Refine Search
Map
Sort by
$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
$900,000
4 Beds ⋅ 3 Baths ⋅ 1002536 MLS
Beautifully maintained Colonial set on a picturesque and private property offering the perfect blend of comfort, space, This spacious home features an inviting layout with generously sized rooms, hardwood flooring, elegant moldings, and abundant natural light throughout. The heart of the home is the oversized eat-in kitchen with granite countertops, extensive cabinetry, pantry space, and excellent flow into the warm and welcoming family room with fireplace — ideal for both entertaining and everyday living. Formal living and dining areas provide additional space for gatherings and special occasions. The second level offers a large primary suite with vaulted ceilings, walk-in closet, and spa-style bath, along with spacious additional bedrooms and ample storage throughout the home. Step outside and enjoy the beauty and privacy of the expansive property surrounded by mature trees and peaceful natural scenery. Whether relaxing on the front porch, entertaining on the deck, or simply enjoying the open outdoor space, this property offers a true retreat-like setting. A rare opportunity to own a move-in-ready Colonial offering privacy, charm, and exceptional living space.

60 Whitetail Run, Chester
$599,900
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
$629,000
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
$799,000
4 Beds ⋅ 3 Baths ⋅ 1000989 MLS
Beautiful paver walkway to front door sets the stage for this unique location home on privacy seekers 6 Acres backing up to Lake Mombasha on the Tuxedo border. Custom built spacious Cape Cod Style home boasting 4102 sq. ft. which includes the 900 sq. ft. in the finished walkout Basement. New granite counters and oversized stainless steel sink in Kitchen along with stainless steel appliances. New main level en suite Primary Bath features whirlpool tub, double shower and double sinks. Family Room with cathedral wood ceilings with wood burning fireplace and sliders to huge wrap around decking sets the stage for huge family/friend gatherings in the seasonable weather. Two primary sized bedrooms and an additional Full Bath are on the second level. The partially finished Basement has an additional 900 sq. ft. of finished living area with egress windows. The huge 2+ car garage offers plenty of storage area in addition to the utility room. Roof just 15 years old. NEW indirect water heater. In the sought after Monroe Woodbury School District. Great location on the Tuxedo border just a stones throw to shopping, recreation, main roads and modes of transportation. Great commuter location. Sure to go quick, get your showing appointment in.

214 W Mombasha Road, Monroe
$649,990
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
$849,900
4 Beds ⋅ 3 Baths ⋅ 934733 MLS
You will fall in love with this beautiful new construction Colonial offering the perfect blend of modern design and urban farmhouse charm, all set on a stunning private 2+ acre lot. One of several available homesites, with additional locations also available, this home is expected to be completed in time for you and your family to enjoy this summer. The home is thoughtfully designed with entertaining in mind, the open main level features a seamless flow between the living spaces, with the kitchen island and fireplace serving as the focal points for gatherings and everyday living. The custom-designed kitchen will feature 36-inch cabinetry, quartz or granite countertops, an oversized island, farmhouse sink with gooseneck faucet, stainless steel appliances, and an abundance of cabinet and counter space. Adjacent to the kitchen is a warm and inviting family room with a fireplace, along with a formal dining room perfect for entertaining and creating lasting memories. The second floor offers four generously sized bedrooms, including a spacious primary suite with a walk-in closet and a beautifully appointed bathroom featuring tiled flooring, a soaking tub, and a large walk-in shower for a relaxing, spa-like feel. The additional bedrooms offer ample closet space and comfortable layouts. You can enjoy nature and your privacy on a beautiful covered front porch or your back deck! Full unfinished basement provides endless possibilities for future expansion, storage, or recreation space. Conveniently located near schools, restaurants, shopping, wineries, parks, and other local amenities. Falls within the Monroe-Woodbury School District. Fantastic commuter location just minutes to Routes 84, 87, and 17, Metro-North, NJ Transit, buses to NYC, Stewart Airport, and West Point, while still enjoying the charm of nearby boutiques, farmers markets, and outdoor recreation. Approximately 50 miles to NYC. There is still time to make all selections for the home and personalize it to your liking - it is currently slated to have white siding with black siding accents. Schedule an appointment today.

Lot 3 - 62 Camp Monroe Road, Monroe
$825,000
4 Beds ⋅ 3 Baths ⋅ 999741 MLS
Set on over 10 private acres in the rolling hills of Orange County, this exceptional custom colonial offers the rare combination of luxury, privacy, and convenience AND just minutes from the heart of Chester and major commuter routes. Built in 2017 and thoughtfully designed with over 2,700 square feet of living space, 45 Whitetail Run delivers the kind of lifestyle buyers dream about but rarely find. From the moment you enter, soaring ceilings, natural woodwork, and an open-concept layout create a warm yet sophisticated atmosphere. The heart of the home is the stunning chef’s kitchen featuring granite countertops, a leathered granite kitchen island with storage, breakfast bar, 2 pantry's, and seamless flow into the dining and living spaces; perfect for entertaining or everyday living. A dramatic wood-burning fireplace anchors the living room, while oversized UV tinted windows frame peaceful mountain and wooded views in every direction. The flexible floor plan includes a highly sought-after first-floor bedroom with tray ceilings, spa-like finishes in the bath, whirlpool tub, double vanity, oversized walk-in closets, laundry and balcony. That kind of retreat style feel that makes home hard to leave. Outside, the property truly shines. Enjoy morning coffee on the covered porch, host summer gatherings on the expansive deck and patio, or unwind beneath the pergola surrounded by nature and professionally maintained grounds and gardens. The 10.9-acre setting provides exceptional privacy while still keeping you close to shopping, dining, schools, and commuter access. Additional highlights include central air, smart thermostat, walk-out basement with endless potential, oversized two-car garage, new windows, security system, drilled well, septic, propane heat, and multiple outdoor structures for storage or hobby use. A property like this doesn’t just offer a home, it offers space, serenity, and a lifestyle upgrade. Welcome home to 45 Whitetail Run.

45 Whitetail Run, Chester
$999,999
5 Beds ⋅ 3 Baths ⋅ 999261 MLS
A Private Suburban Retreat on Prestigious Garnet Hill. This Center Hall Colonial offers an exceptional residence- refined suburban living with the space, privacy, and sophistication sought by discerning buyers—just about an hour from Manhattan. Positioned on a beautifully landscaped 3+ acre property, the home features approximately over 4,700 square feet of elegant living space, offering 5 bedrooms and 3.5 full baths. Luxury begins at the illuminated pillars lining the paver driveway, leading to a stone-accented front entry. Inside, sun-filled interiors highlight quality craftsmanship throughout. The two-story foyer features tray ceilings and expansive windows, while recessed lighting, built-in surround sound, and pre-wiring for a security system add comfort and functionality. The chef’s kitchen is a true centerpiece, featuring floor-to-ceiling custom cabinetry, granite countertops, a large center island with seating, and a premium Sub-Zero stainless-steel refrigerator. Adjacent casual dinette provides effortless flow for hosting, with sliding doors opening to the outdoor living areas which provide direct access to a deck & patio area. The oversized family room becomes the center of the home surrounded by windows and comforted by the fireplace. Upstairs, the primary suite offers a private retreat with two custom walk-in closets, a sitting area, and alcove. The en-suite bath features dual vanities, a walk-in shower with multiple shower heads, and a jetted soaking tub overlooking serene sunset views. Three additional bedrooms and one full bathroom are generously sized and thoughtfully arranged on the same level. Outdoors, the property delivers a resort-style experience, expansive open grounds framed by mature landscaping and stunning sunset views. The setting offers exceptional privacy and room to relax, entertain, or expand. Additional highlights include a three-car garage and a setting that perfectly balances tranquility with accessibility. This is a rare opportunity to enjoy luxury suburban living—where space, serenity, and elegance meet effortless access to New York City.

2 Garnett Hill Road, Chester
$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
$614,900
4 Beds ⋅ 3 Baths ⋅ 994429 MLS
Welcome to this spacious and beautifully maintained Cape Cod-style home offering comfort, functionality, and timeless appeal. Gleaming hardwood floors and an abundance of windows fill the home with natural light, creating a warm and inviting atmosphere throughout. The main level features a thoughtfully designed layout, including a formal living room and formal dining room—perfect for entertaining—alongside a gourmet-style kitchen that opens seamlessly to the family room for everyday living. Sliders lead out to a large deck with beautiful views, providing the ideal setting for outdoor dining and relaxation. A first-floor bedroom with a full bath adds flexibility for guests or multi-generational living. Upstairs, the primary bedroom offers its own private bath, while two additional spacious bedrooms and a full hall bath complete the second floor. The finished basement expands your living space with sliders leading to a patio and backyard, perfect for indoor-outdoor enjoyment. Ideally located in a great commuting area, close to schools, shopping, and everything the Hudson Valley has to offer. Don’t miss this exceptional opportunity!

10 Sunset Heights, Monroe
$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
$1,980,000
5 Beds ⋅ 7 Baths ⋅ 994262 MLS
A HUDSON VALLEY MINI ESTATE WITH 7,500+ SQFT | BACKING ONTO PROTECTED LAND AND FALKIRK GOLF COURSE | 50 MIN TO MANHATTAN === WHAT SETS THIS HOME APART — THE LARGEST HOME IN THE GREENS OF WOODBURY: 5,312 sqft above grade plus 2,200 sqft fully finished lower level. Only home in the community at this scale. — A PERMANENT VIEW: 0.76-acre lot backs onto Town of Woodbury preserve land and Falkirk golf course. No new construction possible behind the property. — 50 MIN TO MANHATTAN: 9 min to Harriman train (NJ Transit direct to Penn Station in ~1 hour). 50 min via I-87 to GWB. Commutable daily or hybrid. — YEARS OF RELENTLESS INVESTMENT: 2003 shell is original. Most of what defines the home today—iron-and-glass doors, chandeliers, hardwoods, the 2,200 sqft lower level, entire backyard—is the owner's work. — NO HOA: Unusual at this caliber. True ownership, no recurring fees. === WHAT THE OWNER HAS BUILT The 2003 shell was built by The Greens of Woodbury's original developer. Almost everything visible today reflects the current owner's continuous investment. Inside: hand-forged iron-and-glass entry doors with smart fingerprint access. Three new chandeliers, anchored by the signature five-tier jade-based crystal piece. New solid hardwood throughout second floor. Motorized window treatments. 2,200 sqft finished lower level with new AC—wood flooring, bar area, billiards and ping pong, sauna with en-suite bath, au pair suite with en-suite bath, multi-person whirlpool. Outside: 792 sqft heated pool with waterfall (2020). Extensive stone paver patio at entertaining scale. Three distinct outdoor entertaining zones: banquet-scale grilling station in the main yard, covered pavilion on its own balcony, propane fire pit lounge on a separate balcony. Multi-level planted terraces with retaining walls and integrated automated lighting. Ornamental iron fenced rear yard. Whole-house solar (2024). Every visible system reflects 2020s standards. The next owner inherits a finished asset, not a project. === THE HOME 5 bedrooms. Six full and one half baths. Three fireplaces. Solid hardwood throughout all three levels. Circular stone paver driveway lined with Bradford Pear trees. Hand-forged iron-and-glass double entry doors open to a two-story foyer—a prelude to a five-tier jade-based crystal chandelier in the glass-wrapped great room. Generously scaled dining room, family room, chef's kitchen flow seamlessly across the main level. Six-burner range with built-in indoor grill, granite counters, custom cabinetry, island, walk-in pantry. Main-floor in-law suite with private balcony access offers single-level living. Upstairs, expansive primary suite anchors the second floor with dual-aspect balcony, steam shower, whirlpool tub, two walk-in closets, and dedicated office/yoga room. Two additional en-suite bedrooms; one with a home office that converts back to a bedroom. Attached 1,482 sqft garage—one of the home's most useful features—offers true five-car capacity with substantial workspace. === SCHOOLS & LOCATION Monroe-Woodbury Central School District — strong athletic tradition with cross country state championships (2022-2024) and Class AA football finals appearances. School bus stop at the front. 5 min to Woodbury Common Premium Outlets (world's largest luxury designer outlet, 250+ stores) and I-87. 9 min to Harriman train (direct to Penn Station in ~1 hour). West Point 25 min, Bear Mountain 15, Legoland 20. Orange County orchards, wineries, and farm-to-table restaurants throughout the area. A commuter location with the lifestyle of a country estate.

23 Greenwich Avenue, Woodbury
$499,999
3 Beds ⋅ 2 Baths ⋅ 993892 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. 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
$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
$769,000
3 Beds ⋅ 4 Baths ⋅ 991698 MLS
Welcome to this beautifully maintained, stunning Colonial, ideally situated at the end of a quiet cul-de-sac in the Village of Monroe offering 3 spacious bedrooms, 2 full baths and 2 half baths, a resort-style pool and private lake access. This home reflects true pride of ownership throughout. A charming front porch leads into an spacious foyer, flanked by a formal living room and formal dining room. The heart of the home is the inviting kitchen, featuring granite countertops, a large island, separate breakfast bar, and premium stainless steel appliances including a Sub-zero refrigerator, Wolf range, and a wine refrigerator. The kitchen opens seamlessly to a cozy family room with a wood-burning fireplace, creating the perfect space for everyday living and entertaining. Sliding glass doors lead to an expansive wraparound deck overlooking a resort-style backyard. Enjoy a beautifully landscaped setting with a stunning heated in-ground pool complete with waterfall, a tiki bar with water and electric, a shed, fire pit area, and plenty of open space for recreation. Think stay-cation! The first floor also includes a laundry room, powder room, and access to a two- car garage with additional attic storage. Upstairs, the primary suite offers a brand new spa-like bathroom with an oversized shower, bench and built-in niche. Two additional generously sized bedrooms boast ample closet space. A finished walk-up attic adds a versatile bonus room with heating and cooling- ideal for a guest space, playroom, craft area, the possibilities abound. The fully finished walk-out basement expands your living space with a workshop, sink with cabinets and counterspace, designated office area, and a half bath with potential to convert to a full bath. Additional highlights include hardwood floors throughout the main living areas, central air, multi-zone heating, and access to the private Pine Tree lake community. Monroe Woodbury School district. Close to shops, dining, major roadways, shops including world renowned, Woodbury Common, year round Hudson Valley experiences like hiking trails, wineries, breweries and apple picking. An added feature, it borders The Golf Club at Mansion Ridge, a Jack Nicklaus Signature golf course and is close to the bus and train for ease of commute to NYC. Schedule a showing today!!

18 Peterson Road, Monroe
$779,000
4 Beds ⋅ 3 Baths ⋅ 976026 MLS
3 Maidstone offers a spacious, well-kept layout in excellent condition, filled with natural light, large sunny windows, and beautiful flooring. The first floor features a bright dining room, a large living room, a huge kitchen with granite countertops and a center island, an office room, a bonus room, and 1 bath. Upstairs, 4 comfortable bedrooms and 2 upgraded bathrooms. The home also includes half of the basement finished, ample storage space, and a two-car garage for added convenience. Front and back decks overlooking a beautiful, spacious lot—perfect for relaxing and entertaining.

3 Maidstone Lane, Monroe
$849,900
4 Beds ⋅ 3 Baths ⋅ 991517 MLS
Welcome to this stunning Colonial, perfectly blending comfort, style, and functionality. Offering 2,370 sq ft plus full walkout basement, this beautifully designed home features 4 spacious bedrooms and 3 full bathrooms, creating an inviting layout ideal for everyday living and entertaining. Step inside to a grand, sun-filled foyer with soaring ceilings that set the tone for the home’s warm and elegant feel. The thoughtfully designed kitchen is perfect for cooking, gathering, and hosting. Outdoors, enjoy your own private retreat with an above-ground pool, play area, and a beautiful, wooded setting. With over 18 acres, the land offers exceptional privacy, natural beauty, and a peaceful buffer around the home. A rare opportunity to own a spacious Colonial with room to live, relax, and entertain—inside and out. Schedule your private showing today!

2 Primrose Lane, Chester
$939,888
5 Beds ⋅ 3 Baths ⋅ 990891 MLS
NEW PRICE – motivated seller! Exceptional Value in Tuxedo Park! and experience this architecturally designed home bordering Sterling Forest State Park. A truly one-of-a-kind, Frank Lloyd Wright inspired contemporary home, privately set among nature with forest and seasonal lake views, bordering protected state land with Sterling Forest State Park as your backyard. Nestled in the highly sought-after Laurel Ridge community of Tuxedo Park, this 5-bedroom, 2.5-bath residence blends timeless architectural design with modern comfort in a peaceful, retreat like setting. The open-concept layout is filled with natural light from walls of glass, highlighting new hardwood floors throughout and a striking wood-burning fieldstone fireplace. The home seamlessly connects indoor and outdoor living with expansive decking and a sunroom overlooking the woods. The fully renovated kitchen features a large island, high-end finishes, and a Tyent water purifier (installed at the kitchen sink), complemented by a whole-house water filtration/conditioning system. Updated bathrooms and thoughtful upgrades make this home completely move-in ready. The primary suite is a true standout, offering an expansive layout with: • Private sitting area/library • Walk-in closet • Spa-like en suite bathroom with soaking tub + separate standing shower • Private Juliet balcony with serene forest views Additional highlights include a fully heated office/studio/workshop with a separate entrance ideal for remote work or creative use. *** MUNICIPAL WATER and CITY SEWER*** *** LOW TAXES*** Recent upgrades include German Vecka European windows, BRAND NEW HOT WATER HEATER*** a new RUBBER ROOF, NEW GENERATOR** fiber cement insulated siding, a new asphalt driveway, surround sound, a whole-house generator hookup, and a TESLA CHARGER. Comfort is enhanced with 2-zone A/C and a first-floor laundry/mudroom. Set on a private lot with unobstructed forest views, the property also features a 2-car garage and parking for up to 6 vehicles. •NO HOA FEES Location Highlights: •Minutes to Tuxedo Station on the Metro-North Port Jervis Line, offering an easy commute to NYC • Minutes to major highways including the New York State Thruway and Route 17 • Approx. 15 minutes to local wineries including Thorne Valley Vineyard • Close to Warwick Valley Farmers Market and nearby farms • Convenient to shopping including ShopRite and Stop & Shop • Nearby dining options like Eddie’s Roadhouse and Draft House, Characters, Seven Lakes Station Craft Burgers, Valley Rock inn • Located within the highly regarded Monroe-Woodbury School District- close to playgrounds. • Minutes from the prestigious Tuxedo Club Tennis Courts, golf course, and private club amenities. • LOCATED ONLY 10 Minutes from WOODBURY COMMON OUTLETS Unique. Private. Turnkey. A rare architectural gem that feels like a getaway—yet remains close to everything.

20 Fawn Hill Road, Tuxedo Park
$599,000
3 Beds ⋅ 3 Baths ⋅ 988574 MLS
This home is ready for summer! Invite your friends for a party in one of the nicest yards in Woodbury! It features an expansive paver patio surrounded by a beautifully manicured hedge. A charming wooden bridge crosses a gentle stream. Unbeatable Location: Less than 200 yards to the John P. Burke Memorial Pool! One of Woodbury’s Finest Homes – Exceptional Location, Stunning Yard, and Move-In Ready! The impeccable curb appeal, thoughtful updates, and an extraordinary outdoor retreat come together to create something truly special. From the moment you arrive, you’ll be captivated by the home’s inviting exterior, featuring a brand-new driveway, professionally designed landscaping with mature plantings for year-round beauty, and a charming, elegant walkway that sets the tone for what’s inside. step into a spacious foyer and head up to the main living level, where a sun-filled, oversized living room awaits, complete with gleaming hardwood floors and a large picture window offering peaceful views—keep an eye out for deer passing by! The beautifully renovated kitchen is a standout, showcasing custom cabinetry, granite countertops, stainless steel appliances, and a unique garden window above the sink. An island with a pass-through connects seamlessly to the dining room, which also features a picture window, making it perfect for everyday living and entertaining alike. Upstairs, you’ll find three generously sized bedrooms, each with extended-height closets offering exceptional storage, along with a tastefully updated full bathroom. The lower level adds incredible versatility, offering two additional rooms—ideal for a home office, guest space, or recreation area. One includes a closet, while the other features sliding doors leading directly to the backyard. This level also includes a modern, tiled full bathroom with dual access. You'll also find a convenient laundry area, a half bath, a two-car garage, and a crawl space for extra storage. And then… the yard. This private outdoor oasis is truly unforgettable. The expansive paver patio is perfect for hosting gatherings or simply relaxing, surrounded by a beautifully manicured hedge for added privacy. A charming wooden bridge spans a gentle stream, creating a peaceful, storybook setting. Lush plantings throughout the property enhance the sense of tranquility and natural beauty. Unbeatable Location: Less than 200 yards to the John P. Burke Memorial Pool. Close to Monroe-Woodbury Schools. Minutes from Woodbury Common Premium Outlets. Easy access to NYC bus and train. Just 2 minutes to NYS Thruway (I-87) and Palisades Parkway. Approximately 1 hour to NYC. Near “The Rez” park featuring fishing, swimming, pickleball, soccer fields, a sensory park, and more. This lovingly maintained home offers the perfect combination of comfort, convenience, and charm—ready for its next owner to create lasting memories. Don’t miss this rare opportunity—your dream home in Woodbury awaits! Make this home yours today!

93 Dunderberg Road, Central Valley
$550,000
4 Beds ⋅ 3 Baths ⋅ 976497 MLS
"FINISH THE DREAM" - Set on a rare and expansive 1.2-acre parcel, this partially renovated residence presents a compelling opportunity to bring your vision to life in one of the area’s most desirable and commuter-friendly locations. With over $150,000 in upgrades already completed, much of the heavy lifting has been done—offering the perfect canvas for a buyer to step in and add their own finishing touches. The main level features a spacious layout with 4 bedrooms and 2.5 bathrooms, including a primary suite with a heated bathroom floor. Major improvements such as new windows, flooring, doors, plumbing, electric, and central A/C provide a strong foundation for the next phase of customization. A standout feature is the fully finished lower level, thoughtfully designed with a bedroom, full bath, living area, and kitchenette—ideal for an in-law suite, guest quarters, or flexible multi-generational living. Outdoors, the 1.2 acres open the door to endless possibilities—expand the existing footprint, create a resort-style backyard with a pool, add accessory structures, or simply enjoy the privacy and space rarely found at this price point. If you rather use a pool versus maintaining your own, residents have access to the nearby John B. Purke memorial pool. Perfectly positioned near everything Central Valley has to offer, including Woodbury Common Premium Outlets, LEGOLAND New York Resort, and Bear Mountain State Park, along with dining, schools, and convenient access to public transportation and major highways for an easy 1 hour commute to NYC. An added bonus: the seller is including a large inventory of materials to help complete the renovation, with flexibility to negotiate further work if desired. Whether you’re an end user looking to customize your dream home or an investor seeking your next value-add project, this is a rare chance to capitalize on location, land, and upside—all in one.

381 Route 32, 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
$429,000
3 Beds ⋅ 3 Baths ⋅ 985005 MLS
Here's your second chance!!! Last time we went highest and best on the first weekend !! Do not miss out .Buyer did not perform the week of closing!! Welcome to this beautifully maintained end-unit townhouse in the desirable Pine Ridge community in Monroe, NY. This spacious home offers 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed layout perfect for comfortable living. The main level features updated flooring and a bright, inviting living space that flows seamlessly into the dining area and kitchen. Upstairs, you'll find generously sized bedrooms, including a primary bedroom with its own private bath. The basement provides additional versatile space—ideal for a home office, gym, or recreation area. A one-car garage adds convenience, while recent updates, including central air conditioning and new flooring to ensure modern comfort throughout. As part of the Pine Ridge community, residents enjoy access to amenities such as a swimming pool, along with the ease of HOA-managed maintenance. This move-in-ready home combines comfort, style, and convenience in a prime location close to shopping, dining, and major commuter routes. Don’t miss the opportunity to make this wonderful property your next home!

28 Lois Lane, Monroe
$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
$615,000
4 Beds ⋅ 3 Baths ⋅ 984963 MLS
Come view your dream home! A bright contemporary home located on corner property. Walking in you head to the large, spacious, kitchen with appliances included, leading out to the oversized deck that faces the beautiful greenery view. Relax yourself in the custom master suite with a beautiful fire place, walk in closet and bathroom with a soaking tub and separate shower. You will also have a walk up attic. The lower level has the fourth bedroom and a large living room creating a cozy environment. It also has a full bathroom and a spacious wash room additionally a 2 car garage. As well as the beautiful layout of this house some things were recently updated, there is a brand new roof as of 2017 , the back deck was updated in 2024 and the AC condenser is only 5 years old. The location is great for it is close to the Woodbury recreation. Don't miss this amazing opportunity!

2 Berkeley Court, Highland Mills
$805,000
4 Beds ⋅ 3 Baths ⋅ 984314 MLS
"THE RIDGE TOP RETREAT" - At the end of a picture-perfect cul-de-sac in the sought-after Ridge Top Estates, located just under an hour from New York City, enveloped by the natural beauty of the Hudson Valley, sits a home that blends modern elegance with warmth and ease. Built in 2012 and lovingly maintained, this stately and striking Colonial still feels like new construction, offering nearly 3,000 square feet of impeccably designed living space that is as functional as it is beautiful. From the moment you arrive, the wide driveway, two-car garage, and charming rocking chair front porch set the tone for a home that welcomes friends, and quiet moments alike, with sweeping mountain vistas. Step inside and be greeted by a dramatic double-height foyer, awash with natural light that streams through tall windows and casts a calming glow across the immaculate hardwood floors. The thoughtful layout unfolds seamlessly, with formal and casual spaces designed for both daily living and entertaining. The living room, anchored by a gas fireplace and tray ceiling, invites cozy evenings by the fire. The chef's eat-in kitchen is the heart of the home, boasting custom cabinetry, stainless steel appliances, granite countertops, and a center island perfect for gathering. A formal dining room offers a stage for holidays and celebrations, while a versatile bonus room - with its own tray ceiling, can transform into a home office, playroom, gym, or even a guest suite. Upstairs, the sense of serenity continues. Three generously sized bedrooms share a full bath, while the primary suite stands as a private retreat with a walk-in closet and spa-like en-suite featuring a soaking tub and double vanity. A large window at the top of the stairs captures sweeping mountain vistas, a reminder that nature's beauty is just outside your door. The possibilities extend even further with a full walk-out basement, soaring ceilings, and space ready to be finished into a media room, recreation area, or guest quarters - whatever your vision requires. Outdoors, the property becomes a true sanctuary. The fully fenced backyard is ideal for four-legged friends and free-spirited play. A dramatic rock wall and meticulous landscaping frame the space, where a fire-pit lounge offers the perfect gathering spot for stargazing, roasting marshmallows, and sharing stories deep into the night. A side deck beckons for summer cookouts, while a garden at the property's edge provides a canvas for anyone with a green thumb. From morning coffee on the porch to evening sunsets over the mountains, this home offers a rhythm of living that is both elevated and effortless. Life beyond your doorstep is just as captivating: explore the quaint village of Warwick with its artisan boutiques, farm-to-table restaurants, and live-music-infused cider bars. Spend weekends wandering apple orchards and family farms like Apple Dave's or Pennings Farm Market-perfect for fresh cider, donuts, and harvest-time fun. Venture into nearby parks and preserved landscapes, where hiking and biking trails weave through breathtaking forests, lakes, and ridge-lines-welcoming both peaceful rambles and adventurous climbs all just an hour from NYC. Turn-key, timeless, and thoughtfully designed, wether you are seeking a weekend retreat or full time residence, 18 Tanyas Court is more than just a home-it's a place to grow, to gather, and to savor life's best moments.

18 Tanyas Court, Monroe
$259,000
2 Beds ⋅ 2 Baths ⋅ 983094 MLS
PRICED TO SELL - 2 Bed | 2 Bath | Top-End Unit | Monroe-Woodbury Schools | Stunning Views condo with some of the best views in the Lexington Hills community. Prime Location - Perfect for commuters and outdoor enthusiasts alike: 45 minutes to NYC by train (train station within walking distance), 55 minutes to NYC by car 10 min to Grocery/shop's New updates in the last 2 years 1) New Deck 2) New Roof & skylights 3) New water heater 4) New piping etc in the boiler room 5) New washer/Dryer 6) New AC's 7) updated bathrooms 8) New kitchen flooring Key points 1) Top floor end unit - great natural lighting, stunning views 2) Top floor - don't hear other people's footsteps all night 3) Parking - additional open spots in the parking lot across from us. 4) close to pool 5) close to entrance - easy to get in and out with snow. The HOA provides exceptional value by covering many major services, including: 1) Water 2) Exterior maintenance and repair 3) Trash removal 4) Snow removal 5) Landscaping Enjoy exclusive access to the community pool, clubhouse, tennis courts, and playgrounds

2 Lexington Hill Unit #12, Harriman
$525,000
4 Beds ⋅ 3 Baths ⋅ 979471 MLS
Impeccably maintained contemporary raised ranch in Lake Region Estates on prime corner lot, featuring an open floor plan ideal for everyday living and entertaining. Updated kitchen with center island, stainless steel appliances, and a bright garden window perfect for herbs and plants. Spacious living room offers a cathedral ceiling and oversized windows for abundant natural light. Dining area includes a bump-out and French doors leading to a private deck with low maintenance Trex flooring. Lower level offers versatile flex space ideal for a home office, gym, media room, playroom, or guest area. In addition to the modern kitchen with updated appliances, and beautifully updated bathrooms, there is also a newer hot water heater, and the roof was replaced in 2025. Enjoy lake rights and Monroe-Woodbury Schools.

22 Cambridge Circle, Monroe
$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
$775,000
5 Beds ⋅ 3 Baths ⋅ 976052 MLS
Welcome to this meticulously maintained 2,180 sq. ft. Colonial-style home, perfectly situated on over an acre of lush, private land on a quiet cul-de-sac. The main level boasts a bright and airy floor plan, highlighted by a spacious dining room with oversized windows that flood the space with natural light. The large kitchen offers ample wood cabinetry and a separate dining area, ideal for both everyday living and hosting. ?This home features a flexible layout with four total bedrooms and three full bathrooms. The primary suite serves as a true retreat, featuring an en-suite bath with a custom 4x4x3 whirlpool soaking tub. The first floor includes a dedicated guest wing with its own private entrance, closet space, and a second whirlpool tub, offering an excellent solution for multi-generational living or a quiet professional study. ?Significant high-value upgrades provide peace of mind, including new parquet flooring throughout the first floor reinforced with 3/4" plywood, a fully reconstructed fireplace and chimney, a modern propane boiler, and an updated electrical panel. Additional features include an insulated attic for energy efficiency, a large exterior awning, and a one-car attached garage. Residents benefit from the highly-rated Monroe-Woodbury School District and exclusive access to Woodbury Recreation amenities, including the Earl Reservoir and Central Valley Pool.

41 Serpi Road, Highland Mills
board logo

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

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