Dutchess County, NY Homes

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  /36

  $299,000 Pending

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft

  112 Sherow Rd, Pleasant Valley, NY 12569

  Tucked away in a quiet, private setting, this sun-soaked artist bungalow blends inspired design with the natural beauty of its surroundings. A full wall of windows floods the space with light, creating an airy, open feel that brings nature into the home. The living room features vaulted ceilings and a cozy wood-burning fireplace, an inviting space that flows effortlessly onto a spacious deck. A

  Craig Smith

  Compass Greater NY, LLC

  (845) 420-1929

  112 Sherow Rd, Pleasant Valley, NY 12569
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  /8

  $1,700 per month

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

  109 Montgomery St Unit 3C, Poughkeepsie, NY 12601

  Spacious 2BR apartment, available immediately! Nice and clean, bright, freshly painted unit, on the top floor. Located in secure, private building, in the historical, southside Academy Street area of the City of Poughkeepsie. Off street parking included for one vehicle, and 1 car garage available, for added fee. Sorry, no pets. Close to everything, schools, transportation, shopping, etc

  Alex Gutierrez Century 21 Alliance Rlty Group

  109 Montgomery St Unit 3C, Poughkeepsie, NY 12601
• 

  $718,000 Sold Nov 24, 2025

  • 3,259 Sq Ft
  • $220/SF
  • 106 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1989

  25 Briarwood Dr, Wappingers Falls, NY 12590

  Step into luxury and comfort in this beautifully designed custom-built home — the first to be constructed in this sought-after neighborhood, and meticulously maintained by its original owner. From the moment you enter the impressive two-story foyer, you’re welcomed by an abundance of natural light. This spacious retreat features 4 bedrooms and 2.5 bathrooms, including a serene primary suite with

  Karen Mcilvenny Century 21 Alliance Realty Grp

  25 Briarwood Dr, Wappingers Falls, NY 12590
• 

  Est $829,960 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,650 Sq Ft

  2601 Sylvan Loop, Wappingers Falls, NY 12590

  2601 Sylvan Loop, Wappingers Falls, NY 12590
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  /42

  $575,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,688 Sq Ft

  408 Hosner Mountain Rd, Stormville, NY 12582

  Completely Renovated & Move-In Ready – Just 1 Hour from NYC! Welcome to your dream home — fully renovated and thoughtfully updated from top to bottom! This beautifully restored property offers the perfect blend of modern comfort and classic charm, ideal for those seeking both serenity and convenience. Every major feature is brand new, including a new roof, completely renovated kitchen with modern

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (329) 210-2814

  408 Hosner Mountain Rd, Stormville, NY 12582
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  /10

  $2,750 per month

  12 Arbor Hill Drive

  3 Beds

  12 Arbor Hill Dr, Pleasant Valley, NY 12569

  Welcome to Arbor Hill Apartments, a peaceful and inviting residential community nestled in the heart of Pleasant Valley, New York. Just 70 miles north of New York City and conveniently located off Route 44 near the Taconic State Parkway, Arbor Hill offers a tranquil living experience with easy access to major roadways, local shopping, and the scenic charm of the Hudson Valley.These

  12 Arbor Hill Dr, Pleasant Valley, NY 12569
• 

  $210,000 Sold Nov 24, 2025

  • 923 Sq Ft
  • $228/SF
  • 39 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1972

  3 Hook Rd Unit 72K, Poughkeepsie, NY 12601

  Welcome to this bright and well-maintained 2 bedroom, 1.5 bath second-floor condo located in the desirable Arbors community perfectly nestled between Hyde Park and Poughkeepsie. This spacious unit features an open layout filled with natural sunlight, with the added convenience of an en suite bathroom in the primary bedroom. Enjoy the perks of comfortable living just off Route 9, ideally situated

  Jason Lysack K. Fortuna Realty, Inc.

  3 Hook Rd Unit 72K, Poughkeepsie, NY 12601
• 

  Est $620,929 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,662 Sq Ft

  15 Jamil Ct, Poughkeepsie, NY 12603

  15 Jamil Ct, Poughkeepsie, NY 12603
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  /20

  $356,500 Pending

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

  39 Maple Ln, Dover Plains, NY 12522

  Accepted Offer OK to show but there are 2 back up offers. Multiple offers Highest and best due Monday 09/22/25 by 4:00PM39 Maple Lane, Dover Plains, NY is being offered for sale for the first time since it was built in 1970. There is a blacktop driveway, a fenced in level yard and an ELEVATOR from ground level to upper level. This home appears to be well built and offers plenty of useable

  

  Larry Havens

  Havens Real Estate

  (845) 506-8855

  39 Maple Ln, Dover Plains, NY 12522
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  /21

  $1,700 per month

  • 1 Bed
  • 1 Bath
  • 643 Sq Ft
  • Condo for Rent

  3 Locust Ct Unit D, Fishkill, NY 12524

  Locust Grove!! This one bedroom lower unit is now available for rent. No steps to get to this unit. Condo has been freshly painted, new pergo flooring throughout, New sliding glass door to be installed. Living room is cozy with sliding glass door to patio area which is private, dining area is spacious with ceiling fan and wall unit air conditioning. Kitchen has updated appliances and cabinets.

  Nancy Young BHHS Hudson Valley Properties

  3 Locust Ct Unit D, Fishkill, NY 12524
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  $889,000 Sold Nov 24, 2025

  • 2,536 Sq Ft
  • $351/SF
  • 35 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1850

  391 Clinton Corners Rd, Clinton Corners, NY 12514

  Enjoy this appealing farmhouse on almost 4 acres, situated in the picturesque Hudson Valley, in the Millbrook Central School District. Beautifully maintained, this 1850s gem is the perfect retreat for weekenders or year-round residents! The home offers a cozy and comfortable interior with attractive wood floors; living room with library; light-filled kitchen with dining area and a small wood

  Susan Whalen George T Whalen Real Estate

  391 Clinton Corners Rd, Clinton Corners, NY 12514
• 

  Est $722,571 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,639 Sq Ft

  18 Truffle Ridge Rd, Wappingers Falls, NY 12590

  18 Truffle Ridge Rd, Wappingers Falls, NY 12590
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  /8

  $229,000 Pending

  • Land
  • 7.02 Acres
  • $32,621 per Acre

  Lot 18 Cox Rd, Pawling, NY 12564

  Come build your dream home on this 7.02-acre Board of Health Approved lot in the highly desirable Brady Brook Falls community. Approved for a 5-bedroom residence, this property offers the perfect setting to create your ideal retreat while being just minutes from all the conveniences of Pawling. Enjoy easy access to Route 22, Route 55, shopping, the Village of Pawling, Metro-North, and even the

  

  Shannon Tully

  McGrath Realty Inc

  (845) 516-8037

  Lot 18 Cox Rd, Pawling, NY 12564
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  /36

  $1,895 - $2,995 per month

  Royal Pointe

  1 - 3 Beds

  161 Clubhouse Dr, Poughkeepsie, NY 12603

  Royal Pointe is under new ownership! Stop in and tour our gated community, offering well-appointed 1, 2 & 3 bedroom layouts. Enjoy an intense workout in the fitness center, a round of billiards with friends in the game room, or get things done in our business center. We are pet friendly, offering 2 sizable dog parks for your four-legged family members.Royal Pointe is surrounded by

  161 Clubhouse Dr, Poughkeepsie, NY 12603
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  $375,000 Sold Nov 24, 2025

  • 1,000 Sq Ft
  • $375/SF
  • 21 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1951

  10 Patricia Ave, Fishkill, NY 12524

  A/O 9/30. Overlook the clutter and you will find a diamond in the rough.Situated on a level corner lot in one of Fishkill’s most desirable neighborhoods, this home is full of potential. Hardwood floors run throughout. The full bathroom has been updated using a ReBath insert. A 10 x 10 shed offers extra storage. The side and back yards are beautiful and usable. Equipped with central air and

  Blake Michaud Serhant LLC

  10 Patricia Ave, Fishkill, NY 12524
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  3 Vista Ln, Poughkeepsie, NY 12603

  3 Vista Ln, Poughkeepsie, NY 12603
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  /49

  $2,350,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,540 Sq Ft

  29 Drake Rd, Clinton Corners, NY 12514

  Exquisitely Designed Compound on Upton Lake Perched gracefully on the banks of the shimmering waters of Upton Lake, this distinguished compound residence by Lake Flato presents a rare opportunity to own a residence of architectural distinction, refined craftsmanship and immersive nature. Both the primary residence and guest house as well as the pool are custom, site-specific and sustainably built

  Craig Smith

  Compass Greater NY, LLC

  (845) 552-9263

  29 Drake Rd, Clinton Corners, NY 12514
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  /7

  $2,300 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  44 Main St Unit 2, Millerton, NY 12546

  Enjoy the best of downtown Millerton from this charming 1-bedroom, 1-bath apartment above Irving Farm. Start your mornings with coffee on your private porch, soaking in the town views. Inside, a modern kitchen with ample cabinet space and a breakfast bar makes cooking and entertaining a breeze. Bright, cozy, and full of character, this apartment is perfect for anyone looking to live right in the

  Michelle DeKleine eXp Realty

  44 Main St Unit 2, Millerton, NY 12546
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  $500,000 Sold Nov 23, 2025

  • 3,500 Sq Ft
  • $143/SF
  • 46 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1900

  44 E Market St, Red Hook, NY 12571

  Introducing a prime 3-unit investment opportunity in the Hudson Valley area. This historic property, built in 1900, encompasses 3,500 SF and features two spacious apartments and a non-profit owner-occupied office on the first floor. Both apartments have been vacated intentionally to allow new ownership the opportunity to approach the apartments with cosmetic updates or simply leasing at current

  Brian Mossey BHHS Hudson Valley Properties

  44 E Market St, Red Hook, NY 12571
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  Not Listed For Sale

  0 Meadow View Ct, Lagrangeville, NY 12540

  0 Meadow View Ct, Lagrangeville, NY 12540
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  /25

  $415,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  27 Meadow Ln, Millerton, NY 12546

  Charming Village Living with Modern ComfortsNestled on a quiet lane just minutes from Millerton’s vibrant Main Street, this warm and welcoming 3-bedroom, 2-bath home offers the perfect blend of tranquility and convenience.Step inside to an open, airy layout designed for easy living—ideal for gathering with friends, relaxing with family, or simply enjoying the peace of your own space. The

  

  Larry Havens

  Havens Real Estate

  (518) 543-9807

  27 Meadow Ln, Millerton, NY 12546
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  /40

  $2,100 - $2,800 per month

  The Union Street Historic District

  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

  169 Union St, Poughkeepsie, NY 12601
• 

  $480,000 Sold Nov 21, 2025

  • 2,068 Sq Ft
  • $232/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  106 Tick Tock Way, Stanfordville, NY 12581

  Set on 1.8 wooded acres in the quaint hamlet of Stanfordville, 106 Tick Tock offers an ideal blend of charm and privacy in a convenient location. Surrounded by mature trees, the home feels wonderfully secluded. Its appeal is enhanced by an old stone wall and an upper lawn with Adirondack chairs, ideal for relaxing outdoors. The main level of the home features an open-concept layout and 10-foot

  Kelcey Otten Compass Greater NY, LLC

  106 Tick Tock Way, Stanfordville, NY 12581
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  Est $626,372 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,894 Sq Ft

  28 Knoll Ct, Fishkill, NY 12524

  28 Knoll Ct, Fishkill, NY 12524
• 

  

  /50

  $570,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft

  5 Verplanck Ave, Hopewell Junction, NY 12533

  Plenty of space inside and out, right where you want to be. This move-in-ready home offers a flexible layout with a spacious family room, separate living room, and a central kitchen that anchors it all. The kitchen features generous counter space, warm cabinetry, and a layout that makes both daily cooking and weekend hosting feel effortless. Out back, a two-tiered deck stretches out toward a

  

  Michael Kahns

  Compass Greater NY, LLC

  (845) 379-2973

  5 Verplanck Ave, Hopewell Junction, NY 12533
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  /23

  $3,000 per month

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Property for Rent

  641 Smithfield Rd, Millerton, NY 12546

  This Hudson Valley, bright southeast facing Cape Cod home looks out toward bucolic Sharon Valley with gorgeous views. The three bedroom, two full bath property sits on approximately 27 acres on stunning Smithfield Road in Millerton, NY. In excellent condition, the house was built in 2018. The open eat-in chefs kitchen has plenty of storage. The living and dining spaces include access to an extra

  Steve Bruman Corcoran Country Living

  641 Smithfield Rd, Millerton, NY 12546
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  $685,000 Sold Nov 21, 2025

  • 3,150 Sq Ft
  • $217/SF
  • 117 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  137 Barmore Rd, Lagrangeville, NY 12540

  Welcome to this meticulously maintained 4-bedroom, 2.5-bath Colonial home, perfectly situated on a picturesque country road. Designed for both comfort and style, this property offers everything you’ve been looking for.The heart of the home is the spacious eat-in kitchen, complete with a center island, gleaming granite countertops, and stainless steel appliances.. The open layout seamlessly

  JENNIFER HOYE BHHS Hudson Valley Properties

  137 Barmore Rd, Lagrangeville, NY 12540
• 

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,500 Sq Ft

  6 Fairhaven Ct, Hopewell Junction, NY 12533

  6 Fairhaven Ct, Hopewell Junction, NY 12533
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  /40

  $459,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,596 Sq Ft

  174 Perrys Corners Rd, Amenia, NY 12501

  Welcome to this charming 1700s era home nestled in the picturesque countryside of Amenia in sought-after Dutchess County. You'll love the original features like hand-hewn wood ceiling beams, the brick fireplace and its chimney which runs through the home, plus old stone work that adds so much character. With 3 bedrooms and 3 bathrooms, this cozy retreat is perfect for entertaining guests, and

  

  Catherine Quintard

  Compass Greater NY, LLC

  (845) 316-0358

  174 Perrys Corners Rd, Amenia, NY 12501
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  /29

  $1,076 - $2,140 per month

  Tompkins Terrace Apartments

  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!

  194 Tompkins Terrace, Beacon, NY 12508
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  $625,000 Sold Nov 21, 2025

  • 2,687 Sq Ft
  • $233/SF
  • 16 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1965

  18 Tamarack Dr, Hopewell Junction, NY 12533

  Nestled in a beautiful neighborhood perfect for walking, leisurely afternoon strolls, bike riding, and immersing yourself in nature, this cherished home, offered for the very first time in 48 years, boasts a wrap-around deck off the living room overlooking over two acres of wonderfully flat property. Solid and well-built, conveniently situated just minutes from the TSP and I-84 and loved by the

  Lisa Douglas Howard Hanna Rand Realty

  18 Tamarack Dr, Hopewell Junction, NY 12533
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  Est $324,354 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,391 Sq Ft

  505 Church St, Staatsburg, NY 12580

  505 Church St, Staatsburg, NY 12580
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  /36

  $249,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,567 Sq Ft

  107/9 County Highway 29a, Springfield, NY 13468

  Charming Country Retreat Near Cooperstown & Glimmerglass Festival!Welcome to 107 County Highway 29A in Springfield Center, a delightful blend of comfort, charm and convenience in the heart of Otsego County. Just minutes from Cooperstown, Otsego Lake and the world-renowned Glimmerglass Opera, this inviting three-bedroom, one-and-a-half bath home captures the very best of upstate New York

  

  Linda Flynn

  Listing by Keller Williams Upstate NY Properties

  (315) 818-2298

  

  107/9 County Highway 29a, Springfield, NY 13468
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  /18

  $2,400 per month

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

  104 Winnikee Ave Unit 3, Poughkeepsie, NY 12601

  Attention commuters! Come see this third-floor apartment featuring three bedrooms and one bathroom which highlights the hardwood floors throughout the Living room, bedrooms, and the kitchen. Living room features bay windows and the kitchen boasts granite countertops, Double ovens, SS appliances, and a plenty of storage for your culinary creations. Tenants are responsible for heat, hot water,

  Neeta Gupta Fathom Realty NY LLC

  104 Winnikee Ave Unit 3, Poughkeepsie, NY 12601
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  $425,000 Sold Nov 21, 2025

  • 1,672 Sq Ft
  • $254/SF
  • 140 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1954

  513 Vassar Rd, Poughkeepsie, NY 12603

  A/O show for back up ..Charming and spacious 4-bedroom Cape Cod home featuring freshly refinished hardwood floors throughout the main level. The first floor offers a warm and inviting living room with a classic fireplace, a bright dining area, and a well-appointed kitchen perfect for everyday living and entertaining. Two generously sized bedrooms and an updated full bathroom provide comfortable

  Ann Costigan BHHS Hudson Valley Properties

  513 Vassar Rd, Poughkeepsie, NY 12603
• 

  Est $463,032 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  251 Pleasant Ridge Rd, Poughquag, NY 12570

  251 Pleasant Ridge Rd, Poughquag, NY 12570
• 

  

  /23

  $329,900 Pending

  • 2 Beds
  • 1 Bath
  • 1,060 Sq Ft

  9 Glenwood Ave, Poughkeepsie, NY 12603

  Adorable South Side Ranch! Welcome home to this charming 2-bedroom, 1-bath ranch tucked away on Poughkeepsie’s desirable south side. Enjoy an eat-in kitchen, hardwood floors throughout, cozy living space with fireplace, and a covered back porch overlooking a beautiful level fenced yard—perfect for gatherings, pets, or simply relaxing outdoors. The private patio area is great for summer evenings,

  

  Karen Briscoe-Reed

  KW MidHudson

  (845) 382-8855

  9 Glenwood Ave, Poughkeepsie, NY 12603
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  /41

  $2,300 per month

  Hopewell Gardens

  2 Beds

  228 Route 376, Hopewell Junction, NY 12533

  Welcome to Hopewell Gardens in Hopewell Junction, New York! Tucked into a peaceful suburban neighborhood, our pet-friendly community offers spacious and thoughtfully designed studios, one-, two-, and three-bedroom homes perfect for every lifestyle.Your rent includes heat, hot water, gas, and trash removal— making your living experience simple and stress-free. We offer onsite laundry,

  228 Route 376, Hopewell Junction, NY 12533
• 

  $840,000 Sold Nov 21, 2025

  • 3,500 Sq Ft
  • $240/SF
  • 123 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1900

  55 Teller Ave, Beacon, NY 12508

  Welcome to 55 Teller, where classic style meets modern potential. Nestled on a corner lot with captivating mountain views and blocks away from the bustling Main Street, this property offers a world of possibilities. Perfect for a residential transformation or exploring special permitted uses like a bed and breakfast, museum, social club, private school, nursing home, animal care facility, nursery

  William Stafford Compass Greater NY, LLC

  55 Teller Ave, Beacon, NY 12508
• 

  Est $532,004 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,946 Sq Ft

  1402 Route 343, Washington, NY 12522

  1402 Route 343, Washington, NY 12522

Showing Results 161 - 200, Page 5 of 18