Connecticut Real Estate Search

Newest Guilford, CT Homes For Sale

$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
$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
$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
$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
$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
$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
$264,900
1 Beds ⋅ 1 Baths ⋅ 24205525 MLS ⋅ River Colony BLDG.
Welcome home to 32 River Colony in Guilford! Beautifully remodeled and ideally situated in a quiet corner of the community, this main-level condominium offers picturesque views of the West River and its abundant wildlife. Conveniently located near Guilford's historic downtown, this inviting home is a wonderful opportunity for year-round living or as a Connecticut shoreline retreat. Inside, you'll find sustainable Tesoro wood flooring and Harvey windows throughout, along with a new Harvey sliding glass door. Natural light flows through windows on 3 sides of this home and and yields beautiful, peaceful river views. Updated custom lighting designs combine with natural light to make this condo unit a delight to spend time in. The updated kitchen features crisp white cabinetry, granite countertops and a classic tile backsplash, while the beautifully renovated bathroom adds a fresh, modern feel. Additional improvements include a new air-conditioning unit, new electric baseboard heating and a Nest thermostat that helps regulate both temperature and humidity. A custom California Closet system with built-ins provides excellent organization, with additional storage inside the condominium and above the garages. Flood insurance is paid through the association, offering added convenience. Move right in and enjoy comfortable, low-maintenance, energy efficient living close to the Guilford Green, shops, restaurants, train station and shoreline amenities. You won't want to miss this one!

32 River Colony, Unit 32, Guilford
$299,000
2 Beds ⋅ 2 Baths ⋅ 24205591 MLS ⋅ West River Village BLDG.
Welcome to this spacious townhouse offering over 1,400 square feet of living space in the desirable West River Village complex. Located directly across from Adams Middle School with sidewalks leading to downtown Guilford. Conveniently located near I-95, shopping, restaurants, beaches and more. The main level features a beautifully updated kitchen, spacious living room with sliders leading to a private patio overlooking the pond, half bath and convenient laundry room. The attached one-car garage offers access to a separate bonus room with its own entrance to the private yard, perfect for a home office, den, workout room or additional flex space. Upstairs, the spacious primary bedroom offers three closets and a private balcony with peaceful views of the private yard & pond. The second bedroom is also generously sized and includes an additional bonus room with a closet, offering even more flexible living space. Enjoy all that West River Village has to offer, including an in-ground pool, beautiful grounds and a convenient location close to everything Guilford has to offer. Don't miss this great opportunity! Highest & best offers due 9/13/2026 at 12 pm.

274 Church St Unit 7B, 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
$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
$1,125,000
4 Beds ⋅ 3 Baths ⋅ 24205158 MLS
Historic 1856 Octagon Home Just One Block from the Iconic Guilford Green. Rarely does a home of such architectural distinction and prime location become available. Crafted in 1859 by renowned local builder Edwin A. Leete, this landmark 4-bedroom, 2.5-bath octagonal residence offers a extraordinary blend of mid-19th-century character and seamless modern comfort-all just a single block from the historic Guilford Green. Inside, the distinctive eight-sided floor plan fills the home with exceptional natural light across a generous layout featuring a formal Living Room, dedicated Dining Room, and cozy Family Room. At the heart of the home is a chef-inspired, high-end custom Gulick Kitchen, beautifully appointed for both daily life and effortless entertaining. Modern infrastructure ensures year-round comfort with central air conditioning and natural gas heating. Set on a lovely, flat and fenced in .61-acre lot, the property includes a versatile detached garage providing flexible space perfect for a workshop, home studio, or bonus room. Step outside your front door to enjoy boutique shopping, fine dining, local events, and train access within minutes. A true piece of Guilford history upgraded for today's lifestyle.

84 Fair St, Guilford
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 24203610 MLS
Sophisticated and elegant hip roof colonial, built in 2005, 1st floor 9+' ceilings, 8+' ceilings or cathedrals on 2nd floor, HW flooring and tile, all spacious rooms, oversized windows through out, classic front and back staircases, walk-up attic, cherry cabinets with granite counters and expansive center island and new Wolf Gas Range. Main living room open to kitchen with wall of built-in cabinets/bookcases and gas fireplace. Lower level with rear yard walk-out, 2nd full kitchen with high quality appliances, fully tiled bathroom, 2nd laundry area, exercise room or storage. Exterior expansive double deck from kitchen, paved walkways surround entire house, with beautiful stone steps and evening walkway lighting. Ring security system on all sides of house. Gently tucked into an upscale quiet community of newer homes. and added privacy at end of road with 3 houses. Oversized rear secluded yard for activities and entertainment.

9 Inwood 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
$395,000
2 Beds ⋅ 2 Baths ⋅ 24191312 MLS ⋅ Long Hill Farm BLDG.
Located in the Barns, this private and quiet second-floor unit offers peaceful woodland views and incredible potential for customization. Step inside to an inviting open-concept layout highlighted by soaring vaulted ceilings, a cozy fireplace in the main living space, and direct access to a private deck overlooking a serene tree-lined setting. The well-proportioned layout features two bedrooms and two full bathrooms, including a primary suite with a huge walk-in closet. Complete with a dedicated one-car garage, this home provides both convenience and extra storage. Unbeatable location just minutes from the vibrant Guilford Town Green, Jacob's Beach, the train station, local shopping, medical facilities, and I-95 for an effortless commute.

65 Long Hill Farm, Unit 65, Guilford
$495,000
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. 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
Start Your Search

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.