4,484

Pleasant Valley, NY Homes

Section Image
  • 41 Storybook Ln, Pleasant Valley, NY 12569

    $325,000 Sold May 19, 2025

    • 1,408 Sq Ft
    • $231/SF
    • 46 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1952

    41 Storybook Ln, Pleasant Valley, NY 12569

    This home is off the beaten path in Pleasant Valley while maintaining accessibility to Route 55 shopping, dining and amenities. It’s located mere minutes from the Taconic State Parkway south, for those needing to commute. Newly remodeled baths, kitchen with new appliances and updated heating/cooling. Facing southeast is an abundance of windows that let in lots of natural light and brings the

    Annmarie Wheeler Real Broker NY LLC

    41 Storybook Ln, 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
  • 2 Ravine Rd, Pleasant Valley, NY 12569

    $547,500 Sold May 15, 2025

    • 1,859 Sq Ft
    • $295/SF
    • 44 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1979

    2 Ravine Rd, Pleasant Valley, NY 12569

    Step into this stunning 3-bedroom, 2.5-bathroom A-frame home, where timeless architecture meets modern comfort. Nestled on a serene, park-like property, this home offers a private oasis with lush greenery and plenty of deck space to relax or entertain.This exceptional home was thoughtfully designed and meticulously built by its original owner, who took immense pride in every detail. From the

    Mark Snyder eXp Realty

    2 Ravine 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
  • 134 Forest Valley Rd, Pleasant Valley, NY 12569

    $485,000 Sold May 05, 2025

    • 2,065 Sq Ft
    • $235/SF
    • 50 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1979

    134 Forest Valley Rd, Pleasant Valley, NY 12569

    Wonderfully maintained, large 4 bedroom, 3 full bath raised ranch style home located in Pleasant Valley! You'll love the living spaces in this home, they're perfect for entertaining or just simply enjoying the relaxed feel. Amenities include; updated kitchen complete with stainless steel appliances, solid surface counters, coffee bar, pantry cabinet, beautiful tile backsplash, large peninsula

    Diane Crittenden Century 21 Alliance Realty Grp

    134 Forest Valley 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
  • 8 Carrington Ct, Salt Point, NY 12578

    $675,000 Sold Apr 11, 2025

    • 2,462 Sq Ft
    • $274/SF
    • 66 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    8 Carrington Ct, Salt Point, NY 12578

    Experience the perfect blend of elegance and comfort in this stunning, pristine 4 Bedroom Center Hall Colonial, nestled on a serene two acre lot in the highly sought after Millbrook School District.As you approach the house you will be greeted by a charming front porch that invites you to relax and unwind. Step inside to find a bright and spacious interior with beautiful hard wood floors

    Beth Ainsworth Jefferson Valley Realty

    8 Carrington Ct, Salt Point, NY 12578
  • /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
  • 25 Tinkertown Rd, Pleasant Valley, NY 12569

    $405,000 Sold Apr 11, 2025

    • 2,970 Sq Ft
    • $136/SF
    • 125 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    25 Tinkertown Rd, Pleasant Valley, NY 12569

    Welcome to your serene retreat at 25 Tinkertown Road, nestled in the picturesque landscapes of Pleasant Valley, NY. This charming countryside property offers the perfect blend of tranquility and convenience, presenting a rare opportunity to embrace a peaceful lifestyle while still being close to modern amenities. Three Bedroom, 2.5 bathroom colonial on 2.4 acres secluded acres! Private, large

    Brian Smith River Realty Services, Inc.

    25 Tinkertown Rd, 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
  • 166 Creek Rd, Pleasant Valley, NY 12569

    $702,500 Sold Apr 10, 2025

    • 4,059 Sq Ft
    • $173/SF
    • 206 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1988

    166 Creek Rd, Pleasant Valley, NY 12569

    Welcome to your cozy retreat in Dutchess County, just under 10 minutes away from the newly built Eastdale Village, offering shops, restaurants, and a playground. Nestled on 1.7 acres of private land, this unique log home features vaulted beamed ceilings and custom windows that fill each room with natural light.This 3-bedroom, 3.5-bathroom home includes an oversized family room with a

    Liudmila Lobeeva eXp Realty

    166 Creek Rd, Pleasant Valley, 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
  • 2109 Route 44, Pleasant Valley, NY 12569

    $606,031 Sold Apr 04, 2025

    • 2,400 Sq Ft
    • $253/SF
    • 17 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1949

    2109 Route 44, Pleasant Valley, NY 12569

    Welcome to this charming vintage brick homestead, a true gem set on a mostly private 6.3 acres of picturesque bucolic land. This stunning property showcases many original details that reflect its timeless elegance, including solid hardwood floors, intricate moldings, built-ins, and graceful railings that add character to every room. Home is set well back from road with front stone pillars and a

    Nicole Porter

    2109 Route 44, 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
  • 31 Barbara Ln, Pleasant Valley, NY 12569

    $430,000 Sold Apr 02, 2025

    • 1,700 Sq Ft
    • $253/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1948

    31 Barbara Ln, Pleasant Valley, NY 12569

    A Beautiful home! Must see to appreciate. This updated home is sure to please. The newer custom kitchen with gorgeous Soapstone countertops, a center island and plenty of cabinet space, is definitely a standout feature, especially for anyone who enjoys cooking or entertaining. The brick wood burning fireplace in the living room adds to a cozy environment. Wood shutter windows add to the charm

    Nicole Porter

    31 Barbara Ln, 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
  • 152 Gretna Woods Rd, Pleasant Valley, NY 12569

    $540,000 Sold Mar 31, 2025

    • 2,764 Sq Ft
    • $195/SF
    • 28 Days On Market
    • 6 Beds
    • 3.5 Baths
    • Built 1968

    152 Gretna Woods Rd, Pleasant Valley, NY 12569

    Magnificent Contemporary Ranch with spacious floor plan awaits you! The large rooms throughout this home give you ample space for comfortable living. The family room leads out to a deck so you can enjoy the sunsets. There's a large backyard for plenty of summer fun. Downstairs is an accessory apartment for you out of town guests. This home is located just minutes away from the village of

    Michael Scano Century 21 Alliance Realty Grp

    152 Gretna Woods Rd, Pleasant Valley, NY 12569
  • /2

    $169,000

    • Land
    • 2.05 Acres
    • $82,439 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
  • 162 Hibernia Rd, Salt Point, NY 12578

    $540,000 Sold Mar 31, 2025

    • 2,400 Sq Ft
    • $225/SF
    • 32 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1966

    162 Hibernia Rd, Salt Point, NY 12578

    Discover the perfect blend of modern updates and peaceful country living in this extensively renovated 4-bedroom, 2.5-bath raised ranch, ideally located on a quiet country road. With a spacious and open floor plan, this home is move-in ready and offers the ultimate in comfort and style.The heart of the home is the massive kitchen, featuring sleek granite countertops, stainless steel

    Liudmila Lobeeva eXp Realty

    162 Hibernia Rd, Salt Point, NY 12578
  • /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
  • 316 Freedom Rd, Pleasant Valley, NY 12569

    $443,000 Sold Mar 31, 2025

    • 1,224 Sq Ft
    • $362/SF
    • 31 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1979

    316 Freedom Rd, Pleasant Valley, NY 12569

    Welcome to this beautifully maintained ranch-style home, offering the perfect blend of comfort, convenience, and privacy. Situated just minutes from the Arlington School District, local restaurants, shops, and the James Baird Golf Course, this property is ideal for those seeking a peaceful retreat with easy access to everything you need.This home features a spacious open floor plan with

    Liudmila Lobeeva eXp Realty

    316 Freedom Rd, Pleasant Valley, NY 12569
  • /23

    $260,000 Pending

    • 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
  • 923 Salt Point Turnpike, Pleasant Valley, NY 12569

    $183,500 Sold Mar 21, 2025

    • 1,568 Sq Ft
    • $117/SF
    • 130 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1890

    923 Salt Point Turnpike, Pleasant Valley, NY 12569

    HANDY MAN SPECIAL! 3BR 1BTH PLUS DEN FARMHOUSE IN TOWN OF PLEASANT VALLEY ARLINGTON SCHOOL DISTRICT. NICE LOT WITH 2 CAR DETACHED GARAGE. THE HOME HAS NICE SIZE ROOMS WITH A LARGE COUNTRY KITCHEN ON THE FIRST FLOOR. THE HOME HAS BEEN LIVED IN BY THE SAME FAMILY FOR OVER FIFTY YEARS. SHOWINGS DURING THE WEEK MUST BE FROM 4PM TO 7PM. WEEKENDS DURING DAY BECAUSE OF DOGS. PLEASE PROVIDE 24 HRS.

    Brian Burke McNiff Real Estate LTD

    923 Salt Point Turnpike, Pleasant Valley, NY 12569
  • /50

    $799,999 Pending

    • 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
  • 72 Barkit Kennel Rd, Pleasant Valley, NY 12569

    $585,000 Sold Mar 12, 2025

    • 2,612 Sq Ft
    • $224/SF
    • 143 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    72 Barkit Kennel Rd, Pleasant Valley, NY 12569

    This rustic contemporary home nestled on 2.87 acres of wooded property that gives you lots of privacy just 5 minutes to the Taconic Parkway and an easy commute to Metro North trains. Step in thru the front door to a living room with 18ft ceilings, a unique brick floor, a garden window, and a pellet stove for heating and doors leading to a side deck. Step up to the dining room that showcases a

    Mariola Jedynasty Belvedere Partners Corp

    72 Barkit Kennel Rd, Pleasant Valley, NY 12569
  • /17

    $299,900 Pending

    • 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
  • 15 Smith Rd, Pleasant Valley, NY 12569

    $569,000 Sold Mar 10, 2025

    • 2,479 Sq Ft
    • $230/SF
    • 20 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2000

    15 Smith Rd, Pleasant Valley, NY 12569

    Welcome to this beautiful, oversized raised ranch, perfectly situated on a flat lot spanning over 2 acres within the sought-after Arlington Central School District. This 3-bedroom, 3-bathroom home has been meticulously maintained both inside and out. As you head upstairs to the main level, you’ll immediately notice the open layout. An abundance of natural light and beautiful hardwood floors flow

    Michael Dunstan RE/MAX Town & Country

    15 Smith Rd, Pleasant Valley, NY 12569

Showing Results 121 - 160, Page 4 of 18

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