Dutchess, NY Homes

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  /47

  $599,500

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

  89 Birch Dr, Pleasant Valley, NY 12569

  Welcome Home!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
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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
• 

  $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

  • 3 Beds
  • 1.5 Baths
  • 980 Sq Ft

  62 Elm Ln, Pleasant Valley, NY 12569

  62 Elm Ln, Pleasant Valley, NY 12569
• 

  

  

  /22

  $499,900

  • 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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  /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
• 

  $565,000 Sold Jul 25, 2025

  • 2,639 Sq Ft
  • $214/SF
  • 57 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  102 Prospect Hill Rd, Clinton Corners, NY 12514

  Discover the perfect blend of comfort and potential with this charming single-story home situated on over 6 private acres, offering serene country living just one half mile from the Taconic State Parkway. Perched up at the end of a long driveway, the home boasts hardwood floors throughout, the spacious and light-filled interior features an open, convenient floor plan with three bedrooms and two

  Jo-Ann Campagiorni

  102 Prospect Hill Rd, Clinton Corners, NY 12514
• 

  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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  /49

  $689,000

  • 4 Beds
  • 4 Baths
  • 3,088 Sq Ft

  28 Hurley Rd, Salt Point, NY 12578

  Perched at the crest of a pillared drive, this stunningly reimagined contemporary home masterfully fuses modern design with inviting warmth and everyday comfort. Set on a peaceful, wooded lot and drenched in natural light, this home offers a rare balance of modern elegance and everyday livability.The main level is open, light-filled and airy with soaring ceilings and thoughtful

  Craig Smith Compass Greater NY, LLC

  28 Hurley Rd, Salt Point, NY 12578
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  /20

  $1,999 - $2,509 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
• 

  $420,000 Sold Jul 25, 2025

  • 2,992 Sq Ft
  • $140/SF
  • 79 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1962

  449 Browning Rd, Salt Point, NY 12578

  Lovely four bedroom, three bath house on a quiet country road in the Town of Clinton. Formerly a group home, this property has ample space to update and make a country retreat or a full time home. The grounds are meticulously maintained and there is a propane fired, automatic generator.

  George Whalen III George T Whalen Real Estate

  449 Browning Rd, Salt Point, NY 12578
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  Not Listed For Sale

  0 Schoolhouse Rd, Staatsburg, NY 12580

  0 Schoolhouse Rd, Staatsburg, NY 12580
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  /27

  $599,000

  • 3 Beds
  • 3 Baths
  • 2,436 Sq Ft

  4408 Route 82, Millbrook, NY 12545

  Nestled just minutes from the charming Village of Millbrook, this spacious 2,436 sf ft home offers a perfect blend of privacy and proximity. The light-filled interior features a soaring cathedral ceiling and stunning beamed accents that add warmth and character. With three generously sized bedrooms and three full baths, there is ample room for all. The expansive deck is perfect for

  Carey Whalen Compass Greater NY, LLC

  4408 Route 82, Millbrook, NY 12545
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  /2

  $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 $501,440 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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  /42

  $619,900

  • 3 Beds
  • 2.5 Baths
  • 3,750 Sq Ft

  27 Balsam Rd, Hyde Park, NY 12538

  Welcome to this expansive Colonial Farmhouse offering 3,750 square feet of updated living space, set on over 5 private, wooded acres. Tucked away in a peaceful and secluded setting, this property provides the perfect blend of comfort, versatility, and natural beauty. Inside, you'll find 3 spacious bedrooms plus a dedicated office—ideal for remote work or guest space. A large family room with a

  Bonnie Massa BHHS Hudson Valley Properties

  27 Balsam Rd, Hyde Park, NY 12538
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  /35

  $1,960 - $3,095 per month

  Brookside Meadows Luxury Rental Community

  1 - 3 Beds

  10100 Brookside Rd, Pleasant Valley, NY 12569

  Discover the Morris Unit Experience comfort and convenience in the Morris, our spacious 2-bedroom, 2.5-bathroom townhome complete with an attached garage and private back patio — perfect for relaxing or entertaining. Located within Brookside Meadows, a gated rental community designed for those seeking a more refined and maintenance-free lifestyle, the Morris offers the feel of estate living

  10100 Brookside Rd, Pleasant Valley, NY 12569
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  $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
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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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  /50

  $799,999

  • 4 Beds
  • 3.5 Baths
  • 3,420 Sq Ft

  50 Grist Mill Ln, Pleasant Valley, NY 12569

  Welcome to your dream home in the prestigious Mill Valley Estates, located within the highly-sought-after Arlington Central School District. This stunning colonial, nestled on over 2 private acres, offers an exquisite blend of luxury, comfort, and functionality. As you approach, a picturesque setting the lush landscaping greets you. Step inside to discover a meticulously maintained interior

  Jennifer Lappe Keller Williams Realty

  50 Grist Mill Ln, Pleasant Valley, NY 12569
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  /18

  $1,550 per month

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

  2582 Route 44 Unit 1, Salt Point, NY 12578

  Located in the highly sought-after town of Millbrook, this fully furnished 1-bedroom apartment offers a clean, comfortable living space with both heating and air conditioning for year-round comfort. Thoughtfully outfitted with everything you need to settle in right away, the unit combines convenience and ease in a peaceful setting. Just a short drive from the village, local shops, and scenic

  Kason Fearon Serhant LLC

  2582 Route 44 Unit 1, Salt Point, NY 12578
• 

  $745,000 Sold Jul 23, 2025

  • 2,686 Sq Ft
  • $277/SF
  • 98 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1968

  16 Shunpike, Clinton Corners, NY 12514

  You will fall in love with this spacious, open layout in this cape style home that is overflowing with natural light and brand new hardwood floors throughout. This home has an outstanding flow and surreal views (that include your pond) and just call for you to relax and unwind. The main level offers an open floor plan with a beautiful kitchen, dining, and living space with sliding glass doors

  Monica Whitney Exit Realty Connections

  16 Shunpike, Clinton Corners, NY 12514
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  Not Listed For Sale

  0 Schoolhouse Rd Unit KEYM413882, Staatsburg, NY 12580

  0 Schoolhouse Rd Unit KEYM413882, Staatsburg, NY 12580
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  /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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  /16

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  5635-5639 Ny-82 Unit 3, Clinton Corners, NY 12514

  Cute and quiet this 2nd floor apartment with all utilities included ( electric, heat, hot water, trash, lawn and snow removal ) This apartment located in a charming 1900's colonial house and features 2 bedrooms , 1 full bath, bonus room ( den, office space, walk in dressing / closet area ) A nice size living room and eat in kitchen provide plenty of natural light on the lovely grounds. Propane

  5635-5639 Ny-82 Unit 3, Clinton Corners, NY 12514
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  $2,500,000 Sold Jul 23, 2025

  • 4,900 Sq Ft
  • $510/SF
  • 70 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2024

  75 Woodlands Trail, Clinton Corners, NY 12514

  COMING SOONWelcome to Woodlands. This incredible, four-bedroom custom home is centered on nearly 13 acres off Hollow Road in Clinton Corners is nearing completion. Entered down a long, private drive, the home consists of almost 5,000 square feet and offers two massive primary suites (one on the main level and one on the upper level) as well as a large library/den, home office, family room

  Jason Karadus Corcoran Country Living

  75 Woodlands Trail, Clinton Corners, NY 12514
• 

  Not Listed For Sale

  0 Schoolhouse Rd Unit KEYM413678, Staatsburg, NY 12580

  0 Schoolhouse Rd Unit KEYM413678, Staatsburg, NY 12580
• 

  

  /49

  $749,000

  • 3 Beds
  • 2.5 Baths
  • 2,828 Sq Ft

  82 Grist Mill Ln, Pleasant Valley, NY 12569

  Travel to the end of a quiet cul-de-sac to find this meticulously maintained colonial loaded with attractive features. Offered by the original owners, this custom build will surely impress. At the heart of the home is a massive kitchen complete w/center island, large pantry & new stainless appliances. Breakfast nook w/scenic view of impeccably landscaped backyard flows seamlessly to inviting

  Dan Axtmann BHHS Hudson Valley Properties

  82 Grist Mill Ln, 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

  Nearby shops, dining and an outdoor park.

  Mordchai Stern eRealty Advisors, Inc

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

  $600,000 Sold Jul 22, 2025

  • 2,678 Sq Ft
  • $224/SF
  • 137 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1964

  106 Stream Ln, Pleasant Valley, NY 12569

  Serene Oasis Just Minutes from Town – Your Dream Home Awaits! Welcome to your very own slice of paradise! Nestled on a sprawling 2.3 acres, this stunning 3400 sqft + living space is a true retreat, boasting everything you need for a life filled with comfort, charm, and endless adventures. Discover a home imbued with character and bright, airy spaces. The open-concept living area features

  Sharon Pehush HomeSmart Homes & Estates

  106 Stream Ln, Pleasant Valley, NY 12569
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  Not Listed For Sale

  0 Schoolhouse Rd Unit KEYM413677, Staatsburg, NY 12580

  0 Schoolhouse Rd Unit KEYM413677, Staatsburg, NY 12580
• 

  

  /50

  $1,200,000

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

  75 Red Fox Ln, Salt Point, NY 12578

  Stunning EuroModern Retreat Sited on 5+ Lush Acres with Panoramic Mountain Views – Salt Point, NYPerched high on a quiet no-outlet street in peaceful Salt Point, this gorgeous custom EuroModern home offers sweeping mountain and vista views from nearly every room. Sited on a large level lot with ample space for a future pool, this builder’s own sprawling one-level masterpiece blends luxury,

  Nicole Porter

  75 Red Fox Ln, Salt Point, NY 12578
• 

  /2

  $1,600 per month

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

  359 Masten Rd, Pleasant Valley, NY 12569

  Charming Cottage for Rent in Pleasant Valley Nestled on a serene and private property in Pleasant Valley, this delightful cottage offers a unique opportunity for individuals or couples looking for a cozy and convenient living space. Perfect for those planning to purchase a home in the future, this charming residence combines all the essentials with the warmth of a welcoming community. The cottage

  359 Masten Rd, Pleasant Valley, NY 12569
• 

  $685,000 Sold Jul 11, 2025

  • 3,400 Sq Ft
  • $201/SF
  • 22 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1965

  22 Gretna Woods Rd, Pleasant Valley, NY 12569

  This beautifully maintained single family Colonial and property are waiting for your inspection. All oversized rooms will please anyone looking for space to relax in. The Living room,16X24 features a fireplace and an outstanding 15X7 floor to ceiling bay window. The built-in bookcases in the 15X16 Dining room , are wonderful for the person that loves to read. The kitchen must be seen to be

  JOAN PEDATELLA BHHS Hudson Valley Properties

  22 Gretna Woods 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
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  /36

  $1,250,000

  • 6 Beds
  • 3.5 Baths
  • 4,248 Sq Ft

  11 Brown Rd, Pleasant Valley, NY 12569

  Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: while Sarah's husband, Zaccheus, fought for the Loyalists, she famously sent cheese from her dairy to George Washington's encampment

  Daniel Colomban Skyler Realty LLC

  11 Brown Rd, Pleasant Valley, NY 12569
• 

  

  /16

  $2,200 per month

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

  5635-5639 New York 82 Unit 3, Clinton Corners, NY 12514

  Cute and quiet this 2nd floor apartment with all utilities included ( electric, heat, hot water, trash, lawn and snow removal ) This apartment located in a charming 1900's colonial house and features 2 bedrooms , 1 full bath, bonus room ( den, office space, walk in dressing / closet area ) A nice size living room and eat in kitchen provide plenty of natural light on the lovely grounds. Propane

  Rebecca Hanlon Corcoran Country Living

  5635-5639 New York 82 Unit 3, Clinton Corners, NY 12514
• 

  $508,000 Sold Jul 08, 2025

  • 1,600 Sq Ft
  • $318/SF
  • 41 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 2015

  57 Whiteford Dr, Pleasant Valley, NY 12569

  PICTURESQUE RANCH STYLE HOME WITH 3 BEDROOMS, 1.5 BATHS ON AN ACRE OF BEAUTIFULLY LANDSCAPED LAND, COMPLETE WITH A LARGE SHED. ENTER THE HOME THROUGH A CUSTOM MADE DOOR & BE AMAZED AT THE OPEN & LIGHT LARGE LIVING AREA COMPLETE WITH CATHEDRAL CEILINGS & FOUR DORMERS ACTING AS SKYLIGHTS. THE CUSTOM KITCHEN, WITH A 10 FOOT ISLAND, WAS DESIGNED TO PLEASE ANY CHEF & OPENS INTO THE LIVING ROOM &

  SUSAN FEIT BHHS Hudson Valley Properties

  57 Whiteford Dr, Pleasant Valley, NY 12569
• 

  Not Listed For Sale

  • 6 Beds
  • 6 Baths
  • 5,958 Sq Ft

  221 Shunpike Unit 231, Clinton Corners, NY 12514

  221 Shunpike Unit 231, Clinton Corners, NY 12514

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