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$919,900
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
$919,900
2 Beds ⋅ 3 Baths ⋅ 24095436 MLS ⋅ Village On State BLDG.
New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision.

28 Village Cir Unit 28, Guilford
$909,900
2 Beds ⋅ 3 Baths ⋅ 24161578 MLS ⋅ Village On State BLDG.
Welcome to 12 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.

12 Village Cir Unit 12, Guilford
$909,000
2 Beds ⋅ 3 Baths ⋅ 24127049 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. 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 counter tops and stainless steel appliances. The Dalton 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. This model features 2,318 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 town homes 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 and included in packages.

2 Village Cir Unit 2, Guilford
$889,900
2 Beds ⋅ 3 Baths ⋅ 24151600 MLS ⋅ Village On State BLDG.
New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision.

35 Village Cir Unit 35, Guilford
$879,900
2 Beds ⋅ 3 Baths ⋅ 24139166 MLS ⋅ Village On State BLDG.
Welcome to 33 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.

33 Village Cir Unit 33, Guilford
$879,000
3 Beds ⋅ 3 Baths ⋅ 24204771 MLS
RARE IN-TOWN GUILFORD SPRAWLING CAPE WITH WALKABLE CONVENIENCE, SHORELINE ACCESS & TIMELESS NEW ENGLAND CHARM! Enjoy privacy & space in one of Guilford's most desirable locations, situated on over 1 acre + just steps from the historic Guilford Green, local shops, restaurants, train service & shoreline amenities. Mature trees, established perennial gardens, expansive lawn & charming garden shed create a private, storybook setting for your secret garden. Home boasts 2,797 SF, 3 bedrooms & 3 full baths, the home features a flexible footprint with options for today's modern living. 1st floor offers potential for one-level living w/2 main level bedrooms & 2 full baths. Numerous options for home offices. Upstairs are 2 additional rooms and a 3rd full bath. Generously sized rooms, hardwood floors, a fireplace & 2 screened-in porches provide a smart footprint for renovation & outdoor living designs. 2-car attached garage. Public water. The property needs work but is well worth your investment. Price reflects condition. Property is being sold "as is." Buyer may conduct inspections for informational purposes only. Seller will make no repairs or provide credits. Bring your vision & create something special in the heart of Guilford!

93 River St, Guilford
$875,000
3 Beds ⋅ 3 Baths ⋅ 24205909 MLS
A nature lover's paradise on 2.15 private acres, 4 Chasse Drive pairs total seclusion with close proximity to everything the shoreline has to offer. One mile to the Guilford Green, minutes to the beaches, hiking trails, and easy highway and train access, the property is still screened from the road by mature plantings and a private drive that feels like a retreat the moment you turn in. An English garden greets you at the top of the driveway, and the back of the property cascades with trees, creating a natural setting for gatherings or a quiet night by the fire pit. Inside, just under 3,000 square feet unfolds across a modern, light-filled floor plan with hardwood floors throughout. An oversized, sun-filled entryway offers a view of the grounds through the front door. A generous sitting room sits just to the left of the entry, flowing into a formal dining room with wainscoting, which continues into the bright eat-in kitchen. French doors off the kitchen lead to the expansive deck attached to the screened-in porch, and sliders from the porch open into the family room. A study attached to the family room completes the circuit back to the front entry, ideal as a home office. Upstairs, an oversized, bright landing leads to a clean laundry closet. The primary suite, a genuine retreat, features its own private deck overlooking the backyard, two closets including a walk-in, and a newly remodeled spa-like bathroom with a glass-door walk-in shower, soaking tub, & dbl sink vanity.

4 Chasse Dr, Guilford
$875,000
3 Beds ⋅ 3 Baths ⋅ 24177868 MLS
Welcome to Jans Way - Where Luxury Meets Lifestyle in the Heart of North Guilford this breathtaking brand-new Colonial is the new construction opportunity you've been waiting for, offering an impressive 2,734 square feet of beautifully designed living space plus an additional 900 square feet of fully finished walk-out basement, totaling an extraordinary 3,634 square feet of move-in ready perfection. Tucked within the intimate, private Mountain View subdivision, an enclave of just seven distinguished residences, this stunning home masterfully blends privacy, luxury, and modern comfort in one of North Guilford's most sought-after settings. The sun-filled, open-concept main level is designed to impress, showcasing a gourmet kitchen and expansive great room that flow effortlessly together, ideal for entertaining and everyday living alike. A dedicated home office delivers the ultimate work-from-home retreat, while a chic powder room completes the first floor. Upstairs, your stunning primary suite awaits - a true sanctuary boasting a generous walk-in closet and spa-inspired en-suite bath featuring a deep soaking tub and oversized walk-in shower. Two additional well-appointed bedrooms, a full bath, and the incredibly convenient second-floor laundry round out the upper level, spacious additional room awaits your personal vision. The bright finished walk-out basement expands your living possibilities. Oversized two-car garage. Perfectly situated in the vibrant town of Guilford .

4 Jans Way, Guilford
$799,000
4 Beds ⋅ 2 Baths ⋅ 24175128 MLS
Charming seasonal cottage located in the desirable Guilford Lakes community. This cozy retreat offers lake views and access to private beach rights, making it an ideal getaway for summer enjoyment. The home features a rustic interior with an open living area, kitchen, and comfortable sleeping spaces. Situated on a lightly wooded, sloping lot, the property provides a peaceful setting close to the water and community amenities. Perfect opportunity for a seasonal escape or weekend retreat.

48 Lakeside Dr, Guilford
$789,000
3 Beds ⋅ 2 Baths ⋅ 24205448 MLS
Nestled behind original stacked stone walls and lush greenery, this New England saltbox home has been lovingly reimagined by its current owners. Renovated down to the studs in 2023 you'll find a laundry list of improvements including a brand-new septic system, coveted city water, whole-home roofing, plumbing, electric, insulation, hardwood flooring, a gourmet cook's kitchen, bathrooms, windows and doors, lighting, heating and air conditioning units and so much more. With every detail already cared for, you'll enjoy the benefits of open concept living combined with the charm and practicality of a traditional saltbox layout. Set on nearly an acre, the creative gardening and outdoor entertaining opportunities are endless, while the proximity to Guilford's vibrant downtown, orchards, beaches and lakes are all only minutes away. For those with commuting needs, ideal access to I-95 as well as the Shoreline / Metro North train station are also close at hand. For peace of mind that will last well into the future, and the opportunity to set down roots in the lovely town of Guilford, this meadow house is ready to welcome you home.

137 Flat Meadow Rd, Guilford
$749,000
2 Beds ⋅ 3 Baths ⋅ 24203271 MLS ⋅ Guilford Gatehouse West BLDG.
LIVE...WORK...PLAY!! Opportunity to own a property offering an in-home business location. Your business occupies the ground level while your residence is nestled on the luxurious second and third floors, offering comfortable distance between your home and professional workspace to meet with clients. Custom built with high quality appointments and thoughtfully constructed with your personal and professional needs in mind. Designed to offer a comfortable, low maintenance lifestyle. The main level offers a conference room, two offices, kitchenette and half bath. The residence above embraces an amazing kitchen with heated floors and high end appliances a guest bedroom and impressive full bath. The Primary Suite occupies the entire third level with large walk in closet and luxuriously appointed full bath, Garage is heated and offers an electric car charging station. A unique opportunity to LIVE, WORK, and PLAY at Home!

2614 Boston Post Rd Unit 36, Guilford
$729,900
3 Beds ⋅ 2 Baths ⋅ 24186957 MLS ⋅ Long Hill Farm BLDG.
Welcome to Long Hill Farm - where everyday life feels a little like a fairytale. Tucked into the serene Guilford countryside, this free-standing residence has been lovingly remodeled to deliver a lifestyle you'll adore: a rare blend of privacy, luxury, and easy, joyful living, all anchored by a private heated in-ground pool that feels like your very own slice of paradise. Step inside, where gleaming new hardwood floors flow throughout the majority of the home. The graceful open floor plan gathers the living and dining spaces around a crackling wood-burning fireplace - the kind of spot made for slow mornings and storybook evenings. The primary suite is a dreamy retreat all its own, crowned by a soaring cathedral ceiling with exposed beams, a walk-in closet, full bath, and glass sliders that invite the outdoors in. A second bedroom and full bath complete the main level, while a third bedroom charms with custom built-ins and a private balcony. Up above, a spacious loft floats over the living room, perfect for curling up with a good book. Wrapped in lush greenery and mature trees yet just minutes to Route 1, commuter rail, and the historic Guilford Green - and perfectly poised between New York City and Boston - this is shoreline-adjacent living at its most enchanting. A turn-key sanctuary you'll be proud, and delighted, to call home. Note AC is being replaced

20 Long Hill Farm, Guilford
$725,000
3 Beds ⋅ 3 Baths ⋅ 24193021 MLS
Back on the market through no fault of the home the previous buyers' financing fell through. A full inspection was completed with no requests made. Their loss is your second chance.Tucked at the end of a quiet cul-de-sac on 1.4 private acres, this one-owner Guilford Colonial has been waiting 38 years for its second chapter and it's ready to tell a new story. Start your mornings on the covered back porch, coffee in hand, ceiling fans turning, watching the yard wake up and end summer nights out there too, because this porch is where this house does its living. Inside, the open-concept kitchen anchors it all: granite island, stainless appliances, and a sightline that runs straight to the brick fireplace in the family room, so whoever's cooking never misses a moment. When the weather turns, this is a cozy-nights-by-the-fire kind of home. The flexible main level keeps up with real life a bonus room off the dining area ready to become a walk-in pantry or office, and a den with half bath that could be a second office, opening to a 675 sq ft studio that's begging to be a home gym, workshop, creative space, or garage once again. Upstairs, the freshly painted primary suite with brand-new carpet stretches nearly 40 feet sitting room, walk-in closet, private laundry, full bath, and French doors to your own balcony over the treetops. Two additional bedrooms serviced by an updated full bath, a floored walk-up attic, central air (2025), and 3,300+ sq ft of room to grow.

7 Bailey Dr, Guilford
$719,900
4 Beds ⋅ 3 Baths ⋅ 24192692 MLS
Privately set on over 2.5 beautifully maintained acres. Inside, you'll find formal living and dining rooms, a bright kitchen with newer appliances, a breakfast nook, and a large family room with a fireplace and access to the deck and backyard.The second floor features a generous primary suite with a private bath, three additional bedrooms, and a full hall bath. A finished third-floor room with new skylights and carpeting provides flexible space for a home office, playroom, or guest retreat, while the finished lower level includes a media room, laundry area, and abundant storage. Enjoy your own backyard oasis with an in-ground pool, expansive lawn, and exceptional privacy. Major updates include a new roof, skylights, and HVAC system (2023), plus a new hot water heater and kitchen appliances (2021), offering peace of mind for years to come. Ideally located just minutes from Guilford's high school, town center, beaches, marina, restaurants, and hiking trails, with convenient access to New Haven, Hartford, and New York City.

70 Stepstone Hill Rd, Guilford
$715,000
4 Beds ⋅ 3 Baths ⋅ 24196431 MLS
Well located at the end of a quiet cul-de-sac in the desirable Meadow Hills Lake community, this spacious 4-bedroom center hall Colonial offers the perfect balance of privacy, comfort, and neighborhood amenities, including private lake access and a sandy beach. Designed for both everyday living and entertaining, the main level features formal living and dining rooms, an eat-in kitchen, and an inviting family room with vaulted ceilings, a wood-burning fireplace, and sliding doors leading to an expansive deck. A versatile room just off the kitchen is ideal as a home office or playroom and opens to the welcoming front porch. Hardwood floors extend throughout the first level. Upstairs, the generous primary suite includes a walk-in closet and private bath, while three additional bedrooms share a full hall bath. The private backyard is a true retreat, highlighted by a newly rebuilt saltwater pool and plenty of space to relax or entertain. Enjoy the best of both worlds-a peaceful setting with exceptional community amenities, all just minutes from shopping, dining, and commuter routes.

98 Pond View Cir, Guilford
$711,000
3 Beds ⋅ 2 Baths ⋅ 24159857 MLS
Mixed-use property (convertible to full commercial or multi units with town permits) 2,005 sq ft total / 1,672 sq ft finished living space..30 acre lot with generous parking (10+ vehicles) Year built: 1893 with numerous modern updates. Rare to find a house in Guilford with "city water". First Floor: Professional medical office 4 office spaces + half bath. Second Floor: 1-bedroom, living room, kitchen & full bath. Owner-occupied, well maintained Interior Features: 6 total rooms + kitchen + 1 1/2 baths-Brand-new 21 windows + 4 basement and 2 attic windows.-New electrical panel, 220 amp service. Alarm system with cameras. Public gas with new gas furnace. Central cooling + warm air system. Updated plumbing with insulated piping. Renovated bathrooms. Concrete basement floor with drainage system. Unfinished walk-up attic offering 800+ sq ft of storage or future living space. Exterior & Location Highlights: Beautiful landscaping and privacy-enhancing arborvitae fence. Newly built covered porch. New sidewalk and walking path. Property is half a mile from police and fire department, road receives priority plowing and electricity during major storms, ensuring excellent storm reliability. Walking distance to:-Adams High School, Guilford Green-2 miles to Jacob Beach. Perfect visibility for: attorney, accountant, esthetician, medical practice, chiropractor, therapy, insurance, or satellite real estate office. Ideal for live-work professional or investment.Averaging14,000 vehicles a day

294 Church St, Guilford
$699,000
1 Beds ⋅ 2 Baths ⋅ 24172783 MLS ⋅ Whitfield Shore BLDG.
A rare opportunity to own one of downtown Guilford's most iconic residences, often referred to as "The Spaceship," masterfully designed by architect Wilfred Armster. This striking copper-clad building, elevated on concrete stilts, was thoughtfully positioned to capture sweeping, unobstructed views of Long Island Sound-beautifully showcased from this premier front-facing unit. Enter through the oversized two -car garage, offering additional ample space for a home gym, workshop, or endless storage. Inside, the home opens to a dramatic great room where walls of glass flood the space with natural light and frame stunning water views. The expansive room with a fireplace flows effortlessly into the dining room & open kitchen, featuring a large breakfast bar, abundant cabinetry, new appliances and generous prep space-ideal for both everyday living and entertaining. The first floor also includes a versatile private space with a full bath, perfect for guests or a home office. Upstairs, the serene primary suite offers a walk-in closet, full bath, and a private sun deck overlooking with breathtaking views-your own peaceful retreat. Located just a short walk to the train station, marina, and Guilford's charming downtown filled with shops and restaurants, this is an ideal weekend escape from NYC or year-round residence. New furnace, water heater & AC. Watch the moon rise & the sun set from your one of a kind home. This small complex with low fees seldom comes to market-don't miss it.

446 Whitfield St Unit C, Guilford
$650,000
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
$650,000
4 Beds ⋅ 3 Baths ⋅ 24195110 MLS
Highest & Best due by noon, Tuesday, August 18th. The original owners are proud to present this lovingly maintained 4-bedrm, 2.5-bath Colonial! This secluded property offers peace, quiet and privacy. Best of all, ownership includes access to the beautiful Meadow Hills Lake Assoc. so you can enjoy the perfect blend of private tranquility and community recreation! The home features a traditional floor plan with hardwood flooring throughout and excellent first-floor versatility! The main level offers plenty of flexible living space, including a formal living room, an oversized family room with custom built-ins, a dedicated office with French doors, a separate den & a unique attached greenhouse for year-round gardening. A mudroom & powder room are conveniently located just off the attached Main Level 2-car garage. The spacious deck is perfect for outdoor entertaining and relaxing. During colder months, cozy up by one of the two fireplaces. Storage is abundant with double closets at both the foyer and garage entrances and 2 kitchen pantry closets. The property also features a full walk-out lower level, offering immense potential for future finished space. Outside, a massive 24'x36' detached barn equipped with electricity and a large walk-up attic offers endless possibilities for a workshop, car storage, or a studio. Featuring a wonderfully functional layout-this property offers an incredible opportunity to update, design and create your dream home.

289 S Hoop Pole Rd, Guilford
$649,999
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
$649,999
3 Beds ⋅ 3 Baths ⋅ 24204560 MLS
Welcome to 245 Dunk Rock Road, a beautifully renovated 3-bedroom, 2.5-bath home offering 2,048 square feet of thoughtfully updated living space on over 5 acres of private property in Guilford. This move-in-ready home has been fully renovated with modern finishes and quality upgrades throughout. The inviting kitchen features elegant quartz countertops, brand-new stainless-steel appliances, and plenty of workspace for everyday cooking and entertaining. The bathrooms have been completely refreshed with attractive tile finishes and contemporary details. The spacious 2-car garage offers even more versatility and features professionally finished epoxy flooring, creating a clean, durable space for vehicles, storage, hobbies, or a workshop. Inside, the home offers a comfortable layout with three bedrooms, two and a half bathrooms, and plenty of room for both everyday living and entertaining. Every detail has been thoughtfully updated to provide the convenience of a modern home while maintaining the peaceful character of the property. Outside is where this property truly shines. Set on more than 5 acres, the home offers an exceptional level of privacy and tranquility. Enjoy your morning coffee, entertain guests, explore the property, or simply unwind surrounded by nature.

245 Dunk Rock Rd, Guilford
$639,999
3 Beds ⋅ 3 Baths ⋅ 24205121 MLS
Welcome to your own private oasis. Set on a quiet, partly wooded lot, this property has been meticulously renovated and thoughtfully reimagined, offering the rare combination of high-end finishes, modern amenities, and effortless indoor/outdoor living. The stunning kitchen is open to the dining and living areas, and is designed to impress, with granite countertops, center island, Viking appliances, Bosch dishwasher, and farmhouse sink. Luxury additions such as heated bathroom floors, and integrated indoor/outdoor surround sound allows the music to continue wherever the day takes you. The lower level family room allows for an additional 600 sq. ft. of living space and features a fireplace, and sliders leading directly out to the patio. The outdoor space offers a propane-heated in-ground pool surrounded by an expansive patio. The outdoor kitchen is exceptional, with granite countertops, grill, and pizza oven. The beautiful Azek deck, fire pit, and multiple outdoor spaces provide plenty of room to dine and unwind. A new driveway leads to the spacious two-car garage, and allows for plenty of additional parking for guests. Whether hosting a crowd or enjoying a quiet evening by the fire, this home was designed to make every day feel like a getaway.

952 Maple Hill Rd, Guilford
$639,000
3 Beds ⋅ 3 Baths ⋅ 24202376 MLS
This inviting home welcomes you with bright, open living spaces highlighted by a large skylight that fills the main areas with natural light. The well-equipped gourmet kitchen features high-end appliances, custom cabinetry, and a movable island beneath a vaulted ceiling-perfect for cooking and gathering. The finished lower level includes a cozy fireplace and offers direct access to the pool area, making it ideal for entertaining or relaxing. Step out from the enclosed porch onto the spacious deck, which, along with the outdoor spaces, expands the living area beyond the home's walls. Solar panels provide energy efficiency and modern convenience. The primary suite offers a comfortable retreat with its own bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. This home brings together comfort, thoughtful details, and versatile spaces-ready for your everyday enjoyment.

1431 Long Hill Rd, Guilford
$600,000
2 Beds ⋅ 2 Baths ⋅ 24200641 MLS
Live the lifestyle-a fantastic condo alternative with zero HOA fees! This completely renovated with unique touches, 1916 Cape Cod offers water views AND a truly prime location just ONE HALF MILE from Guilford Green's charming shopping, fine dining of all types, and historic churches with scenic views of the West River and surrounding salt meadows. Inside light-filled spaces showcase the bright painted interiors and rich hardwood floors throughout. The expansive chef's kitchen features Soho gray quartz countertops, a double stainless steel farmer's sink and all stainless steel appliances. Relax in the sun-drenched four-seasoned sun room offering views south towards Long Island Sound. Both bathrooms have been exquisitely updated: the main-level bath boasts quartz counters, a vessel sink, and a custom finger tiled shower, while the upper-level bath features marble flooring, crisp subway tiles as well as a luxurious marble rain shower! Out back, enjoy a private firepit area, a very useable storage outbuilding and convenient rear parking. Major updates provide complete peace of mind, including a 6 month old state-of-the-art hot water furnace, three high-efficiency ductless mini-splits, connected city water, a clean open full basement and mostly new siding, roofs and gutters. This property has an excellent Airbnb record as an option but better yet move right in and enjoy turnkey coastal Connecticut living! An opportunity like this doesn't happen very often so don't wait.

221 Water St, Guilford
$599,000
3 Beds ⋅ 2 Baths ⋅ 24193879 MLS
Renovated 3-bedroom, 2-bath Raised Ranch on just over an acre of flat, level property in the Guilford Lakes neighborhood of Guilford, Connecticut. 1,760 square feet of fully updated living space,a finished lower level with fireplace offering flexible room for a family room, home office, gym, or guest space. The sun-filled main level features an updated kitchen with quartz countertops, tile backsplash, and new stove and microwave, opening into living and dining areas with hardwood floors throughout. Both full bathrooms have been completely remodeled. New flooring, interior doors, trim, lighting, fresh paint, and an updated laundry room complete a turnkey interior. The backyard is the rare part - just over an acre of open, level, usable land, uncommon at this price point on the Connecticut Shoreline. Location offers Guilford Lakes Elementary school, the Timberlands trail system, GL Golf Course, the town dog park, and Nut Plains Farm within minutes, not too mention, Krauzers and a local liquor store as well. Downtown Guilford's historic Town Green, shops, restaurants, Shoreline beaches, Yale Medical Services and commuter routes are a short drive.

831 Nut Plains Rd, Guilford
$579,000
3 Beds ⋅ 2 Baths ⋅ 24200807 MLS
Offer deadline 6 pm on Monday August 31, 2026. Truly loved and exceptionally well cared for, this charming historic reproduction Cape Cod offers timeless character, quality craftsmanship, and a peaceful setting. Privately situated on a quiet lane just off Nut Plains Road, the picturesque, level lot provides a serene backdrop for everyday living. Inside, the home features beautiful hardwood flooring throughout the main level and in the Primary bedroom, classic built-ins, and quality materials that add warmth and character. The main level offers a spacious front-to-back living room that flows seamlessly into a peaceful screened-in porch-an inviting spot to relax and enjoy the tranquil surroundings. The well-appointed kitchen features a breakfast bar, ample cabinetry, and room for a dining table and chairs. From the kitchen, step out onto the beautiful deck overlooking the expansive rear yard, perfect for outdoor dining or entertaining. Upstairs, the spacious primary bedroom offers generous closet space, along with two nicely sized guest bedrooms. A detached oversized garage provides plenty of room for parking, storage, and a workshop. The level, private lot offers a peaceful and serene setting, while the well-maintained mechanicals provide added peace of mind. A brand-new architectural shingle roof is the finishing touch to this lovingly maintained property. A special home offering classic Cape Cod charm, privacy, and quality-welcome to 345 Nut Plains.

345 Nut Plains Rd, Guilford
$575,000
3 Beds ⋅ 3 Baths ⋅ 24199789 MLS
Privacy meets convenience at 128 Talcott Road, a 3-bedroom, 2.5-bath colonial set on a wooded 1.05-acre lot in the heart of Guilford. A long driveway curves past granite outcroppings and towering trees, delivering the kind of seclusion that's hard to find so close to town. Inside, vaulted ceilings and gleaming hardwood floors set an airy, welcoming tone. The living room's tiled fireplace and wall of sliding glass doors draw the eye and the light straight out to an expansive deck, where the forest feels like your own private backdrop. A second fireplace in the lower level family room adds warmth for cooler months. The kitchen is bright and functional, with newer stainless steel appliances, a stone backsplash, and a picture window over the sink. Two bedrooms offer quiet comfort upstairs - the second featuring a custom-built, floor-to-ceiling bookcase that follows the roofline, offering thoughtfully designed storage and display space that makes the most of every angle, ideal whether you use the room as a bedroom or a home office. The partially finished lower level adds a third bedroom along with options for a home office, gym, or media room. A one-car garage and true wooded privacy round out this special property, all within minutes of Guilford Lakes School, Guilford High School, the Guilford Green, shoreline beaches, and I-95. Come see why 128 Talcott is the retreat you didn't know you needed.

128 Talcott Rd, Guilford
$575,000
3 Beds ⋅ 2 Baths ⋅ 24190101 MLS
Welcome to 59 Hoadley Creek Circle, a beautifully updated Cape-style home set on nearly an acre of private, wooded property in one of Guilford's most desirable neighborhoods. Combining classic New England charm with modern upgrades, this move-in-ready residence offers the perfect balance of comfort, style, and convenience. Recent improvements include a new roof, a stunning renovated kitchen, beautifully updated bathrooms, energy-efficient ductless air-conditioning, and a newly installed driveway, providing today's buyer with both peace of mind and exceptional value. Inside, you'll find inviting living spaces filled with natural light, a cozy fireplace, and a functional layout designed for everyday living and entertaining. The home's three bedrooms and two full baths offer flexibility for families, guests, or a home office. A partially finished basement and attached garage provide additional storage and convenience. Surrounded by mature trees and natural beauty, the expansive property offers a private retreat while remaining just minutes from Guilford's historic town green, beaches, marinas, restaurants, shopping, and major commuter routes. Whether enjoying quiet mornings on the property or exploring all that Connecticut's shoreline has to offer, this home delivers an exceptional lifestyle opportunity. Don't miss your chance to own this thoughtfully updated home in a highly sought-after Guilford location.

59 Hoadley Creek Cir, Guilford
$549,999
3 Beds ⋅ 2 Baths ⋅ 24203818 MLS
Welcome to 89 Janeway Drive, a well-maintained, charming Cape set in a delightful neighborhood. Bright and airy, the home features hardwood floors throughout, an open floor plan, and spacious bedrooms. Beautiful flagstone steps lead to both the front and back of the house, complemented by stone walls along the property. Many recent upgrades add to the appeal of this property, including a new driveway, wood stove, and finished basement. The interior and exterior have been recently painted, trees have been cleared from the property, and the thoughtfully renovated kitchen features an expansive quartz island, granite countertops, plenty of cabinet storage, and stainless-steel appliances. The home also offers tastefully updated baths. A tranquil, serene backyard with both a trex deck and flagstone patio offer a private setting for outdoor entertaining, play, or quiet relaxation. Complete with a whole-house generator and 200-amp electrical service, this home offers easy access to schools, I-95, and the Guilford Green, making it a desirable place to call home.

89 Janeway Dr, Guilford

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