Dutchess County Homes under $500,000

Welcome to Dutchess County, New York – a captivating blend of natural beauty, rich history, and vibrant communities. Nestled in the heart of the Hudson Valley, Dutchess County offers an idyllic escape from the hustle and bustle of city life while remaining conveniently close to metropolitan areas. With its picturesque landscapes, charming towns, and a plethora of outdoor activities, this county is a haven for families, nature enthusiasts, and anyone seeking a serene lifestyle.

One of the most appealing aspects of Dutchess County is its diverse real estate market, especially for those looking for homes under $500,000. Whether you're a first-time homebuyer, a growing family, or looking to downsize, you'll find an array of options that cater to your needs. From quaint single-family homes in historic neighborhoods to modern townhouses with contemporary designs, there’s something for everyone.

Imagine waking up to the stunning views of the Hudson River or the lush greenery of the nearby parks. With ample opportunities for hiking, biking, and exploring, outdoor lovers will feel right at home. The county is also known for its excellent schools, vibrant arts scene, and local farmers’ markets, making it a wonderful place to raise a family or enjoy retirement.

Living in Dutchess County means embracing a lifestyle that balances tranquility with community spirit. With affordable homes available, now is the perfect time to discover the charm and opportunities that await you in this beautiful corner of New York. Let Dutchess County be the backdrop for your next chapter!

Newest Dutchess County Homes under $500,000

$419,000

1055502 MLS

Discover this legal two-family investment opportunity featuring two units, each offering two comfortable bedrooms and one full bathroom. This turnkey property is ideal for investors looking to expand their portfolio and owner-occupants wanting to offset their mortgage. Both units feature functional kitchens, and well-sized bedrooms, all housed within a solidly built structure ready for immediate occupancy or a seamless tenant handoff. Conveniently located close to local shops, dining, and major commuter routes, this versatile multi-family home delivers incredible value in a high-demand market.

51 Thompson Street, Poughkeepsie

1668 Route 9 Unit #12D, Wappingers Falls

$199,000

1 Beds ⋅ 1 Baths ⋅ 1053211 MLS

Hard-to-Find, All-One-Level Unit! Welcome home to this beautifully renovated 1-bedroom, garden-style unit in Woodhill Green Condominiums. Bright & spacious, this move-in-ready home offers comfortable, low-maintenance living in a convenient location just off Route 9. All freshly painted, new bath, updated kitchen/appliances & quality vinyl flooring. The monthly HOA INCLUDES heat & hot water, cooking gas, water/sewer, snow removal, pool and grounds maintenance. Additional conveniences include an on-site laundry facility, assigned parking for one car, ample visitor parking and a pet-friendly community. Located in the heart of Wappingers, close to shopping, restaurants, everyday conveniences and the New Hamburg Metro-North train station. You’ll love this spacious yet cozy, move-in-ready condo. Come see for yourself - schedule a tour today!

1668 Route 9 Unit #12D, Wappingers Falls

$239,000

2 Beds ⋅ 1 Baths ⋅ 1053210 MLS

Welcome home to this beautifully renovated 2-bedroom, 1-bath upper-level unit in Woodhill Green Condominiums. Bright & spacious, this move-in-ready home offers comfortable, low-maintenance living in a convenient location just off Route 9. All freshly painted, new bath, updated kitchen/appliances & quality vinyl flooring. The monthly HOA INCLUDES heat & hot water, cooking gas, water/sewer, snow removal, pool and grounds maintenance. Convenient on-site laundry facility assigned parking for one car, ample visitor parking and a pet-friendly community. Located in the heart of Wappingers, close to shopping, restaurants, everyday conveniences and the New Hamburg Metro-North train station. You’ll love this spacious yet cozy, move-in-ready condo. Come see for yourself - schedule a tour today!

1668 Route 9 Unit #3H, Wappingers Falls

$169,000

3 Beds ⋅ 2 Baths ⋅ 1058201 MLS

Say goodbye to stairs and snow shoveling! This rare and spacious three bedroom, two full bath co-op in Highview Estates offers the ultimate easy-living lifestyle. Located on the first floor with just one single step to enter, this unit features large rooms and a private deck with a view, perfect for relaxing. Your monthly HOA fee covers taxes, water and sewer, trash removal and snow removal for stress free budgeting. You are in a prime location here just 10 minutes to the train station and minutes from shopping, dining, and banking. Parking has been made easy and features one assigned space plus abundant visitor parking. Don't miss this rare opportunity to own a three bedroom layout in this community. Some pictures have been virtually staged to show you the ease in which this unit could shine. Board approval is required.

26 Cooper Road Unit #205, Poughkeepsie

$425,000

3 Beds ⋅ 2 Baths ⋅ 1055832 MLS

Welcome to 26 Tamarack Hill Drive, a light-filled, 3-bedroom, 1.5-bath raised ranch in a quiet, Arlington neighborhood. The main floor is open and airy with spacious living room with wood-burning fireplace, dining room and eat-in kitchen. Gleaming hardwood floors flow down the hall to three good sized bedrooms (one with Juliet balcony) and updated full bath. Step outside from the dining area onto a spacious, private deck overlooking the oversized, level backyard. With a wooded preserve as its scenic backdrop, this inviting outdoor space offers plenty of room to gather, play, or unwind. The lower level features a large bonus room, laundry, a half bath, and access to the large two-car garage with plenty of storage. Located just minutes from Adams Fairacre Farms and Eastdale Center, this home is private yet close to everything. Easy commute to the Taconic State Parkway or Metro North with direct access to NYC. This house has been lovingly maintained by its original owner and is waiting for the next generation to cherish this beautiful home!

26 Tamarack Hill Drive, Poughkeepsie

$199,000

2 Beds ⋅ 1 Baths ⋅ 1051150 MLS

Welcome to easy one-level living at Beechwood South Condominiums! This beautifully renovated 2-bedroom, 1-bath Garden style condo is bright and spacious for comfortable everyday living. All freshly painted, new bath, kitchen/stainless steel appliances & quality vinyl flooring. Both bedrooms are generously sized, and with no steps into the unit, everything is conveniently accessible on one level. During the warmer months, enjoy the community in-ground pool. The monthly HOA includes heat, hot water, water/sewer, garbage, grounds maintenance, pool service, mowing and snow removal. This pet-friendly complex is conveniently located just off Route 9, minutes from shopping, restaurants, hospitals, the Poughkeepsie train station and major commuter routes. Low-maintenance living in a convenient Hudson Valley location!

2710 South Road Unit #A5, Poughkeepsie

$430,000

2 Beds ⋅ 2 Baths ⋅ 1058070 MLS

This cozy Craftsman-like country cottage is located on beautiful Hunns Lake Road in bucolic Dutchess County. Many recent upgrades make this more than move in ready. Situated high off the road, the house is bright with sunlight. The entrance is charming with a covered porch, trex flooring and new doorway. Hardwood floors are throughout the home. This Two Bedroom + Bonus Room retreat is all on one comfortable level. The open, easy floor plan flows nicely from Living and Dining. There is a brick fireplace with mantle flanked by two windows that anchors the living room. The renovated chefs kitchen is delightful with all new custom cabinetry, appliances, sink and fixtures. Recessed lighting is nicely installed throughout the home. A newly renovated full bathroom is smart and tasteful. The primary bedroom also has a full bathroom set up, however has not been built out yet. Outside features a two car garage, mature lawns, and stone patio. The back and side yards have nice buffer of trees and nature. This is all nearby to shopping and dining in the villages of Pine Plains, Millbrook, Rhinebeck, Millerton and more. A newly upgraded Stanford Recreation Park is minutes away including new playground, tennis, pickle ball and basketball courts. The Metro-North train station is Wassaic, just 20 minutes away. The drive from New York is just two hours. Welcome to the Hudson Valley!

429 Hunns Lake Road, Stanfordville

$349,900

4 Beds ⋅ 2 Baths ⋅ 1058134 MLS

This spacious Raised Ranch home offers 4 bedrooms, 1.5 baths, and generous living space, with plenty of potential for its next owner. Recent improvements include beautiful hardwood flooring throughout the upper level, a new water heater, and a new expansion tank. The home features a functional layout, an enclosed porch, a full basement with outside access, and a 2-car garage in the lower half of the basement area. A large private driveway provides off-street parking for approximately 6 additional vehicles. The home is situated near hospitals, major highways, and the train station—a great opportunity for buyers looking to add their personal touches and make this their home. The property is being sold in its present condition.

200 South Avenue, Poughkeepsie

$399,000

4 Beds ⋅ 2 Baths ⋅ 1056313 MLS

Welcome to this spacious and well-maintained home with over 2000 sf of living space. This beautiful move in ready 4 bedroom, 2 bath home with its bright open floor plan is ready for its new owners. Enjoy the conveniences of natural gas heating and municipal water and sewer. Updates include fresh paint , stainless steel appliances and new roof. The private rear yard is perfect for kids to play. This home is across from the the Historic Walkway Over The Hudson and minutes to the Metro North Train Station, major commuter highways , Vassar College, Marist University ,CIA, Vassar Brothers Medical Center, Mid-Hudson Regional Hospital, IBM, shopping, 5 Star Restaurants and waterfront.

48 Parker Avenue, Poughkeepsie

$429,000

3 Beds ⋅ 2 Baths ⋅ 1055952 MLS

Welcome to the home you've been waiting for! This freshly painted, move-in ready 3 bedroom, 1.1 bathroom split-level sits on a corner property with a terrific backyard, and its refreshed curb appeal stands out immediately. Carport parking adds everyday convenience. The split-level design offers great flow, with spacious living areas perfect for both everyday living and entertaining, vaulted ceilings and hardwood floors. Improvements are already complete, including a new 2024 roof, gas range, stainless steel appliances, gas heat and an on-demand hot water heater add efficiency, so the next owner can simply unpack and enjoy. A town park with a playground is located at the end of the road. Conveniently located close to schools, shopping, restaurants, coffee shops, parks, Metro North, and major commuter routes, this home offers the perfect combination of style, comfort, and convenience! Don't miss this gem!

1 Barbara Lane, Wappingers Falls

$430,000

2 Beds ⋅ 2 Baths ⋅ 1053445 MLS

Calling All Investors! Unique Barndominium Opportunity in Poughquag! Set on 1.16 acres, this distinctive 2-bedroom, 2-bath barndominium offers approximately 1,140 square feet of living space and plenty of potential. An excellent opportunity for investors, contractors, or buyers looking for a property they can renovate and customize to suit their needs. The home features oil heat and is serviced by a private well and septic system. With its unique design, manageable footprint, and spacious 1.16-acre setting, this property offers an opportunity to create something truly special. Property is being sold strictly as-is. Bring your vision and explore the possibilities at 52 Church Street.

52 Church Street, Poughquag

$484,000

5 Beds ⋅ 2 Baths ⋅ 1057836 MLS

Opportunity awaits at 43 Laffin Lane! This spacious 5-bedroom home sits on approximately .82 acres in the Spackenkill School District and offers plenty of room to make it your own. The flexible layout provides multiple bedrooms on the main level, with additional living space upstairs. Outside, enjoy a large, level yard, deck and in-ground pool with plenty of space for entertaining and outdoor living. Additional features include hardwood flooring, a fireplace, attached garage and walk-out lower level offering additional possibilities. The home is in need of some repairs and updating and is being sold as-is, making this a great opportunity for buyers looking to add value and create a home of their own. Conveniently located near schools, shopping, restaurants and major commuter routes. Short sale subject to third-party approval.

43 Laffin Lane, Poughkeepsie

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