Dutchess County NY Homes for Sale

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  /46

  $945,000

  • 4 Beds
  • 3 Baths
  • 2,527 Sq Ft

  4 Dewindt St, Beacon, NY 12508

  A Rare Find in Beacon! Spacious Home on 1/3 Acre with Mount Beacon Views, Steps from Main Street.Discover the perfect blend of nature, history, and modern comfort in this spacious and character-rich home just steps from Beacon’s vibrant Main Street. Nestled on a rare third-acre lot, this property offers privacy, stunning views of Mount Beacon, and lush gardens — a true oasis in the heart of

  Claire Browne Compass Greater NY, LLC

  4 Dewindt St, Beacon, NY 12508
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  /26

  $499,000

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

  6204 High Ridge Ct, Wappingers Falls, NY 12590

  Modern 3 bed, 2.5 bath townhouse in a sought after community just outside the vibrant city of Beacon. This sun filled home features a sleek design, finished basement, and a one-car garage. Enjoy top notch amenities including a pool, basketball court, and clubhouse. Conveniently located near the Beacon train station, I-84, and the NY State Thruway, ideal for commuters and weekend getaways.

  Jason Lysack K. Fortuna Realty, Inc.

  6204 High Ridge Ct, Wappingers Falls, NY 12590
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  /32

  $395,000

  • 2 Beds
  • 1.5 Baths
  • 1,972 Sq Ft

  18 Larch Ct, Fishkill, NY 12524

  Fishkill, in the sought after Round Hill complex is a 2 bedroom, 1.5 bath End unit Townhome with one car garage waiting for you. With very low HOA! Enter into a spacious living room with brick fireplace and hand built bookshelves. Kitchen with stainless steel appliances and light wood cabinets. Large dining room with Anderson sliders to nice sized deck with room for a table and chairs to enjoy

  Jean Ellen Baker RE/MAX Town & Country

  18 Larch Ct, Fishkill, NY 12524
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  /2

  $180,000

  • Land
  • 5.00 Acres
  • $36,000 per Acre

  591 Bog Hollow Rd, Wassaic, NY 12592

  Discover the perfect blend of peace, privacy, and potential with this beautiful 5-acre residential building lot located in the scenic hamlet of Wassaic, NY. Nestled in the heart of Dutchess County, this spacious parcel offers a rare opportunity to build your dream home or weekend retreat surrounded by nature. With ample space for a custom residence, gardens, and outdoor living areas, the

  Tiffiany West RE/MAX Distinguished Hms.&Prop

  591 Bog Hollow Rd, Wassaic, NY 12592
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  /27

  $398,000

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  3343 Route 343, Amenia, NY 12501

  New septic installed August 2025! - Pristine and thoughtfully renovated, this 3-bedroom, 2-bath colonial home sits in the heart of downtown Amenia, NY—offering walkability to shops, restaurants, and everyday conveniences and it is also zoned for mixed-use. Enjoy the spacious side and back yards, perfect for relaxing or entertaining outdoors.Inside, the home features hardwood floors, a

  Liza Reiss Elyse Harney Real Estate

  3343 Route 343, Amenia, NY 12501
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  /49

  $5,950,000

  • 4 Beds
  • 8 Baths
  • 7,070 Sq Ft

  141 Ackert Hook Rd, Rhinebeck, NY 12572

  Located just 90 seconds from the heart of Rhinebeck Village and sited at the end of a long, boulder-lined drive, Fieldstone offers unparalleled privacy and proximity. A private oasis set on 31 acres, this masterfully crafted custom modern farmhouse is surrounded by open lawns, pastures, old-growth forest, historic stone walls, and a flowing stream. The light-filled great room dazzles with

  Lindsay Allen Upstate Down

  141 Ackert Hook Rd, Rhinebeck, NY 12572
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  /35

  $499,999

  • 3 Beds
  • 1.5 Baths
  • 1,762 Sq Ft

  11 Boxwood Close, Hopewell Junction, NY 12533

  Welcome to 11 Boxwood Close, Nestled in the heart of Hopewell Junction. This charming Ranch home boast 3 bedrooms, 1.5 baths, family room with fireplace, patio, and 2 car garage on a quiet cul-de sac come with all the bells and whistles . Metal Roof (2019), Central AC, Hardwood Flooring, and many more. Fabulous kitchen with all new stainless steel appliances, Quartz counter top with double

  Warren Shelley Reliable Realty Group

  11 Boxwood Close, Hopewell Junction, NY 12533
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  /51

  $19,995,000

  • 7 Beds
  • 9 Baths
  • 11,970 Sq Ft

  309 Woodstock Rd, Millbrook, NY 12545

  Presenting Canoe Hill, a remarkable 63-acre estate and vineyard in the heart of Millbrook, New York. This extraordinary property stands as a testament to architectural evolution, where a storied mid-1700s colonial core has been thoughtfully expanded to create a remarkable 12,650 SF main residence that seamlessly marries Colonial, Georgian and Greek Revival influences. Two significant expansions,

  Jason Karadus Corcoran Country Living

  309 Woodstock Rd, Millbrook, NY 12545
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  /11

  $399,000

  • Land
  • 9 Acres
  • $43,370 per Acre

  0 Willow Glen Rd Unit KEY879400, Milan, NY 12571

  Here it is your own private slice of heaven. Set high on a mountain with beautiful Hudson valley views and gorgeous sunsets. Perfect for a weekend retreat or everyday enjoyment. Search no more your dream home can be built here. The property backs up to 118 acres of wooded land. Serene, peaceful and private yet only a short drive to Rhinebeck and Red Hook and a two hour drive to the city. You

  MARIE MONROE BHHS Hudson Valley Properties

  0 Willow Glen Rd Unit KEY879400, Milan, NY 12571
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  /9

  $199,900

  • 1 Bed
  • 1 Bath
  • 798 Sq Ft

  57 van Vlack Rd, Hopewell Junction, NY 12533

  Tucked away at the end of a dirt driveway you'll find this one bedroom one bath ranch/rambler home that sits on a serene and spacious 1.82 acre park-like setting. Surrounded by nature and mature trees, the property offers a peaceful retreat with room to garden or simply enjoy the tranquility of the outdoors. The home does need a good amount of love/work, but if you've been looking for a place to

  Anthony DeGelormo Century 21 Alliance Rlty Group

  57 van Vlack Rd, Hopewell Junction, NY 12533
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  /38

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 3,023 Sq Ft

  32 Meadow View Ct, Lagrangeville, NY 12540

  Welcome to this exceptional under construction Modern Farmhouse nestled on 2.8 private acres with seasonal mountain views in the beautiful town of LaGrangeville. The photos shown are a mix of current construction and similar home previously built showcasing the high-quality craftsmanship and will be completed with similar finishes and details. Designed with modern living in mind, the home will

  Debra Allan BHHS Hudson Valley Properties

  32 Meadow View Ct, Lagrangeville, NY 12540
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  /26

  $299,900

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  46 van Wyck Dr, Poughkeepsie, NY 12601

  The beautiful plantings, lovely rose bushes, cozy front porch and flagstone walkway are sure to catch your eye. What great curb appeal. Adorable, affordable, one level living. As you step inside, you are welcomed into a spacious living room flooded with natural light from the west-facing picture window. From the living room, enjoy full view into the kitchen which offers loads of cabinetry,

  Lori Rheingold

  46 van Wyck Dr, Poughkeepsie, NY 12601
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  /30

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,611 Sq Ft

  559 N Quaker Ln, Hyde Park, NY 12538

  Rare opportunity to turn this 19th century charmer back to its original glory! Own a piece of history in the sought-after Hyde Park neighborhood! Previously owned by the same family for well over 50 years, this home just needs a little TLC and has the potential to be an absolute gem. Boasting 4 bedrooms, 2 bathrooms, spacious eat-in kitchen, expansive dining room, living room w/ sky light &

  Marko Milinovich Howard Hanna Rand Realty

  559 N Quaker Ln, Hyde Park, NY 12538
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  /26

  $549,900 Open Sun 12PM - 2:30PM

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

  48 Kensington Dr, Hopewell Junction, NY 12533

  Unique 3-Bedroom Home with a Beautiful Must See Sunroom in Hopewell Junction!Welcome to this spacious and well-maintained single-family residence located in Hopewell Junction. Offering 3 bedrooms, 2.5 bathrooms, and over 2,160 square feet of comfortable living space, this home blends classic charm with modern convenience.One of the highlights is the primary bedroom with a private

  Danielle Carlson-murphy Start Home Smart, Inc.

  48 Kensington Dr, Hopewell Junction, NY 12533
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  /36

  $600,000

  • 3 Beds
  • 3 Baths
  • 2,224 Sq Ft

  1056 Beekman Rd, Hopewell Junction, NY 12533

  Welcome to 1056 Beekman Road—a beautifully updated Cape Cod where timeless charm meets resort-style living, set on over 3 acres.This home is full of character and thoughtful updates, featuring hardwood floors, exposed beams, and natural light throughout. The living room impresses with vaulted ceilings and a dramatic marble fireplace, creating a warm, welcoming space for cozy nights or

  Corinna Deigan Compass Greater NY, LLC

  1056 Beekman Rd, Hopewell Junction, NY 12533
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  /37

  $429,000

  • 3 Beds
  • 1.5 Baths
  • 1,828 Sq Ft

  111 S Hamilton St, Poughkeepsie, NY 12601

  Welcome to this charming, beautiful home...originally restored in 2017. This residence features esquisite Slavonian oak floor at entrance and elegant picture (gold leaf) wall molding in both formal living room and dining rooms.Pocket doors gracefully separate the rooms.The heart of the home is a stunning beamed kitchen, complete with butler's pantry and sophisticated Carrara marble flooring.

  GIOCONDA RUGGERIO

  111 S Hamilton St, Poughkeepsie, NY 12601
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  /24

  $1,750,000

  • 3 Beds
  • 2.5 Baths
  • 2,134 Sq Ft

  38 Chestnut St, Rhinebeck, NY 12572

  Welcome to the Buttercup House, a quintessential Rhinebeck Village home, at 38 Chestnut Street in the heart of Rhinebeck Village’s Historic District. A generous corner lot in an exceptional location, this home is a classic Folk Victorian Farmhouse, with a full length covered front porch, lush perennial landscaping, and a spectacular private back yard. Featured in “HGTV Magazine,” this home has

  Rachel Hyman-Rouse Rouse + Co Real Estate LLC

  38 Chestnut St, Rhinebeck, NY 12572
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  /50

  $899,000

  • 4 Beds
  • 3.5 Baths
  • 4,172 Sq Ft

  109 Sleight-Plass Rd, Poughkeepsie, NY 12603

  Welcome to ''Flowerwalk Farm'' 109 Sleight Plass Road - A Hidden Hudson Valley RetreatFirst time on the market, this extraordinary custom-built contemporary is more than a home — it's a private sanctuary. Thoughtfully designed and lovingly constructed by its original owners, 109 Sleight Plass is perfectly perched on 6.3 peaceful acres, secluded from the neighborhood by an 800-foot

  Leigh Wagner-Quintana Keller Williams Realty HV Nort

  109 Sleight-Plass Rd, Poughkeepsie, NY 12603
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  /50

  $899,000

  • 4 Beds
  • 3.5 Baths
  • 4,172 Sq Ft

  109 Sleight Plass Rd, Poughkeepsie, NY 12603

  Welcome to "Flowerwalk Farm" 109 Sleight Plass Road - A Hidden Hudson Valley RetreatFirst time on the market, this extraordinary custom-built contemporary is more than a home — it's a private sanctuary. Thoughtfully designed and lovingly constructed by its original owners, 109 Sleight Plass is perfectly perched on 6.3 peaceful acres, secluded from the neighborhood by an 800-foot driveway,

  Leigh Wagner-Quintana Keller Williams Hudson Valley

  109 Sleight Plass Rd, Poughkeepsie, NY 12603
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  /43

  $679,000

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft

  47 Clay Hill Rd, Tivoli, NY 12583

  Charming recently renovated ranch nestled on a private corner lot in a quiet neighborhood in the Village of Tivoli yields a scenic view and walkable distance to all the picturesque shops. This property offers a perfect blend of privacy and space with almost an acre yet convenience with access as the heart of town is around the corner and a quick drive Bard college, Poets Walk, Rhinebeck, Red Hook

  Lorraine Little LITTLE LORRAINE ML

  47 Clay Hill Rd, Tivoli, NY 12583
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  /45

  $895,000

  • 4 Beds
  • 4.5 Baths
  • 5,445 Sq Ft

  46 Duncan Rd, Lagrangeville, NY 12540

  Stunning Custom Colonial in the heart of Beekman, Arlington Schools! Home features almost 5500 finished SQFT, 4 bedrooms, 4.5 baths, situated on just over an acre of privacy with tasteful updates throughout. First floor features a two-story grand foyer, formal living and dining rooms, oak floors throughout, 2-story great room with stone surround gas fireplace, custom chefs kitchen with SS

  Justin LaFalce KW MidHudson

  46 Duncan Rd, Lagrangeville, NY 12540
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  /30

  $925,000

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  1388 Route 83, Pine Plains, NY 12567

  This c. 1880 three-story farmhouse seamlessly blends historic charm with modern luxury, meticulously cared for and thoughtfully curated to offer both timeless elegance and contemporary comfort.Step inside and be greeted by the inviting, light-filled living room. This spacious area exudes classic sophistication, centered around a warming wood-burning fireplace and boasting large windows that

  Jill Rose Houlihan Lawrence Inc.

  1388 Route 83, Pine Plains, NY 12567
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  /12

  $289,000

  • 3 Beds
  • 1 Bath
  • 1,536 Sq Ft

  42 Columbia St, Poughkeepsie, NY 12601

  If you need to finish a project that is almost complete then this is the house for you. The owner worked on this home for years and it's time for the next owner to take over. Updates include kitchen, bathroom, furnace, hot water heater, roof, laminate flooring upstairs, vinyl siding and replacement windows. Older trex decking in back with fenced in yard. If you are just starting out or

  Monica Whitney Exit Realty Connections

  42 Columbia St, Poughkeepsie, NY 12601
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  /8

  $2,000,000

  • Land
  • 12 Acres
  • $172,414 per Acre

  91 Myers Corners Rd, Wappingers Falls, NY 12590

  Prime Redevelopment Opportunity – 11.6 Acres in the Town of Wappinger. Rare opportunity to acquire 11.6 acres of developable land in a high-visibility, high-traffic location along one of Dutchess County’s busiest roads. Boasting approximately 672 feet of road frontage, this property is directly adjacent to Ketcham Senior High School, offering excellent exposure and accessibility for a wide range

  Ryan LaLuna McGrath Realty Inc

  91 Myers Corners Rd, Wappingers Falls, NY 12590
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  /41

  $725,000

  • 4 Beds
  • 2.5 Baths
  • 3,259 Sq Ft

  25 Briarwood Dr, Wappingers Falls, NY 12590

  Step into luxury and comfort in this beautifully designed custom-built home — the first to be constructed in this sought-after neighborhood, and meticulously maintained by its original owner. From the moment you enter the impressive two-story foyer, you’re welcomed by an abundance of natural light. This spacious retreat features 4 bedrooms and 2.5 bathrooms, including a serene primary suite with

  Karen Mcilvenny Century 21 Alliance Realty Grp

  25 Briarwood Dr, Wappingers Falls, NY 12590
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  /45

  $564,000

  • 4 Beds
  • 2 Baths
  • 2,744 Sq Ft

  99 Dogwood Rd, Hopewell Junction, NY 12533

  This spacious single-story ranch sits on a quiet, wooded 1.3-acre lot in Hopewell Junction’s Little Switzerland community. The home offers a desirable combination of privacy, generous square footage, and convenience.The oversized living room features 11-foot vaulted ceilings, expansive windows, and custom built-ins, creating a versatile central space. The expanded dining area flows into a

  John T. Greenan Greenan Properties RE Agency

  99 Dogwood Rd, Hopewell Junction, NY 12533
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  /40

  $1,595,000

  • 4 Beds
  • 4 Baths
  • 3,550 Sq Ft

  320 Long Hill Rd, Hopewell Junction, NY 12533

  This one's special. Welcome to the ultimate retreat for those seeking peace and serenity without sacrificing convenience. Escape to tranquility in this stunning 4 bed 4 bath contemporary home nestled on 4 wooded acres, just 59 miles outside New York city. Enter through the ornate front door into a large open layout. The kitchen is nicely appointed with an oversized center island and high-end

  KELLY LASKA Upstate Down

  320 Long Hill Rd, Hopewell Junction, NY 12533
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  /25

  $615,000

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  98 Jackson St, Fishkill, NY 12524

  Step into this beautifully maintained 1927 Colonial, perfectly situated just steps from the historic Village of Fishkill's vibrant Main Street. Behind a classic white picket fence, this graceful home offers a seamless blend of vintage character and modern upgrades.A gracious entranceway with original slate stonework leads to a spacious dining room to the left and living room with original working

  Mara Farrell Compass Greater NY, LLC

  98 Jackson St, Fishkill, NY 12524
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  /31

  $139,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  1548 Route 9 Unit 7C, Wappingers Falls, NY 12590

  REMEMBER HOA INCLUDES ALL TAXES, MAINTENANCE, HEAT, HOT WATER, MAINTENANCE, AND TRASH. Fall in love with this cheerful and inviting one-bedroom co-op in the heart of Wappingers Falls, tucked inside the beautifully maintained Ashley Gardens community. From the moment you step inside, you’ll feel right at home—thanks to the warm floors, soft recessed lighting, and an updated kitchen that shines

  Kristin Poellot Keller Williams Prestige Prop

  1548 Route 9 Unit 7C, Wappingers Falls, NY 12590
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  /19

  $125,000

  • Land
  • 11 Acres
  • $11,333 per Acre

  0 Baxtertown Rd Unit KEY877833, Fishkill, NY 12524

  Location Location 11 Acres an undiscovered Gem of a Find. enjoy Fishkill where it is happening. Come up for the week end stay a life time.

  John Melchior Howard Hanna Rand Realty

  0 Baxtertown Rd Unit KEY877833, Fishkill, NY 12524
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  /2

  $70,000

  • Land
  • 0.11 Acre
  • $636,364 per Acre

  83 N Bridge St, Poughkeepsie, NY 12601

  Vacant Land, Can build a 3 family. Can possibly put in an application (variance) prior to building for main street zoning and build a four family plus a store.

  Rita White Keller Williams Realty Partner

  83 N Bridge St, Poughkeepsie, NY 12601
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  /2

  $185,000

  • Land
  • 0.61 Acre
  • $303,279 per Acre

  0 Gold Rd Unit KEY877218, Myers Corner, NY 12590

  Vacant residential lot. Commuter dream location. Close to highways, shopping, schools and trendy restaurants.

  GIOCONDA RUGGERIO

  0 Gold Rd Unit KEY877218, Myers Corner, NY 12590
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  /27

  $650,000

  • 3 Beds
  • 2 Baths
  • 1,533 Sq Ft

  74 Brandy Ln, Wappingers Falls, NY 12590

  Rare and unique 3 bedroom, 2 bath, chalet-style property on 1.2 acres of mature, wooded land, perfect for those seeking privacy while maintaining closeness to city life.Open layout living and dining areas featuring a 3-sided wood burning brick fireplace, dramatic 2 storey tall walls of windows connect nature to the contemporary living space year-round. The living room opens to generously

  Hugh Lew Joseph Baratta Company Realty

  74 Brandy Ln, Wappingers Falls, NY 12590
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  /43

  $830,000

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  42 Blackstone Ridge, Holmes, NY 12531

  Nestled in Dutchess County, this one-of-a-kind 1780s cattle barn, reimagined as a stunning modern residence, awaits its next occupant to cherish its historic charm and unique character. A picturesque driveway leads to a grand entryway, setting a dramatic tone as abundant natural light floods the open-concept interior, featuring 3 bedrooms and 2.5 bathrooms. Soaring cathedral ceilings highlight

  Brittany Pisco, SRS William Raveis-New York, LLC

  42 Blackstone Ridge, Holmes, NY 12531
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  /45

  $949,000

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

  36 N Cedar St, Beacon, NY 12508

  Modern luxury meets industrial charm in the heart of Beacon. Step into this fully renovated and reimagined industrial-style masterpiece, offering soaring 25-foot ceilings throughout and sophisticated finishes at every turn. This expansive home features three bedrooms - one being a primary - each with custom built-in closets and bathrooms, providing both comfort and privacy. The luxury chef’s

  William Stafford Compass Greater NY, LLC

  36 N Cedar St, Beacon, NY 12508
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  /28

  $537,500

  • 3 Beds
  • 3.5 Baths
  • 2,106 Sq Ft

  101 Bundy Hill Rd, Holmes, NY 12531

  Nestled in between trees and rocks, privacy abounds in this Contemporary Colonial style dwelling with numerous upgrades. A down to the studs remodel in 2016, the home boasts generous open concept living, dining and kitchen areas all with recessed lighting. Kitchen includes butcherblock counter tops and stainless-steel appliances. Entry nook convenient for coats, purses, backpacks and shoes. First

  Judy Albert BHHS Hudson Valley Properties

  101 Bundy Hill Rd, Holmes, NY 12531
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  /36

  $79,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  191 Sylvan Lake Rd Unit 1, Hopewell Junction, NY 12533

  Fully Renovated cottage has everything your looking for...come Findyourgetaway#. This seasonal cottage (May 1 - November 1) In the Sylvan Lake Area features a fenced in yard, private setting and perennial gardens. Can come minimally furnished as scene. Interior features new kitchen and bath updates, new floors, new lighting fixtures, fresh paint throughout and more. Laundry facility on site,

  RYAN SCHWARZ

  191 Sylvan Lake Rd Unit 1, Hopewell Junction, NY 12533
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  /4

  $79,000

  • Land
  • 1.30 Acres
  • $60,769 per Acre

  0 New York 82, Pleasant Valley, NY 12569

  UNTOUCHED and never on the market since 1968! PRICED TO SELL!1.3 beautiful acres on a scenic country road. Zoned RA3, build your dream home and bring your farming skills with you!Bucolic and private, these gems are rare and hard to find. Priced for immediate attention!

  Randy Calano Keller Williams Realty Partner

  0 New York 82, Pleasant Valley, NY 12569
• 

  

  /50

  $500,000

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  23 Wild Turkey Run, Wappingers Falls, NY 12590

  There is nothing typical about this raised ranch and all that it offers. Tucked away at the end of Wild Turkey Run, a private road shared with only three other homes, this unique property sits on 5.74 acres of serene, wooded land. A long, private driveway leads to an oversized raised ranch boasting 2,500 square feet of living space, including 1,600 square feet on the main level and 900 square

  Claudia Jiskra McGrath Realty Inc

  23 Wild Turkey Run, Wappingers Falls, NY 12590
• 

  

  /50

  $5,500,000

  • 4 Beds
  • 5.5 Baths
  • 6,244 Sq Ft

  3585 Route 82, Millbrook, NY 12545

  Welcome to Sunset Ridge Farm. A discreet tree-lined drive with expansive views of two aerated ponds and rolling hills leads to this breathtaking modern farmhouse estate. Set on 10 exquisitely manicured acres with mountain vistas, a heated in-ground pool, spa, and gardens reminiscent of the English countryside, 3585 Route 82 is a truly rare offering — a perfect full-time residence or refined

  JORDAN VACCARO Serhant LLC

  3585 Route 82, Millbrook, NY 12545

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