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$445,000
3 Beds ⋅ 2 Baths ⋅ 1024143 MLS
Beautifully updated ranch, set on a tree-lined homesite in the Town of Pleasant Valley, offering the ease of one-level living with tasteful finishes throughout. The inviting floor plan features a welcoming entry foyer, hardwood flooring, sun-filled living room with bay window, and a bright kitchen with SS Frigidaire appliances and a Samsung refrigerator. The step-down dining room is perfect for entertaining and opens to a spacious tiered deck. The fully fenced backyard enjoys abundant sunshine throughout the year and features a gravel patio, fire pit, and level yard with plenty of space for a pool, play area, pets, or vegetable and floral gardens. The finished lower level adds valuable living space with a family room, laundry area, half bath, and utility/storage rooms. Additional highlights include energy-efficient replacement windows throughout, central air conditioning, newer rear roof, recessed lighting, 200-amp electrical service, retaining walls, and front walkway. Conveniently located just 5 miles from the Taconic State Parkway, 3.5 miles to the Eastdale Village, and 8 miles from the Poughkeepsie Metro-North Station. Move right in and enjoy all this exceptional home has to offer.

63 Martin Road, Pleasant Valley
$165,000
3 Beds ⋅ 2 Baths ⋅ 1007424 MLS
Spacious and beautifully maintained mobile home featuring 3 generously sized bedrooms, each with walk-in closets, and 2 full bathrooms. This inviting home offers an open and bright layout with large windows, elegant crown molding, recessed lighting, and numerous upgrades throughout. The cozy living room is highlighted by a fully functional wood-burning fireplace capable of heating the entire home during colder months. The well-appointed kitchen includes appliances, a gas range, abundant cabinetry, and ample counter space for meal preparation. Enjoy gatherings in the spacious dining area and eat-in kitchen, perfect for everyday living and entertaining. A wonderful opportunity to own a comfortable home with plenty of space and charm!

27 SHAGBARK, Pleasant Valley
$115,000
1022752 MLS
Beautiful almost 2 acres lot on one of the most prestigious subdivisions in Dutchess County on a cul-de-sac with Arlington schools. Conveniently located route 55, TSP and Poughkeepsie. Lot #26.

Traci Way, Pleasant Valley
$149,000
2 Beds ⋅ 2 Baths ⋅ 1021407 MLS
Enjoy private, low-maintenance living in the Arlington School District! This well-maintained 2-bedroom, 2 full bath home offers a spacious and functional layout designed for comfortable everyday living. The large eat-in kitchen flows into a dedicated dining room, while the inviting living room features skylights that fill the space with natural light. An attached den provides the perfect flex space for a home office, playroom, or cozy sitting area. The primary bedroom offers double closets and an ensuite full bath, while the second bedroom is conveniently located near the additional full bath. Enjoy the convenience of a carport, ample parking, and an attached storage shed. The HOA covers taxes, water, septic, trash removal, and snow removal, making homeownership simple and stress-free. Ideally located just minutes from schools, shopping, restaurants, and everyday conveniences, this home offers the perfect combination of comfort, privacy, and easy living.

17 Partridge Lane, Pleasant Valley
$375,000
3 Beds ⋅ 2 Baths ⋅ 1020908 MLS
New to market. Relaxed living in lovely, quiet neighborhood. Won't last long. Low traffic, cul de sac road close to everything you need. Sold as package deal 48 Gleason Blvd: 3BR w/ full basement 48 Gleason Boulevard + next door 3BR w/ full basement 46 Gleason Boulevard for $750,000 total package price. Enjoy these 2 lovely homes on the top of the hill in beautiful & central Pleasant Valley. Live in one & rent the other, or purchase as easy investment in the land of no vacancies! Both 46 &48 Gleason Blvd are vacant right now. Many upgrades & updates throughout. Updated high efficiency combi boiler units in both homes. 48 Gleason has bathroom w/ shower upstairs and 1/2 bath in basement, washer/dryer hook up ready and walk out to backyard. Beautiful hardwoods throughout both homes with multiple ceiling fans, light fixtures, recessed lighting throughout. 46 Gleason is newly painted, move in tomorrow! Large basements: 46 Gleason has Full Bath upstairs and partially finished basement with bathroom/shower and walk out to backyard. Washer & Dryer in place and come with sale. 46 Gleason has new Stainless Steel appliances. With minimal finish work, both homes could offer extended family set ups due to downstairs bathrooms and walk outs. Adjoining backyards for possible compound. Great investment property in booming area. One well between both homes with strong water flow. Quiet, central neighborhood to Pleasant Valley, Poughkeepsie, Hyde Park, etc. Excellent property due to cul-de-sac and low traffic Gleason Boulevard. Call today! Sold as package deal with MLS#1020825

48 Gleason Boulevard, Pleasant Valley
$375,000
3 Beds ⋅ 2 Baths ⋅ 1020825 MLS
New to market. Relaxed living in lovely, quiet neighborhood. Won't last long. Low traffic, cul de sac road close to everything you need. Sold as package deal: 3BR w/ full basement 46 Gleason Boulevard + next door 3BR w/ full basement 48 Gleason Boulevard for $750,000 total package price. Enjoy these 2 lovely homes on the top of the hill in beautiful & central Pleasant Valley. Live in one & rent the other, or purchase as easy investment in the land of no vacancies! Both 46 & 48 Gleason Blvd are vacant. Many upgrades & updates throughout. Updated high efficiency combi boiler units in both homes. New Stainless Steel appliances in 46 Gleason. Beautiful hardwoods throughout both homes with multiple ceiling fans, light fixtures, recessed lighting throughout. 46 is newly painted, move in tomorrow! Large basements: 46 Gleason has Full Bath upstairs and partially finished basement with bathroom/shower and walk out to backyard. Washer & Dryer in place and come with sale. 48 Gleason has bathroom w/ shower upstairs and 1/2 bath in basement, washer/dryer hook up ready and walk out to backyard. With minimal finish work, both homes could offer extended family set ups due to downstairs bathrooms and walk outs. Adjoining backyards for possible compound. Great investment property in booming area. One well between both homes with strong water flow. Quiet, central neighborhood to Pleasant Valley, Poughkeepsie, Hyde Park, etc. Excellent property due to cul-de-sac and low traffic Gleason Boulevard. Call today! Sold as package deal with MLS#1020908

46 Gleason Boulevard, Pleasant Valley
$1,395,000
3 Beds ⋅ 2 Baths ⋅ 1018948 MLS
QUICK DELIVERY NEW CONSTRUCTION! Welcome to your own private retreat in the heart of Pleasant Valley. A Modern Scandinavian Ranch style home nestled on an extraordinary 25-acre parcel surrounded by nature, this custom Den Barnhouse Plan seamlessly blends timeless Scandinavian design with a highly efficient, thoughtfully crafted floor plan. Offering the perfect balance of modern simplicity and everyday functionality, this one-level home is ideal as a full-time residence, weekend escape, or future compound. The open-concept design centers around an expansive chef’s kitchen with a large island overlooking the living and dining areas, creating an inviting space for entertaining and everyday living. The intelligently designed layout offers three spacious bedrooms, two full baths, a private office, pantry, and generous storage, providing comfort and flexibility for today’s lifestyle. Designed to bring the outside in, ample oversized windows, skylights and oversized sliding doors on the rear of the room overlook the pond and walk down to a custom paver patio area. Additional features are oak floors throughout, high efficient forced air heat pump for heating and cooling and quartz countertops throughout. The property itself is simply breathtaking. Meandering through the landscape are three picturesque ponds, open meadows, mature woods, and endless opportunities to enjoy complete peace and tranquility. Whether you’re fishing, hiking, kayaking, or simply relaxing by the water, every inch of this property embraces the beauty of the Hudson Valley. Adding even more value, the acreage offers potential to subdivide a second building lot (subject to approvals), making it an exceptional opportunity for future development, a guest home, or long-term investment. Amazing potential to add an oversized garage, pool, horse paddocks and barn. Plenty of space to grow the outdoor potential. Located just minutes from the Taconic State Parkway, local farms, wineries, and all the conveniences of Pleasant Valley, this remarkable property combines privacy, modern architecture, and incredible land in one rare offering. This is more than just a HOME—it’s a property where modern design meets the serenity of nature. Come see all that the beautiful Hudson Valley has to offer!

625 Traver Road, Pleasant Valley
$225,000
1020017 MLS
Build the home you've always imagined on this exceptional 2.24 acre corner lot, ideally situated at the corner of Frost Hill Road and Traci Way in one of Pleasant Valley's most prestigious custom home communities, Lincoln Ridge. Nestled within the highly sought after Arlington Central School District, this prime homesite offers the perfect blend of privacy, luxury, and convenience. Surrounded by elegant custom-built residences and scenic Hudson Valley beauty, this expansive parcel provides the ideal setting for your dream home. Whether you envision a sophisticated modern estate, a timeless colonial, or a sprawling luxury ranch, this ready to build lot offers the space and flexibility to bring your vision to life. Enjoy peaceful country living while remaining just minutes from the Taconic State Parkway, shopping, dining, parks, golf courses, and all the conveniences of Pleasant Valley, LaGrange, and Poughkeepsie. The corner location offers outstanding curb appeal, added privacy, and endless possibilities for a spectacular home design. Opportunities to build in an established luxury neighborhood like Lincoln Ridge are becoming increasingly rare. Secure your place in one of Dutchess County's most desirable residential settings and create a home that will be admired for generations. Your dream home starts here. Bring your plans, your builder, and your vision. The possibilities are endless. Calling on all Homeowners and Home Builders looking for land that scarce in luxury developments.

Traci Way, Pleasant Valley
$799,000
4 Beds ⋅ 3 Baths ⋅ 1017332 MLS
TO BE BUILT – The Vanderbilt Model Colonial on Over 3 Acres! This stunning 4-bedroom, 2.5-bath colonial offers the perfect blend of elegance and functionality. The thoughtfully designed main level features a formal living room and dining room, a spacious family room that showcases a gas fireplace and a wall of windows, seamlessly opening to the kitchen with quartz counters, a center island, and access to the deck—perfect for everyday living and entertaining. Upstairs, the luxurious primary suite offers tray ceilings, walk-in closets, and a spa-like bath with double sinks, and walk-in shower. Three additional generously sized bedrooms and a full bath complete the second level. The full unfinished basement provides ample storage and future potential. Built by a reputable local builder, this home includes quality finishes such as 9’ first-floor ceilings, elegant trim work, seamless gutters, 2 car garage and energy-efficient construction. Photos shown are of a previously built model with upgrades. Additional models and customization options available. Estimated build time is 6–8 months from permit approval. Ideally located just minutes to the Village of Pleasant Valley, Millbrook, the Taconic State Parkway, shopping, dining, and more—this is an opportunity you won’t want to miss!

991 Freedom Road, Pleasant Valley
$575,000
1016583 MLS
Rare opportunity to own a truly special 41.7-acre parcel in the Town of LaGrange, ideally located just east of the Taconic State Parkway for an easy commute while enjoying the beauty and tranquility of the Hudson Valley. This exceptional property offers breathtaking sweeping mountain and vista views, over 360 feet of road frontage, and endless possibilities. Five large fields are currently being farmed for corn and hay, creating a picturesque setting and potential agricultural benefits. Whether you envision building your dream estate, creating a compound, or exploring subdivision possibilities, this remarkable property offers outstanding potential. A rare chance to own a large tract of land in a prime location with stunning views and exceptional privacy. No BOHA.

513 Rossway Road, Pleasant Valley
$395,000
3 Beds ⋅ 3 Baths ⋅ 1008740 MLS
APPROVED SHORT SALE - Custom built A southern design home with a gable European roof. Features a two-story with open loft & sunlight throughout the entire 1st floor. The open floorplan with fireplace Designed with an open kitchen with stainless steel appliances and granite countertops. First floor offers the primary bedroom suite w/windows overlooking the backyard. Upstairs loft. 2nd level offers 2 beds/1 bath with attic access for room to grow! Two attics. Dual pump septic system. New septic gold pump & system pumped, needs one more gold septic pump. Heating upgraded with many new parts, but needs replacement on many items. A must see! Needs TLC. photos do not reflect current moving state. Moving 3 generations of stuff. Please note photos may not reflect current condition now. Landscaping has not been addressed.

181 David Drive, Pleasant Valley
$799,999
1006702 MLS
7 Bay Auto body shop available for sale. Tons of storage inside and outside. Mass exposure off state road route 44. Spray booth, bathroom, waiting room and office inside. Minutes from Taconic State Parkway. Seller financing available.

1777 Route 44, Pleasant Valley
$549,000
2 Beds ⋅ 3 Baths ⋅ 1004244 MLS
This is a 2 BR PLUS an additional dedicated office. 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.

17 Gretna Hill Road, Pleasant Valley
$1,300,000
1003510 MLS
Tucked away off the well-traveled path and largely unnoticed, this remarkable 76± acre private parcel offers breathtaking distant and valley views in the heart of the Hudson Valley, just a short drive from sought-after destinations such as Rhinebeck and Millbrook. Currently operating as a successful apple orchard, the property features approximately 50 acres planted with 5 varieties of mature apple trees, supported by years of proven production. This versatile offering presents an exceptional opportunity to continue the orchard operation or explore alternative agricultural uses such as Christmas trees, nursery stock, or additional fruit varieties. Multiple potential homesites throughout the property capture stunning panoramic views of the surrounding countryside and valleys. A large scenic pond, stocked with bass and utilized for irrigation, enhances both the beauty and functionality of the land. Additional improvements include an extensive irrigation system servicing the orchard, two wind machines for frost protection, a substantial metal equipment barn, and a ranch-style camp building used seasonally during harvest. Combining productive farmland, natural beauty, privacy, and extraordinary views, this property offers unparalleled peace and quiet in one of the Hudson Valley’s most desirable regions.

641 North Avenue, Pleasant Valley
$950,000
4 Beds ⋅ 3 Baths ⋅ 1000852 MLS
Welcome to Rombout Retreat! A spacious four bedroom, three bath home offering over 3,000 square feet of beautifully maintained living space on two private acres surrounded by protected agricultural land. This thoughtfully designed home offers multiple living spaces, each with its own warm and inviting atmosphere, with fireplaces in every sitting room as well as an additional fireplace in the primary suite. Blending traditional charm with a contemporary feel, the home offers an easy, comfortable flow throughout that feels both timeless and move-in ready. The first floor opens to a spacious deck perfect for entertaining and enjoying the peaceful surroundings, overlooking lush gardens, a tranquil water feature, and a heated in-ground pool that creates a true retreat- like setting. The outdoor space is equipped with a pool house that provides convenient storage for pool equipment and additional outdoor essentials, while a large front yard further enhances the property's expansive and private setting. The oversized primary suite boasts two walk-in closets and ample space, along with a bright en suite bathroom filled with natural light. Three additional upstairs bedrooms are serviced by a full shared hallway bathroom, while a conveniently located half bath is situated on the first floor. A finished basement provides additional flexible space ideal for a gym, rec room, or playroom. Additional highlights include an attached garage, central air, a water softener system, and meticulously maintained mechanicals throughout. Conveniently located just minutes from Millbrook, Eastdale Village, the Taconic State Parkway, Millbrook Vineyards & Winery, and Adams Fairacre Farms, this truly unique property offers the perfect balance of privacy, convenience, and lifestyle.

136 Rombout Road, Pleasant Valley
$649,900
4 Beds ⋅ 3 Baths ⋅ 996478 MLS
Classic styling and a superb location await you in this well maintained home offered for sale by the original owners. Set on 1.34 mostly wooded acres in one of LaGrange's most desirable neighborhoods, this 4 br, 2.5 bath home is located less than 8 minutes from the Taconic Parkway, all schools, Baird Park and LaGrange Town Center. The private and secluded 30 home neighborhood is built around a loop, so there is almost no car traffic. The open kitchen/breakfast nook/family room design is great for gathering and get togethers. As the days get shorter and temperatures fall, the fireplace in the family room will become an everyday place to gather with loved ones. If you desire solitude, the formal living room is just the place to put your most comfortable chair and stack of books. The formal dining room with hardwood floors will be part of every holiday celebration. The bedrooms are all spacious and bright. There is easy access to the attic via pull down stairs, the walk out basement is lined with shelves as is the side entry 2 car garage. The large laundry area will make your life easier and the convenient mudroom will give everyone space to leave their muddy shoes, keeping your house cleaner. The full length front porch is a favored place to relax and the new back deck is perfect for backyard barbeques. The boiler, water heater, garage doors, garage door openers and deck have all been updated since 2024. A classic center hall colonial in a private and quiet neighborhood, located just minutes to schools - it's all here.

76 Rockledge Drive, Pleasant Valley
$1,200,000
976894 MLS
Beautiful farming land, currently 2 adjoining tax lots with creek running through one parcel. Currently enrolled in Conservation Easement with designated building envelope. 80-90% tillable.

2010 Salt Point Turnpike, Pleasant Valley
$68,000
978887 MLS
Board of Health approved lot in beautiful Pleasant Valley. Just minutes to the Lagrange Town Center, and to the Taconic State Parkway. This is a fantastic location to build a home in the heart of Dutchess County.

Frost Hill Road, Pleasant Valley
$600,000
966628 MLS
Endless Possibilities Await! This rare property zoned High Density Residential spans 4.63 acres with exceptional road frontage and visibility on Route 44—a prime location for your next investment. The property features a charming 1915 Colonial full of character and potential, ready for restoration. Out back, enjoy a Gunite pool overlooking the serene Wappingers Creek, with over 600 feet of water frontage—a perfect setting for relaxation or future development. In addition to the main house, the property includes: An office building with a 2-bedroom, 2-bath apartment above , currently renting for $1650 and A double-wide home offering additional rental income of $1900 . This property needs a start fresh—tear down or work with what you have and reimagine the site as you wish. Whether you’re looking to invest, develop, or create a live/work space, this property is a blank canvas with incredible potential. Bring your vision and your buyers—this is the opportunity you’ve been waiting for!

1380 Route 44, Pleasant Valley
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 951502 MLS
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.

101 Drake Road, Pleasant Valley
$1,750,000
6 Beds ⋅ 4 Baths ⋅ 886347 MLS
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.

11 Brown Road, Pleasant Valley
$899,000
873874 MLS
This rare two-for-one property, owned by the same family for nearly 40 years, offers an exceptional opportunity in a highly visible, high-traffic corner location. The main building is a spacious, two-story retail/warehouse structure, previously used as a feed store, offering flexible commercial space ideal for retail, offices, warehousing, or light industrial uses. The warehouse includes a loading and unloading area for added convenience. Just steps away, a charming 3-bedroom, 1-bath colonial-style home, set back from the road and surrounded by mature trees and perennial flowers, provides a peaceful living space. This property is perfect for live/work arrangements, with a detached 2-car garage offering ample storage. With both residential and commercial zoning, the possibilities are endless in this desirable location.

1-7 West Road, Pleasant Valley

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.