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161 Highland Avenue, Monroe
$595,000
3 Beds ⋅ 2 Baths ⋅ 1059180 MLS
Offered for the first time! Welcome to 161 Highland Avenue, an original-owner home in the Town of Chester with a Monroe address. Set on approximately 0.75 acre, this beautifully maintained and thoughtfully upgraded 3-bedroom, 2-full-bath home offers approximately 1,842 square feet of living space and Lake Rights to Walton Lake, electric motors only. Conveniently situated in the Town of Chester, with a Monroe mailing address and easy access to shopping, dining, recreation and major commuter routes. Built and lovingly cared for by the same owners since new, this special property reflects years of pride of ownership. From the moment you arrive, you'll appreciate the welcoming setting and the care that has gone into the home. Inside, a bright and comfortable layout blends everyday living with inviting spaces for gathering and entertaining. Thoughtful improvements made over the years enhance the home while maintaining the warmth and character that have always made it special. Generous living areas provide flexibility for today's lifestyle, while the lower level offers additional possibilities for a family room, home office, fitness area, recreation space or guest accommodations. Outside, approximately three-quarters of an acre provides plenty of room to entertain, garden, play or simply relax and enjoy the peaceful surroundings. Opportunities like this don't come along every day—schedule your private showing and come experience 161 Highland Avenue for yourself. This may be the home you've been waiting for.

161 Highland Avenue, Monroe

45 Oreco Terrace, Monroe
$529,500
4 Beds ⋅ 4 Baths ⋅ 1051823 MLS
Welcome home to this large, very spacious 2,375 sq ft Colonial, which is located in a very good area. Less than a minute from the major highways& bus shelter. It offers 4 bedrooms and 3.5 baths! The main floor of the home boasts all stainless-steel appliances in the eat-in kitchen, a pantry, and 2/1in half bath, and an open floor plan that includes the sitting room with a cozy gas fireplace and 2 living rooms. Hardwood floors, a beautiful tree seasonal room, and a nice double-size deck overlooking a magnificent backyard. The 2nd floor offers 4 bedrooms, including the main bedroom with its own bath, and an additional bath upstairs. Hardwood floors! Country living, but close to all amenities. Monroe& woodbury. schools. Hurry, don't wait to see this beauty! Additional Information: nice, big shed. in the backyard.

45 Oreco Terrace, Monroe

4 Lexington Hill Unit #3, Harriman
$259,000
2 Beds ⋅ 2 Baths ⋅ 1050249 MLS
LEXINGTON HILLS! 2ND FLOOR LOCATION! ENJOY RESORT-STYLE LIVING WITH POOL AND TENNIS COURTS POSITIONED AT YOUR DOORSTEP! Unlike the standard denser phases of the complex, this premium unit is situated within a COMPLETELY INDEPENDENT BUILDING. Tucked away from the heavier traffic loops, it offers the quiet feel of an isolated retreat while keeping the community pool and tennis courts right outside your door. Enjoy SINGLE LEVEL LIVING in this immaculate 2-bedroom, 2-full-bathroom condo which is completely move-in ready, boasting stunning LAMINATE FLOORING THROUGHOUT, NEWER BOILER and IN-UNIT WASHER/DRYER for ultimate everyday convenience. The heart of the home features a spacious living room and dining area, highlighted by a cozy WOOD BURNING FIREPLACE that adds incredible warmth and character to the space. This bright and airy living area is bathed in natural light, with TWO BRAND NEW WINDOWS and a NEW GLASS SLIDER that leads to the OUTDOOR BALCONY! The seamlessly connected kitchen comes fully equipped with a NEWER STOVE, ready for your culinary creations. Both bedrooms are generously sized, highlighted by a serene PRIMARY SUITE complete with its own PRIVATE FULL BATH and LARGE WALK-IN CLOSET with ample storage space. A second full bathroom and bedroom serve guests beautifully. For added logistics, a newly installed, easily ACCESSIBLE INTERIOR WATER SHUT-OFF VALVE is strategically located in the bathroom. Amenities include: Outdoor Pool, Tennis & Pickleball Courts and Clubhouse. This home offers simplistic practicality and EASY ACCESS TO TRANSPORTATION for commuting/leisure trips and is just minutes away from world-class shopping at the Woodbury Common Premium Outlets. Close to MAJOR SHOPPING and RESTAURANTS! Located within the AWARD-WINNING Monroe-Woodbury School District.

4 Lexington Hill Unit #3, Harriman

29 Park Avenue, Highland Mills
$415,000
3 Beds ⋅ 3 Baths ⋅ 1058372 MLS
WELCOME TO YOUR DRAM HOME IN THE HEART OF WOODBURY! This stunning 3 bedroom 2.5 bath two-story contemporary home perfectly combines modern upgrades with an unbeatable location, making it a dream for commuters. THE LOCATION & COMMUER DREAM: Ideal Transit Access: Located just minutes away from the train, bus lines and major highways including Rt. 6 & Rt. 17. Walkable & Convenient: Enjoy the convenience of being within walking distance to town and close to all local shopping. PREMIUM HOME FEATUARES: Exterior & Yard: Features a new roof, a fully fenced level yard, and a cement patio on the side yard. Interior Comforts: The spacious two story contemporary layout boasts durable Pergo flooring and many energy efficient windows. A bright living room features a sleek slider opening directly to the side yard. Upgraded Utilities: Move in ready with upgraded 220 electric, powered by an efficient 5 zone heating system. INCREDIBLE COMMUNITY AMENITIES: Living in the Town of Woodbury gives you exclusive access to fantastic town parks: Earl Reservoir Park (Highland Mills): Perfect for outdoor recreation with swimming, fishing, paddle boating and various sports activities and covered area with barbarque pits and picnic tables. Brickley Field on Adams Street is a one block walk from this charming home. Woodbury Recreation Park (Central Valley): Features a massive community pool with diving boards, games, and a dedicated eating/picnic area.

29 Park Avenue, Highland Mills

41 Berwynn Road Unit #2D, Harriman
$280,000
2 Beds ⋅ 2 Baths ⋅ 1058123 MLS
Welcome to 41 Berwynn Road #2D, a beautifully maintained 2-bedroom, 1.5-bath condo nestled in a quiet, sought-after community in Harriman, NY. Step inside to discover soaring ceilings with skylights that flood the space with natural light. The open-concept living and dining area features direct access to your own private balcony—perfect for morning coffee or evening relaxation. The layout includes two spacious bedrooms, a full bathroom, and a convenient half-bath for guests. Whether you're looking for a starter home, a downsizing opportunity, or a low-maintenance investment, this unit delivers. Enjoy the peace and privacy of this quiet community, all while being just minutes from local shops, dining, and public transportation—ideal for commuters or anyone who enjoys easy access to amenities.

41 Berwynn Road Unit #2D, Harriman

24 Ford Court, Monroe
$549,000
3 Beds ⋅ 3 Baths ⋅ 1056648 MLS
Located in the gated community of Meadow Glen, this end unit 3 bedroom townhouse has all the amenities you possibly want. Conveniently located near shopping, trains, hiking paths in Monroe, NY. The first floor has more than ample living space with both a formal living room and family room that has a gas fireplace. The kitchen with it's stainless steel appliances has lots of natural light through the sliding glass doors which lead to your own patio. The primary bedroom is oversized with plenty of closet space. 2 other bedrooms along with a full bath and laundry room complete the 2nd floor. This home comes with a full basement that is perfect for storage. Community offers a swimming pool, club house and tennis courts. Easy access to highways and shopping. Plenty of guest parking is available.

24 Ford Court, Monroe

116 Barr Lane, Monroe
$565,000
3 Beds ⋅ 3 Baths ⋅ 1056905 MLS
Ask how you can get a Mortgage with a 4.5%- 5% start rate! Welcome to Meadow Glen—Monroe’s premier gated community! With over 2500 sq ft including the finished basement, this beautifully maintained and extensively upgraded largest-model end-unit offers an exceptional combination of space, style, privacy, and convenience. With 24 oversized windows, this home is filled with natural light, while Hunter Douglas Country Wood blinds throughout add a touch of timeless elegance. Step inside to a spacious and inviting layout designed for both comfortable everyday living and entertaining. The dramatic two-story family room creates an impressive focal point, complemented by a formal living room and elegant dining room. The beautifully appointed kitchen features Corian countertops, breakfast bar, GE Profile stainless steel appliances, 42-inch cabinetry, convenient pull-out drawers, and a classic subway-tile backsplash. Rich hardwood flooring flows throughout the first and second levels. Upstairs, the luxurious primary suite is a true retreat, featuring a soaring cathedral ceiling, two walk-in closets, and a spa-like ensuite bath with dual sinks, a large soaking tub, and frameless glass shower. Two additional generously sized bedrooms offer double closets, along with a full hallway bath and the highly desirable convenience of second-floor laundry. The fully finished walk-out basement adds an approximately additional 600 sq ft of flexible living space, complete with full-size windows, sliding glass doors to a private patio, a spacious recreation/media area, and additional storage. Whether you envision a home theater, game room, home office, gym, or entertaining space, the possibilities are endless. Plus a storage room. Additional highlights include an attached garage with direct first-floor entry and no stairs, plus a double-wide driveway providing plenty of parking for family and guests. Enjoy all that Meadow Glen has to offer, including beautifully maintained grounds, gated security, and a convenient location close to shopping, restaurants, parks, wineries, major highways, and commuter transportation. If you’ve been waiting for a spacious, upgraded end-unit in one of Monroe’s most desirable communities, this is the one to see! Schedule your private showing today.

116 Barr Lane, Monroe

1108 Evergreen Court Unit #65, Woodbury
$330,000
2 Beds ⋅ 2 Baths ⋅ 1056467 MLS
Welcome to 1108 Evergreen Court in Woodbury! This desirable end-unit condo offers added privacy and a great location next to the community pool. Enter through the foyer before heading upstairs to the main living area, where you’ll find a bright and inviting layout. The living room opens to a private deck, providing a great spot to relax and enjoy the outdoors. The galley-style kitchen offers convenient seating and opens to a separate dining area, perfect for everyday meals or entertaining. A detached garage with electric provides additional parking and storage, plus there is plenty of unassigned parking for residents and guests. Enjoy low-maintenance living with community amenities and convenient access to shopping, dining, recreation, and major roadways. With its end-unit location, deck, garage, ample parking, and proximity to the pool, 1108 Evergreen Court has plenty to offer!

1108 Evergreen Court Unit #65, Woodbury

105 Barr Lane, Monroe
$569,900
3 Beds ⋅ 3 Baths ⋅ 1056824 MLS
Rare Lehigh End-Unit Townhome in Gated Meadow Glen Welcome to an exceptional opportunity in the sought-after gated community of Meadow Glen! This gorgeous Lehigh model end-unit is one of only 10 Lehighs in the entire Meadow Glen development and offers the highly desirable combination of larger bedrooms, abundant natural light, an end-unit location, and a two-car garage. From the moment you enter, you’ll appreciate the impressive sense of space created by the high ceilings, oversized windows, beautiful hardwood floors, crown molding, and tremendous natural light throughout the home. The current owners immediately fell in love with this model because the bedrooms are larger than those in other Meadow Glen models, while the end-unit location provides additional windows, privacy, and light. The beautifully appointed kitchen features granite countertops, a gorgeous breakfast bar, and a five-burner gas range. The KitchenAid stainless-steel dishwasher complements the kitchen, while the refrigerator and microwave were replaced in 2024 and the gas stove was replaced in 2023. A convenient slider off the kitchen leads directly to the patio, creating an ideal flow for morning coffee, entertaining, or relaxing outdoors. The spacious family room is warm and inviting, featuring a gas fireplace, beautiful ceiling fan, hardwood floors, and plenty of natural light. The formal living room and dining room are equally impressive, with hardwood floors, elegant lighting, additional recessed lighting, and custom details throughout. All existing light fixtures stay, along with the home’s beautiful custom Hunter Douglas window treatments. Upstairs, the generously sized primary suite spans the full width of the unit, offering an exceptional retreat with recessed lighting, beautiful Hunter Douglas shades, and a large walk-in closet. The luxurious primary bath features a soaking tub, double sinks, and Corian countertops. Convenience is built right in with an upstairs laundry area featuring a washer and dryer, laundry base, and slop sink—all of which stay. The home also offers central vacuum, making everyday living even easier. The home’s mechanicals have been thoughtfully maintained. The HVAC system is approximately five years old, and the hot water heater was installed just over two years ago. Even better, the owner is willing to pay the current roof assessment, meaning the community will soon have a brand-new roof without that assessment becoming the buyer’s expense. Enjoy all that Meadow Glen has to offer, including a community pool, clubhouse, tennis courts, playground, and beautifully maintained grounds. This is a wonderful, gated community offering both amenities and a strong sense of privacy. And the location is truly special. Set in the beautiful Hudson Valley, Meadow Glen is conveniently located near West Point, Harriman Train Station, major highways, Stewart International Airport, and Storm King Art Center, making commuting, travel, recreation, hiking and exploring the region remarkably convenient. Woodbury Common Premium Outlets and LEGOLAND New York are also close by. For outdoor enthusiasts, miles of hiking trails and lakes await nearby at Harriman State Park, Sterling Forest, and the Heritage Trail. With its rare Lehigh model, end-unit position, two-car garage, oversized bedrooms, exceptional natural light, high ceilings, extensive hardwood flooring, custom Hunter Douglas shades, upgraded kitchen, newer appliances, fireplace, patio, and desirable Hudson Valley location, this home truly stands apart. A rare opportunity to own one of Meadow Glen’s limited Lehigh end units—beautifully maintained, thoughtfully upgraded, and ready to welcome its next owner.

105 Barr Lane, Monroe

25 Oreco Terrace, Monroe
$385,000
3 Beds ⋅ 2 Baths ⋅ 1055830 MLS
AFFORDABLE, CONVENIENT & FULL OF POTENTIAL IN MONROE. With home prices continuing to rise, 25 Oreco Terrace offers a fantastic opportunity to own a single-family home in the Town of Monroe for under $386,000—complete with low taxes and plenty of potential to make it your own. Set atop a hill on a quiet dead-end street with minimal traffic, this charming bungalow offers simple, convenient single-floor living. The main level features a country kitchen, spacious living room with a wood-burning stove, three comfortably sized bedrooms, and 1.5 bathrooms. Need more room? The partially finished basement provides valuable bonus space along with laundry and storage. Create a home office, family room, game room, gym, hobby space, or den—the possibilities are yours. One of the home's standout features is the expansive nearly 700-square-foot composite deck, overlooking the treetops and quarter-acre yard. Whether you're enjoying your morning coffee, hosting friends and family, or simply relaxing outdoors, this is a wonderful space to enjoy the peaceful surroundings. The location offers exceptional convenience. Situated across from Town of Monroe O&R Park, Twin Lakes, and the Park & Ride, you're also just minutes from the village center and close to shopping, restaurants, groceries, big box stores, schools, parks, medical offices, houses of worship, Woodbury Common Premium Outlets and much more. Commuters will appreciate the nearby Park & Ride and easy access to Route 208, with Route 17 just seconds away and convenient connections to the NYS Thruway, Route 6, and other major roadways. The Bear Mountain Bridge is approximately 20 minutes away, and NYC is roughly an hour by car. Additional highlights include natural gas, municipal water and sewer, Monroe-Woodbury School District, and low taxes that include garbage pickup. Whether you're a first-time buyer searching for an affordable place to call home, looking to downsize without sacrificing outdoor space, or an investor seeking an opportunity to expand your portfolio, 25 Oreco Terrace is worth a look. After years of raising their family here, the current owners are ready to pass this home along to its next chapter. Come see the possibilities and discover the potential this Monroe gem has to offer.

25 Oreco Terrace, Monroe

57 Osseo Park Road, Monroe
$398,500
3 Beds ⋅ 1 Baths ⋅ 1054704 MLS
Welcome to 57 Osseo Park Road, a charming 3-bedroom ranch offering lake rights and access to beautiful Walton Lake. Lovingly maintained by its longtime owner, this inviting home offers comfortable one-level living in a peaceful lake community. A welcoming enclosed porch provides additional space to relax and enjoy the surroundings, while the fenced yard and corner lot offer plenty of room for outdoor entertaining, gardening or simply unwinding. Recent improvements include a newer roof, furnace, hot water heater, refrigerator and cooktop. Additional features include a partial basement, oil heat, community well and a paved driveway with parking for two cars. Located in the Monroe-Woodbury School District, this home offers the opportunity to enjoy the recreation and natural beauty of Walton Lake while still being convenient to all that Monroe has to offer. Whether you're looking for a year-round home or a relaxing weekend retreat, 57 Osseo Park Road is ready for its next chapter.

57 Osseo Park Road, Monroe

2 Seeley Bull Street, Monroe
$489,900
2 Beds ⋅ 4 Baths ⋅ 1055610 MLS
Welcome to 2 Seeley Bull St, a stunning townhome nestled in the charming town of Monroe, NY. Built in 2013, this modern and well-maintained property boasts a sleek design and ample living space for a growing family or those who love to entertain. Located in the very desirable sought after community Hidden Creek. Amenities include sparkling in ground pool, elegant clubhouse, fitness center, basketball courts, playground, and steps away from Orange County’s beloved walking and biking Heritage trail. Upon entering the home, you are greeted by a spacious and bright living area that is perfect for relaxing or hosting guests. The open floor plan seamlessly flows into the dining area and gourmet kitchen, complete with high-end appliances, granite countertops, and plenty of storage space. Whether you are whipping up a meal for guest or hosting a dinner party, this kitchen is sure to impress. The home features two full bathrooms and two half bathrooms, providing convenience and privacy for all residents and guests. The bathrooms are beautifully designed with modern fixtures and finishes, creating a luxurious spa-like atmosphere. With a total finished area of 1,777 sq.ft., this three-story home offers plenty of room for everyone to spread out and find their own space. The upper levels feature spacious bedrooms with ample closet space and large windows that let in plenty of natural light. The lower level can be used as a family room, home office, or gym – the possibilities are endless. Situated on a 436 sq.ft. lot, the property also includes outdoor space for relaxing and enjoying the fresh air. Whether you want to sip your morning coffee on the rear deck or host a barbecue in the backyard, this home has it all. This townhome offers a two car garage with ample storage space. Located in a desirable neighborhood, 2 Seeley Bull St is just a short drive away from local schools, parks, shopping, and dining options. With easy access to major highways and public transportation, commuting to nearby cities is a breeze. Don't miss your chance to own this beautiful home in Monroe, NY. Make 2 Seeley Bull St your new address.

2 Seeley Bull Street, Monroe

17 Hunter Street, Highland Mills
$520,000
3 Beds ⋅ 2 Baths ⋅ 1055761 MLS
Privacy, Location & Lifestyle! Welcome to this beautifully maintained, move in ready raised ranch, privately set approximately 200 feet off a quiet road on 3/4 acre park like property. Lovingly cared for and thoughtfully updated by the same owners for over 25 years, this home offers the perfect combination of privacy, space, and convenience. Featuring approximately 1,640 sq. ft. of living space, the home offers 3 oversized bedrooms with generous closet space and custom built-ins, along with 2 full bathrooms. The heart of the home is the stunning 2024 renovated kitchen, featuring custom cabinetry extending to the ceiling, quartz countertops, stainless steel appliances, and beautiful new hardwood flooring. The kitchen flows seamlessly into the bright living room, highlighted by a bay window with scenic mountain views. The lower level provides a comfortable family room centered around a heat efficient wood burning stove, creating a warm and inviting space for relaxing or entertaining. Step outside onto the expansive rear deck overlooking the level backyard, offering plenty of room for outdoor entertaining, pets, a fire pit, and enjoying the peaceful surroundings. The oversized driveway provides parking for plenty of guests, making this property ideal for entertaining & hosting. Numerous major updates provide peace of mind, including a new hot water heater and furnace (2024), new driveway (2024), new garage door (2026), newly refinished hardwood floors (2026), and a roof in 2015. Residents also enjoy community access to the Town Pool and Earl Reservoir, adding even more recreational opportunities right in your own community. Conveniently located near Woodbury Common Premium Outlets, Harriman Train Station, the NYS Thruway, Route 17, Route 9W, and the Palisades Parkway, providing easy access for commuting and everyday conveniences while still enjoying a quiet country setting. A rare opportunity to enjoy privacy, a spacious level property, thoughtful updates, community amenities, and an incredibly convenient location. Don't miss the opportunity to make 17 Hunter St your new home!

17 Hunter Street, Highland Mills

4 Letts Circle, Monroe
$595,000
4 Beds ⋅ 3 Baths ⋅ 1055643 MLS
Original owners since 1976! For 50 years, this home has been lovingly cared for and meticulously maintained by the same owners—and the pride of ownership shows throughout. Located in Overlook Estates in the Town of Monroe, this is the largest model in the neighborhood, offering 4 bedrooms, over 2,000 sq. ft., 2.5 renovated bathrooms and a rare 2-car garage. Inside, you'll find a renovated primary ensuite bath, central air conditioning, hardwood floors beneath the upstairs carpeting, and tile flooring beneath the lower-level carpeting. Andersen windows, approximately 5 years old, are another valuable update. The mechanicals have been consistently maintained and updated throughout its ownership and is truly move-in ready. The backyard is just as impressive—fully fenced, beautifully landscaped and lined with mature trees for privacy, with a walk-out deck from the kitchen and a large patio that's perfect for entertaining and a beautiful in-ground pool, professionally serviced weekly. It's a private outdoor setting made for summer days, gatherings and relaxing at home. Conveniently located near shopping, restaurants, community activities, golf courses and NYC commuter train and bus service, with New York City approximately one hour away. A rare opportunity to own a spacious, exceptionally well-cared-for home with a 2-car garage, private fenced yard and in-ground pool in Monroe. After 50 years with its original owners, this special home is ready for its next chapter.

4 Letts Circle, Monroe

5 Columbia Circle, Highland Mills
$574,999
4 Beds ⋅ 2 Baths ⋅ 1054281 MLS
Welcome to 5 Columbia Circle, a turn-key raised ranch tucked inside the gated Highland Lake Estates community in Highland Mills. From the moment you arrive, this home delivers what most listings only promise: modern updates, real peace of mind, and a backyard that earns its keep. Four bedrooms plus an office/den give you room to live and work without compromise. Two full bathrooms, California Closets in every upstairs bedroom, Pella doors, and Andersen 400 Series windows reflect a home maintained with discipline, not shortcuts. The mechanicals back it up: hot water heater (2021), whole-house water softener and filtration system (2023), and an upgraded back deck (2019) built for those gorgeous Hudson Valley sunsets. Comfort and security are handled. A heated garage with its own thermostat means projects don't stop in January. A central-station monitoring system covers fire, burglary, low-temperature, and carbon monoxide, plus camera coverage for complete confidence. The fenced backyard and lawn sprinkler system round out a property that's genuinely move-in ready. Location is the quiet advantage here. The Metro-North Harriman station sits under 10 minutes away, with NYC roughly 50 miles and about an hour out via I-87 and Route 17. Woodbury Common Premium Outlets, grocery, and everyday essentials are a short drive down Route 32. Weekends open up fast: Harriman State Park and Bear Mountain for hiking, nearby golf, and local wineries and farms that make Orange County living what it is. Enjoy local access to the John P. Burk Memorial Pool, Earl Resevoir and Brickley Field as well for all your athletic enjoyment. This is the rare home where the big ticket items are already done and done right. All that's left is to move in, relax and watch the sun go down right off your back deck.

5 Columbia Circle, Highland Mills

94 Booth Road, Chester
$485,000
3 Beds ⋅ 3 Baths ⋅ 1050173 MLS
Welcome to 94 Booth Road! Set on a beautiful, level 1.8-acre lot, this home offers a peaceful setting with plenty of space to enjoy both indoors and out. Head upstairs to the main living level, where beautiful hardwood floors flow throughout the living room and hallway. Andersen windows throughout the home add to the quality, while bringing in plenty of natural light. The well-appointed kitchen features stainless steel appliances and a functional layout that flows right into the dining area. Just off the dining room, french doors lead to the three-season sunroom, surrounded by windows and perfect for morning coffee, reading or simply relaxing. A propane fireplace adds warmth and makes this an especially cozy space as the cooler New York weather sets in. The main level also features the primary bedroom with an ensuite full bath, along with two additional bedrooms and a second full bathroom. Downstairs, you'll find a comfortable family room with a wood-burning fireplace, half bath, laundry area and access to the two-car garage. The utility room is equipped with a whole-house UV water filtration system and water softener for ultimate water quality. Outside is where this property becomes even more special. The property offers plenty of room to enjoy the outdoors, and with a little maintenance, a trail at the back of the property leads to a small pond. At the end of this quiet cul-de-sac, you'll also find trail access to Goosepond Mountain State Park, offering 1,558 acres of protected land to explore. For those looking for privacy, outdoor recreation, and a home surrounded by a beautiful natural setting, 94 Booth Road is a wonderful opportunity. Showings begin Wednesday, 9/23. Schedule your showing today!

94 Booth Road, Chester

123 Pickerel Road, Monroe
$599,000
4 Beds ⋅ 3 Baths ⋅ 1052929 MLS
Clean, Fresh, Bright, sunny and spacious from the moment you step inside! This meticulous four-bedroom, two-and-a-half-bath home has warmth and timeless elegance, which accommodates the most perfect modern lifestyle. Newly finished hardwood floors flow throughout the home, while large windows shed natural light on the newly painted, crisp, clean walls. The oversized formal living room makes an impression, complemented by a family room with a classic brick,-framed wood-burning fireplace. Enjoy a graceful dining room leading to the beautifully appointed kitchen featuring a generous island, refined cabinetry, and abundant storage. The staircase brings a sense of grandeur, while the spacious primary bedroom boasts a brand new primary bathroom. A spacious and clean basement adds many possibilities, including storage and recreation. Additional recent improvements include a new septic system, furnace, newly painted garage floor, newer roof, repointed chimney, and carefully finished siding and windows. Impeccably kept with an unmistakable sense of care, this is the kind of home that simply feels special. Located in the Monroe-Woodbury School District. Close to major shopping and restaurants and just minutes to Rt17, Rt6, the throughway (I87), NYC bus and train. Don't miss this GEM! Won't last.

123 Pickerel Road, Monroe

101 Ludlam Road, Monroe
$415,000
2 Beds ⋅ 2 Baths ⋅ 1053233 MLS
Welcome to 101 Ludlam Road, a beautifully updated Monroe ranch offering comfort, character, and modern amenities in a desirable setting. This inviting 3-bedroom home features a brand-new kitchen, a newer full bath, and an additional new half bath, offering style and convenience for today’s lifestyle. The spacious interior features beautiful hardwood floors, a comfortable sunlit living room, and a new wood stove that creates a warm and inviting atmosphere. Step outside and enjoy the newer, large deck overlooking the fenced rear yard—ideal for outdoor entertaining, relaxing, or spending time with friends. Set on approximately .68 acres, the property offers a wonderful combination of usable outdoor space and privacy. Located in the sought-after Monroe-Woodbury School District and conveniently close to shopping, restaurants, parks, recreation, and major roadways. With its numerous updates, attractive outdoor spaces, and move-in-ready appeal, 101 Ludlam Road is a wonderful opportunity to enjoy all that Monroe has to offer.

101 Ludlam Road, Monroe

255 Mine Road, Monroe
$449,900
3 Beds ⋅ 1 Baths ⋅ 1050309 MLS
Turn key home! Recent updates include professionally painted interior (2026), brand new Dryer (2026), new patio awning ( 2026), newer roof (2024) new enclosed Roth oil tank (2025) Boiler ( 2016), septic system ( 2016) updated 200 amp electric panel, newer Amish shed with matching siding and roof, beautiful wood look flooring, and piping with permit to add a Pellet stove! Truly a one of a kind home filled with character and charm creating a cottage and contemporary style. The impeccable condition truly sets this home apart from all others and will assure a new buyer the piece of mind rarely found.... Do not be fooled by the square footage noted, as this house will surprise you, a home proportioned to actually feel very spacious. From the moment you pull up to the circular driveway you will "feel the appeal " with cascading ivy's and retaining walls created to invite and enchant. Double entry's allow a " vestibule" for coats and shoes followed by a welcoming foyer, first floor laundry, and oversized storage room. A short flight of stairs leads you to the 2nd level and a generous dining area that flows easily to the lovely kitchen with ageless cherry cabinetry, abundant counter space, SS appliances, recessed lighting, double sink and wonderful double window. An updated bathroom and bedroom (presently used as an office/den) also offer convenience on the second floor. But prepare yourself to fall in love with the amazing back yard haven accessed from the dining room....A design masterpiece with retaining walls, pebble patio, with brand new awning, new fencing, wonderful deck, and a creative staircase cleverly built to enjoy 2 levels of delightful outdoor space filled with gardens, privacy, a small forest and custom shed to match this charming home! The 3rd floor offers a large living room with wonderful natural sunlight that overlooks the dining area creating a dramatic effect, an incredible space with built in shelving and storage, primary bedroom w/ 2 closets offering ample space and lovely generous 3rd bedroom. with access to the attic for incredible storage. A truly distinctive home with immense style that shines with pride of ownership and includes Lake rights to Walton and Round lake About an hour to Manhattan, w/easy access to train and buses, minutes to shopping and beautiful park. Just move in and enjoy!

255 Mine Road, Monroe

14 Giovanni Court, Monroe
$359,999
2 Beds ⋅ 3 Baths ⋅ 1049811 MLS
A place to feel right at home! This 2-bedroom, 2.5-bathroom Timber Hills condo in the Monroe-Woodbury School District offers the perfect combination of comfort, convenience, and room to grow. The spacious primary suite features a walk-in closet and private ensuite bath, while the full basement gives you plenty of space for storage or the potential for a bar, office, gym, or recreation room. Enjoy your morning coffee on the private deck or relax in the spacious living room at the end of the day. When it’s time to get outside, owners have access to the community pool, clubhouse, parks, tennis courts, and basketball courts. Conveniently located close to town, shopping, dining, and public transportation to NYC, this is an easy place to settle in and enjoy all that the area has to offer.

14 Giovanni Court, Monroe

92 Barr Lane, Monroe
$565,000
3 Beds ⋅ 3 Baths ⋅ 810002 MLS
PRICE REDUCED! OWNER LOOKING FOR QUICK SALE! GATED COMMUNITY! STUNNING TOWNHOME IN A PREMIER PRIVATE SETTING!Dramatic in every way, this pristine 3 BR, 2.5 BA townhome offers designer touches, NEWER BOILER and HVAC SYSTEM and NEWER HARDWOOD FLOORS THROUGHOUT! Nestled in one of the community's most desirable locations, the home enjoys open space view and a tranquil circulating pond directly beyond the backyard, creating a peaceful sense of privacy rarely found in a townhome setting. The contemporary eat-in kitchen features GRANITE COUNTERTOPS, beautiful wood cabinetry, a custom-expanded CENTER ISLAND and newer appliances, with sliding glass doors providing DIRECT ACCESS TO OUTDOOR DECK overlooking the serene surroundings. Formal dining room and an open, airy living room with FIREPLACE, high ceilings, additional recessed lighting and hardwood floors throughout the first and second floors. Central A/C and convenient SECOND FLOOR LAUNDRY. The walk-out FINISHED LOWER LEVEL has been architecturally designed to maximize space with an ADDITIONAL 735 sq. ft.( included in the total sq. footage of the home ) for grand entertaining and endless possibilities , with wiring for surround sound, custom window seating with built-in storage and sliders leading to a private outdoor patio. Enjoy the exceptional amenities of this gated community, including a gorgeous in-ground pool, clubhouse, playground and tennis courts. A truly special home offering privacy, beautiful views and an exceptional lifestyle. Convenient to shopping, Woodbury Commons, NYC transportation and award-winning Monroe-Woodbury schools.

92 Barr Lane, Monroe

10 Forshee Street, Monroe
$436,000
2 Beds ⋅ 1 Baths ⋅ 1051268 MLS
Gorgeous Turn-Key Ranch – One-Level Living at Its Finest. Move right into this beautifully renovated 2-bedroom, 1-bath home, perfectly situated on a lush, well-maintained property surrounded by mature trees and abundant natural light. Meticulously updated and thoughtfully designed, this home offers comfort, style, and convenience. Features Include: Updated eat-in kitchen with granite countertops, Bosch dishwasher stainless steel appliances, and a sunny breakfast nook• Separate laundry room with newer washer and dryer• Spacious primary bedroom with a custom walk-in closet• Generously sized second bedroom• Updated full bathroom• Heated sun room, perfect for year-round enjoyment• Gleaming hardwood floors throughout• Newer roof and windows• Attractive cedar siding• On-demand hot water heater.Baseboard heat. Newly installed Split AC unit • New driveway• Detached 1-car garage Outdoor Highlights: Large, private backyard surrounded by mature trees • Beautiful stamped concrete patio, ideal for relaxing or entertaining • Level lawn with plenty of space to enjoy the outdoors Location: Excellent commuter location with easy access to major highways, trains, buses, shopping, dining, and everyday conveniences A true move-in-ready gem offering easy one-level living in a peaceful setting.

10 Forshee Street, Monroe

18 Schueler Road, Chester
$339,900
2 Beds ⋅ 1 Baths ⋅ 1046033 MLS
Discover the charm of 18 Schueler Road, an inviting 2-bedroom, 1-bath home in the Monroe-Woodbury School District. Tucked along a private road with a road maintenance agreement in place, this cozy home offers a peaceful Hudson Valley setting. Step inside to a comfortable living space and an adorable, colorful kitchen that brings warmth, personality and character to the home. Two bedrooms and a full bath complete the easy-to-manage layout. The recently re-stained exterior adds to the home’s fresh, well-cared-for appeal. Conveniently located near shopping, dining, recreation and major commuter routes, 18 Schueler Road is a charming opportunity for first-time buyers, those looking to simplify, or anyone searching for a home with personality and room to make it their own.

18 Schueler Road, Chester

16 Cambridge Circle, Monroe
$525,000
4 Beds ⋅ 3 Baths ⋅ 1041577 MLS
From the covered front porch to the spacious backyard, this four-bedroom, two-and-a-half-bath home offers plenty of room to live, gather and enjoy. Inside, hardwood floors flow through the bright living and dining rooms, while the kitchen features ample cabinetry, generous counter space and a center island. The vaulted family room with fireplace is the heart of the home, creating a warm and inviting space to relax or entertain. Upstairs, the spacious primary suite includes a private bath with a soaking tub and separate shower, along with three additional bedrooms and another full bath. Sliding doors lead to an expansive rear deck overlooking the fully fenced backyard. Solar panels with battery backup provide energy efficiency and added peace of mind. A dedicated laundry room, unfinished basement and attached two-car garage add the storage and everyday functionality every home needs, all in a convenient location.

16 Cambridge Circle, Monroe

27 Ash Street, Monroe
$419,900
3 Beds ⋅ 2 Baths ⋅ 1050001 MLS
Welcome to this charming 3-bedroom, 1.5-bath home located in the heart of the Village of Monroe. Featuring durable vinyl siding and beautiful curb appeal, this property beautifully combines comfortable indoor living with outdoor enjoyment. Key Interior Highlights • Spacious Living & Dining: Large, inviting main-level rooms perfect for entertaining and everyday living. Bay window in dining room adds additional light. • Comfort Features: Ceiling fans throughout most rooms ensure year-round airflow. Downstairs offers large window air conditioning unit. • Bedrooms: Staircase with wide wooden bannister leads upstairs to the bedrooms. The spacious primary suite features a double closet, while the second bedroom comfortably fits a queen-size bed. The flexible third bedroom is ideal for a single bed or a private home office. • Ample Storage: Includes functional under-eave storage, an upstairs bathroom with dedicated linen cubbies, pull-down stairs to an attic, and a full, unfinished basement handling laundry, utilities, and extra storage. Exterior & Property Features • Outdoors: Relax on the private deck under a covered porch overlooking a level, manicured yard filled with mature landscaping and flowering trees. • Extra Space: A generous side yard provides the perfect layout for recreation, paired with a private driveway and a 1-car garage. • Modern Conveniences: Fully connected to municipal water, sewer, and natural gas. Location & Commuter Perks • Top-Tier Schools: Located in the highly sought-after Monroe-Woodbury School District, with a local elementary school just a short distance away. • Unbeatable Convenience: Minutes from major shopping centers like Woodbury Common Premium Outlets, Walmart, Target, Home Depot, BJs, and local grocery stores. • Recreation Nearby: Close to Airplane Park, the scenic Mill Ponds, and the Heritage Trail. Great view of annual fireworks without leaving home. Nearby attractions include Mansion Ridge Golf Course, LEGOLAND, West Point, and the Castle Fun Center. • A Commuter’s Dream: Located just 1 hour from NYC with seamless highway access to Route 17, Route 6, the Palisades Parkway, and the NYS Thruway (I-87). Public transit is a breeze with an NYC bus stop just 1/3 of a mile away and the train station only 10 minutes from your door. Come see this delightful village home today and make it yours!

27 Ash Street, Monroe

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