Pleasant Valley NY Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
1,738
Status:
NEW LISTING
MLS#:
1006136
Type:
Single Family
Lot size:
4.71 Acres
Year built:
1960
A broker reciprocity listing Courtesy: BHHS Hudson Valley Properties 845-473-1650
View additional info

ADDITIONAL INFORMATION

Welcome to this amazing weekend retreat or year-round sanctuary, privately set on 4.71 beautiful acres with a peaceful babbling brook. Surrounded by nature’s beauty, this special property offers the perfect blend of privacy, comfort, and tranquility. Step inside to a dramatic living room featuring a vaulted ceiling, a wall of glass with southern exposure, and an abundance of natural light. The spacious primary bedroom suite offers a relaxing escape with a spa-like bathroom designed for comfort and relaxation. The third bedroom has been opened up to create a versatile den space but could easily be converted back to a bedroom if desired. The second-floor loft provides additional living space ideal for a cozy retreat. A full basement offers plenty of storage and endless possibilities. Enjoy the outdoors with an above-ground pool, storage shed, and beautifully landscaped grounds filled with spectacular flowering plants and mature shrubs. A true nature lover’s paradise offering peace and privacy while still conveniently located near the Taconic State Parkway. A rare opportunity to enjoy country living at its finest!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,764
Status:
Active
MLS#:
1013288
Type:
Single Family
Lot size:
2 Acres
Year built:
1974
A broker reciprocity listing Courtesy: Weichert REALTORS 845-336-2633
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ADDITIONAL INFORMATION

Parklike 2 acres surround this 3/4 bedroom split level home. Relax in the spacious livingroom, or have dinner in the formal dining area. The eat-in kitchen has newer custom wood cabinets, quartz countertop, tile backsplash, wine rack and breakfast bar. Up an easy half level is a landing to 3 good sized bedrooms and a full bath. Down a half level from the kitchen is a family room with woodstove and a den or 4th bedroom with a full bath. Also conveniently located on this level is the laundry room with washer, dryer and sink. The lowest half level down contains the oversize 2 car garage with room enough for a workshop. But the extra bonus in owning this house is the 2 acres of pristine parklike land which makes you feel like you are at a resort retreat. And location wise; less than 20 minutes to Poughkeepsie and the train station and about 30 minutes to Kingston. The Historic homes in Hyde Park are nearby as well as the quaint villages of Rhinebeck and Red Hook.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,128
Status:
Active
MLS#:
1009080
Type:
Single Family
Lot size:
3.45 Acres
Year built:
1951
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
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ADDITIONAL INFORMATION

Set on 3.45 acres of paradise in Hyde Park within the Arlington Central School District, this ranch-style home offers a blend of updated interior spaces, outdoor spa amenities, and expansive grounds. With 2 bedrooms, 1 bath, and 1,128 square feet of living space, plus a full basement, buyers searching for a home with acreage in Dutchess County, a ranch home with a pool, or a property with outdoor entertaining space will find exceptional value here. Inside, the updated kitchen features custom cabinetry, stone countertops, stainless steel appliances, a gas range, and abundant storage. This home’s many updates include a new roof, new appliances, new Marvin windows and California Closets in 2021. But the outdoor setting is the standout feature. The fenced in-ground pool and hot tub is complemented by a pool house and expansive patio area, creating an ideal space for entertaining, relaxing, or enjoying the warmer months. The property also includes approximately 70 mature blueberry bushes, fenced raised garden beds, and beautifully maintained grounds surrounded by mature trees and landscaping. A large rear deck overlooks the backyard, offering additional space to gather and enjoy the natural surroundings. Conveniently located near shopping, parks, schools, and major commuter routes, this property offers a unique combination of acreage, recreation, and accessibility in Hyde Park.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,005
Status:
Active
MLS#:
1012874
Type:
Single Family
Lot size:
0.28 Acres
Year built:
1968
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
View additional info

ADDITIONAL INFORMATION

Welcome to 23 DuPay Road in Pleasant Valley! Nestled on a beautifully landscaped lot surrounded by mature trees, this charming ranch offers the perfect blend of comfort, character, and convenience. Featuring 2 spacious bedrooms, 1 full bath and 1/2 bath, and gleaming hardwood floors throughout most of the home, this property is move-in ready while still offering room to make it your own. The inviting living room showcases a beautiful brick fireplace, creating a warm and welcoming focal point for gatherings and cozy evenings at home. The oversized eat-in kitchen offers abundant cabinet and counter space, stainless steel appliances, and plenty of room for everyday dining and entertaining. Convenient first-floor laundry adds to the ease of one level living. The home is equipped with energy-efficient ductless mini-split systems, providing zoned heating and cooling for personalized comfort throughout the year. One of the home’s standout features is the 3-season room, thoughtfully staged to help buyers envision its endless possibilities whether as a sunroom, reading retreat, hobby space, home office, or entertaining area. Outside, enjoy a peaceful backyard surrounded by nature, offering plenty of space for gardening, outdoor gatherings, or simply relaxing. Additional features include a one-car attached garage, driveway parking, and a quiet neighborhood location close to shopping, dining, schools, and commuter routes. Don’t miss the opportunity to own this charming Pleasant Valley ranch with character, flexibility, and beautiful outdoor space! ???

Beds:
4
Baths:
2.00
Sq.Ft.:
1,736
Status:
Active
MLS#:
1008796
Type:
Single Family
Lot size:
2.6 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7665
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ADDITIONAL INFORMATION

Charming Cape Cod-style home in the Hyde Park/Salt Point area offering a flexible layout and a unique combination of residential living and accessory buildings. Currently configured with two separate living areas, the property can function as a single-family home while providing options for a variety of living arrangements. The home features 4 bedrooms and 2 full bathrooms, offering flexibility for everyday living, guests, remote work, or hobby space. Its adaptable layout allows the next owner to make the most of the home's unique setup. Beyond the main residence, the property includes a detached garage with storage space above, ideal for additional storage, a workshop, or recreational use. A standout feature is the large detached garage/workshop located at the rear of the property. Previously utilized for a business, the structure offers two oversized roll-up doors, a covered carport area, and substantial utility for equipment storage, projects, vehicles, or other permitted uses. Set on a spacious lot with convenient access to local amenities and commuter routes, this property presents a rare opportunity for buyers seeking a home with valuable outbuildings and a wide range of potential uses.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,438
Status:
Active
MLS#:
1008946
Type:
Single Family
Lot size:
3.66 Acres
Year built:
1989
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7665
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ADDITIONAL INFORMATION

Tucked away on 3.66 private acres in the heart of Salt Point, this custom contemporary home offers a rare combination of seclusion, character, and functionality. Surrounded by mature trees and natural landscape, the property provides a peaceful setting while remaining conveniently located to nearby amenities and commuter routes. Designed with a unique architectural style, the home features 2,438 square feet of living space with 4 bedrooms and 3 full bathrooms. Expansive windows and thoughtfully designed living areas create a bright and inviting atmosphere while showcasing the surrounding natural beauty. The versatile floor plan offers comfortable spaces for everyday living, entertaining, and working from home. Outside, enjoy your own private retreat with an in-ground pool, private pond, and plenty of room to relax or entertain. A detached garage with heat provides additional storage, workshop potential, or space for hobbies and recreational equipment. This original-owner home presents a unique opportunity to own a one-of-a-kind property. Whether you're looking for privacy, a distinctive design, or room to spread out and enjoy the outdoors, this property offers endless possibilities.

Open House:

Sunday, 6/28 1:00-3:30PM

More Open House Info >

Beds:
2
Baths:
3.00
Sq.Ft.:
1,475
Status:
Active
MLS#:
1004244
Type:
Single Family
Lot size:
0.68 Acres
Year built:
1935
A broker reciprocity listing Courtesy: Greene Realty Group 888-278-5840
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ADDITIONAL INFORMATION

Circular driveway to an All new renovation in beautiful Gretna Hill wooded neighborhood, elegant farms beyond. Mahogany full glass door entry on to black marble foyer. Spacious living/dining room, mahogany doors and trim. Full glass exterior door to 12' x 18' Japanese cedar deck. Hardwood floors throughout. Natural wood and marble kitchen with artisanal details, huge quartz worktop, new appliances. Large closet on back porch. First floor marble half bath and laundry. Primary bedroom with12' long mahogany closet, in-suite white marble and glass shower bath. Second Carrera marble with tub bathroom next to second bedroom with triple mahogany closet. Office with huge windows. 14' x 4' front porch. Perennial gardens, stone columns, steps, borders and walkway. Cedar siding. New windows. This property is self sustaining with private well and septic, clear south facing roof for possible future solar. Spray foam insulation, new heat pump mini split H&C. Minutes east to the Taconic Parkway, minutes west to Poughkeepsie shopping.

Open House:

Sunday, 6/28 11:00-1:00PM

More Open House Info >

Beds:
4
Baths:
3.00
Sq.Ft.:
2,469
Status:
Active
MLS#:
1005021
Type:
Single Family
Lot size:
3.86 Acres
Year built:
1980
A broker reciprocity listing Courtesy: KW MidHudson 914-962-0007
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ADDITIONAL INFORMATION

Welcome to 34 Contour Lane. Situated on a small cul-de-sac and nestled on almost 4 private acres in the heart of Salt Point, equidistant between the Villages of Rhinebeck and Millbrook. This beautifully maintained 4-bedroom, 2.5-bath Colonial offers the perfect blend of timeless charm, modern updates, and peaceful country living. Offering almost 2500 finished SQFT, this home welcomes you with spacious sun-filled living areas, newly refinished oak flooring throughout, and fresh interior paint that creates a bright, move-in-ready feel. The inviting living room features a stunning wood-burning fireplace with custom mantle, while the formal dining room provides the ideal setting for entertaining. The spacious eat-in kitchen offers abundant cabinetry, center island seating, and seamless flow into the dining and living spaces. An additional sitting area/flex space on the main level provides versatility for a home office, playroom, or den. Upstairs, the generously sized bedrooms include a spacious primary suite complete with a large walk-in closet and en-suite full bath. Large windows throughout the home frame serene wooded views and allow natural light to pour in from every angle. Additional highlights include a whole-house Generac generator, System 2000 high-efficiency boiler, Roth oil tank, and a poured 8' concrete 1600 SQFT basement with Bilco doors offering exceptional storage or future finishing potential! The oversized attached 2 car garage and expansive property provides endless opportunities for outdoor enjoyment, recreation, or future pool. Surrounded by mature trees and natural beauty while remaining relative to all! Excellent location, 90 Minutes to NYC, close to Taconic PKWY, culinary-grade restaurants, schools, Colleges, wineries/distilleries, hiking trails and the Rail Trail. Come see all that the Hudson Valley has to offer!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,912
Status:
Active
MLS#:
1003202
Type:
Single Family
Lot size:
1.08 Acres
Year built:
1968
A broker reciprocity listing Courtesy: RE/MAX Town & Country 845-765-6128
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ADDITIONAL INFORMATION

Welcome to 47 Mountain View Drive a privately situated 4-bedroom, 2.5 bath raised ranch nestled on a quiet 1-acre lot in Pleasant Valley, NY. The heavy lifting is already done here. Major mechanical upgrades are complete including a new electrical panel, new PVC and copper plumbing lines, a new furnace, a water softener, and a newer water well pressure tank — giving you a rock-solid foundation that most homes at this price point simply can't offer. The remodeled kitchen features hickory cabinets, quartz countertops, and stainless steel appliances, while hardwood flooring flows throughout much of the home. The primary bedroom includes a fully remodeled ensuite bath, all across 2,912 sq ft of well-proportioned living space. Step outside to a large deck, balcony, and private yard on over an acre — all minutes from Route 55, the Taconic State Parkway, Arlington schools, shopping, and the Poughkeepsie train station. The bones are exceptional and the upside is real. Schedule your private showing today — opportunities like this don't last long.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,424
Status:
Active
MLS#:
1003553
Type:
Single Family
Lot size:
6.2 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 845-677-6161
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ADDITIONAL INFORMATION

Nestled at the top of a meandering driveway, this charming four bedroom ranch offers privacy, and scenic views in an ideal location. Situated on six serene acres within the desirable Arlington School District, this home combines comfort, space and solitude. Cherished by the same family for over 30 years, where countless memories were created hosting large joyful gatherings and small intimate dinners. Now, this much-loved home is ready for its next chapter—offering the opportunity for new owners to create their own wonderful memories, whether hosting holiday gatherings, summer barbecues, or simply enjoying peaceful days at home. Upon entering the home, the foyer opens into the formal dining room. The family room/office with its bay window and built-in bookcases is warm and inviting, while the formal living room, complete with a cozy wood stove, has welcomed many special moments over the years. A screened-in porch provides even more space to entertain family and friends, overlooking the tranquil setting. The thoughtful design places the bedrooms privately down a long hall, with a separate laundry room for convenience. The detached three-car garage provides excellent space for vehicles, storage, or a workshop. There is also plenty of space on the driveway for guests to park. This property is located in an area known for its scenic beauty, farm to table restaurants and wineries. Ideally located near the Taconic State Parkway, shopping and all the Hudson Valley Valley has to offer.

Beds:
4
Baths:
2.00
Sq.Ft.:
3,346
Status:
Active
MLS#:
1002720
Type:
Single Family
Lot size:
1.02 Acres
Year built:
1951
A broker reciprocity listing Courtesy: Clarke Realty & Associates LLC 845-207-8078
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ADDITIONAL INFORMATION

Welcome home to 15 Rock Cut Ln, a property that underwent a complete renovation in 2022 with both intention and functionality at the forefront. From the brand-new roof, siding, and windows to the upgraded, reinforced, and waterproofed foundation, this total overhaul presents a home designed for peace of mind and true move-in-ready living. New electrical, heating, plumbing, and septic systems provide an additional layer of confidence in the quality and care invested throughout. As you step through the front door, you immediately feel the warmth of home as natural light pours into the open-concept living and dining areas. Featuring a propane fireplace, recessed lighting, and a seamless flow into the kitchen, the space was designed for both comfort and connection. The kitchen makes a statement with bold cherry cabinetry accented by stainless steel appliances and marble countertops. Just beyond the kitchen, step onto the upper deck—perfect for enjoying your morning coffee or relaxing with your favorite book while taking in the peaceful surroundings. Passing through the main living area, you’ll find a full bathroom and three generously sized bedrooms thoughtfully designed with comfort in mind. The finished lower level further expands your living space, offering flexibility for a family room, recreation area, or dedicated home office. The current office space also provides direct access to an enclosed screened-in lower deck featuring a brand-new jetted hot tub, creating your own private retreat for year-round enjoyment. The spacious primary suite delivers a true retreat experience, complete with a spa-inspired en-suite featuring dual vanities, a soaking tub, and a walk-in glass shower. The walk-in closet complements the generous layout while adding both convenience and functionality. Overall, you'll find over 3,300 square feet of thoughtfully designed living space balancing style, flexibility, and function. With 4 bedrooms, 2 full baths, and three levels of living space, this home easily adapts to a variety of lifestyles. For commuters, convenience is another standout feature. Within approximately 10–15 minutes, you'll find access to both the Taconic State Parkway and the Metro-North train station, making travel simple and accessible. Located within the highly sought-after Arlington School District, this home is also just minutes from Eastdale Village and some of the area's most desirable shops and dining. Nearby destinations including the Rail Trail, Walkway Over the Hudson, and additional outdoor recreation place lifestyle and convenience right at your fingertips. With Marist College, Vassar College, and the Culinary Institute of America all within the surrounding area, the location offers access to education, culture, and community amenities alike. This is more than a home—it’s a lifestyle offering the perfect blend of privacy, convenience, and modern living.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,368
Status:
Active
MLS#:
995827
Type:
Single Family
Lot size:
1.33 Acres
Year built:
1930
A broker reciprocity listing Courtesy: George T Whalen Real Estate 845-677-5076
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ADDITIONAL INFORMATION

Welcome to Turtle Pond Gully, a delightful property in the Hudson Valley. Enjoy country life in this sweet colonial farmhouse located in the town of Pleasant Valley. This 1930s cottage offers immense charm and is the perfect retreat for weekenders or year-round residents. The light-filled home offers a cozy and comfortable interior with beautiful wood floors. Many original details have been preserved and the home has been updated and is well maintained. It has a wonderful dining room with a pellet stove and a French door to a peering porch and another to a lovely sunroom; a stylish kitchen with tin ceiling; a living room with a French door to an attractive side porch. Many recent improvements, including new metal roof, new siding, and an automatic Generac generator. The grounds, with fine plantings, a pond and stone wall borders, have a lovely park-like feel. There is a detached two car barn style garage with a large game room and woodshop. Centrally located in Dutchess County this is a convenient location, within a mile to the Taconic Parkway, 10 miles to Poughkeepsie train station and only a 12 minute drive to Millbrook.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,019
Status:
Active
MLS#:
20262222
Type:
Single Family
Lot size:
1.84 Acres
Year built:
1973
A broker reciprocity listing Courtesy: Corcoran Country Living 845-876-6676
View additional info

ADDITIONAL INFORMATION

41 Meddaugh Road is sited on 1.84 acres set back from the road and has been extensively renovated through a comprehensive ground-up transformation. This home was previously under contract. The buyer was unable to close due to a contingency on their own home sale, not any issue with this property. During that period, sellers completed a full roof rebuild (new sheathing, 30-year warranty) and additional basement improvements. The home is fully move-in ready and priced to reflect these completed upgrades. Nearly all major systems, structural components, and finishes were replaced or upgraded during this full gut renovation, where everything from the studs inward was redone and the home's exterior systems were completely updated, resulting in a move-in ready property with modern infrastructure, systems, and premium quality finishes throughout. Exterior improvements include land clearing, new retaining walls, fresh gravel driveways, stonescaping, a newly seeded lawn, a new front walkway, and a backyard stone patio. The open-concept main living area features a wood-burning fireplace and opens directly to the kitchen, with sliding glass doors leading to the rear stone patio. The home also offers interior access to the attached garage and full unfinished basement. The kitchen is complete with custom cabinetry, new countertops, updated appliances, and improved flow into the adjacent living spaces. The second floor offers four bedrooms and two full bathrooms, including a primary suite with a walk-in closet and spa-inspired bathroom featuring a double vanity and oversized shower. An additional half bath is located on the main level, along with a second-floor laundry area for added convenience. Major mechanical upgrades include a fully electric Bosch heat pump system providing heating and central air conditioning, with auxiliary baseboard heating available for supplemental heat during extreme cold temperatures. Located in the Town of LaGrange with a Pleasant Valley postal address and within the Arlington Central School District, the property is approximately 5 minutes to the Taconic State Parkway and 20 minutes to the Poughkeepsie Train Station.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,232
Status:
Active
MLS#:
971184
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1879
A broker reciprocity listing Courtesy: RE/MAX Town & Country 845-765-6128
View additional info

ADDITIONAL INFORMATION

Welcome to 1666 Main Street, a beautifully renovated classic early-1900s home in the heart of Pleasant Valley. This move-in ready property offers 3–4 bedrooms, 2 full baths, and over 2,000 square feet of living space on a low-maintenance .20-acre lot in the Arlington School District with low taxes. Inside, you’ll find refinished 100+ year-old Maple and Douglas Fir hardwood floors, upgraded 200-amp electrical service, central air conditioning, and energy-efficient vinyl windows. The updated kitchen features stainless steel appliances and opens to bright living and dining spaces. The main level also includes a flexible bonus room, a renovated full bath, and a beautiful three-season sunroom. Upstairs are three spacious bedrooms with walk-in closets and a second full bath. Outside, enjoy a long driveway, ample parking, and a newer storage shed. Conveniently located just minutes from the Taconic State Parkway, Metro-North, and the shops, restaurants, and parks of Eastdale and the Village. A great blend of historic charm, modern updates, and everyday convenience.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,434
Status:
Active
MLS#:
967826
Type:
Single Family
Lot size:
1.8 Acres
Year built:
2026
A broker reciprocity listing Courtesy: KW MidHudson 914-962-0007
View additional info

ADDITIONAL INFORMATION

TO BE BUILT: Introducing the wildly-popular Jefferson model, a colonial-style home in Arlington School District on almost 2 acres! Highlights of this 4 BR 2.5 bath include: 9' first floor ceilings, an expansive open concept kitchen, breakfast area and family room with a fireplace, home office, master bedroom suite with tray ceiling, second floor laundry and 2 car garage. Generous-sized bedrooms, master bedroom with master bath and walk in closet, full unfinished basement. Reputable, local builder offering generous builder specifications including energy efficient infrastructure elements, seamless gutters, 9' first floor ceilings, oak hardwood floors throughout the first floor except family room and bathroom and much more. Pictures shown are of a previously built home showing multiple options and upgrades. Well, septic, propane gas heat/cooking. Additional models and options to choose from, call list agent for information. Building timeframe is 6-8 months from building permit approvals. Excellent location, minutes to the Village of Pleasant Valley, Millbrook, Taconic, restaurants shops and more!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,820
Status:
Active
MLS#:
951502
Type:
Single Family
Lot size:
2.94 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7665
View additional info

ADDITIONAL INFORMATION

Historic Barn Conversion Meets Modern Luxury in the Hudson Valley Tucked away along a quiet country road in Pleasant Valley, this extraordinary estate offers a rare opportunity to own a meticulously restored 19th-century barn conversion that seamlessly blends historic character with modern luxury. Originally two separate barns, the property has been thoughtfully reimagined into a one-of-a-kind residence and companion pool house, creating a private retreat unlike anything else available in the Hudson Valley. From the moment you arrive, the home’s timeless architecture tells a story. Inside, soaring vaulted ceilings, original hand-hewn beams, wide-plank floors, and authentic post-and-beam construction showcase the craftsmanship of a bygone era while providing the comfort and functionality today’s buyers expect. Expansive walls of glass flood the interior with natural light and frame views of the surrounding countryside, creating a seamless connection between indoor and outdoor living. The main residence offers warm, inviting living spaces designed for both everyday living and entertaining. Rich architectural details, exposed timber framing, and carefully preserved historic elements create a sense of authenticity rarely found in modern construction. Every room balances rustic elegance with refined finishes, resulting in a home that feels both sophisticated and welcoming. Complementing the main residence is a beautifully converted barn pool house, providing exceptional flexibility for guests, entertaining, creative pursuits, or a private wellness retreat. The outdoor spaces are equally impressive, offering a peaceful setting to relax, gather, and enjoy the natural beauty of Dutchess County. Located just minutes from Millbrook, Rhinebeck, Poughkeepsie, and the region’s renowned farms, wineries, restaurants, and outdoor recreation, this property delivers the best of Hudson Valley living while remaining easily accessible to New York City. Whether you’re searching for a luxury barn conversion, a post-and-beam home, a historic country estate, or a weekend retreat in the Hudson Valley, 101 Drake Road represents a truly rare offering where history, architecture, and modern comfort come together in perfect balance.

Beds:
6
Baths:
4.00
Sq.Ft.:
4,248
Status:
Active
MLS#:
886347
Type:
Single Family
Lot size:
17.4 Acres
Year built:
1772
A broker reciprocity listing Courtesy: Skyler Realty LLC 845-357-8500
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ADDITIONAL INFORMATION

Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British and American flags, bearing witness to centuries of change. Set on approximately 18 serene acres with subdivision potential for three 3.5-acre lots, the estate includes a beautifully restored 6-bedroom, 4-bathroom residence. Carefully updated to preserve its character, the home features original wide-plank hardwood floors, massive Dutch doors with original hardware, six corner Rumford fireplaces, designer lighting, crown molding, and a fully renovated chef’s kitchen with an eat-in area. Enjoy formal and casual living spaces, including a dining room, living room, and family room. Modern upgrades include new central air, central vacuum, and oil heating with an above-ground tank. Additional amenities include a soaking tub, stall shower, and dedicated dressing area. Property taxes have been lowered for the 2025 tax season, offering immediate financial relief—and there is further potential for tax breaks should the new owner choose to start a small farm operation. Outdoors, unwind on the 50-foot veranda overlooking a tranquil pond and rolling pastures. A charming tiny house by a seasonal brook offers extra retreat space, while two large barns serve various purposes—one equipped with horse stalls and a commercial woodworking shop, the other perfect for additional stabling or storage. An outdoor cabana adds another space for relaxation or entertaining. This estate is being sold as-is by motivated sellers who have poured love and care into its restoration. Whether you're an equestrian, a history enthusiast, or a visionary investor, this property offers endless potential—from farming (which may bring additional tax benefits) to development or simply enjoying the luxury of rural elegance.

Beds:
3
Baths:
7.00
Sq.Ft.:
4,592
Status:
Active
MLS#:
156797
Type:
Single Family
Lot size:
33.26 Acres
Year built:
2010
Courtesy: Corcoran Country Living 845-876-6676
View additional info

ADDITIONAL INFORMATION

Welcome to Timberstock Farm, a stunning property in the heart of Dutchess County horse country. This Adirondack-style estate offers a harmonious blend of rustic elegance and modern luxury, set on 33.26-acre lot with a pristine 9-acre pond. The bespoke stone and wood home boasts 4,592 square feet of living space sited at the highest elevation point on the property, casting views to the Catskills and country vistas across the water, surrounded by open meadows. The main residence features 3 bedrooms and sleeps like 4, each with its own ensuite bathroom and private balcony. In total, there are 5 full baths and 2 half baths. The open floor plan creates a seamless flow throughout the home, anchored by a great room with soaring ceilings, a grand stone fireplace, and French doors leading to spacious back decks for lounging and dining outdoors. Artistic details with thoughtful millwork abound, with chiseled interior beams crafted from local trees, birchwood accents, and hardwood floors throughout, offering a warm and inviting ambiance. An open chefs kitchen features a hammered copper farmhouse sink, handmade tile, and a granite island separating the dining room and kitchen areas. Also situated off the great room is a cozy den with a fireplace and oversized windows leading to the primary bedroom. The first-floor primary suite is a haven with an ensuite bathroom, generous wardrobe, laundry room, and a separate exterior entrance. Ascending the Adirondack-style staircase, with inlaid copper wall finish to the upstairs, there is a music and lounge area with built-in seating overlooking the main level and in between the 2 bedrooms and bonus room, each an individual mini suite. This property is an entertainers dream, which includes an indoor bar on the walkout basement level that opens to a bluestone patio with access to the outdoor kitchen and bar, with pizza oven and BBQ. The heated in-ground pool with covered cabana is surrounded by wood fencing, creating an oasis for relaxation. Additionally, for those seeking creative spaces, the area above the garage can serve as an art, yoga/gym, or music studio. Equestrian enthusiasts will appreciate the run-in sheds and paddocks. The property also includes a woodshop, three-car garage, and 2 additional garage spaces. The estate is surrounded by perennial/vegetable gardens, flowering trees, and shrubs, enhancing the landscape's natural beauty and creating a tranquil setting for those seeking privacy and a connection with nature.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,119
Status:
Active
MLS#:
156017
Type:
Single Family
Lot size:
5.62 Acres
Year built:
2006
Courtesy: Houlihan Lawrence Inc. 518-822-0300
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ADDITIONAL INFORMATION

Set amid the rolling hills of Pleasant Valley, The Gallagher offers a harmonious blend of financial opportunity and country tranquility, boasting nearly $200K in annual rental revenue. Designed for gatherings and getaways, this 5-BR, 3.5-BA home unfolds across an open, light-filled layout. The heart of the home is the expansive chef's kitchen - outfitted with dual convection ovens, a gas range and wine fridge, it's designed to handle everything from intimate meals to festive gatherings.Cherry cabinetry provides ample storage, while the granite countertops and large island with prep sink offer abundant workspace. A separate casual dining area is the perfect spot for coffee, bathed in morning light from the large bay window and adjacent to the kitchen is a formal dining room with seating for 10.The massive 1st Fl primary suite is a serene retreat, featuring a gas fireplace, private deck with hot-tub and an ensuite bath with glass shower and dual vanities. Upstairs, two generously sized bedrooms with walk-in closets share a full bath. A cozy loft lounge overlooks the main living area, providing a serene space for reading or working from home.The finished walkout lower level is a haven of entertainmentwhere movie nights stretch late in the home theater and friendly competition takes center stage in the game room. Outside, the heated saltwater pool and hot tub invite guests to linger a little longer.Sitting on 5.62 private acres, the central location offers access to some of the Hudson Valley's most charming towns and attractions. Rhinebeck, with boutique shopping and farm-to-table restaurants, is just a short drive away. Millbrook, known for its equestrian culture, wineries and rolling countryside, is equally close. For outdoor enthusiasts, Taconic Hereford State Forest and Innisfree Garden provide miles of trails. The Gallagher is an income-generating retreat that balances investment savvy with the soul of a countryside escape, all just 2hr from NYC.

Beds:
6
Baths:
3.00
Sq.Ft.:
3,360
Status:
Active
MLS#:
420351
Type:
Single Family
Subdivision:
Pleasant Valley
Lot size:
2 Acres
Year built:
1980
A broker reciprocity listing Courtesy: BHHS HUDSON VALLEY PROPERTIES LG
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ADDITIONAL INFORMATION

It's not often an opportunity comes along to own a family treasure. Lovingly cared for and enjoyed for many years, it's time for you to make new memories here. The floor plan is 4 bedrooms on the 2nd floor with two full baths and two bedrooms and a half bath on the first floor. Large Formal dining room for the holidays will surely be the focal point, formal living room to gather, family room with wood burning fireplace to cuddle. Great for extended family. The owner recently invested 100k in Renovations. Improvements are as follows: New Boiler with 6 Zones, new kitchen, Granite counters, new Stainless-steel appliances, first floor hardwoods, all new carpet upstairs, all interior 6 panel doors replaced, master bath updated, freshly painted thru-out. The scenery surrounding this home is a country vibe, you'll want to sit back and take it all in. For commuting purposes, the Property is one mile from the Taconic Parkway, Route 44 and Route 55 for an easy commute in any direction. 45 minutes to the Westchester County Airport, 1 hour to White Plains, 25 minutes to Stewart International Airport and 10 miles from the Metro-North.

Beds:
2
Baths:
2.00
Sq.Ft.:
980
Status:
Active
MLS#:
420340
Type:
Mobile Home
Subdivision:
Pleasant Valley
Year built:
1982
A broker reciprocity listing Courtesy: BHHS HUDSON VALLEY PROPERTIES HP
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ADDITIONAL INFORMATION

Why rent when you can own?Must see ths well maintained lovely2 Bedroom home in familyy friendly Hickory Hill Estates.Enjoy the nights relaxing on the cozy sun porch.NEW WATER HEATER IN 2024'The land is nnot owned. Great location !Easy acess to shopping,restraunts and Taconic Parkway

Beds:
3
Baths:
2.00
Sq.Ft.:
2,062
Status:
Active
MLS#:
420290
Type:
Single Family
Subdivision:
Pleasant Valley
Lot size:
0.86 Acres
Year built:
1900
A broker reciprocity listing Courtesy: DUTCHESS HOME REALTY EF
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ADDITIONAL INFORMATION

IS THIS A NEW CONSTRUCTION LEGAL 2 FAMILY IN THE HEART OF PLEASANT VALLEY ?? SURE LOOKS LIKE IT TO ME, YOU MUST SEE THIS TOTALLY RENOVATED 2 FAMILY IN BRAND NEW SHAPE, 2 CUSTOM KITCHENS WITH BEAUTIFUL CUSTOM WHITE CABINETS WITH NEW APPLIANCE AND GRANITE COUNTER TOPS,2 NEW TOP OF THE LINE TILE BATHS, THESE ARE NICE ALL NEW SIDING NEW WINDOW AND ROOF.NEW DECK NEW CARPETING AND FLOORING IN BOTH UNITS,NEW ROOF NEW ELECTRIC,NEW BOILER,NEW BASEMENT ETC ETC ...NICE LANDSCAPING AND FLAT YARD WITH A BRAND NEW STORAGE SHED,NICE DECK FOR THE COOK OUTS.JUST MOVE YOUR FURNITURE IN.LIVE IN 1 UNIT AND RENT THE OTHER ONE OUT, COULD HAVE OVER $4000 IN INCOME IF YOU RENT BOTH OF THEM. YOU CAN WALK TO THE TOWN, CLOSE TO SHOPPING RT 44 AND THE TSP, CALL BROKER FOR ACCESS,OWNER SAYS SELL ME !!!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,676
Status:
Active
MLS#:
420183
Type:
Single Family
Subdivision:
Pleasant Valley
Lot size:
0.24 Acres
Year built:
1967
A broker reciprocity listing Courtesy: BHHS HUDSON VALLEY PROPERTIES LG
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ADDITIONAL INFORMATION

Situated in the welcoming heart of Pleasant Valley, this well-kept Raised Ranch offers both comfort and convenience in a friendly neighborhood setting. From the well-tended front lawn to the tasteful exterior, it's clear this home has been lovingly maintained. Upon entry, you'll immediately notice the new flooring that extends throughout the home, brightened by natural light coming through the large picture window. The kitchen is designed for everyday living, complete with durable stainless steel appliances and practical granite countertops. The home's real highlight is its screened-in porch equipped with lighting and electrical outlets, it's a versatile space where you can enjoy a morning coffee or spend quality time with company. The main floor also includes three comfortable bedrooms and an updated full bathroom. Heading downstairs, you'll find a bonus room that's perfect for a home office or play area, a half bath, and walk-out access to the backyard. In terms of features, this home is prepared for all seasons with a reliable 17kWH Generac Generator and central A/C. The backyard is fully fenced for privacy and safety, and the attached one-car garage adds a layer of convenience. Living here means you're never far from what Pleasant Valley has to offer. Downtown Main St and Eastdale Village are just a short drive away, providing dining and shopping options. Additionally, the home is easily accessible via the Poughkeepsie Metro-North Railroad and the Taconic State Parkway. Don't miss out on this dependable, ready-to-move-in home. Schedule your viewing today!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,296
Status:
Active
MLS#:
419642
Type:
Single Family
Subdivision:
La Grange
Lot size:
3.9 Acres
Year built:
1985
A broker reciprocity listing Courtesy: GEORGE T. WHALEN REAL ESTATE ML
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ADDITIONAL INFORMATION

Don't miss this Town of Lagrange home, located in Millbrook School District. It sits on a 3.9 acre lot, minutes to the Village of Millbrook, but close to Route 82 and Taconic State Parkway so it's a perfect location for commuters. This home is well maintained with recent renovations. It is bright and airy and features 3 bedrooms and 3 full baths. It offers primarily one level living space that is designed for modern living and perfect for entertaining. Move right in and start enjoying the use of an stylish kitchen; a living/dining room that offers a spacious light-filled open floor plan with dramatic ceiling and beautiful wood flooring; a large family room; updated bathrooms; and a laundry room conveniently located off the hallway. One set of stairs leads to a fun loft space that can be utilized as an office or small library, but also leads to some additional storage space in the walk-in attic. Other improvements include a System 2000 boiler, central air conditioning, and central vacuum. This is a wonderful, private setting at the end of a cul-de-sac. For outside enjoyment, an expansive deck overlooks both the front and side yards. A 2 car garage is on the lower level. A great property to make your new home! Minutes to Lagrange's Freedom Park!

Beds:
3
Baths:
3.00
Sq.Ft.:
3,770
Status:
Active
MLS#:
419256
Type:
Single Family
Subdivision:
La Grange
Lot size:
10.85 Acres
Year built:
2004
A broker reciprocity listing Courtesy: HOULIHAN LAWRENCE INC. LG
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ADDITIONAL INFORMATION

A wooded approach welcomes you home to this enchanting stone clad & stucco sprawling ranch home w/quoin corner details. The pastoral landscape and bucolic setting with stacked stone walls & lighted pillars draw you in. An elegant foyer w/tumbled marble floor & art niches lead into an open design floor plan with tray ceiling details and Brazilian cherry floors. A Formal Living room & primary suite both boast stone fireplaces and open out on to an expansive 46x14deck w/hot tub, Primary suite jacuzzi tub & body jet shower host ample closet space. A Gourmet chefs eat in kitchen w/stainless steel appliances, wetbar w/wine fridge, Family room w/arched stone fireplace, 2 bedrooms a full bath, laundry and oversized 2 car garage complete the main level. The lower level walkout can be easily finished for additional space. The property is subdividable, ideal for horses! Bring your vision and enjoy the picturesque Hudson Valley lifestyle. Close to all amenities and minutes to Taconic State Parkway

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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.

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 for sale on this web site comes in part from the Columbia Greene Northern Dutchess MLS. Real estate listings held by brokerage firms other than Xome include the name of the listing broker. Information is deemed reliable but is not guaranteed accurate by the MLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 Columbia Greene Northern Dutchess MLS. 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 for sale or lease on this web site comes in part from the MHMLS. Real estate listings held by brokerage firms other than this broker', Realtors are marked with the MHMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. The information appearing herein has not been verified by the Mid-Hudson Multiple Listing Service, Inc. or by any individual(s) who may be affiliated with said entity, all of whom hereby collectively and severally disclaim any and all responsibility for the accuracy of the information appearing at this web site, at any time or from time to time. All such information should be independently verified by the recipient of such data. This data is not warranted for any purpose. Any use of search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 Mid-Hudson Multiple Listing Service, 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

    $485,000
    14%
    change since last quarter
  • # Active listings

    54
    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