Pleasant Valley NY Real Estate & Homes for Sale

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Beds:
2
Baths:
2.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
1060616
Type:
Single Family
Year built:
1985
A broker reciprocity listing Courtesy: KW Hudson Valley North 845-481-2700
View additional info

ADDITIONAL INFORMATION

You may come for the convenience of condo living, but it’s the space, natural light, and private primary suite that will make you want to stay. This bright end-unit condo has been thoughtfully refreshed and is ready for its next owner. Updated windows allow natural light to pour throughout the home, while fresh paint and updated flooring create a clean, comfortable backdrop that feels move-in ready from the moment you walk through the door. The updated kitchen features white cabinetry, stainless steel appliances and stone countertops, opening naturally into the living and dining spaces and making the main level feel connected and inviting. An in-unit washer and dryer adds everyday convenience. With 2 bedrooms and 2 full bathrooms, the layout offers more flexibility than you might expect. Upstairs, the primary bedroom feels like its own private retreat with a private ensuite full bathroom, three closets, and its own balcony/deck, giving you a quiet place to start the morning or unwind at the end of the day. As an end unit, the home enjoys additional windows, natural light, and a greater sense of privacy. And while the setting feels tucked away, you’re still well connected. Located in the heart of the Hudson Valley, the home offers convenient access to the Taconic State Parkway, the Route 9 and Poughkeepsie corridor, Metro-North and Amtrak, area hospitals, colleges, shopping, dining, and everyday conveniences. Updated where it matters, filled with natural light, and offering a primary suite that feels distinctly your own. This is low-maintenance living without giving up the features that make a place feel like home.

Open House:

Saturday, 10/10 11:00-1:00PM

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,260
Status:
NEW LISTING
MLS#:
20266001
Type:
Condo
Lot size:
0.01 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Keller Williams Realty HV Nort 845-481-2700
View additional info

ADDITIONAL INFORMATION

You may come for the convenience of condo living, but it's the space, natural light, and private primary suite that will make you want to stay. This bright end-unit condo has been thoughtfully refreshed and is ready for its next owner. Updated windows allow natural light to pour throughout the home, while fresh paint and updated flooring create a clean, comfortable backdrop that feels move-in ready from the moment you walk through the door. The updated kitchen features white cabinetry, stainless steel appliances and stone countertops, opening naturally into the living and dining spaces and making the main level feel connected and inviting. An in-unit washer and dryer adds everyday convenience.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,132
Status:
NEW LISTING
MLS#:
1057792
Type:
Single Family
Lot size:
5.19 Acres
Year built:
1984
A broker reciprocity listing Courtesy: Unity Lux Realty LLC 845-445-7875
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ADDITIONAL INFORMATION

Welcome to this charming ranch-style home situated on over 5 acres, offering privacy, space, and endless possibilities. Surrounded by mature trees and natural scenery, the property provides a peaceful, private setting with plenty of room to enjoy the outdoors. The home features a comfortable and versatile layout with additional space ideal for a home office, recreation area, or storage. A standout feature is the separate, spacious workshop/workspace, perfect for hobbies, projects, equipment, or additional storage. With expansive acreage and multiple usable spaces, this unique Pleasant Valley property offers a wonderful combination of privacy, versatility, and opportunity.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,311
Status:
Active
MLS#:
1055868
Type:
Single Family
Lot size:
32.17 Acres
Year built:
1891
A broker reciprocity listing Courtesy: George T Whalen Real Estate 845-677-5076
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ADDITIONAL INFORMATION

A classic 1890s farmhouse in a bucolic setting captures the essence of country living in the beautiful Hudson Valley. Located on a scenic road, this property offers a sense of privacy and an exceptional landscape of natural beauty, encompassing more than 32 acres of sweeping meadows, trails, a tranquil pond, and a substantial period barn. Well maintained and warm throughout, the farmhouse offers comfortable living spaces and charming details. A large picture window and gas fireplace bring light and warmth to the inviting living room, while a bank of windows in the kitchen and family room frames picturesque views of the surrounding landscape. A laundry room and full bath are conveniently located just off the hallway near the kitchen. Upstairs, four bedrooms, a den, and a full bath provide ample space for family and guests. An unfinished basement offers additional storage. Outside, a rear deck provides the perfect vantage point for enjoying the expansive views and peaceful surroundings. The substantial period barn includes a walk-up second floor, offering more storage and a flexible space. The property also presents an intriguing opportunity for subdivision, with the potential for a beautiful homesite tucked into the woodlands, along with the possibility of opening up seasonal mountain views.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,908
Status:
Active
MLS#:
1056446
Type:
Single Family
Lot size:
0.67 Acres
Year built:
1800
A broker reciprocity listing Courtesy: Diane E. Crittenden 845-233-4000
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ADDITIONAL INFORMATION

This absolutely beautiful, historically registered home from the 1800s is located on a country road in Pleasant Valley. You’ll find period features like wide pine flooring, an original staircase, and charming details throughout! The wonderful, oversized, updated chef’s kitchen is packed with amenities. The tranquil living room features a masonry fireplace, wide pine flooring, and a cozy reading nook. Additionally, on the first floor, there’s a gorgeous updated full bathroom with a tiled, walk-in shower and classic details. The laundry room is conveniently located on this level. Upstairs, you’ll discover the Primary bedroom, two adorable bedrooms, and an updated full bath with a claw-foot tub! You’ll fall in love immediately! It’s close to shopping, just minutes away from the TSP, schools, medical facilities, restaurants, places of worship, and so much more!

Beds:
4
Baths:
4.00
Sq.Ft.:
4,841
Status:
Active
MLS#:
1055204
Type:
Single Family
Lot size:
16.05 Acres
Year built:
1988
A broker reciprocity listing Courtesy: Coldwell Banker Realty 914-277-5000
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ADDITIONAL INFORMATION

Retreat style compound living at its finest with two wings in one single family residence. A long, private drive winds through the trees to The Hideaway, set on 16 wooded acres in the Town of LaGrange. Stone walls lend timeless charm throughout the grounds, two fire pits invite evenings under the stars and a once-robust garden awaits farm to table renewal. Begin or end the day with the sweet sounds of nature from the covered porch. The setting feels tucked away, yet it's just minutes from the Taconic State Parkway and about 80 miles to Manhattan. Timber construction defines the home: hand-hewn walls, massive beams and exposed rafters carry soaring ceilings over open spans, while dovetail-notched corners add a nod to classic log craftsmanship. The Hideaway is a true marriage of two traditions: log and timber. Set on a 12 inch poured concrete foundation, this property was built to stand the test of time. The main wing centers on an open kitchen and dining area anchored by a generous stone fireplace. The adjacent gathering space gets cozy with a second stone fireplace. The second wing has a kitchenette flowing into a family room warmed by a third stone fireplace. Wide-plank hardwood floors run throughout the main level. The wings are joined by a pool courtyard and vaulted billiard room with a wet bar and sliders to a balcony. In all, nearly 5,000 square feet with four bedrooms (three in the main wing) Three and a half baths, a full kitchen, kitchenette and attached garages anchor both wings -three and one bay. Enjoy it now and update over time. There is opportunity to personalize while systems and grounds leave room to invest. New roof 2018. New pool liner and cover 2023. Property disclosure, survey, topography, birdseye of property lines and well completion report attached to listing in documents section. Video available. Ideal for elevated multi-generational living or a private family/friends getaway.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,200
Status:
Active
MLS#:
1055429
Type:
Single Family
Lot size:
7.07 Acres
Year built:
1973
A broker reciprocity listing Courtesy: Keller Williams Realty Partner 914-962-0007
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ADDITIONAL INFORMATION

Welcome to 15 Storybook Lane, where privacy isn’t just a feature, it’s the setting. Tucked away on a private road and surrounded by nature, this property offers a rare opportunity to enjoy 7+ acres with a peaceful stream on the property, creating your own private Hudson Valley escape. Inside, the home offers the perfect blend of comfort and character. The updated kitchen flows into the living spaces, where a large brick fireplace creates a warm and inviting focal point. Recessed lighting throughout the first floor adds a bright, modern touch. The first floor also offers a bedroom and full bath, providing flexibility for guests, extended family or one-level living. Upstairs, you’ll find three additional bedrooms and a large full bath, giving everyone their own space. Storage is abundant, with numerous closets, a full basement and garage providing plenty of room for everything from everyday essentials to outdoor gear and seasonal belongings. Outside, a fenced-in backyard area offers added privacy for gatherings on the back patio and provides a versatile enclosed space for a variety of uses. And then there’s the land. Hike it. Explore it. Hunt it. Watch the wildlife. Enjoy the babbling brook. Or simply sit back and take in the quiet. With approximately seven acres surrounding you, there is room to make this property whatever your version of an escape looks like. Private. Peaceful. Surrounded by nature. And just waiting for its next chapter.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,336
Status:
Active
MLS#:
1054491
Type:
Single Family
Lot size:
1.86 Acres
Year built:
2017
A broker reciprocity listing Courtesy: Hudson Modern Co 845-579-8050
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ADDITIONAL INFORMATION

At the end of a long private drive, this 2017 contemporary raised ranch sits on just over 1.8 acres with seasonal mountain views and sunsets you'll want to catch every night. The main level is open and bright, with vaulted ceilings and hickory hardwood floors throughout. The kitchen is set up for real cooking and easy hosting, with quartz counters, slate-gray appliances and soft-close cabinets. With 3 bedrooms, 3 full baths and 2,336 square feet, there's room to spread out. The primary suite has two walk-in closets and a spa-style bath with a double vanity and an oversized two-person rainfall shower. Downstairs, a big bonus room with its own full bath and walkout to the yard works as a guest suite, office, studio or den. Out back, the deck is made for summer dinners and slow mornings, looking over perennial gardens and plenty of green. When the sun goes down, the hot tub is waiting, and it's hard to beat on a clear winter night. Central air, propane forced-air heat, in-unit laundry and an attached garage cover the everyday stuff. Solar panels covers most of your electric and cooling costs. All of this in the Arlington school district, a few minutes from Pleasant Valley village and an easy drive to Poughkeepsie, Millbrook and the Taconic. Private, modern and ready to move in.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,016
Status:
Active
MLS#:
1053376
Type:
Single Family
Lot size:
1.16 Acres
Year built:
2001
A broker reciprocity listing Courtesy: William Raveis-New York LLC 914-967-1333
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ADDITIONAL INFORMATION

Privacy, space, and a home that has been truly cared for come together in this charming raised ranch, privately set on 1.16 acres. Built in 2001 by the current owners, this home has been lovingly maintained and offers the opportunity to enjoy a peaceful setting with plenty of room to spread out. The main level features 3 bedrooms and 2 full baths, with a comfortable layout designed for everyday living. The lower level adds valuable living space with a spacious family room and convenient laundry area. Step outside onto the deck and enjoy the privacy of the surrounding property perfect for relaxing, entertaining, or simply enjoying the outdoors. An attached 2 car garage and long driveway provide plenty of parking, while the extended setback keeps the home comfortably tucked away from the road. Located in a quiet area, this property offers the combination of privacy, usable space, and a well maintained home that buyers have been looking for. A great opportunity to make this long loved home your own.

Open House:

Saturday, 10/10 11:00-1:00PM

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,488
Status:
Active
MLS#:
1052579
Type:
Single Family
Lot size:
1 Acres
Year built:
1930
A broker reciprocity listing Courtesy: Curasi Realty, Inc. 845-457-9174
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ADDITIONAL INFORMATION

What if your backyard came with its own pond? Welcome to 145 Drake Road, a charming, meticulously kept Hudson Valley Colonial farmhouse where timeless character, natural beauty, and the pleasures of country living come together on 1.33 beautifully maintained acres in the Arlington School District. Tucked into a peaceful Pleasant Valley setting, this lovingly cared-for home offers 1,488 square feet of inviting living space, surrounded by thoughtfully landscaped grounds and a collection of outdoor spaces designed to enjoy every season. A welcoming covered front porch sets the tone, offering the perfect place for morning coffee or a quiet evening. Inside, natural light fills the home, highlighting beautiful wood floors, preserved architectural details, and generous closets. The inviting living room features a French door opening to the side porch, while the dining room offers a pellet stove and French doors leading to the charming sunroom. The sunroom is a true retreat, providing a peaceful place to relax while taking in views of the grounds and pond throughout the seasons. The character-filled kitchen features a classic tin ceiling, complemented by updated bathrooms and newer mechanical improvements for modern comfort. A newer oil furnace, whole-house water filtration system, metal roof, and automatic Generac generator provide added convenience and peace of mind. But the magic of 145 Drake Road truly unfolds outside. Imagine stepping into your backyard and having your own private pond. The meticulously maintained 1.33-acre grounds feature mature plantings, stone-wall borders, and a pond complete with a dock and small boat, all of which convey with the property. This adds to the property's storybook appeal and creates a wonderful spot to enjoy the water, watch the changing seasons, ice skate in the winter, or simply pause and take in the peaceful surroundings. The porch, spacious deck, and the sunroom create a natural connection between the home and its beautiful grounds, offering plenty of places to entertain, read a book, gather with friends, or simply watch the sunset over the property. From quiet mornings by the water to golden evening skies, this is a setting meant to be enjoyed. The detached two-story, two-car barn-style garage is an exceptional bonus. With parking on the main level and additional flexible space above, it offers endless possibilities for a game room, studio, home office, hobby space, workshop, or additional storage. The existing woodshop provides dedicated space for projects and creative pursuits. Recent improvements include siding installed within the last four years, updated kitchen, a newer oil furnace, updated bathrooms, whole-house water filtration system, metal roof, and automatic Generac generator. Ideally located in Dutchess County, 145 Drake Road offers the tranquility and beauty of country living while remaining convenient to everyday amenities and major transportation routes. The Taconic Parkway is approximately one mile away, Poughkeepsie Metro-North station is about 10 miles away, and the village of Millbrook is just a short drive. With its classic farmhouse character, private pond and dock, sunroom, welcoming porches, beautifully maintained grounds, substantial two-story garage, and desirable Arlington School District location, 145 Drake Road offers something increasingly rare: a place where the beauty of the outdoors becomes part of everyday life.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,023
Status:
Active
MLS#:
1037957
Type:
Single Family
Lot size:
1,560 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Realty Center Hudson Valley 845-462-8990
View additional info

ADDITIONAL INFORMATION

Welcome to this beautifully and immaculately well maintained Colonial home that offers three bedrooms, two and a half bathrooms and was designed with a wonderful private first floor primary bedroom and bathroom suite complete with a walk in closet. This home is comfortable for everyday living and entertaining with its open floor plan. The impressive living room features 18-foot ceilings, beautiful hardwood floors, and a striking floor to ceiling fieldstone gas-burning fireplace, creating a warm and inviting gathering space. The kitchen is equipped with stainless steel appliances, a wall oven and built in microwave, corian countertops and a wonderful large pantry. The kitchen flows seamlessly into the dining room and main living areas. A convenient office/den provides the perfect space for the individual working from home or can be used as a quiet retreat. The laundry room offers a front-loading washer and dryer with utility drawers underneath, plus built in storage cabinets and counter space adding additional convenience. Upstairs you’ll find two additional bedrooms, a full bathroom and a balcony overlooking the living room. A HUGE unfinished basement provides endless possibilities for storage, hobbies, a workshop, or possible future additional living space. Step outside and enjoy the inviting front porch and rear deck overlooking the beautiful garden property, perfect for relaxing or entertaining. The three-car garage offers plenty of room for vehicles with a spacious storage area that highlights a side door entrance. Additional home highlights include: An electric vehicle charging station, central A/C, Electralux central vacuum, solar panels, abundant storage space, entire home replacement windows with lifetime warranty in 2017, a recently cleaned septic system, and a recently power-washed exterior. With all of these thoughtful features and updates, this home is truly move-in ready. Conveniently located just a short and easy commute to the quaint town of Pleasant Valley, the Taconic Parkway, Metro North trains and the fabulous Eastdale village with its trendy boutiques and restaurants. Making this home an ideal location for commuters while offering the comfort and space of a wonderful Colonial home. Come see what Dutchess has to offer with its wonderful hiking, biking and walking trails along with the walkway over the Hudson River

Beds:
4
Baths:
3.00
Sq.Ft.:
1,804
Status:
Active
MLS#:
1048916
Type:
Single Family
Lot size:
0.42 Acres
Year built:
1946
A broker reciprocity listing Courtesy: BHHS Hudson Valley Properties 845-473-1650
View additional info

ADDITIONAL INFORMATION

Rare opportunity to secure two single family homes on the same property. Main house is a 3 bedroom, 1.5 bath cape cod, which has been tastefully updated and is loaded with attractive finishes. Remodeled kitchen with quartz counters & stainless appliances flows seamlessly to living room/dining room combo. Huge sunroom with adjacent bluestone patio for outdoor living enjoyment. First floor bedroom and full bathroom. Second level includes two additional bedrooms plus office/den and half bathroom. Updated bathroom, new vinyl flooring & fresh paint throughout. Recent improvements include roof, windows, siding, gutters, deck, water softener, water heater, well pump & a/c condenser. One bedroom cottage includes kitchen, bathroom, living room, den/office and laundry room. Huge screened porch leads to expansive park-like property, which is fully fenced w/mature landscaping, fire pit area & pool with new liner & filter. Enjoy the convenience of natural gas for heat & hot water. An impeccably maintained offering creating an ideal configuration for extended family living or income potential. Centrally located with easy access to Eastdale Village, Pleasant Valley, Millbrook, Poughkeepsie train station and Taconic State Parkway. Don't miss your chance for this truly unique offering.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,281
Status:
Active
MLS#:
1049263
Type:
Single Family
Lot size:
2.13 Acres
Year built:
2003
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

Opportunities like this are exceptionally rare. Nestled on more than two peaceful acres along the picturesque Wappingers Creek, this one-of-a-kind property offers two beautifully finished homes on a single parcel—creating endless possibilities for multigenerational living, rental income, guest accommodations, or an owner-occupied investment. The primary residence has been thoughtfully remodeled throughout and features 4 spacious bedrooms, 2.5 bathrooms, and a bright, welcoming floor plan designed for comfortable everyday living. A large basement provides abundant storage or the opportunity to create additional finished living space. The second home is a stunning newly constructed residence that blends modern design with exceptional efficiency. Soaring vaulted ceilings and an open-concept layout create an airy, expansive feel, while the highly energy-efficient ductless HVAC system offers year-round comfort. The home also features an office/den, laundry room, loft space accessed by a charming ladder, and a striking freestanding fireplace that serves as the centerpiece of the living area. Step outside to a fenced backyard—perfect for pets, entertaining, or simply enjoying your own private outdoor retreat. The grounds are equally impressive. Set on over two acres bordering the tranquil Wappingers Creek, the property offers a peaceful natural setting with mature landscaping, a large garden ready for your green thumb, and a detached garage providing additional storage, workshop space, or parking. Whether you're looking to offset your mortgage with rental income, create the perfect setup for extended family, establish a private guest house, or capitalize on short-term rental potential (subject to local regulations), this versatile property offers flexibility that is increasingly difficult to find. All of this is conveniently located within the highly regarded Arlington Central School District while providing the privacy and serenity of country living. A truly unique offering that combines modern amenities, income potential, and an exceptional setting into one remarkable property.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,334
Status:
Active
MLS#:
1047918
Type:
Single Family
Lot size:
1.02 Acres
Year built:
2022
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
View additional info

ADDITIONAL INFORMATION

Space, style, and versatility come together at 15 Rock Cut Lane. Newly constructed in 2022 and thoughtfully arranged across three finished levels, this 3-bedroom, 2-bath home offers a flexible floor plan with plenty of room to live, work, gather, and unwind. Inside, soaring ceilings and abundant natural light create an open, airy feel throughout the main living space. The open-concept layout brings the living room, dining area, and kitchen together, with a propane fireplace adding warmth and character. The kitchen features striking red cabinetry, quartz countertops, stainless steel appliances, and plenty of space for everyday meals or entertaining. A dedicated office/flex space on the first floor provides a convenient and versatile area for working from home, hobbies, a playroom, or additional guest space. One of the home's standout features is the expansive primary suite. Generously sized and designed as a private retreat, it includes a large walk-in closet and an impressive ensuite bath with dual vanities, a soaking tub, and oversized glass-enclosed shower. Finished space on multiple levels provides plenty of flexibility for a home office, recreation room, fitness area, guest accommodations, or whatever best suits your lifestyle. Located in the Arlington School District* the home offers convenient access to Eastdale Village, shopping and dining, the Dutchess Rail Trail, Walkway Over the Hudson, Marist College, Vassar College, the Culinary Institute of America, Metro-North, and the Taconic State Parkway.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,264
Status:
Active
MLS#:
1045407
Type:
Single Family
Lot size:
3.74 Acres
Year built:
2006
A broker reciprocity listing Courtesy: BERKSHIRE HATHAWAY 516-741-3070
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ADDITIONAL INFORMATION

Welcome to 71 O’Halloran Circle, where space, privacy, and possibility come together on 3.74 scenic acres in Pleasant Valley. This inviting raised ranch offers 4 bedrooms, 2 and a half bathrooms, and a versatile layout designed for comfortable everyday living and effortless entertaining. Inside, generous living spaces provide plenty of room to gather, unwind, work from home, or create the lifestyle you have been envisioning. The home’s flexible design allows each level to serve a distinct purpose while still feeling connected and functional. Outside, the expansive property offers a rare sense of peace and seclusion, with endless potential for outdoor entertaining, gardening, recreation, or simply enjoying the natural surroundings. A two-car garage provides additional convenience, storage, and workspace. Whether you are searching for room to grow, space to entertain, or a private Hudson Valley retreat to make your own, 71 O’Halloran Circle delivers the land, layout, and opportunity to bring that vision to life.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,078
Status:
Active
MLS#:
1045390
Type:
Single Family
Lot size:
1.3 Acres
Year built:
1988
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7665
View additional info

ADDITIONAL INFORMATION

Perfectly situated at the end of a cul-de-sac, this cared for Colonial sits on a picturesque country acre, located in the Cambridge Estates. Thoughtfully updated and beautifully cared for, this home offers the perfect blend of comfort, space, and functionality. At the heart of the home is the beautifully updated kitchen, renovated just one year ago with a fresh, modern feel and plenty of space for everyday living and gathering. New flooring throughout the main level creates a cohesive look and seamless transition from room to room. Upstairs, the spacious primary suite features a private en-suite bath and generous walk-in closet. Three additional bedrooms and a full bath complete the second level, offering plenty of space and flexibility. The finished basement provides even more living space, offering plenty of flexibility for a recreation room, guest area, playroom, or home office. Complete with a bar and additional storage, it’s a versatile extension of the home with space to suit a variety of needs. Just off the family room, find a spacious 12' x 20' screened-in porch extends the living space outdoors, with direct access to the deck, pool and backyard. Enjoy the privacy of a peaceful setting while still being just minutes from popular destinations such as Eastdale Village, shopping, dining, and other local amenities.

Beds:
3
Baths:
1.00
Sq.Ft.:
904
Status:
Active
MLS#:
1045430
Type:
Single Family
Subdivision:
Shady Creek
Lot size:
0.17 Acres
Year built:
1951
A broker reciprocity listing Courtesy: BHHS Hudson Valley Properties 845-896-9000
View additional info

ADDITIONAL INFORMATION

Welcome to 37 Shady Creek Road, a beautifully renovated ranch nestled in the sought-after Shady Creek community. Blending modern upgrades with cozy character, this turnkey home offers comfortable single-level living in a peaceful setting. Inside you'll find an inviting open layout featuring three bedrooms, stylish new flooring, fresh paint, and abundant natural light. The thoughtfully updated kitchen showcases quartz countertops, subway tile accents, sleek cabinetry, and stainless-steel appliances. Recent improvements including a new roof, gutters, and energy-efficient spray foam insulation. Outside, enjoy quiet mornings in the three-season porch or entertain guests on the charming brick patio overlooking the yard. Conveniently located just minutes from Eastdale Village, shopping, restaurants, and commuter routes, this home offers the perfect balance of privacy and accessibility. Nearby Wappingers Creek provides opportunities for kayaking, fishing, and enjoying the natural beauty of the Hudson Valley. An ideal choice for first-time buyers, downsizers, or anyone seeking a move-in ready home with style, efficiency, and value.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,232
Status:
Active
MLS#:
1044510
Type:
Single Family
Lot size:
7.76 Acres
Year built:
1957
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 845-473-9770
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ADDITIONAL INFORMATION

Set beautifully near the center of almost 8 private acres, this cherished home offers a rare combination of privacy, natural beauty and the benefit of being located in the Millbrook School District, known for its comparatively low school taxes. Owned by the same family for nearly 50 years, the property invites you to slow down and enjoy a picturesque pond, meandering stream, waterfalls, mature landscaping and gardens that offer something beautiful in every season. Spend quiet mornings listening to the water, relax on the screened-in porch with your morning coffee or evening cocktail, or gather with family and friends on the stone patio. Inside, warmth and character continue with hardwood floors, two wood-burning stoves and distinctive wood details throughout. The kitchen features quartz countertops and a custom island with seating, while the dining room is ready for everything from intimate dinners to holiday gatherings. Designed for the ease of one-level living, the main level offers three bedrooms and two full baths, including a primary bedroom with private en-suite bath, along with additional flexible spaces for a den, home office, guests or recreation. A conveniently located laundry area off the kitchen leads directly to the stone patio, and the lower level provides access to the two-car garage, with an additional carport offering space for equipment, hobbies or an exterior workspace. Just five minutes from the Taconic State Parkway, this special property combines the tranquility of a private Hudson Valley retreat with everyday convenience. After nearly five decades with one family, this much-loved home and property are ready for their next chapter.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,098
Status:
Active
MLS#:
1038005
Type:
Single Family
Lot size:
0.4 Acres
Year built:
1930
A broker reciprocity listing Courtesy: BHHS Hudson Valley Properties 845-473-1650
View additional info

ADDITIONAL INFORMATION

DIAMOND IN THE ROUGH! HUGE POSSIBILITIES! RANCH HOME TWO BEDROOM, OFFICE OR NURSERY, DEN, LIVINGROOM. EAT IN KITCHEN WITH SLIDERS TO HUGE DECK. SPACIOUS ROOMS. BASEMENT AND WORKSHOP. PRIVATE YARD. ENJOY BACK YARD CREEK VIEWS. MATURE LANDSCAPING. CONVENIENT TO EASTDALE VILLAGE AND ALL AMENITIES. MIN. TO TSP AND TRAIN. WAPPINGERS CREEK FOR FISHING. KAYAKING AND SUMMER FUN.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,056
Status:
Active
MLS#:
1031549
Type:
Single Family
Lot size:
1.16 Acres
Year built:
1764
A broker reciprocity listing Courtesy: The Machree Group, LLC 845-679-1237
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ADDITIONAL INFORMATION

809 Traver is a stunning Dutch Colonial, maintained with uncommon discipline and enduring craftsmanship. Built in 1764 as the Peter Flagler House, it was the town’s central tavern and meeting House. Set on just over an acre of mature landscaping, enjoy your heated swimming pool - or walk steps to the lovely town of Pleasant Valley. The home’s layout is classic in its proportions. A Dutch door opens to a central hall flanked by two large rooms. To the right, the country kitchen and dining room feature rough-hewn beams, built-in cabinetry, and a wide picture window overlooking the verdant yard. To the left, a large living room centers on a grand fireplace, with exposed brick and original wide-plank flooring. Upstairs are four bright bedrooms and a full bathroom. An addition was made that preserved the character of the home while adding more space: a second full bath, laundry, and a loft. This family room wing is bathed in light from walls of windows surrounding custom millwork. A second stairway leads to the library with cathedral ceilings — a room equally suited as a guest room, or studio. From your poolside view, take in the home's exquisite exterior: a deep columned porch spans the entire width of the house, a gambrel roof of new cedar shake, and replica historic windows peeking out from the dormers. Lush perennials of hydrangea and Rudbeckia create inviting zones for entertaining on the bluestone and brick patios. The yard also includes a detached one-car garage with an adjoining workshop and soaring ceilings — a perfect space for the artist or hobbyist, with potential for professional office use under a special use permit. Ideally located between Rhinebeck, Beacon and Millbrook in the highly sought after Arlington School District. The next steward of this spectacular home can enjoy award-winning dining, hiking, and the arts just 90 minutes to NYC and 20 min to Amtrak.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,310
Status:
Active
MLS#:
1032102
Type:
Single Family
Lot size:
0.16 Acres
Year built:
2026
A broker reciprocity listing Courtesy: BHHS Hudson Valley Properties 845-831-3080
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ADDITIONAL INFORMATION

"To Be Built" Introducing this Brand New Colonial to be built on the perfect City lot. This home has your primary Bed & Bath on the 1st floor for your added convenience. Offering a full 4 bedrooms & 2.5 Baths with an amazing floor plan that flows seamlessly. Hardwood flooring, tall ceilings, tiled baths, heated full bath floors, custom choice kitchen cabinets, stone counters, stainless appliances & HardiBoard exterior are only a few of the details this home has to offer. There is still time to make this a custom designed home. Situated just 2 blocks from Main St & a little over a mile from the train station for your added convenience.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,928
Status:
Active
MLS#:
1033002
Type:
Single Family
Lot size:
1 Acres
Year built:
1974
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7665
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ADDITIONAL INFORMATION

Welcome to this beautifully updated move-in ready home, perfectly situated at the end of a quiet cul-de-sac, offering unmatched privacy and a peaceful, wooded backyard setting. Whether you're enjoying your morning coffee in the beautiful three-season sunroom or relaxing outdoors, this property provides the tranquility you've been searching for. Inside, you'll find numerous high-quality updates completed within the last two years, including a completely renovated kitchen, brand-new main-level windows, and a new electrical panel for added peace of mind. The home also features fully paid-off solar panels, allowing the next owner to enjoy little to no electric bill. Additional improvements include a brand-new water softener and whole-house filtration system, ensuring comfort and convenience from day one. For added accessibility, the home is equipped with an elevator, making it ideal for those with mobility needs or anyone looking for long-term convenience. Combining modern upgrades, energy efficiency, exceptional privacy, and thoughtful features throughout, this home truly is the epitome of move-in ready. Don't miss the opportunity to own this one-of-a-kind property in a highly desirable, quiet neighborhood.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,920
Status:
Active
MLS#:
1029871
Type:
Single Family
Lot size:
43.48 Acres
Year built:
2002
A broker reciprocity listing Courtesy: United RE Hudson Valley Edge 845-204-6939
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ADDITIONAL INFORMATION

Rare and extraordinary custom built private estate nestled on 43 private acres in the heart of Pleasant Valley. Surrounded by rolling woodlands and breathtaking natural beauty, this exceptional residence offers an unparalleled blend of timeless elegance, refined craftsmanship, and resort-style living. Whether you're seeking a luxurious full-time residence, an executive retreat, or a secluded country escape just a short drive from New York City, this remarkable property delivers an unmatched lifestyle. A grand two-story foyer with dual staircases sets the tone for the home's sophisticated interior. Rich architectural details, including tray ceilings, exquisite custom moldings, recessed lighting, and thoughtfully designed built-in cabinetry, create an atmosphere of understated luxury. The inviting living room is anchored by a stunning wood-burning fireplace, offering the perfect gathering space throughout the seasons, while an elegant wet bar complete with its own Sub-Zero refrigerator makes entertaining effortless. Designed for the discerning chef, the gourmet kitchen showcases custom Wood-Mode Cabinetry, Corian countertops, a generous center island with cooktop, premium Sub-Zero refrigerator and freezer, and double GE wall ovens. Every detail has been thoughtfully considered, from the central vacuum system and central air conditioning to the security alarm system and generator hookup, ensuring both comfort and peace of mind. The luxurious primary suite serves as a private sanctuary, highlighted by a spa-inspired bath featuring a Jacuzzi soaking tub, an oversized tiled walk-in shower, dual vanities, and an atmosphere designed for complete relaxation. Step outside to your own private resort. Expansive Bufftech composite decking and railings overlooks an elegant kidney-shaped in-ground pool surrounded by beautifully crafted stamped concrete patio and enclosed by a black metal fence. The pool house, complete with a sink and toilet, provides exceptional convenience for outdoor entertaining. Professionally designed landscaping showcases graceful Japanese maples, vibrant hydrangeas, ornamental grasses, an automatic irrigation system, and impressive Redi-Rock concrete retaining walls, creating a setting that is both breathtaking and effortlessly maintained. For automobile enthusiasts, collectors, entrepreneurs, or hobbyists, the property offers exceptional versatility with an attached two-car garage featuring high ceilings, along with an impressive 40' x 30' detached four-car garage providing abundant space for vehicles, equipment, or a workshop. What truly distinguishes this estate is the land itself. Spanning 43 private acres, the property offers approximately four miles of private motocross and recreational trails, winding through the picturesque landscape and providing endless opportunities for riding, hiking, ATV adventures, or simply immersing yourself in the serenity of nature. It is a rare opportunity to own an estate where luxury living and outdoor recreation exist in perfect harmony. Constructed with premium materials, including durable CertainTeed siding, and enhanced with exceptional craftsmanship throughout, this one-of-a-kind estate represents the pinnacle of Hudson Valley living. Ideally situated just minutes from the Taconic State Parkway, shopping, dining, schools, and the region's celebrated wineries, hiking trails, and cultural attractions, the home also offers convenient access to Metro-North rail service and the New York City metropolitan area. Elegant, private, and truly unforgettable, 49 Barkit Kennel Road is more than a home—it's a destination, a lifestyle, and a legacy property unlike anything else on the market.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,400
Status:
Active
MLS#:
1026844
Type:
Single Family
Lot size:
2.3 Acres
Year built:
1980
A broker reciprocity listing Courtesy: RE/MAX Town & Country 845-765-6128
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ADDITIONAL INFORMATION

Welcome to 21 Straub Drive in Pleasant Valley, a spacious and versatile home offering 4 bedrooms, 3.5 baths, and a flexible floor plan. Nestled on a private lot ,this property combines peaceful country living with convenient access to major commuting routes. The home features generous living spaces designed for both everyday comfort and entertaining. Multiple living and gathering areas provide flexibility for today's lifestyle, while the layout offers possibilities for multi-generational living or guest accommodations. A bright and inviting three-season sunroom with French doors provides the perfect place to enjoy morning coffee, relax with a book, or take in views of the beautifully landscaped grounds. Step outside to your own private backyard retreat featuring a custom man-made pond with a stunning waterfall feature, creating a tranquil setting to relax, entertain, or enjoy nature year-round. A charming gazebo overlooks the picturesque setting, offering an ideal spot for outdoor dining, gatherings, or simply enjoying the peaceful surroundings. The private grounds offer a rare combination of serenity and usability. Ideally located close to the Poughkeepsie Metro-North Train Station and the Taconic State Parkway, this home provides an excellent balance of privacy and accessibility for commuters and weekend travelers alike. Whether you're seeking room to grow, or a peaceful Hudson Valley setting close to amenities and transportation, 21 Straub Drive presents a unique opportunity to enjoy the best of Pleasant Valley living. A property that truly blends comfort, flexibility, and outdoor enjoyment on a private lot in a non-flood zone, all in one exceptional package.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,114
Status:
Active
MLS#:
1024869
Type:
Single Family
Lot size:
3.42 Acres
Year built:
1955
A broker reciprocity listing Courtesy: KW MidHudson 914-962-0007
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ADDITIONAL INFORMATION

Welcome home to this beautifully maintained expanded Colonial, perfectly situated on 3.42 picturesque acres in the Town of LaGrange within the highly desirable Arlington Central School District. Lovingly cared for by the same owners for over 30 years, this exceptional property offers the perfect blend of timeless charm, generous living space, and outstanding outdoor amenities. Step inside to discover custom trim work, beautiful hardwood floors, and spacious rooms designed for comfortable everyday living and effortless entertaining. The inviting three-season room serves as a wonderful extension of the home—an ideal place to enjoy your morning coffee, relax with a good book, or take in the changing seasons. The oversized family room is anchored by a stunning stone fireplace, creating a warm and welcoming gathering space. A spacious living room provides ample room for holiday celebrations and family gatherings, while the formal dining room is perfect for hosting memorable dinners. Offering four generously sized bedrooms plus a dedicated home office, this home provides the flexibility today’s buyers are looking for. The lower level offers abundant storage, ensuring plenty of space to keep everything organized. Outside, you’ll fall in love with the beautifully landscaped grounds featuring mature trees, colorful gardens, and expansive open space. Enjoy endless summer days in the sparkling crystal-blue in-ground pool. A lawn irrigation system keeps the property lush and green throughout the season, while an invisible pet fence allows your four-legged family members to safely enjoy the yard. A large barn with electricity offers endless possibilities as a workshop, hobby space, vehicle storage, or additional storage. This remarkable property offers the tranquility of country living while remaining just minutes from shopping, restaurants, parks, schools, and major commuter routes. A rare opportunity to own a lovingly maintained home on over three beautiful acres in one of LaGrange’s most sought-after locations.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.



Pleasant Valley Real Estate

Pleasant Valley is located in New York. Pleasant Valley, New York has a population of 9,725. Pleasant Valley is more family-centric than the surrounding county with 33.54% of the households containing married families with children. The county average for households married with children is 29.92%.

The median household income in Pleasant Valley, New York is $84,417. The median household income for the surrounding county is $87,112 compared to the national median of $69,021. The median age of people living in Pleasant Valley is 40.9 years.

Pleasant Valley Weather

The average high temperature in July is 83.8 degrees, with an average low temperature in January of 13.2 degrees. The average rainfall is approximately 47.5 inches per year, with 41.5 inches of snow per year.

Pleasant Valley Map

Pleasant Valley Real Estate Market Conditions

  • Median sales price

    $555,000
    14%
    change since last quarter
  • # Active listings

    73
    30-day change

Pleasant Valley Schools and Demographics

Education near Pleasant Valley, NY

City County
High School Graduates 94.81 91.53
College Degree - 2 year 14.46 10.4
College Degree - 4 year 33.63 37.67
Graduate Degree 11.04 13.56
Expenditures per Student 28,380 28,380
Students per Teacher 12.5 12.5

Elementary Schools near Pleasant Valley, NY

Grades Students P/T Ratio ZIP
Arthur S May School KG - 05 428 13.4 12603
Columbus School PK - KG 485 35.9 12601
G W Krieger School KG - 05 568 15.3 12603
Gov George Clinton School 01 - 05 354 15.1 12601
Hagan School 03 - 05 309 11 12603
Morse Young Magnet School KG - 05 506 15.3 12601
Nassau School KG - 02 268 11.4 12601
Netherwood School KG - 05 336 15.3 12538
North Park Elementary School KG - 05 474 15.9 12538
Noxon Road Elementary School KG - 05 370 13.2 12603
Oak Grove Elementary School KG - 05 365 15.2 12601
Overlook Primary School KG - 02 362 14.2 12603
Ralph R Smith School KG - 05 340 15.1 12538
Titusville Intermediate School 03 - 05 374 13.8 12603
Traver Road Primary School KG - 02 337 13.5 12569
VAIL Farm Elementary School KG - 05 659 13.4 12540
Vassar Road Elementary School KG - 03 322 17.9 12603
Violet Avenue School KG - 06 326 11.2 12601
Warring Magnet Academy of Science and Technology KG - 05 340 14.3 12601
West Road/D'Aquannis Intermediate School 03 - 05 311 13.1 12569

Middle Schools near Pleasant Valley, NY

Grades Students P/T Ratio ZIP
Arlington Middle School 06 - 08 532 10.7 12603
Haviland Middle School 06 - 08 853 11.9 12538
Kinry Road Elementary School 04 - 06 361 17.2 12603
Lagrange Middle School 06 - 08 949 11.8 12540
Orville A Todd Middle School 06 - 08 333 10.2 12603
Poughkeepsie Middle School 06 - 08 967 12 12603
Union Vale Middle School 06 - 08 1,113 13.3 12540

High Schools near Pleasant Valley, NY

Grades Students P/T Ratio ZIP
Arlington High School 09 - 12 3,219 17.5 12540
Franklin D Roosevelt Senior High School 09 - 12 1,293 14.5 12538
Poughkeepsie High School 09 - 12 1,140 13.4 12603
Spackenkill High School 09 - 12 547 12.6 12603

Ungraded Schools near Pleasant Valley, NY

Grades Students P/T Ratio ZIP
* Orchard View Alternative High School 09 - 12 68 11.3 12603
Dutchess Boces KG - 12 422 16.2 12601

Demographics near Pleasant Valley, NY

City County
Neighborhood Type Small town
Population 9,725 296,012
Population Density 299 372
Median Age 40.9 42.5
People per Household 2.5 2.5
Median Household Income 84,417 87,112
Average Income per Capita 43,547 44,800

Real estate near Pleasant Valley