Dutchess County NY Homes for Sale with Acreage

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  /40

  $8,800,000

  • 8 Beds
  • 10 Baths
  • 8,224 Sq Ft

  406 Shunpike, Millbrook, NY 12545

  Linley House Estate - A Once-in-a-Generation Hudson Valley Opportunity. Perhaps only once in a generation does such a rare opportunity arise to acquire one of the most private, historically significant, and visually commanding estates in the heart of the Hudson Valley. Welcome to The Linley House Estate, an extraordinary Greek Revival Center Hall Colonial set on over 113 pastoral acres across

  Andrew Gates Houlihan Lawrence, Inc.

  406 Shunpike, Millbrook, NY 12545
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  /4

  $225,000

  • Land
  • 2.5 Acres
  • $90,000 per Acre

  9 Mountain View Ave, Staatsburg, NY 12580

  Once in a lifetime opportunity. Foundation & septic in place, municipal water available. Plans for demolition underway ~ to be completed before time of closing.

  Doreen De Carolis Upstate Down

  9 Mountain View Ave, Staatsburg, NY 12580
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  /43

  $1,995,000

  • 3 Beds
  • 3.5 Baths
  • 5,894 Sq Ft

  48 Eastview Ln, Red Hook, NY 12571

  This exceptional estate encompasses nearly eight acres of meticulously landscaped grounds, offering an outstanding Hudson Valley residential experience. Constructed in 2007, the residence exemplifies superior craftsmanship and features a thoughtfully designed floor plan that emphasizes both comfort and functionality. Ideally situated in a scenic rural setting, this premier Hudson Valley location

  John DeMarco Century 21 Alliance Rlty Group

  48 Eastview Ln, Red Hook, NY 12571
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  /8

  $550,000

  • Land
  • 45.19 Acres
  • $12,171 per Acre

  980 N Quaker Ln, Staatsburg, NY 12580

  For Sale: 43 Acres in the Heart of Dutchess CountyLocated in the scenic town of Clinton, this exceptional 43-acre parcel (Comprising two parcels) offers a rare opportunity to own a substantial tract of land perfectly positioned between the highly sought-after communities of Rhinebeck, Millbrook, and Hudson. Whether you're envisioning a private estate, an outdoor retreat, or a development

  Michael Tellerday Houlihan Lawrence Inc.

  980 N Quaker Ln, Staatsburg, NY 12580
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  /7

  $1,095,000

  • 4 Beds
  • 3.5 Baths
  • 3,706 Sq Ft

  3 Bear Hollow Ln, Hyde Park, NY 12538

  *Use 120 Haviland Road in maps, actual address will NOT work in maps.* **UNDER CONSTRUCTION** Welcome to The Woodlands at Hyde Park, an enclave of 20 elite homes, built by a local, well known custom home builder. All lots offer a private and bucolic setting ranging from 1 to 5+ acres. Lot 3 features the Payton Model. A Modern Farmhouse situated on over an acre of privacy, primary first floor en

  Justin LaFalce KW MidHudson

  3 Bear Hollow Ln, Hyde Park, NY 12538
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  /35

  $6,995,000

  • 3 Beds
  • 4.5 Baths
  • 6,216 Sq Ft

  151 Rowe Rd, Red Hook, NY 12571

  Crestline is a visionary to-be-built residence offering 6,216 finished square feet of meticulously designed living space, including three bedroom suites and four-and-a-half luxurious baths. Pricing has been thoughtfully recalibrated to reflect the finalized construction scope and delivery approach, presenting an exceptional opportunity to secure a landmark Hudson Valley residence with enduring

  Sean Eidle BHHS Hudson Valley Properties

  151 Rowe Rd, Red Hook, NY 12571
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  /23

  $399,000

  $21K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,264 Sq Ft

  41 Wildwood Dr, Poughkeepsie, NY 12603

  Don't miss this neighborhood! This Sprawling 3-bedroom ranch located on a quiet street with a park-like yard on 1.3 acres of land. This home features a large floorplan including hardwood floors, sun/room den, large open family room. Close to Rt 9, shopping, hospitals, train, pickleball/golf facility. Wappingers School district.

  CORINNE LOMBARDI K. Fortuna Realty, Inc.

  41 Wildwood Dr, Poughkeepsie, NY 12603
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  /37

  $565,000

  • 3 Beds
  • 2.5 Baths
  • 2,384 Sq Ft

  66 Gretna Rd, Pleasant Valley, NY 12569

  Welcome to 66 Gretna Road — a beautifully spacious home filled with character and natural light, featuring soaring ceilings, oversized windows, a welcoming rocking chair front porch, and a rear deck off the kitchen overlooking the expansive backyard. This move-in ready residence offers a combination of space, flexibility, and convenience within the Arlington School District. The kitchen has wood

  Karen Volino Houlihan Lawrence Inc.

  66 Gretna Rd, Pleasant Valley, NY 12569
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  /7

  $350,000

  • Land
  • 15.33 Acres
  • $22,831 per Acre

  530 Eder Rd, Stormville, NY 12582

  Great commuter location with close access to I/84, Taconic Parkway, and convenient to Brewster North train station. Located in a very private setting for someone looking for a larger parcel of land and privacy. Natural pond on property. BOHA for a three-bedroom house. It could be reapproved for a larger septic system for four or five bedrooms, due to having excellent percolation. Survey map and

  Kimberly Wickes R. Ferris Real Estate, LLC

  530 Eder Rd, Stormville, NY 12582
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  /50

  $829,900

  • 6 Beds
  • 4 Baths

  949 Freedom Rd, Pleasant Valley, NY 12569

  Step into a storybook setting with this extraordinary one-of-a-kind property! Featuring TWO homes on 2 picturesque acres: a circa 1900 farmhouse (4 beds/3 full baths - 2,674 sq. ft.) originally built from Sears Roebuck and Co. kit plans and with materials that were delivered by train, AND a second home (2 beds/1bath - 1,080 sq. ft.) ideal for multi-generational living, rental income or guest

  Jennifer Amicucci

  949 Freedom Rd, Pleasant Valley, NY 12569
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  /4

  $250,000

  • Land
  • 3.3 Acres
  • $75,758 per Acre

  8 Yellow City Rd, Amenia, NY 12501

  8 Yellow City Rd offers a rare opportunity to build your dream home in a prime location. This residential lot is fully approved for four bedroom home and already has underground pow installed, making it truly ready to build Enjoy an incredible setting with great views, just minutes from town and steps from the rail trail-perfect for walking, biking, and out door living.well has been drilled

  Bill Flood Houlihan Lawrence Inc.

  8 Yellow City Rd, Amenia, NY 12501
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  /46

  $39,000,000

  • 9 Beds
  • 15 Baths
  • 55,000 Sq Ft

  104 N Garden Dr, Pawling, NY 12564

  Welcome to Woodland Waters. Offered for the first time, this private estate is a secluded sanctuary where luxury and nature exist in perfect harmony. Over the course of five decades, the same owner has shaped and nurtured the property with remarkable care and attention, creating a setting that embodies both artistry and authenticity. With its vast landholdings, exceptional lifestyle offerings, it

  Amy Smith Sroka Julia B Fee Sothebys Int. Rlty

  104 N Garden Dr, Pawling, NY 12564
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  /3

  $1,500,000

  $400K PRICE INCREASE

  • Land
  • 84.4 Acres
  • $17,773 per Acre

  1436 New York 9g, Hyde Park, NY 12538

  85 ACRE LAND SOLAR FARM/SUB-DIVISION HYDE PARK, DUTCHESS COUNTY Route 9G frontage. 85 acres total. 7 acre solar project, billboard lease generating $38,000 net per year after property taxes with solar project expansion possible or Sub-Divison opportunity with roads already cleared and graded. Possible 16 lot subdivision. Located in Central Dutchess County, Hyde Park with large commercial

  DANIEL RICHARD Thomas Zengen

  1436 New York 9g, Hyde Park, NY 12538
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  /17

  $990,000

  • 4 Beds
  • 3.5 Baths
  • 3,768 Sq Ft

  194 South Rd, Holmes, NY 12531

  Currently being crafted by skilled local builders, this distinguished rocking chair porch Colonial sits gracefully on more than nine private acres, offering an exceptional blend of elegance, comfort, and modern design. Once complete, the home will be bathed in natural light, showcasing gleaming hardwood floors, 9 foot ceilings, and a sophisticated chef’s kitchen appointed with recessed lighting,

  Stacey Cronin Houlihan Lawrence Inc.

  194 South Rd, Holmes, NY 12531
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  /47

  $1,495,000

  • 6 Beds
  • 4 Baths
  • 3,458 Sq Ft

  3 Route 216, Hopewell Junction, NY 12533

  Private Hudson Valley Estate Compound – Offered at $1,495,000 A rare opportunity to own a circa 1790 residence of exceptional character, scale, and versatility, set on approximately 3.92 picturesque acres in the Hudson Valley—offering privacy, space, and remarkable potential for inspired living. Featuring 6 bedrooms, 4 bathrooms, and over 4,300 square feet of finished living space—including a

  Joan St. Aubyn BHHS Hudson Valley Properties

  3 Route 216, Hopewell Junction, NY 12533
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  /20

  $365,000

  • 3 Beds
  • 1 Bath
  • 1,976 Sq Ft

  24 Wilson Eaton Rd, Amenia, NY 12501

  Situated on 2.45 acres of land in the Town of Amenia, you will find this three-bedroom ranch style home. The grounds are lovely, with a private, mostly level yard. The home provides single level living and the property includes a detached three bay garage with a one-bedroom apartment on the second floor. Perfect property for a first-time home buyer or an investor. Conveniently located minutes

  Susan Whalen George T Whalen Real Estate

  24 Wilson Eaton Rd, Amenia, NY 12501
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  /48

  $689,000

  • 3 Beds
  • 3 Baths
  • 2,147 Sq Ft

  11 Widmer Rd, Wappingers Falls, NY 12590

  Welcome to 11 Widmer Rd — a brand-new 2026-built modern home set on 1.89 private acres in the highly desirable Wappingers Central School District. This stunning home offers the perfect blend of contemporary design, quality craftsmanship, and everyday functionality, all in a peaceful yet ultra-convenient location.With 2,147 square feet of finished living space (2,884 total), this thoughtfully

  BENONI THEODORE Century 21 Alliance Rlty Group

  11 Widmer Rd, Wappingers Falls, NY 12590
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  /3

  $180,000

  • Land
  • 1.1 Acres
  • $163,636 per Acre

  24 Arthur Rd, East Fishkill, NY 12531

  Build your dream home on this private 1.1-acre parcel, perfectly prepared and ready for construction. The property has Board of Health approval, plus an approved septic, water, and home site, giving you a seamless start to your build. The driveway and electric poles will be installed before closing, saving time, effort, and upfront costs. Conveniently located close to I-84 and just 1 hour and 30

  PAULA REDMOND Corcoran Country Living

  24 Arthur Rd, East Fishkill, NY 12531
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  /3

  $199,999

  $150K PRICE DROP

  • Land
  • 3.05 Acres
  • $65,660 per Acre

  0 Round Lake Rd Unit KEY927801, Milan, NY 12572

  Beautiful BOHA Building Lot on Round Lake Road Gorgeous 3.046-acre Board of Health Approved (BOHA) building lot located on picturesque Round Lake Road. Peacefully tucked away among scenic surroundings, yet conveniently situated less than 12 minutes from both Rhinebeck and Red Hook, and only 15 minutes to the Rhinecliff Train Station. A truly beautiful setting — must see to fully appreciate!

  Steven Collier BHHS Hudson Valley Properties

  0 Round Lake Rd Unit KEY927801, Milan, NY 12572
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  /13

  $209,000

  • Land
  • 3.84 Acres
  • $54,427 per Acre

  0 White Schoolhouse Rd, Rhinebeck, NY 12572

  Very desirable and sought after residential lot with extensive road frontage along White Schoolhouse Road. The 3.8 acre lot has Board of Health approval for a two bedroom home. Build your dream home, just 5 minutes to the Village of Rhinebeck, yet privacy and country charm exude at this location. 2 Hours to NYC and 5 minutes to both the Taconic Parkway and Amtrak. Bring your vision and personal

  Bryn Bahnatka Dier BHHS Hudson Valley Properties

  0 White Schoolhouse Rd, Rhinebeck, NY 12572
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  /43

  $1,195,000

  $180K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  101 Drake Rd, Pleasant Valley, NY 12569

  Seller says to sell now!Tucked behind a quiet country approach, two meticulously restored 19th-century barns have been reimagined into a refined luxury residence and companion pool house that feel timeless in character and elevated in execution. Inside the main residence, soaring vaulted ceilings, original hand-hewn beams, and wide-plank floors establish a sense of warmth and permanence,

  Jake Garay Serhant LLC

  101 Drake Rd, Pleasant Valley, NY 12569
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  /50

  $5,000,000

  • 8 Beds
  • 13 Baths
  • 15,000 Sq Ft

  618 Quaker Hill Rd, Pawling, NY 12564

  Set high atop the storied crest of Quaker Hill, Elmwood Farm is a legacy estate where Hudson Valley history, architectural grandeur, and pastoral beauty converge. Approached by a long, winding gated drive, the property reveals itself gradually across 25.5 rolling acres before arriving at a striking Elizabethan style manor that has stood watch over the surrounding countryside for generations.

  Jake Garay Serhant LLC

  618 Quaker Hill Rd, Pawling, NY 12564
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  /43

  $975,000

  • 3 Beds
  • 2.5 Baths
  • 2,965 Sq Ft

  819 Van Wagner Rd, Poughkeepsie, NY 12601

  Fox Ridge Farm. A lovely country home on 9+ bucolic acres, privately situated in beautiful Dutchess County, NY. This listing includes two separate parcels; the house on 7.11 acres on one side of the road and a 2.61 acre parcel with a picturesque pond on the other side. The main house dates back to 1830 and this property has been beautifully maintained and carefully preserved over the years. The

  Susan Whalen George T Whalen Real Estate

  819 Van Wagner Rd, Poughkeepsie, NY 12601
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  /4

  $195,000

  $176K PRICE INCREASE

  • Land
  • 3.9 Acres
  • $50,000 per Acre

  0 Woodmont Rd Unit KEY979893, East Fishkill, NY 12533

  Views you have to see to believe! Come build your dream home and experience stunning western views of the Hudson Valley where you can see for miles and miles! If the views aren't enough, the property also backs up to the Appalachian Trail making this the perfect place to call home for hikers and nature lovers or for those who simply love serenity and peace. This location is ideal for those

  Jamie Aisenstat Serhant LLC

  0 Woodmont Rd Unit KEY979893, East Fishkill, NY 12533
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  /10

  $250,000

  • Land
  • 5 Acres
  • $50,000 per Acre

  Tbd Abby Ln, Tivoli, NY 12583

  Discover the perfect setting for your Hudson Valley dream home on this beautiful 5-acre prime parcel in Tivoli New York. Tucked away in a peaceful and private setting, this property offers an ideal balance of natural beauty, convenience, and ready-to-build improvements.A driveway has already been roughed in, the homesite has been cleared, and electric service is in place -- giving you a

  Erin McCarthy Keller Williams Realty HV Nort

  Tbd Abby Ln, Tivoli, NY 12583
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  /4

  $179,900

  • Land
  • 5.04 Acres
  • $35,694 per Acre

  0 Creek Rd Unit KEY981346, Pleasant Valley, NY 12569

  Build your dream home on this beautiful 5-acre Board of Health approved parcel in Pleasant Valley, where privacy, natural beauty, and opportunity come together. This exceptional property offers a rare chance to create a custom home or private retreat in a peaceful Hudson Valley setting.Surrounded by mature trees and scenic countryside, the land provides the perfect backdrop for your vision.

  Robert Villone RE/MAX Classic Realty

  0 Creek Rd Unit KEY981346, Pleasant Valley, NY 12569
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  /42

  $349,000

  $26K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,593 Sq Ft

  91 Clove Branch Rd, Hopewell Junction, NY 12533

  Charming 3-Bedroom Old-Style Home on Over an Acre in the Town of East Fishkill. Situated on a 1.01-acre lot, this property offers hardwood flooring throughout, a welcoming living room with a brick fireplace, and a convenient first-floor bedroom. The kitchen features a cozy breakfast nook, providing functional everyday space. Ideally located close to the Taconic State Parkway, shopping, schools,

  Ernie Acampora River Realty Services, Inc.

  91 Clove Branch Rd, Hopewell Junction, NY 12533
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  /30

  $799,900

  • 5 Beds
  • 2 Baths
  • 3,110 Sq Ft

  1141 Beekman Rd, Hopewell Junction, NY 12533

  Welcome to 1141 Beekman Road! Brookside Circa 1804 Farmhouse Colonial Home Sited on 2.73 Private Parklike Acres. The Home was Fully Restored in 2016 with eco-friendly Geothermal Central Heat & Air, New Duct Work, Updated Electric, New Hot Water Heater, and Two Wood Pellet Burning Stoves. The house also has Two Additional Fireplaces. 5 bedrooms/office/den, 2 of which have walk-in closets. There is

  Rebecca Agosta BHHS Hudson Valley Properties

  1141 Beekman Rd, Hopewell Junction, NY 12533
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  /29

  $1,350,000

  • 4 Beds
  • 4.5 Baths
  • 3,090 Sq Ft

  36 Market Ln, Clinton Corners, NY 12514

  Originally built in 1836, this beautifully restored Greek Revival Center Hall welcomes you with timeless charm and thoughtful updates. Set on over four acres with Willow Brook gently winding through the property, it offers a warm, peaceful retreat where historic character and modern comfort come together to create a truly special place to call home. Inside, original wide board floors, exposed

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  36 Market Ln, Clinton Corners, NY 12514
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  /50

  $699,000

  • 2 Beds
  • 2 Baths
  • 2,217 Sq Ft

  42 Browning Rd, Hyde Park, NY 12538

  Private 25 plus-Acre Cabin Retreat with Proven Airbnb Income | Hyde Park/Pleasant Valley, NY Ever dreamed of owning your own piece of heaven? This immaculate 25 plus-acre wooded cabin offers peaceful seclusion while remaining convenient to everyday amenities and attractions.The bright, well-maintained home features 2 bedrooms, 2 full bathrooms, a large open-concept living room, kitchen, and

  James Vollaro Island Advantage Realty LLC

  42 Browning Rd, Hyde Park, NY 12538
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  /6

  $500,000

  • Land
  • 76.81 Acres
  • $6,510 per Acre

  149 S Quaker Ln, Hyde Park, NY 12538

  Rare Opportunity – Nearly 80 Acres in the Heart of Hyde Park!This expansive parcel offers incredible potential with Greenbelt zoning and the possibility to subdivide at 2.5 acres per dwelling. Ideal for a private estate, solar farm, recreational retreat, or development. Enjoy a prime location just minutes from shops, restaurants, schools, and more. A truly unique chance to own a large piece

  Justin LaFalce KW MidHudson

  149 S Quaker Ln, Hyde Park, NY 12538
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  /2

  $325,000

  • Land
  • 10.98 Acres
  • $29,599 per Acre

  0 Deer Pond Rd Unit KEY958812, Union Vale, NY 12585

  Ideal 12+ acre home site, near the iconic Millbrook Village. This level fertile land features an existing pond and privacy being at the end of a cul-de-sac. This property is Board of Health approved for a four bedroom home (no filled required). Create your own country estate. Make an inspection visit today!

  Robert D Ferris R. Ferris Real Estate, LLC

  0 Deer Pond Rd Unit KEY958812, Union Vale, NY 12585
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  /26

  $1,950,000

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft

  21-23 Tinker Town Rd, Dover Plains, NY 12522

  A few minutes east of Route 22 on the Dover/Millbrook border in the municipality of Washington, sits 109+ acres of picturesque countryside. Used prior as a dairy farm, this exceptional offering presents a rare opportunity to bring your farming lifestyle dreams to life, or an equestrian property. Comprised of 4 distinct parcels totaling 109+ acres, the property blends open fields, wooded

  Brian McGrath McGrath Realty Inc

  21-23 Tinker Town Rd, Dover Plains, NY 12522
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  /45

  $3,750,000

  • 7 Beds
  • 7 Baths
  • 6,138 Sq Ft

  151 Benson Hill Rd, Dover Plains, NY 12522

  Rarely does an offering of this scale and provenance come to market. Set across more than 114 acres, Honey Lane Farm is a private estate of exceptional beauty—three distinct period residences forming a serene, self-contained retreat in the heart of the Harlem Valley.The four-bedroom mid-19th century main house is both refined and inviting, bathed in southern light and thoughtfully updated for

  Andrew Gates Houlihan Lawrence Inc.

  151 Benson Hill Rd, Dover Plains, NY 12522
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  /7

  $400,000

  • Land
  • 33.7 Acres
  • $11,869 per Acre

  Lot 289747 New York 376, Wappingers Falls, NY 12590

  Along the steady flow of New York State Route 376 in Wappingers Falls, the parcel Tax ID 0135689-6358-01-289747-0000, sits within the CC — Community Commercial — zone. Here, the rhythm of the road is not a distraction; it is the opportunity. Route 376 is a connector. It carries residents from neighborhoods to schools, from homes to Route 9, from local errands to daily routines. Visibility matters

  Thomas Santore Coldwell Banker Realty

  Lot 289747 New York 376, Wappingers Falls, NY 12590
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  /25

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,658 Sq Ft

  50 Dogwood Rd, Hopewell Junction, NY 12533

  This unique contemporary-style home is ideally located in the highly sought-after Little Switzerland subdivision. It features beautiful hardwood floors throughout, wood-burning fireplaces on three levels, and private balconies off three bedrooms. Additional highlights include an in-ground pool (used last season), a two-car garage, and panoramic views. The property is being sold AS-IS — bring your

  Bethzaida Catalano Exit Realty Connections

  50 Dogwood Rd, Hopewell Junction, NY 12533
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  /40

  $975,000

  • 5 Beds
  • 2.5 Baths
  • 4,531 Sq Ft

  10 Quail Ridge Rd, Hyde Park, NY 12538

  Situated on 2.20 acres at the end of a cul-de-sac, this stately residence offers 5 bedrooms and 2.5 bathrooms, with top-of-the-line craftsmanship throughout. No detail was spared in creating an interior of elegance and sophistication. Meticulously renovated, the 4,531 sq ft multi-level contemporary home features a unique layout centered around a spiral staircase.On the main level, you'll find

  Gregory Martin K. Fortuna Realty, Inc.

  10 Quail Ridge Rd, Hyde Park, NY 12538
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  /20

  $689,000

  • 4 Beds
  • 3 Baths
  • 2,230 Sq Ft

  1 N Hillside Lake Rd, Wappingers Falls, NY 12590

  ** NEW CONSTRUCTION TO BE BUILT!!** Beautiful, new, open floorplan concept in this 21st Century Raised Ranch offering 4 bedrooms, 3 full baths, finished lower level, 2 car garage, vaulted ceilings, granite kitchen, hardwood floors throughout the first floor common areas. Local, reputable builder offers generous builder specs. Pictures shown are of a previously built home with several options.

  John Gabriel Jr KW MidHudson

  1 N Hillside Lake Rd, Wappingers Falls, NY 12590
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  /41

  $899,000

  Open Sun 12:30PM - 3PM

  • 6 Beds
  • 5 Baths

  32 Old Route 199, Red Hook, NY 12571

  Tucked away at the end of a long, private driveway, yet just a short stroll to the village, Shepard’s Knoll offers a rare and compelling combination of seclusion, character, and versatility. Set on four picturesque acres framed by mature trees and vibrant gardens, this distinctive property invites you to enjoy both peaceful retreat and everyday convenience.Originally conceived as a

  Jennifer Fivelsdal JFIVE Homes Realty, LLC

  32 Old Route 199, Red Hook, NY 12571
• 

  

  /10

  $290,000

  • Land
  • 7.23 Acres
  • $40,111 per Acre

  0 Schoolhouse Rd Unit KEY953250, Staatsburg, NY 12580

  A wonderful opportunity to own 7.23 lightly wooded acres spanning two lots, offering privacy and a prime location on a rural road. Board of Health approval is in place for a 4-bedroom home, making it easy to move forward with your vision. The land is rich with natural character, featuring mature trees and a charming stone wall along the rear of the property. Ideally situated between Rhinebeck and

  PAULA REDMOND Corcoran Country Living

  0 Schoolhouse Rd Unit KEY953250, Staatsburg, NY 12580

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