Blooming Grove, NY Homes for Sale with Acreage

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  /41

  $1,139,900

  $20K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 4,624 Sq Ft

  16 Lori Ln, Chester, NY 10918

  Welcome to Chester, NY, a resort-style luxury colonial set on a private 1.1-acre cul-de-sac lot in the Monroe-Woodbury area of Orange County. This custom residence delivers the space, craftsmanship, and lifestyle today's relocation and move-up buyers are searching for, with approximately 4,624 square feet, refined architectural detail, mountain views, and seamless indoor-outdoor living. From the

  

  Randolph Rogers

  eXp Realty

  16 Lori Ln, Chester, NY 10918
• Explore Blooming Grove

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  /44

  $499,999

  • 3 Beds
  • 2 Baths
  • 1,970 Sq Ft

  85 Toleman Rd, Washingtonville, NY 10992

  Welcome to 85 Toleman Road, Washingtonville, NY! This beautifully maintained ranch-style home offers the perfect blend of comfort, functionality, and pride of ownership. Featuring 3 spacious bedrooms and 2 full bathrooms, this move-in ready home is truly turnkey and ready for its next owner. Step inside to find gleaming hardwood floors, a bright and inviting layout, and well-kept living spaces

  

  Ammar Iqbal

  eXp Realty

  85 Toleman Rd, Washingtonville, NY 10992
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  /50

  $699,900

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,731 Sq Ft

  26 Mandy Ln, Washingtonville, NY 10992

  The ridge enters the room before you do, and the architecture made sure of it. From every room and every deck, the view is what you live with, because the home sits where the horizon opens widest and every window, every railing, and every step off the back door is aimed at it. The valley falls open in front of you, the ridge rolls along the sky, and the treetops drop just below the deck line.

  

  Brian Caplicki

  KW Hudson Valley United

  26 Mandy Ln, Washingtonville, NY 10992
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  /36

  $642,000

  $8K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,003 Sq Ft

  16 Mockingbird Ln, Washingtonville, NY 10992

  Welcome to this beautifully maintained Colonial, tucked away on a quiet, tree-lined street in Washingtonville. Surrounded by mature landscaping and perennial gardens, the backyard is a private retreat featuring an in-ground pool, hot tub, and patio—perfect for summer gatherings or peaceful evenings at home. Inside, timeless hardwood floors lead you through multiple inviting living spaces,

  

  Cecilia Feng

  BHHS River Towns Real Estate

  16 Mockingbird Ln, Washingtonville, NY 10992
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  /6

  $800,000

  • 4 Beds
  • 2.5 Baths
  • 3,034 Sq Ft

  63 Station Rd, Salisbury Mills, NY 12577

  Looking for a peaceful Southern feel environment to get away from City life, look no further, Salisbury Mills is the place for you. This colonial home offers 4 large bedrooms, 2.5 bathrooms, and ample storage space. The home has an open-concept layout and a wonderful, large kitchen with stainless steel appliances. Cooking and entertaining guests at the same time will be a breeze. A combination of

  Rajazamir Asghar ARA1 Realty Group, LLC

  63 Station Rd, Salisbury Mills, NY 12577
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  /38

  $1,200,000

  • 4 Beds
  • 2.5 Baths
  • 2,711 Sq Ft

  63 Whitetail Run, Chester, NY 10918

  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.

  Artan Kukaj SPIRAL NY Real Estate LLC

  63 Whitetail Run, Chester, NY 10918
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  /2

  $69,000

  • Land
  • 2.5 Acres
  • $27,600 per Acre

  0 Clove Rd Unit KEY1018362, Blooming Grove, NY 10914

  Rare opportunity to own approximately 2.5 acres in the Town of Blooming Grove on Clove Road. This wooded parcel offers a peaceful natural setting and is currently best suited for recreational use, including hiking, camping, hunting (where permitted), or simply enjoying the outdoors. Please note that the property is not currently a buildable lot. Any future plans to construct a residence or other

  Christina Gilligan HomeSmart Homes & Estates

  0 Clove Rd Unit KEY1018362, Blooming Grove, NY 10914
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  /37

  $749,000

  Pre-Foreclosure

  • 4 Beds
  • 2.5 Baths
  • 3,890 Sq Ft

  288 Prospect Rd, Monroe, NY 10950

  Welcome to this spacious Colonial offering nearly 2,800 square feet of living space on a private 1-acre lot in one of the most desirable neighborhoods in the Village of South Blooming Grove. The main level features a bright living room, kitchen with dining area, family room, laundry room, and a convenient half bath. Upstairs you'll find a spacious primary suite with a private full bath, along

  Lazar Schvimmer Mount Realty

  288 Prospect Rd, Monroe, NY 10950
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  /25

  $1,499,999

  • 3 Beds
  • 2 Baths
  • 3,450 Sq Ft

  283 Prospect Rd, Monroe, NY 10950

  An extraordinary property offering the perfect balance of privacy, comfort, and natural beauty. While the photos showcase its appeal, the true scale and atmosphere can only be experienced in person. Don't miss the opportunity to tour this exceptional home and see firsthand what makes it so special.

  Lazar Schvimmer Mount Realty

  283 Prospect Rd, Monroe, NY 10950
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  /47

  $825,000

  • 4 Beds
  • 2.5 Baths
  • 2,732 Sq Ft

  45 Whitetail Run, Chester, NY 10918

  Set on over 10 private acres in the rolling hills of Orange County, this exceptional custom colonial offers the rare combination of luxury, privacy, and convenience AND just minutes from the heart of Chester and major commuter routes. Built in 2017 and thoughtfully designed with over 2,700 square feet of living space, 45 Whitetail Run delivers the kind of lifestyle buyers dream about but rarely

  Melissa Forsyth Hudson Valley Home Connection

  45 Whitetail Run, Chester, NY 10918
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  /36

  $800,000

  Open Sun 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  985 Craigville Rd, Chester, NY 10918

  Welcome to your own private retreat, where timeless design, exceptional outdoor living, and over three acres of peaceful surroundings come together to create an unforgettable place to call home.Inside, the heart of the home is anchored by a stunning double sided fireplace that effortlessly connects the main living areas, creating warmth, character, and an inviting atmosphere for both everyday

  DAVID DEBERARDINIS Serhant LLC

  985 Craigville Rd, Chester, NY 10918
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  /45

  $8,999,000

  • 4 Beds
  • 3.5 Baths
  • 3,057 Sq Ft

  20 Loyee Ln, Washingtonville, NY 10992

  This is a rare, once-in-a-lifetime opportunity for investors! Located on quiet Helms Road—right off Round Hill Road, Route 208, and just moments from the high-traffic Clove Road—this remarkable property sits in close proximity to the Village of South Blooming Grove. Set on over 134 acres, the land features expansive open fields, a hardwood forest, existing infrastructure, and 2 high-pressure

  Joel Basch eRealty Advisors, Inc

  20 Loyee Ln, Washingtonville, NY 10992
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  /35

  $669,000

  • 4 Beds
  • 2.5 Baths
  • 3,484 Sq Ft

  8 Brian Ct, Salisbury Mills, NY 12577

  Enjoy stunning views from this beautifully maintained home featuring spacious bedrooms and thoughtful updates throughout. Recent touch-ups and tasteful improvements give the home a fresh, inviting feel while maintaining its charm. Bright, comfortable living spaces, a functional layout, and a picturesque setting make this a wonderful place to call home. Whether you're relaxing indoors or taking in

  Moche Halpern Blooming Realty

  8 Brian Ct, Salisbury Mills, NY 12577
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  /20

  $894,000

  $105K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,535 Sq Ft

  220 Oxford Rd, Chester, NY 10918

  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

  Moche Halpern Blooming Realty

  220 Oxford Rd, Chester, NY 10918
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  /22

  $665,000

  • 6 Beds
  • 3 Baths
  • 2,547 Sq Ft

  1535 Route 208, Washingtonville, NY 10992

  Situated on over an acre of flat land, this legal two-family property features two detached ranch-style homes on one lot, offering exceptional flexibility and value. The first residence boasts an open floor plan with three bedrooms and two bathrooms, a spacious family room, and an office. along with an updated eat-in kitchen, wood flooring, a front deck.The second ranch home offers three

  David Muller MS Realty Group USA, Inc

  1535 Route 208, Washingtonville, NY 10992
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  /2

  $824,000

  • 3 Beds
  • 2.5 Baths
  • 1,794 Sq Ft

  564 Clove Rd, Monroe, NY 10950

  Welcome to your dream home! This beautifully maintained 3-bedroom, 2.5-bath residence also offers a versatile bonus room that can easily serve as a fourth bedroom, home office, or playroom. Situated on a spacious, private lot, this property provides the perfect blend of comfort, functionality, and privacy. Inside, you'll find a bright and inviting open floor plan featuring tasteful updates and

  Lazar Schvimmer Mount Realty

  564 Clove Rd, Monroe, NY 10950
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  /39

  $735,000

  $15K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,757 Sq Ft

  4 Natchu Ct, Salisbury Mills, NY 12577

  A classic exterior with full front porch greets you as you enter this colonial home designed for living and entertaining. Impressive 2 story entry will lead your guests to sophisticated living areas. Sun filled open floor plan with a spacious kitchen featuring granite counters and stainless appliances. Formal dining room. The sizable sunken family room with wood burning fireplace flows nicely

  Amanda Racek RKM Properties Corp

  4 Natchu Ct, Salisbury Mills, NY 12577
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  /2

  $350,000

  • Land
  • 2 Acres
  • $175,000 per Acre

  220 Oxford Rd, Chester, NY 10918

  A rare opportunity in Blooming Grove! This beautiful and flat 2-acre property offers endless potential in a calm and peaceful setting with a road frontage. Conveniently located just minutes from Prospect Garden, the land sits within the Monroe-Woodbury School District. With easy access to permits, this property is ideal for building your dream home or future investment. The neighborhood holds

  Chaim Weiss MS Realty Group USA, Inc

  220 Oxford Rd, Chester, NY 10918
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  /50

  $3,400,000

  • 4 Beds
  • 4 Baths
  • 7,750 Sq Ft

  19 Greentree Ln, Chester, NY 10918

  Set behind a gated entrance with a private guard house and unfolding across 8.4 private acres, The Retreat at Greentree is a true estate in every sense, engineered for privacy, designed for lifestyle, and positioned as one of the most unique offerings in the Hudson Valley. A cascading waterfall greets you on arrival, establishing a sense of calm and separation from the outside world. From that

  Jake Garay Serhant LLC

  19 Greentree Ln, Chester, NY 10918
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  /49

  $799,000

  $49K PRICE INCREASE

  • 4 Beds
  • 2.5 Baths
  • 3,133 Sq Ft

  151 Tuthill Rd, Blooming Grove, NY 10914

  Welcome to this stunning 7-acre "Gentleman's Farm," offering beauty, privacy, and tranquility. The 3,200 sq ft home features 4 bedrooms, a formal dining room with a stone fireplace, and a spacious living room with another fireplace and access to a large deck. Enjoy central air, elegant hardwood floors, tray ceilings, and a bright eat-in alcove off the kitchen, with the potential for a

  Chaim Gluck eRealty Advisors, Inc

  151 Tuthill Rd, Blooming Grove, NY 10914
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  /47

  $499,000

  • 1 Bed
  • 2 Baths
  • 1,552 Sq Ft

  2084 State Route 94, Salisbury Mills, NY 12577

  Welcome to this beautifully maintained home offering the perfect combination of comfort, style, and exceptional outdoor living. Thoughtfully updated throughout, this property features spacious living areas filled with natural light and a floor plan designed for both everyday living and effortless entertaining. With two additional finished bonus rooms not included in the bedroom count, this home

  Moche Halpern Blooming Realty

  2084 State Route 94, Salisbury Mills, NY 12577
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  /7

  $900,000

  • 4 Beds
  • 2.5 Baths
  • 2,588 Sq Ft

  60 Whitetail Run, Chester, NY 10918

  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

  Isaac Rottenberg Realty Blue Corp

  60 Whitetail Run, Chester, NY 10918
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  /2

  $250,000

  • Land
  • 4.5 Acres
  • $55,556 per Acre

  0 Lake Shore Dr Unit KEYH6217208, Monroe Town, NY 10950

  Dolores Serpe Weichert Realtors

  0 Lake Shore Dr Unit KEYH6217208, Monroe Town, NY 10950
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  /46

  $2,200,000

  • 4 Beds
  • 3 Baths
  • 2,234 Sq Ft

  215 Prospect Rd, Monroe, NY 10950

  **5 Acre*** Property in the Village of South Blooming Grove! Huge Potentials!! Spacious Upgraded 2234 SqFt Split Level Home sitting on a This house was completely Renovated and upgraded in 2012, Enter through the main doors into a foyer that brings you an open floor plan, Wide open Kitchen' Dining & Living Space with Hardwood Floors. nice Wooden Kitchen with Granite countertops, stainless steel

  Hershel Lowy Master Realty Group Inc.

  215 Prospect Rd, Monroe, NY 10950
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  /42

  $849,900

  • 4 Beds
  • 3 Baths
  • 2,370 Sq Ft

  2 Primrose Ln, Chester, NY 10918

  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

  Janet Rendle Weichert Realtors

  2 Primrose Ln, Chester, NY 10918
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  /34

  $949,000

  $50K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,136 Sq Ft

  12 Damian Ct, Chester, NY 10918

  Welcome to 12 Damian Court, a spacious Colonial set on a quiet cul-de-sac. This well-maintained home offers 5 bedrooms and 4 bathrooms, with four bedrooms on the upper level and one additional bedroom in the finished basement. The main level features generous living and dining areas, perfect for everyday living and entertaining. The finished basement adds excellent flexibility with a second

  Elimelech Kremer MS Realty Group USA, Inc

  12 Damian Ct, Chester, NY 10918
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  /43

  $949,000

  • 4 Beds
  • 2.5 Baths
  • 3,332 Sq Ft

  19 Bull Mine Rd, Chester, NY 10918

  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

  James Cosenza BHG Real Estate Green Team

  19 Bull Mine Rd, Chester, NY 10918
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  /50

  $985,000

  $100K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,674 Sq Ft

  93 Horton Rd, Washingtonville, NY 10992

  The Jeremiah Horton House, circa 1700s, represents a singular opportunity to steward a piece of Hudson Valley history. Crafted by renowned 18th-century stonemason Jeremiah Horton and held within his family for generations, this extraordinary residence stands as a masterwork of early American stone architecture, thoughtfully preserved and seamlessly elevated with modern amenities.Set on 1.1

  Donna Brooks Compass Greater NY, LLC

  93 Horton Rd, Washingtonville, NY 10992
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  /6

  $225,000

  • Land
  • 2.7 Acres
  • $83,333 per Acre

  0 Victoria Dr Unit KEY1025681, Blooming Grove, NY 10914

  Build your dream home on this beautiful 2.7-acre corner lot in the desirable Town of Blooming Grove, located within the highly sought-after Washingtonville School District. Nestled in a quiet cul-de-sac community surrounded by established, well-maintained homes, this level, cleared parcel offers the perfect blend of privacy, convenience, and neighborhood charm. Previously engineered in 2007 with

  Christina Rodrigues Keller Williams Realty

  0 Victoria Dr Unit KEY1025681, Blooming Grove, NY 10914
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  /12

  $899,000

  • 4 Beds
  • 1.5 Baths
  • 1,596 Sq Ft

  251 Prospect Rd, Monroe, NY 10950

  Beautifully maintained home offering a bright, welcoming atmosphere and a thoughtfully designed layout. Spacious living areas and generously sized bedrooms provide comfort and flexibility for everyday living. The attractive front yard creates wonderful curb appeal, while the expansive backyard offers plenty of space for entertaining, recreation, and outdoor enjoyment. Combining charm,

  Lazar Schvimmer Mount Realty

  251 Prospect Rd, Monroe, NY 10950
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  /50

  $778,000

  • 3 Beds
  • 3 Baths
  • 2,752 Sq Ft

  1825 Route 208, Washingtonville, NY 10992

  History happened here! Locally known as the Moffat Homestead, this extraordinary home was built in 1770 by Samuel Moffat II and is woven into the very fabric of the community's earliest days. The original dated cornerstone still sits proudly at the home as a tangible reminder of its remarkable past, while the original silo recalls its days as a working dairy farm. Before Washingtonville even had

  Laurel Lustgarten Howard Hanna Rand Realty

  1825 Route 208, Washingtonville, NY 10992
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  /50

  $1,725,000

  • 4 Beds
  • 2.5 Baths
  • 3,348 Sq Ft

  20 Goshen Rd, Chester, NY 10918

  THE ULTIMATE HUDSON VALLEY LEGACY ESTATE | 53 ACRES OF UNMATCHED POTENTIAL Rarely does a property emerge that perfectly balances refined luxury living with raw, untapped opportunity. Nestled in the heart of scenic Chester, New York, 20 Goshen Road offers an expansive 53-acre canvas designed for the visionary. Whether you envision a world-class equestrian facility, a high-potential residential

  Ramanjit Dhanoa eXp Realty

  20 Goshen Rd, Chester, NY 10918
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  /35

  $999,999

  • 5 Beds
  • 2.5 Baths
  • 4,772 Sq Ft

  2 Garnett Hill Rd, Chester, NY 10918

  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

  Rachel Baruchov Platinum Realty Associates

  2 Garnett Hill Rd, Chester, NY 10918
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  /50

  $225,000

  $150K PRICE DROP

  • Land
  • 3 Acres
  • $75,000 per Acre

  331 Mountain Lodge Rd, Blooming Grove, NY 10914

  Only 90 minutes from NYC. Reminiscent of the iconic swimming holes of the Catskills, let the sounds of nature soothe you from your private stream and 20-foot waterfall. Fully engineered for a 3 bedroom, 3 bath home, the leg work has already been done. Complete survey with topography, perk test, soil samples and well and septic engineering were done. The 3-acre lot spans across a cleared homesite,

  Lisa Mulcahy Ellis Sotheby's Intl Realty

  331 Mountain Lodge Rd, Blooming Grove, NY 10914
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  /34

  $995,000

  $125K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,796 Sq Ft

  49 Helms Hill Rd, Washingtonville, NY 10992

  Nestled on a serene and expansive 3-acre property in the heart of the Hudson Valley, this exceptional 4-bedroom, 3-bath residence offers the perfect blend of luxury, comfort, and convenience. Boasting nearly 4,000 square feet of beautifully designed living space, this remarkable home is ideal for those who crave room to grow, entertain, and enjoy a peaceful lifestyle surrounded by nature. From

  Brandon Nielsen Century 21 Full Service Realty

  49 Helms Hill Rd, Washingtonville, NY 10992
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  /2

  $1,700,000

  • Land
  • 46.5 Acres
  • $36,559 per Acre

  0 Route 94 Unit KEY1023037, Blooming Grove, NY 10914

  Incredible opportunity to own approximately 55 acres of land being offered as a package with two adjoining parcels. This expansive property offers endless potential for investors, builders, or those seeking a private estate or recreational retreat. Preliminary information suggests the property may have the potential for approximately 400,000 square feet of warehouse space. Both parcels are being

  Lazar Schvimmer Mount Realty

  0 Route 94 Unit KEY1023037, Blooming Grove, NY 10914
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  /15

  $999,000

  $251K PRICE DROP

  • 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 seamless

  Salvatore Girgenti Ben Bay Realty of Staten Isl.

  168 Prospect Rd, Monroe, NY 10950
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  /43

  $699,999

  • 5 Beds
  • 3.5 Baths
  • 3,436 Sq Ft

  5 Horton Rd, Washingtonville, NY 10992

  Welcome home to this large, very spacious 3,436 sq ft Colonial, which is located in a very safe area. It offers 4 bedrooms and 3.5 baths! Step up onto the large rocking-chair front porch and enjoy the sounds of nature. The main floor of the home boasts all stainless-steel appliances in the eat-in kitchen, an island, pantry, and an open floor plan that includes the sitting room with a cozy gas

  Moses Schreiber MS Realty Group USA, Inc

  5 Horton Rd, Washingtonville, NY 10992
• 

  

  /43

  $1,999,999

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

  72 Peddler Hill Rd, Monroe, NY 10950

  Attention investors and homeowners! Rare opportunity to own 3.7 acres in the Village of South Blooming Grove. This property features a spacious 3,172 sq. ft. split-level home with multiple living areas, generous bedrooms, and flexible space for extended living. Set on a mostly level parcel with potential future development opportunities, this unique offering combines immediate comfort with

  Lazar Schvimmer Mount Realty

  72 Peddler Hill Rd, Monroe, NY 10950
• 

  /2

  $6,500,000

  • Land
  • 152.7 Acres
  • $42,567 per Acre

  23 South St, Blooming Grove, NY 10992

  Largest vacant land parcel left in the Village of Washingtonville with WATER AND SEWER. There are two contiguous parcels. 121-1-1.1 is 88.5 acres and the contiguous parcel of 64.5 acres is SBL 119-1-1.1. There was a full engineered plan done in the late 2000's for an age restricted high density housing development. Solar lease in place on the 64.5 acre property, which brings in $30,000 yearly and

  Joe Distelburger Keller Williams Realty

  23 South St, Blooming Grove, NY 10992

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