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Homes for Sale near North Main Street School

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  • /37

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    7 Crestwood Trail, Monroe, NY 10950

    Perfect starter home, Investment opportunity or your weekend getaway! Welcome to this 3-bedroom home in Blooming Grove in Washingtonville School District with Low Taxes, step into a welcoming living room with a cozy wood-burning fireplace that flows into a modern eat-in kitchen boasting beautiful granite countertops and plenty of cabinetry, with gleaming wood floors throughout. The full walk

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    Alexandra Zinko

    Century 21 Realty Center

    (845) 606-3789

    7 Crestwood Trail, Monroe, NY 10950
  • /39

    $869,999

    • 4 Beds
    • 3 Baths
    • 2,048 Sq Ft

    300 Mountain Lodge Rd, Monroe, NY 10950

    Welcome to 300 Mountain Lodge Road - a beautifully updated and move-in-ready bilevel home offering the perfect blend of modern comfort and functional space. This 4-bedroom, 3-bathroom residence is set on a serene and scenic lot, providing peace and privacy while still being just minutes from all Monroe has to offer. Step inside to discover a bright and spacious interior featuring a stylish

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    Zachary Leentjes

    WANSOR REALTY

    (329) 201-2257

    300 Mountain Lodge Rd, Monroe, NY 10950
  • /29

    $610,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    391 Bull Mill Rd, Chester, NY 10918

    Welcome home to this storybook setting, where a majestic weeping cherry blossom greets you with it's graceful cascade of blossoms each spring. This beautifully preserved historical farmhouse set on 1.7 acres along a scenic country road just down the lane from a local farm where the soft "mooing" adds to the peaceful rural charm. Sitting pretty on a corner lot with a circular driveway, this home

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    Alexandra Zinko

    Century 21 Realty Center

    (845) 412-9860

    391 Bull Mill Rd, Chester, NY 10918
  • /28

    $190,000

    • 1 Bed
    • 1 Bath
    • 813 Sq Ft

    43 Tanager Rd Unit 4305, Monroe, NY 10950

    Welcome to Rolling Hills Condominiums! This 1-bedroom, 1-bath unit offers a spacious layout with a separate living room and dining room. The dining area leads out to a private balcony through sliding glass doors, perfect for relaxing or entertaining. The kitchen is efficiently laid out and ready for your updates. Heat, hot water, and cooking gas are all included in the HOA fees. Ideal location

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    John Olivero

    KELLER WILLIAMS REALTY

    (845) 393-3645

    43 Tanager Rd Unit 4305, Monroe, NY 10950
  • /34

    $454,999

    • 4 Beds
    • 2 Baths

    34 Round Lake Ave, Monroe, NY 10950

    Your Retreat Awaits in the Exclusive Round Lake Community! Discover the perfect blend of comfort, charm, and potential in this inviting 4-bedroom, 2-bathroom home nestled in one of the area's most sought-after private lake communities. With exclusive access to a members-only lake, youa€TMll enjoy tranquil mornings, peaceful paddleboarding, or weekend escapes just steps from your door. Recently

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    Franklyn Crowe

    Weichert Realtors, Montclair

    (845) 273-3305

    34 Round Lake Ave, Monroe, NY 10950
  • /27

    $499,000

    • 4 Beds
    • 4 Baths
    • 2,800 Sq Ft

    4 Linden Dr, Highland Mills, NY 10930

    Welcome to this rare 4-bedroom, 4-bathroom townhome in the sought-after Timber Ridge community of Woodbury, NY—offering many updates, and a versatile location! This spacious multi-level home features a brand new roof (installed June 2025) and an open-concept main level with vaulted ceilings, skylights, and sun-drenched interiors. The oversized kitchen flows into the dining area, which opens to a

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    Erin Connolly

    Artisan Realty

    (845) 393-6635

    4 Linden Dr, Highland Mills, NY 10930
  • /32

    $489,999

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    93 Weygant Hill, Highland Mills, NY 10930

    Move-in ready with recent updates! Start your day with expansive, picturesque views of the valley, stretching as far as the eye can see. This delightful 3-bedroom, 2-bath home features a first-floor primary suite, an additional bedroom and full bath on the main level, and a spacious upper-level bedroom that offers privacy and versatility.Step outside to your backyard retreat, which backs up to

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    Kristen Velez

    RE/MAX Benchmark Realty Group

    (845) 412-8180

    93 Weygant Hill, Highland Mills, NY 10930
  • /2

    $799,000

    • 4 Beds
    • 1 Bath
    • 1,400 Sq Ft

    24 Laura Ln, Woodbury, NY 10917

    The ol' poultry farm.... a cozy Arts and Craft style home with 4 bedrooms 1 bathroom and a walkout basement! Located at the end of a dead end street saturated by commercial neighbors! Value is in the land... Ideal use is for commercial business right in Central Valley! Call for other details and ideas- Taxes are Town and County $2,100; Village $1,400; School $5,200 Survey will be uploaded when

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    Erin Connolly

    Artisan Realty

    (845) 205-7720

    24 Laura Ln, Woodbury, NY 10917
  • /2

    $68,800

    • Land
    • 1.00 Acre
    • $68,800 per Acre

    0 Margaret Rd Unit KEY862335, Monroe Town, NY 10950

    Close to transportation, shopping, and dining. Residential Lot. Need variance.

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    John Olivero

    Keller Williams Realty

    (845) 373-3537

    0 Margaret Rd Unit KEY862335, Monroe Town, NY 10950
  • /37

    $454,999

    • 4 Beds
    • 2 Baths

    34 Round Lake, Monroe, NJ 10950

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    Franklyn Crowe

    WEICHERT REALTORS

    (845) 606-6760

    34 Round Lake, Monroe, NJ 10950
  • /49

    $475,000

    • 2 Beds
    • 4 Baths
    • 1,777 Sq Ft

    14 Hidden Creek Blvd, Monroe, NY 10950

    Look No Further... Your Ideal End Unit Townhome Awaits!Welcome to this beautifully maintained 2-bedroom END unit townhome in the Hidden Creek community. Move-in ready and filled with natural light, this tri-level residence offers comfort, convenience, and a versatile layout that adapts to your lifestyle.Step inside to find a spacious eat-in kitchen with sliders that open to a

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    Jennifer DiCostanzo

    RE/MAX Town & Country

    (845) 328-4387

    14 Hidden Creek Blvd, Monroe, NY 10950
  • /44

    $795,000

    • 3 Beds
    • 2 Baths
    • 2,175 Sq Ft

    17 Merriewold Ln N, Monroe, NY 10950

    Nestled in nature, welcome to your private sanctuary in the heart of the highly desirable Merriewold Lake community in South Blooming Grove—where serenity meets thoughtful design and comfort. From the moment you arrive, the attention to detail is unmistakable. The home’s inviting front elevation features a covered porch with solid mahogany decking and recessed lighting—creating a warm and

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    Christina Rowan

    Howard Hanna Rand Realty

    (845) 379-3531

    17 Merriewold Ln N, Monroe, NY 10950
  • /48

    $599,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,774 Sq Ft

    10 Sunset Heights, Monroe, NY 10950

    Welcome to this beautifully maintained Custom Cape Cod located in the heart of the Village! Thoughtfully designed for modern living, this move-in-ready home features a spacious bedroom and full bath on the main floor—perfect for guests, extended family, or convenient one-level living.The kitchen and bathrooms were masterfully designed by Masterworks, featuring high-end finishes

    Peter Sisca Real Broker NY LLC

    10 Sunset Heights, Monroe, NY 10950
  • /29

    $369,000

    • 3 Beds
    • 2.5 Baths
    • 1,585 Sq Ft

    252 Heritage Ln, Monroe, NY 10950

    Welcome to this beautifully maintained 3 bedroom, 2.5-bath townhouse located in a highly sought after community within the Monroe-Woodbury School District. This move-in ready home features an open-concept main level with a spacious living room and kitchen area, perfect for entertaining. Enjoy the convenience of private in-unit laundry and assigned parking, with plenty of additional parking

    Brenda Wiley Howard Hanna Rand Realty

    252 Heritage Ln, Monroe, NY 10950
  • /50

    $995,000

    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft

    893 Laroe Rd, Monroe, NY 10950

    When you walk in the front door, the artful design and carefully curated surroundings immediately banish the outside world. The open floor plan and copious windows bring in the sunshine and natural light. Begin in the spacious living room with woodburning fireplace that opens into the family room. The living room flows naturally to the family room with its own fireplace, and it is surrounded by

    Lisa Fountain Corcoran Country Living

    893 Laroe Rd, Monroe, NY 10950
  • /45

    $999,000

    • 2 Beds
    • 2 Baths
    • 2,073 Sq Ft

    25 Union Transfer, Monroe, NY 10950

    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 single-floor ranch with boasting 10 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. Nestled

    Dovid Hoffman MK Realty Inc

    25 Union Transfer, Monroe, NY 10950
  • /42

    $500,000 Open Sat 11AM - 3PM

    • 2 Beds
    • 4 Baths
    • 2,176 Sq Ft

    2 Peter Turner Rd, Monroe, NY 10950

    Are you ready to move? Come see this luxury townhouse before it's too late! 2-bedrooms, plus a loft/office area, 2 full bathrooms, 2 half bathrooms, and a two-car garage with a long private driveway. The entryway, dining room, and living room have hardwood floors, 9’ ceilings, and plenty of sunshine with extra windows in this spacious end unit. A nature lovers deck connects from the eat-in

    Lynda Hoss Weichert Realtors

    2 Peter Turner Rd, Monroe, NY 10950
  • /49

    $774,000

    • 4 Beds
    • 2.5 Baths
    • 3,112 Sq Ft

    15 Old Dominion Rd, Blooming Grove, NY 10914

    With over 3,000 sq ft of living space and set on 7.5 open, level acres, this sun-filled Colonial delivers unbeatable value, inside and out. From the moment you arrive, you're greeted by wide-open skies, sweeping lawn, and views that stretch as far as the eye can see.This home has been lovingly maintained by caring owners and offers a thoughtful layout ideal for both everyday living and

    Lazar Schvimmer Blooming Realty

    15 Old Dominion Rd, Blooming Grove, NY 10914
  • /24

    $1,000,000

    • 3 Beds
    • 2 Baths
    • 2,010 Sq Ft

    77 Duelk Ave, Monroe, NY 10950

    Over 2,000 square feet of living space on a generously sized lot! The main level offers 3 bedrooms, 2 full bathrooms and a formal dining room. The finished basement expands the living space with a second living room, a bonus room and direct access to the outdoors and the 1-car attached garage. The driveway also accommodates up to 4 additional vehicles. The outdoor space is a true highlight.

    Alyssa Woods Howard Hanna Rand Realty

    77 Duelk Ave, Monroe, NY 10950
  • /50

    $849,900

    • 5 Beds
    • 3 Baths
    • 3,485 Sq Ft

    284 Bull Mill Rd, Chester, NY 10918

    Monroe's Stunning Mini Mansion Awaits Its New Owner!This exquisite home offers everything you've been dreaming of in an ideal location. Step into this 5-bedroom, 3-bath residence featuring a beautiful double-height entrance and a striking palladium window, welcoming you with its elegant double-sided luxury staircase.Before heading upstairs, prepare to be impressed by the spacious chef's

    Jayne Mangieri Keller Williams Valley Realty

    284 Bull Mill Rd, Chester, NY 10918
  • /24

    $599,500

    • 4 Beds
    • 2 Baths
    • 2,071 Sq Ft

    1179 E Mombasha Rd, Monroe, NY 10950

    Clean, Fresh & Private! Move in Condition! 4 bdrms, 2 bths, Oversized 2 car garage, Over 1 acre w/lake view! Many updates -Kitchen appliances, washer/dryer, light fixtures, refinished hardwood floors, electric fireplace/heater, expansive deck,. Chef's kitchen w/tons of storage, maple cabinetry, granite counter tops w/sliders to the deck and private back yard. Entertainers Delight!!! Updated lower

    Jonathan Minerick HomeCoin.com

    1179 E Mombasha Rd, Monroe, NY 10950
  • /33

    $349,000

    • 3 Beds
    • 1.5 Baths
    • 1,361 Sq Ft

    9 Heritage Dr Unit B, Harriman, NY 10926

    COMING SOON!!! Welcome to the Harriman Hill Community! This move-in ready 3-bedroom, 1 full and half bathroom townhome offers comfortable living in a highly convenient location. The main level features a spacious living and dining area with wood flooring, sliding glass doors open to a cozy porch area, powder room, and an updated kitchen with stainless steel appliances. Freshly painted throughout!

    Nicole Isaacs Century 21 Full Service Realty

    9 Heritage Dr Unit B, Harriman, NY 10926
  • /37

    $699,999

    • 5 Beds
    • 3 Baths
    • 2,983 Sq Ft

    9 Mount Ridge Ct, Monroe, NY 10950

    Tucked away on a peaceful cul-de-sac, this lovingly maintained 5-bedroom, 3-full-bath home offers 3,000 square feet of light-filled living space and a layout designed for comfort and flexibility. Owned by the original homeowner since day one, this property has been thoughtfully cared for and is ready for its next chapter.Inside, you’ll find big, bright rooms and an easy flow perfect for

    James Feldhaus eXp Realty

    9 Mount Ridge Ct, Monroe, NY 10950
  • /45

    $575,000

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft

    3 Stanford Dr, Highland Mills, NY 10930

    Welcome to 3 Stanford Drive! This charming ranch-style home is now available for sale, offering both comfort and convenience. Step inside to find a generously sized dining room that seamlessly flows into the eat-in kitchen, complete with ample cabinetry and modern appliances, making it perfect for family dinners and entertaining guests. The home features 4 spacious bedrooms, each filled with

    Nathen Singer MK Realty Inc

    3 Stanford Dr, Highland Mills, NY 10930
  • /45

    $575,000

    • 4 Beds
    • 2.5 Baths
    • 2,108 Sq Ft

    4 Genny Dr, Highland Mills, NY 10930

    The heart of the home is this stunning, custom-designed kitchen featuring rich cherry cabinetry, granite countertops, and a stylish tile backsplash. A spacious center island offers abundant storage with deep pot drawers, perfect for chefs and entertainers alike. Enjoy the convenience of all stainless steel appliances—including refrigerator, range, and dishwasher. Bright and airy with recessed

    Kim Chiapperino RE/MAX Benchmark Realty Group

    4 Genny Dr, Highland Mills, NY 10930
  • /47

    $649,000

    • 4 Beds
    • 3 Baths
    • 2,352 Sq Ft

    229 Orchard Dr, Monroe, NY 10950

    Step into luxury with this fully renovated 4-bedroom, 3-bathroom home, transformed in 2023 with the finest finishes and attention to detail. The expansive living room invites you to relax by the natural gas fireplace, creating a cozy yet elegant atmosphere. The chef's kitchen is a dream, featuring sleek stainless steel appliances, stunning granite countertops, and custom cabinetry, seamlessly

    Moche Halpern Blooming Realty

    229 Orchard Dr, Monroe, NY 10950
  • /48

    $665,000

    • 4 Beds
    • 2.5 Baths
    • 2,229 Sq Ft

    61 Peter Bush Dr, Monroe, NY 10950

    Well-Maintained & Beautifully Updated 4-Bedroom Split-Level Home!Welcome to this spacious and thoughtfully updated 4-bedroom, 2.5-bath split-level home that offers the perfect blend of comfort, style, and functionality. From the moment you arrive, you’ll notice the pride of ownership throughout.Inside, you’ll find gleaming hardwood floors, a beautifully updated kitchen with modern

    Patricia Hyer Howard Hanna Rand Realty

    61 Peter Bush Dr, Monroe, NY 10950
  • /46

    $679,000

    • 4 Beds
    • 2.5 Baths
    • 2,278 Sq Ft

    11 Whitman Place, Monroe, NY 10950

    Welcome to 11 Whitman Place, an exquisite property that perfectly balances comfort and style. Spanning an impressive 2,278 square feet, this home features a thoughtfully designed layout with 8 spacious rooms, making it ideal for everyday living. As you step inside, you’ll be greeted by a bright and inviting atmosphere. The heart of the home is a beautiful kitchen that seamlessly flows into the

    David Kraus MK Realty Inc

    11 Whitman Place, Monroe, NY 10950
  • /50

    $620,000

    • 4 Beds
    • 2 Baths
    • 3,330 Sq Ft

    114 Old Mansion Rd, Chester, NY 10918

    Charming Colonial with 4 Bedrooms on Nearly an Acre – Prime Location!Welcome to this beautifully maintained Colonial-style home nestled on a generous 0.92-acre lot, offering space, comfort, and convenience. This freshly painted home features 4 spacious bedrooms, 2 full bathrooms, and a versatile layout perfect for modern living.The first floor boasts gleaming hardwood floors, a

    Hershel Lowy Master Realty Group Inc.

    114 Old Mansion Rd, Chester, NY 10918
  • /27

    $699,000

    • 4 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    284 W Mombasha Rd, Monroe, NY 10950

    Welcome to your dream home! Nestled on 5.4 acres of serene privacy, this meticulously renovated colonial blends timeless charm with modern luxury. Tons of natural sunlight throughout the home. Step inside to gleaming hardwood floors throughout both levels and a spacious open-concept layout perfect for today’s lifestyle. The heart of the home is a bright and airy kitchen, formal dining room and

    Jaime Dicembri Century 21 Full Service Realty

    284 W Mombasha Rd, Monroe, NY 10950
  • /27

    $364,000

    • 2 Beds
    • 2 Baths
    • 1,160 Sq Ft

    71 Frank Ct, Monroe, NY 10950

    You can truly have it all in this exceptional nearly 1160 sq. ft. condo. This upper unit offers 2 Bedroom and 2 full bathrooms, a large living room with light colored carpeting, a formal dining room, with real wood parquet flooring that flows into a spacious kitchen with receded lighting, new stone back-splash, granite counter-top, custom hanging light, 5 burner stove and a side-by-side

    Dennis Chiulli Dennis L Chiulli Realty Corp

    71 Frank Ct, Monroe, NY 10950
  • /35

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,151 Sq Ft

    72 Fredrick Dr, Monroe, NY 10950

    Welcome to your new home in the sought-after Estates of Briarcliff in Monroe, NY! This spacious 4-bedroom, 3-bathroom bi-level offers the perfect blend of comfort, style, and thoughtful updates throughout. Step inside to discover a bright and open layout with 9-foot ceilings, creating a sense of space and airiness. The upper level features a generous living room, dining area, and kitchen—ideal

    Lauren Kelly Howard Hanna Rand Realty

    72 Fredrick Dr, Monroe, NY 10950
  • /32

    $578,000

    • 4 Beds
    • 2 Baths
    • 2,128 Sq Ft

    7 Tufts Ln, Highland Mills, NY 10930

    MORE PICTURES TO FOLLOW. Welcome to a great opportunity in The Highland Lake Estates. This is a nice Spacious Raised Ranch Home, 2,128 square feet in a beautiful, quiet neighborhood. Built in 1995, it sits on a nice piece of grassy land. Upstairs, you'll be greeted with a beautiful semi-open concept living room & dining room with hardwood floors. They eat in the kitchen with granite counters,

    Moses Schreiber MS Realty Group USA, Inc

    7 Tufts Ln, Highland Mills, NY 10930
  • /33

    $670,000 Open Sun 11AM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,960 Sq Ft

    38 Buena Vista Terrace, Central Valley, NY 10917

    Short walk to the Woodbury community pool !!!This charming residence offers 4 bedrooms and 3 bathrooms, encompassing 2,960 square feet of living space on a one-acre lot. Spacious kitchen featuring granite countertops and oak cabinetry. Living Areas: Hardwood floors throughout; family room with a fireplace and French doors leading to a 1000 SQ FT deck. Parking:

    Hermann Kabore Exit Realty Group

    38 Buena Vista Terrace, Central Valley, NY 10917
  • /45

    $650,000

    • 5 Beds
    • 3.5 Baths
    • 3,617 Sq Ft

    65 Oxford Springs Rd, Chester, NY 10918

    Welcome to 65 Oxford Springs Road, Chester, NY, a one-of-a-kind custom-built Country Contemporary home perfectly set on a private 2.3-acre hilltop. This unique property offers a rare blend of privacy, space, and convenience, just minutes from the NYS Thruway, nearby state parks, and only 45 minutes to New York City.The bright, open floor plan is designed to welcome natural light into

    Ammar Iqbal eXp Realty

    65 Oxford Springs Rd, Chester, NY 10918
  • /44

    $590,000

    • 4 Beds
    • 1.5 Baths
    • 1,752 Sq Ft

    27 Dorothy Dr, Monroe, NY 10950

    Discover your dream home with this stunning one-of-a-kind property! Nestled in a prime location, this house boasts a beautiful kitchen perfect for culinary enthusiasts, ample space for family gatherings, and unique features that set it apart. Don’t miss the opportunity to make this exceptional residence your own—schedule a viewing today and experience the charm for yourself!

    Shimon Weber Flag Realty Group

    27 Dorothy Dr, Monroe, NY 10950
  • /37

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    78 Pickerel Rd, Monroe, NY 10950

    Welcome to this charming Colonial set in the desirable Trout Brook ll subdivision of Monroe. This lovely home offers the perfect balance of privacy and convenience—just minutes to local shops and the village, and a short 10–15 minute drive to all major highways. Plus, you're only an hour from NYC, making it ideal for commuters or weekend getaways. Outdoor enthusiasts will love the close proximity

    Dylan Piazza Howard Hanna Rand Realty

    78 Pickerel Rd, Monroe, NY 10950
  • /35

    $649,900

    • 5 Beds
    • 4 Baths
    • 3,715 Sq Ft

    216 Maple Ave, Monroe, NY 10950

    A/O 6/30/2025 - Situated on a cul-de-sac street in the sought-after Round Lake community of Monroe, this 5BR/4BTH masterpiece is sure to impress the most discerning buyers. Upon entering the foyer you will be greeted to over 3,700 square feet of luxury space. The Formal Living Room is drenched in natural light flowing seamlessly into the banquet sized Dining Room. Next, imagine preparing your

    Ryan Sunden Your Home Sold Guaranteed Rlty

    216 Maple Ave, Monroe, NY 10950
  • /38

    $340,000

    • 3 Beds
    • 3 Baths
    • 1,387 Sq Ft

    12 Revere Rd, Monroe, NY 10950

    Beautiful ranch in Blooming Grove, ready for you to move right in! This home features an updated white kitchen with stainless steel appliances, gray laminate flooring, and plenty of room for a table or dining in the open living/dining area. Recessed lighting adds a modern touch throughout the main level. The home offers 3 full bathrooms—one off the hall with tiled tub, a private primary bath with

    Jose Cruz Douglas Elliman Real Estate

    12 Revere Rd, Monroe, NY 10950
  • /13

    $489,000

    • 3 Beds
    • 1.5 Baths
    • 1,582 Sq Ft

    50 James Rd, Monroe, NY 10950

    Discover the convenience of single-level living in this inviting ranch home nestled in a peaceful Monroe neighborhood. The main living space welcomes you with warm hardwood flooring and a seamless layout. A well-appointed kitchen features, appliances, and clean recessed lighting—perfect for both everyday meals and weekend hosting. The adjoining dining area makes gathering a breeze.

    Joe Goldberg Golden Star Realty Group Inc

    50 James Rd, Monroe, NY 10950

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