Dutchess County, NY Homes

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  /33

  $539,000

  Pending

  • 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
• 

  

  

  /24

  $1,800 Per Month

  • 2 Beds
  • 1 Bath
  • 690 Sq Ft
  • Apartment for Rent

  25 Fairway Dr Unit 2, Pawling, NY 12564

  Rare Village of Pawling 2 bedroom, second floor apartment. Open concept Living Room allows you to use the space to fit your needs. Remodeled kitchen with luxury vinyl flooring, stainless steel appliances, granite counter tops and white shaker cabinets for lots of storage. Beautiful, weathered wood backsplash adds a designer touch. Updated bathroom with tub/shower enclosure, white vanity and

  

  Judith 'Judy' Albert

  BHHS Hudson Valley Properties

  (845) 202-4082

  25 Fairway Dr Unit 2, Pawling, NY 12564
• 

  $374,000

  Sold Apr 09, 2026

  34 Mountain View Rd, Poughkeepsie, NY 12603

  • 3 Beds
  • 1 Bath
  • 1,558 Sq Ft
  • Built 1940

  Last Sold Summary

  • $240/SF
  • 140 Days On Market

  Current Estimated Value $373,320

  Last Listing Agent Michael Kahns Compass Greater NY, LLC

  34 Mountain View Rd, Poughkeepsie, NY 12603
• 

  Est $603,965

  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

  • 40 Days On Market
• 

  

  

  /50

  $575,000

  Pending

  • 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
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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

  (845) 552-0848

  

  10 Campus View Ct, Poughkeepsie, NY 12601
• 

  $350,000

  Sold Nov 25, 2025

  8 Loudon Dr Unit 1, Fishkill, NY 12524

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft
  • Built 1980

  Last Sold Summary

  • 8% Above List Price
  • $327/SF
  • 25 Days On Market

  Current Estimated Value $344,985

  Last Listing Agent Kimberlee Markarian BHHS Hudson Valley Properties

  8 Loudon Dr Unit 1, Fishkill, NY 12524
• 

  Est $483,584

  Not Listed For Sale

  723 Regency Dr, Fishkill, NY 12524

  • 1 Bed
  • 2 Baths
  • 1,450 Sq Ft
  • Built 2013

  723 Regency Dr, Fishkill, NY 12524

  Last Sold Summary

  • 13 Days On Market
• 

  

  /50

  $1,095,000

  $105K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,048 Sq Ft

  33 Willow Brook Ridge, Clinton Corners, NY 12514

  Privately nestled on 6.5 wooded acres at the end of a quiet country lane, this beautifully updated Colonial captures the Hudson Valley lifestyle today’s buyers are searching for! Peaceful, design-forward living surrounded by nature, yet just minutes to Rhinebeck, the Taconic Parkway, and the train to NYC. Designed for both laid-back everyday living and memorable weekends with family & friends,

  

  Margaret Mondello

  Margaret Mondello Real Estate

  (845) 393-6730

  33 Willow Brook Ridge, Clinton Corners, NY 12514
• 

  

  /41

  $5,500 Per Month

  • 4 Beds
  • 3 Baths
  • 1,677 Sq Ft
  • House for Rent

  183 Barrytown Rd, Barrytown, NY 12507

  Spacious ranch home with an attached studio apartment set on 5 private, beautifully manicured acres directly across from Bard College’s Simon’s Rock / Massena Campus and located in the Red Hook School District. This unique property offers the perfect blend of privacy, flexibility, and Hudson Valley charm with a large in-ground swimming pool, barn, pond, and rolling grounds creating a truly

  

  Margaret Mondello

  Margaret Mondello Real Estate

  (845) 513-3776

  183 Barrytown Rd, Barrytown, NY 12507
• 

  $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 $419,084

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

  58 Tamarack Hill Dr, Poughkeepsie, NY 12603
• 

  Est $430,356

  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

  • 24 Days On Market
• 

  

  /23

  $599,900

  $29K PRICE DROP

  • 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
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  /40

  Starting at $1,850 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

  (845) 714-0037

  169 Union St, Poughkeepsie, NY 12601
• 

  $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

  Current Estimated Value $255,392

  Last Listing Agent Arleen Shepley Elyse Harney Real Estate

  21 Dutchess Ave, Millerton, NY 12546
• 

  Est $441,778

  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

  • 24 Days On Market
• 

  

  /44

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,725 Sq Ft

  41 Diddell Rd, Wappingers Falls, NY 12590

  The Ultimate Lifestyle Estate! From the remodeled chef’s kitchen with granite counters to a massive 3,200 sq. ft. Pole Barn, this property is a fusion of modern luxury with serious utility. Set in a tax-saving Agricultural District, you’ll find 2 stocked ponds (boats included!), a classic Red Barn with chickens and with horse-stall potential, a 10-acre landscape featuring investment-ready

  

  Lisa Kelly

  Exit Realty Connections

  (329) 210-1548

  41 Diddell Rd, Wappingers Falls, NY 12590
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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

  (845) 851-0904

  243 Morton Rd, Rhinebeck, NY 12572
• 

  $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 $487,225

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

  1215 Route 82, Hopewell Junction, NY 12533
• 

  Est $547,219

  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

  • 23 Days On Market
• 

  

  /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
• 

  

  /29

  Starting at $1,291 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

  (845) 666-3740

  

  194 Tompkins Terrace, Beacon, NY 12508
• 

  $415,000

  Sold May 22, 2026

  7 Juniper Ln, Pawling, NY 12564

  • 2 Beds
  • 2 Baths
  • 2,596 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Below List Price
  • $160/SF
  • 48 Days On Market

  Current Estimated Value $415,785

  Last Listing Agent Elizabeth Poggiogalle Real Broker NY LLC

  7 Juniper Ln, Pawling, NY 12564
• 

  Est $515,683

  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

  • 62 Days On Market
• 

  

  /24

  $325,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,298 Sq Ft

  5202 Chelsea Cove N, Hopewell Junction, NY 12533

  Welcome to this spacious tri-level, 3-bedroom, 1.5-bath condominium in the heart of Hopewell, offering incredible potential and a fantastic location close to beautiful Sylvan Lake — perfect for swimming, boating, and fishing enthusiasts! Conveniently located just minutes from the Taconic State Parkway, this home offers an easy commute while still enjoying a peaceful community setting. Inside,

  

  Joanne Debellis

  Debellis Real Estate LLC

  (329) 210-3534

  5202 Chelsea Cove N, Hopewell Junction, NY 12533
• 

  

  /43

  $6,300 Per Month

  • 3 Beds
  • 2.5 Baths
  • 3,293 Sq Ft
  • House for Rent

  45 Evergreen Ave, Poughkeepsie, NY 12601

  Welcome to 45 Evergreen Avenue, a stunning Brick Contemporary Colonial that seamlessly blends elegance and comfort! Step into the heart of the home: a gourmet kitchen that overlooks the inviting family room, where vaulted ceilings and a striking marble wood-burning fireplace create a dramatic yet cozy ambiance. Whether you’re hosting gatherings or enjoying quiet evenings, this open-concept space

  

  Omar Harper

  Epique Realty

  (845) 497-6570

  45 Evergreen Ave, 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 $374,844

  Last Listing Agent Brenda Otero HomeSmart Homes & Estates

  6 James Place, Wappingers Falls, NY 12590
• 

  Est $504,651

  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

  • 54 Days On Market
• 

  

  /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
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  /42

  Starting at $2,285 Per Month

  • 1 - 3 Beds

  36 Pine St, Poughkeepsie, NY 12601

  B1-V Modern Two Bedroom Apartment With Beautiful View -(RLNE3238734)

  Water Club Luxury Living

  (845) 668-4723

  

  36 Pine St, 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 $560,997

  Last Listing Agent Karen Chung Keller Williams Hudson Valley

  6 North Dr, Poughkeepsie, NY 12603
• 

  Est $449,000

  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

  • 18 Days On Market
• 

  

  /25

  $439,000

  $56K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,264 Sq Ft

  21 Rosalind Rd, Poughkeepsie, NY 12601

  Exceptional opportunity in one of Poughkeepsie’s most desirable South Side neighborhoods. This spacious Dutch Colonial offers timeless character, generous living space, and a beautifully landscaped 0.24-acre lot with a large private backyard. Inside, you’ll find hardwood floors, a sun-filled living room with a brick fireplace and wood-burning stove, a versatile den ideal as a home office or

  

  Derek Greene

  Greene Realty Group

  (845) 609-1096

  21 Rosalind Rd, Poughkeepsie, NY 12601
• 

  

  /24

  $1,950 Per Month

  • 2 Beds
  • 1 Bath
  • 818 Sq Ft
  • Apartment for Rent

  129 Charles Colman Blvd Unit A2, Pawling, NY 12564

  At your fingertips! Everything the Village of Pawling has to offer - Metro North, Lakeside Park, shopping, restaurants and services. Clean, affordable, two bedroom second floor apartment with newer windows and lots of extra storage. Good sized Living Room with plenty of sunshine. Eat in Kitchen with maple cabinets, recessed lighting and tile floor makes this fully functional for your cooking

  

  Judith 'Judy' Albert

  BHHS Hudson Valley Properties

  (845) 668-4575

  129 Charles Colman Blvd Unit A2, Pawling, NY 12564
• 

  $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
• 

  Not Listed For Sale

  274 Hooker Ave Unit A5, Poughkeepsie, NY 12603

  • 3 Beds
  • 1.5 Baths
  • 1,915 Sq Ft
  • Built 1975

  274 Hooker Ave Unit A5, Poughkeepsie, NY 12603

  Last Sold Summary

  • 185 Days On Market
• 

  

  /34

  $835,000

  Open Sun 1PM - 3PM $15K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,657 Sq Ft

  159 Rombout Rd, Poughkeepsie, NY 12603

  Experience refined living in this stunning Great Hall Colonial, offering 3,225 sq ft of thoughtfully designed luxury. A dramatic Great Hall with open-air overlook creates an impressive architectural centerpiece, seamlessly connecting both levels. This elegant home features 4 bedrooms and 3.5 baths, including a luxurious primary suite with a spa-like bath and dual walk-in closets, plus a private

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (845) 280-6179

  159 Rombout Rd, Poughkeepsie, NY 12603
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  /28

  Starting at $1,700 Per Month

  • 1 Bed

  2633 South Rd, Poughkeepsie, NY 12601

  Spacious floor plans with an open layout. Plenty of closet space and hard wood floors. Laundry Rooms available on-site.

  (845) 867-2110

  2633 South Rd, Poughkeepsie, NY 12601
• 

  $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 $183,122

  Last Listing Agent Gregory Pikor Inspire Realty

  74 Aveonis Ct, Fishkill, NY 12524
• 

  Est $437,501

  Not Listed For Sale

  2410 Bennington Dr, Fishkill, NY 12524

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft
  • Built 2010

  2410 Bennington Dr, Fishkill, NY 12524

  Last Sold Summary

  • 109 Days On Market

Showing Results 81 - 120, Page 3 of 18