Pleasant Valley Homes with Garage Parking features

Welcome to Pleasant Valley, a hidden gem nestled in the heart of Dutchess County, New York. This charming town is known for its picturesque landscapes, friendly community, and a rich history that dates back to the 18th century. Surrounded by lush greenery and scenic views, Pleasant Valley offers a serene escape from the hustle and bustle of city life while still being conveniently located near major highways, making it easy to commute to nearby cities like Poughkeepsie and Beacon.

Pleasant Valley is a family-friendly community that boasts excellent schools, beautiful parks, and recreational facilities, making it an ideal place for families and individuals alike. The town’s vibrant local culture is reflected in its quaint shops, delightful eateries, and engaging community events that bring residents together throughout the year.

When it comes to real estate, Pleasant Valley offers a variety of homes that cater to diverse lifestyles and preferences. One of the standout features of many properties in this area is the availability of garage parking. Imagine the convenience of having a dedicated space to protect your vehicle from the elements, along with additional storage for your outdoor gear or seasonal decorations. Homes with garage parking not only provide practicality but also enhance your living experience by offering extra space for hobbies and activities.

Explore the delightful offerings of Pleasant Valley and discover your dream home today, where comfort meets community in a picturesque setting. Whether you're a first-time buyer or looking to settle down, this charming town is ready to welcome you home.

Newest Pleasant Valley Homes with Garage Parking features

$649,000

3 Beds ⋅ 3 Baths ⋅ 1037957 MLS

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

25 Rachell Rd, Pleasant Valley

$649,000

4 Beds ⋅ 3 Baths ⋅ 1051434 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

$289,000

3 Beds ⋅ 2 Baths ⋅ 1049009 MLS

Brand-New 2026 Living in Pleasant Valley. Welcome to 9 Odell Lane, a brand-new 2026 model offering modern finishes, generous living space, and effortless low-maintenance living. The bright, open-concept interior features a spacious kitchen with center island, contemporary cabinetry, recessed lighting, new appliances, and a clean, neutral design throughout. Outside, enjoy a generous yard framed by mature trees, providing plenty of space to relax, entertain, garden, or simply enjoy the outdoors. A spacious rear deck extends your living space outside, while the detached garage offers valuable additional parking, storage, or workspace. Located in a well-maintained community, the $838/month lot fee includes snow removal, garbage pickup, water & taxes, all while keeping you minutes from Pleasant Valley, Millbrook & LaGrange. New construction, modern comfort, and outdoor space—all without the maintenance of a traditional property. Schedule your private tour of 9 Odell Lane today!

9 Odell, Pleasant Valley

$549,900

3 Beds ⋅ 2 Baths ⋅ 1047918 MLS

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

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

$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

$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

$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

$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

$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

$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

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