Dutchess County, NY Homes

• 

  

  

  /46

  $599,000

  • 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

  4 Cameli Dr, Wappingers Falls, NY 12590
• 

  

  

  /23

  $3,750 Per Month

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

  197-199 Main St Unit 2, Beacon, NY 12508

  A rare opportunity to live a true pied-a-terre in the heart of Beacon. This light-filled apartment blends contemporary flair with original charm, creating a warm and stylish retreat just above Main Street’s vibrant restaurants, galleries, and shops. Located less than a 15 minute walk to the Metro-North Train Station, for an enjoyable ride to be back in NYC. The oversized chef’s kitchen offers the

  

  Lauren Racanelli

  RE/MAX Benchmark Realty Group

  197-199 Main St Unit 2, Beacon, NY 12508
• 

  $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 $643,473

  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
• 

  

  

  /45

  $659,000

  $6K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,546 Sq Ft

  45 Willow Lake Dr, Holmes, NY 12531

  **Lakefront Living at Its Finest on Private Sunset Lake*Newly priced at $659,000, this beautifully maintained 3-bedroom, 2.5-bath lakefront home offers four-season living on private Sunset Lake. Located in Holmes, a hamlet of Pawling, this waterfront retreat combines peaceful surroundings, inviting indoor and outdoor spaces, and convenient access to everything the Hudson Valley has to offer.

  

  Heather Bragg

  River to Ridge Rlty Associates

  45 Willow Lake Dr, Holmes, NY 12531
• 

  

  /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

  

  57 W Merritt Blvd, Fishkill, NY 12524
• 

  $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 $375,602

  Last Listing Agent Michael Kahns Compass Greater NY, LLC

  34 Mountain View Rd, Poughkeepsie, NY 12603
• 

  Est $506,850

  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
• 

  

  /55

  $499,000

  $51K PRICE DROP Under Contract

  • 4 Beds
  • 2 Baths
  • 1,764 Sq Ft

  1633 Salt Point Turnpike, Pleasant Valley, NY 12569

  Parklike 2 acres surround this 3/4 bedroom split level home. Relax in the spacious livingroom, or have dinner in the formal dining area. The eat-in kitchen has newer custom wood cabinets, quartz countertop, tile backsplash, wine rack and breakfast bar. Up an easy half level is a landing to 3 good sized bedrooms and a full bath. Down a half level from the kitchen is a family room with woodstove

  

  Randy Spiesman

  Weichert, REALTORS The Spiesma

  1633 Salt Point Turnpike, Pleasant Valley, NY 12569
• 

  

  /20

  $2,500 Per Month

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  2676 W Main St, Wappingers Falls, NY 12590

  Village Charm meets modern comfort - Set above a quiet local business with no one living overhead, this beautifully updated apartment offers both privacy and personality in the heart of vibrant Wappingers Falls. Step inside to find a bright and open layout with three generously sized bedrooms, a full bath, and thoughtful modern touches throughout. The enclosed back porch is a true

  

  Michael Kahns

  Compass Greater NY, LLC

  2676 W Main St, Wappingers Falls, NY 12590
• 

  $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 $341,007

  Last Listing Agent Kimberlee Markarian BHHS Hudson Valley Properties

  8 Loudon Dr Unit 1, Fishkill, NY 12524
• 

  Est $458,036

  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
• 

  

  /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

  41 Beilke Rd, Millerton, NY 12546
• 

  

  /40

  Starting at $2,250

  Total Monthly Price

  • 2 Beds

  228 Route 376, Hopewell Junction, NY 12533

  Welcome to Hopewell Gardens in Hopewell Junction, New York! Our pet-friendly community is set among expansive grassy areas, creating a peaceful and open environment.Choose from studios, 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

  Hopewell Gardens Apartments

  

  228 Route 376, Hopewell Junction, NY 12533
• 

  $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 $408,997

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

  58 Tamarack Hill Dr, Poughkeepsie, NY 12603
• 

  Est $438,133

  Not Listed For Sale

  2806 Bennington Dr, Fishkill, NY 12524

  • 2 Beds
  • 2 Baths
  • 1,281 Sq Ft
  • Built 2011

  2806 Bennington Dr, Fishkill, NY 12524

  Last Sold Summary

  • 59 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

  308 Hollow Rd, Staatsburg, NY 12580
• 

  

  /12

  $2,700 Per Month

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

  206-208 Main St Unit 4, Beacon, NY 12508

  Luxury Living in the HEART of BEACON, NY. FRESHLY RENOVATED + TASTEFULLY UPDATED 1 Bedroom unit available for August 15th move in. Enjoy a walkable lifestyle with all of Beacon's speciality shops, restaurants, and local conveniences right outside your door. Spectacular Farmer's Market every Sunday is steps away. Hike, Explore, and LIVE IN THE HUDSON VALLEY! This Spacious Main Street apartment

  

  Lauren Racanelli

  RE/MAX Benchmark Realty Group

  206-208 Main St Unit 4, Beacon, NY 12508
• 

  $445,000

  Sold Jul 13, 2026

  7 Overhill Rd, Stormville, NY 12582

  • 2 Beds
  • 1.5 Baths
  • 1,130 Sq Ft
  • Built 1950

  Last Sold Summary

  • 6% Below List Price
  • $394/SF
  • 66 Days On Market

  Current Estimated Value $448,731

  Last Listing Agent Janyce Selkin Howard Hanna Rand Realty

  7 Overhill Rd, Stormville, NY 12582
• 

  Est $456,307

  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
• 

  

  /46

  $675,000

  • 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
• 

  

  /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

  

  36 Pine St, Poughkeepsie, NY 12601
• 

  $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 $478,809

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

  1215 Route 82, Hopewell Junction, NY 12533
• 

  Est $587,468

  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
• 

  

  /45

  $349,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  1889 New York 22, Wingdale, NY 12594

  Move right into this beautifully maintained 3-bedroom, 2-bath home in Dover, NY featuring cathedral ceilings, an open-concept layout, and comfortable everyday living. Conveniently located along Route 22, the property offers easy access to outdoor recreation, local dining, shopping, and Metro-North commuting options. Nearby attractions and amenities include: Scenic hiking, waterfalls, and nature

  

  Milton Hyatt

  KFortuna All Aspects Realty

  1889 New York 22, Wingdale, NY 12594
• 

  

  /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

  74 Hilltop Rd, Rhinebeck, NY 12572
• 

  $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 $418,286

  Last Listing Agent Elizabeth Poggiogalle Real Broker NY LLC

  7 Juniper Ln, Pawling, NY 12564
• 

  Est $515,750

  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
• 

  

  /41

  $795,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,166 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 second-floor

  

  Mark Friedman

  McGrath Realty Inc

  1564 Route 292, Holmes, NY 12531
• 

  

  /21

  Starting at $2,700 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

  117-119 S Hamilton St, 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 $412,920

  Last Listing Agent Brenda Otero HomeSmart Homes & Estates

  6 James Place, Wappingers Falls, NY 12590
• 

  Est $501,940

  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
• 

  

  /40

  $2,995,000

  $1M PRICE DROP

  • 4 Beds
  • 4 Baths
  • 4,103 Sq Ft

  476 Carpenter Hill Rd, Pine Plains, NY 12567

  Modern Minimalist Estate on 19 Bucolic Acres in Dutchess County, NY. A rare Hudson Valley offering where bold modern design meets pastoral beauty. Completed in late 2024, this 4,700+ sq ft single-level home sits on 19 acres of flat, fenced farmland along scenic Shekomeko Creek. The residence features a 3,057+/-sq ft main house, 1,046+/- sq ft greenhouse-conservatory, and 1,423 +/-sq ft heated

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  476 Carpenter Hill Rd, Pine Plains, NY 12567
• 

  

  /23

  $2,800 Per Month

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

  207 Main St Unit 3, Beacon, NY 12508

  207 MAIN STREET is a stunning historic brick building that has just been thoughtfully renovated to today’s rigorous energy-efficiency standards. This high-end apartment building was designed with both comfort and sustainability in mind. Be the first to live in this tastefully restored 1-bedroom apartment available for immediate occupancy. Located in the heart of Main Street, enjoy a walkable

  

  Lauren Racanelli

  RE/MAX Benchmark Realty Group

  207 Main St Unit 3, Beacon, NY 12508
• 

  $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 $558,270

  Last Listing Agent Karen Chung KW Hudson Valley North

  6 North Dr, Poughkeepsie, NY 12603
• 

  Est $483,000

  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
• 

  /2

  $585,000

  $35K PRICE INCREASE Coming Soon

  • 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
• 

  

  /40

  Starting at $2,400 Per Month

  • 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
• 

  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

Showing Results 81 - 120, Page 3 of 18