Blooming Grove, NY Homes for Sale with Acreage

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  /36

  $650,000

  • 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

  (329) 213-1780

  16 Mockingbird Ln, Washingtonville, NY 10992
• Explore Blooming Grove

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  /41

  $1,159,900

  • 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

  (845) 493-2930

  16 Lori Ln, Chester, NY 10918
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  /17

  $900,000

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  32 Fox Hollow Dr, Blooming Grove, NY 10918

  SINGLE LEVEL LIFESTYLE! Discover this Modern Farmhouse Style RANCH on almost 6 acres. Boasting over 3,500 finished sq. ft., this thoughtfully designed home offers 5 spacious bedrooms, one of them set up as a completely private guest quarters located above the oversized 2-car garage, perfect for hosting overnight guests. From the moment you arrive, the eye-catching details and inviting 32 ft long

  

  Julissa Amaro

  Keller Williams Hudson Valley

  (845) 581-2763

  32 Fox Hollow Dr, Blooming Grove, NY 10918
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  /48

  $965,000

  • 4 Beds
  • 2.5 Baths
  • 3,508 Sq Ft

  97 Moffat Rd, Washingtonville, NY 10992

  Nestled on nearly four private acres, this extraordinary mini-estate offers a rare combination of luxury, space, and resort-style living. Boasting more than 3,800 square feet of beautifully appointed living space, this exceptional residence features 4 spacious bedrooms and 2.5 elegant bathrooms, thoughtfully designed for both everyday comfort and formal entertaining.At the heart of the home

  Melanie Perraglia Century 21 Full Service Realty

  97 Moffat Rd, Washingtonville, NY 10992
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  /3

  $999,000

  • 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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  /45

  $1,300,000

  $95K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,866 Sq Ft

  2948 State Route 94, Chester, NY 10918

  Set atop a gentle hill with sweeping eastern views of Round Hill and Schunnemunk Ridge, this pristine 1860 farmhouse blends preserved historic character with thoughtful modern updates. Originally part of the Sears family dairy pasture, the 3,866 sq ft home has been meticulously maintained and features original wide-plank hardwood floors, a striking hand-carved banister, five fireplaces with

  Elizabeth Broderick Tuxedo Hudson Realty Corp

  2948 State Route 94, Chester, NY 10918
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  /34

  $999,000

  • 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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  /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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  /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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  /34

  $1,075,000

  Open Sun 2PM - 5PM $45K 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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  /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

  $699,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,029 Sq Ft

  76 Woodcock Mountain Dr, Washingtonville, NY 10992

  Experience the perfect blend of privacy, space, and comfort in this one-of-a-kind custom-built stunning home, selling now well below its true value! Boasting 2,000+ sq ft of thoughtfully designed living space on a sprawling 10-ACRE lot, this property offers endless possibilities, whether you dream of creating your own outdoor retreat, gardening, or simply enjoying the wide-open land. Inside,

  Yoel Kornbluh Blooming Realty

  76 Woodcock Mountain Dr, 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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  /2

  $199,000

  $199K PRICE INCREASE

  • Land
  • 2.6 Acres
  • $76,538 per Acre

  0 Oxford Rd Unit KEY945194, Blooming Grove, NY 10918

  2.6 Acre Vacant land, Nice piece of land

  Chaim Spitzer Blooming Realty

  0 Oxford Rd Unit KEY945194, Blooming Grove, NY 10918
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  /20

  $899,000

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

  251 Prospect Rd, Monroe, NY 10950

  Comfortable and properly maintained home offering a practical layout with bright living space and nicely sized bedrooms. The front yard gives a pleasant first impression, while the backyard offers extra space to unwind or enjoy the outdoors. A great match for buyers looking for a solid home with space inside and out.

  Lazar Schvimmer Blooming Realty

  251 Prospect Rd, Monroe, NY 10950
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  /47

  $825,000

  Open Sun 11AM - 1PM

  • 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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  /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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  /18

  $799,000

  • 3 Beds
  • 2.5 Baths
  • 2,696 Sq Ft

  67 Lake Rd, Salisbury Mills, NY 12577

  Mountain views, lake views, and a private setting define this warm, curated ranch with seamless indoor-outdoor flow. Featuring a new kitchen, updated bathrooms, and new flooring throughout, this home offers a true turnkey lifestyle. Oversized windows fill the home with natural light, while a gas fireplace and pellet stove add comfort and character. The flexible 3-bedroom layout is designed to

  Jamie Aisenstat Serhant LLC

  67 Lake Rd, Salisbury Mills, NY 12577
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  /2

  $7,500,000

  • Land
  • 222.7 Acres
  • $33,678 per Acre

  0 New York 208, Blooming Grove, NY 10914

  Secure one of the largest remaining land parcels in the Town of Blooming Grove, spanning 222.7 ACRES. This property is perfect for investment, development, or creating your dream estate. With significant road frontage on both State Route 208 and Mt. Lodge Road, the location is highly accessible. A feasibility study suggests the potential to build 98 homes, offering ample development

  Lazar Schvimmer Blooming Realty

  0 New York 208, Blooming Grove, NY 10914
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  /4

  $1,899,000

  • 2 Beds
  • 2 Baths
  • 2,550 Sq Ft

  520 State Route 208, Monroe, NY 10950

  Shovel-Ready Development Opportunity – Prime LocationFully approved and shovel-ready site offering a 5,000 sq ft footprint per floor across 3 levels plus basement. Ideal for a high-demand commercial plaza or mixed-use development.Strategically positioned in a beautiful, high-visibility location servicing the Monroe, Blooming Grove, Chester, and Kiryas Joel communities. Less than one

  Lazar Schvimmer Blooming Realty

  520 State Route 208, Monroe, NY 10950
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  /37

  $740,000

  $10K 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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  /45

  $899,900

  • 5 Beds
  • 3 Baths
  • 3,846 Sq Ft

  2 Heidi Ln, Chester, NY 10918

  Set at the end of a quiet executive cul-de-sac, this refined modern colonial offers a rare blend of quality, scale, and effortless livability on over two acres of level, park-like grounds framed by mature trees. Designed for both everyday comfort and elevated entertaining, the home unfolds with a sense of openness and intention, where natural light and thoughtful craftsmanship define every

  Frank Muccari Cronin & Company Real Estate

  2 Heidi Ln, 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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  /12

  $640,000

  • 3 Beds
  • 1.5 Baths
  • 2,136 Sq Ft

  4 Greycourt Rd, Chester, NY 10918

  Welcome to 4 Greycourt Road, your dream home awaits! This delightful residence boasts a spacious 6-room layout, featuring 3 generous bedrooms and 1.5 baths, all nestled on over 2.5 acres of stunning greenery. Imagine whipping up culinary masterpieces in the well-appointed kitchen, complete with ample cabinetry and modern appliances—perfect for any cooking enthusiast! Each bedroom is a serene

  Nathen Singer MK Realty Inc

  4 Greycourt Rd, 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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  /50

  $1,999,999

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

  72 Peddler Hill Rd, Monroe, NY 10950

  Calling all investors and homeowners!This exceptional 3.7-acre property at 72 Peddler Hill Rd in the Village of South Blooming Grove offers a rare combination of future development potential and an expansive 3,172 sq ft residence. Whether you're seeking an investment opportunity, planning future development, or looking for a spacious home, this property checks every box. Investment &

  Lazar Schvimmer Blooming Realty

  72 Peddler Hill Rd, Monroe, NY 10950
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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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  /2

  $199,000

  • Land
  • 7.2 Acres
  • $27,639 per Acre

  0 Oxford Rd Unit KEY946546, Blooming Grove, NY 10918

  7.20 Acre Vacant land, Nice partly cleared and private land

  Chaim Spitzer Blooming Realty

  0 Oxford Rd Unit KEY946546, Blooming Grove, NY 10918
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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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  /26

  $1,499,999

  • 7 Beds
  • 4 Baths
  • 3,450 Sq Ft

  283 Prospect Rd, Monroe, NY 10950

  A picture speaks louder than a thousand words—this is a property that truly must be experienced in person to be fully appreciated. The scale, privacy, and lifestyle offered here cannot be captured on paper alone. Schedule your private showing today and take the first step toward making this extraordinary estate your dream home.

  Lazar Schvimmer Blooming Realty

  283 Prospect Rd, Monroe, NY 10950
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  /42

  $599,000

  $60K PRICE DROP

  • 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 and Washingtonville has to offer. Step inside to discover a bright and spacious interior

  Zachary Leentjes Wansor Realty

  300 Mountain Lodge Rd, Monroe, NY 10950
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  /47

  $749,900

  • 4 Beds
  • 2.5 Baths
  • 3,044 Sq Ft

  12 Brewster Ct, Washingtonville, NY 10992

  GET AT LEAST $4,000 OFF YOUR ANNUAL TAXES WITH 12 BREWSTER COURT! This isn't just a home; it's the one you've been describing to people for years. The one you've been dreaming of.Tucked on a quiet cul-de-sac in Washingtonville, this 4-bedroom, 3-bath residence stops you before you even get to the door. The two-story foyer sets the tone immediately, and the dramatic living room anchored by a

  Tristen Sierra Coldwell Banker Realty

  12 Brewster Ct, 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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  /50

  $275,000

  $100K PRICE DROP

  • Land
  • 3 Acres
  • $91,667 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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  /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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  /44

  $775,000

  • 4 Beds
  • 3.5 Baths
  • 3,376 Sq Ft

  6 von Trapp Ct, Washingtonville, NY 10992

  6 Von Trapp Court, Washingtonville, NY 10992 Welcome to this beautiful and spacious home offering 4 bedrooms, 3 full bathrooms, and approximately 3,376 sq ft of comfortable living space.This well-maintained property features a bright and open layout designed for both everyday living and entertaining. The home offers generous room sizes, a large kitchen area with plenty of space for cooking

  Aron Ungar eRealty Advisors, Inc

  6 von Trapp Ct, Washingtonville, NY 10992
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  /48

  $739,900

  Open Sun 12PM - 3PM $10K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 4,079 Sq Ft

  12 Perry Creek Rd, Washingtonville, NY 10992

  Set on 2.8 acres in Blooming Grove, this distinctive two-family property offers the feel of a private mini estate with thoughtfully curated grounds and mature landscaping. The main residence blends historic character with modern updates, featuring 4 bedrooms and 3.5 baths. Generous living spaces, high ceilings and a mix of hardwood and original wide plank flooring create warmth and authenticity

  Celina Rofer Howard Hanna Rand Realty

  12 Perry Creek Rd, Washingtonville, NY 10992

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