Homes for Sale in 12569

• 

  

  

  /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
• 

  

  

  /32

  $227,000

  • Land
  • 25.05 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
• 

  

  

  /16

  $995,000

  • 4 Beds
  • 3.5 Baths
  • 3,008 Sq Ft

  79 Frost Hill Rd, Pleasant Valley, NY 12569

  **TO BE BUILT** Stunning Farmhouse Colonial with 4-bedrooms and 3.5 baths in the highly sought after Lincoln Ridge subdivision. Situated on almost 5.5 acres of privacy, in the heart of LaGrange, with expansive mountain top views of the Hudson Valley. Home has just over 3,000 SQFT of living space welcomed by a full rocking chair front porch and double doors and into the foyer area. First floor

  Justin LaFalce KW MidHudson

  79 Frost Hill Rd, Pleasant Valley, NY 12569
• 

  

  

  /49

  $625,000

  • 3 Beds
  • 3 Baths
  • 2,514 Sq Ft

  102 Stream Ln, Pleasant Valley, NY 12569

  This charming colonial-style home, built in 1970s, is nestled in the heart of Pleasant Valley, exuding timeless elegance and classic appeal. Upon entering, you're greeted by a formal dining room, leading to a generous living room, boasting stunning hardwood flooring and a cozy double-sided fireplace, perfect for gatherings. The kitchen retains its vintage charm and seamlessly flows into a

  John DiDio Century 21 Alliance Rlty Group

  102 Stream Ln, 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
• 

  

  /45

  $735,000

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

  41 Meddaugh Rd, Pleasant Valley, NY 12569

  Why settle for ordinary builder grade when you can have extraordinary? This beautifully fully renovated 4-bedroom, 2.5-bath home in the Town of Lagrange, Arlington Central School District, blends space, style, and privacy with modern luxury. Wide-plank white oak floors and oversized windows flood the home with natural light, while the expansive 40’ x 32’ family room—with its dramatic stone

  Gregory Pikor Inspire Realty

  41 Meddaugh Rd, Pleasant Valley, NY 12569
• 

  

  /44

  $949,000

  • 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
• 

  

  /13

  $229,900

  • Land
  • 4.81 Acres
  • $47,796 per Acre

  0 Freedom Rd Unit KEY913491, La Grange, NY 12569

  4.81 Acre Parcel in the Heart of LagrangeDiscover the perfect blend of privacy and convenience with this 4.81-acre wooded parcel in the heart of Lagrange. Nestled in a peaceful natural setting, yet just minutes to everything the Hudson Valley has to offer, this location is ideal for your dream home—or for a potential small subdivision.Commuters will appreciate the easy access to

  Michael Tellerday Houlihan Lawrence Inc.

  0 Freedom Rd Unit KEY913491, La Grange, NY 12569
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  /28

  $465,000

  • 3 Beds
  • 1.5 Baths
  • 1,702 Sq Ft

  19 Gleason Blvd, Pleasant Valley, NY 12569

  Beautifully renovated ranch in the heart of Pleasant Valley, minutes away from Eastdale Village Town Center. This move-in ready home has it all! Step into the stunning custom chef’s kitchen, complete with oversized cabinetry, brand-new appliances, a stylish backsplash, and gleaming quartz countertops. The centerpiece is a Bertazzoni range from Italy—a true dream for any cook! Enjoy the warmth of

  Dominick DiFilippo Keller Williams Realty Partner

  19 Gleason Blvd, Pleasant Valley, NY 12569
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  /38

  $254,900

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft

  445 Creek Rd, Pleasant Valley, NY 12569

  - This small cottage is situated on a private 1.75 acre lot that includes a variety of flowering plants and trees including a rare, but beautiful Mimosa tree. The back yard leads you to the creek which is an ideal area to relax and enjoy a cup of coffee and a favorite book. This home as it currently sits is ideal for a couple, but there is room for expansion. The town currently has this home

  Susan Budai BROCKTON DAVIS REAL ESTATE CONSULTANTS INC

  445 Creek Rd, Pleasant Valley, NY 12569
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  /46

  $465,000

  • 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
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  /12

  $249,700

  • 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
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  /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
• 

  

  /23

  $225,000

  • Land
  • 5.04 Acres
  • $44,643 per Acre

  L510455 Creek Rd, Pleasant Valley, NY 12569

  Situated on Creek Rd, along Wappinger Creek in the desirable town of Pleasant Valley, this 5.04 acres site is ready for your site improvements and building. The driveway has already been rough cut in with the location for the house accessible for further clearing and site preparation. Current BOH approved with proposed site location for house, well, and septic. Bring your contractor and architect

  Gary Martin Compass Greater NY LLC

  L510455 Creek Rd, Pleasant Valley, NY 12569
• 

  

  /18

  $225,000

  • Land
  • 5.04 Acres
  • $44,643 per Acre

  0 Creek Rd Unit KEY896908, Pleasant Valley, NY 12569

  Situated on Creek Rd, along Wappinger Creek in the desirable town of Pleasant Valley, this 5.04 acres site is ready for your site improvements and building. The driveway has already been rough cut in with the location for the house accessible for further clearing and site preparation. Current BOH approved with proposed site location for house, well, and septic. Bring your contractor and architect

  Gary Martin Compass Greater NY, LLC

  0 Creek Rd Unit KEY896908, Pleasant Valley, NY 12569
• 

  

  /23

  $225,000

  • Land
  • 5.04 Acres
  • $44,643 per Acre

  Tbd Creek Rd, Pleasant Valley, NY 12569

  Situated on Creek Rd, along Wappinger Creek in the desirable town of Pleasant Valley, this 5.04 acres site is ready for your site improvements and building. The driveway has already been rough cut in with the location for the house accessible for further clearing and site preparation. Current BOH approved with proposed site location for house, well, and septic. Bring your contractor and architect

  Gary Martin Compass Greater NY, LLC d/b/a

  Tbd Creek Rd, Pleasant Valley, NY 12569
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  /47

  $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

  $315,000

  • 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
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  /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

  $469,000

  • 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 bedroom, 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,

  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
• 

  

  /4

  $79,000

  • Land
  • 1.3 Acres
  • $60,769 per Acre

  0 New York 82, Pleasant Valley, NY 12569

  UNTOUCHED and never on the market since 1968! PRICED TO SELL!1.3 beautiful acres on a scenic country road. Zoned RA3, build your dream home and bring your farming skills with you!Bucolic and private, these gems are rare and hard to find. Priced for immediate attention!

  Randy Calano Keller Williams Realty Partner

  0 New York 82, Pleasant Valley, NY 12569
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  /35

  $1,525,000

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

  101 Drake Rd, Pleasant Valley, NY 12569

  CONVERTED BARNS WITH POOL. Located on one of the prettiest country roads in all of Dutchess County, this charming & historic getaway offers fun, lofty & creative spaces to gather, entertain and relax in the countryside, while conveniently located to Millbrook Village & 90 minutes to Midtown. This 19th century converted barn was beautifully preserved and showcases the exposed beams, wide board

  PAULA REDMOND Corcoran Country Living

  101 Drake Rd, Pleasant Valley, NY 12569
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  /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
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  /37

  $2,195,000

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

  189 Freedom Rd, Pleasant Valley, NY 12569

  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 time.Approached

  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
• 

  

  /12

  $1,300,000

  • Land
  • 90.32 Acres
  • $14,393 per Acre

  0 Gretna Rd, Pleasant Valley, NY 12569

  Own one of the last legacy parcels in this coveted corridor of Dutchess County. Seldom does a property of this caliber come to market with over 90 acres of serene rural land, gently rolling fields and woodland, tucked away among historic farms and long-established estates.The property reflects a well-established equestrian legacy, shaped over time across gently rolling fields and wooded

  Rob Buyakowski RBR Real Estate Solutions LLC

  0 Gretna Rd, Pleasant Valley, NY 12569
• 

  

  /19

  $519,999

  • 5 Beds
  • 4 Baths

  185 Creek Rd, Pleasant Valley, NY 12569

  Welcome to your own private retreat! This two-family home offers a peaceful, park-like setting with a creek right in your backyard—perfect for fishing or simply unwinding by the water. The home is set back from the road, offering privacy and serenity, with stairs leading down to the creek and multiple decks for relaxing or entertaining.Inside, you'll find an open floor plan that features

  Anthony Melella Vision Alliance Realty Inc.

  185 Creek 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

  $1,099,000

  • 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
• 

  

  /31

  $400,000

  • Land
  • 62.87 Acres
  • $6,362 per Acre

  0 Skidmore Rd Unit ONEH6331190, La Grange, NY 12569

  Beautiful 63 acre parcel located on quiet country road. Incredible Catskill Mountain views from center ridge of parcel, creating several attractive homesites. Loaded with impressive features such as an established pond site on the north west corner, meandering streams and stonewalls. Conducive to a multitude of uses and situated amongst large undeveloped parcels and neighboring farmland. Perfect

  Dan Axtmann BHHS Hudson Valley Properties

  0 Skidmore Rd Unit ONEH6331190, La Grange, NY 12569
• 

  

  /40

  $1,815,000

  380 Freedom Rd, Pleasant Valley, NY 12569

  PRICE REDUCED!! The sellers are also willing to negotiate terms for seller financing. This is your opportunity to own a slice of history and pastoral beauty in the heart of Pleasant Valley, NY. This 138.4-acre dairy farm combines fertile land with panoramic views and endless possibilities, making it an ideal investment for farming, recreation, or development. The land has not had any in organic

  Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  380 Freedom Rd, Pleasant Valley, NY 12569
• 

  

  /6

  $240,000

  • Land
  • 29.2 Acres
  • $8,219 per Acre

  0 James Way Unit ONEH6325454, Pleasant Valley, NY 12569

  Attention builders. 2 parcels totaling 29.2 acres with approximately 18 acres of level cleared land. Definitely worth taking a look at this wonderful property with subdivision possibilities. Located at the end of the road. Property includes parcel 1344006363033554200000. Assessment and taxes are the total for both parcels.

  Judy Lancia

  0 James Way Unit ONEH6325454, Pleasant Valley, NY 12569
• 

  

  /4

  $79,000

  • Land
  • 1.18 Acres
  • $66,949 per Acre

  0 Creek Rd Unit ONEH6271048, Pleasant Valley, NY 12569

  Beautiful lot, almost 2 wooded acres, board of health approved, in town of Pleasant Valley. Close to village, TSP, 15 mins to Poughkeepsie and train station.

  Graziano Tassone Tassone Realty Corp.

  0 Creek Rd Unit ONEH6271048, Pleasant Valley, NY 12569
• 

  /2

  $139,000

  • Land
  • 2.05 Acres
  • $67,805 per Acre

  35 Patricia Dr, Pleasant Valley, NY 12569

  Discover the perfect setting for your future home on this scenic 2+ acre lot, nestled in a well-established and desirable neighborhood. Board of Health approval is already in place, making it easier to start your build. Bring your own builder, or contact us to explore custom home options tailored to your vision.

  Jake Garay Serhant LLC

  35 Patricia Dr, Pleasant Valley, NY 12569
• 

  /2

  $80,000

  • Land
  • 3.58 Acres
  • $22,346 per Acre

  235 Pine Hill Rd, Pleasant Valley, NY 12569

  THIS BEAUTIFUL PROPERTY IN PLEASANT VALLEY NEW YORK OFFERS THE PERFECT OPPORTUNITY TO OWN NEAR THE SCENIC HUDSON RIVER VALLEY. LOCATED CLOSE TO POUGHKEEPSIE, THIS LAND PROVIDES EASY ACCESS TO OUTDOOR ACTIVITIES. A CHARMING COMMUNITY WITH A RICH HISTORY AND FRIENDLY ATMOSPHERE OFFERING A SERENE LIFESTYLE WHILE BEING APPROXIMATELY 2 HOUR DRIVE TO NEW YORK CITY.

  ALISON NIXON eXp Realty

  235 Pine Hill Rd, Pleasant Valley, NY 12569

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