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37 Long Hill Farm, Guilford
$665,000
2 Beds ⋅ 3 Baths ⋅ 24124766 MLS ⋅ Long Hill Farm BLDG.
Immaculately maintained and move-in ready, this 2-bedroom condo is located in the highly desirable Long Hill Farm community. Perfectly positioned to overlook a lush, open field, the home offers a private and serene setting where you can enjoy the beauty of nature all year long. Inside, you'll find a bright and inviting open floor plan with stunning hardwood floors, a cozy gas fireplace, and a main-level den boasting some of the best views you'll find-beautiful in every season. The updated eat-in kitchen features stainless steel appliances, granite countertops, and overlooks a charming second patio, ideal for morning coffee or dining al fresco. The spacious primary suite offers vaulted ceilings, a walk-in closet, and a full bathroom. The second bedroom is thoughtfully tucked away with skylights, dual closets, and its own private full bathroom-perfect for guests or extended stays. Upstairs, a versatile loft provides endless options for a home office, gym, or additional living space. Additional highlights include central air and a rare two-car attached garage. This condo combines comfort, convenience, and natural beauty in one of the area's most sought-after communities-don't miss the opportunity to make it yours!

37 Long Hill Farm, Guilford

110 Nut Plains Rd, Guilford
$660,000
4 Beds ⋅ 2 Baths ⋅ 24189683 MLS
Charming Guilford Cape offering the rare flexibility of complete one level living just minutes from the Guilford Green! A grand circular driveway sets an impressive tone from the moment you arrive. The main floor features a living room with a classic fireplace and wood burning stove and a generous dining area perfect for entertaining. Step down from the living room into the L-shaped family room offering tremendous possibilities with built in bookshelves, soaring ceilings, recessed lighting, and a pellet stove flanked by two magnificent French doors crowned with transom windows, flooding the room with natural light and opening to the patio with sweeping views of the expansive, private 1.33 acre yard. A primary bedroom with en suite Jack and Jill bath complete with laundry enables the convenience of one floor living, complemented by a hallway lined with pantry/storage cabinets and a country kitchen with quartz counters and farm sink. Upstairs, two spacious bedrooms with newly refinished hardwood floors, a full bath, and a cedar closet complete the second level. Storage abounds with a two car attached garage plus adjacent 275 square foot storage room with its own oversized door, a second storage room accessed from the back patio, and a large shed at the far rear of the property. There are newer windows in entire home, and solar panels keep monthly utility bills low. All of this in a wonderful location convenient to major routes, Long Island Sound, and Guilford's best amenities.

110 Nut Plains Rd, Guilford

48 Russett Dr, Guilford
$655,000
3 Beds ⋅ 3 Baths ⋅ 24205408 MLS
Whether you're coming from work or working from home, 48 Russett Drive offers an oasis in your busy lives. Situated on 3/4 of an acre of lush, professionally landscaped lawns bordered by mature perennials and featuring a captivating view of Bishop's Farm Apple Orchards, this home will make you feel that you've entered another world, but you're only minutes from I-95, Boston Post Road and Guilford Center. This contemporary house exudes comfort, modern convenience and privacy, removed from the noise of modern life. The first floor living/dining/kitchen/sun room and backyard decks are drenched with sun most of the day and are adjoined by a family room with a cozy gas fireplace, a full wall entertainment center and a 1/2 bath. New appliances in the updated kitchen complement its sleek and practical design, with a walk-in pantry for additional storage. The airy and light second floor features a primary bedroom with cathedral ceiling, a walk-in closet and en suite bath. An additional full bath serves two generously sized bedrooms, each have ample closets and abundant natural light. Recent updates include a new furnace and hot water heater, updated electrical and roof, leaving you with nothing to do but move in. The dry, full basement includes a washer/dryer, an additional full-size refrigerator and freezer and easy access to the two-car garage. A dramatic driveway enhances 48 Russet Drive's contemporary look, and its turn-key condition makes it easy to call it "Home."

48 Russett Dr, Guilford

9 Sparrow Bush Ln, Guilford
$650,000
4 Beds ⋅ 2 Baths ⋅ 24166015 MLS
A spacious home offering 2,336 square feet of living space set on 1.3 acres. The main level features a comfortable flow between the living room, dining room, and kitchen, with a fireplace adding a central focal point. Hardwood flooring is present throughout much of the home, and a first-floor bedroom provides flexible use of space. The upper level includes the primary bedroom with a walk-in closet along with additional bedrooms, all arranged within the classic Cape Cod layout. In total, the home offers eight rooms, including four bedrooms and two full bathrooms. Additional features include an attached garage, masonry patio, and dormer, contributing to both function and structure. Set on a level and lightly wooded lot, the property offers a natural outdoor setting with open space surrounding the home. Located in Guilford, the property provides convenient access to local amenities, shopping, dining, and nearby roadways including I-95.

9 Sparrow Bush Ln, Guilford

4365 Durham Rd, Guilford
$650,000
3 Beds ⋅ 3 Baths ⋅ 24141136 MLS
In the 1720's the back of this house faced the road. In the 2000's the owner had the house lifted, rotated 180 degrees and reset on a new full basement. They spared no effort or expense to retain the rare charm of a true antique home while giving this rare jewel all the conveniences of the 21st Century. Step back in time without sacrificing modern convenience. Built in 1723, this exquisite antique colonial blends rich history with thoughtful updates in a truly one-of-a-kind setting. Featuring 3 bedrooms and 3 full bathrooms, this home showcases wide plank floors, exposed beams, and timeless character throughout-while offering an updated kitchen, central air, a whole house Generac generator, and other modern essentials. Every room tells a story yet lives comfortably for today. Outside, the property is a private sanctuary. Set on its own pond, with tranquil water views, the grounds are perfect for simply enjoying the changing seasons. Homes like this rarely come along-a piece of Guilford's past, lovingly preserved and move-in ready.

4365 Durham Rd, Guilford

360 E River Rd, Guilford
$650,000
4 Beds ⋅ 4 Baths ⋅ 24131290 MLS
Nestled on just over one private acre in one of Guilford's most sought-after locations, this versatile one-level home offers space, character, and exceptional convenience. Surrounded by a classic rock wall and just minutes from Route 1, I-95, schools, the town green, train station, beaches, shops, and restaurants, the property combines privacy with accessibility. The main residence features two bedrooms and one and a half baths, an updated eat-in kitchen with beautiful cabinetry, a cozy living room with fireplace, and an oversized family room with vaulted ceilings, loft, and a dramatic stone fireplace. Hardwood floors run throughout, adding warmth and continuity to the space. Designed for flexibility, the home includes a private-access in-law apartment with one bedroom, one full bath, an updated kitchen, hardwood floors, and a slider out to your private patio. Above the garage, a separate studio apartment provides additional living space, perfect for guests, another bedroom, or a creative workspace. Additional amenities include a two-car garage, central air, Generac generator, full unfinished basement, and a shed for extra storage. This property offers endless possibilities for multi-generational living, income potential, or simply room to spread out-all in a prime Guilford location. Subject to probate approval.

360 E River Rd, Guilford

48 Russett Dr, Guilford
$649,855
3 Beds ⋅ 3 Baths ⋅ 24162763 MLS
UPDATE: OFFER DEADLINE IS WEDS., 4/22/26 AT 3:OO PM. Welcome to this stunning contemporary home where thoughtful design meets effortless living. Red Oak hardwood floors flow throughout, setting a warm and inviting tone from the moment you enter. The open-concept living and dining room provides a gracious setting for everyday life and entertaining. From the dining area, enter into a bright, light-filled sunroom that connects to the beautifully updated kitchen, complete with stainless appliances (including a brand new stove), and a separate pantry for abundant storage. The family room features a gas fireplace and gorgeous built-in bookshelves, along with a convenient half bath. Upstairs, three bedrooms offer generous closet space and wonderful natural light. The primary suite includes a walk-in closet and private en suite full bath. A second full hall bath serves the additional bedrooms. The smallest bedroom, with its built-in shelving, makes an ideal home office. Major systems have been dutifully updated: new furnace and hot water heater, roof replaced in 2019, septic replaced in 2006; and it has city water! A full, dry, and newly insulated basement is accessible from both inside and out, with ground level door leading to side yard and garage. Outside, architect-designed decks and professionally landscaped grounds lead to remarkable mature gardens. A stone wall frames the back of the property, adjoining the peaceful, ever-changing landscape of Bishop's Orchards.

48 Russett Dr, Guilford

441 Water St, Guilford
$645,000
3 Beds ⋅ 2 Baths ⋅ 24170406 MLS
Just one mile from the historic Guilford Green, this like-new Contemporary Farmhouse offers a rare blend of modern comfort, coastal charm, and beautiful natural views. Set on one acre with views of the marsh and West River, the home is designed to feel both private and connected to one of Guilford's most desirable village settings. The open floor plan is ideal for everyday living and entertaining, with French doors leading to a welcoming wraparound porch that invites indoor-outdoor living. At the heart of the home, the kitchen features a gas range, generous granite island, and breakfast bar-perfect for the home chef and for gathering with family and friends. A full bath on each level adds convenience and flexibility, while the second floor offers three bedrooms, including a primary bedroom with beautiful views and a private balcony overlooking the peaceful surroundings. With its inviting farmhouse style, thoughtful updates, and exceptional location close to town, this home captures the best of Guilford living. Agent related to seller.

441 Water St, Guilford

1500 Durham Rd, Guilford
$640,000
4 Beds ⋅ 3 Baths ⋅ 24174380 MLS
Welcome to the Treehouse, a thoughtfully updated Mid-Century Modern home set high above 2.4 acres of private woodland with seasonal views overlooking the West River. Combining architectural character with modern updates, this unique property offers privacy, tranquility, and a seamless connection to nature. The dramatic living room showcases soaring vaulted ceilings, exposed wood beams, a whitewashed brick wood-burning fireplace, custom built-ins, and a spectacular wall of windows that fills the home with natural light and frames the surrounding landscape. A sliding glass door opens to an expansive deck, creating the perfect setting for entertaining or simply enjoying the peaceful wooded views and birdlife. The beautifully updated kitchen features Corian countertops, stainless steel appliances, a large center island, contemporary lighting, a modern tile backsplash, and a charming breakfast nook. An adjacent dining area provides a welcoming space for both everyday meals and gatherings with family and friends. The spacious primary suite offers abundant natural light, refinished hardwood floors, generous closet space, and a stylishly renovated ensuite bath. Two additional bedrooms and a second fully remodeled bathroom with double vanity complete the upper level.

1500 Durham Rd, Guilford

53 Driftwood Ln, Guilford
$640,000
3 Beds ⋅ 3 Baths ⋅ 24168802 MLS
*Multiple offers received* Highest and Best due by 6pm Monday, April 27. Set on a corner lot within a desirable cul-de-sac neighborhood, 53 Driftwood Lane offers space and everyday convenience in the heart of Guilford. Situated on a beautifully level .94-acre lot, this one-owner home has been meticulously maintained and reflects pride of ownership throughout. Offering 3 bedrooms and 2.5 baths, the home features a kitchen with stainless steel appliances, hardwood floors throughout the main level, and a large composite deck off the dining room, ideal for everyday living and entertaining. The primary bedroom includes a private full bath, while the two additional bedrooms share a second full bath. The lower level expands the living space with a family room featuring a wood burning fireplace, a half bath, and sliders leading to a lower level enclosed patio. A large bonus room between the finished lower level and the garage offers laundry, walkout access, and excellent flexibility for storage, hobbies, or future use. A standout feature is the separate barn with its own garage bay, driveway, and loft area...ideal for a workshop, studio, or future finished space for a private retreat. Enjoy the convenience of public water, proximity to the Green, boutique shopping, restaurants, beach, and marina, along with quick access to I-95 for commuting. This is a special opportunity to own a thoughtfully cared for home in a quiet, established neighborhood with room to grow and make it your own

53 Driftwood Ln, Guilford

150 Mulberry Point Rd, Guilford
$635,000
3 Beds ⋅ 3 Baths ⋅ 24199038 MLS
HIGHEST AND BEST OFFERS DUE SATURDAY, AUG 29TH BY 6 PM. Perfectly remodeled and move-in ready, this inviting Guilford home offers an ideal blend of comfort, style, and an unbeatable shoreline location. Just 1.5 miles to the beautiful and historic Guilford Town Green, you'll enjoy easy access to charming shops, restaurants, cafes, and community events. Chaffinch Island Park, recognized as one of Connecticut's top spots, is less than a mile away, as is beloved Jacobs Beach and the sparkling waters of Long Island Sound. Thoughtfully renovated from top to bottom, this home features a flexible open floor plan with three bedrooms and two and a half beautifully updated baths. The bright living and dining areas flow into a bright updated kitchen with a huge central island, creating a wonderful space for everyday living and entertaining. Sliding glass doors open to a spacious composite deck that is perfect for summer gatherings and relaxing outdoors. The primary bedroom offers a stylish ensuite bath, while two additional bedrooms share a renovated family bath. The lower-level family room with wood-burning fireplace provides additional living space and could easily serve as a home office or retreat. Recent improvements include a septic system (2021), a Viessmann combination boiler, central air, and numerous quality upgrades. Nothing to do but move in and enjoy all that the beautiful town of Guilford and the Connecticut shoreline have to offer!

150 Mulberry Point Rd, Guilford

69 Daniel Ave, Guilford
$635,000
3 Beds ⋅ 1 Baths ⋅ 24166601 MLS
First time offered in over 50 years, this ranch-style home sits on a half-acre in the heart of Indian Cove-one of Guilford's most cherished shoreline communities. With seasonal views of Long Island Sound and access to a private neighborhood beach, this property offers a rare connection to the coast and community. Originally the site of the historic Cove Store, this home carries a unique place in Indian Cove's story-a former gathering spot where neighbors met and the rhythm of shoreline life unfolded. That legacy still resonates, giving the property a sense of history that's hard to replicate. The home features 3 bedrooms, 1 bath, and approximately 1,092 square feet of single-level living with abundant natural light. Set on a generous half-acre lot, there is ample space for outdoor living, gardening, or future expansion. Located just minutes from the historic Guilford Green, along with local beaches, shops, dining, and commuter routes, the setting balances quiet coastal living with convenience. A rare opportunity to own a piece of Indian Cove's history and carry it forward. Waterfront, sandy-beach just across the street in front of house, as well as direct access for kayak or canoe.

69 Daniel Ave, Guilford

524 Nortontown Rd, Guilford
$635,000
3 Beds ⋅ 2 Baths ⋅ 24157067 MLS
Welcome to this spacious and inviting home set on nearly an acre of level property in a desirable and convenient Guilford location. Offering 3-4 bedrooms and 2 full baths, this home features multiple living spaces and thoughtful updates designed for comfortable everyday living. The main level includes a bright living room with a gas fireplace that opens to a sunny breakfast area and a large updated kitchen with stainless steel appliances, a breakfast bar, skylights, and vaulted ceilings that fill the space with natural light. Sliders lead to a multi-tiered deck overlooking the level backyard with a shed, electric fence, and doggie doors through the mudroom for easy access for furry friends. Upstairs, three bedrooms share a spacious main bath featuring a soft-jetted tub, walk-in shower, and skylight. Two levels offer beautiful hardwood floors, while the lower level adds a large family room with French doors to a private backyard patio, a remodeled full bath with walk-in shower, and a separate office or potential fourth bedroom with another skylight. This level also includes laundry and a mudroom connecting to the garage with EV charging station. Equipped with natural gas baseboard heat and an additional split system for cooling. Ideally located just minutes from I-95, Guilford's Town Green, beaches, shops, restaurants, and the train station, offering the perfect blend of space, comfort, and convenience.

524 Nortontown Rd, Guilford

223 Water St, Guilford
$635,000
2 Beds ⋅ 2 Baths ⋅ 24158476 MLS
Turn-key with peaceful marsh views, just 0.5 mi from the vibrant Guilford Town Green! Enter through the picture-perfect front screened porch- an idyllic spot to sip morning coffee or unwind in the evening while overlooking cascades of hydrangeas and serene West River marsh scenery. Inside, this meticulously maintained and thoughtfully updated Cape Cod blends timeless charm with modern comfort. Sunlight fills the home, creating bright, welcoming living spaces throughout. Main level is designed for easy living, featuring a stylish & functional kitchen w/ white quartz countertops, abundant cabinetry & a charming built-in hutch. A window overlooking blooming Rose of Sharon brings a lovely touch of nature into the heart of the home. Inviting living room centers around a cozy *gas* fireplace, while the dining room features classic built-ins that add both character & storage. Lovely main level bedroom & adjacent renovated full bathroom with tile floors, walk-in shower and white wainscot detail. Rear enclosed porch adds valuable flexible living space w/ a ductless split system for efficient heating and cooling. Upstairs, a light-filled bedroom loft space with en-suite full bathroom & laundry area offers wonderful versatility guests, or your own private retreat. Full basement. Driveway access via the private street of Cunningham Drive. This property also has the potential for your future accessory structure with approved septic test pits. See Additional remarks below for upgrade list

223 Water St, Guilford

102 N Mill Cir, Guilford
$632,000
3 Beds ⋅ 3 Baths ⋅ 24126978 MLS
Beautifully sited on 1.3 level acres with direct frontage on Thirsty Lake, this contemporary Colonial offers the perfect blend of comfort, space, and convenience. Located in a sought-after neighborhood close to Downtown Guilford, the home features 3 bedrooms, 2 full bathrooms, and a half bathroom. Hardwood floors flow throughout the main living areas, including a spacious family room with fireplace, inviting living room with fireplace, formal dining room, and a first-floor study ideal for working from home. The kitchen and living spaces enjoy lovely views of the property and lake beyond. Additional highlights include a newer roof (2016), solar panels for energy efficiency (2023), a standby Kohler generator (2012), and ample storage plus generous garage workshop. Outdoor living is equally appealing, with level land offering plenty of space for recreation or relaxation by the water's edge. This home is ready to become your dream home.

102 N Mill Cir, Guilford

286 Weatherly Trl, Guilford
$630,000
3 Beds ⋅ 3 Baths ⋅ 24143305 MLS
One-of-a-kind contemporary in Guilford! This beautifully updated multi-level home offers an open floor plan filled with natural light and thoughtful design. Freshly painted inside and out, the property also features a newer roof with gutter guards for years of low-maintenance living. The renovated kitchen shines with new cabinetry, quartz countertops, a work style inspired sink and smart appliances, including the dishwasher, washer and dryer. The updated baths bring a modern, clean aesthetic. A charming solarium with newer windows provides the perfect year-round spot to relax and take in the surrounding beauty. Tucked back on a private shared driveway, this home is bordered on 2 sides by 25 acres of Guilford Land Trust property, offering unmatched privacy, woodland views, and access to scenic trails, picnic areas, and even a pathway that leads all the way to the Dudley Farm Farmers' Market. Outdoor living is impressive with a wrap-around Trex deck and patio and a new hot tub, ideal for entertaining or unwinding under the stars. Major home system upgrades include efficient 2-zone hydro-air system with updated components and a brand new Rheem Central Air Conditioning Unit, ensuring comfort and efficiency throughout the seasons. This is a rare opportunity to own a contemporary retreat in a highly desirable neighborhood that has been updated, is move-in ready and is truly one of a kind.

286 Weatherly Trl, Guilford

1270 Durham Rd, Guilford
$629,000
3 Beds ⋅ 2 Baths ⋅ 24126675 MLS
Discover exceptional living on this private interior lot featuring your own tranquil pond and over 3,000 square feet of beautifully appointed living space. This impressive Guilford home offers endless possibilities with an additional 260 square feet of finished basement space and a remarkable 650 square feet of unfinished area above the oversized two-car garage, complete with its own balcony-perfect for future in-law suite or home office. The heart of the home showcases a recently remodeled kitchen that seamlessly flows into the expansive family room featuring soaring cathedral ceilings and a cozy wood-burning fireplace. Natural light floods the generous sunroom with its dramatic vaulted ceilings and skylights, creating the perfect year-round retreat with sliders that open to the back patio. The second-floor primary suite impresses with cathedral ceilings and dual walk-in closets for ultimate comfort and storage. The flexible first-floor dining room currently serves as a bedroom, offering versatile living arrangements to suit your needs. Outdoor entertainment reaches new heights with the built-in saltwater pool featuring a heat pump system and recently replaced liner. The private pond adds serene natural beauty to this already exceptional property. This rare offering combines spacious living, recent updates, expansion potential, and unmatched privacy in one of Guilford's most desirable settings.

1270 Durham Rd, Guilford

53 Orchard View Rd, Guilford
$625,000
4 Beds ⋅ 3 Baths ⋅ 24186974 MLS
Dreaming of setting down roots in Guilford? Welcome home to 53 Orchard View Road! You will love the space and versatility offered by this comfortable home set in a quiet, cul-de-sac neighborhood within walking distance of Guilford High School. The living room is large and open with a cathedral ceiling, dramatic beams, a wood-burning fireplace and hardwood floors. Light streams in through the attractive bow window, skylights in the kitchen and the generously sized windows in the dining area. French doors from the dining area lead to a fantastic enclosed porch with heating. The kitchen has beautiful granite counters and a convenient island, perfect for day-to-day cooking and for entertaining. Completing the main level are 3 bedrooms and 2 full baths. The primary bedroom has potential for expansion as it shares a wall with the walk-in, unfinished attic over the garage. The lower level of the home has an inviting family room, bedroom, small kitchen, another full bath plus a small office/workroom. Use some or all of the rooms as an in-law suite or just as extra living space. Outside, the backyard is level and fenced-in for your pets to roam free. A large deck will be a preferred spot in the warmer months. The backyard shed is huge, providing plenty of extra storage and the oversized garage will accommodate your cars and much more, it has oversized doors and includes a back door for rolling out larger items. Make an appointment soon to see this wonderful home in person!

53 Orchard View Rd, Guilford

51 Highland Ave, Guilford
$625,000
4 Beds ⋅ 2 Baths ⋅ 24179887 MLS
This special neighborhood is cherished for its sense of community, tranquility, and generations of families who return year after year. Take evening strolls along the shoreline, watch breathtaking sunsets over Long Island Sound, and embrace the vacation lifestyle every day. This Cape Cod style home offers 4 bedrooms, 1 1/2 bath and sits on a generous .23-acre double lot, offering potential expansion opportunities. The flexible floor plan features two bedrooms, a full bath, and laundry on the main level, with two additional bedrooms and a half bath on the second floor. A living room opens to a deck, creating the perfect setting for outdoor entertaining, summer BBQs, and relaxing after a day at the beach. A storage shed provides additional space for beach gear, kayaks, and lawn equipment. Enjoy the coveted Indian Cove lifestyle with access to a private sandy beach, deep-water dock, boat launch, moorings, swim raft, and diving board; perfect for boating, kayaking, swimming, paddle-boarding, or simply relaxing by the water. Conveniently located just minutes from Guilford's historic Green, boutique shopping, restaurants, marina, and commuter rail service to New York City and Boston. Not in a flood zone, does not require floor insurance.

51 Highland Ave, Guilford

65 Flat Iron Rd, Guilford
$625,000
3 Beds ⋅ 2 Baths ⋅ 24173759 MLS
Nestled in the desirable North End Colony Lake Association community near beautiful West Lake, this spacious 3-bedroom, 2 full bath home offers comfort, functionality, and access to year-round outdoor recreation. Inside, you'll find a generously sized kitchen, dining room, and living room, along with a partially finished basement providing flexible additional living space perfect for a family room, home office, gym, or playroom. The spacious primary bedroom features a full en-suite bath and sliders leading to the back deck, the perfect spot to enjoy your morning coffee or unwind at the end of the day. A covered front porch welcomes you home, while the fenced-in backyard is ideal for entertaining and relaxing, complete with an above-ground pool and deck for summer enjoyment. Located just a short walk to West Lake, a spring-fed 52-acre lake offering swimming, fishing, kayaking, and paddleboarding. Optional association membership for just $125/year includes access to the beach, dock, boat storage, and community events, making this home the perfect opportunity to enjoy lake community living year-round!

65 Flat Iron Rd, Guilford

148 Highwoods Dr, Guilford
$625,000
4 Beds ⋅ 2 Baths ⋅ 24161508 MLS
Welcome to 148 Highwoods Drive in Guilford-a beautifully maintained 4-bedroom, 2-bath home set on over 1.29 acres of meticulously manicured grounds. This property offers the perfect blend of comfort, space, and outdoor living. Step inside to an open-concept main level featuring hardwood floors throughout and a stunning living room with vaulted ceilings, a stunning floor to ceiling brick wood-burning fireplace and sliding doors that lead out to a spacious two-tier deck-ideal for entertaining or relaxing while overlooking the serene backyard. Adjacent to the living room is a well-appointed kitchen featuring a large island, granite countertops, and stainless appliance perfect for cooking, gathering, and everyday living. The main level includes three ample bedrooms, while the lower level offers a versatile layout with a fourth bedroom, a full bath, and a generous family room complete with a wood stove-perfect for guests, extended living, or a private retreat. Outside, enjoy the thoughtfully designed landscape with a stone patio, walkway, and fire pit area, creating a true outdoor oasis for gatherings. Additional highlights include a two-car garage and abundant storage space in the laundry/utility room conveniently located just off the two-car garage. The home was painted & the roof replaced 3 years ago, and it features public water along w/a newer septic system. Minutes to downtown Guilford and all it has to offer from fine dining, shopping, medical facilities, beaches and more!

148 Highwoods Dr, Guilford

55 Harbor View Rd, Guilford
$625,000
3 Beds ⋅ 3 Baths ⋅ 24146109 MLS
All offers , High/Best, due Thursday 1/8/2026 at 5 pm. A Fresh Start for 2026 | Waterfront Community Living at a New Value : Welcome to 55 Harbor View Road, an exceptional opportunity to enter one of Guilford's most beloved waterfront communities. With deeded beach rights, water access, and boating amenities, this property offers the coastal lifestyle buyers dream of- with a value that invites vision and action. Set on a level, tree-lined lot with mature plantings, this single-level home spans 1,772 square feet and features 3 bedrooms and 2.5 baths, including an expansive primary suite. The home's generous footprint and functional layout provide an ideal foundation for thoughtful updates and customization. The oversized kitchen and open living areas present endless possibilities for reimagining the space to suit your lifestyle, whether as a year-round residence or a weekend/summer shoreline retreat. Includes a detached 2 car garage, and a whole house generator. Enjoy, association beach rights, dock access, kayak storage, and mooring potential-a rare and highly sought-after combination. This is a safe, welcoming neighborhood known for its strong community feel, summer fun, and year-round appeal. This is a compelling opportunity to invest in location, lifestyle, and long-term value. Bring your vision and start 2026 with a smart move into Guilford shoreline living.

55 Harbor View Rd, Guilford

107 Burt Rd, Guilford
$625,000
3 Beds ⋅ 3 Baths ⋅ 24145087 MLS
***High and Best Due Sunday 21st at 12 noon. ++Private North Guilford Retreat! Discover the perfect blend of privacy and accessibility in this charming Cape situated on over 3 acres of tranquil grounds in North Guilford. Located on a quiet street just moments from the recreational beauty of Lake Quonnipaug and the breathtaking hiking trails of Bluff Head, this home is a nature lover's paradise. Built in 1986, this 2,400+ sq. ft. residence features a versatile floor plan designed to maximize light and space. A standout feature is the expansive first-floor primary suite, complete with a full bath, offering desirable single-level living convenience. The interior boasts soaring cathedral ceilings with skylights and a cozy fireplace, creating an atmosphere that is both airy and welcoming. Step outside to the spacious wood deck-perfect for entertaining or simply enjoying the peaceful, wooded surroundings. Additional highlights include a 2-car attached garage, hot water baseboard heat, wall unit air-conditioning and a walkout basement with semi-finished space-ideal for a gym, recreation room, or workshop. While you enjoy the serenity of country living, you are still conveniently located just 2 hours from NYC and 90 minutes from Rhode Island beaches. This is a wonderful opportunity to own a slice of Guilford serenity!

107 Burt Rd, Guilford

249 Wilderwood Dr, Guilford
$625,000
4 Beds ⋅ 3 Baths ⋅ 24131321 MLS
Don't miss your opportunity to see this lovely 4-Bedroom 2.5 bath colonial located at the end of a quiet cul-de-sac featuring many recent updates. This beautifully maintained home offers ample space, outdoor privacy, unique character and charm. So much curbside appeal with impressive stone walkways, stone walls, and vibrant perennial gardens. Step inside to discover a warm and inviting interior featuring vaulted ceilings and a fireplace in the family room, ideal for both entertaining and relaxing. The enclosed three-season porch offers a tranquil retreat with views of the beautifully landscaped yard and the nature that surrounds. Granite countertops in the kitchen and the hardwood floors throughout most of the home adds to the quality finishes and features. A finished basement provides additional flex space that can be used to suit your needs. Many recent upgrades include: concrete ceramic coating on the garage floor, central air conditioning added to the upper level, newly installed trex deck, backyard stone walkway, above ground pool, new oil tank and new roof. Conveniently located near Rte 1, Rte 80, and I-95, this home is a commuter's dream without sacrificing peace and comfort. Move-in ready and equipped with some big-ticket updates-this is the one you've been waiting for!

249 Wilderwood Dr, Guilford

402 Boston St, Guilford
$620,000
4 Beds ⋅ 2 Baths ⋅ 24150982 MLS
Timeless character meets modern comfort in this beautifully updated and meticulously maintained home just moments from charming downtown Guilford. Distinctive details throughout include vaulted and beamed kitchen ceilings, built-in bookcases, cozy nooks, beautiful oak flooring, and a sun-filled porch living area surrounded by windows. Stainless steel appliances, tiled bathrooms, fenced yard, and thoughtful upgrades make this property truly move-in ready. Major improvements include ducted central air, 4 heat zones, newer landscaping, newer windows, roof, and garage doors. The finished ground-level walk-out space features a remarkable original cooking fireplace with swing arms and a beehive oven, offering incredible flexibility as a potential primary suite, in-law setup, home office, guest space, or possible income-producing apartment. ($1500 new appliance credit). Exterior offers a landscaped enclosed yard with 2 lockable gates. Sidewalk access provides an easy quick walk to downtown shops, restaurants, cultural attractions, events, and summer concerts on The Green. Convenient to the train station and only 1.5 minutes by car. A rare opportunity to own a home with warmth, personality, history, and modern functionality all in one. Owner/broker

402 Boston St, Guilford

1028 Moose Hill Rd, Guilford
$620,000
5 Beds ⋅ 3 Baths ⋅ 24123109 MLS
Welcome to this beautifully remodeled and expanded 5 bedroom raised ranch at 1028 Moose Hill Road in Guilford. Originally built in 1972, this home underwent a complete transformation in 2021, resulting in a bright and spacious residence perfect for modern living and entertaining. The heart of the home is the open-concept living, dining, and kitchen area. This expansive space is bathed in natural light and provides the perfect flow for gatherings of any size. The gourmet kitchen is a chef's delight, featuring granite countertops, stainless steel appliances, a generous breakfast bar, and ample counter and storage space. This flexible floor plan offers a total of five bedrooms and three full bathrooms. There are two options for a primary suite, each providing a private retreat. The three full bathrooms are thoughtfully designed: one with a relaxing soaking tub, one with a stand-alone shower, and a third with a convenient shower-tub combination. The finished lower level adds to the home's impressive living space, featuring a walk-out and a second family room-perfect for a media room, home office, or a play area. Set on a sprawling 1.91-acre lot, the property offers privacy and plenty of room for outdoor activities. Enjoy the changing seasons from the comfort of the three-season porch. Additional features include a detached two-car garage and a shed, providing extra storage and workspace. This home offers the ideal combination of a private, peaceful setting and the

1028 Moose Hill Rd, Guilford

80 Seaview Ter Unit 31, Guilford
$619,900
2 Beds ⋅ 3 Baths ⋅ 24158278 MLS
Coastal Living Reimagined at Seaview Terrace Welcome to your completely renovated waterside retreat where modern luxury meets the ultimate Shoreline lifestyle. This stunning 2-bedroom, 2.5-bath condominium has been meticulously transformed within the past five years into a showcase of contemporary elegance. GOURMET KITCHEN: Chef-inspired kitchen featuring gleaming quartz countertops, stainless steel appliances, custom tile backsplash, and built-in pantry for effortless organization. SECOND-FLOOR RETREAT: Two generously sized bedrooms and two full bathrooms offer comfort and privacy. Each bathroom completely remodeled with high-end finishes for a spa-like experience. THIRD-FLOOR GREAT ROOM: Your private sanctuary-a light-filled great room with breathtaking views of Sluice Creek and Long Island Sound. Perfect for entertaining, working from home, or unwinding with sunset views. RESORT-STYLE LIVING: Step from your rear deck to the complex's sparkling pool-just steps away! Like having a private resort in your backyard. UNBEATABLE LOCATION: * Steps to Jacob's Beach & Historic Town Green * Marina access for boating enthusiasts * Shoreline East Railway Station for easy commuting * Vibrant local dining and shops at your doorstep This is more than a home-it's a lifestyle. Enjoy turnkey luxury, waterfront views, and coastal convenience at Seaview Terrace.

80 Seaview Ter Unit 31, Guilford

1399 Long Hill Rd, Guilford
$616,000
3 Beds ⋅ 3 Baths ⋅ 24189878 MLS
*** OFFER DEADLINE***The seller is in receipt of multiple offers and is asking for all final and best offers by noon on 7/14- thank you. This impeccably maintained 3-bedroom, 2.5-bathroom home stands out with a huge list of improvements and a design that prioritizes flow and function. The open floor plan is highlighted by a large sun-filled living room, refinished wood floors, and an updated kitchen featuring a massive island that naturally becomes the hub of the home. Just off the dining room, step out to a brand-new deck, where you can enjoy views of the expansive, level yard. Down the hall is a full bath with double sinks and three generously sized bedrooms, the primary bedroom having its own private full bath. The ease of one-floor living at its finest! The lower level adds significant living space with a large finished family room, perfect for a home theater, gym, playroom, office, or a combination. Additionally, the lower level provides a lovely laundry/mudroom with a half bath. Practicality meets luxury with an attached 2-car garage and updated systems throughout. Conveniently located between Route 1 and 80, this location makes it a quick hop to the downtown restaurants, beaches, the library, train station, and shops. A property of this caliber with this many upgrades is a rare find-don't miss this opportunity!

1399 Long Hill Rd, Guilford

1092 Durham Rd, Guilford
$616,000
3 Beds ⋅ 2 Baths ⋅ 24162870 MLS
Opportunities like this are RARE in Guilford-a true live/work property offering exceptional flexibility, space, and income potential. Set on 1.04 acres in Guilford, this updated 4-bedroom, 2.5-bath home is complemented by a standout feature: an approximately 2,000+ sq ft warehouse with electricity, a car lift, multiple work areas, and its own separate driveway. Ideal for contractors, small business owners, car enthusiasts, or anyone seeking versatile space offers endless possibilities for workspace, storage, hobby use, or potential rental income (subject to local regulations). The separate driveway enhances functionality and ease of access. Inside, the 2025 renovated home features an open-concept layout with hardwood floors and a beautifully renovated kitchen complete with new cabinetry, countertops, backsplash, and stainless-steel appliances. The main level includes a flexible primary suite, a dedicated home office, and a convenient half bath with laundry. Upstairs are three additional bedrooms and an updated Jack-and-Jill bath, while the finished third floor provides valuable space for a gym, playroom, or guest retreat. Enjoy outdoor living on the expansive wraparound deck overlooking a lightly wooded setting with mature and specimen trees, as well as established arborvitae that provide natural screening and a sense of privacy.

1092 Durham Rd, Guilford

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