Pleasant Valley NY Real Estate & Homes for Sale

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Beds:
3
Baths:
3.00
Sq.Ft.:
3,038
Status:
Active
MLS#:
1068889
Type:
Single Family
Lot size:
1.1 Acres
Year built:
2000
A broker reciprocity listing Courtesy: KW MidHudson 914-962-0007
View additional info

ADDITIONAL INFORMATION

Welcome HOME to 8 Valerie Lane! Situated on over an acre in the Arlington Central School District, this spacious Cape Cod offers over 3,000 square feet of living space, 3 bedrooms (lives like 4), and 3 full bathrooms. The charming stone exterior and peaceful setting create an inviting first impression. Inside, you'll find a spacious and versatile floor plan featuring beautiful hardwood floors, a sun-filled living and dining area, and a striking double-sided brick fireplace that adds warmth and character. The generously sized kitchen features granite countertops, stainless steel appliances, abundant cabinetry, a center island, and a cozy breakfast nook. Just beyond, the family room offers additional space to relax or entertain, with access to a four-season sunroom and adjoining deck with retractable awning overlooking the property. The main level offers the convenience of first-floor living, featuring a spacious primary suite with a large private bathroom complete with a soaking tub and separate tiled shower. An additional bedroom, full bathroom, and convenient laundry area complete the first floor. Upstairs, you'll find a generously sized third bedroom, an additional den that could serve as a fourth bedroom, a separate office space, and a full bathroom. Additional attic storage completes the second level, offering plenty of flexibility for a variety of living needs. The full basement provides ample storage, workshop space, and plenty of potential for future use. Additional highlights include central air conditioning, an attached two-car garage, and an expansive driveway. With over 3,000 square feet of living space, a flexible layout, and a beautiful 1.10-acre setting, this home offers an incredible opportunity to make it your own. Conveniently located in Pleasant Valley, with easy access to shopping, dining, schools, and major commuter routes. Bring your vision and personal touches to make this house your HOME!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,740
Status:
Active
MLS#:
1069683
Type:
Single Family
Lot size:
1.02 Acres
Year built:
1812
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
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ADDITIONAL INFORMATION

Charming Historic Farmhouse – 55 Smith St., Pleasant Valley, NY 12569 Step back in time and fall in love with the charm and character of this beautiful 1812 farmhouse! Rich in history and timeless appeal, this inviting home offers 1,740 square feet of living space, featuring 3 bedrooms and 1.5 baths. Set on a picturesque 1.02-acre property, this classic farmhouse showcases the character and craftsmanship of a bygone era, including beautiful wide-plank floors that add warmth, authenticity, and a sense of history throughout the home. With its blend of historic charm, comfortable living space, and country setting, this special property offers a wonderful opportunity to enjoy the best of Hudson Valley living. Whether you're drawn to its historic character, spacious grounds, or the peaceful appeal of Pleasant Valley, this farmhouse is full of possibilities. A rare opportunity to own a piece of history and make it your own. Come experience the charm of this special 1812 farmhouse!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,368
Status:
Active
MLS#:
1066610
Type:
Single Family
Lot size:
1.6 Acres
Year built:
1973
A broker reciprocity listing Courtesy: RE/MAX Classic Realty 914-243-5200
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ADDITIONAL INFORMATION

Leave the city behind and discover a distinctive, contemporary sanctuary set on 1.6 acres of beautifully landscaped grounds on Stream Lane, a quiet loop that is one of the most sought-after streets in Pleasant Valley, NY. Blending striking architectural details with the tranquility of a country setting, this three-bedroom, two-bathroom residence offers a compelling opportunity to embrace a more refined, relaxed way of living. Step inside to original hardwood floors throughout and a dramatic living room with 360-degree views, custom details, soaring two-story vaulted ceilings and a wood-burning stove, creating an inviting atmosphere with architectural character and warmth. The sunken family room offers a striking focal point with a full-wall wood-burning fireplace, providing the perfect setting for cozy evenings and intimate gatherings. Vaulted ceilings continue throughout all three bedrooms, including the primary bedroom, enhancing the home's distinctive contemporary design. The spacious dining room opens to the outdoors through impressive tri-fold sliding doors leading to the bespoke color painted deck, creating a seamless connection between indoor and outdoor living. Whether entertaining guests or enjoying a quiet morning surrounded by nature, this thoughtful feature enhances the home's relaxed country ambiance. The main bathroom offers a spa-inspired retreat, complete with double vanity sinks, LED mirror, a freestanding soaking tub, and a separate stand-up shower. Outside, the professionally landscaped grounds feature established fruit trees and a charming mini vineyard, creating a picturesque setting for outdoor relaxation and entertaining. There is ample space to unwind and appreciate the beauty of the surrounding landscape. A detached two-car garage adds convenience, and the location puts you minutes from the village of Pleasant Valley, shopping, and everyday amenities. The nearby Metro-North station is a short drive away, with trains to midtown in under 90 minutes. The home is located in the highly regarded Arlington Central School District. Whether envisioned as a weekend escape or a full-time residence, this distinctive property invites you to experience the Hudson Valley lifestyle, where architectural character, natural beauty, and understated country elegance come together.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,544
Status:
Active
MLS#:
1066069
Type:
Single Family
Lot size:
0.27 Acres
Year built:
1930
A broker reciprocity listing Courtesy: HomeSmart Homes & Estates 845-547-0005
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ADDITIONAL INFORMATION

Welcome to 1680 Main St. in Pleasant Valley, where cozy charm meets stylish updates. Hardwood floors bring warmth and character to the interior, creating an inviting feel throughout. The renovated kitchen features stainless steel appliances and quartz countertops, offering a beautiful space to prepare meals and enjoy everyday living. Newly renovated bathrooms add a fresh, modern touch, complementing the home’s comfortable atmosphere. Whether you’re relaxing after a long day or gathering with guests, this home offers a welcoming place to settle in. Conveniently located close to shops and restaurants, you’ll enjoy easy access to local dining and everyday essentials. Discover the comfort and convenience of this charming Pleasant Valley home!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,928
Status:
Active
MLS#:
1065495
Type:
Single Family
Lot size:
0.6 Acres
Year built:
1946
A broker reciprocity listing Courtesy: BHHS Hudson Valley Properties 845-473-1650
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ADDITIONAL INFORMATION

Beautifully renovated Cape Cod-style home nestled in the charming town of Pleasant Valley, NY. This move-in-ready property features a modern kitchen with a center island and stools generously provided for a finished look. Stainless steel appliances include electric stove, refrigerator, dishwasher and microwave. An open-concept layout that flows seamlessly into the dining area and living room with a cozy fireplace offers the comfort and convenience. The first floor offers a desirable primary suite with full bathroom, nice double vanity with black finishes and modern decor tiles to step up the style to the next level of wow. 2nd updated full bath is located on the 1st floor offering the modern black finish fixtures, full tub, vanity, ceramic tile walls and floors. The second floor offer 2 bedrooms with luxury vinyl floors, eve storage for future cubby's and is freshly painted. The lower level boasts a spacious unfinished area with endless possibilities for recreation, a home office, gym, or additional living space. Laundry room with washer and dryer hookups, ceramic tile flooring, and ample storage. Situated on a large lot with plenty of outdoor space to enjoy.

Beds:
3
Baths:
2.00
Sq.Ft.:
3,205
Status:
Active
MLS#:
1065231
Type:
Single Family
Lot size:
1.02 Acres
Year built:
2022
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
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ADDITIONAL INFORMATION

Room to gather, space to retreat, and flexibility for the way you live—welcome to 15 Rock Cut Lane. Built in 2022, this 3-bedroom, 2-bath home offers soaring ceilings, abundant natural light, and a versatile layout with options for working from home, multigenerational living, and enjoying your own space. Set off the road along a shared private driveway, the home offers a tucked-away feel while keeping everyday conveniences within easy reach. Inside, the open living and dining areas create a welcoming setting for entertaining or relaxing by the propane fireplace. The kitchen features quartz countertops, stainless steel appliances, and bold red cabinetry. Two first-floor bedrooms and a separate office/flex room provide everyday convenience, including a dedicated place to work from home. With bedrooms on separate levels, the layout offers added privacy and flexibility for extended households. Upstairs, the expansive primary suite feels like a retreat of its own, complete with a large walk-in closet and a spacious ensuite bath featuring dual vanities, a soaking tub, and an oversized glass-enclosed shower. The finished basement offers plenty of possibilities to make the space your own. Create a media room for movie nights, a home gym, a game room, or separate areas for hobbies, work, and relaxation. A screened-in porch with a hot tub adds another inviting place to unwind, with year-round enjoyment—from cool autumn evenings to a relaxing soak on a snowy winter night. Located in the Arlington School District and approximately 12 minutes from the train station, the home combines flexible living with convenient access to commuting, shopping, and dining. Enjoy nearby Eastdale Village, the Dutchess Rail Trail, Walkway Over the Hudson, area colleges, and the Taconic State Parkway.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,016
Status:
Active
MLS#:
1064857
Type:
Single Family
Lot size:
0.29 Acres
Year built:
1951
A broker reciprocity listing Courtesy: Diane E. Crittenden 845-233-4000
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ADDITIONAL INFORMATION

“Home Sweet Home” perfectly captures the charm and pristine condition of this lovely ranch, which truly shows how much the owner loved it. It’s situated on a beautiful parcel of land located on a quiet road in the Town of Pleasant Valley. While there are a few things a buyer may want to update, the home has been well-kept and meticulously maintained for over 20 years. The home has a spacious living room, with a vaulted ceiling, and a reading nook area, a formal dining room and a roomy kitchen! The basement houses the utilities, is extremely neat, and has great storage space. You’ll enjoy relaxing on the covered porch, located just outside the kitchen door, or relax on the generous, welcoming masonry porch that greets you as you walk in. The yard is wonderful and perfect for so many activities, or just to enjoy nature—and there’s a one-car garage and tool shed at the end of the long driveway. Close to shopping, restaurants, retail and medical facilities, the village of Pleasant Valley, minutes to the TSP, and so much more!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,992
Status:
Active
MLS#:
1059342
Type:
Single Family
Lot size:
0.56 Acres
Year built:
1900
A broker reciprocity listing Courtesy: RE/MAX Town & Country 845-765-6128
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ADDITIONAL INFORMATION

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, or enjoying a peaceful evening by the fire pit under the stars. This light-filled 3-bedroom, 2-bath home features a flexible layout with a separate area ideal for guests. The open-concept design allows the main living spaces to flow seamlessly into one another, creating an inviting, airy feel that’s ideal for both everyday comfort and effortless entertaining. Just off the living room is a sunlit room, perfect for a home office or creative space. Hardwood floors, oversized windows, two wood-burning fireplaces, and one pellet stove add warmth and charm throughout. The living room offers serene views of the private backyard oasis, while the kitchen shines with a skylight window and stainless steel appliances. Upstairs, the bathroom is finished with elegant tilework, offering a clean and timeless look. Outside, the park-like setting provides space to entertain, relax, and fully immerse yourself in the natural serenity of your surroundings, just minutes from the local shops and cafe's of Pleasant Valley hamlet. With convenient access to the Taconic State Parkway and the Poughkeepsie Metro-North station, this home blends peace, character, and location. Whether you're seeking a personal retreat or an investment opportunity in the sought-after Hudson Valley, this property is not to be missed.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,139
Status:
Active
MLS#:
1063422
Type:
Single Family
Lot size:
2 Acres
Year built:
1899
A broker reciprocity listing Courtesy: Corcoran Country Living 845-677-0505
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ADDITIONAL INFORMATION

Surrounded by pastoral farmland along a quiet country road, this reimagined 1899 farmhouse retains a deep connection to the landscape it once anchored. The original farmhouse for the surrounding land, it offers countryside views of a pond and distant mountains, with the Taconic Parkway just minutes away. A bluestone porch wraps around the entire house, creating generous outdoor living space and a welcoming vantage point from which to watch the world go by. There is room for long summer dinners, gatherings with friends, and rocking chairs facing the fields—a setting with the quiet charm of an old film. Inside, original doors, window moldings, and the central staircase railing preserve the home’s historic character, complemented by updated windows, a modern kitchen, and renovated bathrooms. Off the entry hall, the formal dining room flows into the kitchen with its center island; doors from both rooms open directly onto the porch for easy entertaining. Across the hall, a wood-burning fireplace anchors the living room, where windows frame the surrounding farmland. Beyond, a cozy wood-paneled den with a woodstove and loft offers another inviting place to gather in winter. An adjoining office, library, or studio, a full bathroom, and a mudroom complete the first floor. Upstairs, three spacious, sunny bedrooms enjoy beautiful countryside views. The primary suite includes a walk-in closet, a generous overhead loft for storage, creative pursuits, or yoga, and an ensuite bathroom with double sinks and a large walk-in shower finished with custom tile work. A second full bathroom serves the additional bedrooms. Outside, the fenced grounds roll gently around the house, with multiple bluestone seating areas and ample space for a flower or vegetable garden. A breezeway connects the home to a barn with room for two cars, workspace, and a loft—an appealing resource for an artist, hobbyist, or car enthusiast. A generous driveway provides additional parking. Historic character, thoughtful updates, and an enduring pastoral setting give this home its distinctive appeal: a place to gather, create, and settle into the rhythms of country life. Minutes to Millbrook, Pleasant Valley and Poughkeepsie (Metro North and Amtrak) and less than 2 hours from NYC, this is the perfect full-time or weekend residence.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,002
Status:
Active
MLS#:
1062958
Type:
Single Family
Subdivision:
Hickory Hills Estates
Year built:
1979
A broker reciprocity listing Courtesy: K Fortuna Lighthouse Realty 845-522-0057
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ADDITIONAL INFORMATION

Welcome to Hickory Hills Estates in Pleasant Valley! This beautifully renovated 1,002-square-foot mobile/manufactured home offers comfortable living with an extensive list of improvements throughout. Updates include a hot water heater, furnace, central air conditioning and heating system, flooring, doors, windows, siding, gutters, skirting, decks, plumbing, and appliances. The thoughtfully updated interior and exterior provide a move-in-ready living space with many major improvements already completed. The monthly lot fee of $795 includes property taxes, water, sewer, and snow plowing, offering convenient and predictable monthly expenses. Located in the Arlington Central School District, this property presents an opportunity to enjoy the benefits of manufactured home living in Pleasant Valley.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,260
Status:
Active
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. **Tax Record states the unit is 107. The actual unit in the building is is 61**

Beds:
2
Baths:
2.00
Sq.Ft.:
1,260
Status:
Active
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
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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. **Tax Record states the unit is 107. The actual unit in the building is is 61**

Beds:
3
Baths:
2.00
Sq.Ft.:
2,132
Status:
Active
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
View additional info

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:
4
Baths:
5.00
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, dining and gathering area featuring two generous stone fireplaces - one with wood stove. Primary bedroom with generous walk-in closet and full bathroom on main floor. Two additional bedrooms, lounge area and full bathroom on second floor. The second wing has a kitchenette flowing into a family room warmed by a third stone fireplace. One bedroom with full bathroom and extra room with three quarter bathroom. Wide-plank hardwood floors run throughout the main level. The wings are joined by a pool courtyard outside and vaulted billiard room inside with a wet bar and sliders to a balcony. In all, nearly 5,000 square feet with attached one and three car garages anchoring both wings. There is opportunity to personalize while systems and grounds leave room to invest. Property disclosure, survey and well completion attached to listing in documents section. Video available. Ideal for elevated multi-generational living or a private family/friends getaway. The property is a single family residence with two attached garages and a total of 3 parking spaces. A special use permit would need to be filed and approved with the town for second wing to be considered an accessory apartment. Enjoy it now and update over time.

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
View additional info

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:
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:
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:
3
Baths:
2.00
Sq.Ft.:
1,172
Status:
Active
MLS#:
1049009
Type:
Single Family
Year built:
2026
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7665
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ADDITIONAL INFORMATION

NOW OFFERED AT $249,000 — SELLER FINANCING AVAILABLE + FIRST MONTH’S LOT RENT FREE! Brand-New 2026 Living in Pleasant Valley. Welcome to 9 Odell Lane, a brand-new 2026 model offering modern finishes, generous living space, and effortless low-maintenance living. The bright, open-concept interior features a spacious kitchen with center island, contemporary cabinetry, recessed lighting, new appliances, and a clean, neutral design throughout. Outside, enjoy a generous yard framed by mature trees, providing plenty of space to relax, entertain, garden, or simply enjoy the outdoors. A spacious rear deck extends your living space outside, while the detached garage offers valuable additional parking, storage, or workspace. Located in a well-maintained community, the $838/month lot rent includes snow removal, garbage pickup, water, sewer & taxes, all while keeping you minutes from the center of LaGrange, Pleasant Valley and Millbrook. Now offered at $249,000 with seller financing available, plus the seller will cover your first month’s $838 lot rent! New construction, modern comfort, flexible financing options, and outdoor space. Schedule your private tour of 9 Odell Lane today!

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
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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
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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:
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
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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:
3
Baths:
1.00
Sq.Ft.:
1,120
Status:
Active
MLS#:
1045313
Type:
Single Family
Subdivision:
Hickory Hills
Year built:
1990
A broker reciprocity listing Courtesy: VYLLA Home 845-204-3566
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ADDITIONAL INFORMATION

Price Reduction. MOTIVATED SELLERS!! The sellers are motivated and ready to make a deal. This $10,000 reduction could be exactly the opportunity you've been waiting for! Move-in ready 3BR home in Hickory Hills Estates with modern updates and a peaceful natural setting. This beautifully updated home offers comfort, convenience, and outdoor charm all in one. Step inside to find new flooring, central air, and an open layout. The kitchen features stainless steel appliances and an oversized gas stove, perfect for anyone who loves to cook. The main bedroom includes double closets, and the full bath is upgraded with a dual vanity for added space and functionality. A sunny three-season room expands your living area and makes an ideal spot for morning coffee or evening relaxation. Outside, the corner lot provides extra room for activities, gardening, or simply enjoying the outdoors. There are two sheds for storage, plus a paved driveway with parking for three vehicles. A small brook runs along the back of the property, adding a natural backdrop you won’t find just anywhere. Located in Hickory Hills Estates, this home offers a quiet community feel while still being close to everyday conveniences. A great opportunity for affordable, comfortable living with thoughtful updates throughout.

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.

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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 12569 Real Estate

Pleasant Valley is located in New York. Pleasant Valley, New York 12569has a population of 9,725. Pleasant Valley 12569 is more family-centric than the surrounding county with 35.41% 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 12569 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 12569 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

    $536,500
    14%
    change since last quarter
  • # Active listings

    72
    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
Beekman School KG - 05 512 14.3 12570
G W Krieger School KG - 05 568 15.3 12603
Noxon Road Elementary School KG - 05 370 13.2 12603
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
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
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
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

Demographics near Pleasant Valley, NY 12569

Zip Code City
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