Dutchess County, NY Homes

• 

  

  

  /49

  $695,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,886 Sq Ft

  12 Kensington Ln, Poughkeepsie, NY 12603

  Step into something that feels like a fresh start—without the wait. This nearly-new home in Stratford Farms brings clean design, thoughtful upgrades, and a layout that just works. The kitchen sets the tone with a sharp, modern edge—anchored by a standout island and finishes that feel anything but standard. It opens seamlessly into the main living space, where a fireplace adds just enough warmth

  

  Michael Kahns

  Compass Greater NY, LLC

  (845) 413-2436

  12 Kensington Ln, Poughkeepsie, NY 12603
• 

  

  

  /7

  $2,300 per month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Apartment for Rent

  867 Van Wagner Rd Unit B, Poughkeepsie, NY 12601

  Welcome to this clean and thoughtfully updated 2-bedroom, 1-bathroom rental in Pleasant Valley. Offering the perfect blend of convenience and tranquility, this home is ideally situated near all the essentials of Dutchess County while still enjoying a peaceful countryside setting. The unit features a bright, well-maintained interior with modern updates, creating a comfortable and inviting living

  

  Eugene Valoy

  BHHS Hudson Valley Properties

  (845) 697-1512

  867 Van Wagner Rd Unit B, Poughkeepsie, NY 12601
• 

  $397,000 Sold Jan 15, 2026

  58 Tamarack Hill Dr, Poughkeepsie, NY 12603

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1993

  Last Sold Summary

  • 7% Below List Price
  • $189/SF
  • 73 Days On Market

  Current Estimated Value $410,865

  Last Listing Agent CORINNE LOMBARDI K. Fortuna Realty, Inc.

  58 Tamarack Hill Dr, Poughkeepsie, NY 12603
• 

  

  /2

  Not Listed For Sale

  154 Rinaldi Blvd Unit B, Poughkeepsie, NY 12601

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft
  • Built 1970

  154 Rinaldi Blvd Unit B, Poughkeepsie, NY 12601

  Last Sold Summary

  • $155/SF

  • Last Sold Price $120,000

  Last Listing Agent Shawn Pitcher KFortuna All Aspects Realty
• 

  

  

  /26

  $395,000 Pending

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

  7 Birkdale Ct, Poughkeepsie, NY 12603

  Take advantage of the opportunity to own this move-in ready 2 bedroom, 2.5 bath townhouse in the Stonebridge community. The main level offers a thoughtfully designed layout featuring a cook’s kitchen with tile flooring, wood floors throughout the remainder of the first floor, and access to a deck overlooking a pond. Upstairs, both bedrooms are generously sized and include private en-suite

  

  Carol Mahoney

  Real Broker NY LLC

  (845) 713-8924

  7 Birkdale Ct, Poughkeepsie, NY 12603
• 

  

  /26

  $3,300 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
• 

  $255,000 Sold Jun 20, 2025

  21 Dutchess Ave, Millerton, NY 12546

  • 2 Baths
  • 3,221 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $79/SF
  • 100 Days On Market

  Last Listing Agent Arleen Shepley Elyse Harney Real Estate

  21 Dutchess Ave, Millerton, NY 12546
• 

  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

  • $135/SF
  • 41 Days On Market

  • Last Sold Price $143,000
  • Jul 31, 2024

  Last Listing Agent Kristin Poellot Keller Williams Prestige Prop
• 

  

  /22

  $534,500 Pending

  • 2 Beds
  • 3 Baths
  • 1,646 Sq Ft

  40 Magnolia Dr, Wappingers Falls, NY 12590

  Set on a beautifully level 0.57-acre property, this thoughtfully designed, one level home blends refined upstate style with modern comfort in a highly convenient location. The quiet cul-de-sac offers low traffic yet still affords easy access to Metro North and the I-84 corridor.Inside, this classic brick ranch features two spacious bedrooms, each with its own private en-suite bath, creating

  

  Jennifer Velez

  Joncar Realty Inc

  (329) 201-2887

  40 Magnolia Dr, Wappingers Falls, NY 12590
• 

  

  /39

  $3,400 per month

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft
  • House for Rent

  2585 Route 55, Poughquag, NY 12570

  Welcome to the Spring Market. Beautifully updated 2-bedroom home that lives like a 3, featuring a bright, well-designed layout with generously sized rooms and an expansive finished basement ideal for a third bedroom, private office, media room, or guest suite. Thoughtfully refreshed with clean, modern finishes and completely move-in ready, this home offers comfort and flexibility for everyday

  

  Robert Leonard

  William Raveis Real Estate

  (845) 299-2363

  2585 Route 55, Poughquag, NY 12570
• 

  $470,000 Sold Nov 07, 2025

  1215 Route 82, Hopewell Junction, NY 12533

  • 4 Beds
  • 1.5 Baths
  • 1,696 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Below List Price
  • $277/SF
  • 25 Days On Market

  Current Estimated Value $486,814

  Last Listing Agent DIANE SHUMWAY K. Fortuna Realty, Inc.

  1215 Route 82, Hopewell Junction, NY 12533
• 

  Est $199,000 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

  • 11% Above List Price
  • $171/SF
  • 40 Days On Market

  • Last Sold Price $180,000
  • Jun 24, 2024

  Last Listing Agent John T. Greenan Greenan Properties RE Agency
• 

  

  /33

  $539,000

  • 4 Beds
  • 2 Baths
  • 1,850 Sq Ft

  27 Monaco Dr, Hopewell Junction, NY 12533

  Opportunities like this don’t come along often! This beautifully maintained, move-in ready ranch offers the perfect blend of comfort, space, and convenience. Featuring 4 spacious bedrooms and 2 updated baths, including a large primary suite, this home is designed for easy living. The focal point of this home is the stunning, renovated 2022 kitchen, showcasing granite countertops, stainless steel

  

  Jaime Sullivan

  Century 21 Full Service Realty

  (329) 212-0679

  27 Monaco Dr, Hopewell Junction, NY 12533
• 

  

  /22

  $2,100 per month

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

  174 South Ave Unit 2, Poughkeepsie, NY 12601

  Freshly Painted Second Floor, Three Bedroom Apartment Available Immediately. Rental Unit Offers Spacious Bedrooms, Newer Flooring, Kitchen With Washer/Dryer Hookups And A Fenced In Backyard. The Convenience Of Being Close To The Waterfront, Train Station, Vassar Medical Center And Other Amenities May Make This Apt Your Right Choice. Future Residents Will Pay Their Own Utilities. A Complete Rental

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 402-2112

  174 South Ave Unit 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 $381,104

  Last Listing Agent Brenda Otero HomeSmart Homes & Estates

  6 James Place, Wappingers Falls, NY 12590
• 

  Est $588,822 Not Listed For Sale

  1330 Glastonbury Ln, Fishkill, NY 12524

  • 3 Beds
  • 2.5 Baths
  • 2,539 Sq Ft
  • Built 2014

  1330 Glastonbury Ln, Fishkill, NY 12524

  Last Sold Summary

  • 4% Above List Price
  • $223/SF
  • 40 Days On Market

  • Last Sold Price $565,000
  • Apr 21, 2025

  Last Listing Agent Theresa Holmes Keller Williams Hudson Valley
• 

  

  /50

  $575,000

  • 3 Beds
  • 3 Baths
  • 2,650 Sq Ft

  25 Degarmo Rd, Poughkeepsie, NY 12603

  Welcome to 25 Degarmo Road, nestled in the charming Arlington community of Poughkeepsie! A move-in ready gem with modern upgrades and unbeatable comfort! This beautifully maintained home features a brand new water heater and energy-saving solar panels, making it as efficient as it is inviting. The roof is only 4 years old, ensuring peace of mind for years to come, while the one-year-old

  

  Omar Harper

  Epique Realty

  (845) 210-9826

  25 Degarmo Rd, Poughkeepsie, NY 12603
• 

  

  /17

  $2,350 per month

  • 3 Beds
  • 1 Bath
  • 1,081 Sq Ft
  • Apartment for Rent

  80 N Hamilton St Unit 2, Poughkeepsie, NY 12601

  Available For Rent Immediately. Comfortable Three Bedroom, With One Full Bathroom. Located On Second Floor, Freshly Painted. Conveniently located to all Amenities public transportation, metro train station, Hospitals, Schools.

  

  YOLANDA MENDOZA

  Century 21 Hudson Valley Rlty.

  (845) 552-4845

  80 N Hamilton St Unit 2, 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
• 

  Est $446,134 Not Listed For Sale

  3414 Bennington Dr, Fishkill, NY 12524

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft
  • Built 2013

  3414 Bennington Dr, Fishkill, NY 12524

  Last Sold Summary

  • 6% Above List Price
  • $351/SF
  • 24 Days On Market

  • Last Sold Price $419,900
  • Feb 27, 2025

  Last Listing Agent Asia McGough K. Fortuna Realty, Inc.
• 

  

  /36

  $399,999 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,896 Sq Ft

  220 Wilbur Blvd, Poughkeepsie, NY 12603

  Located in the Spackenkill School District, this well-maintained Ranch styled home sits on a picturesque half-acre directly across from Spratt Park and McCann Golf Course, offering a comfortable main-level living layout with additional unfinished space below. Hardwood floors anchor a functional, flowing floor plan with three generously sized bedrooms, one and a half baths, and an eat-in kitchen

  

  Isabel Alves

  RE/MAX Town & Country

  (845) 668-4947

  220 Wilbur Blvd, Poughkeepsie, NY 12603
• 

  

  /18

  $2,950 per month

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • House for Rent

  307 Wildwood Dr, Wappingers Falls, NY 12590

  Location!!! Just minutes away from I-84, Newburgh Beacon Bridge and the Metro North Train Station. Two Bedroom Ranch Style Home, With A Cozy Living Room, Bay Windows & A Fire Place, Sun Room, Newer Washer & Dryer. Breed Restrictions, Off St Parking, Some Utilities Are Included in the rent ( Gas, Electric, Heat).

  

  YOLANDA MENDOZA

  Century 21 Hudson Valley Rlty.

  (329) 216-8293

  307 Wildwood Dr, Wappingers Falls, NY 12590
• 

  $263,000 Sold Apr 30, 2025

  2184 South Rd, Poughkeepsie, NY 12601

  • 3 Beds
  • 1 Bath
  • 942 Sq Ft
  • Built 1954

  Last Sold Summary

  • 3% Below List Price
  • $279/SF
  • 176 Days On Market

  Current Estimated Value $283,938

  Last Listing Agent Jeffery Dolfinger Century 21 Hudson Valley Rlty.

  2184 South Rd, Poughkeepsie, NY 12601
• 

  Est $440,117 Not Listed For Sale

  3010 Bennington Dr, Fishkill, NY 12524

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft
  • Built 2011

  3010 Bennington Dr, Fishkill, NY 12524

  Last Sold Summary

  • 7% Above List Price
  • $335/SF
  • 24 Days On Market

  • Last Sold Price $410,000
  • Dec 08, 2023

  Last Listing Agent Kerry DaRos Patricia Schiller Real Est Co.
• 

  

  /23

  $629,000

  • 1 Bed
  • 1.5 Baths
  • 1,000 Sq Ft

  Unlisted Address

  Unique Barndominium on 3+ beautiful acres in Dutchess County. 2 additional neighboring farm land parcels are also available to purchase (4+ acres and 20 acres) Set on gently rolling fields, this one-of-a-kind Barndominium offers an open, airy layout with abundant natural light - creating the perfect backdrop for country living, equestrians, art studio or a weekend getaway. Package deals available

  

  Diana Murphy

  HomeSmart Homes & Estates

  (329) 201-5922

  Unlisted Address
• 

  

  /55

  $1,875 total monthly price

  Village Crest Apartments

  1 Bed

  510 Maloney Rd, Poughkeepsie, NY 12603

  Welcome to Village Crest Apartments in Poughkeepsie! Our pet-friendly community is set among expansive grassy areas, creating a peaceful and open environment.Choose from one-, two, or three-bedroom apartments, each thoughtfully designed with updated kitchens, premium bathrooms, dishwashers, and air-conditioning.Your rent includes hot water, heat, sewer, and trash removal. We also

  510 Maloney Rd, Poughkeepsie, NY 12603
• 

  

  /25

  $750,000 Sold May 21, 2025

  93 E Kerleys Corners Rd, Red Hook, NY 12571

  • 3 Beds
  • 2.5 Baths
  • 2,741 Sq Ft
  • Built 1958

  Last Sold Summary

  • 8% Above List Price
  • $274/SF
  • 40 Days On Market

  Last Listing Agent Julia Crowley Rouse + Co Real Estate, LLC

  93 E Kerleys Corners Rd, Red Hook, NY 12571
• 

  Est $561,166 Not Listed For Sale

  640 Regency Dr, Fishkill, NY 12524

  • 2 Beds
  • 2 Baths
  • 1,803 Sq Ft
  • Built 2012

  640 Regency Dr, Fishkill, NY 12524

  Last Sold Summary

  • 6% Above List Price
  • $294/SF
  • 23 Days On Market

  • Last Sold Price $530,000
  • Jun 05, 2024

  Last Listing Agent Spyros Spyrou RE/MAX
• 

  

  /19

  $299,900 Pending

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

  313 Mansion St, Poughkeepsie, NY 12601

  Offer Accepted! Handicap Accessible Home Offers A Real Bargain With Several Bedrooms, Bathrooms, Detached Two Car Garage, Fenced In Yard On A Corner Lot. The Interior Displays Spacious Rooms, Hardwood Floors (under some carpeting), French Doors And Plenty Room For Even The Extended Family. Updates Include Newer Roof With Solar Panels And Newer Stainless Steel Appliances. Conveniently Located

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 393-9244

  313 Mansion St, Poughkeepsie, NY 12601
• 

  

  /15

  $2,850 per month

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Townhouse for Rent

  59 Hillside Rd, Pine Plains, NY 12567

  Discover effortless living at Stissing Farms Townhomes, where modern comfort meets small-town charm. These beautifully designed homes feature open floor plans, two spacious bedrooms, two full baths, full basements, and one-car garages—thoughtfully crafted for both style and convenience. Enjoy high ceilings, modern kitchens, in-unit laundry, central air, and a private ensuite primary bath that

  MICHELLE FRANCESE Corcoran Country Living

  59 Hillside Rd, Pine Plains, NY 12567
• 

  $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 $181,945

  Last Listing Agent Gregory Pikor Inspire Realty

  74 Aveonis Ct, Fishkill, NY 12524
• 

  Est $518,311 Not Listed For Sale

  636 Regency Dr, Fishkill, NY 12524

  • 1 Bed
  • 2 Baths
  • 1,556 Sq Ft
  • Built 2011

  636 Regency Dr, Fishkill, NY 12524

  Last Sold Summary

  • 22% Above List Price
  • $273/SF
  • 62 Days On Market

  • Last Sold Price $425,000
  • Sep 11, 2023

  Last Listing Agent Kimberlee Markarian BHHS Hudson Valley Properties
• 

  

  /21

  $695,000

  • 3 Beds
  • 2.5 Baths
  • 2,005 Sq Ft

  4523 Route 199 Unit 45, Millerton, NY 12546

  Main house PLUS Cottage! Discover this turnkey, fully remodeled home in Millerton, NY, offering modern luxury with rustic charm. Featuring high-end finishes, this immaculate property boasts a bright, open design, plus a separate, charming 2-bedroom/1-bath accessory cottage on-site, ideal for long-term rental, income-generating Airbnb, private guest quarters, home office, or rental income

  

  Diana Wiemer

  Houlihan Lawrence Inc.

  (518) 759-6393

  4523 Route 199 Unit 45, Millerton, NY 12546
• 

  

  /26

  $1,350 - $2,475 per month

  Kaal Rock Manor Apartments

  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

  50 Rinaldi Blvd, Poughkeepsie, NY 12601
• 

  $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 $854,355

  Last Listing Agent Debra DeMelis Coldwell Banker Realty

  211 Woodmont Rd, Hopewell Junction, NY 12533
• 

  Est $508,372 Not Listed For Sale

  643 Regency Dr, Fishkill, NY 12524

  • 1 Bed
  • 2 Baths
  • 1,450 Sq Ft
  • Built 2011

  643 Regency Dr, Fishkill, NY 12524

  Last Sold Summary

  • 13% Above List Price
  • $311/SF
  • 54 Days On Market

  • Last Sold Price $451,000
  • Sep 12, 2023

  Last Listing Agent Spyros Spyrou RE/MAX
• 

  

  /46

  $815,000

  • 4 Beds
  • 4 Baths
  • 2,234 Sq Ft

  360 Old State Route 22, Dover Plains, NY 12522

  Stunning Riverfront Retreat offers serene water views and the luxury of fishing and kayaking right in your own backyard. Beautifully renovated three-bedroom home is complemented by a one-bedroom pool house that works perfectly as a guest cottage - true resort-style living. Open-concept living and dining areas are filled with natural light, featuring two sets of French doors that lead to a

  

  Judith 'Judy' Albert

  BHHS Hudson Valley Properties

  (845) 412-9430

  360 Old State Route 22, Dover Plains, NY 12522
• 

  

  /35

  $25,000 per month

  • 4 Beds
  • 6 Baths
  • 3,978 Sq Ft
  • House for Rent

  85 Kennel Rd, Wassaic, NY 12592

  Unforgettable summer (and perhaps longer) stays in Millbrook’s Tower Hill area of Kennel Road. Comforting sounds of joyful birdsong, lazy days floating in the heated pool, a quick game of hoops or pickleball on your own court, located on the quietest scenic road one could ever find! Ideal proximity to the endless variety the Hudson Valleys local way of life from regenerative farm stands, great

  Candy Anderson Compass Greater NY, LLC

  85 Kennel Rd, Wassaic, NY 12592
• 

  $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 $537,362

  Last Listing Agent Nicole Porter

  66 High Acres Dr, Poughkeepsie, NY 12603
• 

  Est $533,528 Not Listed For Sale

  623 Regency Dr, Fishkill, NY 12524

  • 1 Bed
  • 2 Baths
  • 1,450 Sq Ft
  • Built 2011

  623 Regency Dr, Fishkill, NY 12524

  Last Sold Summary

  • 9% Above List Price
  • $338/SF
  • 18 Days On Market

  • Last Sold Price $490,000
  • Oct 21, 2024

  Last Listing Agent Spyros Spyrou RE/MAX

Showing Results 81 - 120, Page 3 of 18