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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
17 Allison Drive, Monroe
$699,900
4 Beds ⋅ 4 Baths ⋅ 1014862 MLS
Welcome to 17 Allison Drive in Monroe, NY, a beautifully maintained Tudor-style home offering timeless curb appeal, manicured grounds, and exceptional pride of ownership throughout. Set on an acre at the end of a cul-de-sac, this impressive residence features over 2,700 square feet of living space. The main level offers a comfortable and functional layout with a spacious family room, eat-in kitchen, formal dining room, two half baths, and a versatile bonus room ideal for a home office, guest room, gym, or additional bedroom. A formal living room featuring a fireplace serves as a warm and inviting space for entertaining or unwinding at the end of the day. The top level consists of 4 bedrooms and 2 full baths. The home is further complemented by a recently replaced roof, providing added peace of mind for years to come. Conveniently located near Route 17, Palisades Parkway, and the New York State Thruway, offering easy access for commuters and travelers alike. Just minutes from Woodbury Common Premium Outlets, Heritage Trail, local parks, restaurants, and shopping. Approximately one hour from New York City. Call to schedule a private showing today.

17 Allison Drive, Monroe
651 Lakes Road, Monroe
$900,000
4 Beds ⋅ 2 Baths ⋅ 997767 MLS
Rare opportunity to purchase this gorgeous property that consists of 3 homes nestled on 3.5 beautiful acres. The main Colonial residence has been gutted and will need to be renovated/rebuilt, however, you can live in one of the additional two residences while you renovate! The 2nd residence called the “stone cottage” has 2 fieldstone fireplaces, a full kitchen, a vaulted ceiling in the bedroom, a washer/dryer, and a full bath. The 3rd residence is called the “white cottage” and sits atop the highest point on the property. This charming cottage has 2/3 bedrooms, a large kitchen, a full bath, and a new 400 sq ft Trex deck with custom railings that is totally private to enjoy the 3.5 acres of trees and woods. Perfect opportunity to rent out the additional homes and have the property pay for itself. The property has all this to offer, stone walls surrounding the compound, 50,000-gallon custom built gunite in-ground pool with glass tile, patios overlooking the gorgeous park-like grounds, and a tennis/pickleball/basketball sports court. All this and you also have lake rights and the property is located in the sought after Village of Monroe near Mill Pond with Monroe-Woodbury Schools. Fantastic commuter location, close to restaurants, quaint boutiques, farmers markets, wineries, shopping, state parks, 50 miles to NYC, near 84, 87, 17, Metro North/ NJ Transit & buses to NYC, Stewart & West Point. Schedule to see it now, this one will not last. Owner open to creative offers and/or partnering on renovation and sale!

651 Lakes Road, Monroe
1199 Mombasha Road, Monroe
$769,000
4 Beds ⋅ 4 Baths ⋅ 1013284 MLS
Truly one of a kind, fully renovated home. Offers privacy, yet close to everything, set on a hilltop overlooking a bubbling brook and Little Dam Lake! Commuters dream with just a short ride to Route 17 and the Thruway. Home features an oversized master bedroom with its own private bath and a wood sauna, library and decks on every floor.

1199 Mombasha Road, Monroe
63 Whitetail Run, Chester
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 1010784 MLS
This stunning 4 bedroom, 3 bathroom home with a beautifully updated kitchen is the perfect place to call home. With plenty of space to entertain and relax, you'll love the open layout and modern amenities that this home has to offer. Whether you're enjoying a meal in the spacious kitchen or unwinding in the cozy living room, you'll feel right at home in this charming and inviting space.

63 Whitetail Run, Chester
4 Augusta Court, Monroe
$825,000
4 Beds ⋅ 3 Baths ⋅ 1010099 MLS
Welcome to Mansion Ridge, one of Orange County's premier gated golf course communities, where scenic surroundings, exceptional amenities, and a convenient Hudson Valley location come together. Situated within the sought-after Mansion Ridge community, home to the renowned Jack Nicklaus Signature Golf Course, this spacious 4-bedroom Colonial offers an ideal blend of comfort, functionality, and lifestyle. Designed for both everyday living and entertaining, the home features over 3,000 square feet of living space, including a welcoming two-story foyer, formal living and dining areas, a spacious family room with fireplace, and an expansive kitchen with abundant cabinetry, generous counter space, and a breakfast area overlooking the surrounding landscape. The upper level offers four well-proportioned bedrooms, including a primary suite complete with a private bath and walk-in closets. What truly sets this property apart is its location. Mansion Ridge offers residents access to a clubhouse, community pool, beautifully maintained common areas, and one of the Hudson Valley's most recognized golf destinations. Many homes throughout the community enjoy mountain, golf course, and seasonal valley views, creating a picturesque setting throughout the year. Located in the heart of Monroe, residents enjoy convenient access to shopping, restaurants, parks, hiking trails, wineries, breweries, and recreational destinations throughout Orange County. Nearby attractions include local lakes, nature preserves, outdoor recreation areas, and the internationally known Woodbury Common Premium Outlets. Commuters will appreciate easy access to Route 17, I-87, Route 6, the Palisades Parkway, NJ Transit, and Metro-North connections, making travel throughout the Hudson Valley, New York City, northern New Jersey, and Connecticut convenient. Whether enjoying a round of golf, relaxing by the community pool, exploring nearby parks and trails, or taking advantage of Monroe's extensive shopping and dining options, this property offers the opportunity to enjoy all that the Hudson Valley has to offer while residing in one of Orange County's most established residential communities. A rare combination of location, amenities, community atmosphere, and accessibility makes this an exceptional place to call home.

4 Augusta Court, Monroe
19 Bull Mine Road, Chester
$949,000
4 Beds ⋅ 3 Baths ⋅ 1007687 MLS
Set on 2.3 acres in Chester, this impressive property offers space, versatility, and scenic surroundings. The residence features approximately 3,332 square feet of living space with 4 bedrooms, 2 full baths and 1 half bath, thoughtfully designed for comfortable everyday living and entertaining. Interior highlights include generously sized living areas, a fireplace, abundant natural light, and flexible spaces suited for a variety of needs. Outside, the property offers exceptional utility and open space with garage/workshop space, fenced areas, and room for equipment, hobbies, recreation, or agricultural use (buyer to verify permitted uses). Enjoy peaceful views, outdoor living areas, and the privacy of a substantial parcel while remaining within convenient reach of local shops, commuter routes, and area amenities. A rare opportunity to own a property with space, functionality, and endless potential

19 Bull Mine Road, Chester
4 Maple Lane, Monroe
$429,000
3 Beds ⋅ 2 Baths ⋅ 1008564 MLS
Welcome to this beautifully updated Monroe home, ideally located just about 50 minutes from New York City. Set on a lush, well-kept property with mature trees and excellent curb appeal, this move-in-ready home offers a fresh modern look inside and out. The exterior features gray siding, white trim, a black front door, manicured landscaping, a newly paved driveway, and a spacious rear deck overlooking the yard. Inside, you’ll find bright, freshly finished living spaces with clean white walls, hardwood flooring, and large windows that bring in abundant natural light. The main living and dining area offers an open, airy feel with plenty of room to relax or entertain. The updated kitchen features crisp white cabinetry, stainless steel appliances, sleek countertops, modern hardware, and a convenient layout. The finished lower level adds valuable additional living space, complete with a cozy brick fireplace, updated flooring, recessed-style open space, and a comfortable lounge area. A clean garage with epoxy-style flooring and storage potential adds even more practicality. With updated finishes, inviting indoor and outdoor spaces, a private deck, garage, and a convenient Monroe location within commuting distance to the city, this home is a fantastic opportunity for buyers looking for comfort, style, and accessibility.

4 Maple Lane, Monroe
228 W Mombasha Road, Monroe
$659,900
4 Beds ⋅ 3 Baths ⋅ 1007960 MLS
Nestled on a picturesque and private 5-acre lot, this spacious Colonial offers the perfect combination of comfort, privacy, and natural beauty. Surrounded by mature woods and featuring a deep, secluded backyard, this property provides a peaceful retreat while remaining conveniently located near shopping, dining, major commuter routes, and all the amenities the Town of Monroe has to offer. Offering approximately 2,400 square feet of living space, this well-maintained home features 4 bedrooms, 2 full bathrooms, and 1 half bathroom. The second floor includes a spacious primary suite with its own private bath, along with three additional bedrooms and a second full bathroom. The main level offers a functional layout with a kitchen featuring tile flooring, a Dining room, a generously sized living room, and a convenient powder room. Hardwood flooring extends throughout much of the first floor, while the second floor is comfortably carpeted. The outdoor space is truly the highlight of this property. An expansive deck overlooks the beautiful, park-like backyard and surrounding woodlands, creating the ideal setting for entertaining, relaxing, or simply enjoying the privacy and tranquility of nature. An included hot tub enhances the outdoor living experience, making it the perfect place to unwind year-round. Additional features include a cozy wood-burning fireplace double sided, an unfinished basement offering ample storage and future possibilities, a crawl-space attic, municipal sewer service, private well water, oil-fired baseboard heating with an above-ground oil tank, and window-unit air conditioning. All appliances are included with the sale. The home is also equipped with a leased solar energy system through Sunrun, installed in May 2021, helping provide long-term energy savings and reduced utility costs. Located within the sought-after Monroe-Woodbury School District, this rare offering combines spacious living, exceptional privacy, and a beautiful natural setting on 5 acres—an opportunity not often found in today's market.

228 W Mombasha Road, Monroe
10 Rockridge Drive, Highland Mills
$450,000
2 Beds ⋅ 3 Baths ⋅ 1008921 MLS
Welcome to this beautifully sun-filled townhouse located on a cul-de-sac in the desirable Town of Woodbury, Highland Mills, NY. Nestled in a highly sought-after neighborhood, this spacious home offers two primary suites, each featuring walk-in closets and private primary baths. The open floor plan features a bright living room, formal dining area, and convenient half bath. The kitchen offers an open-concept design with a breakfast nook, hardwood floors, 42-inch cabinets, and balcony molding. Step out onto the sun-filled balcony and enjoy your morning coffee, family barbecues, or simply relax while taking in the peaceful scenery, mature trees, and birds chirping. The living and dining areas offer beautiful mountain views throughout all seasons. Brand-new flooring was installed throughout the main and second levels in 2025, along with a new storm door. Upstairs, you will find a versatile office nook that can also be used as a library, reading area, or flex space. Abundant closet space is found throughout the home. Additional features include attic floorboards for extra storage, a freshly painted garage with private storage space (2026), basement utility sink next to the laundry area, central air, natural gas, HVAC system installed in 2023, hot water heater installed in 2023, and front steps completed in 2022. Enjoy low HOA fees of just $170 per month and maintenance-free living. Residents of Highland Mills have access to Earl Reservoir and John Burke Pool, offering swimming, boating, fishing, dog parks, ball fields, summer camps, and pavilions, all within the highly rated Woodbury School District. Ideal commuter location with express bus service to NYC located at the entrance of Timber Trail and easy access to I-87, Route 17, Route 32, and Route 6. Conveniently located near Stewart International Airport, Woodbury Common Premium Outlets, West Point, Bear Mountain, and more. Nearby shopping includes Walmart, Target, Home Depot, BJ’s, TJ Maxx, and a variety of dining options featuring Italian, Spanish, and many other cuisines. New 2025 formal dining and living room set negotiable with sale. Select items may also be available for sale.

10 Rockridge Drive, Highland Mills
208 Oakland Avenue, Monroe
$849,000
4 Beds ⋅ 5 Baths ⋅ 1006232 MLS
208 Oakland, Monroe Specifications: 4 Bedrooms | 4.5 Bathrooms | 2 Kitchens | 2-Car Garage Key Layout Features: Interior Residential Elevator(Basement to First Floor)l Lower-Level Accessory Apartment with Walk-Out Welcome to 208 Oakland, a beautifully maintained 2004 residence offering private living and exceptional layout flexibility. Spanning three finished levels, this property is uniquely tailored for multi-generational living or guest accommodations. A standout mechanical feature is the fully integrated residential elevator, providing seamless internal transit directly from the the lower level to the main first floor. Main Level Living Spaces The home opens into a grand two-story foyer featuring double-height ceilings that maximize natural light. Hardwood flooring extends throughout the principal formal and casual areas: Formal Living Room: Located immediately to the left of the foyer, this bright and inviting sitting room features large front-facing windows and an elegant pocket glass paned door, providing a quiet space separate from the main living areas. Formal Dining Room: Positioned to the right of the entryway, this sophisticated space features French doors, offering an ideal setting for hosting dinners and large gatherings. Epicurean Kitchen: Moving toward the rear of the home, the spacious kitchen is outfitted with custom wood cabinetry, premium granite countertops, a unique handmade backsplash, and stainless steel appliances. The eat-in kitchen is perfectly designed for seamless indoor-outdoor living. The dining area flows through a sliding glass door onto a spacious elevated deck. Enjoy peaceful views of your private tree-lined backyard. Family Room: Directly open to the kitchen area, this relaxing everyday living space features a clean gas fireplace and a large bank of windows framing views of the private rear property. Main Floor Conveniences: A dedicated laundry room, the elevator access station, and an updated powder room are all conveniently located on this level. Upper Level Private Quarters An open staircase leads to the second floor, which serves as the main sleeping area and includes a large hallway linen closet: Primary Bedroom Suite: A spacious master retreat featuring a vaulted ceiling and an expansive, custom-organized walk-in closet. The attached en-suite bathroom is equipped with a deep soaking tub, a separate stall shower, and a large vanity. Secondary Bedrooms: Two additional nice-sized bedrooms offer excellent natural light and generous closet storage, sharing access to a pristine full hallway bathroom. Lower Level (Legal Accessory Apartment) The finished walk-out basement functions as a complete, independent living space equipped with its own dedicated systems and layout: Living & Dining Area: An open-concept living space centered around a tile-surround fireplace, complete with a walk-out straight to the backyard patio area. Second Kitchen: A fully operational custom kitchen featuring matching wood cabinetry, granite countertops and premium stainless steel appliances. The central peninsula provides casual counter seating. Bed & Bath: Includes one private, spacious bedroom and two beautifully tiled full bathrooms. Elevator Station: The residential elevator begins on this floor, offering effortless internal transport straight up to the first floor. Top Two Floors: Serviced by traditional baseboard heating and a central air conditioning system. Basement Level: Operates completely independently, powered by its own dedicated forced-air heating system and separate central AC unit. Situated on a private, landscaped lot, the exterior features manicured lawns, mature trees, and elegant stone-paver walkways. Outdoor entertaining is anchored by a large upper deck complete with a permanent, hard-top gazebo pavilion for covered dining, the two sheds in backyard are included in the sale, two kitchens, deck, gazebo. Wired Alarm System in the Entire house,

208 Oakland Avenue, Monroe
8 Alloway Crescent, Highland Mills
$824,000
5 Beds ⋅ 3 Baths ⋅ 1004118 MLS
On Zillow the virtual 3D tour you can find it by facts and features, 8 Allaway Crescent - 4,231 SQ FT + Full Unfinished Basement 4,231 SQ FT + Full Unfinished Basement | 5 Bedrooms Upstairs | Upstairs Laundry | Main Floor Bedroom + Full Bath | Mountain Views, Welcome to 8 Alloway Crescent. This 4,231 square foot home offers functional layout and impressive scale, plus a full unfinished basement ready for your vision. Main Level You enter through a big, wide foyer with hardwood flooring extending throughout the main level. Dining Room: To the right of the foyer is a big dining room with ample space for entertaining. Living Room: To the left of the foyer is a nice, big living room, well suited for formal seating or quiet conversation. Family Room: The beautiful big family room is open to the kitchen and open to the dinette area, accommodating large furniture arrangements and everyday living. Dinette: Adjacent to the kitchen, there is beautiful space for a dinette with room to put a table. This area has a walkout to the deck and access to the beautiful views. Kitchen: The big kitchen features a large center island, marble countertops, two sinks, abundant cabinetry, and stainless steel appliances. The layout flows directly into the family room and dinette for ease of daily use and hosting. Main Floor Bedroom & Full Bath: The main level includes a den or bedroom plus a full bathroom. This provides flexibility for guests, a home office, or multi-generational living. Garage & Views: A two-car garage is accessed from the main level. Beautiful scenery and views are visible from multiple rooms. Second Level Primary Suite: The master bedroom features a cathedral ceiling and beautiful mountain views. The en-suite bathroom includes a combined soaking tub with jetted jacuzzi, dual vanities, and a stall shower. A walk-in closet is included. The second bedroom is connected to the master with open doors. This layout works well as a baby room, office, or additional bedroom. The third bedroom is a nice size bedroom with closet space. The fourth bedroom is a nice size bedroom with closet space. Fifth Bedroom / Bonus Room: functions as a bonus room and provides additional flexibility for use as a bedroom, playroom, or media room. Laundry is located upstairs for convenience, near the bedrooms. Hall Bathroom: A full hall bathroom serves the additional bedrooms. Additional Levels Walk-Up Attic: A finished walk-up attic is accessed from the second floor and includes a window. The space is suitable for storage, studio, or playroom use. The home includes a full unfinished basement ready for future build-out. Key Specifications: 4,231 Sq Ft Above Grade | Full Unfinished Basement | 6 Total Bedrooms, 5 Upstairs | Upstairs Laundry | Main Floor Bedroom + Full Bath |2-Car Garage | Cathedral Ceiling in Primary | Walk-Up Attic with Window | Mountain Views

8 Alloway Crescent, Highland Mills
804 Swan Hollow Road, Monroe
$250,000
2 Beds ⋅ 1 Baths ⋅ 1006554 MLS
Welcome Home! Well maintained two bedroom unit with lake and mountain views. Spacious living room with access to a private balcony. Eat in kitchen has updated counter tops and new appliances. Both bedrooms have ample closet space. Windridge is a quiet community conveniently located minutes from town. Great commuter location. Amenities include pool, playground, tennis and basketball courts, clubhouse. Heat and Hot Water included in the HOA & Low Taxes

804 Swan Hollow Road, Monroe
2 Zlotchev Way Unit #112, Palm Tree
$500,000
5 Baths ⋅ 1004105 MLS
BASEMENT IN THE HEART OF KIRYAS JOEL! FLEXIBILITY FOR A VARIETY OF COMMERCIAL USES, featuring a private entrance and exceptional amenities, including offices, retail, educational, and more. The space includes 5 bathrooms and offers a highly functional layout adaptable to multiple business setups — SEE FLOOR PLAN FOR LAYOUT DETAILS. Ideally located just minutes from popular shopping areas, providing outstanding convenience and accessibility for clients and visitors. The Square footage to be verified by the broker.

2 Zlotchev Way Unit #112, Palm Tree
45 Summit Street, Monroe
$519,000
3 Beds ⋅ 2 Baths ⋅ 1004504 MLS
DRAMATIC PRICE IMPROVEMENT – Exceptional Value in the Heart of Monroe! A remarkable opportunity just became even more attractive! 45 Summit Street in the Village of Monroe is now one of the area's most exciting offerings. Set on a beautifully positioned corner lot of more than one-third acre, this Colonial combines classic character, modern updates, and an unbeatable location. Imagine being just a short walking distance from shopping, the Millponds, the public library, restaurants, and convenient NYC transportation—all while enjoying the charm and tranquility of one of Monroe's most beloved neighborhoods. Inside, you'll find 3-4 bedrooms, 1.5 baths, sun-drenched living spaces, hardwood floors, and a wood-burning fireplace. The beautifully updated custom eat-in kitchen is a standout feature, showcasing rich wood cabinetry, granite countertops, and stainless-steel appliances, seamlessly connecting to the formal dining room—perfect for everyday living and entertaining alike. Additional highlights include: • Spacious office/family room with bonus square footage • Built-in china cabinet • Walk-up attic ready for future expansion • Full basement with endless possibilities • Whole-house generator • Newly installed high-efficiency boiler • Oversized garage and expansive driveway Step outside to your private backyard retreat featuring a bluestone patio and entertainment-sized gazebo, ideal for summer gatherings, outdoor dining, and relaxing evenings with family and friends. Conveniently located just minutes from major highways, schools, hospitals, and everything that makes the Hudson Valley such a sought-after destination, this home offers the perfect blend of lifestyle, location, and value. With its dramatic price reduction and exceptional features, this is an opportunity that savvy buyers won't want to miss.

45 Summit Street, Monroe
235 Sunset Terrace, Monroe
$685,000
4 Beds ⋅ 3 Baths ⋅ 1003942 MLS
If you’re searching for a truly exceptional, turn-key home in the Monroe area, look no further. This 2003 custom-built Colonial boasts nearly 3,000 square feet of immaculately maintained living space. Aside from its obvious curb appeal, this well-manicured home is in pristine condition throughout. Step inside to a two-story entrance foyer featuring a beautiful oak staircase, a stunning glass chandelier, and gleaming hardwood floors. Immediately to the right is a lovely sitting room, perfect for relaxation, quiet conversation, and intimate gatherings, or easily utilized as a flexible bonus space to suit your family’s needs. Continue past the large coat closet into the spacious living room featuring 9-foot ceilings and a wood-burning fireplace. The modern kitchen features popular shaker-style cabinetry, granite countertops, stainless steel appliances, a center island, a peninsula with a wine rack, and a large pantry. The vibrant formal dining area offers gleaming hardwood floors and abundant natural light from surrounding windows. Just off the kitchen is a convenient main-floor laundry room with a slop sink. The flow of this home is both practical and functional, with the kitchen ideally situated between the living room and formal dining room, and a sliding glass door leading to the rear deck, BBQ area, and paver patio—perfect for both everyday living and entertaining. Retire in the evening to four spacious second-floor bedrooms, including a generous primary suite with vaulted ceilings, a walk-in closet, and a private ensuite featuring a standing shower, a two-person jetted tub, and a large double vanity. Across from the primary suite is Bedroom #2, featuring double wall-to-wall closets and a cozy office area situated on a balcony overlooking Sunset Terrace. Three of the second-floor bedrooms are served by a convenient full bathroom, along with a hallway linen closet and a deep storage closet. Bedrooms #3 and #4 are both oversized with double wall-to-wall closets. The sprawling basement provides tremendous storage space or the potential for a large future finished living area. With no shortage of space, this incredible home is one you can grow into rather than out of. Lastly, the large two-car heated garage doubles as the perfect workshop and features high ceilings that could accommodate a car lift. Located just uphill from Walton Lake, this home includes deeded lake rights and is under 10 minutes to the village center, offering convenient access to groceries, shops, parks, restaurants, medical facilities, big box stores, schools, Woodbury Commons, and more. Commuter-friendly, with just a few miles to the NYS Thruway and Route 6, approximately 25 minutes to the Bear Mountain Bridge, and about an hour to NYC. What more could you ask for? Do nothing but move-in. Be the second owner of this incredible, like-new home in 23 years. Schedule your private tour today. (Monroe Woodbury school district)

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

60 Whitetail Run, Chester
95 Pine Hill Road, Highland Mills
$619,990
4 Beds ⋅ 3 Baths ⋅ 1000710 MLS
Welcome to 95 Pine Hill Rd. in Highland Mills, NY! This spacious 4-bedroom, 2.5-bath Colonial is located in a highly sought after area offers the perfect blend of comfort, convenience, and outdoor enjoyment. The kitchen features granite countertops, stainless steel appliances, and plenty of cabinet space, making it ideal for everyday living and entertaining. Enjoy summer days in your private backyard oasis complete with an inground pool. Conveniently located close to shopping, major highways including I-87, and just minutes to Woodbury Common Premium Outlets, this home is perfect for commuters and anyone looking to enjoy all the Hudson Valley has to offer. Don’t miss this opportunity to own a beautiful home in a prime location.

95 Pine Hill Road, Highland Mills
220 Oxford Road, Chester
$894,000
3 Beds ⋅ 4 Baths ⋅ 000137 MLS
220 Oxford Road is a Truly Impressive Property! Offering over 3,500 sq ft of beautifully maintained living space, this home features 3 bedrooms plus an additional upper-level room, 3 full baths, and 1 half bath. Spacious living room, stunning family room, and a practical, well-designed kitchen. The home showcases elegant finishes throughout along with brand new flooring that adds a fresh modern touch. Full basement provides excellent storage space. Additional features include Central AC, original Andersen custom windows, and an attached 2-car garage. Step outside to a massive deck, spacious shed, and gorgeous landscaping set on a nice-sized lot. Conveniently located close to all amenities, this property offers privacy, space, and everything you could want in a home and more!

220 Oxford Road, Chester
5 Sasev Court Unit #302, Monroe
$950,000
4 Beds ⋅ 2 Baths ⋅ 993277 MLS
Prime location top floor 8 room apartment with great potential, available for sale on Sasev Ct, House includes Specious foyer, Huge dining room, Nice size kitchen with dinning area, Passover kitchen, Office-Study, Play room, Laundry room, Deck with awning, Master bedroom with full private bath & walking closet, 3 additional bedrooms with a main bath. ***Walk up to the huge unfinished attic which could be added to a full floor as several neighboring homes have done.*** This apartment is on the 3th floor from the front which is second floor from the back. It has a breathtaking view with no buildings facing the front. Enough parking plus a Room in the basement is included in the sale.

5 Sasev Court Unit #302, Monroe
2 Garnett Hill Road, Chester
$999,999
5 Beds ⋅ 3 Baths ⋅ 999261 MLS
A Private Suburban Retreat on Prestigious Garnet Hill. This Center Hall Colonial offers an exceptional residence- refined suburban living with the space, privacy, and sophistication sought by discerning buyers—just about an hour from Manhattan. Positioned on a beautifully landscaped 3+ acre property, the home features approximately over 4,700 square feet of elegant living space, offering 5 bedrooms and 3.5 full baths. Luxury begins at the illuminated pillars lining the paver driveway, leading to a stone-accented front entry. Inside, sun-filled interiors highlight quality craftsmanship throughout. The two-story foyer features tray ceilings and expansive windows, while recessed lighting, built-in surround sound, and pre-wiring for a security system add comfort and functionality. The chef’s kitchen is a true centerpiece, featuring floor-to-ceiling custom cabinetry, granite countertops, a large center island with seating, and a premium Sub-Zero stainless-steel refrigerator. Adjacent casual dinette provides effortless flow for hosting, with sliding doors opening to the outdoor living areas which provide direct access to a deck & patio area. The oversized family room becomes the center of the home surrounded by windows and comforted by the fireplace. Upstairs, the primary suite offers a private retreat with two custom walk-in closets, a sitting area, and alcove. The en-suite bath features dual vanities, a walk-in shower with multiple shower heads, and a jetted soaking tub overlooking serene sunset views. Three additional bedrooms and one full bathroom are generously sized and thoughtfully arranged on the same level. Outdoors, the property delivers a resort-style experience, expansive open grounds framed by mature landscaping and stunning sunset views. The setting offers exceptional privacy and room to relax, entertain, or expand. Additional highlights include a three-car garage and a setting that perfectly balances tranquility with accessibility. This is a rare opportunity to enjoy luxury suburban living—where space, serenity, and elegance meet effortless access to New York City.

2 Garnett Hill Road, Chester
10 Village Gate Way, Monroe
$675,000
4 Beds ⋅ 3 Baths ⋅ 998546 MLS
Welcome to this beautiful raised ranch nestled in the highly sought-after Village Gate community within the award-winning Monroe-Woodbury School District. Built in 2010, this spacious home offers generously sized rooms, an inviting open-concept layout, and an abundance of natural light throughout. The warm and welcoming living spaces are perfect for both everyday living and entertaining, highlighted by a cozy gas fireplace and an open kitchen designed for gathering with friends. The flexible floor plan provides endless possibilities for today’s lifestyle needs, while the expansive property offers privacy and room to enjoy the outdoors. Step outside to a beautifully landscaped yard featuring a nectarine tree, peach tree, two apple trees, two black currant bushes, and strawberries — creating your very own backyard oasis. Ideally located near shopping, restaurants, parks, schools, local houses of worship and major commuter routes, this home also offers convenient access to Route 17, making commuting a breeze. A wonderful opportunity to own a spacious home in one of Monroe’s most desirable neighborhoods

10 Village Gate Way, Monroe
22 Center Hill Road, Monroe
$450,000
4 Beds ⋅ 3 Baths ⋅ 974484 MLS
From the inviting front porch to the flexible upper-level loft, this 4-bedroom, 3-bathroom home in Monroe offers a layout full of warmth, character, and space to make your own. Originally built in 1935, the home was thoughtfully expanded and updated in 2004, blending timeless charm with modern functionality. Step through the front door into the open living and dining area, where hardwood floors and distinctive wood-plank ceilings create a cozy yet inviting atmosphere. Sliding glass doors at the rear of the space fill the room with natural light and lead directly into the enclosed sunroom, complete with a hot tub for year-round relaxation. Just off the living area, the first bedroom features a walk-in closet and private full bathroom, offering comfort and convenience. French doors off the dining area lead into the kitchen, complete with a charming breakfast nook and direct access to the spacious back deck — the perfect setup for summer barbecues and outdoor entertaining. Connected to the kitchen is a second dining area, designed to make everyday meals and hosting seamless. Beyond the second dining room are two additional bedrooms, another full bathroom, and a laundry room equipped with an AI-powered washer and dryer for added modern convenience. Upstairs, the loft area provides endless possibilities for a home office, creative studio, playroom, or additional lounge space. The upper-level bedroom includes its own full bathroom and closet, creating a private retreat tucked away from the main living areas. Located just 2 minutes from Crane Park. Property is being sold as-is. Flood insurance is required. Some images are virtually staged. This home is registered with the 100% Money Back Guarantee. Sold AS IS

22 Center Hill Road, Monroe
16 Chevron Road Unit #103, Monroe
$789,000
4 Beds ⋅ 3 Baths ⋅ 996350 MLS
FIRST FLOOR - WITH SEMI-PRIVATE ENTRANCE. THIS NEW CONSTRUCTION WILL BE DONE SOON. A rare opportunity in Kiryas Joel. Beautiful new condo offering an open layout with a semi-private entrance. This home will feature 9-ft ceilings, wood floors in the bedrooms and dining room, ceramic tile in the kitchen and entry, and central air for year-round comfort. It includes an additional kitchen with two sinks and gas appliances, soundproofing between units, and a full sprinkler system. The annual tax amount is approximately $3,205, consistent with similar apartments in the area. Square footage should be verified by the broker. A great opportunity to own a brand-new home with modern features and plenty of space.

16 Chevron Road Unit #103, Monroe
333 Oakland Avenue, Monroe
$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
155 Alexander Road, Monroe
$899,000
4 Beds ⋅ 4 Baths ⋅ 992156 MLS
This property offers the perfect balance of privacy and convenience. The wooded backdrop creates a serene retreat, while the open floor plan and outdoor spaces make it perfect for gatherings. With its cathedral ceilings, formal dining room, and versatile office/den, Pride in ownership is clear in the outside entertainment area. 5,000 sq ft of resort style patio with a beautiful inground pool with a built in jacuzzi. An exquisite outdoor kitchen with an oversized wood Burning brick oven for all your entertainment needs Complete privacy: Long driveway leads to a secluded setting surrounded by nature. Highlights include spacious layout: 4 bedrooms, 3.5 baths, plus a first-floor office/den that can serve as a 5th bedroom. Elegant living room: Cathedral ceilings and large windows framing the wooded landscape. Family room with fireplace: Sliders open to the back deck for seamless indoor-outdoor living. Gourmet kitchen: Granite countertops, stainless steel appliances, solid wood cabinetry, and eat-in area with deck access. Outdoor amenities: Fire pit, hot/cold water outdoor shower, and expansive yard for entertaining. 3-car garage: Ample space for vehicles and storage. Built in 2005: Modern construction with timeless Colonial design.

155 Alexander Road, Monroe
2 Primrose Lane, Chester
$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
18 Lexington Hill Unit #8, Harriman
$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

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.