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$899,900
5 Beds ⋅ 4 Baths ⋅ 1049263 MLS
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.

13-14 Creekside Place, Pleasant Valley
$599,000
4 Beds ⋅ 3 Baths ⋅ 1048916 MLS
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.

13-17 Clark Heights, Pleasant Valley
$549,900
3 Beds ⋅ 2 Baths ⋅ 1047918 MLS
Space, style, and versatility come together at 15 Rock Cut Lane. 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. Extensively renovated in 2022, the property received major improvements including the roof, siding, windows, foundation, electrical, plumbing, heating, and septic, allowing you to enjoy an updated home without taking on a lengthy renovation list. 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. With generous room sizes, extensive updates, and a flexible floor plan, 15 Rock Cut Lane offers the space to make this home truly your own.

15 Rock Cut Lane, Pleasant Valley
$499,000
3 Beds ⋅ 2 Baths ⋅ 1047289 MLS
Welcome to 10 Meadow Lane, where generous living space, thoughtful updates, and inviting indoor and outdoor amenities come together on over an acre of beautifully landscaped grounds located in the heart of Pleasant Valley and within the Arlington School District. This spacious split-level home offers 3 bedrooms, 1.5 baths and almost 2200 finished SQFT of flexible living space designed for everyday comfort and effortless entertaining. A covered rocking chair front porch, attractive landscaping, and an expansive lawn create a warm first impression. Step inside to a bright and welcoming main level featuring an open, airy layout, crown molding, attractive flooring, and a beautiful bay window that fills the living room with an abundance of natural light. The spacious living and dining areas flow seamlessly together, providing plenty of room for relaxed daily living, holiday gatherings, and memorable celebrations. Renovated in 2020, the kitchen features white shaker cabinets, granite marble countertops, SS appliances, a subway tile backsplash, luxury vinyl plank flooring, ample counter space, and a convenient breakfast bar. Just beyond the main living areas, the sunroom was updated in March 2023 with luxury vinyl plank flooring, high efficient heat pump and surrounded by oversized windows, offering a peaceful and versatile space for morning coffee, reading, entertaining, exercising, or simply enjoying views of the backyard. Upstairs, three generously sized bedrooms feature oak flooring and abundant natural light. The primary bedroom includes a walk-in closet with extensive built-in cabinetry and drawers for exceptional storage and organization. The updated full bath offers a soothing neutral palette, soaking tub, tiled shower surround with decorative accents, and a rainfall-style shower head. The expansive lower-level family room was renovated in the fall of 2024 and offers an impressive amount of additional living space. A classic brick surround wood burning stove creates a warm focal point, while recessed lighting, multiple windows, and updated flooring enhance the room’s welcoming atmosphere. With plenty of room for oversized seating, a home theater, game area, playroom, gym, or home office, this level can easily adapt to your needs. A conveniently located half bath adds even more functionality. Outdoor living is one of the property’s standout features. Installed in the summer of 2023, the 36-by-18-foot above-ground pool features a 7-foot deep end and is surrounded by an expansive deck—creating the perfect setting for summer barbecues, pool days, entertaining, or relaxing in the sun. The fully fenced in backyard offers plenty of space to entertain, while mature trees provide a peaceful and private wooded backdrop. The home has tons of additional improvements include a new roof completed in 2019 with a transferable warranty, a washer and dryer added in February 2021, whole-house mini-splits for efficient heating and cooling installed in April 2023, owned solar panels installed in 2023 and new garage doors and WiFi openers installed in January 2025. Additional highlights include custom closets and storage, a full finished lower level, updated laundry room and attached oversized 2 car garage with added storage room. Excellent location, conveniently located near schools, shopping, dining, parks, and major commuter routes, this home offers the space, ample updates, and outdoor amenities you have been waiting for, private yet relative to all, come see beauty of the Hudson Valley!

10 Meadow Lane, Pleasant Valley
$304,900
3 Beds ⋅ 1 Baths ⋅ 1045430 MLS
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.

37 Shady Creek Road, Pleasant Valley
$650,000
3 Beds ⋅ 3 Baths ⋅ 1044510 MLS
Set beautifully near the center of almost 8 private acres, this cherished home has been owned by the same family for nearly 50 years and offers a setting that invites you to slow down and enjoy the natural beauty that surrounds you. A picturesque pond, meandering stream and waterfalls create a peaceful backdrop, while thoughtfully positioned gardens and mature landscaping offer something beautiful to enjoy in every season. Spend quiet mornings listening to the sounds of 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 throughout, two wood-burning stoves and distinctive wood details that give the home its inviting feel. The kitchen is appointed with quartz countertops and a custom island with seating, while the dining room provides the perfect setting for everything from intimate dinners to holiday gatherings and entertaining. Designed for the ease of one-level living, the home offers three bedrooms and two full baths on the main level, including a primary bedroom with private en-suite bath, along with additional rooms offering flexibility for a den, home office, in-law space, guest accommodations or whatever best suits your lifestyle. A conveniently located laundry area just off the kitchen leads directly to the stone patio, making indoor-outdoor living easy. The lower level provides convenient access to the two-car garage, while an additional carport is ideal for storing equipment and machinery or providing a dedicated exterior workspace. Located in the Millbrook School District and just five minutes from the Taconic State Parkway, this special property offers a rare combination of privacy, natural beauty, character and convenience. After nearly five decades with one family, this much-loved home and property are ready for their next chapter.

2800 Route 82, Pleasant Valley
$449,900
3 Beds ⋅ 2 Baths ⋅ 1043346 MLS
PEACEFUL AND PRIVATE newly renovated 3BR home in the Town of Pleasant Valley. Brand new kitchen with granite counters and new stainless appliances. Bright, spacious sunroom overlooking the peaceful yard and woods in the rear of the property. Large, open living/dining room and an additional family room. Beautifully refinished original hardwood floors and fresh paint throughout. Large 2nd floor bedrooms with spacious closets (and one cedar closet). Huge 2-car attached garage that has an expansive area above with great possibilities. Full basement with brand new boiler and hot water heater. Large land parcel with spacious shed/barn offering plenty of additional storage. A bucolic feel but close to everything – three minutes from the downtown area of Pleasant Valley and easily accessible to both Poughkeepsie and the Taconic Parkway. Located in the Arlington Central school district. Nothing to do but move in!

1078 Salt Point Turnpike, Pleasant Valley
$675,000
4 Beds ⋅ 3 Baths ⋅ 1045390 MLS
Perfectly situated at the end of a cul-de-sac, this cared for Colonial sits on a picturesque country acre, located in the Cambridge Estates. Thoughtfully updated and beautifully cared for, this home offers the perfect blend of comfort, space, and functionality. At the heart of the home is the beautifully updated kitchen, renovated just one year ago with a fresh, modern feel and plenty of space for everyday living and gathering. New flooring throughout the main level creates a cohesive look and seamless transition from room to room. Upstairs, the spacious primary suite features a private en-suite bath and generous walk-in closet. Three additional bedrooms and a full bath complete the second level, offering plenty of space and flexibility. The finished basement provides even more living space, offering plenty of flexibility for a recreation room, guest area, playroom, or home office. Complete with a bar and additional storage, it’s a versatile extension of the home with space to suit a variety of needs. Just off the family room, find a spacious 12' x 20' screened-in porch extends the living space outdoors, with direct access to the deck, pool and backyard. Enjoy the privacy of a peaceful setting while still being just minutes from popular destinations such as Eastdale Village, shopping, dining, and other local amenities.

18 English Way, Pleasant Valley
$649,000
3 Beds ⋅ 3 Baths ⋅ 1045407 MLS
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.

71 O'Halloran Circle, Pleasant Valley
$175,000
3 Beds ⋅ 1 Baths ⋅ 1045313 MLS
Move-in ready 3BR home in Hickory Hills Estates with modern updates and a peaceful natural setting. This beautifully updated single-wide 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.

65 Water Loop, Pleasant Valley
$339,000
2 Beds ⋅ 2 Baths ⋅ 1038481 MLS
This charming 1920s home combines character with comfortable one-level living in a highly walkable location. The inviting interior features two bedrooms, a home office, an efficient kitchen, a welcoming living room, a sun-filled dining room, one-and-a-half baths, and a mudroom with laundry. While the second floor creates flexibility for additional living space, the full basement provides generous storage. Enjoy outdoor living on the rear deck, in the thoughtfully landscaped yard, or from the front porch. The oversized two-car garage affords ample space for parking, storage, or hobbies. Conveniently located just moments from Pleasant Valley’s Main Street, this home offers easy access to the grocery store, restaurants, and shops. For the commuter, the location is easily accessible to Route 44, the Taconic Parkway, and about a 15 minute drive to Poughkeepsie Metro North/Amtrak train station.

33 North Avenue, Pleasant Valley
$174,900
2 Beds ⋅ 1 Baths ⋅ 1038005 MLS
DIAMOND IN THE ROUGH! HUGE POSSIBILITIES! RANCH HOME TWO BEDROOM, OFFICE OR NURSERY, DEN, LIVINGROOM. EAT IN KITCHEN WITH SLIDERS TO HUGE DECK. SPACIOUS ROOMS. BASEMENT AND WORKSHOP. PRIVATE YARD. ENJOY BACK YARD CREEK VIEWS. MATURE LANDSCAPING. CONVENIENT TO EASTDALE VILLAGE AND ALL AMENITIES. MIN. TO TSP AND TRAIN. WAPPINGERS CREEK FOR FISHING. KAYAKING AND SUMMER FUN.

4 Wilbur Road, Pleasant Valley
$425,000
3 Beds ⋅ 1 Baths ⋅ 1026953 MLS
This picture perfect, recently updated, 3 bedroom ranch home is located at the end of a cul-de-sac in a beloved neighborhood. The notably updated eat-in kitchen features gleaming granite countertops, stainless steel appliances, deep pantry, newer light fixtures and an additional matching curved entryway recently added for ease of use and accessibility. Complete with beautiful tile flooring and views of the mountains and meadow beyond the treelined backyard and expansive newer deck (2022). The brightly lit, spacious living room features hardwood floors and light streaming in from two sides. Enjoy three sizable bedrooms with well appointed closet spaces, a freshly painted bathroom with shower/tub combo, a walk-up attic that offers opportunity for additional expansion, a formal dining room with a stone wood-burning fireplace, an attached oversized garage heated with a pellet stove and a full basement with refinished floors that encompasses laundry, utilities and a secondary pellet stove heating system for the whole home in addition to the oil furnace. This home is tucked away; yet close to it all! Minutes to Rte 44 (0.5mi), Eastdale Village (2.5mi), Dutchess Rail Trail (4mi), Taconic State Parkway (5.5mi), Poughkeepsie MetroNorth Train Station (7 miles) and the Mid-Hudson Bridge.

67 Gleason Boulevard, Pleasant Valley
$575,000
4 Beds ⋅ 3 Baths ⋅ 1034490 MLS
Welcome to this spacious 4-bedroom, 2-bathroom contemporary home offering 2,780 square feet of thoughtfully designed living space on 2.24 picturesque acres within the Arlington Central School District. Blending timeless architecture with an inviting layout, this home offers the perfect balance of comfort, functionality, and privacy. A long driveway leads to the home, where mature trees, expansive lawns, and peaceful views create a private retreat. Step inside to discover a dramatic foyer that opens to generous living spaces filled with natural light. The formal living room features a beautiful bay window, while the spacious dining room is ideal for hosting family gatherings and holiday celebrations. The eat-in kitchen offers granite countertops, abundant cabinetry, and a walk-through design that flows seamlessly into the breakfast area and oversized family room. Centered around a cozy fireplace, the family room opens to a screened-in porch overlooking the backyard, creating the perfect space to relax or entertain in every season. The main level also includes a dedicated home office, a convenient laundry room, and direct access to the impressive attached 3-car garage, providing exceptional storage and everyday convenience. Upstairs, the expansive primary suite serves as a peaceful retreat with oversized windows showcasing tranquil views, generous closet space, and an ensuite bath complete with a soaking tub, separate shower, and dual-sink vanity. Three additional well-sized bedrooms and a full hall bathroom provide comfortable accommodations for family and guests. The full basement offers endless possibilities for future finishing, recreation, fitness, or additional storage. Outside, enjoy over two acres of beautifully maintained property that goes back down to the Wappingers Creek with open green space, mature landscaping, a fenced play area, and room for gardening, recreation, or simply enjoying the surrounding natural beauty. Additional features include central air conditioning, oil-fired forced hot air heat, drilled well, septic system, a frame exterior, and a full unfinished basement with 9 ft ceilings. Conveniently located just minutes from shopping, restaurants, parks, and commuter routes while offering the serenity of country living, this exceptional property is ready to welcome you home.

27 Patricia Drive, Pleasant Valley
$549,000
4 Beds ⋅ 2 Baths ⋅ 1031549 MLS
809 Traver is a stunning Dutch Colonial, maintained with uncommon discipline and enduring craftsmanship. Built in 1764 as the Peter Flagler House, it was the town’s central tavern and meeting House. Set on just over an acre of mature landscaping, enjoy your heated swimming pool - or walk steps to the lovely town of Pleasant Valley. The home’s layout is classic in its proportions. A Dutch door opens to a central hall flanked by two large rooms. To the right, the country kitchen and dining room feature rough-hewn beams, built-in cabinetry, and a wide picture window overlooking the verdant yard. To the left, a large living room centers on a grand fireplace, with exposed brick and original wide-plank flooring. Upstairs are four bright bedrooms and a full bathroom. An addition was made that preserved the character of the home while adding more space: a second full bath, laundry, and a loft. This family room wing is bathed in light from walls of windows surrounding custom millwork. A second stairway leads to the library with cathedral ceilings — a room equally suited as a guest room, or studio. From your poolside view, take in the home's exquisite exterior: a deep columned porch spans the entire width of the house, a gambrel roof of new cedar shake, and replica historic windows peeking out from the dormers. Lush perennials of hydrangea and Rudbeckia create inviting zones for entertaining on the bluestone and brick patios. The yard also includes a detached one-car garage with an adjoining workshop and soaring ceilings — a perfect space for the artist or hobbyist, with potential for professional office use under a special use permit. Ideally located between Rhinebeck, Beacon and Millbrook in the highly sought after Arlington School District. The next steward of this spectacular home can enjoy award-winning dining, hiking, and the arts just 90 minutes to NYC and 20 min to Amtrak.

809 Traver Road, Pleasant Valley
$525,000
3 Beds ⋅ 2 Baths ⋅ 1033002 MLS
Welcome to this beautifully updated move-in ready home, perfectly situated at the end of a quiet cul-de-sac, offering unmatched privacy and a peaceful, wooded backyard setting. Whether you're enjoying your morning coffee in the beautiful three-season sunroom or relaxing outdoors, this property provides the tranquility you've been searching for. Inside, you'll find numerous high-quality updates completed within the last two years, including a completely renovated kitchen, brand-new main-level windows, and a new electrical panel for added peace of mind. The home also features fully paid-off solar panels, allowing the next owner to enjoy little to no electric bill. Additional improvements include a brand-new water softener and whole-house filtration system, ensuring comfort and convenience from day one. For added accessibility, the home is equipped with an elevator, making it ideal for those with mobility needs or anyone looking for long-term convenience. Combining modern upgrades, energy efficiency, exceptional privacy, and thoughtful features throughout, this home truly is the epitome of move-in ready. Don't miss the opportunity to own this one-of-a-kind property in a highly desirable, quiet neighborhood.

12 Talbot Drive, Pleasant Valley
$450,000
3 Beds ⋅ 2 Baths ⋅ 1031888 MLS
This nicely situated bi-level offers so many woderful livimg spaces, both in and out of doors. A nice fresh look in the kitchen will make you happy for years to come, with updated, paint, cabinets and surfaces, as well as newer appliaces. Plenty of bedrooms, craft room or extra work from home spaces, give everyone a place to be, do and live. Enjoy the backyard patio space and the deck off of the dining room as well, for summer fun and fall leaf peeping. The lower level offers a full bath and a bar/rec area for workouts, TV or your reading pleasure. You'll love the quiet neighborhood as you drive home past beautiful area farms and estates, to your own peacf

2 Netherwood Drive, Pleasant Valley
$510,000
4 Beds ⋅ 2 Baths ⋅ 1029452 MLS
Welcome to 38 Forest Valley Road a beautifully maintained and thoughtfully updated 4-bedroom, 2-bath home set on a scenic, level one-acre lot in the Arlington Central School District. The main level features an updated kitchen with granite counter tops, wood cabinetry, and stainless steel appliances. Comfortable dining area that opens to the deck overlooking the private backyard and above-ground pool perfect for entertaining or relaxing. This level also offers three spacious bedrooms, including a primary with a large closet, and two additional bedrooms plus an updated full bathroom with a tub. The finished lower level adds exceptional living space, with a comfortable den, a fourth bedroom, and a second updated full bathroom ideal for guests or a home office. The attached two-car garage includes room for a workshop, houses the washer and dryer, and offers a walk-out door to the backyard for added convenience. Outside, enjoy the private oasis, flat one-acre property with multiple decks and an above-ground pool, this property is made for outdoor gatherings and summer fun. This home has been extensively updated for comfort and efficiency, including: New roof with leased solar panels (2018) approximately 12 years remain on the lease, transferable to the new owner under current terms; current owners have not had an electric bill since installation, Reverse osmosis water system (2026), New hot water heater (2026), New windows with transferable lifetime replacement warranty, Peerless furnace (2020),Heat pump/inverter system (2024), Dry basement system (2005), Water softener (2007), Whole-house water filtration system, Attic exhaust fan and new attic stairs. Nothing to do but move in and immediately start enjoying this beautiful home!

38 Forest Valley Road, Pleasant Valley
$1,495,000
3 Beds ⋅ 3 Baths ⋅ 1029871 MLS
Rare and extraordinary custom built private estate nestled on 43 private acres in the heart of Pleasant Valley. Surrounded by rolling woodlands and breathtaking natural beauty, this exceptional residence offers an unparalleled blend of timeless elegance, refined craftsmanship, and resort-style living. Whether you're seeking a luxurious full-time residence, an executive retreat, or a secluded country escape just a short drive from New York City, this remarkable property delivers an unmatched lifestyle. A grand two-story foyer with dual staircases sets the tone for the home's sophisticated interior. Rich architectural details, including tray ceilings, exquisite custom moldings, recessed lighting, and thoughtfully designed built-in cabinetry, create an atmosphere of understated luxury. The inviting living room is anchored by a stunning wood-burning fireplace, offering the perfect gathering space throughout the seasons, while an elegant wet bar complete with its own Sub-Zero refrigerator makes entertaining effortless. Designed for the discerning chef, the gourmet kitchen showcases custom Wood-Mode Cabinetry, Corian countertops, a generous center island with cooktop, premium Sub-Zero refrigerator and freezer, and double GE wall ovens. Every detail has been thoughtfully considered, from the central vacuum system and central air conditioning to the security alarm system and generator hookup, ensuring both comfort and peace of mind. The luxurious primary suite serves as a private sanctuary, highlighted by a spa-inspired bath featuring a Jacuzzi soaking tub, an oversized tiled walk-in shower, dual vanities, and an atmosphere designed for complete relaxation. Step outside to your own private resort. Expansive Bufftech composite decking and railings overlooks an elegant kidney-shaped in-ground pool surrounded by beautifully crafted stamped concrete patio and enclosed by a black metal fence. The pool house, complete with a sink and toilet, provides exceptional convenience for outdoor entertaining. Professionally designed landscaping showcases graceful Japanese maples, vibrant hydrangeas, ornamental grasses, an automatic irrigation system, and impressive Redi-Rock concrete retaining walls, creating a setting that is both breathtaking and effortlessly maintained. For automobile enthusiasts, collectors, entrepreneurs, or hobbyists, the property offers exceptional versatility with an attached two-car garage featuring high ceilings, along with an impressive 40' x 30' detached four-car garage providing abundant space for vehicles, equipment, or a workshop. What truly distinguishes this estate is the land itself. Spanning 43 private acres, the property offers approximately four miles of private motocross and recreational trails, winding through the picturesque landscape and providing endless opportunities for riding, hiking, ATV adventures, or simply immersing yourself in the serenity of nature. It is a rare opportunity to own an estate where luxury living and outdoor recreation exist in perfect harmony. Constructed with premium materials, including durable CertainTeed siding, and enhanced with exceptional craftsmanship throughout, this one-of-a-kind estate represents the pinnacle of Hudson Valley living. Ideally situated just minutes from the Taconic State Parkway, shopping, dining, schools, and the region's celebrated wineries, hiking trails, and cultural attractions, the home also offers convenient access to Metro-North rail service and the New York City metropolitan area. Elegant, private, and truly unforgettable, 49 Barkit Kennel Road is more than a home—it's a destination, a lifestyle, and a legacy property unlike anything else on the market.

49 Barkit Kennel Road, Pleasant Valley
$649,000
4 Beds ⋅ 4 Baths ⋅ 1026844 MLS
Welcome to 21 Straub Drive in Pleasant Valley, a spacious and versatile home offering 4 bedrooms, 3.5 baths, and a flexible floor plan. Nestled on a private lot ,this property combines peaceful country living with convenient access to major commuting routes. The home features generous living spaces designed for both everyday comfort and entertaining. Multiple living and gathering areas provide flexibility for today's lifestyle, while the layout offers possibilities for multi-generational living or guest accommodations. A bright and inviting three-season sunroom with French doors provides the perfect place to enjoy morning coffee, relax with a book, or take in views of the beautifully landscaped grounds. Step outside to your own private backyard retreat featuring a custom man-made pond with a stunning waterfall feature, creating a tranquil setting to relax, entertain, or enjoy nature year-round. A charming gazebo overlooks the picturesque setting, offering an ideal spot for outdoor dining, gatherings, or simply enjoying the peaceful surroundings. The private grounds offer a rare combination of serenity and usability. Ideally located close to the Poughkeepsie Metro-North Train Station and the Taconic State Parkway, this home provides an excellent balance of privacy and accessibility for commuters and weekend travelers alike. Whether you're seeking room to grow, or a peaceful Hudson Valley setting close to amenities and transportation, 21 Straub Drive presents a unique opportunity to enjoy the best of Pleasant Valley living. A property that truly blends comfort, flexibility, and outdoor enjoyment on a private lot in a non-flood zone, all in one exceptional package.

21 Straub Drive, Pleasant Valley
$799,000
4 Beds ⋅ 3 Baths ⋅ 1024869 MLS
Welcome home to this beautifully maintained expanded Colonial, perfectly situated on 3.42 picturesque acres in the Town of LaGrange within the highly desirable Arlington Central School District. Lovingly cared for by the same owners for over 30 years, this exceptional property offers the perfect blend of timeless charm, generous living space, and outstanding outdoor amenities. Step inside to discover custom trim work, beautiful hardwood floors, and spacious rooms designed for comfortable everyday living and effortless entertaining. The inviting three-season room serves as a wonderful extension of the home—an ideal place to enjoy your morning coffee, relax with a good book, or take in the changing seasons. The oversized family room is anchored by a stunning stone fireplace, creating a warm and welcoming gathering space. A spacious living room provides ample room for holiday celebrations and family gatherings, while the formal dining room is perfect for hosting memorable dinners. Offering four generously sized bedrooms plus a dedicated home office, this home provides the flexibility today’s buyers are looking for. The lower level offers abundant storage, ensuring plenty of space to keep everything organized. Outside, you’ll fall in love with the beautifully landscaped grounds featuring mature trees, colorful gardens, and expansive open space. Enjoy endless summer days in the sparkling crystal-blue in-ground pool. A lawn irrigation system keeps the property lush and green throughout the season, while an invisible pet fence allows your four-legged family members to safely enjoy the yard. A large barn with electricity offers endless possibilities as a workshop, hobby space, vehicle storage, or additional storage. This remarkable property offers the tranquility of country living while remaining just minutes from shopping, restaurants, parks, schools, and major commuter routes. A rare opportunity to own a lovingly maintained home on over three beautiful acres in one of LaGrange’s most sought-after locations.

60 Traver Road, Pleasant Valley
$500,000
3 Beds ⋅ 3 Baths ⋅ 1022851 MLS
Welcome home to this well-maintained 3-bedroom, 2.5-bath property offering comfort, efficiency, and versatile living space. The partially finished basement features brand-new flooring, providing additional room for a home office, recreation area, fitness space, or hobby room. The kitchen is equipped with new appliances, while owned solar panels help improve energy efficiency and reduce utility costs. Enjoy relaxing or entertaining on the covered, screened patio overlooking the backyard. Additional highlights include a spacious two-car garage and a location that's approximately a 10-minute drive to Eastdale, offering convenient access to shopping, dining, and everyday amenities. This home combines thoughtful updates with practical features, making it ready for its next owner.

70 Gretna Hill Road, Pleasant Valley
$725,000
4 Beds ⋅ 3 Baths ⋅ 1014436 MLS
Welcome to this lovely Hudson Valley estate where timeless architecture and exceptional privacy come together on 13.7 breathtaking park-like acres in the heart of LaGrange, just minutes from the Village of Millbrook. A picturesque quarter-mile, partially pine-lined driveway creates a country approach, setting the stage for this remarkable property. Perfectly positioned with a coveted southwest-facing orientation, the home is bathed in natural light throughout the day while showcasing spectacular sunset views over the surrounding landscape. This beautifully maintained 4-bedroom, 2.5-bath home offers an effortless blend of elegance, warmth, and everyday comfort. The inviting living room features a dramatic stone wood-burning stove and sliding glass doors that seamlessly connect the interior to the expansive outdoor living spaces. A stunning circular sunroom wrapped in windows provides a peaceful retreat to enjoy panoramic views of the property's natural beauty in every season. The thoughtfully designed floor plan also includes a private home office with separate entrance and spacious dining room ideal for both casual living and entertaining. The luxurious primary suite is a private sanctuary, complete with soaring cathedral ceilings, skylights, a floor-to-ceiling stone fireplace, private balcony, and an en-suite bath. Three generously sized guest bedrooms and full bathroom complete the second level, offering comfort and flexibility. Perfect for entertaining. The grounds are truly exceptional, creating a private country club setting designed for recreation and relaxation. Enjoy summers around the heated saltwater in-ground pool with pool house, challenge friends on the full-sized tennis and basketball sports court, or gather around the custom stone firepit beneath the stars. Mature specimen trees, including a magnificent Japanese maple, lush lawns, and thoughtfully landscaped grounds create an atmosphere of serenity rarely found. A two-car attached garage is complemented by an oversized detached garage with utilities, offering endless possibilities for a workshop, collector vehicles, hobbies, or additional storage. Wonderfully maintained with extensive capital improvements, the home offers exceptional peace of mind with a newer roof, septic system, Andersen windows and doors, updated HVAC systems (2 condensers and 2 air handlers), whole-house generator, spray foam insulation, well pump and pressure tank, water treatment system with UV filtration, CO2 neutralizer and softener, skylights, California Closets, smart thermostats, updated flooring, and numerous exterior enhancements. A complete improvement list is available. Ideally located just minutes to the Taconic State Parkway, Metro-North, and the shops, restaurants, wineries, and equestrian estates that define the Hudson Valley lifestyle, this turnkey estate presents a rare opportunity to own an exceptional private retreat where luxury, recreation, and nature exist in perfect harmony.

32 Cole Road, Pleasant Valley
$340,000
3 Beds ⋅ 2 Baths ⋅ 1024339 MLS
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.

1666 Main Street, Pleasant Valley
$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
$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
$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

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