Dutchess County NY Homes for Sale

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  /40

  $675,000

  • 4 Beds
  • 3.5 Baths
  • 3,041 Sq Ft

  343 North Ave, Pleasant Valley, NY 12569

  Set far back from the road on 4.63 beautifully manicured acres and surrounded by protected land that will not be built on, this exceptional 3,041 SqFt front porch Colonial offers a rare combination of privacy, tranquility, and long-term peace of mind. A picturesque gently curving 650-foot driveway leads you through a serene, park-like setting, creating a true estate feel and a daily escape from

  John Durso Keller Williams Realty Partner

  343 North Ave, Pleasant Valley, NY 12569
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  /50

  $4,950,000

  • 4 Beds
  • 5.5 Baths
  • 5,206 Sq Ft

  790 Stanford Rd, Clinton Corners, NY 12514

  Set privately on nearly 35 acres just minutes from the Village of Millbrook, this exceptional country estate offers timeless architecture, refined craftsmanship, and sweeping western views to the Catskill Mountains. Thoughtfully designed for both elegant entertaining and comfortable everyday living, the 5,206 square foot residence captures extraordinary sunsets. A long private approach leads to

  PAULA REDMOND Corcoran Country Living

  790 Stanford Rd, Clinton Corners, NY 12514
• 

  

  

  /22

  $415,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,722 Sq Ft

  4 Cherry Ln, Poughkeepsie, NY 12601

  Welcome HOME to this beautifully updated ranch-style home in the Town of Poughkeepsie, located within the Hyde Park School District. Offering approximately 1,700 square feet of living space, this 3-bedroom, 1-bath home blends modern updates with comfortable, easy living. Step inside to a bright, open-concept layout featuring a spacious living room with a classic brick fireplace, flowing

  Ronald Green KW MidHudson

  4 Cherry Ln, Poughkeepsie, NY 12601
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  /38

  $769,000

  • 4 Beds
  • 3 Baths
  • 1,882 Sq Ft

  176 Williams Rd, Red Hook, NY 12571

  Large, protective, ancient trees and handcrafted, artisan-made, stone walls beckon you towards this well-built, nearly 200-year-old, classic Red Hook farmhouse. This 4 Bedroom home has 3 full baths and a large bonus sunroom overlooking the yard, perfect as a private guest suite or home office with a designated entrance and full bath. The expansive 10.1-acre parcel boasts a cherry and peach tree,

  Shana Altstaetter Halter Associates Realty Inc

  176 Williams Rd, Red Hook, NY 12571
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  /11

  $199,000

  • 3 Beds
  • 1.5 Baths
  • 1,866 Sq Ft

  64 Depot Hill Rd, Amenia, NY 12501

  Multiple Offers The seller has request highest and best offers by 2:00 PM Friday May 8, 2026.Septic pumped July 2021. 1000 gallons.Thank you Larry Perched on Depot Hill Road with commanding views and radiant sunsets, this Amenia property is brimming with potential. The flexible layout allows for a variety of living arrangements, but the home is in need of a complete overhaul. A full

  Larry Havens Havens Real Estate

  64 Depot Hill Rd, Amenia, NY 12501
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  /3

  $85,000

  $14K PRICE DROP

  • Land
  • 1.1 Acres
  • $77,273 per Acre

  16 Laura Ln, East Fishkill, NY 12533

  Enjoy Owning a Wooded Lot on a Peaceful Cul-de-Sac in a Charming, Established Community! Estate Sale – Two Adjacent Lots (Total 2.90 Acres) 12 Laura Lane (1.80 acres) and 16 Laura Lane (1.10 acres) sold together. Zoned R2 in East Fishkill (2-acre minimum to build). Combined acreage meets current zoning requirements. Original owner, never developed. No approvals in place – buyer to verify all info

  Kate Furia Exit Realty Achieve

  16 Laura Ln, East Fishkill, NY 12533
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  /43

  $535,000

  • 4 Beds
  • 3 Baths
  • 1,955 Sq Ft

  21 Saddle Ridge Dr, Hopewell Junction, NY 12533

  Dressed for Success! The curb appeal of this home is apparent from the moment you step out of your car and arrive for your showing. Greeted by a freshly painted home exterior and a newly sealed driveway, you'll be captured by the love and care its' owners have taken such pride in for decades. Located just 5 mintutes to the Taconic State Parkway in Hopewell Junction, you'll be in town and all

  Adrienne Volpe KW MidHudson

  21 Saddle Ridge Dr, Hopewell Junction, NY 12533
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  /29

  $475,000

  • 3 Beds
  • 1 Bath
  • 2,091 Sq Ft

  11 Gale Dr, Poughkeepsie, NY 12603

  Meticulous ranch set on a beautiful level property in the Town of Poughkeepsie. A welcoming entry foyer leads to a sun-filled living room and formal dining area enhanced by custom built-in cabinetry and crown molding. The eat-in kitchen is thoughtfully designed with custom cherry cabinetry, Corian countertops, and Bosch and GE appliances. The step-down family room features a vaulted ceiling, wall

  TINA TOWNSEND BHHS Hudson Valley Properties

  11 Gale Dr, Poughkeepsie, NY 12603
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  /45

  $1,900,000

  • 6 Beds
  • 2 Baths
  • 3,687 Sq Ft

  5020 Route 9g, Tivoli, NY 12583

  Available for the first time in more than 50 years, the meticulously restored 1753 Petrus Hoffman House presents your chance to own one of the Hudson Valley's most remarkable stone-house estates. Set far back from the road atop a high ridge with panoramic four-season views of the Catskill mountains, the property is minutes from the Tivoli village center, Bard College, Rhinebeck and Hudson, and

  Hayes Clement Compass Greater New York, LLC

  5020 Route 9g, Tivoli, NY 12583
• 

  

  /18

  $599,408

  • 4 Beds
  • 2 Baths
  • 2,148 Sq Ft

  810 New York 343, Dover Plains, NY 12522

  Set on 2.1 serene acres in the heart of Dutchess County, this thoughtfully designed 4-bedroom, 2-bath residence offers a harmonious blend of classic charm and modern functionality. Ideally positioned near the Wassaic Train, the Taconic Parkway, Millbrook, and Dover Plains, the property provides both privacy and convenience. Step inside to discover warm wood floors throughout the main level,

  Arleen Shepley Elyse Harney Real Estate

  810 New York 343, Dover Plains, NY 12522
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  /36

  $329,000

  • 2 Beds
  • 1 Bath
  • 1,255 Sq Ft

  2 Long Meadow Dr, Staatsburg, NY 12580

  Discover the perfect blend of comfort and convenience in this 1,255-square-foot ranch-style home at 2 Long Meadow Drive, listed for $329,000. Situated on a level 0.41-acre corner lot in the quiet Golden Meadows subdivision, this property is ideal for first-time home buyers looking for a peaceful retreat near major Hudson Valley hubs. This 2-bedroom, 1-bathroom home features an inviting layout

  Mark Snyder eXp Realty

  2 Long Meadow Dr, Staatsburg, NY 12580
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  /22

  $499,500

  • 3 Beds
  • 2 Baths
  • 2,008 Sq Ft

  38 Pine Woods Rd, Hyde Park, NY 12538

  BACK ON THE MARKET 5/14. BUYER COULD NOT PERFORM. This beautiful home has been completely renovated. Everything is brand new! You will fall in love as soon as you walk through the front door. This home features an incredible open floor plan. The kitchen is absolutely gorgeous and features a large center island with top of the line stainless steel appliances and beautiful granite countertops.

  JEFFREY COLTON Jeff S. Colton

  38 Pine Woods Rd, Hyde Park, NY 12538
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  /46

  $899,000

  $70K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  63 Liberty St, Beacon, NY 12508

  Welcome to 63 Liberty Street, a beautifully maintained Colonial in the heart of Beacon offering the perfect blend of historic character and modern comfort. Built in 1900, this 3-bedroom, 2-bath home spans approximately 1,900 square feet and sits on a rare oversized lot for the neighborhood. Inside, the home features a flexible three-story layout designed for both everyday living and entertaining.

  Kim Conklin KW MidHudson

  63 Liberty St, Beacon, NY 12508
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  /18

  $599,408

  • 4 Beds
  • 2 Baths
  • 2,148 Sq Ft

  810 Route 343, Dover Plains, NY 12522

  Sophisticated country living in the desirable Millbrook area within the highly regarded Millbrook Central School District. Ideally located close to the charming village, local amenities, and the Wassaic Station for convenient Metro-North access to New York City. Privately set on 2.06 picturesque acres, this light-filled 4-bedroom, 2-bath Cape offers the perfect blend of comfort, versatility, and

  Arleen Shepley Elyse Harney Real Estate

  810 Route 343, Dover Plains, NY 12522
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  /2

  $569,900

  1221 New York 9g, Hyde Park, NY 12538

  This multifamily home is well kept by the owners and it is fully occupied.

  JULIA MULLEN K. Fortuna Realty, Inc.

  1221 New York 9g, Hyde Park, NY 12538
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  /13

  $374,999

  • 4 Beds
  • 1 Bath
  • 1,660 Sq Ft

  5 Cayuga Dr, Wappingers Falls, NY 12590

  GREAT LOCATION!!!! Prime Commuter-Friendly Raised Ranch in the Heart of Wappingers Falls, NY offering space, convenience, and opportunity. Bring your hammer, bring your paint, and unlock the full potential. While the home needs work, it offers a strong foundation, solid bones, and excellent ARV—making it ideal for buyers looking to customize or investors seeking value. Discover the potential of

  Sheena Graham Keller Williams Hudson Valley

  5 Cayuga Dr, Wappingers Falls, NY 12590
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  /9

  $529,000

  • 3 Beds
  • 2.5 Baths
  • 2,436 Sq Ft

  4 Chaucer Rd, Staatsburg, NY 12580

  Welcome to 4 Chaucer Road in Staatsburg, New York. This home is located in a desirable neighborhood, and tucked away with seasonal Hudson River and mountain views. The backyard offers an inviting brick paved patio with plenty of space to entertain. Indoors, you'll be greeted with a formal living space and its equestrian style wood burning fireplace, a formal dining room, an eat in kitchen, family

  Cristal Hammond Agnes I Wager Realty Inc.

  4 Chaucer Rd, Staatsburg, NY 12580
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  /12

  $1,450,000

  • Land
  • 164.59 Acres
  • $8,810 per Acre

  234 W Market St, Red Hook, NY 12571

  164 Acres in Red Hook, NY Look no further—this extraordinary 164-acre parcel offers unmatched privacy, beauty, and convenience just one mile from the heart of Red Hook Village. Mature, wooded landscape with natural privacy Multiple secluded building sites ideal for a private estate or retreat Zoned R3 with 682 feet of road frontage Easy access to the Taconic Parkway and Amtrak train station

  Ellen Osgood Coldwell Banker Village Green

  234 W Market St, Red Hook, NY 12571
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  /49

  $850,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,320 Sq Ft

  13 Tompkins Ln, Hopewell Junction, NY 12533

  First Floor Primary Bedroom and Bathroom Suite plus Second Bedroom and additional Full Bath on the first floor of this Hopewell Glen Colonial. The open floor plan offers 10 ft ceilings and a gas fireplace in the living room. Upstairs you will find 1100 sq ft of space, which includes another Bedroom, Full Bath, Loft, and Bonus Room ideal for a home office, media room, guest space, or hobby area.

  Anthony DeGelormo Century 21 Alliance Rlty Group

  13 Tompkins Ln, Hopewell Junction, NY 12533
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  /11

  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,064 Sq Ft

  38 Carmine Dr, Wappingers Falls, NY 12590

  This is a beautiful and spacious end unit in the Leewood Arms Complex. The townhouse features hardwood flooring throughout. A spacious kitchen and dining area make this home a gem and a convenient half bath downstairs compliment the full bathroom upstairs. The patio/outdoor space allows for a great place to relax or entertain. Common laundry area with an extra storage space. Close to the train

  Gregory Martin K. Fortuna Realty, Inc.

  38 Carmine Dr, Wappingers Falls, NY 12590
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  /36

  $749,000

  New Construction

  • 3 Beds
  • 3 Baths
  • 2,269 Sq Ft

  5 Pond View Ct, Staatsburg, NY 12580

  **TO BE BUILT!!**Not your Father's Raised Ranch! This proposed brand-new, custom bi-level home on the last cul-de-sac lot at Norrie Park Estates redefines modern living with almost 2,300 sqft of thoughtfully designed space. Set on almost 2.5 acres with mountain views in the heart of Hyde Park, this 3-bedroom, 3-bath residence offers soaring 9' ceilings throughout with an 11' ceiling in the

  Justin LaFalce KW MidHudson

  5 Pond View Ct, Staatsburg, NY 12580
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  /28

  $970,000

  • 2 Beds
  • 2.5 Baths
  • 1,540 Sq Ft

  226 Main St Unit 301, Beacon, NY 12508

  Escape your everyday & come to Beautiful downtown Beacon! Settled on the 3rd floor of this magnificent building convenient to all you need to see while staying in Beacon. The kitchen is open to your living room & dining area. Offering polished concrete heated floors, Modern gas Fireplace, reclaimed wood beams placed on the walls throughout the home, Rough cut timber window sills, recessed

  Michele Rios BHHS Hudson Valley Properties

  226 Main St Unit 301, Beacon, NY 12508
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  /49

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 3,601 Sq Ft

  85 Ward Rd, Salt Point, NY 12578

  Welcome home to Hokulani House, a bright and modern 3 bed, 3 bath home nestled into the verdant woods of Salt Point, New York. Move right in to this beautiful contemporary home that offers a private retreat to call your own, surrounded by quiet and nature, while being simultaneously nearby to local downtown areas, highways, and public transportation. From the moment you walk in, you'll notice the

  Anthony Ruperto Ally Realty

  85 Ward Rd, Salt Point, NY 12578
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  /38

  $625,000

  • 3 Beds
  • 4 Baths
  • 3,107 Sq Ft

  760 Huntington Dr, Fishkill, NY 12524

  Welcome home to Van Wyck Meadows. Discover this updated 3 bedroom, 2.5 bath townhouse, offering over 3100 sq ft of beautifully finished living space that seamlessly blends modern updates with classic comfort. As you step into this end unit Carlyle, you are greeted by a stunning entryway that sets the tone for the rest of the home. Adorned with beautiful finishes, you'll find an inviting formal

  Geraldine Brucale BHHS Hudson Valley Properties

  760 Huntington Dr, Fishkill, NY 12524
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  /21

  $360,000

  • 3 Beds
  • 1.5 Baths
  • 1,802 Sq Ft

  5002 Chelsea Cove N, Hopewell Junction, NY 12533

  Welcome to Chelsea Cove North, where comfort, convenience, and lifestyle come together in one of the area’s most desirable communities. This three-level townhouse offers 3 bedrooms, 1.5 baths, and 1,802 square feet of thoughtfully designed living space, including a finished walk-out basement that adds versatility for guests, work, or recreation. The main level features a warm and inviting living

  Jason Martinez Keller Williams Realty Partner

  5002 Chelsea Cove N, Hopewell Junction, NY 12533
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  /38

  $1,000,000

  $900K PRICE INCREASE

  • 6 Beds
  • 6 Baths

  79 Academy St, Poughkeepsie, NY 12601

  Elegant Opportunity in the Heart of Poughkeepsie – 79 Academy StreetWelcome to 79 Academy Street, a distinguished property offering timeless charm and exceptional potential in the vibrant city of Poughkeepsie, New York. Ideally situated in a well-established neighborhood, this residence presents a unique opportunity for homeowners and investors alike.This property showcases a classic

  Luz Muy Real Broker NY LLC

  79 Academy St, Poughkeepsie, NY 12601
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  /6

  $895,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 3,656 Sq Ft

  212 Pleasant Ridge Rd, Poughquag, NY 12570

  Experience extraordinary at The Arboretum—more than a residence, it is a botanical sanctuary defined by a living landscape of specimen trees, perennial gardens, and the soothing sound of a year-round stream. From the moment you pass through the gated entrance framed by hydrangea-lined fencing and continue down the drive bordered by majestic Metasequoia and fragrant linden trees, you are

  Kimberly Wickes R. Ferris Real Estate, LLC

  212 Pleasant Ridge Rd, Poughquag, NY 12570
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  /2

  $92,000

  • Land
  • 1.89 Acres
  • $48,677 per Acre

  999 Violet Ave, Hyde Park, NY 12538

  Wooded two acre parcel with current Board of Health approval & access to municipal water. Proposed home site set back a considerable distance from road for sustainable privacy. Attractive parcel with rock outcroppings, mature hardwoods & conifers. Central location just minutes to colleges, hospitals, dining, shopping & area attractions. Ideal opportunity for a builder or end user.

  Dan Axtmann BHHS Hudson Valley Properties

  999 Violet Ave, Hyde Park, NY 12538
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  /31

  $479,000

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

  9 Alladin Ct, Wappingers Falls, NY 12590

  Welcome to this custom-built ranch home, tucked away on a quiet cul-de-sac in the highly sought-after Myers Corners area of Wappingers Falls. Set on a level, private lot, this home offers the perfect combination of space, comfort, and location. Lovingly maintained by the same family since the early 1970s, the property reflects quality craftsmanship and solid construction, originally built by a

  Shirley Mojica Compass Greater NY, LLC

  9 Alladin Ct, Wappingers Falls, NY 12590
• 

  

  /32

  $699,000

  • 7 Beds
  • 3 Baths
  • 3,774 Sq Ft

  8 Fox Terrace, Poughkeepsie, NY 12603

  Prime Investment Opportunity in Poughkeepsie: Discover an exceptional investment in this charming three-family Colonial, ideally located in the heart of Poughkeepsie. Each unit boasts a spacious floor plan, a bright and airy living room, a well-appointed eat-in kitchen, and a full bath. The property has undergone complete renovation for a long term investment, including the exterior, utility

  Barry Malawer Coldwell Banker Realty

  8 Fox Terrace, Poughkeepsie, NY 12603
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  /33

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,788 Sq Ft

  4 Echo Valley Rd, Red Hook, NY 12571

  Turn the key and settle right in—this impeccably maintained 4-bedroom, 2.5-bath home, in one of Red Hook’s most desirable neighborhoods, offers a rare opportunity to have the best of both worlds—access to the convenience and community of Village life and ultimate privacy in a large, peaceful backyard.Only half a mile from the center of Red Hook with a level, lush, and manicured 1.12-acre lot,

  Patricia Dantzic Upstate Down

  4 Echo Valley Rd, Red Hook, NY 12571
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  /7

  $229,000

  • Land
  • 5 Acres
  • $45,800 per Acre

  Lot # 5 Smithfield Rd, Millerton, NY 12546

  Welcome to Smithfield Road—where open meadows, gentle woodlands, and sweeping pastoral views create the perfect setting for your dream home. With BOHA approval already in place on this 5-acre parcel, you're one step closer to building your own Hudson Valley retreat.A bit of strategic clearing will unlock even more beauty and possibilities. This peaceful location feels worlds away, yet it's

  Larry Havens Havens Real Estate

  Lot # 5 Smithfield Rd, Millerton, NY 12546
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  /8

  $135,000

  • Land
  • 31,798 Sq Ft
  • $184,932 per Acre

  0 Walnut St, Pawling, NY 12564

  Great lot in the Village of Pawling! *Board of Health Approval is NOT required because the house will be hooked up to municipal water and sewer! This .73-acre lot offers a lovely western view. Walk to the picturesque Village center with its quaint shops, bakeries, restaurants, library, post office, health care, so much more! Metro-North Train Station (Harlem Line) is located in the Village as

  Lisa Liffland McGrath Realty Inc

  0 Walnut St, Pawling, NY 12564
• 

  

  /50

  $1,143,000

  • 5 Beds
  • 4.5 Baths
  • 6,326 Sq Ft

  13 Chestnut St, Hopewell Junction, NY 12533

  Welcome to the luxurious lifestyle of the sought-after Four Corners community where family living combines with resort amenities. Just a few of the stand out features of this exquisite home are the premier secluded lot, perfectly located & cleared, yet maintaining mature landscape and backing to woods, stream and conservation lands for forever privacy, charming footbridge over stream leads to

  Susan Todd BHHS Hudson Valley Properties

  13 Chestnut St, Hopewell Junction, NY 12533
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  /41

  $2,500,000

  • 3 Beds
  • 3.5 Baths
  • 2,292 Sq Ft

  34 Meeting House Rd, Pawling, NY 12564

  Nestled in the heart of historic Quaker Hill, this bucolic property offers timeless charm just a stone’s throw from the iconic Meeting House. Originally built in 1983, the home underwent a meticulous, top-to-bottom renovation in 2016, thoughtfully upgrading all major systems, finishes, and living spaces to modern standards while preserving its serene setting. The residence is exceptionally

  Mark Friedman McGrath Realty Inc

  34 Meeting House Rd, Pawling, NY 12564
• 

  

  /18

  $2,895,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,865 Sq Ft

  60 Stone Wall Path, Red Hook, NY 12571

  A study in proportion, light, and restraint, this under-construction residence, designed by Incorporated Architecture and Design and developed by ROAM Properties, is set back across seven acres within a private community in Red Hook, New York, where meadow and woodland converge at the edge of the Hudson Valley.Two wood-clad volumes anchor the composition, their silhouettes inspired by

  Angelica VonDrak Houlihan Lawrence, Inc.

  60 Stone Wall Path, Red Hook, NY 12571
• 

  

  /25

  $2,850,000

  • 3 Beds
  • 3.5 Baths
  • 3,952 Sq Ft

  457 Round Lake Rd, Rhinebeck, NY 12572

  Milan Hall Farm circa 1750Truly exceptional. Completely private.Set across 87 acres of open field and quiet forest, Milan Hall Farm unfolds as a rare Hudson Valley offering—where land, history, and thoughtful stewardship meet.A winding stream and natural waterfall trace the landscape, alongside a private 1.3 mile walking trail through the woods, all bordered by enduring stone walls

  SHERI SCEROLER Four Seasons Sothebys Intl

  457 Round Lake Rd, Rhinebeck, NY 12572
• 

  

  /30

  $675,000

  • 4 Beds
  • 3.5 Baths
  • 2,604 Sq Ft

  15 Red Hawk Hollow Rd, Wappingers Falls, NY 12590

  Accepted offer. Welcome Home! A sweet rocking chair front porch greets you; it's an invitation to relax and stay awhile to enjoy the pretty view. The versatile split-level floor plan offers modern flexibility; the stunning, oversized primary suite could easily be a private in-law suite. With an additional 3 bedrooms upstairs and 3 1/2 bathrooms in total, there's an abundance of space for

  Christine Pergolizzi

  15 Red Hawk Hollow Rd, Wappingers Falls, NY 12590
• 

  

  /11

  $119,500

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  1548 U S 9 Unit 12F, Wappingers Falls, NY 12590

  Welcome to Wappingers Falls Owners Corp, located centrally within the Village of Wappingers Falls on Route 9. Conveniently located between shops and restaurants, this Cooperative is less than 10 minutes from the train station and Poughkeepsie Galleria Mall. Come and see this top floor unit, featuring updated appliances, AC unit, kitchen and flooring. This one bedroom unit has everything needed

  Lucas Hoye McGrath Realty Inc

  1548 U S 9 Unit 12F, Wappingers Falls, NY 12590
• 

  

  /9

  $70,000

  • Land
  • 24,829 Sq Ft
  • $122,807 per Acre

  5019 Route 22, Amenia, NY 12501

  Located at 5019 Route 22 in the Town of Amenia, this 24,829 sq ft lot offers a great opportunity to build. Previously had a structure that was removed after a 2014 fire, and is now a blank canvas. Enjoy a highly desirable location within walking distance to local shops, dining, and everyday amenities, making it perfect for those seeking a central and accessible setting. Whether you're looking to

  Theresia Schoonmaker Epique Realty

  5019 Route 22, Amenia, NY 12501

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