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Houses for Sale in 12569

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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

    Agent Photo

    Philip Bisesto

    HomeSmart Homes & Estates

    (845) 681-2247

    89 Birch Dr, Pleasant Valley, NY 12569
  • /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
  • /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
  • /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
  • /43

    $1,300,000

    • 5 Beds
    • 3.5 Baths
    • 4,841 Sq Ft

    498 Rossway Rd, Pleasant Valley, NY 12569

    Looking for a private getaway or country full time home with Mother and daughter unit or additional income to pay the mortgage? Enter into a long driveway that takes you to the top of the hill to a sight of a beautiful contemporary home with 18 x 36 Inground Pool, Very unique and totally secluded! Nestling on 16.05 wooded acres, this custom appointed u-shape home is one of a kind! The main

    Arlene Campbell BHHS Hudson Valley Properties

    498 Rossway Rd, 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
  • /44

    $999,000

    • 4 Beds
    • 3.5 Baths
    • 4,024 Sq Ft

    12 Wolf Ln, Pleasant Valley, NY 12569

    Tucked away on over 14 acres of total privacy and tranquility, 12 Wolf Lane is a contemporary retreat offering 4,000+ square feet of beautifully designed living space and every amenity you could ask for. From the moment you arrive, you’ll feel the calm, surrounded by nature, fieldstone walls built with stone from the land itself, and the kind of seclusion that’s increasingly hard to

    Jake Garay Serhant LLC

    12 Wolf Ln, Pleasant Valley, NY 12569
  • /23

    $699,999

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft

    2701 Route 82, Lagrangeville, NY 12540

    Endless Possibilities Await on This 6.1-Acre Commercial/Residential Property in LaGrange!A rare and exciting opportunity to own a versatile 6.1-acre property with prime frontage on Route 82 in the heart of LaGrange. This unique offering has been home to a thriving greenhouse and nursery business for over 60 years, and is now ready for its next chapter.The property features a

    Steven Collier BHHS Hudson Valley Properties

    2701 Route 82, Lagrangeville, NY 12540
  • /45

    $1,195,000

    • 4 Beds
    • 3.5 Baths
    • 3,888 Sq Ft

    27 Gallagher Dr, Pleasant Valley, NY 12569

    Set amid the rolling hills of Pleasant Valley, The Gallagher offers a harmonious blend of financial opportunity and country tranquility, boasting nearly 200K in annual rental revenue. Designed for gatherings and getaways, this 5-BR, 3.5-BA home unfolds across an open, light-filled layout. The heart of the home is the expansive chef's kitchen - outfitted with dual convection ovens, a gas range and

    Angelica Ferguson Houlihan Lawrence Inc.

    27 Gallagher Dr, Pleasant Valley, NY 12569
  • /46

    $475,000

    • 3 Beds
    • 3 Baths
    • 2,465 Sq Ft

    54 North Ave, Pleasant Valley, NY 12569

    Nestled in the charming Village of Plesant Valley, this 3 bedroom, 1 Full and 2 Half bath exudes character and timeless appeal. As you step inside, a gentle warmth envelops your feet creating an immediate sense of comfort from the heated tile flooring. Continue to find spacious living areas, perfect for gatherings, showcasing gleaming flooring and natural light. The eat in kitchen retains its

    John DiDio Century 21 Alliance Rlty Group

    54 North Ave, Pleasant Valley, NY 12569
  • /12

    $273,000

    • 3 Beds
    • 1 Bath
    • 1,520 Sq Ft

    11 Demelis Dr, Pleasant Valley, NY 12569

    This charming Cape Cod style home features classic New England architecture with traditional design elements. The property offers comfortable living spaces and timeless appeal for discerning residents. This three-bedroom, one-bathroom home presents excellent investment opportunities for those seeking to build equity through strategic improvements. The property's solid foundation provides a

    Brian Smith River Realty Services, Inc.

    11 Demelis Dr, Pleasant Valley, NY 12569
  • /23

    $260,000

    • 2 Beds
    • 1 Bath
    • 916 Sq Ft

    1253 Salt Point Turnpike, Pleasant Valley, NY 12569

    This move-in ready 1949 traditional cottage sits on 1.3 picturesque acres in the heart of the Hudson Valley. Thoughtfully preserved with original wood flooring, trim, and a charming wooden scalloped eave awning, the home offers timeless character and warm curb appeal. Inside, you'll find two bedrooms plus an additional laundry room that could flex as a home office. Exterior features include

    Susan Whalen George T Whalen Real Estate

    1253 Salt Point Turnpike, Pleasant Valley, NY 12569
  • /48

    $400,000

    • 3 Beds
    • 1.5 Baths
    • 2,992 Sq Ft

    1675 Main St, Pleasant Valley, NY 12569

    Discover this charming home with endless potential in the heart of Pleasant Valley, Dutchess County. This beautiful colonial-style residence offers timeless character, natural serenity, and a true indoor-outdoor lifestyle. With direct access to a tranquil creek from your backyard, this over 2,900 square feet home is perfect for unwinding in nature, listening to the soothing sounds of the water,

    Christopher Ferraro RE/MAX Town & Country

    1675 Main St, Pleasant Valley, NY 12569
  • /25

    $320,000

    • 2 Beds
    • 1 Bath
    • 1,186 Sq Ft

    198 Tinkertown Rd, Salt Point, NY 12578

    Nestled on a .32-acre parcel with an additional adjacent lot of 0.37 acres, this charming ranch-style home at 198 Tinkertown Rd offers a blend of comfort and functionality. The residence features two bedrooms and a single bath, providing an intimate and well-maintained living space. The living room is enhanced by a vaulted ceiling and a handsome stone fireplace, creating a warm and inviting

    JOHN DEREVJANIK BHHS Hudson Valley Properties

    198 Tinkertown Rd, Salt Point, NY 12578
  • /8

    $335,800

    • 3 Beds
    • 1 Bath
    • 1,384 Sq Ft

    1680 Main St, Pleasant Valley, NY 12569

    This house set in one of the most desirable areas of Pleasant Valley with Arlington schools, this 3BR is close to shops and all the major highways. It offers a two car detached garage, back porch, hardwood floors, an original fireplace, and a large backyard for entertaining. House needs some TLC but, is a great first time home or investment property.

    Sean McPhail Next Level Property Management

    1680 Main St, Pleasant Valley, NY 12569
  • /26

    $1,600,000

    • 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: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British

    Daniel Colomban Skyler Realty LLC

    11 Brown Rd, Pleasant Valley, NY 12569
  • /45

    $489,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,518 Sq Ft

    26 Carter Rd, Pleasant Valley, NY 12569

    Welcome to 26 Carter Rd, Pleasant Valley! Nestled on 3.5 private acres, this versatile 2-bedroom home lives like a 3, offering a flexible third room perfect for an office, guest space, or hobby area. Enjoy 2 full baths and a stunning, oversized gourmet kitchen featuring quartz countertops—ideal for chefs and entertainers alike. Experience the best of country living with space, privacy, and modern

    Shawn Pitcher KFortuna All Aspects Realty

    26 Carter Rd, Pleasant Valley, NY 12569
  • /27

    $349,000

    • 3 Beds
    • 1 Bath
    • 920 Sq Ft

    387 Freedom Rd, Pleasant Valley, NY 12569

    Discover the potential at 387 Freedom Road—a 3-bed, 1-bath in the highly sought after Arlington School District. This well maintained home is set back off the road on an acre of land and offers peace, privacy, and charm. A welcoming front porch is the perfect spot to take in the natural surroundings, while enjoying your morning coffee. Inside features include luxury vinyl plank flooring

    John Gabriel Jr KW MidHudson

    387 Freedom Rd, Pleasant Valley, NY 12569
  • /37

    $1,525,000

    • 3 Beds
    • 2.5 Baths
    • 2,820 Sq Ft

    101 Drake Rd, Pleasant Valley, NY 12569

    CONVERTED BARNS WITH POOL. This charming getaway offers fun lofty spaces to gather, entertain and enjoy the countryside, while conveniently located to the TSP and Millbrook Village. This 19th century converted barn was beautifully preserved and showcases the exposed beams and wide board floors. Upon entering, one is enamored by the soaring vaulted ceilings with exposed beams in the center of the

    PAULA REDMOND Corcoran Country Living

    101 Drake Rd, Pleasant Valley, NY 12569
  • /34

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft

    41 Mountain Dr, Pleasant Valley, NY 12569

    This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort and convenience in a desirable Pleasant Valley neighborhood. Lovingly cared for and truly move-in ready, the home exudes timeless appeal with thoughtful updates throughout. Step into a warm and inviting layout featuring a bright, airy living room and an open dining area that leads directly to a spacious

    JENNIFER HOYE BHHS Hudson Valley Properties

    41 Mountain Dr, Pleasant Valley, NY 12569
  • /38

    $2,195,000

    • 4 Beds
    • 4.5 Baths
    • 6,452 Sq Ft

    189 Freedom Rd, Pleasant Valley, NY 12569

    An Enchanting Stone Manor-First Time Offered. Set amidst exquisitely landscaped grounds in the heart of the Hudson Valley, this extraordinary stone manor is a triumph of design, craftsmanship, and setting—gracefully secluded, yet just minutes from the bucolic village of Millbrook. Meticulously conceived and built to the highest standards, the estate is being offered for the very first

    Jill Rose Houlihan Lawrence Inc.

    189 Freedom Rd, Pleasant Valley, NY 12569
  • /50

    $2,995,000

    • 4 Beds
    • 7 Baths
    • 6,412 Sq Ft

    165 Drake Rd, Pleasant Valley, NY 12569

    Welcome to Timber Lake Farm, a stunning property in the heart of Dutchess County horse country. This Adirondack-style estate offers a harmonious blend of rustic elegance and modern luxury, set on 33.26-acre lot with a pristine 9-acre pond that flows over a waterfall at one end. The bespoke stone and wood home boasts 6,412 square feet of living space sited at the highest elevation point on the

    Kyle Irwin Corcoran Country Living

    165 Drake Rd, Pleasant Valley, NY 12569
  • /33

    $429,900

    • 3 Beds
    • 1.5 Baths
    • 1,680 Sq Ft

    6 Swain Dr, Pleasant Valley, NY 12569

    Welcome to 6 Swain Drive, a charming Cape Cod-style home nestled in the heart of Pleasant Valley, NY. This delightful residence offers 3 bedrooms and 1.5 bathrooms across 1,680 square feet of comfortable living spaceAs you step inside, you're greeted by a sunlit living room featuring a beautiful bay window that bathes the space in natural light. Adjacent to the living room is a cozy family

    Thomas Klug HV Premier Properties Realty

    6 Swain Dr, Pleasant Valley, NY 12569
  • /50

    $1,179,000

    • 4 Beds
    • 4.5 Baths
    • 6,085 Sq Ft

    37 Patricia Dr, Pleasant Valley, NY 12569

    Welcome to this stunning contemporary masterpiece, featuring a resort-style indoor pool and exquisitely designed spaces to suit every lifestyle. Offering over 6,000 square feet of beautifully finished living space, designed for those who appreciate modern style, open spaces, and effortless entertaining. Set on a private, tranquil property, yet just minutes from the vibrant Eastdale Village, this

    Jake Garay Serhant LLC

    37 Patricia Dr, Pleasant Valley, NY 12569
  • /15

    $319,000

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    15 Barbara Ln, Pleasant Valley, NY 12569

    A New Chapter Awaits in Pleasant Valley!Welcome to this charming 3-bedroom, 1-bathroom split-level home, perfectly situated on a beautiful half-acre lot in Pleasant Valley, NY. This 1250 sq ft residence offers a fantastic opportunity for those seeking to create their dream home in Dutchess County.Step inside and discover the potential. The main living area provides a comfortable space for

    Joe Kuhl River Realty Services, Inc.

    15 Barbara Ln, Pleasant Valley, NY 12569
  • /33

    $450,000

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft

    106 Skidmore Rd, Lagrangeville, NY 12540

    Welcome home to this charming Cape style home at 106 Skidmore Rd, La Grangeville, NY 12540 on Spout Creek with the Arlington School District. This delightful residence boasts an expansive floor plan, offering over 1,900 square feet of versatile living space, perfectly designed for you to add your personal touches and truly make it your own. As you enter the main living level, the home offers a

    Kaye Saglibene

    106 Skidmore Rd, Lagrangeville, NY 12540
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