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$3,300,000
3 Beds ⋅ 3 Baths ⋅ 24071370 MLS
Custom built with exceptional craftsmanship and attention to detail, this stunning coastal-area estate sits on one of the largest properties in the neighborhood with water views from every room, three separate deeds totaling approximately two acres, including two separate waterfront lots, with one being the perfect site for your future docking needs. Designed for both luxury and comfort, the home features radiant heated floors on all three levels, 9-foot ceilings, extensive crown molding, custom transom windows, surround sound, intercom system, whole-house generator, and fully insulated walls throughout. The chef's kitchen is equipped with Uba Tuba granite, custom cabinetry, Viking 6-burner cooktop, full-size double Wolf ovens, dual dishwashers, and premium finishes throughout. The main-level primary suite offers tray ceilings, oversized accessible doorways, spa-like bath, walk-in closet, and private safes. Additional highlights include a heated 3-car garage, walk-out lower level with future finishing potential, multiple office/flex spaces, custom built-ins, outdoor rain shower and fire pit seating area. Enjoy nearby private beach association access at Tuttle's Beach, completing this rare luxury offering.

57 Faulkner Dr, Guilford
$2,995,000
3 Beds ⋅ 3 Baths ⋅ 24155789 MLS ⋅ The Residences At 66 High Street BLDG.
Exquisitely reimagined with uncompromising attention to detail, this exceptional upper-level residence at The Residences at 66 High Street presents refined luxury in a premier in-town setting. Originally created by seamlessly merging two units, the owner collaborated with an interior designer, contractor, and master craftspeople to conceive a truly one-of-a-kind, fully customized home. The result is an expansive and impeccably executed "double" residence in the Leete Building offering approximately 3,000 square feet of meticulously maintained, sophisticated living space designed for both grand entertaining and effortless everyday comfort. A gracious living room anchored by a gas fireplace and a mounted 150-year old half hull ship model, flows seamlessly into a dining area with access to a private balcony; creating the perfect backdrop for intimate evenings or lively gatherings. The chef's kitchen and custom millwork throughout showcase superior craftsmanship, bespoke built-ins, and curated finishes of the highest caliber. The master bedroom suite is a private sanctuary, complete with its own fireplace, a dedicated office with built-in shelves, file drawers and cabinets for remote work, private balcony, a spa-inspired bath appointed with luxury fittings and steam shower, and two walk-in closets. Two additional bedrooms and beautifully designed full baths provide comfort and flexibility for guests.

66 High St Unit 38, Guilford
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 24186090 MLS
PRIVACY, VIEWS AND ONE LEVEL LIVING. Situated at the end of a cul-de-sac in highly desirable Sachems Head, this charming property captures breathtaking views of the marshlands and Sachems Head harbor. The home, extensively renovated by renown housewright Skip Broom, has an impressive vaulted ceiling living room with a wood-burning fireplace, beautiful oak bookcases and opens to a spacious dining room. Both rooms have access to a large, recently updated deck, perfect for entertaining or simply taking in the expansive scenery. This level also features three bedrooms, including a primary suite with a bathroom, abundant closet space and a private balcony overlooking the view. The other two bedrooms - one currently used as a den/office - share a full family bath. An eat-in kitchen and a separate laundry room complete this level making it ideal for easy one floor living. On the lower level, a guest suite has its own living room with fireplace, a full bath, a room for overflow guests and access to an outdoor sitting area. There's also an attached two car garage with ample storage space.

473 Colonial Rd, Guilford
$1,500,000
3 Beds ⋅ 4 Baths ⋅ 24200312 MLS ⋅ Benton's Knoll BLDG.
Beautiful single family residence in MINT turnkey condition in sought-after Benton's Knoll, Sachem's Head. Quality, high-end construction provides luxurious amenities throughout. The large light-filled LR/Dr with fireplace w/ marble surround includes Hunter Douglas shades w/ sliders to the large deck off the back of the residence. The kitchen is very well equipped with a large Sub zero refrigerator, Wolf ovens, Cove dishwasher & composite countertops. A large pantry, w/ built-ins &laundry room are conveniently located adjacent to the two car garage, providing easy access to the kitchen. The floors throughout the first and second floor are hardwood white oak. The primary bedroom, located on the main level has a custom designed bathroom adorned with beautiful marble tile & a heated floor. The total square footage of this unit is 4001 sq ft - 2942 sq ft on the first and second floor; then the finished walk out basement is 1100 sq ft which provides a family room with fpl, large office and storage area with a full bathroom. This level could work for an au pair or plenty of room for extra guests and family. Walk out directly from this level to the bluestone patio and in-ground heated Gunite pool . Enjoy the ease of ownership in this special 15 unit condo complex, but with the feel of single family residences affording privacy and fantastic location, steps away from the water. Drive 6 minutes to the Guilford Green and all it has to offer.

20 Bentons Knl, Guilford
$1,200,000
3 Beds ⋅ 4 Baths ⋅ 24198331 MLS
Welcome to 212 Mulberry Point Road, a distinctive contemporary coastal retreat in a cul-de-sac neighborhood offering rare acreage in one of Guilford's most coveted shoreline areas. Beautifully landscaped, with an emphasis on privacy, the property is designed for exceptional indoor-outdoor living, with a large in-ground pool, separate all season hot tub, expansive decking, and an outdoor fireplace under a gazebo. The property is ideal for entertaining, dining, and relaxing. Inside, a sophisticated yet comfortable layout has unique architectural character throughout. The spacious primary suite features its own private loft, creating the perfect setting for a home office, reading nook, or sitting area. The finished lower level expands the living space with a generous recreation room, dedicated gym area, and wine cellar- as well as a 3-car garage. The house also boasts 3 functional fireplaces. A rare combination of land, privacy, amenities, and coastal location, this home offers a resort-like lifestyle just moments from Guilford's shoreline, village center, beaches, and all that this sought-after community provides.

212 Mulberry Point Rd, Guilford
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 24180122 MLS
SO CLOSE TO TOWN! Rare opportunity to own NEW CONSTRUCTION south of Boston Post Road and close to the Guilford Center. This quality built Colonial offers a stylish from porch and is set back from the street for privacy. Professionally landscaped with dramatic hardscape features, it borders the Westwood Trails. Light and bright with large windows and high ceilings. The kitchen is a Chef's delight with Wolf stove, under counter microwave, huge center island with granite counters and open to the family room. Storage galore! including a large pantry for all your needs. Open to the family room with gas Fireplace and French doors to the stone patio and private area for entertainment. Spacious front room can be used as a private office. Enormous great room offers tremendous flexibility. Formal Dining room for gracious dining. The spacious bedrooms and the spa like primary bath will soothe and delight you. A walkup attic and full basement will accommodate all your storage needs. This home has been thoughtfully and meticulously designed.

189 Three Mile Crse, Guilford
$960,000
3 Beds ⋅ 4 Baths ⋅ 24198089 MLS
OFFERS REQUESTED BY 8/26 at 2 pm. Enjoy life on Lake Quonnipaug! Your own private dock. Launch a kayak, drop in a line, take a swim. A gazebo on the shoreline - feel the breezes as you sit back in a rocker. This .53 acre lot includes 150 feet of lake frontage. The home's three levels open out to the lake. Everchanging water views, reflecting the weather and seasons. The main level open floor plan with the living, dining, and kitchen areas flowing to the wrap-around covered deck. The living room includes a focal point of a large stone fireplace with propane gas log. The kitchen features a Subzero, an island with gas stove and room for stools. A gas grill, attached to propane line, on the deck for easy outdoor cooking. Upstairs, 3 bedrooms and 2 full baths, with the primary bedroom and whirlpool tub facing the shoreline. The lower level 32' x 24' family room features a full bath, woodstove, and a wall of glass facing the lake. The extensive integration of wood elements throughout lends a feel of a vacation home or chalet. A whole house automatic generator is in place. A drive-by does not do this property justice! From the street, you see the three-car garage plus a barn that can accommodate another car, a workshop, studio, etc. Stepping through the front door opens up bright, sunlit spaces and panoramic views. This well-loved and well-maintained property is ready for its next caretakers. Own your own spot on the lake!

136 Quonnipaug Ln, 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
$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
$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
$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
$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
$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
$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
$549,900
3 Beds ⋅ 3 Baths ⋅ 24198802 MLS
Beautifully maintained and spacious, this oversized 3-bedroom, 2.5-bath raised ranch offers over 2,500 sq ft of living space and rests on a level Guilford property. Light and bright throughout, the main level features an open floor plan with a fireplaced living room flowing into the dining room with crown molding, a bay window and beautiful new hardwood floors in the living spaces. The kitchen offers abundant cabinetry and granite countertops. A true highlight is the stunning four-season sunroom, filled with natural light and showcasing a soaring cathedral wood ceiling, exposed beams and skylight. Sliders open to the deck and beautiful backyard-perfect for relaxing or entertaining. This level also includes a full bath with double vanity and ceramic tile plus a generously sized primary bedroom with its own full bath. The finished lower level adds approximately 728 sq ft of versatile living space with a large family room, three-season screened porch and access to the two-car garage. Major improvements by the current owners include a new roof, dry well, lower-level flooring and carpeting, A/C motor, water softener and both garage doors. Convenient to Route 80 and all that Guilford offers-its charming Town Green, beautiful beaches, shopping, dining and more! A wonderful combination of size, comfort, updates and location, with room to spread out both indoors and out. Offers are subject to the seller finding suitable housing.

2496 Long Hill Rd, Guilford
$549,000
3 Beds ⋅ 3 Baths ⋅ 24203336 MLS
Set on over an acre, this 3 bedroom, 2 1/2 bath Colonial offers a wonderful floor plan with spacious rooms and wonderful indoor and outdoor living space. The kitchen offers granite countertops, a center island, and pantry, and is open to the family room and dining area with built-in storage and a convenient serving bar. A front-to-back living room offers additional flexibility, with ample space for both living and dining. The spacious family room features a wood-burning fireplace with brick surround, a bay window overlooking the front yard, and access to the screened-in porch. Enjoy views of the mature gardens and an in-ground pool, creating an inviting setting for relaxing and entertaining. All three bedrooms are located on the second floor and have hardwood flooring. The master bedroom offers a walk-in closet and private full bath with shower, while a second full bath with tub/shower serves the additional bedrooms. The fenced backyard area provides privacy and space surrounding the in-ground pool, complete with a hot/cold outdoor shower and room to lounge and sunbathe. Additional features include a second driveway to the right of the home for extra parking, a shed, 2-car garage with one smaller bay, partially finished basement with additional storage space, and generator transfer switch. Conveniently located less than 10 minutes from the center of town, with an easy commute to New Haven and convenient access to major commuter routes.

83 Crestwood Dr, Guilford
$535,000
3 Beds ⋅ 2 Baths ⋅ 24199068 MLS
Welcome home to this inviting raised ranch, perfectly situated on a scenic 0.69-acre lot in Guilford. Offering 3 bedrooms and 2 full baths, this home features newly refinished hardwood flooring, freshly painted interior, spacious sun-filled living areas, and an eat-in kitchen with ample storage and a breakfast bar. A new front door welcomes you inside, where sliding doors lead to a generous deck overlooking the expansive backyard, creating an ideal space for outdoor entertaining and everyday enjoyment. The finished lower level, updated with new vinyl flooring and an open feel after the removal of the drop ceiling, adds valuable living space with a charming wood-burning stove and endless flexibility for today's lifestyle. Additional amenities include central air conditioning, natural gas heat, a one-car garage, and a Navien tankless heating and hot water system. Enjoy a peaceful setting while remaining just minutes from Guilford's Town Green, beaches, parks, restaurants, shopping, and commuter routes.

1144 Long Hill Rd, Guilford
$509,900
3 Beds ⋅ 2 Baths ⋅ 24168408 MLS
Extraordinary hilltop privacy surrounded by woods and fields in North Guilford. This well-maintained 3-bedroom, 1.5-bath home with attached 2-car garage is ideally sited atop a hill in a desirable setting. Recent updates include new garage foundation, mini-splits, a new roof, fresh interior paint, and gleaming hardwood floors. The main level features an open living area with wood stove, offering a flexible and comfortable layout. An eat-in kitchen, home office, and half bath complete this level. Upstairs are three bedrooms and a full bath. Enjoy outdoor living on the rear deck or in the gazebo, overlooking a private, lightly wooded setting. Conveniently located near Lake Quonnipaug, Bluff Head hiking trails, and Guilford's scenic countryside. Just a short commute to New Haven and Middletown-offering easy access to dining, culture, and entertainment. A fantastic opportunity-come see it and fall in love!

94 Quonnipaug Hill Rd, Guilford
$475,000
3 Beds ⋅ 3 Baths ⋅ 24201033 MLS
Set back from the road on a private drive shared by just four homes, this inviting contemporary offers privacy and convenience in a desirable Guilford location. The open, light-filled interior features cathedral ceilings with skylights, hardwood flooring throughout, and an open floor plan designed for comfortable living and entertaining. The first-floor master bedroom offers direct access to an updated full bath. Two additional bedrooms and a full bath are located on the second floor, along with a versatile loft area ideal for a home office or reading nook.. The finished lower level with walkout provides flexible bonus spaces and includes laundry. Enjoy the outdoors from the composite deck, paver patio, and wooded yard with natural rock outcroppings. Two sheds provide additional storage, and the attached two-car garage adds everyday convenience. A wonderful combination of privacy, natural light, and easy living in idyllic Guilford, with its charming village green offering historic character, restaurants, shops, and nearby beach, marina, and vibrant community, all just minutes from home.

2004 Boston Post/Aka Rock Crest Rd, Guilford
$450,000
3 Beds ⋅ 2 Baths ⋅ 24185256 MLS
Set in a serene Guilford location, this welcoming oneowner home has been cherished for over 50 years and offers comfort, space, and the beauty of natural surroundings. The main living areas feature an easy, functional flow ideal for gatherings, while large windows bring in soft light and views of the property. The kitchen, dining, and living spaces support both everyday routines and special occasions. Bedrooms are wellproportioned, offering privacy and versatility for guests, workfromhome, or hobbies. The property's setting provides room to explore, garden, or simply relax outdoors. After decades with the same owner, the home now needs some TLC, presenting an excellent opportunity for buyers looking to personalize and update a solid, wellloved property. Enjoy the best of shoreline living with convenient access to Guilford's historic green, shops, dining, and commuter connections. Being sold as is, where is.

1080 Hoop Pole Rd, Guilford

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