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18 Fair St Unit APT 5, Guilford
$962,000
2 Beds ⋅ 3 Baths ⋅ 24159788 MLS ⋅ The Fair Street Condominium BLDG.
Sophisticated stye, comfort and easy living await you in the Fair Street Condominiums! You will be captivated the moment you enter #5 - the focal point being the impressive staircase, custom built by Richard Walston of Guilford, two story windows allowing wonderful natural light throughout the home and gleaming cherry floors. Spacious entry way opens to living room with gas fireplace, dining room with custom built-ins, access to patio, kitchen with plenty pf workspace & stainless appliances also opens to dining room, perfect for entertaining! Exposed brick and wood beams add to the character and charm. The second-floor landing offers a perfect spot for a reading nook - the primary bedroom has a walk-in closet and full bath. The second bedroom with exposed brick has its own full bath as well. A separate laundry room adds convenience. Additionally, this is the only unit in the complex with an attached garage! The hallway from the living room accesses the garage and an additional bonus/workroom - easily converted to an office or exercise room! This small complex of 12 units, formerly the Spencer Foundry, offers one of the best locations in Guilford. Minutes to The Historic Green with great restaurants, shopping, library, churches and town offices. The town dock, Jacob's beach & train station are less than 2 miles too! Don't miss the rare opportunity!

18 Fair St Unit APT 5, Guilford
206 Peddlers Rd, Guilford
$950,000
4 Beds ⋅ 5 Baths ⋅ 24173831 MLS
Beautifully renovated four bedroom, five full bathroom home close to everything Guilford has to offer. The curb appeal is undeniable with the home sitting perched on a hill, set back from the road. This home features a completely redesigned kitchen, foyer, and master bathroom. As you enter, you see the foyer with 18 foot ceilings and an elegant, curved staircase. Next is the dining room perfect for holidays and entertaining with a large floor to ceiling window. Just passed the dining room is the brand-new kitchen with an island that extends beyond nine feet, stunning cabinets, and all new appliances which includes a Viking gas stove with eight burners and double ovens. As you make your way through you will see the large family room with a fireplace surrounded by sandstone. Off the family room is the first floor master with a redesigned walk-in closet and bathroom with a double sink vanity and oversized shower. The first floor also includes a room excellent for an office and a mudroom which has a full bathroom. The second level has three large bedrooms and three full bathrooms. If an upstairs master is preferred, two of those bedrooms are an ensuite and have walk in closets. The renovation was extensive to include a new roof, siding, electrical, plumbing, new hardwood floors, tile, hvac, and much more. This home is walking distance to Bishop's Orchard, a mile from the Guilford green, and close access to I-95 to make any commute easy. This one is not to be missed!

206 Peddlers Rd, Guilford
285 Old Whitfield St, Guilford
$950,000
3 Beds ⋅ 3 Baths ⋅ 24142906 MLS
Beautifully rebuilt circa 1900 farmhouse offering the perfect blend of character and modern convenience. This light-filled home features an open floor plan with 9' ceilings, central air, bamboo flooring, and updated lighting throughout. A large covered front porch welcomes you into the living and dining area, seamlessly connected to the kitchen. The kitchen provides a center island with farm sink, stone countertops, Fisher & Paykel appliances, and custom soft-close cabinetry w/dovetail design. Thoughtful built-ins include a dry bar, floating shelves, pantry, and a temperature-controlled wine cellar; perfect for the enthusiast. A powder room with a large storage closet completes the main level. Upstairs, the master suite features a walk-in closet with built-ins, a full bath with barn-door entry, and a private balcony. Two additional bedrooms, a full bath with tub/shower combination, an open office area, and a convenient laundry space complete the second floor. A ladder in the office leads to a cozy loft; ideal for extra guest space or additional storage. Glass sliders open to a fenced in level yard with a stone patio, built-in fire pit and access to the detached two-car garage. Conveniently located just steps from Guilford's vibrant town center, train station, yacht club, marina and town beach. This truly turn-key home is being offered fully furnished, making it ready to enjoy immediately. Perfect for year-round living, vacation or weekend getaway or as in investment property.

285 Old Whitfield St, Guilford
11 Island Bay Cir, Guilford
$950,000
6 Beds ⋅ 4 Baths ⋅ 24132173 MLS
LOCATION, LOCATION, LOCATION! Nestled within a peaceful cul-de-sac just around the corner from Shell Beach, this one-of-a-kind, custom-built Cape Cod-style home blends timeless charm with a contemporary flair. Located on desirable Island Bay Circle, enjoy the convenience of being minutes from the downtown village, restaurants, shopping, and the shoreline. This thoughtfully designed 5/6 bedroom, 3 1/2 bath home has had only one owner. Expansive windows flood the interior with natural light, highlighting the home's architectural features and creating a warm, inviting atmosphere. The two-story living room is a showstopper, featuring a floor-to-ceiling stone fireplace, exposed beams, and sliding glass doors that open to a wrap-around deck, perfect for seamless indoor to outdoor living. The dining area, surrounded by solarium-style windows, flows effortlessly into a spacious kitchen; ideal for everyday meals and entertaining alike. Two bedrooms and a laundry area complete the main level. Upstairs, discover 3-4 additional bedrooms, including a primary suite, offering a peaceful retreat after a long day. A lofted space at the landing provides the perfect spot for a home office or study. Additional highlights include central A/C, oversized 2-car garage, new roof 2023, solar panels (owned), and an expansive deck; ideal for summer gatherings. Short stroll to Shell Beach and Leetes Island. Recently painted interior and newly refinished floors.

11 Island Bay Cir, Guilford
82 State St, Guilford
$945,000
6 Beds ⋅ 4 Baths ⋅ 24133644 MLS
Rare opportunity to own an in-town retreat just steps from the historic Guilford Green. This unique and well maintained two-family home offers a combination of flexibility, charm, and outdoor space that is nearly impossible to find this close to town. Whether you're seeking multi-generational living, rental income, or a lifestyle property with room to spread out, this home delivers exceptional versatility. The true standout is the expansive, level backyard-an exceptional oasis featuring a rock garden, two professionally installed putting greens, and a large workshop with electricity. It's a space that invites relaxation, recreation, and creativity all in one, offering a sense of privacy and retreat rarely found in an in-town setting. Inside, the home offers 6 bedrooms and 4 full baths across two units, with a layout that provides defined living spaces and flexibility for a variety of living arrangements. The main residence spans two levels and lives like a single-family home, offering 4-5 bedrooms and 3 full baths, along with dining spaces, a wood burning fireplace, eat-in kitchen, walk in pantry with wet bar. The upper level has a cozy, cottage-like feel with lower ceilings heights, creating inviting intimate spaces ideal for bedrooms, quiet retreats or work from home offices. A separate-entry, second unit provides additional flexibility, with 1-2 bedrooms, full bath, eat-in kitchen-ideal for rental income, guests, or multi-generational living.

82 State St, Guilford
64 Boston St, Guilford
$940,000
3 Beds ⋅ 2 Baths ⋅ 24134042 MLS
Built in 1845, this in-town colonial is located four doors down from the Guilford Green. Originally, a single-family home, it was a two-family dwelling for many years and more recently, a combined residence and home law office, it could now be either a one-family home, a two-family home or a home office. It includes a stunning first floor consisting of a formal living room, dining Room, family room, first floor bedroom, full bath with shower in tub and room for a nicely sized kitchen which would need to be installed. There is a stairwell to the second floor and a bonus room and mudroom providing access to both a fenced-in yard and the attached large garage. Two rooms on the first floor have fireplaces that have not been used by the current owner but could potentially be reopened if desired. The first floor is also served by a town approved ramp entrance. In 2006 the previous three-room second floor was significantly expanded by a Nelson Denny designed additions including a great room consisting of a large living room with high (10'to 14') ceilings, lots of windows and a belvedere providing natural light, as well as a gas fireplace, floor to ceiling bookshelves and cabinetry. The second floor can be reached by either a stairwell from the front door or a second stairwell providing access from the living room to a covered patio, fenced side yard and parking area. The dining area in the great room is equally spacious and perfect for either intimate meals or large dinner parties.

64 Boston St, Guilford
95 Fair St, Guilford
$925,000
3 Beds ⋅ 3 Baths ⋅ 24159421 MLS
Enjoy in-town living! This charming home is just a block and a half from the Guilford green and all the town center has to offer - including shopping, dining, library. Located in the historic district on Fair Street - one of Guilford's treasured neighborhoods of architecturally diverse antique homes. Wide board floors, custom wooden shutters. Large fireplace with stone hearth provides a family room focal point. Charming antique details merge with newer touches including an updated kitchen with soapstone counters and a renovated primary bath. 3 bedrooms, 3 full baths - including one on the first floor. A separate 23 x 13 flexible use outbuilding - studio, office, rec room. A 20 x 23 two story barn provides for ample storage and could be used as a 2 car garage. A screened porch and 2 open decks invite outdoor living. Private expanse of back yard, room for gardens, entertaining, and play. Large mud room. Public water. Marina, beach, train, commuting routes nearby.

95 Fair St, Guilford
42 Mill Stone Dr, Guilford
$900,000
4 Beds ⋅ 3 Baths ⋅ 24160204 MLS
Mordecai-built home on a picturesque 1.38 acre lot, offering timeless craftsmanship, thoughtful updates, and a seamless blend of formal and casual living spaces. A circular driveway leads to a welcoming covered front porch and entry foyer that opens to a living room featuring a wood-burning fireplace, dentil molding, and beautiful Brazilian cherry wide-plank flooring. The formal dining room continues the elegant aesthetic with wide-plank floors, a bump-out window, and detailed millwork; an ideal setting for entertaining. The updated eat-in kitchen features newly installed hardwood flooring, a center island, quartz countertops, tiled backsplash, and custom built-ins including a dedicated tea/coffee bar. High-end appliances complete the space, which flows into the inviting family room with wide-plank floors, exposed beams, built-in bookcases, and a wood-burning fireplace with insert; perfect for cozy New England evenings. The main level also features a spacious master bedroom with its own wood-burning fireplace, walk-in closet, and full bath. Upstairs, you'll find three generous bedrooms with hardwood flooring, a full bath with tub/shower combination, and a large laundry room. From the second-floor landing, access the covered porch. A light-filled four-season sunroom provides additional living space and serves as a favorite gathering space for evening relaxation with views of the backyard.

42 Mill Stone Dr, Guilford
401 Three Corners Rd, Guilford
$900,000
3 Beds ⋅ 3 Baths ⋅ 24164799 MLS
Just minutes to downtown Guilford, this striking 4 bedroom contemporary offers exceptional living space & bold architectural design. A dramatic floating staircase & soaring ceilings create an unforgettable first impression the moment you enter. The expansive great room is the heart of the home, featuring a stunning floor to ceiling fireplace, walls of glass that fill the space with natural light, and an open dining area perfect for everyday living and entertaining. Glass doors lead to an oversized deck overlooking a breathtaking, private backyard, creating seamless indoor and outdoor entertaining The newly completely remodeled custom kitchen is a true showpiece with abundant cabinetry, a massive center island, and dramatic waterfall countertops that combine beauty and function. Additional flexible living space includes an oversized family room or library with double walls of custom built ins, ideal for book lovers, or work from home setup. From here, step directly into the inviting screened porch that extends your living space outdoors. The second floor features 4 plus bedrooms and two beautifully updated bathrooms. The spacious primary suite includes an adjoining bonus room perfect for a home office, yoga studio, dressing room, or private sitting area. This exceptional home offers style, space, and versatility in an unbeatable location just minutes to the train, major highways, beaches, restaurants, and the historic Guilford Green.

401 Three Corners Rd, Guilford
no property photo
$890,000
4 Beds ⋅ 4 Baths ⋅ 24140479 MLS
Privately nestled on a corner lot of a serene cul-de-sac abutting West Woods, this one-of-a-kind contemporary stuns with striking architecture, bold volume, and a flair for entertaining. Designed for those who crave beauty, light, and connection, the home offers 3,246 SF above grade plus a 1,280 SF finished lower level-an inspired canvas for art, music, and gatherings that flow seamlessly from indoors to out. A dramatic foyer opens to soaring ceilings and walls of custom glass, where sunlight dances across sculptural lines and lush gardens beyond. Every space tells a story-intimate nooks for quiet conversation balanced with expansive rooms meant for celebration. The chef's kitchen is a showpiece: African Sapele wood cabinetry, granite counters, double ovens, induction cooktop, and dual sinks create a space as functional as it is beautiful. A breakfast area opens to a two-tiered deck framed by the forest-perfect for candlelit dinners or Sunday brunch. Upstairs, two primary-suite options invite flexibility for hosting guests or creating private dual sanctuaries. The lower level extends the lifestyle with a recreation room, lounge, and laundry, served by dual staircases. Recent updates include a renovated powder room, four new split systems, EV charging, generator, and central vac. Minutes to the Guilford Green and a short drive from New Haven or NYC, this home is a true conversation piece of modern architecture-where creativity, comfort, and connection converge.

522 Peddlers Rd, Guilford
874 Nut Plains Rd, Guilford
$889,900
3 Beds ⋅ 3 Baths ⋅ 170591998 MLS
Introducing an exquisite gem nestled just a couple miles from our charming Town Green - the epitome of modern living awaits you in our brand-new, 3-home subdivision. These homes represent a harmonious blend of contemporary aesthetics, soaring ceilings, 8ft windows, and a sense of elegance, designed to captivate both your senses and your heart. Step into a world of refined luxury as you explore our thoroughly modern floorplans. Thoughtfully crafted to harmonize with your lifestyle, these homes offer a seamless transition from indoors to the outdoors, perfect for those who crave nature. Elevating the concept of convenience and sophistication. Picture yourself in the heart of a beautifully designed space, where every room effortlessly flows into the next. A true masterpiece of architecture, our homes redefine the notion of spaciousness and comfort. Plus, with the added bonus of a Study/Office/Exercise room, you have the flexibility to tailor your space to suit your unique aspirations. Offering a haven of relaxation and rejuvenation. Developed with an eye to eco-friendly practices, these homes are built using sustainable and energy-efficient materials. Embrace a lifestyle that's not just luxurious, but also environmentally conscious. Deeded Common Driveway agreement. SPECS SUBJECT TO CHANGE

874 Nut Plains Rd, Guilford
575 Leetes Island Rd, Guilford
$876,000
2 Beds ⋅ 2 Baths ⋅ 24158873 MLS
Enjoy living in one of CT's most coveted historical treasures, the Pelatiah Leete House! Perched on a private, sweeping knoll with WATERVIEWS of Shell Beach Lagoon running into Long Island Sound, (located across the road) this Colonial Home is as close as one gets to genuine American History. Only 5 families have inhabited this 1710 English Post & Beam home that has survived Colonial Times & a chapter in the Revolutionary War. One of the first CT structures to be admitted to the National Register of Historical Places, NO building restrictions! Lovingly restored to its authentic past, this Crimson seaside beauty is an antique purist's dream come true! Attention to period details is evident: 4 Fireplaces (beehive ovens) Original Wide Board Chestnut Flooring, Built-Ins, Post & Beam Architecture, Corner Cupboards. Formal Dining Room, Parlor & large Living Room all w/Fireplaces; Den & 1st Fl Full Bath. Kitchen has wine cooler, Pantry & recently updated Carrara Marble counter tops. Dutch Door leads to gracious Patio. 2nd Level offers 2 Bedrooms & Updated, spacious full Bath & Laundry Room. *Town has 2 Bedrooms listed on field card b/c of septic size; the Den w/full Bath on 1st level and a Library on 2nd Level have been used as Bedrooms in the past* Crushed white stones & specimen plantings surround the 4 Garden Rooms magically located throughout the property. The Pelatiah Leete House marries American history with subtle, modern living. Mins to town & beach 2h drive to NYC & Boston

575 Leetes Island Rd, Guilford
20 Riverside Ct, Guilford
$875,000
4 Beds ⋅ 3 Baths ⋅ 24194162 MLS
Nestled at the end of a serene cul-de-sac in desirable West River, this move-in ready 4-Bedroom, 3-Bath Colonial offers an exceptional turn-key retreat on 2 private acres with direct views and access along the scenic West River. Thoughtfully updated and meticulously cared for, the home features high-end replacement windows and exterior doors throughout, as well as young, well-maintained mechanical systems for ultimate efficiency and peace of mind. Spanning nearly 3,000 sq. ft., the bright and flowing floor plan boasts 2 cozy fireplaces, sun-drenched living spaces, and a primary bedroom suite. Relax or entertain on the covered deck and patio while soaking in the quiet wooded grounds and tranquil river views. A full walk-out basement and a floored walk-up attic provide extensive storage or future expansion potential. Complete with central air, public water, and an attached 2-car garage. A true natural sanctuary just minutes from the historic Guilford Green, top-rated schools, beaches, and commuter routes!

20 Riverside Ct, Guilford
217 Stonehedge Ln, Guilford
$850,100
4 Beds ⋅ 3 Baths ⋅ 24168184 MLS
WELCOME to 217 Stonehedge Lane, a beautifully updated retreat set on nearly an acre where comfort, style, & year-round enjoyment come together effortlessly. Sunlight pours across the hardwood floors that flow throughout, creating a warm, seamless feel from the moment you step inside. The main living area offers a built-in entertainment system with an electric fireplace that brings both ambiance & cozy supplemental heat. The kitchen shines with granite countertops, modern hardware, mostly new stainless-steel appliances, & an easy connection to the dining room for everyday living & effortless entertaining. A brick woodburning fireplace anchors the inviting family room which opens to the renovated screened in porch, a dreamy spot to enjoy the outdoors without the bugs. Upstairs are four bedrooms including a serene primary suite with a remodeled full bath & double sink. The second full bath has been thoughtfully updated w/new flooring, vanity, lighting, & a glass shower tub door. A brand-new heat pump split system, installed just days ago, provides efficient heating & cooling throughout the seasons. The lower level features a full basement waterproofing system, sump pump, & large dehumidifier, offering peace of mind & future finishing possibilities. Outside, your private oasis awaits with an inground pool, newly replaced concrete decking, upgraded pump, newer liner, & two sheds with one transformed into a charming poolside dressing area. All within an award-winning school system!

217 Stonehedge Ln, Guilford
2 Greenwood Ln, Guilford
$850,000
5 Beds ⋅ 4 Baths ⋅ 24185851 MLS
Positioned on a premier corner lot at the end of a quiet cul-de-sac with 3.19 private acres, this exceptional 5-bedroom, 3.5-bath Colonial is being reintroduced with a significant improvement package. A dramatic two-story foyer welcomes you into over 4,000 square feet of thoughtfully designed living space. Hardwood floors, abundant natural light, and a wood-burning fireplace anchor the main level. The vaulted kitchen features skylights, custom cabinetry, quartz countertops, stainless steel appliances, and a large center island perfect for entertaining. 2 bedrooms feature en-suite baths, including a luxurious primary suite with a spa-inspired marble bath and custom glass shower. Additional bedrooms are generously sized with ample closet space and natural light throughout. The finished lower level offers flexible space for recreation, fitness, media, or home office use, while the attached two-car garage provides convenience and storage. Minutes from Guilford Green, shoreline amenities, marinas, restaurants, and top-rated schools, this property has it all!

2 Greenwood Ln, Guilford
140 Wildrose Ave, Guilford
$850,000
4 Beds ⋅ 3 Baths ⋅ 24126813 MLS
Beautifully updated Cape Cod with a dreamy wraparound covered porch offering 3/4 bedrooms, including a highly desirable first-floor primary suite. Every detail has been thoughtfully designed to blend comfort, functionality, and style. At the heart of the home is a chef's kitchen featuring custom cherry cabinetry, brass hardware, high-end appliances, a pantry, and endless storage. From the kitchen, step into the mudroom for everyday convenience, or head outside to the paver patio, perfect for outdoor dining and entertaining. The spacious living room is filled with natural light from dramatic two-story windows and anchored by a wood-burning fireplace capable of heating the entire home. Anderson French doors open to a new private deck overlooking beautiful gardens, creating a peaceful retreat. The flexible layout offers plenty of room for everyone-whether you need a fourth bedroom, home office, or guest space. The main level also includes a full bath and a convenient laundry room. Upstairs, you'll find two additional bedrooms and a remodeled full bath. The basement features a workshop, a versatile office/yoga studio, along with unfinished space you can tailor into the ultimate family room. Set south of Route 1 in the desirable A.W. Cox School District, this home is close to Guilford's historic town center, Chaffinch Island Park, and scenic hiking trails. With so many thoughtful updates inside and out, this Cape Cod is truly move-in ready.

140 Wildrose Ave, Guilford
15 Briarwood Dr, Guilford
$850,000
4 Beds ⋅ 4 Baths ⋅ 24128358 MLS
Located at the entrance of a quiet cul-de-sac, this expansive contemporary Cape sits on over an acre and offers 4 bedrooms and 2 full and 2 half baths. The first-floor primary suite and open-concept layout provide flexible living options. Features include an indoor 10ft-deep saltwater pool with sauna, a loft ideal for an office or den, and both attached and detached two-car garages, one with an EV charging station. Additional highlights include updated mechanicals, privacy fencing, and potential expansion space above the garage. Conveniently situated near Bishop's Orchards, Guilford High School, marinas, golf, restaurants, and the town beach, this home offers exceptional versatility, comfort, and location.

15 Briarwood Dr, Guilford
16 Village Cir Unit 16, Guilford
$849,825
2 Beds ⋅ 3 Baths ⋅ 170607057 MLS ⋅ Village On State BLDG.
Welcome to Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. The road for the development has recently been paved! Several floor plans are available to choose from which allow for primary bedroom suites on the first or second floor, spacious eat-in kitchens with beautiful cabinetry, granite countertops and stainless steel appliances. The Brookmeade model is just one example. On the main floor, there is a large great room and dining room which is perfect for entertaining. On the upper level you will find the primary bedroom suite along with a spacious second bedroom and 2 full baths along with a large loft area. This model features 2,246 square feet of beautiful living space. Village on State is walking distance to the historic Guilford Green, shopping, restaurants, the town library and community center. The stunning townhomes will have the ultimate curb appeal. On the exterior will be black windows, black metal roof accents a mix of siding styles and beautiful decorative stone. Specification sheets for appliances, vendors and professionally chosen interior finishes will be posted.

16 Village Cir Unit 16, Guilford
11 Covey Xing, Guilford
$845,000
4 Beds ⋅ 4 Baths ⋅ 24156081 MLS
Opportunity to enjoy privacy and space in one of Guilford's convenient locations. Tucked away on a private cul-de-sac just minutes from the historic Guilford Green, this 4 bedroom, 4 full bath Colonial perched on a lightly wooded 2.16-acre lot with serene views, this home features light-filled interior spaces, a flowing floor plan with hardwood floors, crown molding, and recessed lighting throughout. The kitchen with granite countertops, center island, pantry, and S.S. appliances, opens to an eat-in area with slider to an incredible enclosed porch that spans the length of the home; perfect for dining, relaxing, and enjoying the lovely gardens and natural surroundings. Multiple living spaces include a formal living room with a cozy wood burning fireplace, an inviting family room with wood stove, and a formal dining room with a large Bay window. Upstairs you'll find the master en-suite offers a private retreat with a walk-in closet and an adjoining office or sitting room; perfect for today's work-from-home lifestyle. Three additional bedrooms, a second full bath, and laundry room. The finished lower level provides additional flexible living space, ideal for a home gym, media room, or guest area. Additional features include a 2-car garage, walk-up attic, central A/C, security system, and electric dog fence. This home delivers a peaceful setting while close to shopping, restaurants, town beach, marina, and major commuter routes. Less than 15 minutes to New Haven.

11 Covey Xing, Guilford
7 Village Cir Unit 7, Guilford
$836,475
2 Beds ⋅ 3 Baths ⋅ 24051778 MLS ⋅ Village On State BLDG.
Welcome to 7 Village Circle! An "Under Construction" end unit in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 18 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the Primary bed/bath with a full tiled shower, a kitchen with stylish white cabinetry and Quartz counter tops, large Great room and Dining room which is perfect for entertaining, a half bath and laundry room. On the upper level you will find a spacious second bedroom with a full bath and walk in closet, a study and a large loft area. This model features 2,197 square feet of beautiful living space. Village on State is a short distance to the historic Guilford Green, shopping, restaurants, the town library and community center. These stunning townhomes will have the ultimate curb appeal. On the exterior will be black windows, black metal roof accents, a mix of siding styles and beautiful decorative stone.

7 Village Cir Unit 7, Guilford
51 Sugar Loaf Rd, Guilford
$826,000
4 Beds ⋅ 4 Baths ⋅ 24166693 MLS
Idyllic setting in a peaceful North Guilford neighborhood, just minutes to Melissa Jones School. This beautifully maintained 4 bedroom, 3 1/2 bath Colonial offers the perfect blend of classic charm and modern updates, set on a lightly wooded, private 2-acre lot. Inside, you'll find a functional light-filled layout featuring a living room w/gas fireplace and dining area, an inviting family room with a wood-burning fireplace, and hardwood floors throughout. The remodeled kitchen showcases stylish finishes and opens seamlessly for everyday living and entertaining. Renovated bathrooms add a fresh, contemporary feel. The finished third floor bonus space with A/C via a split system provides flexibility; ideal for a guest room, home office, or playroom. The finished walk-out basement with full bath offers an additional 736 SF of living space. Enjoy the outdoors from the oversized screened porch overlooking the serene yard and wooded backdrop, or relax by the recently installed above-ground pool with surrounding deck and outdoor shower; perfect for summer fun. For those seeking a bit of homesteading, a chicken coop is ready for your own fresh eggs. NEW roof 2023, whole house generator. A truly special property offering space, updates, and a tranquil setting... don't miss this gem!

51 Sugar Loaf Rd, Guilford
8 Antoinette Ln, Guilford
$820,000
4 Beds ⋅ 3 Baths ⋅ 24188126 MLS
Highest & Best due by Wed., 7/8 at Noon.At the end of a private cul-de-sac sits this well maintained 4-bedroom 2.5 bath Colonial. Perfect for entertaining, this home has a classic center hall layout that has an open feel with nicely sized rooms throughout. The sun-filled family room has newly installed hardwood floors with a wood stove which opens to the newly remodeled kitchen with Cherry Cabinets, Quartz counter tops and stainless appliances. The large dining room with a bay window opens to the formal living room and has views of the large level backyard and offers custom moldings. Upstairs are four very generous bedrooms; the Primary bedroom offers a large walk in closet and has an updated bath with quartz counter tops and a large walk in tiled shower. Three additional bedrooms are serviced by large family bath. A full unfinished basement could easily be finished for additional living space if needed. The backyard is private and accessed off the kitchen with a new composite deck and fire pit area - could easily accommodate a pool if desired. Recent updates also include newer Marvin Integrity Windows and a newer Architectural roof (2016). This home has direct access to Bitner Park with miles of hiking trails, disc golf course, pickle ball courts, skateboard park, soccer and baseball fields. Perfectly central to all things Guilford, this home is just .8 miles to the Baldwin Middle School and 1.1 miles to the State of the art Guilford High School. Easy access to I-95.

8 Antoinette Ln, Guilford
95 Thankful Stow Rd, Guilford
$820,000
3 Beds ⋅ 3 Baths ⋅ 24181082 MLS
Tucked away at the end of a peaceful cul-de-sac in sought-after Sam Hill area, this architecturally distinctive contemporary offers a rare blend of privacy, natural beauty, and convenience. Set on over 2 private, lush acres just one mile from the historic Guilford Green, this home is a true retreat. Walls of glass fill the home with natural light and frame picturesque woodland views. The dramatic living room features soaring 17-foot ceilings, stunning two-story walls of glass, a fireplace, and two sliders leading to a spacious deck overlooking the serene setting. A cozy reading nook and open flow to the dining room make the space ideal for everyday living and entertaining. The eat-in kitchen features a center island and sunny breakfast area surrounded by windows. Two staircases enhance the home's unique design, including one providing direct access between the kitchen and primary suite. The flexible floor plan includes a spacious main-level studio that can easily serve as a first-floor bedroom, allowing for one-level living. Upstairs, the primary suite offers a full bath and sliders to your private balcony overlooking peaceful wooded vistas. An adjacent loft makes a perfect home office. A second bedroom and full bath complete the this level. The walk-out lower level offers additional heated sf for recreation or gym. Bonus features include city water, upgraded electrical, newer mini split A/C, minutes to Guilford beaches, dining, shops & highways! A Must See. Hurry!

95 Thankful Stow Rd, Guilford
181 Denison Dr, Guilford
$820,000
3 Beds ⋅ 3 Baths ⋅ 24135680 MLS
TRI LEVEL CONTEMPORARY NEAR BISHOP'S ORCHARDS! Embrace effortless indoor-outdoor living in this thoughtfully updated 3-bedroom, 2.5-bath tri-level home set on a private 1.47-acre retreat. Built in 1980 and enhanced over the years, this 1,764SF home showcases an open concept designed to capture natural light and connect to the surrounding landscape. Step outside to your own private oasis featuring a sparkling in-ground vinyl pool and an expansive IPE multi-level deck -perfect for entertaining, dining alfresco, or simply unwinding while overlooking the tranquil and very private wooded setting. Nature lovers will appreciate direct access to West Wood hiking trails, offering miles of scenic paths right from your backyard. The home offers 3 bedrooms, with the Primary Suite on the top floor. The ground level hosts a Playroom (with fireplace), Art Room, 1/2 bath and laundry. The fabulous Kitchen, remodeled in 2010, offers quartz counters, maple cabinets with custom glass inlays, multi-level counters, 3 large windows overlooking the backyard and stainless appliances. Modern convenience meets sustainability with owned solar panels, significantly reducing energy costs while minimizing your environmental footprint. This home offers the rare combination of contemporary design, outdoor recreation, and eco-conscious living-all in a serene, natural setting. MUST SEE!

181 Denison Dr, Guilford
95 Joseph Dr, Guilford
$820,000
5 Beds ⋅ 4 Baths ⋅ 24127224 MLS
Nestled on a serene 2.19-acre lot at the end of a cul-de-sac on a private road, this Colonial is flanked by similar homes, offering a peaceful and picturesque setting. Featuring 4 bedrooms and 3.5 baths across three finished levels. A circular driveway and paver walkway lead to a charming covered front porch; perfect for morning coffee or welcoming guests. Inside, the foyer opens to a living room with a wood-burning fireplace and stone surround, flowing into the dining area and kitchen. The light-filled kitchen features custom Crystal Cabinet Works soft-close cabinetry, soapstone countertops, stainless steel appliances, including a Viking Professional double oven with 6-burner cook-top, and a center island. Additional main-level highlights include a dedicated home office, formal dining room with French doors, powder room, and laundry room. A secondary staircase leads to a versatile bonus room; perfect for a second office, guest space, or recreation area. Upstairs, the master bedroom includes a full bath and walk-in closet. Three additional bedrooms and another full bath complete the upper level. The walk-up attic offers a partially finished space, ready for your vision. The walk-out lower level adds an additional 761 sq ft of finished living space, including a full bath, perfect for a home gym, media room, or an overnight guest. Enjoy outdoor living with a large, private backyard, expansive IPE deck, patio, and outdoor kitchen; perfect for entertaining all summer long!

95 Joseph Dr, Guilford
216 Bluff View Dr, Guilford
$815,000
4 Beds ⋅ 3 Baths ⋅ 24185800 MLS
Bluff Head Estates! Picture your perfect summer evening: pool lights glowing, a warm breeze, and friends laughing around a fire pit on a massive deck-welcome to 216 Bluff View Drive. Tucked away in Guilford's desirable North Guilford Neighborhood, this 4-bedroom, 2.5-bath open-concept Colonial delivers 3,410 square feet of pure comfort across two beautifully styled levels. The home boasts timeless Connecticut Shoreline curb appeal, situated on nearly an acre of manicured property. Step inside to find rich updated floors, two fireplaces, central air, and four bright skylights that keep the vibe light and airy. But the true showstopper is the backyard oasis. The sprawling multi-level deck wraps around an above-ground pool, built for epic daytime entertaining. When night falls, the atmosphere shifts completely as the lower lounge area comes alive with cozy string lighting and a sleek gas fire pit table. Rounded out by practical perks like a full basement, attached garage, and raised garden beds, this home is engineered for relaxation. Plus, you're just minutes from the historic Guilford Green, local coastal dining, the marina, Jacobs Beach and Lake Quonnipaug around the corner. Come experience places like Dudley Farm Market, Lakeside Feed, Bluff Head Trails, Nut Plains Farm, as well as our Guilford Green, shops, restaurants and so much more! This is Shoreline living built for how you actually want to spend your weekends. Professional pics will be coming on thursday.

216 Bluff View Dr, Guilford
425 Schoolside Ln, Guilford
$801,000
4 Beds ⋅ 3 Baths ⋅ 24184271 MLS
Welcome to 425 Schoolside Lane, Guilford. A beautifully maintained 4-bedroom, 3-bathroom home nestled in a highly desirable neighborhood. Freshly painted throughout, this spacious residence offers the perfect blend of comfort, functionality, and outdoor living. Step inside to discover gleaming hardwood floors, granite countertops, and a warm, inviting fireplace that serves as the heart of the home. The thoughtfully designed layout includes a dedicated office space for remote work, a versatile bonus room ideal for a playroom, gym, or media room, and generous living areas perfect for everyday living and entertaining. Enjoy your morning coffee or evening gatherings in the screened-in porch overlooking the expansive, fully fenced backyard. Outdoor enthusiasts will love the above-ground swimming pool and the enormous yard, offering endless opportunities for recreation, gardening, and relaxation. Additional highlights include a spacious 2-car garage, ample storage, and a location that combines neighborhood charm with convenient access to Guilford's schools, shopping, dining, and shoreline attractions. Just around the corner from Guilford High School and mins from downtown Guilford Green, the train, and 95 make this home location perfect for any traveler. Don't miss the opportunity to make this move-in-ready home your own.

425 Schoolside Ln, Guilford
838 Little Meadow Rd, Guilford
$795,000
3 Beds ⋅ 3 Baths ⋅ 24190703 MLS
Welcome to 838 Little Meadow Road in Guilford! Built in 2015 and meticulously maintained, this 3-bedroom, 2.1-bath Colonial offers the perfect combination of modern comfort, thoughtful design, and an ideal location. Hardwood floors flow throughout, while high ceilings, crown molding, and abundant natural light create a warm, inviting atmosphere. The bright white kitchen features Frigidaire Gallery stainless steel appliances and opens seamlessly to the dining room and family room, creating the open-concept layout today's buyers desire. A practical mudroom entry from the attached garage offers a built-in bench, closet, and convenient half bath. Upstairs, the spacious primary suite includes a walk-in closet and master bath, while two additional bedrooms feature hardwood floors and ceiling fans. A generous bonus room with a large walk-in closet provides flexible space for a playroom, media room, or potential fourth bedroom, as the septic system was designed accordingly. A second full bath and laundry room complete the upper level. The full dry basement offers exceptional storage and potential for future finished living space. Outside, enjoy a sprawling backyard complete with a Kloter Farms shed, swing set, and a mature mulberry tree that produces delicious seasonal fruit. Ideally located in the sought-after Guilford Lakes School district, just minutes from the historic Guilford Green, I-95, and Goose Lane medical facilities, this move-in ready home is one you won't want to miss!

838 Little Meadow Rd, Guilford
368 Boston St, Guilford
$785,000
3 Beds ⋅ 3 Baths ⋅ 24147251 MLS
Fabulous 3 family home completely updated- nothing to do but collect the rent! Three 1 bedroom units that have all been fully renovated with new windows, baths, kitchens, paint, central air, roof, landscaping and new engineered septic - everything has been done! All units have individual entrances, two are on the 1st level and the third unit is on the second level. Professionally landscaped throughout the property includes new walk way, patios (2) with pergolas, newly planted boundary landscaping on both property lines. Walking distance to the Guilford Green, and town beach and marina. Great opportunity!

368 Boston St, Guilford
122 Ridgeview Cir, Guilford
$780,000
4 Beds ⋅ 3 Baths ⋅ 24175520 MLS
Tucked away at the end of a quiet cul-de-sac in Guilford's Meadow Hills neighborhood, this beautifully maintained 4-bedroom Garrison Colonial offers the perfect blend of privacy, natural beauty, and neighborhood charm. Set on a picturesque 1-acre lot and surrounded by Guilford Land Trust property, the setting feels peaceful and secluded while still being part of a welcoming community known for its scenic surroundings, neighborhood pond association, and convenient location. Enjoy tranquil views, mature landscaping, and a true backyard oasis designed for both relaxation and entertaining. The expansive level yard is framed by mature trees and natural surroundings, creating exceptional privacy for outdoor living. Spend summers enjoying the in-ground pool with spa, host gatherings on the spacious deck, or unwind in the screened porch overlooking the serene backyard retreat. Inside, the home features an open and inviting floor plan with hardwood flooring, cathedral ceilings, and a striking stone fireplace that anchors the main living space. The updated kitchen offers granite countertops, stainless steel appliances, and excellent flow for everyday living and entertaining alike. Spacious bedrooms provide comfort for family and guests, while the versatile lower level includes a family room, full bath, and bedroom-ideal for guests, an au-pair setup, home office, or multi-generational living. Additional updates include a newer roof and central air conditioning on the second floor.

122 Ridgeview Cir, Guilford

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