Refine Search
Sort by
66 High St Unit 4, Guilford
$1,200,000
2 Beds ⋅ 2 Baths ⋅ 24212233 MLS ⋅ The Residences At 66 High Street BLDG.
Just steps from Guilford's historic town green, vibrant boutiques, and gourmet dining-and a short stroll to the town marina and train station-The Residences at 66 High Street offers an extraordinary blend of historic character & cosmopolitan luxury in the award-winning complex. Step inside this stunning two-bedroom unit, once honored as the coveted HOBI (Home Building Industry) Project of the Year. The open-concept main level showcases original exposed brick, seamlessly connecting a living area anchored by a sleek gas fireplace to a gourmet kitchen outfitted with a Wolf range, Sub-Zero refrigerator, quartz countertops, and an entertaining island w seating. Designed for effortless living, the first floor features a convenient guest suite w a connecting full bath, first-floor laundry, & heated bathroom floors. A dramatic wood-and-metal staircase leads to a second-floor loft w a built-in workspace & custom shelving. Retreat to the private primary suite, boasting dramatic 12-foot ceilings, a generous walk-in closet, & a spa-inspired bath. The crown jewel of the home is your very own secret rooftop deck crafted from teak & shaded by a pergola-an outdoor sanctuary offering expansive town views. This unit includes a detached oversized private garage w storage plus an assigned parking space just steps from your door. Residents enjoy an exceptional lifestyle enriched by community amenities, including an in-ground pool, gas fire pit lounge, garden beds, state of the art fitness center

66 High St Unit 4, Guilford

444 Leetes Island Rd, Guilford
$795,000
3 Beds ⋅ 2 Baths ⋅ 24206045 MLS
Charming c.1800 farmhouse rich in historic character, set on a picturesque 1.5-acre level lot with sweeping water views of Shell Beach Lagoon stretching to Long Island Sound. Timeless details abound in this 3-bed, 1.5-bathroom home, including a welcoming porch, beautiful hardwood floors, built-ins, and a striking Stony Creek granite fireplace in the parlor. The main floor also consists of a living area and dining room, with a galley kitchen flowing into a bright great room, creating a comfortable space for everyday living. Upstairs are more views, as well as 3-bedrooms and a walk-up attic. Situated just minutes from downtown with convenient highway access for commuters, this distinctive property offers historic charm, scenic beauty, and endless possibilities. This is a rare opportunity to own a beautiful shoreline farmhouse, with the-potential to add a second residence on the property.

444 Leetes Island Rd, Guilford

17 E River Rd, Guilford
$749,999
3 Beds ⋅ 2 Baths ⋅ 24216072 MLS
Imagine mornings and evenings on Guilford's East River. This 2,238 sq ft Antique Cape sits on more than 300 feet of river frontage with the water right in your backyard. Launch a kayak, canoe, or boat from your own dock and head out to Long Island Sound. This home began as a barn on Podunk Road in North Guilford in 1781 and was moved to East River Road in the 1930s. In 1979, local builder James E. Goodridge rebuilt it into a winterized, year-round residence of 7+ rooms full of architectural character. The owner has made recent renovations making this home remarkable. Today it is a diamond in the rough, ready for a new owner to update and modernize to their own taste. A detached garage stands to the left of the house. Its second level adds two rooms, a full bath and studio which make for the perfect in-law or rental opportunity overlooking the river. The location is convenient to Route 1 and I-95, and the home also has public water and natural gas.

17 E River Rd, Guilford

20 Long Hill Farm, Guilford
$719,999
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 "One of the parties to the LLC has an active real estate license"

20 Long Hill Farm, Guilford

294 Church St, Guilford
$711,000
2 Baths ⋅ 24194401 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

294 Church St, 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

221 Water St, 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

55 Russo Dr, Guilford
$599,999
5 Beds ⋅ 2 Baths ⋅ 24207866 MLS
Welcome to this spacious 5-bedroom, 2-full-bath raised ranch located in the desirable Valley Shores community of Guilford. Offering a flexible multigenerational floor plan, this home provides living space on two levels to accommodate a variety of lifestyles and needs. The main level features hardwood floors, three bedrooms, a full bath, and comfortable living and dining areas filled with potential. The lower level offers additional living space with two bedrooms, a second full bath, and endless possibilities for extended family, guests, a home office, or recreation space. Conveniently located near Guilford's charming town center, shopping, restaurants, and the beautiful Connecticut shoreline, this property combines space, flexibility, and an exceptional location. For the golf lover in you, the Guilford Lakes 9 hole public golf course is nearby. This property presents the perfect opportunity to bring your vision to life. Property is being sold AS IS. The sellers are motivated, so don't miss the chance to make this Valley Shores home your own. Last photos virtually staged.

55 Russo Dr, Guilford

59 Hoadley Creek Cir, Guilford
$560,000
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

94 Quonnipaug Hill Rd, Guilford
$509,900
3 Beds ⋅ 2 Baths ⋅ 24168408 MLS
"Vermont in Guilford": 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

45 Copper Hill Dr Unit 45, Guilford
$450,000
2 Beds ⋅ 2 Baths ⋅ 24209815 MLS
TURNKEY IN GUILFORD! Privacy, style and convenience come together in this beautifully renovated, free-standing 2-bedroom condominium tucked within a serene and meticulously maintained community. Single Family Feel. Thoughtfully updated with luxury finishes throughout, The beautifully remodeled kitchen opens seamlessly to the dining area, creating an inviting space for both everyday living and entertaining. For those seeking first-floor living, the main level features a spacious bedroom suite offering comfort and convenience. Upstairs, the private primary suite features new wall-to-wall carpeting, custom double closets, a beautifully renovated en suite bath and conveniently located laundry. The lower level, with fresh paint and new laminate flooring, provides additional versatile space ideal for a home office, fitness room, or bonus space. An attached two-car garage provides abundant storage and functionality, while the condominium lifestyle offers the ease of low-maintenance living. Step outside to a private deck, perfect for morning coffee or evening cocktails. Set within one of Guilford's most desirable condominium communities, residents enjoy picturesque walking paths and a private pond, all just minutes from the historic Green, shoreline beaches, shopping and dining. This unique residence offers the privacy of a single-family home with the ease of condominium living. Lovingly maintained, beautifully updated and truly move-in ready - unpack and enjoy!

45 Copper Hill Dr Unit 45, Guilford

45 Copper Hill Dr, Guilford
$450,000
2 Beds ⋅ 2 Baths ⋅ 24202720 MLS ⋅ Copper Hill Village BLDG.
TURNKEY IN GUILFORD! Privacy, style and convenience come together in this beautifully renovated, free-standing 2-bedroom condominium tucked within a serene and meticulously maintained community. Single Family Feel. Thoughtfully updated with luxury finishes throughout, The beautifully remodeled kitchen opens seamlessly to the dining area, creating an inviting space for both everyday living and entertaining. For those seeking first-floor living, the main level features a spacious bedroom suite offering comfort and convenience. Upstairs, the private primary suite features new wall-to-wall carpeting, custom double closets, a beautifully renovated en suite bath and conveniently located laundry. The lower level, with fresh paint and new laminate flooring, provides additional versatile space ideal for a home office, fitness room, or bonus space. An attached two-car garage provides abundant storage and functionality, while the condominium lifestyle offers the ease of low-maintenance living. Step outside to a private deck, perfect for morning coffee or evening cocktails. Set within one of Guilford's most desirable condominium communities, residents enjoy picturesque walking paths and a private pond, all just minutes from the historic Green, shoreline beaches, shopping and dining. This unique residence offers the privacy of a single-family home with the ease of condominium living. Lovingly maintained, beautifully updated and truly move-in ready - unpack and enjoy!

45 Copper Hill Dr, Guilford

77 Stone Boat Rd, Guilford
$415,000
3 Beds ⋅ 2 Baths ⋅ 24211451 MLS
** Highest & Best Offers due Tuesday 10/20 at Noon** Welcome to this bright and inviting 3-bedroom, 2-bath ranch offering easy one-level living on a quiet street in desirable Guilford. The living room is anchored by a fireplace, with a dining room and kitchen close by for easy entertaining. Beautifully refinished hardwood floors add warmth and character to the living room, while the spacious layout provides plenty of natural light throughout. Recent improvements include new garage doors, a new sliding glass door, a new storm door, and a brand-new stone walkway that enhances the home's curb appeal. The attached two-car garage provides convenient everyday access and storage. The spacious basement offers excellent potential for additional finished living space, whether you envision a family room, home office, gym, or recreation area. Outside, the sloping, lightly wooded lot gives you plenty of space to garden, play, or simply enjoy the peaceful surroundings. Located in sought-after Guilford, this home offers the perfect combination of comfortable one-level living, desirable updates, and room to make the space your own.

77 Stone Boat Rd, Guilford

206 W Lake Ave, Guilford
$399,900
3 Beds ⋅ 2 Baths ⋅ 24208371 MLS
Bring your vision to this charming 3-bedroom, 1.5-bath home set on almost an acre in desirable Guilford. Featuring a 2-car garage, hardwood flooring underneath the existing carpet, dining room, eat in kitchen and a spacious living room with a fireplace, this home offers a great foundation for your personal touches. The lower level provides additional living space with a half bath and walk-out access-perfect for a man cave, den, home office, or recreation room. While the home needs updating, the canvas is here to create something truly your own! Enjoy the privacy of nearly an acre while being part of the sought-after Guilford shoreline community. A great opportunity for someone looking to add value and make a home their own. **SOLD AS IS**

206 W Lake Ave, Guilford

59 Long Hill Farm, Unit 59, Guilford
$395,000
2 Beds ⋅ 2 Baths ⋅ 24208412 MLS ⋅ Long Hill Farm BLDG.
Nestled in "The Barns," this private second-floor end unit pairs serene views with an airy, open-concept design. Soaring vaulted ceilings and a cozy fireplace anchor the main living space, complemented by a charming built-in nook and direct access to a private deck overlooking peaceful surroundings. Both the kitchen and primary bathroom feature sleek quartz countertops. The well-designed floor plan offers two comfortable bedrooms and two full bathrooms, highlighted by a primary suite with a spacious walk-in closet. A rare standout feature includes two private garages, providing exceptional convenience and extra storage. Key mechanical updates ensure peace of mind: hot water heater (2013), heat and ac air handler (2019), and AC compressor (2022). The unit also benefits from public water and efficient natural gas heat. Unbeatable location, just minutes from the historic Guilford Town Green, Jacobs Beach, the train station, local shopping, medical facilities, and I-95 for a seamless commute.

59 Long Hill Farm, Unit 59, Guilford

3198 Durham Rd, Guilford
$379,900
4 Beds ⋅ 2 Baths ⋅ 24208406 MLS
Peaceful living awaits in this charming 4-bedroom, 2-bath home in shoreline, Guilford with access to Lake Quonnipaug, where the soothing sounds of the nearby creek create a relaxing setting year-round. Inside, hardwood floors flow throughout most of the home, adding warmth and timeless appeal. The living room showcases a striking stone fireplace with a reclaimed 150-year-old barn door feature, creating a truly unique focal point. The spacious primary suite offers a walk-in closet with motion-activated lighting, while the upstairs bath features a classic clawfoot soaking tub. An expansive wraparound deck provides easy access to the backyard and plenty of space for entertaining or unwinding outdoors. Recent updates include a new water heater and whole-house water filtration system for added peace of mind. Blending character, comfort, and thoughtful improvements, this one-of-a-kind home is ready for its next chapter.

3198 Durham Rd, Guilford

5 Durham Rd Unit C2, Guilford
$339,000
2 Baths ⋅ 24217144 MLS
Turn key, 1910 SF Outstanding Office Suite for sale in Guilford. 1st floor unit in excellent condition. Ideal uses include: Primary care, specialty medical practices, mental and behavioral health, physical occupational and speech therapy, chiropractic and rehabilitation, nutrition and wellness, acupuncture and integrative medicine and home and health agencies. The suite features a welcoming waiting room, reception, 4 treatment or exam rooms, private office with a convenient back door access, 2 bathrooms, lab area, consultation office, kitchen area, file room and storage area. Central air and natural gas heat, alarm system and plenty of parking. One deeded parking space. Property well suited for either an owner-occupant or an investor. Well established & convenient location off of I-95, exit 58. Also available for lease see MLS ID#24152685

5 Durham Rd Unit C2, Guilford

274 Church St Unit 7E, Guilford
$289,000
2 Beds ⋅ 2 Baths ⋅ 24209235 MLS ⋅ West River Village BLDG.
Spacious townhouse in the desirable West River Village community, ideally located directly across from Adams Middle School with sidewalks leading straight to downtown Guilford. Enjoy easy access to I95, shopping, restaurants, beaches, and all the conveniences this area offers. The main level features a mudroom, galley kitchen, and an eatin dining area that opens to a generous living room with sliders leading to a private patio. A half bath completes this level. Upstairs, the large primary bedroom includes a private balcony, while the second bedroom is equally wellsized. An additional room, full bath, and laundry area round out the second floor. The home also includes a onecar garage. West River Village offers an inground pool, beautifully maintained grounds, and a prime location close to everything Guilford has to offer. A wonderful opportunity you won't want to miss.

274 Church St Unit 7E, Guilford

17 Wauwinet Court Unit 17, Guilford
$250,000
2 Beds ⋅ 2 Baths ⋅ 24197060 MLS ⋅ Quonnipaug Hills Ii BLDG.
Welcome to Lake Quonnipaug Hills, one of Guilford's most desirable condo communities, located just minutes from beautiful Lake Quonnipaug for kayaking, swimming and peaceful waterfront enjoyment. Set in a vibrant shoreline town known for its picturesque green, local shops, coastal charm and welcoming community, this beautifully remodeled 2-bedroom, 1.5-bath townhouse-style condo is ideal for year-round living or a relaxing weekend retreat. The brand new remodeled kitchen features quartz countertops, stainless steel appliances, stylish finishes, convenient pull-out drawers and a breakfast bar. New luxury vinyl plank flooring flows throughout the main level, including the open living and dining area, while the upper level offers new plush carpeting. Both bathrooms have been tastefully remodeled, including a striking barn-style sliding shower door in the full bath. The primary bedroom features a walk-in closet with access to the walk-up attic and sliders to a private balcony. Enjoy additional outdoor space on the quiet rear deck, accessed through new living room sliders. Two new wall A/C units, modern ceiling fans, fresh paint, updated fixtures and abundant natural light complete this bright, comfortable and truly move-in-ready home. This section of the complex has 44 units while the entire complex has 200 units. Schedule your showing today!

17 Wauwinet Court Unit 17, Guilford

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!