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$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

$899,000
4 Beds 4 Baths 992156 MLS
This property offers the perfect balance of privacy and convenience. The wooded backdrop creates a serene retreat, while the open floor plan and outdoor spaces make it perfect for gatherings. With its cathedral ceilings, formal dining room, and versatile office/den, Pride in ownership is clear in the outside entertainment area. 5,000 sq ft of resort style patio with a beautiful inground pool with a built in jacuzzi. An exquisite outdoor kitchen with an oversized wood Burning brick oven for all your entertainment needs Complete privacy: Long driveway leads to a secluded setting surrounded by nature. Highlights include spacious layout: 4 bedrooms, 3.5 baths, plus a first-floor office/den that can serve as a 5th bedroom. Elegant living room: Cathedral ceilings and large windows framing the wooded landscape. Family room with fireplace: Sliders open to the back deck for seamless indoor-outdoor living. Gourmet kitchen: Granite countertops, stainless steel appliances, solid wood cabinetry, and eat-in area with deck access. Outdoor amenities: Fire pit, hot/cold water outdoor shower, and expansive yard for entertaining. 3-car garage: Ample space for vehicles and storage. Built in 2005: Modern construction with timeless Colonial design.

155 Alexander Road, 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
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

$669,000
5 Beds 4 Baths 989159 MLS
Exceptional Opportunity – Last Lot Available in this Sought-After Premier Circle Development! Don’t miss your chance to build your dream home in one of the area’s most desirable neighborhoods. This prime lot comes with ready-to-go architectural plans for a beautiful 3,347 sq.ft. private residence featuring an elegant layout, spacious living areas, and a two-car garage. Designed with both comfort and style in mind, the plans include generous indoor–outdoor flow, and premium opportunities throughout. Enjoy the benefits of a thriving neighborhood close to schools, shopping, parks, and everything in between! With all approvals ready and only one lot approved for a single-family home remaining, this property offers a rare blend of convenience, Luxure, and potential. Build your vision today – opportunities like this don’t last long.

8 Lone Pine Drive, Monroe

$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

$599,000
5 Beds 2 Baths 989611 MLS
**NEW ROOF just installed** Amazing Home, Amazing Price! Come see this beautiful home that perfectly combines style, comfort, and space. The modern design and fresh interior make it a place you’ll love coming home to every day. Bright, open rooms flow nicely for both family living and entertaining guests. Sitting on nearly an acre of land on a quiet, peaceful street, this property offers plenty of outdoor space for gardening, playing, or simply relaxing in your own private backyard. Located in a great neighborhood with easy access to schools, parks, and local shops—this home truly has it all. Don’t miss your chance to make it yours! The 4- and 5-bedroom will be completed after construction is finished—ask us for details and finished basement plans with permits!

65 Hawxhurst Road, Monroe

$599,000
4 Beds 3 Baths 989071 MLS
Beautifully maintained and thoughtfully updated Colonial set in a prime location close to shopping, restaurants, parks, and major commuter routes. This spacious home offers bright sun-filled living areas, gleaming hardwood floors, and an inviting open layout perfect for everyday living and entertaining. The expansive kitchen features abundant cabinetry, generous counter space, and a seamless flow into the dining and living areas. Multiple oversized gathering spaces provide flexibility for entertaining, relaxing, or working from home. The stunning fireplace living room adds warmth and character, while the large upstairs landing offers additional bonus space ideal for a reading area, office, or lounge. The spacious bedrooms include a beautifully sized primary suite with soaring ceilings and ample closet space. Well-maintained bathrooms, large windows, and natural sunlight throughout create a warm and welcoming feel in every room. Outside, enjoy exceptional curb appeal with mature landscaping, manicured grounds, and a private backyard setting. The property is surrounded by lush greenery while still being conveniently located close to shopping, dining, schools, and everyday conveniences. A rare combination of space, location, and charm — this is a home you do not want to miss. Virtually staged for your imagination.

4 Mack Place, Monroe

$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

$424,999
3 Beds 3 Baths 987125 MLS
Welcome to this beautifully maintained end-unit townhouse in Highland Mills, offering the perfect blend of space, privacy, and modern updates. As an end unit, the home enjoys added natural light and enhanced privacy. Thoughtfully updated and well cared for, this property is ideal for buyers seeking low-maintenance living with high-end improvements. This 3-bedroom home features two spacious en-suite bedrooms, each with its own recently renovated bathroom showcasing stylish, contemporary finishes. Common bathroom is fully gutted and currently undergoing a complete renovation, this bathroom will be delivered entirely brand new from top to bottom. Planned updates include all-new walls, a modern shower, new vanity, mirror, and toilet—offering a fresh, clean, and contemporary space for the future owner. Perfect opportunity to enjoy a fully updated bathroom with no detail overlooked. This home has already been updated throughout, this home features brand-new flooring, fresh paint, modern ceiling fans, and newly installed closet systems, offering a stylish and is move-in-ready. Located within the Monroe-Woodbury Central School District, residents also have access to Woodbury Parks and Recreation—exclusively available to Woodbury residents—offering parks, pools, sports programs, and year-round community activities. Perfect for commuters, this home is just minutes to public transportation, minutes away to the New York State Thruway (I-87), and to the Palisades Parkway, and less than 5 miles to Woodbury Common Premium Outlets. New York City is approximately 50 miles away, making this an ideal location for both convenience and lifestyle. Enjoy all that the Hudson Valley has to offer with close proximity to United States Military Academy, Legoland, World Resort Casino, and Harriman State Park. Explore countless scenic hiking and biking trails, nearby ski mountains, charming local farms, distilleries, and wineries—offering year-round recreation and a true lifestyle destination right at your doorstep.

8 Laurel Court, Highland Mills

$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

$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

$1,100,000
5 Beds 4 Baths 986225 MLS
Tucked away on over 3 private acres, this recently renovated custom residence offers a rare blend of seclusion, craftsmanship, and elevated living. Surrounded by hundreds of acres of protected state land, the setting ensures unmatched privacy with direct access to nature, including trails that connect to the Appalachian Trail just beyond your backyard. A natural waterfall adds to the serene landscape, creating a truly one-of-a-kind backdrop. A dramatic entry introduces the home with soaring ceilings and heated marble floors, setting the tone for the refined interiors throughout. The layout flows effortlessly into expansive formal living and dining spaces, ideal for both everyday living and entertaining. At the heart of the home is a thoughtfully designed chef’s kitchen featuring premium appliances, custom stone and tile finishes, a gas range with griddle, double ovens, and an oversized two-tier island with prep sink. A walk-in pantry and elegant butler’s area provide both function and style. The family room is a standout space, offering scale, natural light, and architectural character, making it the perfect gathering area. Designed with entertaining in mind, the outdoor living experience is just as impressive, complete with a full stone kitchen and bar, a spacious stamped concrete patio, and a private hot tub retreat, all surrounded by custom masonry. Upstairs, the primary suite serves as a private sanctuary with its own balcony and spa-inspired bath featuring a soaking tub, custom shower setup with steam capability, and refined finishes throughout. Additional bedrooms are generously sized, offering comfort and flexibility for guests or extended living. The fully finished lower level expands the living space with a recreational area, full gym, and wet bar, perfect for hosting or unwinding. Throughout the home, hardwood flooring, an integrated sound system, and high-efficiency construction with spray foam insulation and multiple heating zones enhance both comfort and performance. Completing the property is a spacious three-car garage, a beautifully maintained yard with room to enjoy, and infrastructure already in place for a future gated entrance. A truly exceptional offering where design, privacy, and lifestyle come together seamlessly.

53 Gibson Hill Road, Chester

$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

$588,000
2 Beds 1 Baths 980393 MLS
Discover a unique opportunity to own a versatile, multi-use property offering space, privacy, and future potential. This move-in ready two-bedroom, one-bath ranch sits on 1.3 acres and features an open-concept layout where the kitchen flows seamlessly into the dining and living areas—ideal for everyday living and easy entertaining. What truly sets this property apart is the FULLY EQUIPPED DETACHED 3-CAR GARAGE with LOFT—an exceptional bonus structure rarely found at this price point. Outfitted with its own full bathroom, heat, electric, central air, and washer/dryer hookups, this space is perfectly suited for a home business, workshop, car enthusiast, or extended living setup. Above, an unfinished loft offers excellent potential for future finished space such as a studio, office, or possible accessory apartment, allowing the next owner to unlock additional value. A SEPARATE STUDIO building with electric, heat, and internet adds even more flexibility—ideal for remote work, creative use, or private space. The property also features a large FENCED ENCLOSURE for pets or hobbies, and is set well back from the road for a peaceful, private setting. Conveniently located near shopping, dining, and outdoor recreation, this property offers the rare combination of a comfortable home today with significant upside for tomorrow. Whether you're looking for workspace, expansion potential, or a property that adapts to your needs, this one delivers.

17 Pine Hill 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

$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

$519,000
3 Beds 3 Baths 980731 MLS
Welcome to 25 Hollis Street, this beautiful 3-bedroom, 2 full and 1 half bathroom Colonial, perfectly situated in a highly desirable location that blends comfort, convenience, and lifestyle. This charming home offers spacious living areas, a functional layout, and timeless appeal—ideal for both everyday living and entertaining. Enjoy being just 5 minutes from the renowned Woodbury Common Premium Outlets for world-class shopping, and only 5 minutes from John Burke Memorial Pool for summer relaxation and recreation. Outdoor enthusiasts will love the proximity to Bear Mountain State Park, just 20 minutes away, offering hiking trails, scenic views, and year-round activities. As part of a sought-after community, this home includes access to exclusive amenities such as a private beach, lake, park, and pool—perfect for enjoying an active and relaxing lifestyle right at your doorstep. Don’t miss the opportunity to own a home that truly has it all—location, amenities, and charm!

25 Hollis Street, Highland Mills

$650,000
5 Beds 3 Baths 960068 MLS
Welcome to this beautifully updated Colonial nestled in the highly sought-after community of Highland Mills, within the coveted Woodbury Recreation District. Built in 1995 and set in a picturesque, well-established development, this spacious home offers 4 generously sized bedrooms and 2.5 bathrooms—perfect for comfortable everyday living and entertaining alike. Step inside to find a freshly painted interior that feels bright, clean, and move-in ready. The second floor features brand-new flooring, adding a modern touch and enhancing the home’s overall appeal. The layout offers a seamless flow with ample living space designed to suit today’s lifestyle. A full finished basement provides incredible versatility—ideal for a home theater, gym, playroom, or additional living area. Enjoy the added benefit of lake access, along with all the amenities that come with being part of the Woodbury Recreation District, making this location as desirable as the home itself. With its combination of updates, new updated retaining wall and stairs that leads to backyard. Hot water heater and much more, Home in prime location in a beautiful neighborhood. Don’t miss your opportunity to own in one of Highland Mills’ most desirable communities!

3 Emory Road, Highland Mills

$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

$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

$525,000
3 Beds 3 Baths 972489 MLS
Welcome to this well-maintained split-level residence ideally situated on a quiet residential street in the Village of Monroe. Set on an approximate 0.26-acre level lot with mature trees and established landscaping, this home offers a desirable combination of comfortable interior living space and practical outdoor usability. The home features three bedrooms, two full baths, and a powder room, providing a functional layout suited to a variety of lifestyle needs. A bright main living area showcases hardwood flooring, recessed lighting, and expansive front windows that create a warm and inviting atmosphere. The adjacent dining area offers seamless flow for everyday living or entertaining. The kitchen is efficiently designed with ample cabinetry, durable flooring, and convenient access to outdoor areas, making it well suited for both daily use and gatherings. A finished lower level with additional living space enhances the home’s versatility—ideal for recreation, a home office, or guest accommodations. Exterior features include a blacktop driveway, attached garage, flagstone patio, and open porch, offering both curb appeal and functional outdoor enjoyment. The property’s generous frontage and depth contribute to privacy while maintaining proximity to local amenities. Located within the Monroe-Woodbury School District, this home provides convenient access to shopping, parks, commuter routes, and village services. With solid construction dating to the 1960s and thoughtful updates over time, this residence represents an attractive opportunity for buyers seeking value, space, and location in a well-established neighborhood.

21 Crescent Place, Monroe

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