Guilford Homes under $1.25 million

Welcome to Guilford, Connecticut—a charming coastal town nestled in New Haven County that beautifully blends historic charm with modern living. Known for its picturesque New England landscapes, Guilford boasts scenic views of the Long Island Sound and a vibrant downtown area filled with boutique shops, delightful eateries, and a rich array of cultural activities. With its friendly community and excellent schools, Guilford is an ideal place for families, young professionals, and retirees alike.

One of the most appealing aspects of Guilford is its diverse real estate market, particularly for those seeking homes under $1.25 million. Here, you can find a variety of properties that cater to different tastes and lifestyles. Whether you’re looking for a cozy colonial, a contemporary waterfront property, or a charming historic home, Guilford offers a range of options that combine quality living with affordability.

Imagine waking up in a beautifully appointed home surrounded by lush greenery, with easy access to local parks and recreational activities. Spend your weekends exploring the town’s picturesque beaches or hiking the scenic trails that wind through the area's natural beauty. The vibrant community hosts various events throughout the year, from farmers' markets to summer concerts, making it easy to connect with neighbors and enjoy the small-town charm.

With its blend of history, community spirit, and beautiful homes, Guilford is not just a place to live; it’s a place to thrive. Discover your dream home in this enchanting town today, and experience all that Guilford has to offer!

Newest Guilford Homes under $1.25 million

$220,000

3 Beds ⋅ 2 Baths ⋅ 24211542 MLS

Welcome to 846 Long Hill RD in Guilford! Situated on a spacious 1-acre lot, this 3- bedroom 2- bathroom home offers 1,479 square feet of living space and plenty of potential for the right buyer. The property is in need of some updating and improvements making it a great opportunity for buyers looking to bring their own vision and personal touches to a home. Whether you're an investor, renovator, or buyer searching for a property you can make your own, this home provides a wonderful opportunity to create something special. This property is being sold AS-IS and is a probate sale subject to probate court approval. Bring your ideas and imagination and discover the potential that 846 Long Hill RD has to offer!

846 Long Hill Rd, Guilford

$750,000

4 Beds ⋅ 3 Baths ⋅ 24210459 MLS

There is a stretch of Guilford where the countryside takes over. Stone walls give way to the farmland, the road bends along the water, and the hills close in behind. This is where 811 Lake Drive sits, on nearly an acre just a short walk from Lake Quonnipaug. There's an ease to this home that you notice right away. A front porch runs the width of the front, setting the tone for what's inside. Hardwood flows throughout the main level, from the formal living room into a dining room built for long dinners, then into a sun-filled family room anchored by a brick fireplace. The kitchen opens to a breakfast nook where sliders lead to the deck and level lawn beyond. Upstairs are four bedrooms, including a spacious 22-foot primary suite with a walk-in closet and private bath. Laundry is ideally situated on the bedroom level, making everyday living that much more convenient. Outside, the level lawn unfolds behind mature arborvitae, framed by a wooded ridge that turns gold every October. A two-car garage and separate outbuilding add even more function. North Guilford rewards those who find it: the lake, miles of conservation trails, and farm stands along Route 77. And while the setting feels wonderfully private, the historic Green, shoreline, New Haven and Hartford are all within convenient reach.

811 Lake Dr, Guilford

$289,900

2 Beds ⋅ 1 Baths ⋅ 24210998 MLS

This property offers a rare opportunity with nearly half an acre of land in a very popular and convenient part of town. Existing home is in need of renovation and may offer the potential to rebuild or create a new home to suit your own vision, subject to town approvals. Whether you're looking to build your dream home, renovate, or take on an investment project, this property offers plenty of possibilities. Property is being sold strictly as- is, where- is .Buyers are encouraged to preform their own due diligence regarding zoning, permits.

232 Maupas Rd, Guilford

$535,000

4 Beds ⋅ 2 Baths ⋅ 24204255 MLS

Nestled on nearly an acre of tranquil landscape and adjacent to Westwood hiking trails, this four bedroom, two full bath home is surrounded by nature yet conveniently located. Rock walls and tended landscape in the large front yard lead into this contemporary home. On the main level, the open floor plan features a living room, dining area and kitchen with soaring ceilings and windows that showcase the surrounding natural beauty. Sliders lead to a large deck that overlooks the private, wooded back yard. A spacious loft overlooks the main level and offers wonderfully flexible space for an office, lounge or gym (the current owner uses it for the primary). Two bedrooms on the main floor and two on the lower level, each with lovely treed views, offer additional flexible space to enjoy! Also on the lower level is a flex room with sliders to a covered deck that provides shade and views. Large closets, eaves, shed and carport offer storage. This well-loved, maintained home has updates throughout, including: freshly painted interior & ceiling (2026), new air conditioning/mini-split system (2026), new roof (2022), new paved driveway (2022), new septic tank (2014), and well updates (2018-2023). Minutes to beaches (approx. 1.5 miles to Shell Beach), trails, Guilford's vibrant town center, recreation, shopping, train station, I-95 and major thoroughfares.

882 Moose Hill Rd, 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

$475,000

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

$325,000

2 Beds ⋅ 1 Baths ⋅ 24206710 MLS

***OPPORTUNITY AWAITS IN GUILFORD LAKES*** ***SHOWINGS TO BEGIN 9/28***

606 N Madison Rd, Guilford

$1,100,000

4 Beds ⋅ 4 Baths ⋅ 24194216 MLS

Welcome to 45 Deerfield Drive. Three acres of prime Guilford real estate! Situated on a desirable cul-de-sac, this home offers a sense of space and privacy that is becoming increasingly hard to find in this sought after Connecticut community. This beautifully 4-bedroom Colonial is uniquely positioned, bordering protected open space, ensuring your connection to the natural landscape remains undisturbed and expansive. Beyond the impressive acreage, the home's exceptional layout is designed for modern living. Newly refinished hardwood floors and crisp white walls and trim compliment the natural light throughout this charming home. The standout feature is the beautifully finished lower level, which serves as the ultimate hub for indoor-outdoor entertaining or a potential multi-generational in-law apartment. Complete with a custom built-in entertainment center, a full kitchen, and a full bathroom, this versatile space offers a seamless transition to the outdoors. Open the sliders and walk right out to your own private oasis, featuring a stunning inground pool surrounded by nature. A rare retreat that perfectly balances peaceful seclusion with sophisticated living.

45 Deerfield Dr, Guilford

$629,900

4 Beds ⋅ 2 Baths ⋅ 24206807 MLS

Quietly nestled on a magnificent 3.5+ acre lot, additionally bordered by Land Trust property and Westwoods hiking trails, this striking four-bedroom, two-full-bath home offers exceptional privacy, endless natural beauty, and a sophisticated contemporary flair. The inviting living room features a cathedral ceiling, skylight, & wood-burning stove, flowing seamlessly into the stunning remodeled kitchen with abundant cabinetry, gorgeous granite counters, and an oversized breakfast bar where an enormous picture window captures sweeping views. An incredible home office with built-ins-also ideal as a dining room-opens to a stone patio. The first floor includes a bedroom, updated full bath, and an expansive deck. Upstairs, the primary bedroom features a loft, along with two additional bedrooms, and a newly remodeled full bath with skylight. The completely renovated walkout lower level offers a gym, a bonus room with sliders out to a patio with a fire-pit! Spacious storage areas, and huge laundry room. Additional features include oil heat with three zones and an incredible oversized shed. Professionally landscaped grounds are simply perfection, with manicured lawns, multiple patios, and total privacy surrounded by nature. Yet, this peaceful retreat is just minutes from the highway, shopping, Guilford Green, beaches, and the in-town train station.

962 Moose Hill Rd, 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

$799,000

3 Beds ⋅ 3 Baths ⋅ 24208812 MLS

Beautifully updated Guilford Lakes Colonial offering nearly 2,800 square feet of spacious, comfortable living. Inside, the bright and welcoming floor plan features hardwood flooring, generously sized rooms and plenty of space for both everyday living and entertaining. The eat-in kitchen with center island opens to an impressive family room with vaulted ceilings, a fireplace and French doors leading to the expansive deck and patio-perfect for indoor-outdoor living. Formal living and dining rooms provide additional space for entertaining, while the oversized bonus/media room offers incredible flexibility as a home office, playroom, gym or second family room. Upstairs, you'll find three spacious bedrooms with newly added hardwood flooring, including a generous primary suite featuring two walk-in closets and a private bath with soaking tub and separate shower. Additional highlights include new central air conditioning, fresh interior paint, main-level laundry, a walk-up attic, full basement and attached two-car garage. With its spacious floor plan, thoughtful updates and serene setting, 44 Coventry Way offers a picturesque lot accented by classic stone walls and inviting outdoor spaces, this home offers the perfect combination of privacy, space and convenience.

44 Coventry Way, Guilford

$699,000

4 Beds ⋅ 3 Baths ⋅ 24208719 MLS

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

70 Stepstone Hill Rd, Guilford

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