Dutchess, NY Homes

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  /46

  $584,500

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  89 Birch Dr, Pleasant Valley, NY 12569

  This spacious and impeccably maintained oversized raised ranch offers comfort, flexibility, and pride of ownership in every room.With a thoughtfully designed layout, this home features two bedrooms on the lower level and a primary suite with a private bath on the main floor, along with an additional bedroom—ideal for guests, family, or a home office.The heart of the home is the

  

  Philip Bisesto

  HomeSmart Homes & Estates

  (845) 681-2247

  89 Birch Dr, Pleasant Valley, NY 12569
• 

  

  

  /31

  $1,960 - $3,095 per month

  Brookside Meadows Luxury Rental Community

  1 - 3 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,

  10100 Brookside Rd, Pleasant Valley, NY 12569
• 

  $505,000 Sold Aug 28, 2025

  • 1,800 Sq Ft
  • $281/SF
  • 49 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  186 Oswego Rd, Pleasant Valley, NY 12569

  Tastefully updated and impeccably maintained 3 bedroom, 2 bath ranch situated on beautiful one acre parcel. Custom kitchen w/designer cabinetry, stainless appliances, quartz counters, breakfast bar & pantry. Spacious living room flows to dining room, which provides easy access to composite rear deck complete with pergola. Master bedroom with ensuite bathroom. Two additional bedrooms, one with

  Dan Axtmann BHHS Hudson Valley Properties

  186 Oswego Rd, Pleasant Valley, NY 12569
• 

  Est $620,404 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,348 Sq Ft

  664 Plass Rd, Pleasant Valley, NY 12569

  664 Plass Rd, Pleasant Valley, NY 12569
• 

  

  

  /22

  $490,000

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  166 Hibernia Rd, Salt Point, NY 12578

  Nestled In The Hamlet Of Salt Point NY, In The Town Of Pleasant Valley Is This Remodeled Home Offering Four Bedrooms And Two Baths. The Front Exterior Has Dual Entry Access To Various Locations Within The Home Which Displays A Combination Of Engineered Wood And Ceramic Tiled Floors. Each Room Has Been Thoughtfully Updated. Here You Will Find The Kitchen With State Of The Arts Stainless Steel

  

  Joyce Stanton

  Century 21 Hudson Valley Rlty.

  (845) 599-8106

  166 Hibernia Rd, Salt Point, NY 12578
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  /41

  $6,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,709 Sq Ft
  • House for Rent

  272 Drake Rd, Pleasant Valley, NY 12569

  Private Hudson Valley SanctuaryTucked away on over 24 acres of wooded beauty with tranquil water views and a private pond, this one-of-a-kind 3-bedroom, 2.5-bath contemporary ranch invites you to slow down, breathe deeply, and feel at home.Step inside to an open, sun-drenched layout where maple hardwood floors glow beneath exposed wood beams and stone fireplaces warm both the living room

  Kara Winters A&K ELITE REAL ESTATE SERVICES

  272 Drake Rd, Pleasant Valley, NY 12569
• 

  $128,000 Sold Aug 26, 2025

  • 864 Sq Ft
  • $148/SF
  • 28 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  25 Pine Hill Rd, Pleasant Valley, NY 12569

  Are you looking for a great summer project ? - look no further! Bring your hardhat, hammer and a few tools to get started on renovations in this ranch style home. The home is positioned on 1.1 acre of garden property and is set back off the road. The spacious front porch greets you and invites you into the living room. It highlights hardwood floors and a wood burning fireplace. The kitchen opens

  Ann Scarano Realty Center Hudson Valley

  25 Pine Hill Rd, Pleasant Valley, NY 12569
• 

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 980 Sq Ft

  62 Elm Ln, Pleasant Valley, NY 12569

  62 Elm Ln, Pleasant Valley, NY 12569
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  /32

  $227,000

  • Land
  • 25 Acres
  • $9,062 per Acre

  00WP Rossway Rd, Pleasant Valley, NY 12569

  Welcome to your idyllic escape in the beautiful Hudson Valley town of Pleasant Valley, NY! This exceptional piece of property is a hidden gem, offering unmatched privacy and an abundance of natural beauty. Spanning acres of mixed hardwood and softwood species, the land is a harmonious blend of lush greenery and scenic vistas, providing the perfect backdrop for your dream project. Whether

  Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  00WP Rossway Rd, Pleasant Valley, NY 12569
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  /2

  Call for Price

  14 Arbor Hill Drive

  2 Beds

  12 Arbor Hill Dr, Pleasant Valley, NY 12569

  Residential

  12 Arbor Hill Dr, Pleasant Valley, NY 12569
• 

  $160,000 Sold Aug 26, 2025

  • 1,456 Sq Ft
  • $110/SF
  • 100 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1997

  17 Pheasant Run, Pleasant Valley, NY 12569

  Discover affordable living in this charming three-bedroom manufactured home in Pleasant Valley. This cozy home features an open floor plan, a large kitchen with appliances, and spacious bedrooms. Pleasant Valley is a friendly and peaceful community and offers easy access to local schools, parks, and shopping. Perfect for first-time buyers or those looking to downsize. Don't miss this opportunity

  Michael Domoulin K Fortuna Lighthouse Realty

  17 Pheasant Run, Pleasant Valley, NY 12569
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  65 Elm Ln, Pleasant Valley, NY 12569

  65 Elm Ln, Pleasant Valley, NY 12569
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  /40

  $699,000

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

  303 Freedom Rd, Pleasant Valley, NY 12569

  Custom 4 bedroom, 2 full bath, 2 half bath contemporary privately set on 5 acre parcel. Surrounded by wooded buffers for privacy, this nature lover's paradise is the perfect venue for entertaining. Attractive floor plan includes huge eat-in kitchen complete with center island & stainless appliances. Living room w/fireplace provides easy access to deck overlooking expansive yard. First floor

  Dan Axtmann BHHS Hudson Valley Properties

  303 Freedom Rd, Pleasant Valley, NY 12569
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  /20

  $2,500 per month

  • 2 Beds
  • 1 Bath
  • 1,800 Sq Ft
  • Apartment for Rent

  2297 Route 44, Pleasant Valley, NY 12569

  Available for rent is this spacious, natural light filled, updated, immaculate, 2+ bedroom, townhouse style apartment located in a quiet area, yet close to all shopping, schools, transportation and all the area offers. Walk into the large open floor plan consisting of spacious living room, eat-in-kitchen, a large bedroom and bathroom complete the first floor. Charming french door leads to the

  Gina Antonucci Easy Lifestyle Real Estate

  2297 Route 44, Pleasant Valley, NY 12569
• 

  $45,000 Sold Aug 22, 2025

  • 980 Sq Ft
  • $46/SF
  • 99 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1979

  30 Elm Ln, Pleasant Valley, NY 12569

  Looking for an affordable home that just needs some updating? Well look no further. This 2 Bedroom 1 Bath Mobile home in Hickory Hill Estates set just outside of the village of Plesant Valley is perfect for you. Come see the park like setting in Hickory Hill and make this your home.

  Steven Collier BHHS Hudson Valley Properties

  30 Elm Ln, Pleasant Valley, NY 12569
• 

  Est $487,856 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,408 Sq Ft

  1847 Route 44, Pleasant Valley, NY 12569

  1847 Route 44, Pleasant Valley, NY 12569
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  /40

  $845,000

  • 3 Beds
  • 3.5 Baths
  • 2,567 Sq Ft

  69 Brown Rd, Pleasant Valley, NY 12569

  Welcome to your private country retreat! Tucked away down a gravel driveway you will find this charming home nestled on 11+ acres of nature, mostly wooded with a pond and a fine clearing around the home. The home features a comfortable floor plan - a wonderful country kitchen opens to a dining area with French doors leading into the light-filled great room, featuring a soaring ceiling and a

  Susan Whalen George T Whalen Real Estate

  69 Brown Rd, Pleasant Valley, NY 12569
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  /2

  $2,200 - $2,500 per month

  Apartment for Rent

  2 Beds

  7 Oswego Rd, Pleasant Valley, NY 12569

  Rental is a two bedroom newly remodeled cottage adjacent to the main apartment building.

  7 Oswego Rd, Pleasant Valley, NY 12569
• 

  $290,000 Sold Aug 13, 2025

  • 1,100 Sq Ft
  • $264/SF
  • 40 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  1358 Route 44, Pleasant Valley, NY 12569

  Welcome to your creek side retreat! This 2 bedroom, one bathroom home is situated on a half acre lot that abuts the Wappinger Creek in Pleasant Valley. Take a dip and cool off or float downstream in a tube or canoe. There is a great brick fire pit for evenings by the water and is a great place to camp out or picnic. The home features rejuvenated wood floors, high ceilings and freshly painted

  Richard Brenner Rich Brenner Realty, LLC

  1358 Route 44, Pleasant Valley, NY 12569
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  /2

  Est $1,341,203 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft

  1612 Main St, Pleasant Valley, NY 12569

  1612 Main St, Pleasant Valley, NY 12569
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  /32

  $610,000

  • 3 Beds
  • 3.5 Baths
  • 2,716 Sq Ft

  129 Barkit Kennel Rd, Pleasant Valley, NY 12569

  Welcome to 129 Barkit Kennel Rd! As you pull into the driveway you are immediately taken back to a private and tranquil space. This fantastic Cape Cod home is located on 4.3 acres of serene property, meticulously maintained, with just over 2700 sq ft of living space, this home offers 3 sizable bedrooms, & 3.5 bathrooms. The primary bedroom is located on the first floor w/ensuite, along with first

  Kimberlee Markarian BHHS Hudson Valley Properties

  129 Barkit Kennel Rd, Pleasant Valley, NY 12569
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  /10

  $2,500 per month

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

  15 Quaker Hill Rd Unit 1, Pleasant Valley, NY 12569

  Immaculate rental opportunity available in Pleasant Valley, NY. Two bedroom apartment is brand new, complete with spectacular eat-in kitchen, with granite countertops, new appliances and cabinetry lighting. New carpets throughout rest of the home, figuring two spacious bedrooms, brand new stunning full bathroom, and plenty of storage. Quiet and serine, but close to shops, schools, parks, and

  Dominick Passafiume Houlihan Lawrence Inc.

  15 Quaker Hill Rd Unit 1, Pleasant Valley, NY 12569
• 

  $900,000 Sold Aug 07, 2025

  • 3,770 Sq Ft
  • $239/SF
  • 161 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  422 Rossway Rd, Pleasant Valley, NY 12569

  Discover the elegance and charm of this stunning residence located in the Town of LaGrange, within the esteemed Arlington School District. Nestled on nearly 11 acres of land, this enchanting stone-clad and stucco ranch home offers a perfect blend of sophistication and comfort.As you approach the property, a wooded path leads you to a scenic setting enhanced by stacked stone walls and

  Kaye Saglibene

  422 Rossway Rd, Pleasant Valley, NY 12569
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 852 Sq Ft

  216 West Rd Unit 79, Pleasant Valley, NY 12569

  216 West Rd Unit 79, Pleasant Valley, NY 12569
• 

  

  /50

  $815,000

  • 6 Beds
  • 4.5 Baths
  • 3,974 Sq Ft

  82 Thornhill Dr, Pleasant Valley, NY 12569

  Stunning Pleasant Valley Colonial in park-like setting: This wonderful 6 bedroom home can be your personal oasis; close enough to civilization to have convenience, yet just rural enough to also have serenity. The acre and a half property features stately, landscaped front & side yards with walkways & mature trees - and a more private, fenced & wooded backyard that is all about relaxing and/or

  Christopher Hanson Hanson Real Estate Partners

  82 Thornhill Dr, Pleasant Valley, NY 12569
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  /20

  $1,999 - $2,404 per month

  Village Park Apartments

  1 - 2 Beds

  5 Park Dr, Pleasant Valley, NY 12569

  Enjoy all the pleasures of country living by renting at Village Park Apartments. We are located in the heart of the beautiful, historic land of Pleasant Valley, NY, only minutes away from all the conveniences of village life. With our scenic atmosphere and quick access to New York City or the beautiful Queen City of the Hudson River Poughkeepsie, you have the best of both worlds here at Village

  5 Park Dr, Pleasant Valley, NY 12569
• 

  $615,000 Sold Aug 01, 2025

  • 2,400 Sq Ft
  • $256/SF
  • 41 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  58 Travis Rd, Hyde Park, NY 12538

  Welcome to this charming contemporary Cape Cod, located in the heart of Pleasant Valley. This home offers 3 bedrooms, 2.5 baths, living room, kitchen with breakfast nook, formal dining room, loft, office and a full walkout basement.The primary bedroom with en-suite and walk-in closets is conveniently located on the first floor. Also on the first floor is the kitchen with breakfast nook,

  Marie-Louise Enderle BHHS Hudson Valley Properties

  58 Travis Rd, Hyde Park, NY 12538
• 

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,212 Sq Ft

  323 Masten Rd Unit 325, Pleasant Valley, NY 12569

  323 Masten Rd Unit 325, Pleasant Valley, NY 12569
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  /32

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,094 Sq Ft

  27 Woodland Dr, Salt Point, NY 12578

  Enjoy this Sunlit Salt Point retreat with pool and custom charm! Welcome to this dream escape in the heart of Salt Point! this beautifully crafted 3-bedroom, 2.5 bath home offers the perfect blend of natural beauty and thoughtful design. Nestled on a peaceful property the home features a heated inground pool, ideal for summer relaxation, and a blue stone driveway that adds timeless charm from

  LAUREN VONDERAU Inspire Realty

  27 Woodland Dr, Salt Point, NY 12578
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  /6

  $1,495 per month

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

  29 Quaker Hill Rd Unit 4, Pleasant Valley, NY 12569

  Available for September 1st move-in! Spacious one bedroom located right in the heart of the Village in Pleasant Valley. Plenty of room for 2-car parking, large yard, conveniently located near the shopping center and local restaurants in walking distance. Great price for this unit!!! Utilities included; heat, hot water, garbage, snow plowing and lawn maintenance. Available Immediately. Well

  Kirk Rotger Millennium Realty Solutions

  29 Quaker Hill Rd Unit 4, Pleasant Valley, NY 12569
• 

  $535,000 Sold Jul 25, 2025

  • 1,500 Sq Ft
  • $357/SF
  • 62 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  65 O' Halloran Cir, Pleasant Valley, NY 12569

  This newly constructed gem sits perched at the top of O'Halloran Circle boasting an over 7.8 acre lot, both private and tranquil with so much possibility. This cottage was over engineered at every step and saw meticulous oversight by the owner/builder during the entire process. No expenses were sparred in making this home as solid as possible with an extra 2" of concrete reinforcement used on

  Andre Aivazians HomeSmart Homes & Estates

  65 O' Halloran Cir, Pleasant Valley, NY 12569
• 

  Est $767,293 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,920 Sq Ft

  938 Freedom Rd Unit 965, Pleasant Valley, NY 12569

  938 Freedom Rd Unit 965, Pleasant Valley, NY 12569
• 

  

  /45

  $750,000

  • 4 Beds
  • 2.5 Baths
  • 3,019 Sq Ft

  41 Meddaugh Rd, Pleasant Valley, NY 12569

  Why settle for basic new construction when you can enjoy more space, privacy, and luxurious finishes in this beautifully renovated 4-bedroom, 2.5-bathroom home in the Arlington Central School District? From the moment you enter, you're welcomed by wide-plank white oak hardwood floors and an abundance of natural light pouring in through oversized picture windows that seamlessly connect the indoors

  Gregory Pikor Inspire Realty

  41 Meddaugh Rd, Pleasant Valley, NY 12569
• 

  

  /13

  $1,650 per month

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

  1613 Main St Unit 1, Pleasant Valley, NY 12569

  Spacious one-bedroom located right in the heart of the Village in Pleasant Valley. Plenty of room for 2-car parking, large yard, conveniently located near the shopping center and local restaurants in walking distance. Utilities included: water, garbage, snow plowing, and lawn maintenance. Available Immediately

  Mordchai Stern eRealty Advisors, Inc

  1613 Main St Unit 1, Pleasant Valley, NY 12569
• 

  $112,000 Sold Jul 24, 2025

  • 1,000 Sq Ft
  • $112/SF
  • 49 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  14 Hilltop Ln, Pleasant Valley, NY 12569

  Don't miss this beautifully updated 2-bedroom, 2-bathroom home located in the heart of Pleasant Valley and the highly desirable Arlington School District. With recent upgrades including a new roof, water heater, furnace, flooring, and fully renovated bathrooms, this home offers peace of mind and modern comfort. The underbelly has been spray-foamed for added insulation—ideal for year-round energy

  Ivan Carvalho Exit Realty Connections

  14 Hilltop Ln, Pleasant Valley, NY 12569
• 

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  13 Clark Heights Unit 17, Pleasant Valley, NY 12569

  13 Clark Heights Unit 17, Pleasant Valley, NY 12569
• 

  

  /48

  $799,000

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

  267 Smith Rd, Pleasant Valley, NY 12569

  This one is for the car enthusiast and hobby farmer. Welcome to this well-maintained two-bedroom raised ranch, featuring numerous updates and exceptional amenities. Enjoy peace of mind with a newer roof, insulated windows and doors, and vinyl siding that enhance energy efficiency and curb appeal. The home is equipped with central air, a new air conditioner and handler, security system, and an

  Melissa Pettinella Century 21 Alliance Realty Grp

  267 Smith Rd, Pleasant Valley, NY 12569
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  /8

  $52,000 Sold Jul 23, 2025

  • Land
  • 0.56 Acre
  • $92,857 per Acre

  • 77 Days On Market

  1443 Route 44, Pleasant Valley, NY 12569

  Build Your Dream Home - BOH Approved Lot in Arlington School DistrictThis rare find offers a .56-acre approved building lot in the highly sought-after Arlington School District. With Board of Health approval already in place for a 3-bedroom single-family residence, and a recent survey completed, this property is primed for immediate action.A spacious 3-bay garage is already on

  Lawrence Gregory Gilcrest Properties

  1443 Route 44, Pleasant Valley, NY 12569
• 

  Est $395,109 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,275 Sq Ft

  53 Cole Rd, Pleasant Valley, NY 12569

  53 Cole Rd, Pleasant Valley, NY 12569
• 

  

  /31

  $549,000

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft

  844 Salt Point Turnpike, Poughkeepsie, NY 12601

  Accepted Offer.. No more showings please.....A MASTER CRAFTSMAN'S HOME! Obviously the one to own, The love and attention to detail is all TOP SHELF. This family has rasied their family here and now as they retire they turn over their labor of LOVE to you the next owner. Privately tucked off the road professionally Landscaped by Nolan Nurserys now the mature landscaping shields the home from any

  Brian Woolsey BHHS Hudson Valley Properties

  844 Salt Point Turnpike, Poughkeepsie, NY 12601

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