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
• 

  

  

  /35

  $1,960 - $3,095 per month

  Brookside Meadows Luxury Rental Community

  1 - 3 Beds

  10100 Brookside Rd, Pleasant Valley, NY 12569

  Brookside Meadows is a gated rental community created for those seeking a more refined lifestyle. This community allows individuals to enjoy all of the amenities of estate living without the personal constraints and commitments associated with home ownership. Our state-of-the-art living options include Flats and Townhomes with space and amenities tailored to suit your individual needs within The

  10100 Brookside Rd, 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 $604,346 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

  $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
• 

  /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
• 

  $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

  • 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

  $247,000

  • Land
  • 25 Acres
  • $9,860 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
• 

  /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
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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
• 

  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
• 

  

  /49

  $689,000 Open Sat 12PM - 2PM

  • 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
• 

  

  /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
• 

  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
• 

  

  /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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  /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
• 

  $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
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  /2

  Est $1,330,594 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
• 

  

  /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
• 

  

  /44

  $25,000 per month

  • 4 Beds
  • 3.5 Baths
  • 4,388 Sq Ft
  • House for Rent

  74 Melville Rd, Hyde Park, NY 12538

  SUMMER RENTAL – Available for the month of July for $25,000. This is an exceptional home on six acres in a bucolic setting, beautifully furnished and ready for summer enjoyment with a heated in-ground pool, tennis court, one bedroom guest house and Level 2 EV charger for electric cars! The main house features 4 bedrooms, 3 1/2 bathrooms, beautiful kitchen with breakfast bar, dining room, covered

  Susan Whalen George T Whalen Real Estate

  74 Melville Rd, Hyde Park, NY 12538
• 

  $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

  • 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
• 

  

  /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
• 

  /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
• 

  $475,000 Sold Jul 03, 2025

  • 1,372 Sq Ft
  • $346/SF
  • 18 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1980

  25 Hibernia Heights Dr, Salt Point, NY 12578

  Must see home in residential neighborhood. 3 Bedroom, 1.5 Bath Colonial on 1.23 acre level corner lot w/ large private backyard. Updated kitchen features plentiful ceiling high cabinets & pantry. Dining Room w/ access to 3 season enclosed back porch. Living room has fireplace and large windows with newer wand controlled shades. Finished basement features large family room w/ new flooring, laundry

  Christopher Acken BHHS Hudson Valley Properties

  25 Hibernia Heights Dr, Salt Point, NY 12578
• 

  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
• 

  

  /25

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  33 Stirrup Ln, Pleasant Valley, NY 12569

  Welcome Home to this beautifully updated 3-bedroom, 2 full-bath raised ranch that offers over 1,700 square feet of modern living space in the desirable Arlington School District. Set on a quiet street in Pleasant Valley with scenic views, this move-in ready home combines style, comfort, and functionality. The main level features new gleaming hardwood floors throughout and a spacious,

  Ronald Green KW MidHudson

  33 Stirrup Ln, Pleasant Valley, NY 12569
• 

  $398,250 Sold Jul 03, 2025

  • 1,274 Sq Ft
  • $313/SF
  • 34 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1952

  774 Traver Rd, Pleasant Valley, NY 12569

  Accepted offer 4/22/25Nestled in Northern Dutchess, this picturesque Cape Cod offers serene creekside living with waterfall view. The bright and airy kitchen, featuring stylish countertops, a tasteful backsplash, and warm wood floors, opens seamlessly to a sunlit living room. A breezeway, serving as a functional mudroom with a laundry area, leads to a spacious deck overlooking the water.The

  Jill Rose Houlihan Lawrence Inc.

  774 Traver Rd, Pleasant Valley, NY 12569
• 

  Est $750,024 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
• 

  

  /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
• 

  $475,000 Sold Jun 29, 2025

  • 1,655 Sq Ft
  • $287/SF
  • 41 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2011

  38 Parksville Rd, Pleasant Valley, NY 12569

  Welcome to 38 Parksville Road, a charming and thoughtfully designed home in the heart of Pleasant Valley, New York. This residence beautifully combines comfort and style, offering a seamless blend of indoor and outdoor living. Step inside to discover an open walk-through kitchen that effortlessly leads to the dining area. Perfect for both everyday living and entertaining, this layout allows for

  Joseph Lukic Compass Greater NY, LLC

  38 Parksville Rd, 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
• 

  

  /29

  $990,000

  • 3 Beds
  • 2 Baths
  • 1,548 Sq Ft

  104 S Quaker Ln, Hyde Park, NY 12538

  Modern Farmhouse Retreat - Discover this beautifully reimagined 1870 farmhouse, set on over 25 private secluded acres in the heart of the Hudson Valley. Fully renovated in 2025 with modern finishes throughout, this 3-bedroom, 2-bath residence is a rare blend of historic charm and today’s design sensibility—perfect as a second home or peaceful weekend retreat.Tucked away down a long drive,

  Curtis Darragh Legacy Land & Homes LLC

  104 S Quaker Ln, Hyde Park, NY 12538
• 

  $705,000 Sold Jun 23, 2025

  • 2,561 Sq Ft
  • $275/SF
  • 18 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1998

  78 Parksville Rd, Pleasant Valley, NY 12569

  Nestled on over 3.2 serene acres, this beautifully renovated log home combines rustic charm with modern luxury. Offering 3 spacious bedrooms, 2.5 bathrooms, and 2,561 sq ft of thoughtfully designed living space this home has room to relax, entertain, and grow.Step inside to discover a bright and inviting open floor plan, highlighted by a stunning chef’s kitchen featuring top-of-the-line

  Jaime Thomas CBC Realty Services LLC

  78 Parksville Rd, Pleasant Valley, NY 12569
• 

  Est $428,089 Not Listed For Sale

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

  316 Hibernia Rd, Salt Point, NY 12578

  316 Hibernia Rd, Salt Point, NY 12578
• 

  

  /49

  $560,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,752 Sq Ft

  3 Talbot Dr, Pleasant Valley, NY 12569

  Welcome to your private slice of paradise! This beautifully maintained 3–4 bedroom multi-level home sits on a serene 2-acre lot in one of Pleasant Valley’s most desirable neighborhoods. Whether you're hosting summer pool parties or savoring peaceful mornings on the sun porch, every corner of this property invites comfort and style. Inside, enjoy an updated kitchen with sleek stainless steel

  Ellen Mallet

  3 Talbot Dr, Pleasant Valley, NY 12569
• 

  $94,000 Sold Jun 17, 2025

  • 1,056 Sq Ft
  • $89/SF
  • 60 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  56 Elm Ln, Pleasant Valley, NY 12569

  Welcome to your new home in Hickory Hills! This charming mobile home residence offers 3 bedrooms, and 2 full bathrooms. There is a Dining room right off the kitchen—currently used as a fourth bedroom but can easily be converted back into a dining area. With just over 1,000 square feet of living space, the home has an open-concept layout where the kitchen seamlessly flows into the living area. A

  Vanessa Campos RE/MAX Town & Country

  56 Elm Ln, Pleasant Valley, NY 12569
• 

  Est $513,461 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,236 Sq Ft

  188 Davis Rd, Salt Point, NY 12578

  188 Davis Rd, Salt Point, NY 12578

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