Homes for Sale near North Main Street School

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  /24

  $560,000

  • 4 Beds
  • 2 Baths
  • 1,721 Sq Ft

  58 James Rd, Monroe, NY 10950

  Escape the city without giving up convenience! Just 45 minutes from NYC, this Village of Monroe home offers the perfect blend of space, flexibility, and opportunity. Sitting on a .41-acre lot, the property is ideal for entertaining, relaxing, or enjoying outdoor activities. Inside, you’ll find a bright kitchen leading to a patio and a large backyard that’s perfect for summer gatherings. The main

  Justina Estrada Keller Williams Hudson Valley

  58 James Rd, Monroe, NY 10950
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  /48

  $660,000

  • 5 Beds
  • 2 Baths
  • 2,220 Sq Ft

  33 Winchester Dr, Monroe, NY 10950

  Located in the desirable Monroe-Woodbury School District, this classic 2,220 sq ft colonial offers a rare combination of space, comfort, and future potential. Set on a gentle hill in a picturesque, sidewalk-lined neighborhood, the property features four spacious bedrooms, two bathrooms, and a well-balanced layout that includes a formal dining room, a living room, and a separate family room. The

  Dennis Clark Howard Hanna Rand Realty

  33 Winchester Dr, Monroe, NY 10950
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  /41

  $535,000

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft

  76 Pine Hill Rd, Highland Mills, NY 10930

  PRIME LOCATION IN WOODBURY! Welcome to this beautifully maintained raised-ranch home set back on a perfect, manicured lot. This warm and inviting 3-bedroom, 2.5-bath residence features an updated kitchen with granite countertops, along with a cozy dining area and family room with a pellet stove—ideal for chilly evenings. The primary suite offers a comfortable retreat with a full bath, while the

  Carla Terranova Keller Williams Realty

  76 Pine Hill Rd, Highland Mills, NY 10930
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  /5

  $137,900

  • Land
  • 1.22 Acres
  • $113,311 per Acre

  0 Lakes Rd Unit ONEH6277946, Monroe Town, NY 10950

  Come build your dream home. The lots are located in the Town of Chester and Town of Monroe sought after Monroe - Woodbury School District.You are buying two lots for the price of one. Town of Chester Section 15, Block 1, Lot 32.2 and Town of Monroe Section 37, Block 1, Lot 20.2

  Ida Payne Keller Williams Realty

  0 Lakes Rd Unit ONEH6277946, Monroe Town, NY 10950
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  /19

  $199,999

  • 2 Beds
  • 1 Bath
  • 540 Sq Ft

  50 Woodland Cir S, Monroe, NY 10950

  Discover the perfect blend of classic charm and contemporary style in this beautifully updated 2 bedroom 1 bathroom bungalow. Whether you are seeking a peaceful full time residence or rejuvenating weekend getaway, this home is a turnkey sanctuary in a truly serene setting. Step into an airy, light-filled interior featuring fresh neutral paint and brand-new flooring that flows seamlessly

  Samantha McCrory Exit Realty Connections

  50 Woodland Cir S, Monroe, NY 10950
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  /11

  $8,995,000

  • Land
  • 56.2 Acres
  • $160,053 per Acre

  55 Claire Dr, Monroe, NY 10950

  Own the entire neighborhood! 10 buildings, 7 homes, a swimmable, private lake and 56 acres bordering the Village in the Town of Monroe! It's a a meticulously maintained park-like property owned by the same family for many decades. Set-back off of Quaker Hill Road, this Oasis sits at the end of a quaint private road which opens up to a beautiful community of over 11,000sf of housing. Endless

  Layla Rose Boyles Century 21 Realty Center

  55 Claire Dr, Monroe, NY 10950
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  /48

  $750,000

  • 3 Beds
  • 3 Baths
  • 2,870 Sq Ft

  16 Oxford Springs Rd, Chester, NY 10918

  Discover modern living at its best in this beautifully designed 2,870 sq ft contemporary home with flexible floor plan and wonderful tranquility! Set on 4.1 private acres and featuring its own pond and seasonal babbling brook, 16 Oxford Springs Road is perfect for those seeking a full-time residence or Hudson Valley getaway. This home offers retreat-like privacy yet is only minutes to all

  Jennifer Gold RE/MAX Benchmark Realty Group

  16 Oxford Springs Rd, Chester, NY 10918
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  /15

  $999,000

  • 3 Beds
  • 1 Bath
  • 1,148 Sq Ft

  168 Prospect Rd, Monroe, NY 10950

  Welcome to your dream home! Lovingly maintained and nestled in a peaceful community, this charming ranch sits on a picturesque one-acre lot.Step inside to a warm and inviting living space, highlighted by a cozy wood-burning stove—perfect for chilly evenings. The home features three comfortable bedrooms and a well-appointed bathroom, offering both comfort and functionality.Enjoy

  Salvatore Girgenti Ben Bay Realty of Staten Isl.

  168 Prospect Rd, Monroe, NY 10950
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  /30

  $355,000

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  49 Hilltop Dr, Monroe, NY 10950

  Yochi Sabri ALL GOING REALTY LLC

  49 Hilltop Dr, Monroe, NY 10950
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  /24

  $530,000

  • 4 Beds
  • 2 Baths
  • 1,322 Sq Ft

  5 Berkley Terrace, Monroe, NY 10950

  Lake Rights! Low Taxes! Welcome home to this lovely cape, beautifully situated on a double lot allowing for plenty of yard space for peace and privacy. This home features 4 bedrooms and 2 full bathrooms with a large eat-in kitchen, wood floors and a spacious unfinished, walk-out basement. Walk-out from the kitchen onto a lovely deck for grilling, dining and relaxing as you take in the tree-top

  Layla Rose Boyles Century 21 Realty Center

  5 Berkley Terrace, Monroe, NY 10950
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  /35

  $314,900

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft

  204 Ruby Ct, Highland Mills, NY 10930

  Welcome to Woodbury Heights — a beautifully maintained and highly sought-after community in Highland Mills. This light-filled upper-level END UNIT offers effortless one-level living with an ideal blend of comfort, convenience, and privacy. Step inside to find a bright and inviting living space with plush carpeting underfoot and natural light streaming in. The galley-style kitchen features granite

  Rosalie Cook Weichert Realtors

  204 Ruby Ct, Highland Mills, NY 10930
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  /33

  $565,000

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  101 Woodland Rd, Highland Mills, NY 10930

  If you love summer entertaining, you’ll absolutely fall in love with the expansive two-tiered deck and pergola overlooking the private, wooded backyard of this stunning two-story colonial. Perfectly situated on nearly an acre in one of Woodbury’s most desirable neighborhoods, this home offers the best of both worlds—peaceful suburban living with quick access to local parks, major highways, and

  Virginia Corbett eXp Realty

  101 Woodland Rd, Highland Mills, NY 10930
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  /50

  $805,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,162 Sq Ft

  5 Deangelis Dr, Monroe, NY 10950

  Welcome to this beautifully maintained four-bedroom, two-and-a-half-bath home in the highly coveted Briar Cliff Estates. Offering approximately 2,162 square feet of thoughtfully designed living space, this property combines comfort, style, and functionality in one inviting package. Step into an open layout ideal for gatherings and cozy evenings alike. The spacious primary bedroom provides a quiet

  Joel Ayala HomeSmart Homes & Estates

  5 Deangelis Dr, Monroe, NY 10950
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  /9

  $225,000

  • Land
  • 0.2 Acre
  • $1,143,874 per Acre

  27 Westend Dr, Woodbury Town, NY 10930

  Build Your Dream Home! FULLY APPROVED PLAND-SHOVAL READY! plans can be amended while being in contract for a smaller house if you want, Welcome to 27 Westend Dr This exceptional opportunity offers a rare chance to build your own stunning colonial-style home on a serene cul-de-sac, providing a tranquil retreat from the hustle and bustle of everyday life. With fully approved plans and shovel-ready

  Yakov Winkler Preferred Properties Real Esta

  27 Westend Dr, Woodbury Town, NY 10930
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  /5

  $505,000

  • 4 Beds
  • 1.5 Baths
  • 1,528 Sq Ft

  246 Skyline Dr, Highland Mills, NY 10930

  4 Bedroom, 1.5 Bathroom Raised Ranch in Woodbury! Close to I-87 & Woodbury Commons, Sold as-is. Buyer to pay NYS and any local transfer taxes. Cash offers only with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

  Ernie Acampora River Realty Services, Inc.

  246 Skyline Dr, Highland Mills, NY 10930
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  /34

  $645,000

  • 3 Beds
  • 2.5 Baths
  • 2,402 Sq Ft

  4 Mack Place, Monroe, NY 10950

  Check this out!! Are you looking high n low for that exclusive HOME? Well, you've found it!!This exceptional, move-in ready home perfectly combines space, style, and a prime location!Boasting a bright, open floor plan, generous bedrooms, and versatile living areas, this property is ideal for both entertaining and comfortable daily life. It has been meticulously maintained and is

  Joseph Rosenfeld Flag Realty Group

  4 Mack Place, Monroe, NY 10950
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  /44

  $520,000

  • 4 Beds
  • 2 Baths
  • 1,730 Sq Ft

  469 Hillside Rd, Monroe, NY 10950

  We are thrilled to introduce 469 Hillside Road, a spacious four-bedroom single-family home that awaits you. Upon entering, an inviting foyer leads into either the roomy kitchen or the dining area. The kitchen features an open sit-in area ,creating a perfect, homey experience, complemented by an airy dining room and living area that enhances comfort. The master bedroom is generously sized and

  David Kraus MK Realty Inc

  469 Hillside Rd, Monroe, NY 10950
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  /48

  $835,000

  • 4 Beds
  • 3 Baths
  • 3,479 Sq Ft

  9 Prestwick Dr, Monroe, NY 10950

  Welcome to 9 Prestwick Dr – a home that truly stands out. As you approach, the charming covered front porch offers a warm welcome, setting the stage for what lies inside. Step through the front door into a grand two-story entrance that immediately captures attention. The spacious formal living room is perfect for entertaining, while the elegant dining room, with its gleaming hardwood floors,

  Richard Froehlich RE/MAX Benchmark Realty Group

  9 Prestwick Dr, Monroe, NY 10950
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  /42

  $875,000

  • 8 Beds
  • 4 Baths
  • 3,400 Sq Ft

  180-184 Pine Tree Rd, Monroe, NY 10950

  Discover an exceptional opportunity at 180-184 Pine Tree Road! This property features two houses on a single lot, making it ideal for living renovated house at 180 Pine Tree Rd, and collecting rent from the next house at 184 Pine Tree Rd, or it can be bought for a great investment! Upon entering the first house at 180 Pine Tree, you'll be greeted by a nicely renovated house in mid-2022 and a

  David Kraus MK Realty Inc

  180-184 Pine Tree Rd, Monroe, NY 10950
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  /9

  $895,000

  • 4 Beds
  • 1.5 Baths
  • 1,732 Sq Ft

  33 Dallas Dr, Monroe, NY 10950

  NEW TO MARKET..Lovingly kept raised ranch on a corner lot. This home features an open concept kitchen with granite counter tops, wine fridge and beautiful cabinets with many custom features. The open floor plan allows easy access from living room, eating space, and kitchen. Walk out the sliding glass doors to a lovely 3 season room.Enjoy the space of 4 bedrooms and 1 and a half bathrooms.

  Asha Keegan Howard Hanna Rand Realty

  33 Dallas Dr, Monroe, NY 10950
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  /47

  $1,200,000

  • 4 Beds
  • 2 Baths
  • 2,372 Sq Ft

  1285 Lakes Rd, Other Orange County, NJ 10950

  Stunning Colonial Home Nestled on A Little Over 20 Acres with a Serene Private Pond and Park-like Surroundings! Relax on the Inviting Covered Front Porch, Perfect for Enjoying Summer Days and Evenings! The Generous Kitchen Provides Ample Cabinet Space & Stainless Steel Appliances! Adjacent to the Kitchen is Your Eat-In Area with Bay Window, along with a Formal Dining Room, Living Room, and a

  Mark Werner WERNER REALTY

  

  1285 Lakes Rd, Other Orange County, NJ 10950
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  /8

  $849,900

  • 4 Beds
  • 2.5 Baths
  • 2,603 Sq Ft

  32 Mountainside Dr, Chester, NY 10918

  A RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-after Cooper's Ridge sub-division! This will truly be a lovely property with land, privacy and wonderful mountain views! This modern farm house cape features over 2,600 sq ft. and is completely CUSTOM and DELIVERED TURN-KEY ... build this home, or bring your own dream plans/ideas! This ONE LEVEL living

  Karen Gauvin Our House Real Estate Group

  32 Mountainside Dr, Chester, NY 10918
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  /18

  $289,000

  • 2 Beds
  • 1 Bath
  • 796 Sq Ft

  10 Pioneer Trail, Monroe, NY 10950

  Welcome to 10 Pioneer Trail — a fully gut-renovated mountain retreat in the peaceful Mountain Lodge Park community. Please follow these instructions to get to the house. 1.Enter Glenwood Rd as the destination2.From Clove Rd, turn onto Glenwood Rd until the end3.At the parking lot, turn left onto Mountain Lodge Rd4.After one block (250ft), turn right onto Sylvan Trail5.After about

  Arya Rabinovits eRealty Advisors, Inc

  10 Pioneer Trail, Monroe, NY 10950
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  /26

  $465,000

  • 3 Beds
  • 1.5 Baths
  • 1,751 Sq Ft

  132 Ridge Rd, Highland Mills, NY 10930

  Welcome to 132 Ridge Road, a charming colonial located in the center of Highland Mills. Bright living areas, a formal dining room, and a comfortable eat-in kitchen combine to create a home with 3 bedrooms and 1.5 bathrooms that combines comfort and character. It's ideal for weekend barbecues or peaceful mornings with coffee on the porch because it's situated on a large lot with lots of greenery.

  Moses Zwiebel MS Realty Group USA, Inc

  132 Ridge Rd, Highland Mills, NY 10930
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  /25

  $239,900

  • 2 Beds
  • 1.5 Baths
  • 1,025 Sq Ft

  37 Tanager Rd Unit 3704, Monroe, NY 10950

  Welcome to Rolling Hills Condominiums—a highly desirable community in the heart of Monroe, NY. This second-level 2-bedroom, 1.5-bath unit offers comfortable living, great space, and incredible value with heat, hot water, and cooking gas included in the HOA fees. Step inside to find a large living room ideal for relaxing or entertaining, alongside a dedicated dining area with sliders leading to

  Jennifer Gold RE/MAX Benchmark Realty Group

  37 Tanager Rd Unit 3704, Monroe, NY 10950
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  /28

  $675,000

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  13 Newbury St, Monroe, NY 10950

  Well maintained home offering a comfortable layout and great indoor outdoor living. The main level features hardwood floors, a spacious living room, and a dining area with access to the deck. The kitchen includes stainless steel appliances, ample cabinetry, and a center island for additional workspace. The home offers nicely sized bedrooms with good closet space and updated bathrooms. The lower

  Lazar Schvimmer Blooming Realty

  13 Newbury St, Monroe, NY 10950
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  /61

  $517,100

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft

  6 Emily Ln, Monroe, NY 10950

  Online Only Auction Ending January 8 at AARauctions Note listing price is full market value according to public records. No Minimum Starting Bid! New Year - New Opportunity Auction for a 3BR/3BA Single-family home on 1.00+/- acres that welcomes your young family to make memories here. 6 Emily Lane features a corner lot location, screened porch, and brick patio in the Village of South Blooming

  Frank Pietrzak ABSOLUTE AUCTION AND REALTY INC

  6 Emily Ln, Monroe, NY 10950
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  /43

  $1,950,000

  • 6 Beds
  • 3.5 Baths
  • 6,576 Sq Ft

  24 Jill Rd, Highland Mills, NY 10930

  Evoking the charms of a more serene life, this Victorian center hall mansion, set on 5.7 glorious acres, is a study in paradise. The curved balustrade entry leads to a commanding multi column 100 foot veranda highlighted by a tongue & groove wood ceiling. Sit outside & enjoy the mountain view & parklike property. A highlight too is the copper cupola & new Davinci slate roof! Upon entering,

  Susan Kopec Howard Hanna Rand Realty

  24 Jill Rd, Highland Mills, NY 10930
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  /40

  $1,199,000

  • 6 Beds
  • 4.5 Baths
  • 4,240 Sq Ft

  219 Maple Ave, Monroe, NY 10950

  Nestled atop nearly 2 acres of park like property, this 6 Bedroom 4.5 Bath Masterpiece is the essence of luxury. Once inside the Entry Foyer, you’ll be greeted to an open floor plan of nearly 6,000 square feet. The Living Room & banquet sized Dining Room will impress the most discerning buyers with custom millwork. Gleaming hardwood floors throughout flow into an welcoming Great Room providing an

  Ryan Sunden Your Home Sold Guaranteed Rlty

  219 Maple Ave, Monroe, NY 10950
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  /25

  $534,999

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  172 Ridge Rd, Highland Mills, NY 10930

  Welcome to 172 Ridge Road, a delightful 3-bed, 2-bath split-level home offering 1,600 sq ft of comfortable living space in the heart of Highland Mills. Park easily in your two-car garage and driveway, then step into a home situated on nearly half an acre of yard that invites backyard barbecues, spontaneous play or quiet evenings outdoors. The living and dining areas flow together with relaxed

  JOHN SCARANO Keller Williams Realty

  172 Ridge Rd, Highland Mills, NY 10930
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  /14

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,417 Sq Ft

  8 Lemberg Ct Unit 105, Monroe, NY 10950

  steel of a deal! Perfect location! Beautifully maintained 5-room 1st-floor apartment featuring 2 full bathrooms including one in the master suite, 2 walk-in closets, central A/C, and a spacious porch. Bright, move-in ready, and ideally located in a desirable area close to shopping, schools, and transportation. A must-see!

  Joel Basch eRealty Advisors, Inc

  8 Lemberg Ct Unit 105, Monroe, NY 10950
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  /37

  $569,999

  • 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

  Lauren Kelly Howard Hanna Rand Realty

  78 Pickerel Rd, Monroe, NY 10950
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  /35

  $565,000

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  5 Case Ct, Monroe, NY 10950

  Welcome home to this immaculately maintained 3 bedroom, 2.5 bath townhouse in the highly sought after Meadow Glen Community. First floor offers bright and open concept layout with a family room, dining room, living room with gas fireplace, well appointed kitchen and 1/2 bath. Beautiful kitchen has stainless steel appliances, quartz countertops, updated vinyl plank flooring, brand new dishwasher,

  Jennifer Brighton RE/MAX Benchmark Realty Group

  5 Case Ct, Monroe, NY 10950
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  /8

  $35,000

  • Land
  • 0.16 Acre
  • $217,797 per Acre

  38 Sylvan Trail, Monroe, NY 10950

  Discover the Perfect Canvas for Your Dream Home. Welcome to an exceptional opportunity in the heart of Monroe. Formerly the site of a charming 2-bedroom single-family home, this property is now a clean slate, offering the ideal foundation for your custom-built residence. Nestled in a peaceful, established neighborhood, this lot combines the tranquility of nature with the convenience of nearby

  Kevin Smith eXp Realty

  38 Sylvan Trail, Monroe, NY 10950
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  /43

  $625,000 Open Sun 12:05PM - 2:05PM

  • 2 Beds
  • 1 Bath
  • 1,224 Sq Ft

  17 Pine Hill Rd, Highland Mills, NY 10930

  Welcome to 17 Pine Hill! Escape to this stunning ranch-style home situated on a serene 1.3-acre property! As you step inside, you'll be greeted by the warmth of the living room, complete with a cozy fireplace and inviting ambiance. Enjoy meals in the charming dinette, which opens up to a picturesque deck perfect for taking in the surroundings. The heart of the home is the spacious open-concept

  Yakov Winkler Preferred Properties Real Esta

  17 Pine Hill Rd, Highland Mills, NY 10930
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  /18

  $2,575,000

  • 5 Beds
  • 2 Baths

  56-58 Still Rd, Monroe, NY 10950

  Prime 6.93-Acre Development Opportunity in Monroe, NY – Orange County’s Largest Available SitePresenting a rare and exceptional opportunity to acquire a 6.93-acre development parcel in the heart of Monroe, NY — the largest available site in the area. Zoned SR-20, this expansive property offers a wide range of permitted residential and community uses, making it ideal for developers seeking

  Jon Cohen Skyline Real Estate Partners

  56-58 Still Rd, Monroe, NY 10950
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  /44

  $649,900

  • 4 Beds
  • 3 Baths
  • 2,294 Sq Ft

  2 Berkeley Ct, Highland Mills, NY 10930

  come view your dream home! A bright contemporary home located on a cul-de-sac, making it a perfect, private spot. Walking in you head to the large, spacious, kitchen with stainless steel appliances, leading out to the oversized deck that faces the beautiful greenery view. Relax yourself in the custom master suite with sitting area, walk in closet and bathroom with a soaking tub and separate

  Nathen Singer MK Realty Inc

  2 Berkeley Ct, Highland Mills, NY 10930
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  /26

  $995,000

  • 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
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  /30

  $875,600

  • 5 Beds
  • 3 Baths
  • 3,172 Sq Ft

  72 Peddler Hill Rd, Monroe, NY 10950

  This is an auction listing. Online auction ending November 13. Price reflects full market value according to public record. No minimum starting bid! Complete details at AARauctions RARE OPPORTUNITY V/SOUTH BLOOMING GROVE **3.70+/- Acres with Large Colonial Home** What would you do to utilize the land? Ideally situated in a naturally wooded area minutes from the NYS Thruway. Motivated sellers

  Frank Pietrzak ABSOLUTE AUCTION AND REALTY INC

  72 Peddler Hill Rd, Monroe, NY 10950
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  /8

  $225,000

  • Land
  • 1 Acre
  • $225,000 per Acre

  34 Mountainside Dr, Chester, NY 10918

  Lovely 1-Acre lot w/MOUNTAIN VIEWS & NATURAL GAS in a beautiful newly built SUB-DIVISION. Build out this nearly completely built lovely sub-division, curb-cuts, paved road sloping lot perfect for a WALK-OUT BASEMENT and DECKS FOR BEAUTIFUL VIEWS ... FULLY APPROVED LOT, ESTABLISHED NEIGHBORHOOD, VERY COMMUTABLE location! Close to the vibrant shopping, restaurants, nightlife, shows/events at

  Karen Gauvin Our House Real Estate Group

  34 Mountainside Dr, Chester, NY 10918

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