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$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
$600,000
5 Baths ⋅ 24165156 MLS
RARE OPPORTUNITY TO OWN A BUILDINGS ON RTE. 1 IN GUILFORD ~ Unlock the potential of this prime commercial property on the bustling Boston Post Road, just one block from Guilford's historic town Green. Within the PV zone (Post Road Village Zone District) with dedicated parking; an ideal setup for businesses seeking a prestigious location with convenience & visibility. Step inside to find multiple private offices, a spacious reception area, and convenient bathroom access on the main level; perfect for professional or medical offices. The second floor boasts four additional offices and a walk-up attic, offering flexible workspace options and storage. Behind the main building, three additional private offices each feature separate exterior entrances beneath a covered porch deck, along with interior access to two adjoining offices and two half baths. The property features hardwood floors throughout most rooms, many updated windows, vinyl siding, and modern comforts including central A/C in the main building and wall units in the rear offices. With high visibility, easy accessibility, and a prime downtown location, this is an exceptional investment opportunity for owner-occupiers or investors looking to expand their portfolio. Buyers looking to convert or use as residential to perform their own due diligence. Don't miss your chance to own a piece of Guilford's thriving commercial district

1054 Boston Post 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
$550,000
4 Beds ⋅ 2 Baths ⋅ 24126723 MLS
MULTIPLE OFFERS-SELLER REQUESTS HIGHEST & BEST OFFERS. Submission deadline is Friday May 23rd by 8:00 PM Exceptional Investment Opportunity - Prime Guilford Location Just steps from the vibrant Guilford Green, this historic multifamily property features two spacious 2-bedroom, 1-bathroom units on a level 0.46-acre lot. (Field card Says 2 bedrooms in each apt -4 bedrooms total- In 1st floor apt. Front room was used as 2nd bedroom. Fireplace is not currently operational. Ideal for restoration, it offers potential as an owner-occupied residence with rental income or a full investment property. Located only 0.5 miles from the train station and 1 mile from Jacobs Beach, Chittenden Park, and the town marina, with easy access to shops, restaurants, the Guilford Free Library and the Guilford Fairgrounds. Priced to reflect renovation needs and offered "As Is". Inspections are for informational purposes only. Best suited for cash buyers or those using an owner-occupied rehab loan.

174 Whitfield St, 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
$519,000
2 Beds ⋅ 2 Baths ⋅ 24187342 MLS
Welcome to 70 Hoadley Creek Circle! Tucked away on a lush, wooded acre, this one-owner, custom-built contemporary ranch offers the ultimate blend of privacy and coastal Connecticut convenience. Located on a peaceful residential circle near the Hoadley Creek preserve, this 1,580-square-foot retreat feels worlds away while remaining just minutes from the historic Guilford Green, the Marina, and Jacob's Beach. Inside, the home is bathed in natural light, creating an airy and inviting atmosphere. The heart of the living space features a cozy fireplace, perfect for unwinding on crisp New England evenings. Designed for effortless single-level living, the floor plan includes two spacious bedrooms and two full bathrooms. For those needing extra flexibility, the upper-level space-currently used as a den and an office-easily serves as a third bedroom, with a septic system already rated for three. Modern convenience is a hallmark of this property. You'll have total peace of mind with a whole-house generator and a spacious two-car detached garage, ideal for vehicles, a workshop, or extra storage. The true showstopper, however, is the expansive rear deck. It serves as your private front-row seat to 120 acres of protected Guilford Land Conservation Trust property, offering a serene, evergreen backdrop that will never be developed. Whether you are sipping morning coffee or hosting a summer dinner, the connection to nature here is unmatched.

70 Hoadley Creek Cir, 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

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