33

Homes for Sale in 12569

Section Image Section Image
  • /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

    Agent Photo

    Philip Bisesto

    HomeSmart Homes & Estates

    (845) 681-2247

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

    $1,195,000

    • 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
  • /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
  • /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
  • /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
  • /50

    $749,000

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    62 Freedom Rd, Pleasant Valley, NY 12569

    Welcome to the Best of One Level Living!!! Don't Miss this Amazing Sprawling 3200 Square Ft [ Builder's home] Ranch on Parklike 4-plus Acres * Home sits far back from the Road! * Large Foyer welcomes you into this delightful [not the normal] home * You are going to Love It!!! * The Views are wonderful. The Open floor plan offers a large Family Room w/ decorative Fireplace, built in cabinetry ,

    Annie Kozak Century 21 Alliance Rlty Group

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

    $1,275,000

    • 5 Beds
    • 3.5 Baths
    • 5,370 Sq Ft

    11 Ridgeview Ln, Pleasant Valley, NY 12569

    Welcome to 11 Ridgeview. Nestled on over 7 private acres in a quiet cul-de-sac, this stunning 5-bedroom, 3.5-bathroom LaGrange home offers elegance, space, and exceptional craftsmanship. A long, gated driveway leads to this custom-built brick estate featuring a grand curved staircase, vaulted ceilings, and gleaming hardwood floors with intricate inlays. The entrance and kitchen area showcase

    Howard Payson RE/MAX Town & Country

    11 Ridgeview Ln, Pleasant Valley, NY 12569
  • /50

    $1,199,000

    • 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
  • /46

    $1,195,000

    • 4 Beds
    • 3.5 Baths
    • 3,119 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

    Alexandria Mickle Houlihan Lawrence Inc.

    27 Gallagher Dr, Pleasant Valley, NY 12569
  • /39

    $695,000

    • 3 Beds
    • 3 Baths
    • 2,540 Sq Ft

    106 Davis Rd, Salt Point, NY 12578

    Stunning and complete renovation in the heart of Salt Point, minutes to Taconic. Like new construction without the wait in this Old Style Barn brought to modern day Farmhouse. A covered rocking chair blue stone front porch walks you into the home featuring rustic wood flooring throughout, first floor bedroom, office, full bath with custom tile surround shower, recessed lighting, custom kitchen

    Justin LaFalce KW MidHudson

    106 Davis Rd, Salt Point, NY 12578
  • /17

    $299,900

    • 3 Beds
    • 1 Bath
    • 904 Sq Ft

    37 Shady Creek Rd, Pleasant Valley, NY 12569

    Peaceful, Polished & Move-In Ready, this charming home is tucked away in the scenic Shady Creek community within minutes of Eastdale Village. Whether you’re looking for a weekend escape or a stylish starter home, this thoughtfully renovated ranch checks all the boxes. Inside, you’ll find a bright, open layout with three freshly painted bedrooms and new flooring throughout. The kitchen shines

    Zef Camaj Corcoran Country Living

    37 Shady Creek Rd, Pleasant Valley, NY 12569
  • /25

    $350,000

    • 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
  • /19

    $449,777

    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    113 Rossway Rd, Pleasant Valley, NY 12569

    Nestled on over 2 acres, serenity and nature await you in this beautifully maintained 3 bedroom, 2.5 bath home. Glistening oak hardwood floors welcome you into the bright and airy living room and continue thru the upper level. A Pellet stove adds an additional heat source . The kitchen has granite countertops, a large pantry closet and a brand new refrigerator and laminate flooring. The dining

    Stephenie DiMase Exit Realty Connections

    113 Rossway Rd, Pleasant Valley, NY 12569
  • /8

    $345,800

    • 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
  • /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
  • /45

    $499,000

    • 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, 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
  • /4

    $95,000

    • Land
    • 3.40 Acres
    • $27,941 per Acre

    0 New York 82, Pleasant Valley, NY 12569

    This 3.4 acre wooded lot in the Town of LaGrange offers a great opportunity to build your dream home. With approximately 145 feet of frontage on Cole Road and 720 feet along Route 82, this property provides multiple access points and design flexibility. Board of Health Approval (BOHA) is needed, making this an ideal blank canvas for your custom home project. Enjoy proximity to popular local spots

    Debra Allan BHHS Hudson Valley Properties

    0 New York 82, 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

    $3,675,000

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

    165 Drake Rd, Pleasant Valley, NY 12569

    Welcome to Timberstock 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 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 lanes

    Rob Buyakowski RBR Real Estate Solutions LLC

    0 Gretna Rd, Pleasant Valley, NY 12569
  • /19

    $549,999

    • 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 eat-in

    Anthony Melella Vision Alliance Realty Inc.

    185 Creek Rd, Pleasant Valley, NY 12569
  • /33

    $449,900

    • 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
  • /31

    $400,000

    • Land
    • 63 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 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

    $90,000

    • Land
    • 3.58 Acres
    • $25,140 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
  • /33

    $450,000 Coming Soon

    • 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
How to Buy a Home How to Finance a Home How to Sell a Home