Dutchess County, NY Homes

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  /50

  $1,000,000

  Pending

  • 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

  308 Hollow Rd, Staatsburg, NY 12580
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  /13

  $2,200 Per Month

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Apartment for Rent

  126 Innis Ave Unit 2-2, Poughkeepsie, NY 12601

  Welcome to this beautifully constructed, brand-new 1-bedroom plus den/office, 1-bath luxury apartment located in the highly sought-after Arlington School District. Be the very first to enjoy this exceptional home featuring a modern kitchen with quartz countertops, brand-new cabinetry and an open-concept layout. The versatile den provides the perfect space for a home office, guest room, or

  

  Michael Dunstan

  RE/MAX Town & Country

  126 Innis Ave Unit 2-2, Poughkeepsie, NY 12601
• 

  $355,000

  Sold Nov 03, 2025

  6 James Place, Wappingers Falls, NY 12590

  • 3 Beds
  • 1.5 Baths
  • 1,250 Sq Ft
  • Built 1972

  Last Sold Summary

  • 3% Below List Price
  • $284/SF
  • 27 Days On Market

  Current Estimated Value $414,960

  Last Listing Agent Brenda Otero HomeSmart Homes & Estates

  6 James Place, Wappingers Falls, NY 12590
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  Not Listed For Sale

  12 Field Ct Unit G, Fishkill, NY 12524

  • 2 Beds
  • 1 Bath
  • 808 Sq Ft
  • Built 1981

  12 Field Ct Unit G, Fishkill, NY 12524

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Beatrice Dorlean-Cornet BHHS Hudson Valley Properties
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  /33

  $480,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  408 Field Rd, Red Hook, NY 12571

  Welcome to your own Hudson Valley retreat! Nestled on approximately 2 scenic acres, this beautifully updated 3-bedroom, 1-bath ranch offers the perfect blend of country charm and modern convenience. Step inside to discover a tastefully renovated interior featuring a newer kitchen, updated bath, and comfortable living spaces filled with natural light. Living room with fireplace for cozy winter

  

  Peter Quartironi

  RE/MAX Town & Country

  408 Field Rd, Red Hook, NY 12571
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  /40

  Starting at $2,258 Per Month

  • 1 - 2 Beds

  10 Campus View Ct, Poughkeepsie, NY 12601

  POUGHKEEPSIE'S NEWEST UPSCALE COMMUNITY. Fulton Landing offers a new and exciting upscale living experience for those seeking a balance of comfort, convenience and community. Featuring spacious luxury apartments, high-end amenities and a full calendar of social events and activities, Fulton Landing provides residents of all ages everything they need to fully enjoy their new home and the perfect

  Fulton Landing

  

  10 Campus View Ct, Poughkeepsie, NY 12601
• 

  $550,000

  Sold May 06, 2026

  6 North Dr, Poughkeepsie, NY 12603

  • 5 Beds
  • 3 Baths
  • 2,362 Sq Ft
  • Built 1974

  Last Sold Summary

  • 15% Below List Price
  • $233/SF
  • 147 Days On Market

  Current Estimated Value $537,000

  Last Listing Agent Karen Chung KW Hudson Valley North

  6 North Dr, Poughkeepsie, NY 12603
• 

  Est $946,326

  Not Listed For Sale

  103 Ridgeline Dr, Poughkeepsie, NY 12603

  • 4 Beds
  • 4.5 Baths
  • 4,355 Sq Ft
  • Built 2017

  103 Ridgeline Dr, Poughkeepsie, NY 12603

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Brian Mossey BHHS Hudson Valley Properties
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  /46

  $649,000

  $26K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  21 Straub Dr, Pleasant Valley, NY 12569

  Welcome to 21 Straub Drive in Pleasant Valley, a spacious and versatile home offering 4 bedrooms, 3.5 baths, and a flexible floor plan. Nestled on a private lot ,this property combines peaceful country living with convenient access to major commuting routes.The home features generous living spaces designed for both everyday comfort and entertaining. Multiple living and gathering areas provide

  

  Peter Quartironi

  RE/MAX Town & Country

  21 Straub Dr, Pleasant Valley, NY 12569
• 

  

  /20

  $2,000 Per Month

  • 3 Beds
  • 1 Bath
  • 990 Sq Ft
  • Apartment for Rent

  27 May St, Poughkeepsie, NY 12603

  Nice, clean three-bedroom apartment located on the second floor in the City of Poughkeepsie. Centrally located.

  

  JOSE SANTOS

  K Fortuna Lighthouse Realty

  27 May St, Poughkeepsie, NY 12603
• 

  $370,000

  Sold Jul 24, 2026

  658 Route 216, Poughquag, NY 12570

  • 3 Beds
  • 1 Bath
  • 860 Sq Ft
  • Built 1930

  Last Sold Summary

  • 10% Above List Price
  • $430/SF
  • 30 Days On Market

  Current Estimated Value $346,633

  Last Listing Agent DAVID DEBERARDINIS Serhant LLC

  658 Route 216, Poughquag, NY 12570
• 

  Est $574,349

  Not Listed For Sale

  8 Benson Ln, Dover Plains, NY 12522

  • 4 Beds
  • 2.5 Baths
  • 2,420 Sq Ft
  • Built 2004

  8 Benson Ln, Dover Plains, NY 12522

  Last Sold Summary

  • 65 Days On Market

  Last Listing Agent Jackie Calhoun Coldwell Banker Realty
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  /41

  $725,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,628 Sq Ft

  1564 Route 292, Holmes, NY 12531

  1564 Route 292 offers a rare opportunity to own a true lakefront retreat on Whaley Lake in the heart of the Hudson Valley. Set on an oversized parcel with adjacent open space that will never be built on, the property enjoys an uncommon sense of privacy and breathing room rarely found on the lake.The home underwent a major renovation and expansion in 2007, including the addition of a

  

  Mark Friedman

  McGrath Realty Inc

  1564 Route 292, Holmes, NY 12531
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  /40

  Starting at $2,150 Per Month

  • 1 - 2 Beds

  169 Union St, Poughkeepsie, NY 12601

  Experience the best of Poughkeepsie's historic charm at The Union Street Historic District Apartments, a curated collection of beautifully restored multi-family homes in the heart of the city. Our 2 and 3 bedroom units are meticulously renovated with modern amenities, including brand new HVAC, electrical, plumbing, and appliances, while retaining their unique character and charm!With a

  The Union Street Historic District

  169 Union St, Poughkeepsie, NY 12601
• 

  $250,000

  Sold Jan 08, 2026

  24 Village Park Dr Unit 1B, Fishkill, NY 12524

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Built 1976

  Last Sold Summary

  • $278/SF
  • 64 Days On Market

  Last Listing Agent Angelina Cozza Century 21 Alliance Rlty Group

  24 Village Park Dr Unit 1B, Fishkill, NY 12524
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  Not Listed For Sale

  28 Vero Dr, Poughkeepsie, NY 12603

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 2003

  28 Vero Dr, Poughkeepsie, NY 12603

  Last Sold Summary

  • 53 Days On Market

  Last Listing Agent Laurie Webber BHHS Hudson Valley Properties
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  /40

  $585,000

  • 3 Beds
  • 2.5 Baths
  • 2,122 Sq Ft

  36 Hillside Ave, Wingdale, NY 12594

  Welcome to this well-maintained 3-bedroom, 2.5-bath Colonial, beautifully situated on over 2 private acres near the Pawling border. Surrounded by mature trees, established gardens, and fruit trees, this property offers a peaceful and picturesque setting with plenty of room to relax, garden, and entertain.The main level features a spacious kitchen, attractive parquet wood flooring throughout

  

  Jackie Calhoun

  Coldwell Banker Realty

  36 Hillside Ave, Wingdale, NY 12594
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  /44

  $30,000 Per Month

  • 4 Beds
  • 4.5 Baths
  • 3,355 Sq Ft
  • House for Rent

  243 Morton Rd, Rhinebeck, NY 12572

  Rhinebeck Luxury Farmhouse Rental Experience timeless elegance and modern comfort at this exceptional four-bedroom solar-powered farmhouse, set on over five private acres adjacent to an historical Hudson River Valley estate and equestrian facility of over 650 acres. Originally constructed in the mid-1800s and thoughtfully modernized over the decades, the home was fully renovated in 2024 to

  

  Joseph Briggs

  William Pitt Sothebys Int Rlty

  243 Morton Rd, Rhinebeck, NY 12572
• 

  $180,000

  Sold Dec 18, 2025

  74 Aveonis Ct, Fishkill, NY 12524

  • 1 Bed
  • 1 Bath
  • 634 Sq Ft
  • Built 2006

  Last Sold Summary

  • $284/SF
  • 64 Days On Market

  Current Estimated Value $186,252

  Last Listing Agent Gregory Pikor Inspire Realty

  74 Aveonis Ct, Fishkill, NY 12524
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  Est $1,826,195

  Not Listed For Sale

  460 Sinpatch Rd, Wassaic, NY 12592

  • 5 Beds
  • 4.5 Baths
  • 3,132 Sq Ft
  • Built 1870

  460 Sinpatch Rd, Wassaic, NY 12592

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Michael Dunstan RE/MAX Town & Country
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  /27

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 2,580 Sq Ft

  43 Fitchett St, Poughkeepsie, NY 12601

  Discover a refined new-construction Colonial completed in 2025 with a 2026 Certificate of Occupancy. Thoughtfully designed for comfort, flexibility, and long-term value, this home blends modern craftsmanship with timeless architecture—all just minutes from Metro-North and major commuter routes. this home blends modern comfort, efficient design, and a quiet residential setting just minutes from

  

  Anthony J Pryce

  Valley Palms Real Estate Inc

  43 Fitchett St, Poughkeepsie, NY 12601
• 

  

  /29

  Starting at $1,323 Per Month

  • Studio - 4 Beds

  194 Tompkins Terrace, Beacon, NY 12508

  INCOME RESTRICTIONS APPLY! Tompkins Terrace Apartments offer studio, 1 , 2 , 3 and 4 bedroom apartments near public transportation. All utilities are included in rent, and our newly renovated community features on site laundry, 24 hour maintenance, playgrounds, and more! Call today!

  Tompkins Terrace Apartments

  

  194 Tompkins Terrace, Beacon, NY 12508
• 

  $845,000

  Sold Jan 16, 2026

  211 Woodmont Rd, Hopewell Junction, NY 12533

  • 3 Beds
  • 2.5 Baths
  • 3,512 Sq Ft
  • Built 2003

  Last Sold Summary

  • $241/SF
  • 34 Days On Market

  Current Estimated Value $880,830

  Last Listing Agent Debra DeMelis Coldwell Banker Realty

  211 Woodmont Rd, Hopewell Junction, NY 12533
• 

  Est $391,579

  Not Listed For Sale

  328 Sylvan Lake Rd, Hopewell Junction, NY 12533

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft
  • Built 1945

  328 Sylvan Lake Rd, Hopewell Junction, NY 12533

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Howard Payson RE/MAX Town & Country
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  /29

  $585,000

  $35K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 2,049 Sq Ft

  22 Wasson Dr, Poughkeepsie, NY 12603

  Nestled just two minutes from Route 9, this charming ranch-style home at 22 Wasson Drive offers the perfect blend of classic appeal and modern convenience. Built in 1955, the 3-bedroom, 2-bathroom residence spans approximately 2,049 square feet and sits on a generous 0.47-acre lot. Step inside to discover a beautifully updated interior featuring tile and hardwood flooring, a cozy fireplace, and a

  

  Omar Harper

  Epique Realty

  22 Wasson Dr, Poughkeepsie, NY 12603
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  /28

  Starting at $2,350 Per Month

  • 1 - 2 Beds

  10100 Brookside Rd, Pleasant Valley, NY 12569

  Welcome to Brookside Meadows, where timeless elegance meets modern convenience in the heart of Pleasant Valley, NY. This sought-after luxury gated rental community offers a serene, park-like setting with beautifully landscaped grounds, walking trails, and scenic views just minutes from the vibrant Hudson Valley lifestyle.Each residence is thoughtfully designed with upscale finishes,

  Brookside Meadows Luxury Rental Community

  10100 Brookside Rd, Pleasant Valley, NY 12569
• 

  $542,000

  Sold Jan 06, 2026

  66 High Acres Dr, Poughkeepsie, NY 12603

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1969

  Last Sold Summary

  • 1% Above List Price
  • $217/SF
  • 28 Days On Market

  Current Estimated Value $546,978

  Last Listing Agent Nicole Porter Houlihan Lawrence Inc.

  66 High Acres Dr, Poughkeepsie, NY 12603
• 

  Est $555,313

  Not Listed For Sale

  24 Sunrise Ln, Poughkeepsie, NY 12603

  • 3 Beds
  • 2 Baths
  • 2,241 Sq Ft
  • Built 2012

  24 Sunrise Ln, Poughkeepsie, NY 12603

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Ann Scarano Realty Center Hudson Valley
• 

  

  /19

  $85,000

  $10K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  26 Cooper Rd Unit 914, Poughkeepsie, NY 12603

  Located in the peaceful private community of Highview Estates, this charming second-floor unit offers comfort, convenience, and great value. Tucked at the end of a cul-de-sac with no through traffic, the home features several updates, including kitchen cabinets, countertops, appliances, and flooring. Enjoy one assigned parking spot plus ample visitor parking. The monthly maintenance fee is

  

  Janyce Selkin

  Howard Hanna Rand Realty

  26 Cooper Rd Unit 914, Poughkeepsie, NY 12603
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  /17

  Starting at $3,400 Per Month

  • 3 Beds

  2-63 Berry Ln, Wappingers Falls, NY 12590

  Located in Wappingers Falls between Route 9 and 9D, Nature Preserve offers a serene setting off the beaten path while still close to everything! This luxury 3 bed 2.5 bath townhome units each have their own gas fireplace, balcony and patio, washer and dryer, central heating and cooling and one car attached garage with plenty of storage space.

  Nature Preserve

  

  2-63 Berry Ln, Wappingers Falls, NY 12590
• 

  $442,500

  Sold Jun 04, 2026

  266 Layton Rd, Stanfordville, NY 12581

  • 3 Beds
  • 2.5 Baths
  • 1,908 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $232/SF
  • 48 Days On Market

  Current Estimated Value $454,557

  Last Listing Agent PATRICIA CORTESE Compass Greater NY, LLC

  266 Layton Rd, Stanfordville, NY 12581
• 

  Est $790,369

  Not Listed For Sale

  227 Country Club Rd, Hopewell Junction, NY 12533

  • 4 Beds
  • 2.5 Baths
  • 2,728 Sq Ft
  • Built 2012

  227 Country Club Rd, Hopewell Junction, NY 12533

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent JILL COCCARO Houlihan Lawrence Inc.
• 

  

  /26

  $549,000

  Pending

  • 7 Beds
  • 4 Baths

  152 Cannon St, Poughkeepsie, NY 12601

  Four Family Building Offering (3)Two Bedroom Apartments & (1) One Bedroom With Separate Utilities (Gas And Electric). This Turnkey Property Is Fully Rented And Includes A Spacious Backyard For Year Around Fun. Conveniently Located Close To Many Amenities, Major Highways, Restaurants/Delis, Shopping, Transportation And More. This Is An AS IS Sale, See Other Remarks For More Information.

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  152 Cannon St, Poughkeepsie, NY 12601
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  /35

  Starting at $1,675 Per Month

  • 1 - 2 Beds

  4676 Albany Post Rd, Hyde Park, NY 12538

  Welcome to Royal Ledges at Hyde Park, offering spacious 1, 2 & 2+ bedroom apartment homes with a variety of finish packages to suit your lifestyle and budget. Enjoy a full range of community amenities, including a seasonal swimming pool, fitness center, dog park, business center, and laundry centers.Located in the heart of Hyde Park, Royal Ledges is surrounded by scenic beauty and

  Royal Ledges at Hyde Park

  

  4676 Albany Post Rd, Hyde Park, NY 12538
• 

  $515,000

  Sold Jul 31, 2026

  978 W Dover Rd, Pawling, NY 12564

  • 3 Beds
  • 3 Baths
  • 1,556 Sq Ft
  • Built 1990

  Last Sold Summary

  • 17% Above List Price
  • $331/SF
  • 31 Days On Market

  Current Estimated Value $472,495

  Last Listing Agent Regan Andrews Coldwell Banker Realty

  978 W Dover Rd, Pawling, NY 12564
• 

  Est $667,000

  Not Listed For Sale

  135 S Quaker Hill Rd, Pawling, NY 12564

  • 2 Beds
  • 3.5 Baths
  • 2,836 Sq Ft
  • Built 1850

  135 S Quaker Hill Rd, Pawling, NY 12564

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Dominick DiFilippo Keller Williams Realty Partner
• 

  

  /38

  $899,000

  $91K PRICE DROP Pending

  • 4 Beds
  • 5 Baths
  • 7,693 Sq Ft

  126 Old Hopewell Rd, Wappingers Falls, NY 12590

  Welcome to this extraordinary 4-bedroom, 7,693-square-foot contemporary estate, offering an additional 1,444 square feet dedicated to a spectacular indoor pool and entertaining area, all privately situated on 10.65 scenic acres. A tree-lined driveway with a beautiful circular fountain entrance sets the tone as you arrive at this one-of-a-kind luxury retreat.Step inside and immediately be

  

  Michael Dunstan

  RE/MAX Town & Country

  126 Old Hopewell Rd, Wappingers Falls, NY 12590
• 

  

  /20

  Starting at $2,275 Per Month

  • 1 Bed

  86 Creek Rd, Poughkeepsie, NY 12601

  Explore the latest in modern living at our newly constructed three-story community. Offering brand-new appliances and EV chargers in every residence, convenience is at the forefront of our design. Situated near the picturesque Dutchess Rail Trail, outdoor enthusiasts will delight in easy access to nature's beauty.Our focus remains on providing residents with private, comfortable living spaces

  Creek Road Flats

  86 Creek Rd, Poughkeepsie, NY 12601
• 

  $394,050

  Sold Feb 18, 2026

  8 Willow Dr, Red Hook, NY 12571

  • 4 Beds
  • 2 Baths
  • 1,592 Sq Ft
  • Built 1958

  Last Sold Summary

  • 25% Below List Price
  • $248/SF
  • 92 Days On Market

  Current Estimated Value $410,900

  Last Listing Agent Kelly Martin Martin Land & Estates LLC

  8 Willow Dr, Red Hook, NY 12571
• 

  Not Listed For Sale

  40 Vero Dr, Poughkeepsie, NY 12603

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2002

  40 Vero Dr, Poughkeepsie, NY 12603

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Laurie Webber BHHS Hudson Valley Properties

Showing Results 121 - 160, Page 4 of 18