Guilford Homes under $750,000

Welcome to Guilford, Connecticut—a picturesque coastal town nestled in New Haven County, where the charm of New England meets modern living. With its stunning shoreline, rich history, and vibrant community, Guilford offers an idyllic setting for families, professionals, and retirees alike. Known for its beautifully preserved colonial architecture and lush landscapes, this quaint town is more than just a pretty face; it boasts a strong sense of community, excellent schools, and a variety of recreational activities.

One of the most appealing aspects of Guilford is its diverse real estate market, particularly for those seeking homes under $750,000. Here, you can find a range of properties that cater to various lifestyles and preferences. From charming historic homes with character to modern single-family residences, there’s something for everyone. Imagine settling into a cozy colonial home with a white picket fence, or perhaps a contemporary abode with open-concept living spaces and a spacious backyard for summer barbecues.

Guilford’s prime location offers easy access to beautiful beaches, scenic parks, and a vibrant downtown filled with boutique shops and delightful eateries. The town’s strong sense of community is evident in its numerous events and festivals throughout the year, fostering connections among neighbors and newcomers alike.

Whether you’re drawn to Guilford for its serene atmosphere, its rich history, or its welcoming community, you’ll find that this charming town offers an exceptional quality of life—all while staying within your budget. Explore the possibilities today and discover your dream home in Guilford!

Newest Guilford Homes under $750,000

$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

$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

$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

$399,900

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

$409,900

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

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