome to 48 Greenwich Ave in the coveted Greens of Woodbury, an in demand location surrounded by Hudson Valley's beautiful scenery as the backdrop. Coming in at over 3,200 sq.ft. this 4 Bedroom center hall colonial beautifully positioned on 0.76 acres will be sure to impress! The layout is incredible, as it caters to both formal and informal spaces. The great room is the heart of the home with a gorgeous fireplace as the focal point and easy flowing open concept with the spacious Kitchen and access to the large deck overlooking the private backyard. There is a dedicated first floor office with double doors and a nearby half bath. Enjoy refinished stunning hardwood floors throughout most of the main level. Upstairs all bedrooms are spacious and the primary bedroom spans the whole right side of the home. This well designed space has a private full bathroom and huge added sitting room or bonus space. In addition to the two levels, the lower level is the unfinished walkout basement with so many possibilities to finish for added recreational space or more! The double wide driveway leads to the 2 car garage for easy parking options and access to the main floor of the home, making it a breeze to bring in groceries. This home is located in the Monroe Woodbury school district. An added perk is that Woodbury residents enjoy exclusive access to the Rez pond and parks, along with the gorgeous newly renovated pool for total outdoor enjoyment. You'll love the convenience of this strategic location close to shopping including Woodbury Commons, restaurants, palisades parkway, interstate and several other main routes. Harriman state park is moments away with endless hiking trails and lakes. Come and experience this beautiful lifestyle for yourself!

48 Greenwich Avenue, Central Valley
$595,000
4 Beds ⋅ 3 Baths ⋅ 1005875 MLS
Inspired by renowned architect, Walter Gropius, the "Bauhaus" living style is reflected by the use of glass and stream line structure. This work of art, unique in design, has an abundance of light, soaring ceiling & open floor plan. Features hard wood floors throughout, formal dining, living room with 8'x10' window & 12' ceiling. Seasonal views in this charming 4-bedroom, 2.5 bathroom home in Laurel Ridge, filled with original mid-century character. A massive, dramatic window frames old growth trees and winter lake views. The spacious layout features a primary suite on the upper level with three additional bedrooms on the first floor. A rare opportunity to own a home with preserved detail. Additional highlights include a screened-in porch surrounded by mature trees and a high-efficiency gas heating system installed in 2023. Conveniently located just one hour from NYC. Home is being sold as-is.

162 Fawn Hill Road, Tuxedo Park
$760,000
4 Beds ⋅ 3 Baths ⋅ 1023481 MLS
Welcome to this Custom Colonial offering almost 3,100 finished SQFT of beautifully designed living space perched up on a hill in Timber Crest Estates, an enclave of 15 homes in the heart of Highland Mills, town of Woodbury. This 4-bedroom, 3-full bath home features an open and inviting layout with 9-foot ceilings, freshly painted throughout, hardwood floors, and an abundance of natural light from oversized windows throughout. The main level offers a spacious eat-in kitchen with stainless steel appliances, a formal dining room, a dedicated office/den, and a full bath, providing flexibility for guests or multigenerational living. The dramatic two-story great room is the heart of the home, centered around a cozy gas fireplace, while sliding doors off the kitchen lead to a deck overlooking the backyard—perfect for outdoor dining and entertaining. Upstairs, the expansive primary suite serves as a private retreat with tray ceilings, a large walk-in closet and an ensuite bath featuring a Jacuzzi tub. Three additional generously sized bedrooms and a full hall bath complete the second level. The full unfinished walk-out basement offers endless possibilities for future finished living space, a home gym, or recreation area. Additional highlights include municipal water, sewer, and natural gas, as well as owned solar panels for increased energy efficiency and cost free electric! This exceptional home combines space, comfort, and convenience in one outstanding total package. This will not last, PRICED TO SELL!

5 Sherwood Court, Highland Mills
$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
$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
$415,000
2 Beds ⋅ 2 Baths ⋅ 1013310 MLS
Two for the price of one! An affordable home with a huge workshop/garage doesn’t come along often! Welcome to this charming Central Valley home, where character, comfort, and incredible space come together. Set on nearly half an acre of property, this home features beautiful original details and exposed beams, a bright sunroom/office, and an impressive 1,700+ square-foot oversized two-car garage with loft AND a heated workshop. This property offers endless possibilities for hobbies, storage, or a home-based business. This is the perfect home for car and outside toy collectors. If you’ve been looking for a home that gives you space to live, work, and relax, this is the home for you. Spend the day tinkering in your spacious heated workshop, then unwind on the cozy stone patio by the fireplace. Whether you’re entertaining friends, enjoying a pizza night under the stars, relaxing by the fire, or simply taking advantage of the generous yard, this property gives you a wonderful space to enjoy life. Location is just as special as the home itself. Commuters are just minutes from I-87, Route 17, and Route 6, with a Shortline bus stop into NYC nearby and Metro-North station a short 10-minute drive away. As a Woodbury resident, you’ll also enjoy exclusive access to the town’s parks and recreation, including a pool with water slides and cabanas, and a swimmable lake with a dock, high dive, pavilion, playgrounds, and walking trails. Come see what makes 17 Valley Avenue so special!

17 Valley Avenue, Central Valley
$415,000
3 Beds ⋅ 2 Baths ⋅ 1013266 MLS
Welcome home to this charming 3-bedroom, 2-bath home nestled on a spacious lot with mature trees and a welcoming front porch. This well-maintained home offers a bright and inviting layout, featuring comfortable living spaces, generously sized bedrooms, and two full bathrooms. Enjoy relaxing mornings on the covered porch or entertaining in the private backyard. The dual driveways provide ample off-street parking and leads to a shed for added storage and convenience. Conveniently located near shopping, dining, parks, and major commuter routes, this move-in-ready property combines classic character with everyday functionality. Don't miss the opportunity to make this beautiful home your own!

22 Valley Avenue, Central Valley
$875,000
6 Beds ⋅ 3 Baths ⋅ 1010358 MLS
Explore this great opportunity located at 27 Van Tassel in Highland Mills, offering an impressive 2.6-acre property with expansive grounds, privacy, and a peaceful, calm setting. This beautiful home spans 3,058 square feet and is filled with rich features and amenities designed for both comfort and everyday living. As you enter, you are welcomed by an elegant formal dining room and a spacious kitchen, along with a separate dining nook that creates the perfect space for relaxed meals and gatherings. The home includes 6 well-appointed bedrooms, 3 bathrooms, a laundry room and a double vanity that adds both convenience and style. Additionally the house includes a beautifully airy sunroom filled with natural light to enjoy nature! The roof is brand new as of year 2024. Outside, the property truly shines with its beautifully maintained grassy backyard and two comfortable patios, providing ideal spaces for entertaining, outdoor dining, or simply enjoying the serene surroundings and a natural pond beside the house, offering a peaceful place to enjoy nature. Besides for the attached garage, this property also offers a detached carport and a 14x16 shed for added storage. This property offers the perfect blend of space, privacy, and charm in a highly desirable setting. Don't miss this great opportunity! Schedule your showing today, to make this home yours!

27 Van Tassel Court, Highland Mills
$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
$349,900
3 Beds ⋅ 2 Baths ⋅ 997661 MLS
Welcome to this charming corner-lot townhome in the desirable Town of Woodbury! This spacious 3-bedroom, 2-full-bath home offers the perfect blend of comfort, convenience, and style. The bright and inviting living area features a semi-open layout ideal for both everyday living and entertaining. The kitchen offers plenty of counter space and cabinetry, while the dining area flows seamlessly to the outdoors—perfect for summer gatherings or relaxing evenings. The primary bedroom suite provides a peaceful retreat with its own full bath, and two additional bedrooms offer flexibility for guests, a home office, or hobby space. Situated on a corner lot, the home enjoys extra yard space and added privacy. Located in a prime area of Woodbury, you’ll have access to the Woodbury Recreation facilities, Monroe-Woodbury schools, and an easy commute via major highways, shopping, and restaurants just minutes away. Don’t miss this opportunity to own a beautiful, well-maintained townhome in one of Orange County’s most sought-after communities!

30 Sycamore Court, Highland Mills
$11,000,000
16 Beds ⋅ 16 Baths ⋅ 974021 MLS
R1A zoned, R3A zoned, agriculture zone approved, infinity pool, tennis and basketball court, gazebo and private lake set across gated 39.1 acres MAIN HOUSE - 10 bedrooms, 6 full baths, 3 half baths, 10 fireplaces, Kitchen has Miele Steam unit, Viking warming drawer, Viking microwave, 3 Viking ovens, including 6-burner and grill, 2 dishwashers, walk-in refrigerator, custom-designed and renovated in 2005, radiant heat. Main house has generator with auto transfer switch, 2 zones heat (1 zone radiant in kitchen) 4 zones central air and oil heat. BALLROOM - 4 bedrooms all with en-suite bathrooms, 2 half baths, 5 fireplaces, full kitchen with dishwasher, refrigerator and washer/dryer. Gilded age ballroom with plaster ceiling, 6 zones AC and heat (all new) each room has its own thermostat. GUEST HOUSE - 2 bedrooms, 1 full bathroom, original wood burning stove in kitchen. Guest house has 3 car-garage with a Tiffany clocktower clad in glazed ceramic. Guest house has 275 gallon oil heat, forced air, central air. Home has oil heat, 1 septic for main house & guest house. Separate septic for ballroom. Water is municipal, but there is also a well on site. Welcome to Rushmore estate. Set across over 39 acres of pristine woodland in the lower Hudson Valley. It is a rare offering of historic elegance and complete privacy. Originally commissioned in 1908 by financier/attorney Charles E. Rushmore, this Spanish Colonial-style mansion was designed as a secluded retreat. A long tree-lined 1/4 mile brick pavers driveway opens to a breathtaking estate centered around a grand Gilded-Age ballroom, vaulted hand-plastered ceilings, French doors, Palladian windows and an oversized fireplace creating an iconic setting. The home has incredible historic details throughout. The grounds are equally compelling with rolling lawns, a private lake with beachfront, a 60-foot infinity pool overlooking the water and a network of wooded trails that wind through the untouched landscapes of abundant wildlife. The trails connect to Shawangunk mountains. A romantic original gazebo, waterfall and multiple outdoor entertaining spaces create a true estate experience rarely found this close to Manhattan. This is a destination property equally suited as a private compound, legacy estate or event-driven retreat that offers a level of privacy, beauty and history that is increasingly rare in the Hudson Valley. Rushmore Estate is not just a home, it is a gilded-age masterpiece completely and historically in tact. Home is approved and zoned for event venue, house of worship, school, horses, cemetery, among others.

14 Castleton Drive, Highland Mills
$539,000
4 Beds ⋅ 2 Baths ⋅ 991537 MLS
Welcome to 333 Oakland Avenue, Monroe, NY! Enjoy the perfect blend of space, privacy, and convenience in this charming 4 bedroom, 2 bathroom Cape Cod style home, offering approximately 1,900 square feet of living space on just over an acre. Inside, you’ll find a comfortable and flexible layout with generously sized rooms and plenty of space to accommodate today’s lifestyle. Whether you need a home office, guest space, playroom, or room to entertain, there’s plenty of opportunity to make this home your own. Step outside and enjoy the privacy of your spacious property while still being conveniently located near shopping, dining, schools, parks, and major commuter routes. Commuter friendly and ideally situated in the beautiful Hudson Valley, this home offers the best of both worlds, space and tranquility without sacrificing convenience. Whether you’re a first time buyer, growing family, or looking for more room to enjoy, 333 Oakland Avenue is a wonderful opportunity to make your next move.

333 Oakland Avenue, Monroe
$599,000
4 Beds ⋅ 3 Baths ⋅ 989752 MLS
Where Timeless Character Meets Modern Comfort. There are homes that simply provide space, and there are homes that tell a story. Set on just over one beautifully landscaped acre in the heart of Central Valley, this remarkable turn-of-the-century residence offers a rare opportunity to own a home rich in character while enjoying the comforts of modern living. From the moment you arrive, you'll appreciate the architectural details and craftsmanship that have stood the test of time. Inside, generous living spaces are filled with natural light, creating an inviting atmosphere that is equally suited for everyday living and memorable gatherings. With four spacious bedrooms, three full bathrooms, and nearly 2,500 square feet of living space, the home offers flexibility for today's lifestyle while preserving the warmth and charm that only a historic home can provide. The expansive one-acre property offers exceptional privacy and room to enjoy the outdoors, whether you're entertaining guests, gardening, or simply relaxing in a peaceful setting. Mature landscaping and the home's timeless presence create a setting that feels worlds away while remaining just minutes from shopping, dining, parks, major commuter routes, and the highly regarded Monroe-Woodbury School District. Unlike today's newer construction, this home offers the craftsmanship, personality, and enduring appeal that cannot be replicated. Every room reflects the quality and character of an earlier era while providing the space and functionality today's buyers expect. Whether you're drawn to historic architecture, searching for a home with soul, or simply looking for something truly distinctive, 66 Summit Avenue is more than a residence—it's an opportunity to own a piece of Hudson Valley history. Schedule your private tour today and experience the character, craftsmanship, and timeless beauty that make this exceptional property unlike any other.

66 Summit Avenue, Central Valley
$641,000
3 Beds ⋅ 3 Baths ⋅ 987346 MLS
Opportunity & LOCATION! Renovated and well maintained split-level style home in Highland Mills/Woodbury NY. This impressive home offers over 2300 sqft. Bright dining/living/family rooms with lots of spotlights and loaded with windows throughout. Large eat in kitchen features granite countertops, and costume wood cabinetry. 3 spacious and sunny bedrooms 2.5 baths, master with jetted tub and walk-in closet. Lower level includes an additional living room/playroom, and partially finished basement adds 322 sqft of living space. Enjoy the fenced backyard and maintained landscaped property with plenty of space to entertain. Near all Conveniences, Public Transportation, Major Highways, Woodbury Commons and Shopping malls, here is so much more in this wonderful neighborhood, Just Waiting for You.

35 Depalma Drive, 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

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.