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4 Fairview Rd, Woodbridge
$517,500
3 Beds ⋅ 3 Baths ⋅ 24162425 MLS
Welcome to this charming, expanded Cape set on a beautiful .54-acre level lot, complete with a garden area, inviting patio, and a classic stone barbecue-perfect for outdoor entertaining and cozy evenings around a fire pit. Inside, warmth and comfort abound. The main level features two bedrooms and a sun-filled family room with a bay window, hardwood floors, and a cozy fireplace with pellet stove-an efficient and inviting heart of the home. The kitchen flows effortlessly into the dining area, where a slider opens to the patio, creating the perfect setting for seamless indoor-outdoor living, dining, and summer gatherings. Privately set above the garage, the spacious primary suite offers abundant windows, a full bath, and a walk-in closet-your own peaceful retreat. One of the home's most special features is the hidden three-season porch tucked behind the garage-a flexible space ideal for a home office, studio, lounge, or playroom. The dry lower level with half bath and laundry area offers excellent potential to finish and expand your living space even further. Perfectly located just steps from a nature sanctuary and sledding hill, and set within a quiet, low-traffic neighborhood, this home offers the best of both worlds-peaceful surroundings with easy access to shops, downtown New Haven, and hospitals.

4 Fairview Rd, Woodbridge

20 Highland Ave, Woodbridge
$490,000
3 Beds ⋅ 1 Baths ⋅ 24182326 MLS
Charming 3-bedroom Cape nestled in one of Woodbridge's most desirable no-outlet neighborhoods within the award-winning Amity School District. Enjoy a true neighborhood feel with easy access to the Blue Trail, Brookside Farm Market, the JCC, shopping, dining, and Route 15. Thoughtfully updated with roof (2019), Sunrun solar panels (2020), third bedroom addition (2019), newer driveway, well tank (2023), and refrigerator, dishwasher, and microwave (2025) and new carpet in the 2nd level! The enclosed front porch welcomes you inside, while out back, the screened porch and expanded garage with heated workshop provide exceptional space for entertaining, hobbies, and year-round enjoyment. Large bedrooms, abundant storage, spacious basement, shed, and a backyard perfect for recreation complete the package. Newer septic and well tank offer added peace of mind. A wonderful opportunity to enjoy the charm, convenience, and community of Woodbridge living.

20 Highland Ave, Woodbridge

1681 Litchfield Tpke, Woodbridge
$490,000
4 Beds ⋅ 3 Baths ⋅ 24179117 MLS
Incredible value in this expansive, 4 Bedroom, 4 Bath Colonial located in the highly sought-after town of Woodbridge! This impressive home offers a fully finished walk-out lower level, adding approximately 1,100 square feet of additional living space-an exceptional setup for multi-generational living or in-law potential. Investors take notice: with the right vision, this property has the potential to be converted into a two-family dwelling. Some of the standout features include an energy-efficient wall-mounted gas boiler, engineered flooring, central air conditioning, a two-car built-in garage, and multi-level wood decks perfect for outdoor enjoyment. There's also approximately 572 square feet of unfinished space on the main level, offering exciting possibilities for future expansion. The fenced-in, level rear yard provides a fantastic space for recreation and entertaining. Improvements over the years include new Engineered flooring, New Boiler (2018), 3 new sliding doors and new front door and a single layer asphalt roof (2011). Located in an award-winning school district with convenient access to Yale University, downtown New Haven, major highways, shopping, and scenic Woodbridge walking trails-this home truly has it all!

1681 Litchfield Tpke, Woodbridge

388 Amity Rd, Woodbridge
$490,000
3 Beds ⋅ 2 Baths ⋅ 24176349 MLS
Spacious Colonial featuring 3 bedrooms and 2 full bathrooms - one full bathroom on the upper level and a second full bathroom on the main level - plus an office that can easily be used as a 4th bedroom. The home offers a large kitchen equipped with a propane gas range/grill, refrigerator, hood, and dishwasher. Beautiful hardwood floors run throughout the home. Enjoy a bright dining area with a bay window and fireplace, along with a huge living room featuring a ceiling fan and a second fireplace. Additional flexible living spaces include a main-level office with an adjacent full bathroom that can also serve as an extra bedroom, as well as a separate office/family room with high ceilings and a ceiling fan. The laundry area is conveniently located next to the kitchen. Conveniently located near major highways, shopping, dining, and universities, including Route 15 (1.5 miles), Southern Connecticut State University (3.9 miles), University of New Haven (4.5 miles), Yale University (4.4 miles), Yale New Haven Hospital - Saint Raphael Campus (3.9 miles), and Yale New Haven Hospital (4.5 miles).

388 Amity Rd, Woodbridge

103 Ansonia Rd, Woodbridge
$471,025
4 Beds ⋅ 3 Baths ⋅ 24174222 MLS
Situated on a beautifully landscaped and private setting in desirable Woodbridge, this spacious ranch-style residence offers the perfect combination of comfort, functionality, and convenience. Featuring over 2,100 square feet of living space, the home includes 4 bedrooms, 3 bathrooms, expansive living areas, hardwood flooring, and abundant natural light throughout. The functional single-level layout is complemented by generous room sizes, a welcoming living room with fireplace, eat-in kitchen, formal dining area, and flexible spaces ideal for both everyday living and entertaining. Set on approximately 4.5 acres with mature trees and professional landscaping, the property provides a peaceful residential atmosphere with exceptional privacy. Conveniently located near Yale, downtown New Haven, shopping, dining, parks, and major commuting routes, this is an outstanding opportunity to own in one of New Haven County's most sought-after communities.

103 Ansonia Rd, Woodbridge

12 Landin St Unit B, Woodbridge
$428,000
3 Beds ⋅ 3 Baths ⋅ 24160976 MLS ⋅ Woodbridge Cros BLDG.
Ideally located in the heart of Woodbridge, just moments from top-rated schools, the library, and convenient highway access, this well-maintained 3 bedroom, 2.5 bath townhouse offers a great combination of comfort and convenience. This light-filled home features an open-concept layout with gleaming hardwood floors throughout, along with a functional kitchen complete with granite countertops and stainless steel appliances-ideal for everyday living and entertaining. The home offers spacious living areas, including a generous primary suite with ample closet space and a well-appointed bath. Energy efficient gas heat and central air provide year-round comfort, and a one car garage adds to the overall convenience. Enjoy a vibrant and convenient location with easy access to shopping, dining, and major commuter routes-making daily living and travel both simple and efficient.

12 Landin St Unit B, Woodbridge

12 Landin St Unit A, Woodbridge
$428,000
3 Beds ⋅ 3 Baths ⋅ 24160979 MLS ⋅ Woodbridge Cros BLDG.
Ideally located in the heart of Woodbridge, just moments from top-rated schools, the library, and convenient highway access, this well-maintained 3 bedroom, 2.5 bath townhouse offers a great combination of comfort and convenience. This light-filled home features an open-concept layout with gleaming hardwood floors throughout, along with a functional kitchen complete with granite countertops and stainless steel appliances-ideal for everyday living and entertaining. The home offers spacious living areas, including a generous primary suite with ample closet space and a well-appointed bath. Energy-efficient gas heat and central air provide year-round comfort, and a one car garage adds to the overall convenience. Enjoy a vibrant and convenient location with easy access to shopping, dining, and major commuter routes-making daily living and travel both simple and efficient.

12 Landin St Unit A, Woodbridge

6 Warren Rd, Woodbridge
$410,000
3 Beds ⋅ 2 Baths ⋅ 24177831 MLS
Beautifully renovated and move-in ready, this 3-bedroom, 2-bath ranch is located in the highly sought-after town of Woodbridge and presents an incredible opportunity for both owner-occupants and investors alike. Perfectly positioned to overlook the picturesque Konold's Pond, the home also captures stunning views of West Rock, creating a serene and scenic backdrop year-round. Inside, you'll find a light-filled, open floor plan designed for modern living, featuring three generously sized bedrooms and a newly updated kitchen with elegant quartz countertops. Sliders lead out to a rear deck, making it ideal for seamless indoor-outdoor entertaining. Enjoy the ease and comfort of one-level living at its finest, all within an award-winning school district and with convenient access to Yale, downtown New Haven, shopping, dining, and Route 15. This property is being sold in "as-is" condition, offering exceptional value and potential in a prime location.

6 Warren Rd, Woodbridge

259 Peck Hill Rd, Woodbridge
$395,000
3 Beds ⋅ 2 Baths ⋅ 24186998 MLS
Built with the timeless charm of the 1800s and thoughtfully updated for today's lifestyle, 259 Peck Hill Road offers the perfect blend of character and comfort. The home has solar to keep the electric bills low. Located in desirable Woodbridge, known for its top-rated schools, scenic parks, and endless hiking trails, this home also provides easy highway access for a convenient commute. Major improvements include a roof (2013), septic system (2010), well tank (2019), Smith boiler and tankless hot water heater (2015), repaved driveway (2022), and cooling split units (2022). The fully fenced backyard features a shed which is great for a gardening enthusiasts. Inside, you'll find hardwood floors, detailed trim work and a beautiful stone fireplace that add warmth and personality throughout. The kitchen is updated with butcher block counters and views of the fenced in garden area. Fully fenced in back yard for privacy! A truly special place to call home in the heart of Woodbridge. Property being sold "as-is."

259 Peck Hill Rd, Woodbridge

54 Northrop Rd, Woodbridge
$310,000
24191167 MLS
Come build the home you've always dreamed of on this exceptional 7.48 acre parcel in one of Woodbridge's most desirable settings! It's rare to find a lot this size that's also level and oversized - a true builder's or buyer's dream. Best of all, the hard work is already done: this property comes with an approved septic plan and survey in place, saving you time, money, and the headaches that come with the land development process. Location is everything, and this lot delivers - just a short drive to Yale University, downtown New Haven, and easy access to Routes 8 and the Merrit, putting shopping, dining, and commuter routes within easy reach. Enjoy the peace and privacy of a quiet country road while still being close to everything Greater New Haven has to offer.

54 Northrop Rd, Woodbridge

955 Baldwin Rd, Woodbridge
$283,500
1 Beds ⋅ 1 Baths ⋅ 24187530 MLS
Charming 1920s Colonial on a Prime Corner Lot! Step back in time and bring your design vision to life with this classic 1920s Colonial. Perfectly situated on a charming corner lot, this property offers fantastic curb appeal and a wonderful sense of space. Boasting a unique and incredibly generous 7-room layout, provides versatility. From the moment you step inside, you will be greeted by the authentic character of yesteryear, featuring gorgeous hardwood floors throughout that are ready to be buffed to their original shine. The expansive floor plan provides an excellent flow, offering multiple distinct living spaces perfect for a home office, a cozy den, a formal dining area, or creative studio space. Nestled in a desirable neighborhood, this home is a blank canvas just waiting for a little TLC to restore it to its full glory. Whether you are an investor looking for your next project, a contractor, or looking to build sweat equity in a classic property with a great footprint, this is a rare find. Property is situated on a beautiful corner lot and is being sold strictly in as-is condition.

955 Baldwin Rd, Woodbridge

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