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$1,100,000
5 Beds ⋅ 5 Baths ⋅ 24009783 MLS
Discover the epitome of refined living in this meticulously crafted custom home, nestled on nearly 4 acres of picturesque grounds within Guilford's desirable West Lake estate community where residents can enjoy many lakeside activities; kayaking, swimming and fishing off the large dock. Boasting an enchanting open floor plan, this residence is distinguished by its exquisite architectural details, including rustic beams and soaring 10-foot ceilings adorned with floor-to-ceiling transom windows, seamlessly integrating the outdoors with the interior spaces. Step into the heart of the home, where a gourmet kitchen awaits with granite countertops and a center island, flowing effortlessly into a sunlit breakfast nook with sliders opening to a deck, perfect for alfresco dining and entertaining. The adjacent living room features a double-sided gas fireplace, infusing warmth and ambiance throughout the main level. There is a stunning dining room to host special meals, while the garage has been thoughtfully converted into main floor living quarters, perfect for guests or an in-law suite. Upstairs, the primary bedroom sanctuary awaits, adorned with exposed wood beams and a luxurious en suite bath and sitting areas, providing a serene escape. Three additional generously sized bedrooms, all with bathrooms, offer comfort and versatility. Conveniently located near Guilford's amenities and commuter links, this exceptional custom-built property offers the allure of lakeside living everyday.

101 Lynn Dr, Guilford
$1,100,000
4 Beds ⋅ 5 Baths ⋅ 24041337 MLS
This stunning contemporary Cape home has it all, including a location that's close to town! The quality of the construction is evident when you view it, so it's no surprise that it was built for a renown local builder, Larry Brown. The lot is gorgeous and the new owners have enhanced the outdoor space by adding a Pergola, shed, and irrigated flower and vegetable gardens. There are plenty of wow features including a large front porch, 2 story foyer, walk-in bay windows, stone faced wood burning fireplace, a tiled floor sunroom, and wet bar with a wine chiller. The layout is hard to beat with a first floor primary bedroom, and a first floor office/bedroom with built-ins, two ensuite bedrooms on the second floor, plus a second floor family room with access from a second staircase from the mud-room or from the second floor. The eat-in kitchen has a breakfast bar, tiled backsplash, and granite counters, and quality cabinetry. The dining spot for the kitchen is lovely with a wall of windows overlooking the magnificent yard. Stainless steel appliances include Viking double ovens and a propane cooktop. The walk-out basement recreation room is great for extra guests or an in-law space, as there's a full bath on this level too! You'll find plenty of storage between the multiple walk-in closets and unfinished space in the lower level. The three car garage has lots of room for your cars, bikes, and toys. Don't wait to step into your next home in the beautiful town of Guilford!

4 Franklins Way, Guilford
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 24050945 MLS
Welcome to Wingate! Stunning, custom built contemporary in the unique Wingate community by Little Harbor. This is a rare shoreline property that provides both lovely natural privacy and association rights to a private beach, boathouse, kayaking and mooring access in Little Harbor. This unique home is part of the private enclave of distinctive Wingate homes, conveniently located between Guilford Town Green and Stony Creek Village. This lovingly maintained home in a secluded natural setting, has seasonal marsh and water views. Featuring a grand entrance foyer, with high ceilings and huge windows, this home has beautiful hardwood floors throughout, oversized rooms, expansive living space and many custom-built details. Enjoy the warmth of a fire in the stone fireplace in the cozy den with views into the sunroom and the natural beauty beyond. The spacious deck off the sunroom provides wonderful outdoor space to relax and enjoy the natural beauty of the almost 2 acres that surround this special property. The home is ideal for entertaining and family gatherings. Very large, unfinished basement with windows and French doors that open into the yard; it has wonderful possibilities. Easy access to Yale, New Haven and New York by car or train.

11 Wingate Rd, Guilford
$1,100,000
5 Beds ⋅ 4 Baths ⋅ 170600602 MLS
Not finding exactly what you want in this low-inventory market? Have it all with this well underway new construction located on a beautiful lot in an upscale cul-de-sac community with so many opportunities to customize and make it your own! This fabulous to-be-built home with all the features of a truly exceptional property offers 5 bedrooms, 3.5 baths and over 4000 sq ft of living space. Main level has gorgeous eat-in kitchen with walk-in pantry, expansive L-shaped quartz breakfast bar, office, dining room, and living room with sliders to the patio all with stunning red oak hardwood flooring throughout. Primary bedroom suite on the second floor has two walk-in closets and full bath with corner jacuzzi. Laundry room and four additional bedrooms each with walk-in closets and one with an attached full bath complete this level. Never worry about losing power with a whole house automatic generator and enjoy convenient charging port for plug-in vehicles in the 2-car garage. Wonderful location with the serenity of a property that borders Guilford Trust land while located just about 10 minutes from the town beach, commuter rail, and all the charming restaurants and shopping around the Village Green. Option to add an in-ground pool.

140 Chestnut Grv, Guilford
$1,078,000
3 Beds ⋅ 3 Baths ⋅ 24153979 MLS
Where gardens flourish and privacy surrounds you, this Moose Hill retreat offers a lifestyle rooted in beauty, nature, and quiet sophistication. Light-filled interior features oversized and bow windows, Hardie cement siding, and Marvin windows throughout. Extraordinary gardens showcase three-season blooms, perennial herbs, berry plantings, fruit trees, irrigation, and a fenced vegetable garden with raised beds. For the green thumb, lower-level grow lights extend the gardening season for early planting. Chef's kitchen with Caesarstone countertops, Wolf appliances, Sub-Zero refrigeration, and built-in dining. Separate family room addition designed as a destination space with wet bar, propane fireplace, and dramatic floor-to-ceiling stone chimney. French doors open to outdoor living areas. Brazilian Tigerwood decking, three-season porch, pool with diving board, and built-in Wolf grill center-ideal for entertaining in a private natural setting with distant skyline views. Primary suite with heated floors and Jacuzzi tub, finished lower-level recreation space, three-bay garage, solar system, and whole-house Generac generator.

1800 Moose Hill Rd, Guilford
$1,076,000
4 Beds ⋅ 5 Baths ⋅ 24028656 MLS
Welcome to your dream home, just a 4-minute drive to the Guilford town green, shopping, dining & highway! This stunning residence is set in a cul-de-sac neighborhood. You'll find exquisite craftsmanship & attention to detail at every turn including handsome moldings, 9' ceilings, large windows that flood the home with natural light & refinished hardwood floors. The main level is designed for both functionality & elegance. A huge eat-in cherry kitchen with a large island, granite countertops & updated appliances is perfect for the culinary enthusiast. The kitchen opens to an expansive family room with a fireplace. Adjacent is a formal dining room featuring another fireplace. A gorgeous office with glass French doors offers the perfect solution to work from home. The first floor also offers 2 half baths & an incredible laundry/mudroom with a new washer/dryer. A second staircase leads up to an amazing, light-filled bonus room with yet another fireplace. The primary is a true suite, boasting 2 walk-in closets & a gorgeous full bath with a spa tub. The second floor continues to impress with 3 more bedrooms including a private guest suite with a full bath, 2 more oversized bedrooms and a third full bath. The spacious 3-car garage has extra storage. Outside, you'll find a large yard with an oversized deck & patio including a fire pit. For those with future expansion in mind, a walk-up attic & a walk-out lower level with high ceilings, offer endless possibilities.

31 Dover Ct, Guilford
$1,075,000
3 Beds ⋅ 4 Baths ⋅ 24094616 MLS
Tucked away on over 8 private acres and surrounded by nearly 600 acres of protected preserve, 140 Podunk Road is a rare modern country retreat just minutes from the Guilford Green. Built in 2012 with exceptional craftsmanship, this custom Tidewater-style Cape offers just under 3,000 sq ft of thoughtfully designed living space, where timeless elegance meets nature's tranquility. The main level features a spacious primary suite with a private deck, perfect for morning coffee overlooking your own natural sanctuary. A flexible office or den and two full bathrooms offer versatility for work, guests, or multi-generational living. At the heart of the home is a striking two-story great room with a stone fireplace, seamlessly connected to a sun-filled, eat-in kitchen. Just off the kitchen, you'll find an oversized mudroom with a walk-in pantry, a half bath, and a private staircase leading to the bonus room over the garage - a layout that perfectly balances function and comfort. Truly a gem for modern-day living. French doors open to a double-height screened porch and expansive deck, creating an effortless indoor-outdoor flow ideal for seasonal enjoyment. Upstairs, a mezzanine landing overlooks the great room and connects two generously sized bedrooms and a full bath. The walkout lower level with 8' ceilings offers over 1,700 sq ft of storage space for future expansion.

140 Podunk Rd, Guilford
$1,075,000
5 Beds ⋅ 7 Baths ⋅ 24026269 MLS
Tucked away in a desirable cul-de-sac neighborhood, this expansive residence provides ample space to meet all your needs across its 4 levels of finished living space. Step into luxury as you enter the main floor, designed for effortless entertaining and comfortable living. The open floor plan seamlessly connects the living room (or office), dining room, and a chef's kitchen featuring a center island with granite countertops, wet bar with large walk-in pantry. Gather with loved ones in the cozy family room, complete with a gas fireplace, while overlooking the expansive Trex deck adorned with a charming wooden pergola-the perfect spot for al fresco dining. Featuring 5 generously sized bedrooms, with 4 of them boasting their own private bathrooms, this home ensures that everyone can enjoy their own space and privacy. Need even more versatility? Discover the spacious bonus room, accessible via its dedicated staircase, ideal for guests or in-home business. Ascend to the finished 3rd floor, offering yet another full bathroom, providing endless possibilities for customization. Unwind in the finished lower level, featuring a full bathroom & walkout access to a serene patio area. Rest easy knowing that this home is not only spacious but well maintained, with a new furnace recently installed and the septic system upgraded to accommodate five bedrooms in 2016. Convenient to all of Guilford's amenities while providing a peaceful sanctuary to call your own.

5 Chestnut Grv, Guilford
$1,075,000
4 Beds ⋅ 4 Baths ⋅ 24048791 MLS
Discover this lovely stucco and stone French Tudor home situated on a quiet cul-de-sac abutting Guilford Land Trust on a large two-acre lot, seasonally in bloom. Thoughtful architectural features include an impressive main entryway, vaulted ceilings, arched entrances, custom millwork, and Palladian windows. All upper floors are hardwood, except for marble tiled bathrooms and foyer. The first floor includes a living room with a wood and marble adorned fireplace, formal dining room, family room with another custom fireplace, laundry, first floor primary bedroom with ensuite bath including soaking tub. The chefs eat-in kitchen features stainless steel GE Monogram gas stove and fridge, granite countertops, large center island with built-in butcher block and wine fridge. The spacious rear deck faces quiet, protected town property. Come upstairs to discover three generous bedrooms and a recently upgraded full bath. The French doors of the yard-facing bedroom open to a small balcony overlooking picturesque property frontage. The basement floor is completely finished, adding significant versatility to the overall living space.

12 Laurel Hollow Rd, Guilford
$1,072,555
3 Beds ⋅ 4 Baths ⋅ 170613501 MLS
Surrounded by almost 600 ac. of the E. River Preserve, with 7+ miles of hiking trails, this 8+ acre nature lover’s private oasis offers a beautiful custom ‘Tidewater’ Cape with these features: A main level primary suite, complete with office/den and second full bath. The great room with two story stone fireplace is open to an eat in kitchen, designed for ease and as needed, full scale entertaining. A formal dining room for special occasions. Hickory flooring is found through much of the house. Pass through French doors to a dramatic double height screened porch connected to an open deck which overlooks a lower patio and peaceful unspoiled acreage. A central stairway leads to a second floor mezzanine open to below. This level has two generous bedrooms, one large full bath. Past the kitchen, adjacent to the laundry /mudroom area, is a private back stairway to a large play/office/guest space. A full basement (1700 sf+) with interior access, a french door walkout, and 8' ceilings begs to be finished as office space, playroom or home gym. Separate red barn, with over 900+ sf on 2 floors, includes 3 stalls, work areas and an upper loft, for all sorts of uses. Current owner is an avid gardener and the landscape and hardscape offered here highlight this remarkable 4 season retreat just 3.2 miles from the Guilford Green, easy to I-95.

140 Podunk Rd, Guilford
$1,067,500
3 Beds ⋅ 2 Baths ⋅ 24165690 MLS
Tucked away at the end of private Cedar Grove Road in the serene enclave of Tuttle's Point, this charming cedar shake classic cottage offers the kind of lifestyle most people only dream about. Perched high above the floodplain on a lush 1/3-acre lot, 59 Cedar Grove Road enjoys spectacular, million-dollar views of Long Island Sound, surrounded by mature perennial plantings in a secret garden setting. The home's three bedrooms and two full baths are thoughtfully arranged across approximately 1,500 square feet of warm, welcoming living space - plenty of room to relax, entertain, and truly settle in. Two bedrooms are located on the first floor, as well as a primary bath with a walk-in shower. The loft-like second floor suite, with sweeping views of the Sound, includes a large sitting area, full bath with tub and laundry room. The kitchen and baths were fully renovated in 2023, and new hardwood maple floors were installed throughout. An outdoor shower with cedar enclosure was added in 2024. In addition to all this, a detached garage and heated, renovated studio round out the property - perfect for a writer's study, playroom, or home office. Every major mechanical system has been updated, including ductless AC, a tankless water heater, gas fireplace-ready, Generac generator, casement windows, and a newer roof - move right in with complete peace of mind. This turn key house checks all the boxes: private beach rights, low taxes, stunning views all waiting for you!

59 Cedar Grove Rd, Guilford
$1,050,000
4 Beds ⋅ 4 Baths ⋅ 24186553 MLS
Nestled on 1.84 private acres in one of Guilford's most sought-after neighborhoods, 36 Feather Lane offers the perfect balance of comfort & timeless New England charm. This exceptional 4-bedroom, 3.5-bath residence boasts over 4,000 square feet of beautifully designed living space, thoughtfully crafted for both everyday living & effortless entertaining. From the moment you step inside, you'll be welcomed by abundant natural light, soaring ceilings, & hardwood floors that flow throughout much of the home. The chef-inspired kitchen serves as the heart of the residence, featuring generous workspace & an open layout that seamlessly connects to the surrounding living & entertaining areas. The spacious primary suite provides a peaceful retreat with an ensuite bath & a generous walk-in closet. Well-appointed secondary bedrooms offer comfort & privacy, while the finished lower level adds valuable flexible living space-ideal for a media room, home gym, recreation area, or guest accommodations. Outside, professionally landscaped grounds create a private oasis with plenty of room to relax, entertain, or simply enjoy the tranquility of the property. A spacious three-car garage provides ample storage & convenience. Located just minutes from Guilford's historic Town Green, beaches, marinas, shopping, restaurants, & major commuter routes, this move-in-ready home offers the rare opportunity to enjoy living in one of the shoreline's most desirable communities.

36 Feather Ln, Guilford
$1,050,000
4 Beds ⋅ 5 Baths ⋅ 170559595 MLS
This gracious Guilford Colonial checks all of the boxes! Walking distance to the village green? Check. Private location? Check. Main level in-law bedroom with full bath? Check. Primary and two additional bedrooms all with full en suite baths on upper level? Check. In-ground pool? Check. Elevator serving main, upper and basement levels? Check. So many other “must-haves” include 9 foot ceilings, hardwood throughout, expansive remodeled kitchen, spacious family room with gas fireplace, wet bars adjacent to kitchen/dining room and in recreation room, primary bedroom with huge walk-in closet and dry bar, sliders to the patio and pool, landscaped yard, three car garage, and so much more. This Guilford gem, built in 2002 and superior to newer construction, is close to shopping, highways, train station and other area amenities.

21 Mill Rd, Guilford
$1,050,000
4 Beds ⋅ 6 Baths ⋅ 24105617 MLS
This private estate is a rare sanctuary of refinement and serenity, nestled at the end of a long drive and abutting preserved conservation land with direct access to hiking and horseback riding trails right from your backyard. Just minutes from the Historic Green, where charming boutiques and top-tier dining await, the setting perfectly balances seclusion and convenience. A gracious brick-floored foyer opens to elegant yet livable interiors, including a library warmed by a wood stove and a formal dining room with fireplace. The expansive living room also features a fireplace and flows into a cozy den with a built-in office. The chef's kitchen is outfitted with Sub-Zero and Dacor appliances, with a sunny breakfast area and sunken living room leading to a patio and deck. A main-level bedroom suite offers flexibility, while the upper level hosts a luxurious primary suite with fireplace, marble bath, and dual walk-ins, plus two additional bedrooms, an office, and laundry. A walkout lower level includes a media room and full bath, and an elevator serves all levels. Encompassing nearly five acres of mature trees, terraced gardens, and thoughtfully designed grounds, the property offers ample space and privacy. Outside, enjoy a heated Gunite pool, spa, stone patios, and five garage bays-including a barn with loft-and room for a tennis court if desired.

604 W Lake Ave, Guilford
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 170598606 MLS ⋅ Benton's Knoll BLDG.
Welcome to Benton's Knoll! This coastal inspired gambrel colonial is located in an exquisite enclave of 14 homes nestled in a resort-like setting, where luxury meets tranquility. This stunning one year old home boasts timeless elegance and impeccable craftsmanship. Looking for the perfect retreat? Look no further than this charming property with a brand new freeform, salt water, heated pool and jacuzzi. The home offers a seamless indoor-outdoor living experience with three sets of sliders that lead to the back patio, pool and lanai. Inside, a wide open floor plan is perfect for entertaining, including a chef's kitchen with Wolf range, large living room with gas fireplace, an oversized laundry/mud room, three spacious bedrooms including a gorgeous first floor primary bedroom suite. This total package property offers a bit of nature and privacy, lush surroundings, low maintenance living and a fantastic Sachem's Head location.

3 Bentons Knl, Guilford
$1,050,000
5 Beds ⋅ 4 Baths ⋅ 24071343 MLS
Are you searching for a magnificent home in Guilford? Sitting proudly in the premier Lantern Hill subdivision, this beautiful 5-bedroom, 4 full bath center-hall colonial is the elegant home you've been looking for! Just minutes from the Guilford Green it boasts 5,886 square feet of luxurious living space, offering a bright and open floor plan with soaring ceilings, hardwood floors, and sophisticated details throughout. The gourmet kitchen features granite countertops, a wall oven, center island with gas cook-top, and a wet bar - perfect for entertaining. Among this home's features is the new main floor en-suite complete with a new full bathroom, two rooms with cathedral ceilings, a 3-car garage and two cozy fireplaces. Enjoy year-round serenity in the stunning glass-enclosed solarium. Upstairs, there are 3 bedrooms including a lux primary suite with an updated spa-like bath, large walk-in closet, and convenient laundry area. The fully finished lower-level walk-out includes a rec room, a 5th bedroom, and full bath. Additional highlights include the BRAND NEW ROOF, BRAND NEW FURNACE, new front walkway, a portico entrance, new back patio and a generator. This home is the perfect blend of space and style in a top-tier location - the possibilities abound! Close to I-95 and 90min from NYC.

14 Lantern Hill Ln, Guilford
$1,049,000
4 Beds ⋅ 3 Baths ⋅ 170593417 MLS
Highest and best due by Monday 9/4 at noon. Welcome to this elegant custom home located in a desirable cul-de-sac location. Designed and built with meticulous attention to detail, this house has been completely transformed by opening up rooms on the first floor, creating a welcoming and spacious atmosphere. From the moment you step inside, the quality craftsmanship and high-end materials are evident throughout. The main floor primary bedroom suite boasts a beautiful bathroom with laundry, walk-in closet, tray ceiling, and french doors that lead to a patio. The kitchen, the heart of the house, features cathedral ceilings, a butler's pantry, dedicated eating area, island, skylight, and top-of-the-line appliances. The custom quarter sawn oak cabinets are a true showstopper. The new expansive mudroom has built-ins, providing ample storage space. Above the garage, you'll find finished space with a separate entrance, perfect for a home office, guest suite, or additional living area. Additionally, a new lower level family room has been added to provide even more space for relaxation and entertainment This house effortlessly combines the feel of formal, top-notch luxury with easy livability. Located just minutes away from all the schools – elementary, middle, and high school – convenience is at your doorstep. Don't miss the opportunity to own this stunning home in a beautiful location.

20 Sunset Ridge Dr, Guilford
$1,040,000
4 Beds ⋅ 3 Baths ⋅ 24176990 MLS
Welcome to 474 State Street in Guilford! Built in 1999 and surrounded by rustic stone walls on a former sheep pasture, this elegant 4-bedroom home offers timeless architecture and design. An impressive exterior with stately columns, striking roof lines, mature landscaping, and a slate walkway lined with Belgian block creates a memorable first impression. Inside, the dramatic foyer showcases a soaring 24-foot cathedral ceiling and picture frame molding. The first floor features 9-foot ceilings and oak flooring with 4-inch planks throughout. The open kitchen is designed around a center island with an 8-burner double range, abundant cabinetry, and a sun-filled eat-in area. An elegant columned archway opens to a family room with wood-burning fireplace and a French door lead to the deck. A handsome study with bay windows and transoms overlooks State Street. The music room with 14-inch crown molding flows into the formal dining room through a graceful curved archway mirrored in the kitchen. Upstairs are 4 spacious bedrooms including a luxurious primary suite flooded with natural light that features a tray ceiling, stunning dressing room, and spa-like ensuite with soaking tub and double vanity. The finished lower level provides additional flexible living space for recreation, media or fitness . Embrace downtown living in a beautifully crafted home blending elegance, warmth, and charm close enough to walk to everything in Guilford, 1 mile to the Green, 2 miles to Long Island Sound.

474 State St, Guilford
$1,030,000
5 Beds ⋅ 3 Baths ⋅ 24110251 MLS
Stunning 5-Bedroom Contemporary Retreat on 2.71 Private Acres. This beautifully updated home sits on a peaceful interior lot in one of the area's most desirable neighborhoods. Surrounded by professionally landscaped perennial gardens and a lush wooded backdrop, the property offers exceptional privacy and direct access to the scenic Westwood trails; featuring 39 miles of walking paths across 1,200 protected acres. Inside, an open-concept floor plan is enhanced by abundant natural light, hardwood floors, and thoughtful updates throughout. The remodeled chef's kitchen features a large island with marble countertops, high-end appliances, and a dining area, and flows seamlessly to an expansive TREX wraparound deck through two sets of glass doors; perfect for indoor-outdoor entertaining or quiet relaxation. Enjoy cozy evenings by one of the two fireplaces, and retreat to the luxurious and private primary suite, which offers two spacious walk-in closets and a fully renovated bath with dual vanities and a tiled walk-in shower. Four additional bedrooms are located on the upper level. The finished walk-out lower level provides an additional 564 SF of flexible space for a home office, media room, or recreation area. Ideally located just minutes from the Guilford Green, town beach, marina, and Long Island Sound, with convenient access to commuter trains connecting to New Haven, New York, and Boston. This home offers the perfect blend of privacy, nature, and coastal New England charm.

204 Sam Hill Rd, Guilford
$1,025,000
4 Beds ⋅ 3 Baths ⋅ 24117004 MLS
35 Bayberry Lane-a stunning, newly rebuilt coastal retreat nestled in the highly sought-after Old Sachem Beach neighborhood. Just a short stroll from the peaceful shores of Joshua Cove, this modern 4-bedroom home offers 3,400 sq ft. of luxurious living space designed with both style & comfort in mind. The open-concept layout showcases wide-plank white oak hardwood floors, soaring vaulted ceilings & an abundance of natural light. Thoughtfully designed for versatility, the home offers true one-level living with the primary suite, main living areas & essential amenities on the first floor, while additional bedrooms for guests or family are located upstairs. Step through the front door & be greeted by a striking floating staircase in the foyer. The main level features a custom accent wall w/a sleek floating fireplace, a captivating focal point for the open living, dining & kitchen areas-perfect for entertaining. The kitchen offers custom cabinetry, a 10 ft island, quartz counters & high-end stainless appliances. Sliding glass doors lead to a paver patio, complete with stone walls & a built-in fire pit. Just off the kitchen, you'll find a stylish half bath & a laundry. The 1st floor primary suite features a spa-like bath with a walk-in shower, dual sinks & a soaking tub. Upstairs, 2 guest bedrooms share a well-appointed full bath, while the 4th bedroom is accessed via the floating staircase for added privacy. The finished basement expands your living space w/a wet bar & half bath.

35 Bayberry Ln, Guilford
$1,025,000
4 Beds ⋅ 4 Baths ⋅ 170594178 MLS
Welcome to the epitome of elegance and modern convenience in the heart of downtown Guilford! This stately 1850 colonial masterpiece with a contemporary flair was redesigned by world renowned architect Peter Kurt Woerner. Situated on a sprawling 2.5-acre lot, offering a rare blend of historic charm & urban accessibility. Located just steps away from the vibrant town green, charming shops, restaurants, library, community center, moorings & beach. Step inside to discover a spacious open layout that seamlessly unites the dining room, kitchen, and living room which creates an inviting ambiance that is perfect for both relaxed family living & entertaining. The kitchen is a chef's dream, boasting a thoughtfully updated design that includes a large central island, top-of-the-line stainless steel appliances, a stylish tiled backsplash, and exquisite granite countertops. A few steps up from the kitchen is the cozy living room with natural gas fireplace perfect for those cooler New England nights. This home offers 4 bedrooms, 2 full baths & 2 half baths. The primary suite features an ensuite with updated bathroom, walk-in closet and laundry area. Finishing off the second floor are three more bedrooms, along with another full bathroom. One of the most unique features of this residence is the front portion of the main level, which is currently utilized as office space. This versatile area holds immense potential, serving as an excellent canvas for a small home business,

100 Water St, Guilford
$1,024,400
5 Beds ⋅ 5 Baths ⋅ 24130262 MLS
Welcome to your private sanctuary in the historic town of Guilford. A timeless country estate like, professionally landscaped property with lush gardens and in ground pool. A truly unique 12 room 4800 sqft home includes 5 bedrooms 5 bathrooms a spacious kitchen with updated appliances formal living and dining rooms a cozy family room with stone fireplace and beautiful library with built-ins. Enjoy seamless indoor-outdoor living from the screened in porch overlooking the perennial gardens always in bloom. A private guest/in-law suite, complete with its own entrance, kitchen and bathroom can also serve as a rentable one bedroom apartment for added income or flexibility. With a three car garage and an ideal location in one of Guilford's most scenic areas this property offers country serenity just minutes from the town green, beaches and top rated schools.

214 Nortontown Rd, Guilford
$1,020,262
2 Beds ⋅ 3 Baths ⋅ 24139432 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 sqft of living space, full basements and 2 car garages. This unit has sweeping views of the grassland adjacent to the complex. This complex has stunning curb appeal with black windows,metal roof accents,and decorative stone. Interior finishes are above and beyond the norm with stylish kitchens and full tile baths.

22 Village Cir Unit 22, Guilford
$1,012,500
4 Beds ⋅ 3 Baths ⋅ 24108555 MLS
This stunning Light and Bright 9 room, 2517 SQ FT historic gem is located in the heart of Guilford on a small, quiet street mere steps from the charming Guilford Green. This spacious home was built in 1906, with room for 4 bedrooms, 2.5 fully remodeled baths and a huge 25X20 Bonus Room in the finished attic with additional unfinished space for expansion or extra storage. With a mix of historic charm and modern amenities, this comfortable, beautifully updated and meticulously maintained home has a curved front staircase as well as a second back staircase, wood floors, a large front porch and two smaller porches for relaxing and barbeques. There are 2 fireplaces, wood floors, built in china cabinet in the dining room, large pantry, book cases and built ins in the family room and a Palladian window on the second floor landing. There is a 2 car garage and a 15 x 13 finished studio with heated floors for use as an office, gym, workshop or playroom. There is also a stone patio off the studio, perfect for a fire pit. The spectacular yard has been lovingly nurtured and has the designation of a Certified Wildlife Habitat. There are beautiful trees, bushes and perennial flowers. The level yard is a private sanctuary of beauty and a wonderful space for kids to play. This home offers the convenience of natural gas heat, public water and is prewired for a generator. With its open floor plan, this lovely home is located in a highly desirable neighborhood and close to everything.

45 Graves Ave, Guilford
$1,010,000
4 Beds ⋅ 4 Baths ⋅ 24083574 MLS
Highest and best due by 2pm, 4/28. Set back from the road on a private, level 2.83-acre interior lot, this beautifully maintained Colonial offers the perfect blend of privacy and convenience to nearby amenities. A bright two-story foyer welcomes you with rich wood paneling and custom millwork that continues through the staircase and into a formal dining room. The renovated kitchen features soft-close cabinetry, a center island, stainless steel appliances, and a premium Viking stove. The open floor plan flows seamlessly from the kitchen into the sunny breakfast area and spacious family room, where gleaming refinished hardwood floors, a cozy wood-burning fireplace, and charming bay window with built-in seating invite relaxation. French doors lead to a private office complete with custom built-in bookshelves. Upstairs, the primary suite offers a walk-in closet and 2 additional closets and a spa-like bathroom with a jetted tub & separate shower. Three additional bedrooms include a private ensuite and a shared full bath. A bonus room with its own staircase, built-in shelving, and window seats adds flexible living space. A walk-up attic with windows is ready to be finished. Enjoy the benefits of a new roof with solar panels, propane HVAC system with updated mechanicals, tankless water heater, Trex deck with propane grill hook-up, & 3-car garage with epoxy flooring includes a Tesla charger, generator-ready, security system, and new shed.

445 Goose Ln, Guilford
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 24188995 MLS
Beautifully remodeled and updated, this c1874 beachside home blends New England charm with today's modern comforts. Set on a level 1/2-acre lot just steps from the beach, this light-filled 3 bedroom, 3 full bath home offers a coastal lifestyle with generous indoor and outdoor living spaces. The covered rear deck overlooks the expansive backyard and leads to a practical mudroom/foyer with an adjacent full bath w/shower and a walk-in pantry/storage area. The kitchen features quartz countertops, stainless steel appliances including a 5-burner gas cooktop, tile backsplash, soft-close dovetail cabinetry w/pantry & pull-outs. Just beyond, the living room features exposed beams and a beautiful stone gas fireplace, creating the perfect gathering space. The dining room features wide-plank wood flooring, bay window, and French doors opening to a three-season screened porch with TREX decking. An adjoining sitting room offers flexibility as a family room and flows into a home office with custom built-ins. Upstairs, the master bedroom features a cathedral ceiling, walk-in closet, full bath, and beach views. Two additional bedrooms offer maple hardwood flooring and water views, a full bath and laundry. A generous open space provides endless possibilities as a second office, den, playroom, or reading nook. The unfinished walk-up attic with high ceiling and water views offers potential for future expansion.

33 Seaside Ave, Guilford
$1,000,000
4 Beds ⋅ 3 Baths ⋅ 24179116 MLS
Rarely does a home of this caliber, offering both historical soul and "down-to-the-studs" modern luxury, hit the market in the heart of Guilford. 168 Union Street has been masterfully reimagined and completely renovated, offering a turn-key lifestyle where every detail has been addressed. From the newer roof, siding, and energy-efficient windows to the updated septic system, this home provides total peace of mind. Step inside to a bright, airy floor plan featuring a stunning designer kitchen, chic new bathrooms, and gleaming finishes throughout. The layout includes 4 spacious bedrooms, a dedicated home office perfect for remote work, and a seamless flow between the living and dining areas. Outside, the new stone patio serves as a private sanctuary, complete with bistro lighting and views of the sprawling lawn and a magnificent, renovated "post and beam" barn. This versatile structure features an upper level and is already equipped with electricity and a water conduit (ready for final hook-up)-offering incredible potential for a professional studio, workshop, or hobby space. A Unique Opportunity for the Visionary Buyer: 168 Union Street is being offered individually or in conjunction with the adjacent property, 208 Boston Street. Purchased together, these properties offer a rare chance to own a multi-generational family "compound," a live/work investment setup, or a primary residence with a high-end rental property next door. Whether you are looking for a luxury single-fam

168 Union St, Guilford
$1,000,000
3 Beds ⋅ 4 Baths ⋅ 24176260 MLS
Nestled high on a quiet, highly private 2-acre hilltop lot, 83 Jacobs Lane offers a rare blend of peaceful seclusion, natural beauty, and shoreline convenience. Bordered on the west by a large stream-fed pond and on the east by dramatic granite cliffs, the home enjoys spectacular water and woodland views from nearly every angle. Watch blue herons, egrets, turtles, and other wildlife from the wraparound deck, and listen to bullfrogs on summer evenings. Large windows throughout fill the home with natural light. Thoughtfully updated and serviced by city water, the flexible floor plan includes a beautiful 2nd-floor primary suite with walk-in closets, built-in window seat overlooking the pond, private balcony, and spa bath with soaking tub. A second primary bedroom suite on the main level offers excellent versatility for guests, multigenerational living, or single-level convenience. Upstairs, a large vaulted room with windows on three sides and its own exterior entrance is ideal for a home office, studio, or creative retreat. Despite its deep sense of privacy, this exceptional property is just 0.7 miles from the historic Guilford Green's shops, restaurants, and cafes, 2 miles to the town beach, 1.2 miles to the train station, and 0.7 miles to West Woods trails. A peaceful natural sanctuary minutes from the best of Guilford.

83 Jacobs Ln, Guilford
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 24161642 MLS
Your property search is over! This stunning Ivoryton model Colonial is located in the subdivision known as Long Hill Estates which is comprised of 22 homes, built between 2024 and 2026, by a prominent local builder. It has a farmhouse look and a very modern interior. It boasts an open main level concept design for today's lifestyle and easy entertaining. The Foyer leads to the back to front Living Room with a gas fireplace, cable and electric outlet installed above the fireplace for wall mounted TV, Ceiling fan and slider leads to composite deck and private back yard. Enter the Chef's Kitchen with GE Cafe Line SS appliances including an in wall oven and microwave, pot filler over the gas range, upgraded cabinets and center island with quartz countertops. Also, there's a beverage refrigerator with quartz countertop and cabinets above and below for storage. Kitchen leads into Dining Room. The upper level has an inviting Primary Bedroom with en-suite, extra large shower area, double sinks and a large walk-in closet with white wire shelving and electric and cable outlets for wall mounted TV. Full guest bathroom is located on this level and has a bathtub/shower combination and double sinks. There are two bedrooms nearby both with ceiling fans, Enter the Family Room where there's a laundry room with GE washer and gas dryer. The Family Room has wall-to-wall carpet and there is electric and cable box on wall for TV and plenty of storage area. The basement is unfinished.

19 Tamarack Ln, Guilford
$1,000,000
4 Beds ⋅ 4 Baths ⋅ 24169485 MLS
The Nathaniel Hall House (c. 1770) offers the perfect canvas for restoration to a prestigious single-family residence while also offering multi-generational potential. Situated ONLY 6 HOUSES from the quintessential Guilford Green and rich in architectural evolution, the main home started in the late colonial era with a significant 1810 addition introducing the elegant Federal-style details that give the home its current distinguished presence. The interior showcases period grandeur with wide-plank flooring, custom-built ins and 3 unused eighteenth-century fireplaces. Formerly utilized as a professional office, the main house is perfectly poised for a restoration to its original single-family glory. The 2nd floor currently serves as a leased apartment, providing immediate rental income or a flexible footprint for a future primary suite and additional bedrooms subject to town approvals. Enhancing the property's versatility is the detached "Barn"--a separate 2BR residence with a storage garage. This space offers substantial value as a private in-law suite, guest house, or rental. Current tenants of the apartments are eager to stay with leases in place through next year. Set on a generous .38-acre lot the property features a spacious parking area that offers flexibility to be reimagined as a landscaped retreat or outdoor entertaining space. This is a once in a generation

48 State St, Guilford

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