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

333 Oakland Avenue, Monroe
$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
$755,000
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
$3,600,000
991761 MLS
48 Unit Shovel Ready Multifamily Development Project Harriman Gardens offers a rare opportunity to bring a fully approved 48-unit residential community to life in the heart of the Village of Harriman. Designed to meet the growing demand for high-quality rental housing in Orange County, the project combines thoughtful unit layouts with a location that provides both accessibility and small-town appeal. The development includes a well-balanced mix of one-, two-, and three-bedroom apartments, creating a community that serves a wide range of residents with comfortable, well-located housing. With municipal services in place and a clear path to construction, the project is positioned for efficient delivery and strong market reception. Set along Route 17M, Harriman Gardens benefits from proximity to major transportation routes, shopping, and places of business throughout the Hudson Valley. As demand for rental housing continues to outpace supply in the region, this project represents an opportunity to deliver a product that aligns with current market needs while contributing to the continued growth of the local community. Harriman Gardens is more than a development site—it is a ready-to-build residential community in a market where new housing is both needed and supported. Investment highlights Fully Approved, Shovel-Ready Development – All entitlements secured; immediate path to construction 48-Unit Multifamily Project – Balanced mix: 16 one-bedroom, 16 two-bedroom, 16 three-bedroom units Execution-Stage Opportunity – Eliminate entitlement risk and accelerate timeline to stabilization Infrastructure in Place – Municipal water, sewer, and natural gas available Efficient, Repeatable Design – ~50,000 SF of planned residential product with proven layouts Strong Demand Fundamentals – Undersupplied Orange County rental market with sustained absorption Strategic Location – Direct access to Route 17M with connectivity to major regional corridors Compelling Value-Add Profile – Clear path to create value through development and lease-up Broad Tenant Appeal – Unit mix supports a wide variety of occupancy needs Rare Opportunity – Limited availability of fully approved multifamily sites of this scale in the region

139-145 St Rte 17M, 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
$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
$245,000
2 Beds ⋅ 2 Baths ⋅ 984536 MLS
Find your perfect home in the heart of Lexington Hills with this desirable lower-level Unit. Experience the best of community living with the added benefit of a secluded, quiet location. Ideal for simplifying life, this unit offers turn-key readiness and is situated just moments from local dining, shopping, and major commuter routes. Enjoy the ease of a lower-level residence with excellent accessibility offering unparalleled convenience and quiet living. This end unit is perfect for buyers seeking an accessible, easy-to-manage home or a smart investment opportunity. Enjoy hassle-free living in a desirable community setting.

18 Lexington Hill Unit #8, Harriman
$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
$174,000
977309 MLS
RARE 5.5-ACRE OPPORTUNITY in the highly sought-after Monroe-Woodbury School District! Build your dream home or private estate on this expansive, private parcel offering the perfect balance of seclusion and convenience. Zoned SR-15, with public sewer available, electric nearby, and located on a privately maintained road. The property is already well advanced in the zoning and planning board approval process. The property features a beautiful wooded setting with ample space for a custom home and outdoor amenities. Survey and building plans are available upon request Ideally situated just minutes from major highways, shopping, and parks—enjoy a peaceful, tucked-away setting without sacrificing accessibility. Large parcels like this are hard to find—don’t miss your chance to bring your vision to life!

37 Dry Hill Lake Road, Monroe
$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
$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
$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
$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
$650,000
3 Beds ⋅ 1 Baths ⋅ 978245 MLS
"High-Value Property – Exceptional Location, Endless Potential" Discover an exceptional investment opportunity in a highly sought-after area! This charming home sits on over half an acre of prime real estate, making it perfect for investors, builders, or anyone looking to secure a valuable asset. With its spacious lot and desirable location, this property promises not only immediate returns but also long-term growth potential. Don't miss your chance to invest in your future today!!

35 Peddler Hill Road, Monroe
$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
$700,000
4 Beds ⋅ 2 Baths ⋅ 970091 MLS
Get your dream new homes in the HEART OF KIRYAS JOEL. Welcome to this desirable second-floor home, offering privacy, light, The beautiful dining room provides an elegant space for gatherings, while the spacious kitchen offers plenty of room to cook, host, and enjoy everyday living comfortably. last peace in this acers point development.

3 melitz Unit #201, Monroe
$899,000
5 Beds ⋅ 5 Baths ⋅ 962547 MLS
Stop searching, because you have just found your dream home. Situated on over an acre of land, this gorgeous home has over 2600 sqft. of space to call your own. Living area, kitchen with granite countertops, and finished basement. With less than 15 minutes drive to Woodbury Commons shopping center, this is a gem of a house. Whether it's for you or your family, this is a place you can make your own.

4 Lambros Drive, Monroe
$70,000
956339 MLS
Discover the perfect place to build your dream home. This peaceful, buildable property consists of three contiguous lots totaling 1.44 acres (Tax Lots: 36-9-20 – 0.44 acres, 36-9-21 – 0.16 acres, 36-9-22 – 0.83 acres). The property offers privacy, natural beauty, and a quiet setting while remaining close to everything. A unique opportunity—schedule your visit today.

Cedar Road, Monroe
$949,000
5 Beds ⋅ 4 Baths ⋅ 950640 MLS
Welcome to 12 Damian Court, a spacious Colonial set on a quiet cul-de-sac. This well-maintained home offers 5 bedrooms and 4 bathrooms, with four bedrooms on the upper level and one additional bedroom in the finished basement. The main level features generous living and dining areas, perfect for everyday living and entertaining. The finished basement adds excellent flexibility with a second kitchen and additional living space, ideal for an extended family or guests. Enjoy outdoor living with an inground pool and a large, private yard. Complete with a 3-car garage and located in the Monroe-Woodbury School District, this home offers space, comfort, and versatility.

12 Damian Court, Chester
$500,000
950482 MLS
An exceptional opportunity for builders and investors in the highly desirable Town of Chester and Town of Monroe, within the Monroe–Woodbury School District. This offering includes four contiguous lots for the price of one, providing significant development potential. The assemblage consists of 30 Harding Way (0.18 acres; Section 27, Block 3, Lot 11), sold together with the adjoining parcels: Lot 2 (8.2 acres; Section 15, Block 1, Lot 32), Lot 3 (1.19 acres; Section 15, Block 1, Lot 31.2), and Lot 4 (0.21 acres; Section 37, Block 1, Lot 20.2). The property offers subdivision potential with two access points and is located in a sought-after area known for its strong demand. Taxes reflect all four lots combined, making this a compelling and efficient investment opportunity.

30 Harding Way, Monroe
$8,249,000
944367 MLS
Own the entire neighborhood! 10 buildings, 7 homes, a swimmable, private lake and 56 acres bordering the Village in the Town of Monroe! It's a a meticulously maintained park-like property owned by the same family for many decades. Set-back off of Quaker Hill Road, this Oasis sits at the end of a quaint private road which opens up to a beautiful community of over 11,000sf of housing. Endless development opportunities are available here or leave it as-is...the property is maintained and turn-key. Possible subdivision or private use. Each building has it's own Septic system and natural gas goes to each individual building. There is a shared well with plenty of water for the existing homes and enough water for many more. Swimmable lake is spring-fed and is 22' deep in the middle, additional acreage is mostly forest. It's fairly level based on topography map. Located practically walking distance to shopping and restaurants. Easy Commute to NYC by bus or train. 1hr drive to Manhattan. 10 minutes to Woodbury Shopping outlets and more. Do not enter property without an appointment.

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

157 Stage Road, Monroe
$350,000
907969 MLS
A rare opportunity in Blooming Grove! This beautiful and flat 2-acre property offers endless potential in a calm and peaceful setting with a road frontage. Conveniently located just minutes from Prospect Garden, the land sits within the Monroe-Woodbury School District. With easy access to permits, this property is ideal for building your dream home or future investment. The neighborhood holds great promise, making this a smart choice for both present enjoyment and long-term value. Don’t miss the chance to secure this spacious lot in a growing and desirable Orange County location, and many more plus! Please call me to discuss this property.

220 Oxford Road, Chester
$1,485,000
4 Beds ⋅ 3 Baths ⋅ 855380 MLS
Introducing The Spring Hill House, a rare gem in the heart of Monroe, .04 mile stroll to Kiryas Joel Gate. Shopping & conveniences. 200 yards from the Shul and Women's Yeshiva. Set on 2.6 serene, park-like acres, this Queen Ann estate, offers both a grand main house & a potential accessory home. The elegant interior boasts a custom kitchen w/ luxurious marble & onyx backsplashes & countertops hardwood floors, formal dining room, living room, den, a raised hearth stone fireplace, & a tranquil screened-in porch. The second floor unveils 4 beautifully appointed bedrooms, a newly renovated 2.5-bath layout, & a stunning all-season sunroom. The 3rd floor office suite features granite finishes & bespoke wood cabinetry (easily converted to family room, bedroom, theater, library) Experience year-round comfort w/ geothermal energy, reducing heating & cooling costs up to 70%. Atop Spring Hill, the 1,400 sq. ft. Carriage House awaits transformation into an additional guest residence. Enjoy gatherings by the private pool & stone patio, seamlessly blending historic charm w/ modern luxury. Zoned SR20 for subdivision potential. The newly elected Village Board has demonstrated a willingness to consider real estate and development-related requests, including zoning amendments, variances, special use permits, and other land use matters. The Board appears to be receptive to proposals that support responsible development while addressing the needs of property owners, investors, and the community. Income Property, Subdivision Investment, Perfect Family or Vacation Home. Buyer's contingent home fell out of contract So 421 Spring is now fully available again!

421 Spring Street, Monroe
$275,000
1 Beds ⋅ 1 Baths ⋅ H6317833 MLS
Welcome Home! This uniquely styled 1st floor condo features comfort, convenience & privacy. This end unit features a large eat-in-kitchen with updated appliances, pantry and walk-out to your own rear deck. Beautiful crown molding throughout with custom blinds and unique stone wall with mantel fireplace & firebox. Large second room features custom cabinetry and can be used as 2nd bedroom with some modification or dining room with very large closet storage. Upgraded radiators, thermostats, switches and outlets. Andersen windows and Silver Line sliding doors. Interior doors have all been replaced and entry door is steel, fire rated. Custom bathroom shower and wall enclosure. Hardwood Floors under carpeting. You'll enjoy the oversized Garage with new overhead door which is also heated and dehumidified. Great commuter location with access to all major highways, train station, bus stop, Harriman St. Park, & Woodbury Common. This pet friendly complex also has a playground. Schedule your showing today!! Additional Information: Amenities:Storage,ParkingFeatures:1 Car Attached,1 Car Detached,

407 Old Mill Road, Southfields

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