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$675,000
4 Beds ⋅ 3 Baths ⋅ 24194591 MLS
Welcome to this beautifully maintained 1983 Colonial, ideally situated on desirable Cliffside Drive in Wallingford. Offering 3,152 square feet (This includes 952 SQFT of finished basement) of thoughtfully designed living space, this four-bedroom, two-and-a-half-bath home combines timeless charm with tasteful updates and stunning natural surroundings. Enjoy breathtaking views overlooking the cliff from the comfort of your home, creating a picturesque backdrop throughout the seasons. Access to Mattabassett Blue trail is located down the street for hiking enthusiasts. Inside, you'll find freshly refinished hardwood floors, fresh interior paint, and a bright, inviting layout that's truly move-in ready. The updated primary bathroom and renovated full bath offer modern style and comfort, while the refreshed laundry room adds everyday convenience. Major recent improvements include a new central air conditioning system, new hot water heater, New oil tank, a new roof, new paint, new septic tank providing peace of mind for years to come. With generous living spaces, four well-sized bedrooms, and a prime location, this home offers the perfect balance of privacy, functionality, and scenic beauty. Don't miss the opportunity to make this exceptional Cliffside Drive Colonial your next home.

31 Cliffside Dr, Wallingford
$625,000
3 Beds ⋅ 3 Baths ⋅ 24200838 MLS
ONE OF A KIND! There is nothing like this on the market today! Completely renovated and move-in ready, this stunning home offers the perfect blend of modern design and thoughtful upgrades. You will appreciate the brand-new exterior including a new roof, windows, fresh paint, stucco finish, and a stylish new front door that sets the tone for what's inside. Step into a bright, open-concept living space featuring a totally transformed entry way complemented by a sleek cable railing for a modern touch. Recessed lighting and wide-plank LVP flooring throughout, offer a seamless flow ideal for both everyday living and entertaining. The designer kitchen is a true showstopper, complete with quartz countertops, a massive waterfall island, SS appliances, a wine refrigerator, hidden microwave drawer, pot filler and elegant brushed gold hardware & fixtures. The main bathroom features a spacious double sink vanity, while the beautifully finished primary bathroom includes glass shower doors and a custom lighted shelf for a spa- like feel. The lower level adds more versatile living space w/ cozy fireplace, laundry room and convenient half bath. Completing this home is a two car attached garage and a large level fully fenced yard. This turn key property is ideally located to highways, hospitals and universities.

77 School House Rd, Wallingford
$619,900
4 Beds ⋅ 3 Baths ⋅ 24201435 MLS
Move right into this beautifully updated Colonial/Split-Level home featuring a separate, legal in-law apartment with its own private entrance. The main residence offers three generously sized bedrooms, two fully renovated bathrooms, and a spacious eat-in top of the line kitchen. The inviting main-level living room features sliding glass doors that open to the backyard patio, while the lower-level family room provides additional space for relaxing or entertaining. The in-law apartment offers privacy and convenience with a full kitchen, comfortable living area, one bedroom, a full bathroom, and its own laundry. A beautiful shared foyer seamlessly connects the two residences while allowing each living space to maintain its privacy. Outside, enjoy a well-maintained in-ground pool and a large, level yard. An ideal setting for entertaining, relaxing, and enjoying summer evenings in your private backyard retreat. Don't miss out on everything this property has to offer, including the google wifi system, making this property truly a Smart Home!

11 Trumbull Dr, Wallingford
$560,000
3 Beds ⋅ 3 Baths ⋅ 24195514 MLS
Welcome home to this beautifully updated 3-bedroom Raised Ranch in the desirable Oakdale Woods neighborhood. The open and inviting layout offers a comfortable flow that works well for both everyday living and entertaining. The bright white kitchen features granite countertops, plenty of cabinet space, and a clean, updated look. Hardwood floors run throughout the main living areas, adding warmth and character. Both bathrooms have been tastefully updated, and the finished basement offers additional living space that can be used as a family room, home office, gym, or playroom. Outside, the private patio provides a great spot to relax, enjoy your morning coffee, or spend time with family and friends. Oakdale Woods residents also have access to a community pool, playground, basketball court, and tennis court. With thoughtful updates throughout and a move-in-ready condition, this home is ready for its next owner to enjoy. Seller has received multiple offers and is requesting all offers be submitted no later then Monday 8/10 @ 12:00 Noon

14 Longview Ln, Wallingford
$550,000
3 Beds ⋅ 3 Baths ⋅ 24198555 MLS
Meticulously maintained and situated on a generous, level lot, this special property presents a rare combination of quality updates, thoughtful details, and a peaceful setting that feels like home the moment you arrive. Step inside to soaring ceilings that fill the living and dining rooms with natural light for an open, airy feel. The heart of the home features a gorgeous kitchen remodel completed in 2012, showcasing quartz countertops, LED recessed and under-cabinet lighting, plus a brand-new dishwasher and microwave. A recently updated primary bathroom (2023) and main hall bathroom (2020) add modern comfort along with refreshing central air, many replacement windows, and a generous attached two-car garage. Off the dining room and kitchen, an Andersen slider opens to a light and bright 144-square-foot three-season room with air conditioning that flows directly onto a spacious wraparound deck. Below, a gorgeous paver patio with a custom pergola (added in 2017) creates an ideal setting for hosting large gatherings or enjoying quiet evenings at home. The expansive, backyard framed by lush arborvitae, wooded borders, flowering bushes & privacy fencing offers a serene retreat. Located across from the elementary school access road in a sidewalk-lined, desirable West Side neighborhood, enjoy convenient access to shopping, major highways, the Butterfly Nature Walk, and peaceful wooded trails. Come and see all that Wallingford has to offer. Please see attached list for updates.

49 School House Rd, Wallingford
$535,000
3 Beds ⋅ 3 Baths ⋅ 24202269 MLS
Your Private Backyard Oasis Awaits! Discover the possibilities in this charming 3-bedroom, 2.5-bath Colonial, set on a beautiful .68-acre lot in a quiet residential neighborhood. Offering approximately 2,018 square feet of living space, this home features a classic floor plan, generously sized rooms, a two-car attached garage, and a truly special outdoor setting-complete with a spectacular in-ground pool and private backyard retreat. The main level offers a traditional living room and dining room, providing plenty of space for entertaining and everyday living. The kitchen features sliders opening directly to the deck and backyard, perfect for morning coffee, casual dining, or entertaining guests. A sunken family room with fireplace provides a warm and inviting gathering space, while a convenient half bath is located just off the foyer. The family room also offers direct access to the attached 2-car garage for added everyday convenience. Upstairs, the spacious primary bedroom features a walk-in closet and private en-suite bath, creating a comfortable retreat at the end of the day. Two additional bedrooms share a 2nd full bathroom, providing comfortable accommodations for family and guests. The full, unfinished basement offers abundant storage and exciting potential for future living space. Imagine creating a rec room, home gym, or simply using it as valuable storage, the possibilities are yours to explore. Step outside, and you'll discover what truly sets this property apart.

11 Weatherside Dr, Wallingford
$519,900
4 Beds ⋅ 3 Baths ⋅ 24203008 MLS
What if your next home came with its own home theater, fitness space and home office? A welcoming covered front porch opens to bright living and dining spaces with an easy flow for everyday living. The main level also includes an updated half bath, laundry and access to the attached garage. Upstairs, the spacious primary bedroom features an updated private bath. The versatile fourth bedroom is currently used as a home office and can also serve as a nursery, dressing room, hobby room or bedroom. Two additional bedrooms and an updated full bath complete the upper level. Then there is the finished lower level, one of the home's standout features. Thoughtfully designed with distinct areas for a home theater, fitness, office, recreation and everyday living, it adds an entirely new dimension to the home. Movie nights are ready to begin from day one, with the projector, screen and sound system included with the sale. A cozy fireplace anchors the adjoining living area, creating an inviting space to gather, unwind or entertain. Outside, enjoy the deck and patio overlooking a beautiful wooded backdrop that provides a welcome sense of privacy and connection to nature. This spacious 4-bedroom, 2.5-bath Colonial offers approximately 1,736 sq. ft. above grade plus a substantial finished lower level designed for the way you live today.

29 Sycamore Way Unit 29, Wallingford
$499,900
3 Beds ⋅ 3 Baths ⋅ 24196794 MLS
MULTIPLE OFFERS: The family is requesting all offers be in by Tuesday, August 18,2026 by 9:00 pm. Welcome to 88 Farm Hill Road in Wallingford. This spacious gambrel colonial is set in a sought after neighborhood and has endless potential for your cosmetic updates. The main floor features an expansive living room centered around a cozy fireplace, an eat-in kitchen with a bright breakfast nook, and a formal dining area. A main level den with built in bookshelves provides a versatile space for a home office, study, or reading room. For added convenience the main floor has a half bath with laundry, a dedicated mudroom, and direct access to the attached two car garage. Upstairs you'll find the primary bedroom suite with a private full bathroom and two walk-in closets, two other generous sized bedrooms, and a full bath. Outdoors, the back deck overlooks a quiet lot, creating an ideal setting for relaxation and outdoor gatherings. Tucked in a peaceful residential setting, this home offers easy access to downtown Wallingford's shops, restaurants, and amenities, along with convenient access to major routes for commuting. Central Air on second floor only.

88 Farm Hill Rd, Wallingford
$489,900
3 Beds ⋅ 3 Baths ⋅ 24197101 MLS
Come and explore what 27 Randolph Street in Wallingford has to offer. This lovely 1,680-square-foot Colonial that puts you just a short walk from the center of town. This inviting home offers 3 bedrooms, 2 & 1/2 baths, and an additional 324 square feet of finished living space in the basement family room. The spacious primary bedroom features its own full bath and walk-in closet, while the applianced eat-in kitchen offers tile floors, pantry closet, granite counters, and sliders leading to an amazing 28' x 12' Trex deck with a retractable awning. From the deck, stairs lead down to an 8' x 12' brick patio overlooking the level, fenced-in yard with a shed and beautiful blueberry bushes planted in masonry beds with drip irrigation. There's also the convenience of first-floor laundry in the half bath, a one-car garage with electric opener, a newer roof from 2019, 2 zone central air that's approximately 4 years old, and gas on-demand heat that's approximately 7-8 years old with 3 heating zones. Newly paved 2 year old driveway with new drainage, all on a one way street with plenty of parking. Quiet setting with no front or rear neighbors. It's comfortable, practical, and has that wonderful combination of indoor and outdoor spaces that makes a house feel like home.

27 Randolph St, Wallingford
$485,000
5 Beds ⋅ 3 Baths ⋅ 24203552 MLS
5 BEDROOMS, 3 FULL BATHS, incredible FLEXIBLE LIVING SPACE and a backyard built for FUN! This spacious home offers so much more than meets the eye, w beautifully refinished hardwood floors, newer windows and an expansive floor plan ideal for today's lifestyle. The finished lower level, remodeled in 2022, creates fantastic potential for multigenerational or in-law-style living, with a walk-in shower, additional washer/dryer hookup, utility/storage space and plumbing and 220 amp electric. A pellet stove with blower/temperature equalizer plus electric baseboard heat keeps the lower level comfortable and cozy. Enjoy your own private retreat with TWO Trex decks, an electrified gazebo, cedar playscape, chicken coop, attractive white fencing and beautiful landscaping enhanced with hydrangeas and perennial plantings. Peach trees, blueberry bushes and grapevines add even more charm! There's even a water feature and amazing vantage point for enjoying Wallingford's fireworks! Addt'l improvements incl a newer roof, newer gutters, newer furnace and water heater (at the time of the current owners' purchase), upgraded electrical, newer oil tank, newer dishwasher and newer pull-down attic access with floored storage. The home offers oil heat, central air and the added benefit of Wallingford Electric. Walkable to schools, room to spread out, room to gather, and a backyard ready for your next chapter! Best offers due by 9/9 8pm.

17 N Ridgeland Rd, Wallingford
$460,000
7 Beds ⋅ 3 Baths ⋅ 24204680 MLS
Come check out this big 3 family home on a nice corner lot in wallingford! Nothing else available! boasts 3 good sized units, newer roof within the last 8 years , new hot water heaters, ample parking in the back. clean units, great for investments or owner occupied living! Can also be sold as a package with 379 N colony or on its own.

375 N Colony St, Wallingford
$450,000
5 Beds ⋅ 3 Baths ⋅ 24204615 MLS
Come check out this big 2 family! Nothing else on available in the area! great clean units with the top unit offering a 3rd floor walk up that boasts 3bds and 2 baths. Great income for investor or great for owner occupant. First floor is in great shape! house has ample parking in the back and has a new roof within the last 6 years! New hot water heaters as well! This can be sold as part of a package with 375 N colony or on its own

379 N Colony St, Wallingford
$445,000
4 Beds ⋅ 3 Baths ⋅ 24205246 MLS ⋅ Riverwood Place BLDG.
Location, space and flexibility! This four-bedroom, three-full-bath home is ideally situated in the heart of Wallingford, just a short walk to downtown restaurants, shops, parks and all that the town center has to offer. The main level features new laminate flooring, a spacious living room with gas fireplace, and a bright kitchen with freshly painted white cabinetry and sliders leading to the deck. A first-floor bedroom with two walk-in closets and a nearby full bath offers great flexibility for guests, a home office or convenient one-level living. Upstairs are three additional bedrooms, including a second primary bedroom with its own full bath. Generous closets in each bedroom provide plenty of storage. An attached one-car garage and gas heat complete the package. With two potential primary bedroom options, three full baths and a walkable in-town location, this home offers a versatile floor plan in one of Wallingford's most convenient locations.

66 Dannys Way Unit 66, Wallingford
$384,900
2 Beds ⋅ 3 Baths ⋅ 24203377 MLS ⋅ Pilgrim's Harbor BLDG.
Welcome home to this beautifully updated 2-bedroom, 2.5 bath condo tucked into the highly sought after Pilgrim Harbor community. With over 1,500 sq. ft. of thoughtfully designed living space, this end unit offers the perfect blend of comfort, convenience and truly low-maintenace living. As soon as you step inside you will see the fully renovated kitchen that is a true showstopper with crisp white cabinentry, quartz countertops, tile backsplash and newer stainless steel appliances. The eat-in kitchen flows seamlessly to the bright, open living room featuring a cozy fireplace, newer vinyl plank floors and sliders leading to the private deck. The primary bedroom offers generous space, a walk in closet and a private en-suite bath. A half bathroom completes the main level. On the lower level you will find a spacious second bedroom, another full bathroom, a large laundry room, and the garage. With plenty of storage, parking, Wallingford electric perks and a desirable location, this condo checks all the boxes. Don't wait, move right in and enjoy all that Pilgrims Harbor has to offer!

542 Pilgrim Hbr Unit 542, Wallingford
$379,000
2 Beds ⋅ 3 Baths ⋅ 24188497 MLS ⋅ Hallmark Hill BLDG.
Welcome to this beautifully updated 2-bedroom, 2.5-bath townhouse featuring an open-concept main level that flows seamlessly from front to back. The renovated kitchen boasts gleaming hardwood floors, granite countertops, a stylish backsplash, and opens to the dining area with new French doors leading to your private Trex deck-perfect for morning coffee, outdoor dining, or relaxing evenings. The inviting living room showcases a striking floor-to-ceiling brick wood-burning fireplace, creating a warm and welcoming space for entertaining or unwinding. Upstairs, you'll find two spacious bedrooms. The primary bedroom features a beautifully updated full bath with a modern glass-enclosed walk-in shower, while the second full bath has been tastefully updated with equally stylish finishes. The partially finished lower level offers endless possibilities for a family room, home office, fitness area, or playroom. A convenient two-car tandem garage is just steps from the front door. Enjoy resort-style amenities, including a sparkling pool, clubhouse, and dog park, all within a beautifully maintained community. Ideally located near downtown Wallingford, shopping, dining, I91, and the Merritt Parkway. This exceptional townhouse offers the perfect blend of style, comfort, and convenience.

96 Colonial Hill Dr Unit 96, Wallingford
$350,000
3 Beds ⋅ 3 Baths ⋅ 24200999 MLS ⋅ River Trail On Main BLDG.
Not your typical condo! Set within a beautifully remodeled Victorian-style home, this unique 3-bedroom, 2.5-bath unit offers the character and space of a single-family home with the ease of condo living. The main level features hardwood floors and a bright, open layout connecting the kitchen, dining and living areas, along with two bedrooms and 1.5 baths. One of the first-floor bedrooms includes an adjoining flex space perfect for a home office, playroom, sitting room or whatever fits your lifestyle. The second bedroom has an attached half bathroom. A charming mudroom/entry off the back door leads directly to your private patio and backyard space, adding even more to the feel of a single-family home. Upstairs, the entire second floor is dedicated to a private primary suite oasis, tucked away from the rest of the home with its own full en suite bath. Conveniently located near the Quinnipiac River Linear Trail, local restaurants, shopping, coffee and Neil's Donuts, with easy access to major highways, this is a truly unique opportunity for buyers looking for something completely different from the traditional townhouse-style condo.

344 Main St Unit A1, Wallingford
$285,000
2 Beds ⋅ 3 Baths ⋅ 24196736 MLS ⋅ Spice Hill BLDG.
H&B OFFERS DUE 12 PM 8/10/26 Welcome to Spice Hill, one of Wallingford's most sought-after condominium communities, offering a peaceful setting with mature landscaping, an in-ground pool, playground, and convenient access to shopping, dining, parks, and major commuter routes. This well-maintained end-unit townhouse offers a bright, open floor plan designed for comfortable everyday living. The sun-filled main level features a spacious living room that flows into the dining area and kitchen, creating an inviting space for relaxing or entertaining. The kitchen is equipped with a new electric range, dishwasher, built-in microwave, and refrigerator. A convenient half bath completes the main level. The upper level includes a generously sized primary bedroom with a private half bath, a second bedroom, a full bathroom, and a hallway laundry closet for added convenience. The finished lower level provides flexible living space ideal for a family room, home office, fitness area, or recreation room, with sliders to the patio and outdoor space. Significant mechanical updates provide peace of mind, including a new furnace and central air conditioning system installed in August 2025 and a hot water heater that is less than one year old. Wallingford residents also enjoy the added benefit of low electric costs through Wallingford Electric. Enjoy low-maintenance living in a desirable community that combines comfort, convenience, and exceptional value all found with 7 Spice Hill Drive.

7 Spice Hill Dr Unit 7, Wallingford
$235,000
3 Beds ⋅ 3 Baths ⋅ 24204082 MLS ⋅ Spice Hill BLDG.
HIGHEST & BEST OFFERS by MONDAY 9/7 at 2PM!!! ATTENTION INVESTORS!! Investment opportunity in one of Wallingford's most desirable communities. Welcome to 54 Spice Hill Drive, a well-loved townhouse owned by the same family for 52 years. This spacious end-unit presents an exciting opportunity to bring your vision and cosmetic updates and immediately gain equity. The open and functional floor plan offers a comfortable living space, while the end-unit location provides the benefit of added privacy. Bring your vision and transform this property into something special. Being sold As Is. This one will not last!

54 Spice Hill Dr Unit 54, Wallingford

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