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18 Union Transfer, Monroe
$729,000
2 Beds ⋅ 2 Baths ⋅ 1031518 MLS
Welcome to your golden age in a wonderful, brand-new home set in a gated community, surrounded by breathtaking scenic mountain views! Step inside to this ranch style home with boasting hardwood floor, and high-end finishes. 2 Bedrooms, a study room, big kitchen and dining room to host guests. It also features a full Landry room with cabinets, and rough plumbing for the basement and 2 entry doors. Complete with many upgrades such as full second kitchen, granite countertops and vanities, huge walk-in closet, and an expansive deck. Nestled on a 0.40 of an acre of manicured landscaping that is well-kept and serviced throughout all 4 seasons, your life at 18 Union Transfer will be one of pure joy. Conveniently located just off the 17, and part of a larger development fill, it's the perfect spot to live and to enjoy life. Schedule your showing today! You won't regret!

18 Union Transfer, Monroe
130 Cromwell Hill Road, Monroe
$999,000
4 Beds ⋅ 4 Baths ⋅ 1030858 MLS
ONE OF A KIND! FABULOUS HOME OF APPROXIMATELY 6 ACRES WITH MORE THAN 450 FEET FRONTAGE ON CROMWELL HILL. CHARMING 2563 SQUARE FOOT ON ONE LEVEL RANCH WITH BEAMED HIGH CEILINGS AND MANY BUILT-INS. SUPER LARGE LIVING OPEN SPACE- BONUS ROOM APP. 600 SQ. FT- WITH ROOMS FOR EVERY NEED AND PURPOSE. PRIDE OF OWNERSHIP EVIDENT THROUGHOUT, FROM THE BEAUTIFUL LANDSCAPED PROPERTY TO THE BEAUTIFULLY DECORATED AND MAINTAINED INTERIOR. DETACHED 2 CAR DEEP 2 CAR GARAGE WITH OVERSIZED CIRCULAR DRIVEWAY. LOVELY LEVEL PROPERTY WITH A PRIVATE BACKYARD, BORDERED BY A CANOPY OF TREES. MANY SUBDIVISION POSSIBILITIES. HOUSE SIZE, LOT SIZE, AND TAXES ARE APPROXIMATE.

130 Cromwell Hill Road, Monroe
10 Park Avenue, Highland Mills
$440,000
3 Beds ⋅ 2 Baths ⋅ 1031034 MLS
Welcome to this charming single-family retreat set on a breathtaking, park-like lot surrounded by mature trees and lush, vibrant greenery. Inside, the home is bright, neutral, and move-in ready. Hardwood floors flow throughout, catching the natural light that pours in from generous windows in every room. The formal dining room is a true standout — featuring elegant crown molding and a graceful curved bay window it's the perfect setting for everything from weeknight dinners to holiday gatherings. Three large windows frame gorgeous views of the lush backyard, bringing the outdoors in. The kitchen is both functional and full of character, offering granite countertops, natural oak cabinetry, stainless steel appliances, and a large picture window overlooking the serene, tree-lined yard. Spacious bedrooms continue the home's warm, comfortable feel — hardwood floors, abundant natural light, generous closet space, and a versatile layout. Outside, the expansive grassy lot is truly the crown jewel. Mature trees provide shade, privacy, and a peaceful, retreat-like atmosphere that's rare to find. A charming wooden arbor, additional outbuilding for storage or a workshop, and a paved driveway round out this exceptional property. Homes this special don't stay on the market long. Schedule your private tour today — you'll fall in love the moment you pull up.

10 Park Avenue, Highland Mills
39 Southfield Falls, Monroe
$749,000
2 Beds ⋅ 2 Baths ⋅ 1031206 MLS
Welcome to your golden age in a wonderful, brand-new home set in a gated community, surrounded by breathtaking scenic mountain views! Step inside to this flat ranch with boasting 9 Ft ceilings, hardwood floor, and high-end finishes. Complete with many upgrades such as rough plumbing for a second kitchen, granite countertops and vanities, huge walk-in closet, and expansive deck. The house also includes a study room and a full laundry room with cabinets! The unfinished basement features above ground windows, as well as rough plumbing with a main electric line and two entry doors. Nestled on approximately a half of an acre of manicured landscaping that is well-kept and serviced throughout all 4 seasons, your life at 39 Southfield Falls will be one of pure joy. conveniently located just off the 17, and part of a larger development , it's the perfect spot to live to enjoy life. Schedule your showing today! You won't regret! Status: mid-framing

39 Southfield Falls, Monroe
11 McGarrah Road, Monroe
$599,999
4 Beds ⋅ 2 Baths ⋅ 1030891 MLS
Stop searching - your dream home has been found! 4 bedroom 3 full bath home private yard. Enjoy boating/fishing and beach volleyball on this beautiful private lake in the Pine Tree Lake Community. Extremely well-maintained home with playground and volleyball net. Updated kitchen with granite counter tops and eat-in kitchen option and sliding doors to large deck with awning. Master bedroom with full bath. Washer and dryer and sink area with large storage room. Two car garage and beautiful patio area. Great for mother/daughter home. Nearby shopping, trails, Woodbury Commons, and Harriman State Park, along with commuter options for NYC. A true gem in a quiet neighborhood.

11 McGarrah Road, Monroe
246 Skyline Drive, Highland Mills
$524,999
4 Beds ⋅ 2 Baths ⋅ 1030332 MLS
Welcome to this beautifully renovated raised ranch nestled on a picturesque 1/2 acre lot in the highly desirable community of Highland Mills! Offering 1,528 square feet of thoughtfully updated living space, this move-in ready home combines modern comfort with timeless appeal. Step inside and discover a bright, inviting interior featuring 4 spacious bedrooms and 1.5 bathrooms, providing plenty of room for loved ones, or a dedicated home office. Recent renovations give this home a fresh, contemporary feel, allowing you to move in and start enjoying it from day one. Outside, the generous half-acre lot offers endless possibilities—from summer barbecues and outdoor entertaining to gardening, play areas, or simply relaxing while surrounded by mature trees that provide beauty and privacy. Conveniently located near shopping, restaurants, parks, major commuter routes, and everything the Hudson Valley has to offer, this home delivers the perfect balance of peaceful suburban living and everyday convenience. Whether you're searching for your first home, need more space for a growing family, or simply want a beautifully updated property in a sought-after location, this Highland Mills gem checks all the boxes. Don't miss your opportunity to make this exceptional home your own—schedule your private showing today before it's gone!

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

197 Oxford Road, Chester
27 Walton Terrace, Monroe
$575,000
4 Beds ⋅ 4 Baths ⋅ 1028003 MLS
Welcome to 27 Walton Terrace, where timeless Colonial architecture, thoughtful design, and an exceptional Hudson Valley lifestyle come together in one beautifully maintained residence. Featuring four bedrooms, three and a half bathrooms, and an incredibly versatile floor plan, this move in ready home offers the perfect blend of elegance, comfort, and everyday functionality. A charming covered front porch accented by beautiful stonework creates an inviting first impression, while the welcoming foyer opens to hardwood floors that flow throughout the main level. Designed for both everyday living and effortless entertaining, the spacious family room is anchored by a warm gas fireplace and seamlessly connects to the formal dining room before opening into the expansive kitchen, complete with stainless steel appliances, abundant cabinetry, and generous counter space. One of this home's most unique and desirable features is its two primary suites, offering exceptional flexibility for multigenerational living, or guests. The first-floor primary suite provides privacy and convenience with its own en suite bath, while an additional home office/den that could serve as a fifth bedroom and beautifully appointed full bathroom with dual vanities complete the main level. Upstairs, you'll find three generously sized bedrooms, including a spectacular second primary retreat featuring soaring cathedral ceilings, dual walk-in closets, and a spa inspired en suite bath with separate vanities and a relaxing whirlpool tub. Adding even more convenience, the home offers dual laundry hookups, with laundry areas on both the second floor and in the expansive walkout basement. The lower level provides endless possibilities, whether you envision a future recreation room, home gym, media room, office, or additional living space, while still offering abundant storage. Walk directly out to the concrete patio, creating a seamless transition to the backyard. Outside, you'll discover your own private retreat. A spacious rear deck overlooks the peaceful, fully fenced yard, while the patio below provides the perfect setting for outdoor entertaining. Adding to the home's appeal are optional lake rights for just $50 per year, providing access to a beautiful sandy beach and a private lake where residents can enjoy kayaking, canoeing, paddle boarding, and other non-motorized boating activities, offering a peaceful escape just moments from your front door. Perfectly positioned for commuters, the home is conveniently located near Route 17/I-86, Interstate 87 (New York State Thruway), and Route 6, with nearby park-and-ride bus service to Manhattan and regional rail options within a short drive. Enjoy all the beauty, recreation, and charm of the Hudson Valley while remaining well connected to New York City. 27 Walton Terrace offers the rare combination of generous living space, timeless style, modern convenience, and an outstanding lifestyle in one exceptional property.

27 Walton Terrace, Monroe
48 Greenwich Avenue, Central Valley
$849,900
4 Beds ⋅ 3 Baths ⋅ 1027864 MLS
Welcome to 48 Greenwich Ave in the coveted Greens of Woodbury, an in demand location surrounded by Hudson Valley's beautiful scenery as the backdrop. Coming in at over 3,200 sq.ft. this 4 Bedroom center hall colonial beautifully positioned on 0.76 acres will be sure to impress! The layout is incredible, as it caters to both formal and informal spaces. The great room is the heart of the home with a gorgeous fireplace as the focal point and easy flowing open concept with the spacious Kitchen and access to the large deck overlooking the private backyard. There is a dedicated first floor office with double doors and a nearby half bath. Enjoy refinished stunning hardwood floors throughout most of the main level. Upstairs all bedrooms are spacious and the primary bedroom spans the whole right side of the home. This well designed space has a private full bathroom and huge added sitting room or bonus space. In addition to the two levels, the lower level is the unfinished walkout basement with so many possibilities to finish for added recreational space or more! The double wide driveway leads to the 2 car garage for easy parking options and access to the main floor of the home, making it a breeze to bring in groceries. This home is located in the Monroe Woodbury school district. An added perk is that Woodbury residents enjoy exclusive access to the Rez pond and parks, along with the gorgeous newly renovated pool for total outdoor enjoyment. You'll love the convenience of this strategic location close to shopping including Woodbury Commons, restaurants, palisades parkway, interstate and several other main routes. Harriman state park is moments away with endless hiking trails and lakes. Come and experience this beautiful lifestyle for yourself!

48 Greenwich Avenue, Central Valley
46 Mansion Ridge Boulevard, Monroe
$924,990
3 Beds ⋅ 3 Baths ⋅ 1025597 MLS
Looking for resort style living in Monroe? Considering joining Mansion Ridge Golf Club or already a member, this house is ideal! Sitting on the 11th hole of the only NY state Jack Nicklaus designed Mansion Ridge Golf Course in a gated community, is a 3 bedroom, 3 bath exceptional colonial style home offering privacy, security, and amenities with convenient access to NYC. The chef style kitchen features high end appliances, including Sub Zero refrigerator/freezer, Viking gas range and double ovens, Miele dishwasher, and granite topped counters and island. For the homeowners comfort and assurance, there is a 14kW Kohler whole house generator, Grundfos water pressure pump, Kinetico water softener, and Centric whole house ventilation fan, and Rachio 15 zone sprinkler system. The 2 story great room with its Mendota linear gas fireplace leads to a Trex deck overlooking the golf course and majestic scenery beyond. The first floor primary bed and bath feature a walk-in closet with built-ins, stall shower, jetted tub, toilet closet, and double sinks. Oak hardwood floors featured throughout. Upstairs are two guest bedrooms joined by a full bath. The partially finished full daylight basement is large enough for gym, work space, theater area, or whatever you imagine. This special home is move-in ready and awaiting its next owner to enjoy the lifestyle. A home warranty offered with sale.

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

162 Fawn Hill Road, Tuxedo Park
8 Heritage Drive Unit #E, Harriman
$242,000
1 Beds ⋅ 1 Baths ⋅ 1018246 MLS
Welcome to this beautifully maintained 1-bedroom, 1-bath condominium in excellent condition. This bright and inviting home features, brand new bathroom, new flooring, new windows and a new sliding glass door that opens to a nice size patio—perfect for relaxing or enjoying your morning coffee. Kitchen features granite countertops and tile backsplash. Lots of closet space. Also there are two new a/c units, washer and dryer in unit and large storage room in basement area of building. Conveniently located near major highways, public bus routes, the train station, and a variety of shopping, dining, and everyday conveniences, this condo offers the ideal combination of comfort, quality, and accessibility. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance lifestyle, this move-in-ready home is a wonderful opportunity.

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

5 Sherwood Court, Highland Mills
5 Maple Avenue, Harriman
$399,499
3 Beds ⋅ 2 Baths ⋅ 1022084 MLS
Beautiful Colonial home located in one of the most desirable locations in all of Harriman. A Commuter's dream. 2 Minutes to the Metro North Train Station. 2 Minutes to ALL major commutating Routes including NYS Thruway and the Palisades Parkway. 45 Minutes to NYC. This wonderful home features a NEW ROOF, SIDING,and GUTTERS, UPGRADED ELECTRIC, inviting foyer, Wrap around enclosed porch. Large Sundrenched Living Rm, Spacious Formal Dining Room, Kitchen, and Lavatory. Second level offers 3 spacious Bedrooms and a lovely bathroom. Full finished walkup attic. Full basement. Shed and oversized garage. Driveway parking for 6 cars. Private flat, usable backyard. Home has great curb appeal. Must See !!

5 Maple Avenue, Harriman
11 Chandler Drive, Chester
$499,999
3 Beds ⋅ 3 Baths ⋅ 1018371 MLS
This Chester raised ranch checks every box: bright, spacious living areas, a stainless steel kitchen, and a finished basement ready for a home office, gym, or guest space. Smart-home upgrades — Nest thermostat, Ring security with window sensors, reverse osmosis filtration — add everyday ease, while the primary boiler plus central HVAC keeps you comfortable in every season. Out back: a deck, above-ground pool, and new white vinyl privacy fence for total backyard privacy. Just 12 minutes to Woodbury Common Outlets with easy highway access. This home offers the perfect blend of peaceful suburban living and everyday convenience. Don't miss the opportunity to make it yours!

11 Chandler Drive, Chester
152 Highland Avenue, Monroe
$549,900
3 Beds ⋅ 2 Baths ⋅ 1021151 MLS
MOVE-IN READY WITH MAJOR UPDATES ALREADY DONE! Impeccably maintained and lovingly cared for, this spacious 3-bedroom, 2-bath, 48-foot bi-level ranch is tucked away in a desirable private cul-de-sac setting in Monroe. Recent improvements include a new roof, Brazilian Oak flooring upstairs with a transferable warranty, Stone Coast Pine engineered vinyl plank flooring downstairs with a lifetime warranty, rebuilt deck, updated water filtration system, HVAC improvements, recapped and resealed driveway, chimney repairs, replacement window panes, new exterior accent lighting, newer appliances and more giving the next owner the benefit of so many important updates already completed. Inside, bright and welcoming living spaces, generous room sizes and beautiful hardwood floors create a warm and comfortable feel. The main living area is centered around a cozy wood-burning fireplace, while the kitchen offers upgraded cabinetry, excellent workspace and easy flow into the dining area for everyday living and entertaining. The finished lower level adds incredible flexibility with plenty of room for a family room, recreation area, home office or guest space, along with a full bath, laundry and abundant storage. A large 2-car garage provides plenty of room for vehicles, tools, hobbies and additional storage, while stairs lead to a floored attic offering even more storage space. Outside, enjoy the rebuilt deck, beautifully maintained grounds and private setting, along with the convenience of low-maintenance HOA services. Solid, spacious, move-in ready and clearly cared for with pride 152 Highland Avenue offers the kind of improvements, space and peace of mind today's buyers are looking for.

152 Highland Avenue, Monroe
20 Shuit Place, Central Valley
$539,000
3 Beds ⋅ 2 Baths ⋅ 1018026 MLS
** Price improvement** Pride of ownership is evident throughout this beautifully updated 3-4 bedroom Colonial, where timeless character blends seamlessly with modern comfort. Original architectural details include elegant 9 ' coffered ceilings in the living room, and large windows create a bright and inviting atmosphere. The home features a spacious living room with an electric fireplace, a charming covered front porch and a backyard with a large, updated patio that is perfect for relaxing or entertaining. Recently updated bathrooms; w/u attic and basement allow for ample storage; new heating system, whole house water filtration system, Radon mitigation system, solar panels are owned for substantial savings on electric cost. Conveniently located just minutes from Interstate 87 and approximately 55 minutes to New York City. This property offers accessibility and a desired lifestyle. Residents enjoy access to local amenities, including the REZ, and the town pool. A short drive to Woodbury Commons Premium Outlets, restaurants, Bear Mountain, West Point.....in short, all the fantastic destinations the Hudson Valley has to offer.

20 Shuit Place, Central Valley
4 Sequoia Trail, Highland Mills
$649,000
4 Beds ⋅ 3 Baths ⋅ 1005912 MLS
4 Sequoia Trail is a beautifully renovated 2,004 sq ft residence that seamlessly blends comfort, style, and convenience. Set on landscaped grounds with plenty of outdoor space, it offers a peaceful retreat while being near local attractions. The bright living room, featuring oversized windows and an elegant fireplace, flows into a delightful dinette area. The kitchen boasts contemporary cabinetry and a spacious deck for entertaining. The home includes four bedrooms with great storage, two modernized bathrooms, and a finished basement providing extra living space. A two-car garage and a well-kept yard round out this move-in-ready property, ideal for modern living.

4 Sequoia Trail, Highland Mills
43 Sunset Terrace, Highland Mills
$549,000
3 Beds ⋅ 2 Baths ⋅ 965720 MLS
43 Sunset Terrace | Highland Mills, NY. Offered for the first time in 58 years, this thoughtfully maintained 3-bedroom, 2-bath home sits atop a quiet neighborhood with beautiful mountain views. Carefully cared for through the decades, it offers a special opportunity for a new owner to bring their own style while benefiting from the stewardship and improvements already in place. Natural light fills the main living spaces, where hardwood floors run throughout the main level and expansive windows frame the surrounding landscape. Recent owner updates include the roof, windows, gutters, and generator. Just off the kitchen, a beautiful bluestone patio creates an extension of the living space, ideal for outdoor dining and entertaining. An oversized detached two-car garage is exceptional for vehicles, storage, hobbies, workshop space, or recreational equipment. The lower level expands the home's versatility with two large living rooms, one featuring a wood-burning fireplace. An additional room with a closet and a full bathroom on this level provides flexible space for guests, a home office, a fitness area, or creative pursuits. An oversized mudroom and laundry area with abundant storage adds everyday practicality and helps keep the main living areas organized. Located in the Town of Woodbury and within the Monroe-Woodbury School District, residents also enjoy access to exclusive town amenities, including the John P. Burke Memorial Pool and Earl Reservoir. The property also offers exceptional access to the best of Hudson Valley living, with nearby hiking trails, outdoor recreation, and cultural destinations, including Storm King Art Center. Conveniently located approximately five miles from rail service to New York City, about 51 miles from Midtown Manhattan, seven miles from Storm King Art Center, and six miles from Schunnemunk State Park, the home offers a wonderful balance of natural beauty and commuter accessibility. Additional features include transferable leased solar panels. With its elevated setting, mountain views, flexible living spaces, access to Woodbury's exceptional recreational amenities, and location within the Monroe-Woodbury School District, 43 Sunset Terrace offers a special opportunity to create a home that balances comfort, community, and Hudson Valley living.

43 Sunset Terrace, Highland Mills
38 Pinehurst Circle, Monroe
$678,000
4 Beds ⋅ 4 Baths ⋅ 1012887 MLS
Welcome to an unparalleled lifestyle of luxury and leisure in Mansion Ridge, Orange County’s premier gated community. Nestled alongside a pristine Jack Nicklaus Signature Golf Course, this spectacular, completely renovated (2021) three-level townhouse offers the perfect blend of sophisticated design and resort-style amenities. Step inside to an airy, light-filled main level with hardwood floors and a cozy gas fireplace. The heart of the home is the chef-inspired gourmet kitchen, featuring: quartz countertops including an extra-large center island, a dedicated coffee nook and a chic wet bar for hosting. Seamless flow to the outdoor deck, complete with a retractable awning—ideal for evening cocktails overlooking the manicured fairways. Head to the upper level, where eco-elegant bamboo flooring guides you to the expansive primary suite. Wake up to sweeping, serene golf course views and indulge in a spa-like ensuite bathroom that rivals the world’s finest resorts. It boasts: cozy radiant heated floors, an extra-large shower equipped with dual regular showerheads plus a rainfall head and a deep Japanese soaking tub for ultimate relaxation. The fully finished walk-out lower level is a dedicated sanctuary for health and entertainment. It features a spacious gathering room, a private fourth bedroom, and your very own wellness center equipped with an Endless Pool and a Clearlight Infrared Sauna. No detail has been overlooked, right down to the garage, which features a Level 2 EV charger and stylish, durable perforated utility tile flooring. Situated in one of the region's most highly desirable enclaves, you are just minutes from the world-class shopping at Woodbury Common Premium Outlets. Best of all, this tranquil retreat is located just 50 miles from midtown Manhattan, offering an effortless commute to NYC via nearby train, bus, or highway. Experience the pinnacle of sophisticated suburban living. A definite must see!

38 Pinehurst Circle, Monroe
609 Stage Road, Monroe
$510,000
5 Beds ⋅ 2 Baths ⋅ 1015725 MLS
This timeless 1910 home was once called the "sunflower" house, surrounded by a white picket fence overflowing with sunflowers. Today, it still has its timeless charm framed by a white picket fence surrounded by beautiful, mature plantings and shrubbery, making a wonderful first impression. An elegant paver walkway leads to the inviting front porch, creating a warm welcome for friends and family alike. As you enter you will be greeted with early century craftsmanship creating an inviting experience the moment you enter. Rich natural wood tones frame the living spaces, rarely found in modern homes. In addition to 5 bedrooms, 2 full baths, the kitchen has all the modern conveniences including a Viking stove, for the cooking enthusiast - a dream come true. Wood floors throughout, this home is ready to move in. An additional 200 sq. ft basement area for office, recreation, gym, etc. is an added bonus. Relax on your patio right outside your kitchen door, and let's not forget about the inviting wrap around front porch, perfect for relaxing, entertaining or just watching the world go by. Enjoy a spacious park-like backyard complete with red maples. Great village location, this home is close to shopping, transportation and just a short distance from well known Orange County attractions.

609 Stage Road, Monroe
23 Cunningham Drive, Monroe
$729,000
4 Beds ⋅ 3 Baths ⋅ 1016710 MLS
Discover this stunning 5-bedroom colonial home nestled in the highly desirable Highland Mills area, offering the perfect blend of classic charm and comfort. Spanning over 3,400 square feet of sun-filled living space, this meticulously maintained residence features elegant architectural details, spacious formal and informal entertaining areas, and a versatile finished basement with a private entrance from the backyard—ideal for guests, a home office, or recreation. The generously sized bedrooms provide ample space for rest and relaxation, while the main level seamlessly connects a welcoming living room, a formal dining area, and a bright kitchen. Step outside to enjoy the serene backyard, perfect for gatherings or quiet evenings. Located just moments from Winchester and close to top-rated schools, shopping, parks, and all essential amenities, this home offers both convenience and a vibrant neighborhood atmosphere. Brimming with potential, this Highland Mills gem is a rare opportunity for discerning buyers seeking space, style, and a prime location.

23 Cunningham Drive, Monroe
14 Apple Hill Drive, Highland Mills
$999,000
4 Beds ⋅ 3 Baths ⋅ 1012714 MLS
Spacious Colonial situated on a beautiful private lot featuring oversized bedrooms, updated baths, and a bright open floor plan. The impressive primary suite includes a spa-like bathroom, while multiple living areas provide flexibility for today's lifestyle. Enjoy a large deck, patio, expansive yard, and peaceful surroundings. Conveniently located near shopping, schools, parks, and major commuter routes. A wonderful opportunity to own a move-in-ready home with space both inside and out.

14 Apple Hill Drive, Highland Mills
556 Lakes Road, Monroe
$1,175,000
4 Beds ⋅ 3 Baths ⋅ 1017346 MLS
Whether you're searching for a year-round residence or the perfect lakeside getaway, Walton Lake offers an exceptional opportunity. This spacious home features 4 bedrooms and 3 full bathrooms, blending comfort, charm, and functionality throughout. The beautifully designed kitchen is truly the heart of the home, showcasing rich mahogany cabinetry, elegant quartz countertops, and ample space for gathering. It flows seamlessly into the formal dining room, complete with a wet bar—ideal for entertaining. The oversized family room features a cozy fireplace, while stunning chestnut floors extend throughout the home, adding warmth and character. Large windows fill every room with abundant natural light, creating a bright and inviting atmosphere. Additional highlights include a convenient laundry room, walk-out basement, walk-up attic, and a one-car garage. The property also includes four additional lots, offering endless possibilities for expansion, recreation, or the creation of a future compound. Step outside to the serene deck overlooking Walton Lake, the perfect setting to enjoy your morning coffee, unwind after a long day, or take in the peaceful waterfront views. Conveniently located near schools, shopping, and major highways, this unique property offers both tranquility and accessibility. Listing includes the original lot at 1.3 acres plus additional lot of .49 acres totaling 1.79 acres! Also, the ductwork is already in for someone to add central air.

556 Lakes Road, Monroe
11 Country Hollow, Highland Mills
$899,000
4 Beds ⋅ 3 Baths ⋅ 996875 MLS
Beautifully maintained and thoughtfully updated, this exceptional home is set on professionally landscaped grounds with outstanding curb appeal and a resort-style backyard designed for both relaxation and entertaining. The inviting interior features a grand entry foyer, a stunning chef's kitchen with custom cabinetry, granite countertops, and stainless steel appliances, along with spacious living and dining areas ideal for everyday living and gatherings alike. Generously sized bedrooms and versatile living spaces provide comfort and flexibility throughout. Step outside to your own private retreat, complete with a sparkling in-ground pool, cascading waterfall, expansive deck, hot tub, and beautifully manicured grounds surrounded by mature trees. Meticulously cared for inside and out, this move-in-ready property offers the perfect balance of elegance, comfort, privacy, and outdoor living. A truly special home that must be seen to be fully appreciated.

11 Country Hollow, Highland Mills
8 Orchard Street, Monroe
$575,000
4 Beds ⋅ 3 Baths ⋅ 1009743 MLS
Motivated Seller!!! Located in a small, quiet neighborhood, this well-maintained 4-bedroom, 2.5-bath Colonial, built in 2007, offers nearly 2,200 square feet of living space on approximately one-third of an acre. The home features numerous large decorative double-paned windows throughout, providing beautiful natural light and scenic property views. A private paved road offers limited traffic and added privacy. With an annual membership to the Round Lake Park Association, owners enjoy private beach rights to Round Lake, including swimming, picnicking, and boat storage/access, all within a short 5-minute walk. Conveniently located within the highly sought-after Monroe-Woodbury School District and close to shopping, commuter bus and train access, and Woodbury Common Premium Outlets. The first floor features an open-concept design with 9-foot ceilings, hardwood and tile flooring throughout, and includes a spacious living room with a wood-burning fireplace and custom wood mantle, dining room, laundry room, half bath, and kitchen with pantry and ceiling fan. The kitchen is equipped with stainless steel appliances, granite countertops, backsplash, spacious cabinetry, and a granite-topped center island. The second floor offers four large carpeted bedrooms, each with ceiling fans and generous closet space. The primary suite features cathedral ceilings, a large walk-in closet, and a spacious primary bath with skylight, dual vanities, and a deep soaking tub. A second full upstairs bathroom also includes dual sinks and vanities. Just outside the custom wood front entry door is an inviting covered 8’ wide front porch overlooking the beautifully maintained property. Additional features include a large attached 2-car garage, unfinished full basement with excellent storage and future finishing potential, and partially floored attic providing abundant storage space. Off the kitchen is a private deck leading to a fenced backyard area enclosed with maintenance-free white aluminum fencing and dual gates — ideal for pets. A matching 10’ x 14’ vinyl-sided storage shed with shutters is located within the fenced area. The beautifully maintained yard is lined with evergreen trees and a stained 6-foot privacy fence, offering both privacy and curb appeal. The blacktop driveway also provides additional parking space. Brand New Central A/C system and ductwork!! The home is being sold with kitchen and laundry appliances, ceiling fans, light fixtures, and custom window blinds. The washer and dryer were replaced about 1 year ago. Private Road informal homeowner’s association, deeded with Orange County: $350 per year Round Lake Park Homeowner’s Association fee for members, optional: $300 per year

8 Orchard Street, Monroe
7 Paisley Court, Highland Mills
$599,900
3 Beds ⋅ 3 Baths ⋅ 1011652 MLS
Welcome to the Prestigious Brigadoon Community in Highland Mills. Discover the perfect blend of style, space, and serenity in this contemporary gem, ideally situated at the end of a quiet cul-de-sac in the highly sought-after Brigadoon community. Located within the Monroe-Woodbury School District, this bright and beautiful home offers comfort and breathtaking mountain views throughout. The main level features a spacious primary suite with his-and-her closets and vaulted ceilings that flood the space with natural light. A large bonus room adds valuable flexibility, perfect as a home office, playroom, or media space. The airy, open floor plan includes a dramatic two-story living room with a modern flair and a cozy fireplace, creating a warm and inviting atmosphere. The open floor plan kitchen is outfitted with granite countertops and stainless-steel appliances, ideal for both everyday living and entertaining. Upstairs, generously sized guest bedrooms feature ample closet space, with a walk-up attic offering even more storage potential. There's also a walk-out basement—complete with windows and a door—ready to be finished to suit your needs. Enjoy outdoor living at its finest with a picture-perfect covered front porch, mature landscaping on your .34 acres, and a spacious back deck with sweeping mountain views. Additional highlights include a two-car garage, and the central air condenser was replaced just two years ago. Priced to sell quickly, this home is a rare opportunity in one of Highland Mills' most desirable neighborhoods. Besides having your own community Pool and playground, the Town of Woodbury offers a Lake/Res for summer camp, swimming, boating, fishing, a Gorgeous Town Pool Facility where you can enjoy Residents of Woodbury Only Summer Fun!!! Playground etc. Take a ride to see what Woodbury has to offer its residents.

7 Paisley Court, Highland Mills
23 Swezey Place, Monroe
$544,900
2 Beds ⋅ 3 Baths ⋅ 952782 MLS
Welcome to 23 Sweezy Place, a rare custom-built home in the heart of Monroe that offers the perfect blend of modern construction and timeless craftsmanship. Originally designed to complement neighboring 205 High Street, this beautiful property can be purchased independently or together with the adjacent residence, creating a truly unique multi-property opportunity. From the charming rocking-chair front porch with stone-accented pillars to the paver driveway, professional landscaping, and impressive four-car garage, this home delivers curb appeal and functionality rarely found in today's market. Whether you're a car enthusiast, hobbyist, contractor, entrepreneur, or simply need exceptional storage space, the oversized four-car garage opens the door to countless possibilities. Inside, you'll find a bright and airy open-concept layout filled with natural light, cherry hardwood flooring, recessed lighting, and quality finishes throughout. The spacious living room flows seamlessly into the well-appointed kitchen featuring rich cherry cabinetry, abundant counter space, an oversized center island with storage, subway tile backsplash, stainless steel appliances, and a commercial-grade gas range with burners and grill that will delight any home chef. The adjoining dining nook offers the perfect space for casual meals while overlooking the beautifully maintained property. A stylish half bath and convenient laundry room with Samsung washer and dryer complete the main level. Upstairs, you'll find two generously sized bedrooms, both offering similar spacious layouts, large closets, and an abundance of natural light. The luxurious full bathroom features a double vanity with raised sinks, designer tile work, dual mirrors, a soaking tub, and a walk-in shower, creating a spa-like retreat. The full basement provides endless possibilities or additional storage. Located within the highly desirable Monroe-Woodbury School District and just a short walk to the Village of Monroe, this exceptional home is moments from Mill Pond, charming boutiques, restaurants, farmers markets, wineries, parks, and recreational amenities. Commuters will appreciate being approximately 50 miles from New York City with easy access to Routes 17, 84, and 87, Metro-North, NJ Transit, NYC bus service, Stewart International Airport, and West Point. Whether purchased on its own or together with neighboring 205 High Street, 23 Sweezy Place presents a rare opportunity to own a distinctive property that combines charm, versatility, and an unbeatable location.

23 Swezey Place, Monroe
205 High Street, Monroe
$669,900
3 Beds ⋅ 2 Baths ⋅ 952720 MLS
Welcome to 205 High Street in the heart of Monroe, where timeless craftsmanship meets modern comfort in this truly one-of-a-kind Colonial located within the highly sought-after Monroe-Woodbury School District. Situated on a beautiful corner lot, this exceptional property offers a rare opportunity to purchase separately or together with the neighboring custom-built home at 23 Sweezy Place, originally designed to complement the home while providing additional living space and an impressive four-car garage. From the moment you arrive, the slate roof, covered rocking-chair front porch, side porch, and stunning woodwork and quarter-sawn tiger oak flooring set the tone for the home's warm, old-world charm. Inside, the custom gourmet kitchen is a chef's dream, featuring handcrafted pantry cabinetry, wood beams, a farmhouse sink, oversized island with storage, subway tile backsplash, wide plank aged flooring, spice racks, refuse drawer, custom-paneled refrigerator, breakfast nook, and a Viking dual-fuel range with four burners, grill, and double ovens. Entertain with ease in the formal dining room, inviting living room with a slate wood-burning fireplace, and the spectacular sunroom/mudroom showcasing custom stained glass and built-in cabinetry. The luxurious primary suite offers his-and-her closets, a private sitting sunroom filled with natural light. The bathroom has a spa-inspired marble bath complete with a soaking tub, oversized shower with five shower heads, porcelain vanity, and a custom six-foot medicine cabinet. Two additional bedrooms and beautiful oak doors throughout complete the second floor. Step outside to your own private resort featuring a heated gunite pool with hot tub, paver patio, outdoor kitchen with a Viking natural gas BBQ with 2 burners, outdoor shower with tankless water heater, fully fenced yard, and multiple patios spaces offer space for everyone. A wood-burning fireplace creates the perfect setting for relaxing poolside on cool evenings. The full basement provides endless possibilities, recreation space, or storage. Walk to the Village, located just moments from Mill Pond, charming village shops, restaurants, farmers markets, wineries, parks, and recreational amenities, this commuter-friendly location is approximately 50 miles from NYC and offers easy access to Routes 17, 84, and 87, Metro-North, NJ Transit, bus service, Stewart International Airport, and West Point. A truly rare offering combining character, luxury, and versatility—schedule your private showing today and don't forget to inquire about the neighboring property at 23 Sweezy Place.

205 High Street, Monroe
16 Sunset Ridge, Monroe
$1,199,000
4 Beds ⋅ 4 Baths ⋅ 1015235 MLS
NEW PRICE! Ready to sell! Highly motivated seller. Sold as-is. Recent updates include fresh paint in select areas and new pavers for enhanced curb appeal. Located approximately one hour from NYC with convenient access to major roadways. Welcome to this secluded Colonial in desirable Trout Brook Estates, set on nearly 6 private acres with over 5,700 sq ft of living space. This spacious property offers 4 bedrooms, 4 flex rooms, 4 baths, an in-ground pool, an attached 6-car garage, and additional unfinished space above the garage for future possibilities. Designed for privacy, entertaining, and flexible living, the home features cathedral ceilings, 3 fireplaces, formal dining, a home office, exercise/rec room, sunroom, and an eat-in kitchen with granite countertops and two ovens. The fully finished basement includes a second kitchen, offering excellent versatility for guests, recreation, entertaining, or extended living needs. Outdoor living is a standout with a private pool, patio, porch, and peaceful wooded surroundings. Conveniently located near Monroe amenities, parks, trails, shopping, and commuter routes, this property offers rare space, privacy, and value. Schedule your private showing today.

16 Sunset Ridge, Monroe

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.