Dutchess County, NY Homes

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  /36

  $699,000

  Open Sat 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 3,760 Sq Ft

  7 Fair Oaks Dr, Poughkeepsie, NY 12603

  Grand Brick Contemporary in Prominent Fair Oaks Subdivision. Nestled at the end of a quiet cul-de-sac, this stately 3,760 sq. ft. front brick home strikes the perfect balance of grand scale and functional comfort. The expansive first floor features a sun-filled Gathering-Room off the open kitchen, a half bathroom, plus a private, large Bonus Room next to a full bath—perfect for a main-level

  

  Lisa Kelly

  Exit Realty Connections

  (845) 552-4707

  7 Fair Oaks Dr, Poughkeepsie, NY 12603
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  /39

  $4,700 Per Month

  • 5 Beds
  • 4 Baths
  • 2,800 Sq Ft
  • House for Rent

  50 Aspinwall Rd, Red Hook, NY 12571

  Nestled in a peaceful and scenic setting in Red Hook, NY, this charming Colonial offers the perfect blend of space, character, and Hudson Valley beauty, just minutes from Bard College, local schools, parks, and the villages of Red Hook and Tivoli. Freshly painted and thoughtfully updated, the home features 5 bedrooms, 2 full baths, and 2 half baths, offering plenty of room for comfortable

  

  Margaret Mondello

  Margaret Mondello Real Estate

  (845) 253-9503

  50 Aspinwall Rd, Red Hook, NY 12571
• 

  $475,000

  Sold Feb 11, 2026

  185 Creek Rd, Pleasant Valley, NY 12569

  • 5 Beds
  • 4 Baths
  • 3,360 Sq Ft
  • Built 1930

  Last Sold Summary

  • 14% Below List Price
  • $141/SF
  • 217 Days On Market

  Current Estimated Value $525,166

  Last Listing Agent Anthony Melella Houlihan Lawrence Inc.

  185 Creek Rd, Pleasant Valley, NY 12569
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  Not Listed For Sale

  60 Sterling St, Beacon, NY 12508

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 1973

  60 Sterling St, Beacon, NY 12508
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  /50

  $775,000

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,729 Sq Ft

  103 S Harmony Hill Rd, Pawling, NY 12564

  Properties like this don't come along often! As you turn off the road, the world quiets. The driveway pulls you back through a canopy of mature trees, and by the time the house appears, you already feel the privacy with over five acres, buffered on all sides, thoughtfully expanded and upgraded far beyond its 1975 origins. Step inside to a living room anchored by a stone fireplace, original

  

  Colleen McGrath

  McGrath Realty Inc

  (845) 720-4119

  103 S Harmony Hill Rd, Pawling, NY 12564
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  /26

  Starting at $1,350 Per Month

  • Studio - 3 Beds

  50 Rinaldi Blvd, Poughkeepsie, NY 12601

  Atop the promontory they named Kaal (“call”) Rock, Dutch settlers scanned the horizon and shouted messages to sailing ships below. Today, Kaal Rock Manor commands this incomparable view of the Hudson – vistas that are becoming impossible to find at moderate prices. If you dream of the River flowing past your home, listen to this call.The residential complex has a selection of units from

  Kaal Rock Manor Apartments

  (845) 668-6597

  

  50 Rinaldi Blvd, Poughkeepsie, NY 12601
• 

  $140,000

  Sold Jul 22, 2025

  26 Cooper Rd Unit 103, Poughkeepsie, NY 12603

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1973

  Last Sold Summary

  • 8% Above List Price
  • $117/SF
  • 25 Days On Market

  Current Estimated Value $151,000

  Last Listing Agent Angel Ayala BHHS Hudson Valley Properties

  26 Cooper Rd Unit 103, Poughkeepsie, NY 12603
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  Not Listed For Sale

  1 Daisy Ln, Staatsburg, NY 12580

  1 Daisy Ln, Staatsburg, NY 12580

  Last Sold Summary

  • 103 Days On Market
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  /47

  $725,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,040 Sq Ft

  94 Stowe Dr, Poughquag, NY 12570

  Welcome to this stunning 3,040 sq ft center hall Colonial, perfectly set on a private 2.3-acre lot with breathtaking views and exceptional curb appeal. This beautifully maintained home offers the ideal blend of elegance, comfort, and functionality. Step inside to a grand entryway that flows seamlessly into an open and inviting floor plan, perfect for both everyday living and entertaining. The

  

  Joanne Debellis

  Debellis Real Estate LLC

  (845) 957-9973

  94 Stowe Dr, Poughquag, NY 12570
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  /13

  $3,500 Per Month

  • 3 Beds
  • 1 Bath
  • 1,208 Sq Ft
  • House for Rent

  4 Petticoat Ln, Beacon, NY 12508

  Welcome to 4 Petticoat Lane, where the name is as cute as the house! This home has been cared for by the same household for three generations and is now ready to host a new and loving household. This home features 1,208 sq ft of single-level living, newly painted throughout, including the 1950s retro-style kitchen cabinets with new hardware and a large, porcelain farm sink. Enjoy 3 bedrooms, 1

  

  Lisa Kelly

  Exit Realty Connections

  (845) 583-1696

  4 Petticoat Ln, Beacon, NY 12508
• 

  $380,000

  Sold Oct 30, 2025

  30 S White St, Poughkeepsie, NY 12601

  • 5 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1920

  Last Sold Summary

  • 3% Below List Price
  • $181/SF
  • 28 Days On Market

  Current Estimated Value $382,097

  Last Listing Agent Michael Dunstan RE/MAX Town & Country

  30 S White St, Poughkeepsie, NY 12601
• 

  Est $154,534

  Not Listed For Sale

  13 White Oaks Rd, Hyde Park, NY 12538

  13 White Oaks Rd, Hyde Park, NY 12538

  Last Sold Summary

  • 129 Days On Market
• 

  

  /23

  $575,000

  $100K PRICE INCREASE

  • 3 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  17 Harbor Hill Ct, Beacon, NY 12508

  Beautifully maintained 3-bedroom, 1.5-bath townhouse in a quiet Beacon cul-de-sac! Enjoy seasonal Hudson River views from your private deck. Recent upgrades include new siding (2020), a modern mini-split system in the living room, and energy-efficient panels on the roof. The kitchen has been recently updated with contemporary finishes, perfect for home chefs. Two outdoor sheds provide ample

  

  Omar Harper

  Epique Realty

  (845) 316-0802

  17 Harbor Hill Ct, Beacon, NY 12508
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  Starting at $1,770 Per Month

  • 1 - 2 Beds

  35 Violet Ave, Poughkeepsie, NY 12601

  Quiet, comfortable living in this newly constructed 55+ apartment community in the town of Poughkeepsie. These studio, one, and two-bedroom apartments and townhomes for rent in Poughkeepsie offer spacious layouts with premium features and finishes. Easily accessible from Route 9, Route 55, and Route 44, these contemporary homes are minutes from the Hudson River, College Hill Golf Course, and the

  Violet Estates

  (914) 256-8868

  35 Violet Ave, Poughkeepsie, NY 12601
• 

  $1,040,000

  Sold Jan 29, 2026

  28 Colman Rd, Tivoli, NY 12583

  • 3 Beds
  • 3.5 Baths
  • 3,440 Sq Ft
  • Built 2005

  Last Sold Summary

  • 10% Below List Price
  • $302/SF
  • 41 Days On Market

  Current Estimated Value $1,076,169

  Last Listing Agent TRACY DOBER Rouse + Co Real Estate LLC

  28 Colman Rd, Tivoli, NY 12583
• 

  Est $734,020

  Not Listed For Sale

  128 Bowe Ln, Lagrangeville, NY 12540

  • 4 Beds
  • 3.5 Baths
  • 3,258 Sq Ft
  • Built 1997

  128 Bowe Ln, Lagrangeville, NY 12540

  Last Sold Summary

  • 68 Days On Market
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  $650,000

  $70K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,112 Sq Ft

  4 Cameli Dr, Wappingers Falls, NY 12590

  This will be like purchasing a brand-new home; built in 2020 this home has all the amenities a discriminating buyer is looking for: from the large airy entry with an ENERGY STAR entrance door to hardwoods throughout; open concept, fabulous kitchen with quartz countertops and walk in pantry, first floor bedroom or office and dining/living rooms that are sun drenched from multiple sliding glass

  

  Pamela Burns

  Corcoran Legends Realty

  (329) 207-0412

  4 Cameli Dr, Wappingers Falls, NY 12590
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  /40

  $12,000 Per Month

  • 3 Beds
  • 3.5 Baths
  • 3,273 Sq Ft
  • House for Rent

  74 Hilltop Rd, Rhinebeck, NY 12572

  Welcome to 1000 Oaks, a distinctive Rhinebeck country retreat.Set on 6.8 acres, this summer rental offers a 3,200+ square-foot main house and a heated 14' x 26' gunite pool, all surrounded by the quiet beauty of the Hudson Valley landscape.Like many exceptional homes shaped by a clear point of view, 1000 Oaks reflects the spirit of wabi-sabi, the time-honored Japanese philosophy that

  

  Feng Liu-Winham

  Coldwell Banker Village Green

  (845) 773-1958

  74 Hilltop Rd, Rhinebeck, NY 12572
• 

  $575,000

  Sold Jan 06, 2026

  672 Waterbury Hill Rd, Lagrangeville, NY 12540

  • 3 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 1982

  Last Sold Summary

  • 1% Above List Price
  • $261/SF
  • 43 Days On Market

  Current Estimated Value $570,472

  Last Listing Agent SUSAN WYNNE RE/MAX Town & Country

  672 Waterbury Hill Rd, Lagrangeville, NY 12540
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  Est $591,819

  Not Listed For Sale

  2708 Huron Ct, Wappingers Falls, NY 12590

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft
  • Built 2013

  2708 Huron Ct, Wappingers Falls, NY 12590

  Last Sold Summary

  • 102 Days On Market
• 

  

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  $939,900

  $10K PRICE DROP Pending

  • 4 Beds
  • 4 Baths
  • 4,101 Sq Ft

  2 Holly Crescent, Hopewell Junction, NY 12533

  Sited on a 0.62-acre corner lot, this 4,101sqft home offers 4 bedrooms, 4 full baths, a private den/office, and a versatile second-floor bonus room. The walk-out basement adds approximately 1500sqft of unfinished space with high ceilings, backyard access, and rough plumbing for a 5th bathroom - this home offers endless possibilities. Grand two-story entryway impresses from the start. The heart of

  

  Amber Thomas

  Compass Greater NY, LLC

  (329) 210-2239

  2 Holly Crescent, Hopewell Junction, NY 12533
• 

  

  /23

  Starting at $2,950

  Total Monthly Price

  • 1 - 2 Beds

  57 W Merritt Blvd, Fishkill, NY 12524

  Westgate is located in the heart of Fishkill, NY, a city steeped in history and natural beauty. Residents enjoy a rare balance of serene, Hudson Valley living and all the amenities of a full-service rental community - combining luxury, privacy, and convenience. Featuring a limited collection of 28 spacious 1 and 2 bedroom apartments with elevator access, and additional office spaces available for

  Westgate, An Eagle Rock Community

  (845) 420-3535

  

  57 W Merritt Blvd, Fishkill, NY 12524
• 

  $549,000

  Sold Jan 28, 2026

  105 Sheldon Rd, Wingdale, NY 12594

  • 4 Beds
  • 3 Baths
  • 2,792 Sq Ft
  • Built 1996

  Last Sold Summary

  • $197/SF
  • 48 Days On Market

  Current Estimated Value $547,701

  Last Listing Agent Barbara Negro Century 21 Alliance Realty Grp

  105 Sheldon Rd, Wingdale, NY 12594
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  Not Listed For Sale

  64 Sterling St, Beacon, NY 12508

  • 2 Beds
  • 1.5 Baths
  • 1,050 Sq Ft
  • Built 1974

  64 Sterling St, Beacon, NY 12508

  Last Sold Summary

  • 46 Days On Market
• 

  

  /25

  $469,000

  $31K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  120 South Rd, Holmes, NY 12531

  Welcome to 120 South Rd/40 Great Bear Rd, a charming home at the end of a quiet cul-de-sac, offering peace, privacy, and a stunning lake view from the deck. Set on just under 3 acres, this property features a spacious front yard shaded by mature trees, perfect for outdoor gatherings, gardening, or simply relaxing in your own private oasis. Enjoy the comfort and efficiency of new windows

  

  Omar Harper

  Epique Realty

  (845) 552-1998

  120 South Rd, Holmes, NY 12531
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  /31

  $4,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,707 Sq Ft
  • House for Rent

  34 Rombout Rd, Poughkeepsie, NY 12603

  Tucked away on a private stretch in the Arlington School District, this move-in ready rental offers the kind of space that’s getting harder to find. Inside, natural light pours through the oversized living area, while the updated kitchen with stainless appliances and a large center island creates an easy flow for everyday living and weekend hosting alike. The layout gives everyone room to spread

  

  Michael Kahns

  Compass Greater NY, LLC

  (845) 640-3836

  34 Rombout Rd, Poughkeepsie, NY 12603
• 

  $950,000

  Sold Sep 02, 2025

  45 Jeffrey Dr, Pleasant Valley, NY 12569

  • 4 Beds
  • 4 Baths
  • 3,817 Sq Ft
  • Built 2018

  Last Sold Summary

  • 5% Below List Price
  • $249/SF
  • 35 Days On Market

  Current Estimated Value $971,567

  Last Listing Agent Lori Rheingold

  45 Jeffrey Dr, Pleasant Valley, NY 12569
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  Not Listed For Sale

  26 Cooper Rd Unit 815, Poughkeepsie, NY 12603

  • 2 Beds
  • 1.5 Baths
  • 1,160 Sq Ft
  • Built 1978

  26 Cooper Rd Unit 815, Poughkeepsie, NY 12603

  Last Sold Summary

  • 44 Days On Market
• 

  

  /26

  $450,000

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,634 Sq Ft

  41 Beilke Rd, Millerton, NY 12546

  Spacious 4-bedroom, 2-bath colonial in Northern Dutchess County featuring modern updates and timeless charm. The kitchen boasts granite countertops, stainless steel appliances, and hardwood floors, which flow into the dining and family rooms. French doors open to a large deck and private, fenced backyard, ideal for entertaining or relaxing. Additional features include radiant heat, a

  

  Omar Harper

  Epique Realty

  (518) 760-0679

  41 Beilke Rd, Millerton, NY 12546
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  /12

  Starting at $3,125 Per Month

  • 1 - 2 Beds

  80 Sterling Dr, Wappingers Falls, NY 12590

  Established in the vibrant southeast Wappingers Falls area, Riverbend at Wappingers Falls is the pleasant sanctuary you've been waiting for. This is a cozy suburban retreat with big-town convenience nearby. Be in the heart of Poughkeepsie in a matter of minutes with quick access to Highway 9 and the commuter rail service, or keep things close to home with plenty to see and do right around the

  RiverBend at Wappingers Falls Apartments

  (845) 305-5533

  

  80 Sterling Dr, Wappingers Falls, NY 12590
• 

  $377,000

  Sold Nov 05, 2025

  140 Pinebrook Dr, Hyde Park, NY 12538

  • 2 Beds
  • 2.5 Baths
  • 1,517 Sq Ft
  • Built 2002

  Last Sold Summary

  • $249/SF
  • 21 Days On Market

  Current Estimated Value $391,579

  Last Listing Agent Diane Crittenden Diane E. Crittenden

  140 Pinebrook Dr, Hyde Park, NY 12538
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  Est $169,000

  Not Listed For Sale

  13 Sterling St, Beacon, NY 12508

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1974

  13 Sterling St, Beacon, NY 12508

  Last Sold Summary

  • 32 Days On Market
• 

  

  /44

  $799,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,455 Sq Ft

  99 Country Club Rd, Hopewell Junction, NY 12533

  Welcome to your stunning dream home in The Legends! This spectacular 4 bedroom, 2.5 bath Colonial offers the perfect blend of elegance, comfort, and entertainment-ready living. The first floor showcases a mix of beautiful hardwood floors and new carpeting throughout, with an open floor plan ideal for everyday living and hosting guests. Enjoy the main living room with a gas fireplace, a formal

  

  Carol Mahoney

  Real Broker NY LLC

  (329) 201-2104

  99 Country Club Rd, Hopewell Junction, NY 12533
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  $3,400 Per Month

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  2115 Route 55 Unit 1, Lagrangeville, NY 12540

  Cozy 3-bedroom Apartment 1 bath (jacuzzi) tub) in mint condition. Rent includes all utilities, heat hot water, septic, parking, lawn maintenance and snow removal. wood floors as seen, updated kitchen, enclosed porch, private backyard, tenant can use it. Close to town, Taconic Parkway, Route 84 ,20 minutes to metro north 10 minutes to the town. Due to other tenants on the property Landlord

  

  Drita Shala

  Howard Hanna Rand Realty

  (329) 216-1763

  2115 Route 55 Unit 1, Lagrangeville, NY 12540
• 

  $840,000

  Sold Jul 13, 2025

  17 N Winter Park Dr, Hopewell Junction, NY 12533

  • 4 Beds
  • 4.5 Baths
  • 3,514 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $239/SF
  • 39 Days On Market

  Current Estimated Value $877,215

  Last Listing Agent Andrew Gates Houlihan Lawrence

  17 N Winter Park Dr, Hopewell Junction, NY 12533
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  Not Listed For Sale

  1548 Route 9 Unit 4E, Wappingers Falls, NY 12590

  • 2 Beds
  • 1.5 Baths
  • 1,060 Sq Ft
  • Built 1968

  1548 Route 9 Unit 4E, Wappingers Falls, NY 12590

  Last Sold Summary

  • 41 Days On Market
• 

  

  /50

  $1,000,000

  • 4 Beds
  • 2.5 Baths
  • 2,710 Sq Ft

  308 Hollow Rd, Staatsburg, NY 12580

  This is the kind of property people leave the city for — a fully realized Hudson Valley retreat where privacy, land, and lifestyle come together in a way that feels increasingly hard to find. Set across nearly 7 private acres on two separately deeded parcels, this move-in ready equestrian estate offers the freedom of country living without sacrificing convenience, with quick access to the Taconic

  

  Michael Kahns

  Compass Greater NY, LLC

  (845) 773-1458

  308 Hollow Rd, Staatsburg, NY 12580
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  /21

  Starting at $2,500 Per Month

  • 3 Beds

  117-119 S Hamilton St, Poughkeepsie, NY 12601

  Step into classic 1920s charm with this beautifully maintained brick 2-family building, located next to the Poughkeepsie Tennis Club with pool, courts, and social amenities.This side-by-side setup features two updated units:·       Unit 1: Recently updated, fully furnished, and move-in ready.·       Unit 2: Unfurnished, thoughtfully renovated in 2026 with modern touches, including

  (866) 251-5885

  117-119 S Hamilton St, Poughkeepsie, NY 12601
• 

  $685,000

  Sold Oct 10, 2025

  23 Champlain Way, Beacon, NY 12590

  • 3 Beds
  • 3.5 Baths
  • 2,300 Sq Ft
  • Built 2023

  Last Sold Summary

  • 9% Below List Price
  • $298/SF
  • 44 Days On Market

  Last Listing Agent CHRISTOPHER HARDISTY Sams Realty

  23 Champlain Way, Beacon, NY 12590
• 

  Est $165,000

  Not Listed For Sale

  160 Academy St Unit 3H, Poughkeepsie, NY 12601

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft
  • Built 1975

  160 Academy St Unit 3H, Poughkeepsie, NY 12601

  Last Sold Summary

  • 40 Days On Market

Showing Results 41 - 80, Page 2 of 18