Dutchess County NY Homes for Sale

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  /34

  $450,000

  $39K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,988 Sq Ft

  4 Mcallister Dr, Pleasant Valley, NY 12569

  Proud ownership shines throughout this well-maintained Dutch Colonial , nestled on over 1.1 acres of picturesque land in town of Lagrange, NY with Arlington central schools. With an easy commute to New York City in under two hours, you can enjoy the serenity of the Hudson Valley while remaining conveniently connected to the bustling urban lifestyle. Step inside to discover over 1,610 square feet

  Kaye Saglibene

  4 Mcallister Dr, Pleasant Valley, NY 12569
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  /45

  $900,000

  • 4 Beds
  • 6.5 Baths
  • 5,050 Sq Ft

  3534 Route 82, Millbrook, NY 12545

  Discover a truly unique Millbrook estate set on over 6 acres with a private pond, fruit trees, and beautiful natural surroundings. This expansive stone and brick residence offers remarkable craftsmanship and imported finishes, including marble and other materials brought in directly from Italy. Designed for both elegance and comfort, the home features multiple kitchens, two formal dining rooms,

  Christian Baez Keller Williams Hudson Valley

  3534 Route 82, Millbrook, NY 12545
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  /17

  $325,000

  • Land
  • 3.4 Acres
  • $95,588 per Acre

  Lot #2 Church Rd, Red Hook, NY 12571

  Beautiful 3.4 Acre Lot in Red Hook, NY – Ready for Your Dream Home! Located off Jackson Corners Rd, just minutes from both Red Hook and Pine Plains, this stunning 3.4 acre property is the perfect spot to build your dream home. Septic installed for a 3 bed approved home. Nestled in a private, cleared area off Church Road, the land features a level building pad, pond, a cleared patio adding

  Bryn Bahnatka Dier BHHS Hudson Valley Properties

  Lot #2 Church Rd, Red Hook, NY 12571
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  /25

  $5,900,000

  • 3 Beds
  • 4 Baths
  • 4,247 Sq Ft

  1135 Duell Rd, Stanfordville, NY 12581

  Perched atop 40.9 private acres, this exceptional custom-built estate offers unrivaled privacy and sweeping panoramic views of the Catskill Mountains. Blending timeless craftsmanship with modern luxury, this hilltop retreat embodies refined living in a breathtaking natural setting. Inside, antique teak flooring flows throughout the home, adding warmth and character to every space. The open floor

  PATRICIA McNAMEE William Pitt Sothebys Int Rlty

  1135 Duell Rd, Stanfordville, NY 12581
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  /4

  $2,850,000

  • 5 Beds
  • 4.5 Baths
  • 4,500 Sq Ft

  39 Mountain Ln, Beacon, NY 12508

  Modern luxury meets mountain serenity at 39 Mountain Lane — a rare new construction opportunity nestled on 2.7 private acres in one of Beacon’s most coveted locations. This custom-designed modern country retreat blends refined architecture, expansive indoor-outdoor living, and peaceful natural surroundings just minutes from downtown Beacon and the Metro-North train to NYC. Designed with intention

  Paula Dowd BHHS Hudson Valley Properties

  39 Mountain Ln, Beacon, NY 12508
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  /29

  $415,000

  $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,132 Sq Ft

  182 Downing Rd, Pleasant Valley, NY 12569

  Commuter's Dream Ranch with West-Facing Views & WorkshopLocation, Privacy, and Convenience! Beautiful Ranch situated on a private 2.6-acre lot in Pleasant Valley. This home offers the ultimate balance: incredibly close to the Taconic State Parkway for an easy commute, yet tucked away in a quiet area that feels far removed from the hustle. Key Features Include:Outdoor Living: Hear the

  Christine Hamilton Keller Williams Realty Partner

  182 Downing Rd, Pleasant Valley, NY 12569
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  /11

  $205,000

  • Land
  • 2.5 Acres
  • $82,000 per Acre

  0 New York 22, Dover Plains, NY 12522

  Located on Route 22 in the town of Dover Plains, this Eight-acre site consists of four lots: 1.66-acre(lot 1), 1.85-acre(lot 2),2.03-acre(lot 3), and 2.5-acre(lot 4) development sites. It is currently being re-zoned to Gateway Commercial (GC) by themunicipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office,light retail,

  Adam Hade Compass Greater NY, LLC

  0 New York 22, Dover Plains, NY 12522
• 

  

  /18

  $750,000

  $45K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,307 Sq Ft

  41 Trinity Place, Rhinebeck, NY 12572

  A classic mid-century modern gem in the heart of Rhinebeck Village—warm, architectural, and beautifully preserved.This three-bedroom, two-bath home celebrates clean lines, abundant natural light, and a thoughtful connection between spaces. The living room is anchored by a striking stone fireplace, while expansive windows and hardwood floors create an inviting, effortless flow throughout. The

  SHERI SCEROLER Four Seasons Sothebys Intl

  41 Trinity Place, Rhinebeck, NY 12572
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  /11

  $109,000

  • Land
  • 5.32 Acres
  • $20,489 per Acre

  0 Harley Tucker Hill, Haviland, NY 12601

  This breathtaking BOH approved parcel is one of the highest points in Dutchess County. Land faces east and the sunrises are breathtaking. Close to Greenfields and Peach Hill Parks, Eleanor Roosevelt National Historic Site, Hyde Park Soccer Stadium, Richard L. Skimin Memorial Baseball Fields, gas stations and eateries. Please stay on the driveway and be mindful that this is a paved private road.

  Kathleen Rafferty RE/MAX Benchmark Realty Group

  0 Harley Tucker Hill, Haviland, NY 12601
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  /7

  $110,000

  • Land
  • 20.3 Acres
  • $5,419 per Acre

  Lot 372686 New York 376, Wappingers Falls, NY 12590

  On a well-traveled stretch of New York State Route 376 in Wappingers Falls, the parcel is Tax ID 0135689-6358-01-372686-0000 — sits squarely within the CC (Community Commercial) zone. It is land positioned not just on a road, but on a corridor of movement. Route 376 carries the daily rhythm of the town — morning commuters, school traffic, local errands, steady residential flow feeding toward

  Thomas Santore Coldwell Banker Realty

  Lot 372686 New York 376, Wappingers Falls, NY 12590
• 

  

  /22

  $599,900

  • 3 Beds
  • 3 Baths
  • 1,640 Sq Ft

  85 Harmony Hill Rd, Pawling, NY 12564

  **Highest & Best 7pm Monday 4/27.** Set on nearly three private acres just minutes from Metro-North, this fully renovated country retreat delivers the space, privacy, and lifestyle buyers are searching for right now. Bright, open, and thoughtfully updated, the home is designed for both everyday living and easy entertaining. The kitchen features custom cabinetry, quartz countertops, and stainless

  Anna Proctor Compass Greater NY, LLC

  85 Harmony Hill Rd, Pawling, NY 12564
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  /15

  $960,000

  • Land
  • 4 Acres
  • $240,000 per Acre

  0 Mill Rd Unit KEY912345, Rhinebeck, NY 12572

  Rare Hudson Riverfront Land Opportunity in Rhinebeck Along the prestigious and highly coveted Mill Road, this extraordinary 4 acre parcel offers a rare chance to own 300 feet of direct Hudson River frontage in one of the most sought-after areas of Rhinebeck.Framed by breathtaking sunsets over the Catskill Mountains, this property invites you to create a private retreat surrounded by nature’s

  SHERI SCEROLER Four Seasons Sothebys Intl

  0 Mill Rd Unit KEY912345, Rhinebeck, NY 12572
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  /2

  $180,000

  • Land
  • 5 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 Redfin Real Estate

  591 Bog Hollow Rd, Wassaic, NY 12592
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  /6

  $299,999

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  163 Old State Route 22, Dover Plains, NY 12522

  Discover the perfect blend of potential and land with this quaint cottage in Dover Plains. Nestled on 10.02 acres of expansive property, this two-bedroom, two-bathroom home is ideal for buyers looking to invest in a fixer-upper with endless possibilities. This property is a dream come true for outdoor lovers or those seeking privacy and space to roam, garden, or build. With a very affordable

  German Nielsen Newman Realty Inc

  163 Old State Route 22, Dover Plains, NY 12522
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  /33

  $495,000

  • 2 Beds
  • 2 Baths
  • 1,088 Sq Ft

  17 Townsend Blvd, Pawling, NY 12564

  Fall in Love with this Charming Mediterranean Style Garden Home. A Private Oasis Hidden Away and Nestled among a Grove of Mature Trees. Follow meandering paths that lead to Splashes of Color from the Cultivated Perennial Gardens of a Lifetime and a Gentle Woodland Stream. This Home is Sparkling Clean, Freshly Polished, Newly Painted, Move-In Ready and awaits your Arrival. Tucked in at the end of

  Martha Woodhouse Howard Hanna Rand Realty

  17 Townsend Blvd, Pawling, NY 12564
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  /42

  $725,000

  • 4 Beds
  • 2 Baths
  • 1,492 Sq Ft

  929 Centre Rd, Staatsburg, NY 12580

  Welcome to your own slice of country living with this perfect revitalized Homesteading property !!!!This charming 4-bedroom, 2-bath raised ranch sits on 8.3 mostly level acres, surrounded by mature trees and open pasture — perfect for anyone dreaming of space, fresh air, and peaceful days. The home features a traditional, easy-to-love layout with fresh painted \inside and exterior, all new

  Rebecca Hanlon Corcoran Country Living

  929 Centre Rd, Staatsburg, NY 12580
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  /34

  $790,000

  • 5 Beds
  • 3 Baths
  • 2,906 Sq Ft

  420 Rhinecliff Rd, Rhinebeck, NY 12572

  The Rhinecliff House begins with its setting, just steps from the Rhinecliff train station and a short drive into the Village of Rhinebeck, where mornings can start with a walk for coffee and end with a seamless trip back from the city. It is a place where Hudson Valley calm and everyday access to NYC naturally meet.Inside, the home unfolds with a sense of ease and possibility. Currently

  Juliana Botta Four Seasons Sotheby's Int.

  420 Rhinecliff Rd, Rhinebeck, NY 12572
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  /7

  $820,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,813 Sq Ft

  34 Dartmouth Dr, Poughkeepsie, NY 12603

  This stunning four-bedroom home blends luxury, comfort, and thoughtful design. The first-floor master suite offers a private retreat, featuring generous space and a spa-like bath—perfect for convenient single-level living. At the heart of the home is an expansive, upscale kitchen with premium finishes, seamlessly flowing into a large great room ideal for both everyday living and entertaining.

  David Bartolone Christie's Int. Real Estate

  34 Dartmouth Dr, Poughkeepsie, NY 12603
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  /46

  $1,285,000

  • 3 Beds
  • 2.5 Baths
  • 2,949 Sq Ft

  87 Kaye Rd, Millerton, NY 12546

  Tucked away at the end of a quiet country road, this rustic mountain house offers sweeping views of rolling farmland and distant mountains. With its rustic charm and private storybook setting on 13.73 acres, the home feels like a peaceful escape from another time—surrounded by nature yet conveniently located just minutes from the charming Village of Millerton. The inviting cabin features a

  PAULA REDMOND Corcoran Country Living

  87 Kaye Rd, Millerton, NY 12546
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  /26

  $465,000

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

  21 Homer Place, Poughkeepsie, NY 12603

  Welcome HOME to this beautifully maintained 3 bedroom split level home offering approximately 1,800 square feet of thoughtfully designed living space in the Arlington School District. Set on a level and private almost half acre lot this property features an oversized 2+ car garage and an above ground pool. Step inside to fresh paint and refinished hardwood floors that create a warm inviting

  Ronald Green KW MidHudson

  21 Homer Place, Poughkeepsie, NY 12603
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  /19

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  21 Verplanck Ave, Hopewell Junction, NY 12533

  Beautifully maintained 3-bedroom, 3-bath raised ranch in Hopewell Junction, conveniently located near the Taconic State Parkway. This home features a spacious eat-in kitchen and a bright living room filled with natural light. The lower level offers a large family/media room with a cozy fireplace and direct access to the 2-car garage—perfect for additional living and entertaining space.

  LYNNETTE MACINA

  21 Verplanck Ave, Hopewell Junction, NY 12533
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  /31

  $399,900

  • 4 Beds
  • 2 Baths
  • 1,329 Sq Ft

  905 N Quaker Ln, Staatsburg, NY 12580

  Welcome to 905 N Quaker Lane — a fully renovated home offering modern finishes, low-maintenance living, and a peaceful setting in desirable Staatsburg. This move-in ready property has been completely updated from top to bottom. Enjoy a brand new roof, new driveway, new bathrooms, updated electrical and lighting, fresh paint throughout, and all new flooring. The stunning kitchen features white

  Devon King HomeSmart Homes & Estates

  905 N Quaker Ln, Staatsburg, NY 12580
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  /26

  $429,000

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft

  3418 Bennington Dr, Fishkill, NY 12524

  Welcome to The Van Wyck Mews. Effortless modern living in this beautifully maintained newer construction condo offering 2 spacious bedrooms, 2 full bathrooms, and approximately 1,300 square feet of thoughtfully designed living space. This move-in ready home combines style, comfort, and convenience in one exceptional package. Step inside to discover an open-concept layout filled with natural

  Anthony D'Amato BHHS Hudson Valley Properties

  3418 Bennington Dr, Fishkill, NY 12524
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  /16

  $420,000

  • 3 Beds
  • 3 Baths
  • 1,296 Sq Ft

  126 Perrys Corners Rd, Amenia, NY 12501

  Offered for the first time ever, this beloved home has been a cherished sanctuary for one family since 1963. Featuring 3 bedrooms and 3 baths, it’s thoughtfully designed to adapt to today’s busy lifestyle. Hardwood floors lie beneath the carpeting, ready to shine. The finished lower-level family room is perfect for an office, music studio, or playroom—your options are endless. This is a

  Larry Havens Havens Real Estate

  126 Perrys Corners Rd, Amenia, NY 12501
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  /4

  $88,000

  • Land
  • 38,855 Sq Ft
  • $98,655 per Acre

  0 Round Lake Rd Unit KEY952051, Milan, NY 12572

  Beautiful vacant lot. The site is wooded and generally level with a slope to the East side of the Lot. Enjoy Lake rights to beautiful Round Lake. Minutes to Charming Rhinebeck Village. Wonderful opportunity to build your dream home.

  Peggy Santamorena Houlihan Lawrence Inc.

  0 Round Lake Rd Unit KEY952051, Milan, NY 12572
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  /30

  $549,999

  • 3 Beds
  • 2 Baths
  • 1,284 Sq Ft

  127 Spring Lake Rd, Red Hook, NY 12571

  Step inside this turnkey home, conveniently located minutes from the Village of Red Hook. Fully renovated with a modern aesthetic, this property offers effortless one-level living paired with stylish, contemporary finishes throughout. This beautifully updated 3-bedroom, 2-bath residence blends comfort and functionality with thoughtful design. The spacious primary suite features a private en-suite

  Eliana Amodio Amodio Real Estate & Prop

  127 Spring Lake Rd, Red Hook, NY 12571
• 

  

  /18

  $449,900

  • 4 Beds
  • 3 Baths
  • 3,156 Sq Ft

  22 Old Mill Rd, Poughkeepsie, NY 12603

  A Rare Find! 24 hour notice, tenants, need confirmation. This large brick home needs work and is being sold "as-is"! Overlooking Wappingers Creek this wonderful brick cape has over 3100 sq ft of living space. Wonderful floor plan with large rooms, two kitchens, 2 living rooms one with fireplace, 3 baths plus family room. Possible accessory apartment, tax records include the apartment. Price

  ANITA CHESTER BHHS Hudson Valley Properties

  22 Old Mill Rd, Poughkeepsie, NY 12603
• 

  

  /31

  $425,000

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

  105 Hooker Ave, Poughkeepsie, NY 12601

  Bring new life to a home rich with character and history. Original details such as hardwood floors, stained glass and chandeliers reflect its timeless charm and craftsmanship while offering a strong foundation for renovation and customization. The layout includes large sized rooms and the convenience of first floor laundry, with the washer and dryer already in place. Set on a level, double lot,

  Pamela Kandel

  105 Hooker Ave, Poughkeepsie, NY 12601
• 

  

  /19

  $354,900

  • 3 Beds
  • 1 Bath
  • 1,666 Sq Ft

  430 North Ave, Pleasant Valley, NY 12569

  Welcome to 430 North Ave in Pleasant Valley—a charming, well-maintained cape-style home set on 1.16 acres, offering comfortable living with room to make it your own.The main level features a spacious kitchen, bright living room with fireplace, and beautiful hardwood floors throughout much of the main living space. The home includes a primary bedroom and full bath on the main level, along with

  Michael Strutt BHHS Hudson Valley Properties

  430 North Ave, Pleasant Valley, NY 12569
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  /8

  $75,000

  $15K PRICE DROP

  • Land
  • 1 Acre
  • $75,000 per Acre

  10 William Way, East Fishkill, NY 12582

  Discover the perfect canvas for your dream home with this exceptional 1-acre parcel of raw land, nestled at the end of a peaceful cul-de-sac street. Boasting a flat and expansive lot, this property offers the ultimate canvas for your vision. Whether you're looking to build your forever home or an investment property, this blank canvas is ready for its new owner to turn dreams into reality.

  Dominick DiFilippo Keller Williams Realty Partner

  10 William Way, East Fishkill, NY 12582
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  /32

  $699,000

  • 4 Beds
  • 2.5 Baths
  • 2,349 Sq Ft

  11 Trotter Ln, Poughkeepsie, NY 12603

  Town of Poughkeepsie 4 bedroom, 2.5 bath colonial located in desirable Coachlight Estates. Attractive floor plan features updated kitchen w/quartz counters, pantry and breakfast nook, formal living room & formal dining room. Main level family room plus office. Laundry room conveniently located on first floor. Large primary suite with walk-in closet and ensuite bathroom. Three additional

  Dan Axtmann BHHS Hudson Valley Properties

  11 Trotter Ln, Poughkeepsie, NY 12603
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  /38

  $435,000

  $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,282 Sq Ft

  5 Hammond Plaza, Beacon, NY 12508

  Move right into this beautifully maintained 2 level townhome, with gorgeous water views. Located directly across from beacon train station, this completely renovated 3 bedrooms, 1.5 baths, is sure to capture your attention. Step inside to a large living room which offers a dining area that flows to the patio with storage.The kitchen offers stainless appliances, granite countertops, tiled floor,

  Owais Khan OXM Realty Group LLC

  5 Hammond Plaza, Beacon, NY 12508
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  /11

  $2,600,000

  • Land
  • 210 Acres
  • $12,381 per Acre

  245 Guski Rd, Red Hook, NY 12571

  This listing is a rare opportunity to acquire 210 Acres, income-producing orchard in the heart of the Hudson Valley. This farm has been owned and operated for four generations and is a well-established agricultural operation serving multiple regional markets. Large, contiguous, and fully operational farms of this scale, combined with protected open space and extensive infrastructure are

  Carolynn Dittmann-Zinn

  245 Guski Rd, Red Hook, NY 12571
• 

  

  /8

  $90,000

  • Land
  • 1 Acre
  • $90,000 per Acre

  11 White Birch Rd, Hyde Park, NY 12538

  Rare opportunity to own a 1-acre buildable lot nestled within an established residential neighborhood in the heart of historic Hyde Park, New York. This prime parcel offers the perfect blend of privacy and community, surrounded by existing homes and ready for your vision. Ideally located just minutes from Marist University, the Culinary Institute of America, and the iconic Walkway Over the

  Shari Felder Keller Williams Realty

  11 White Birch Rd, Hyde Park, NY 12538
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  /24

  $499,000

  $30K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,525 Sq Ft

  307 Sepasco Lake Rd, Rhinebeck, NY 12572

  Enjoy life on the Lake, just 5 miles from the village of Rhinebeck. Built in 1955 and totally restored in 2021/2022 this 2 bedroom Ranch style home provides over 1500 finished square feet, a wood burning fireplace, private patio for dining alfresco and a fenced in level back yard. Just a few of the renovations include; a new roof and gutters new central air and heating system and new siding. The

  Linda Lindsay Upstate Down

  307 Sepasco Lake Rd, Rhinebeck, NY 12572
• 

  

  /11

  $195,000

  • Land
  • 1.85 Acres
  • $105,405 per Acre

  0 New York 22, Dover Plains, NY 12522

  Located on Route 22 in the town of Dover Plains, this Eight-acre site consists of four lots: 1.66-acre(lot 1), 1.85-acre(lot 2),2.03-acre(lot 3), and 2.5-acre(lot 4) development sites. It is currently being re-zoned to Gateway Commercial (GC) by themunicipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office,light retail,

  Adam Hade Compass Greater NY, LLC

  0 New York 22, Dover Plains, NY 12522
• 

  

  /42

  $9,500,000

  • 25 Beds
  • 25 Baths
  • 12,437 Sq Ft

  10 Old Route 9, Staatsburg, NY 12580

  Belvedere Mansion at Pawling Manor An Enduring Hudson Valley Landmark of Rare Pedigree Set on 9.52 secluded acres just minutes from Rhinebeck, Belvedere Mansion at Pawling Manor stands as one of the Hudson Valley’s most storied and versatile estates. Anchored by a grand, turn-of-the-century Georgian mansion, the property embodies over three centuries of American history while offering a refined

  Wendy Maitland Atelier WM LLC

  10 Old Route 9, Staatsburg, NY 12580
• 

  

  /46

  $510,000

  Open House 5/31

  • 3 Beds
  • 1 Bath
  • 1,534 Sq Ft

  152 Robinson Ln, Wappingers Falls, NY 12590

  Welcome to 152 Robinson Ln in Wappingers Falls, a beautifully maintained 3-bedroom, 1-bath ranch, offering the perfect blend of comfort, convenience, and scenic Hudson Valley charm; set on a gorgeous, private property surrounded by picturesque horse farms. Just minutes from the Taconic State Parkway, this home features hardwood floors throughout and a warm, inviting open layout highlighted by an

  Edwin Ramirez Houlihan Lawrence Inc.

  152 Robinson Ln, Wappingers Falls, NY 12590
• 

  

  /10

  $999,000

  • Land
  • 68.39 Acres
  • $14,607 per Acre

  0 Old Quaker Hill Rd Unit KEY986977, Pawling, NY 12564

  You can stop looking now because this is the piece of land you've been dreaming of. Over 68 acres atop Pawling's prestigious Quaker Hill. Approximately 20 acres clear and level with the remainder old woods crisscrossed by multiple streams and revolutionary era or older trails. In the heart of Quaker Hill's equestrian enclave, your views are the neighboring mountains and large estates. The short

  Brian McGrath McGrath Realty Inc

  0 Old Quaker Hill Rd Unit KEY986977, Pawling, NY 12564
• 

  

  /18

  $105,000

  Open Mon 1PM - 2PM $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  16 Jennifer Ct, Poughkeepsie, NY 12601

  Still paying $1,800–$2,200/month in rent? You could own this fully renovated 2-bedroom home in Hyde Park for similar or less—and finally have a place of your own.Your own space.This home has been completely updated and is move-in ready, with a spacious open layout, large kitchen, dining and living area, new stainless steel appliances with dishwasher, tiled bathroom, new windows,

  The Raymond Team Keller Williams Realty Partner

  16 Jennifer Ct, Poughkeepsie, NY 12601

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