Guilford Homes under $400,000

Welcome to Guilford, Connecticut, a picturesque coastal town nestled in the heart of New Haven County. Known for its charming New England ambiance, Guilford boasts a rich history, stunning natural beauty, and a vibrant community spirit. With its idyllic shoreline along the Long Island Sound, residents enjoy breathtaking views, serene beaches, and ample outdoor activities, making it a perfect retreat for nature lovers and families alike.

Guilford is renowned for its historic town center, where you can stroll through quaint streets lined with unique shops, delightful eateries, and local galleries. The town's commitment to preserving its heritage is evident in its beautifully maintained colonial homes and the iconic Guilford Green, the centerpiece of community events and gatherings. Education is a priority here, with highly-rated schools and a strong sense of community involvement.

For those looking to make Guilford their home, you’ll be pleased to discover that the real estate market offers a range of affordable options, including homes under $400,000. Whether you’re a first-time buyer or seeking a cozy retreat, Guilford has something for everyone. From charming single-family homes to modern condos, you can find properties that blend comfort and style while staying within your budget.

With its welcoming atmosphere, rich history, and beautiful surroundings, Guilford is more than just a place to live; it’s a place to thrive. Explore the possibilities today and discover your dream home in this enchanting town!

Newest Guilford Homes under $400,000

$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

$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

$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

$325,000

2 Beds ⋅ 1 Baths ⋅ 24206710 MLS

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

606 N Madison 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

$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

$329,000

2 Beds ⋅ 3 Baths ⋅ 24206723 MLS ⋅ Walden Three BLDG.

Top location! Space, privacy and comfort come together in this spacious 2-bedroom, 2.5-bath end-unit condo in a peaceful wooded setting in the highly desirable Connecticut shoreline town of Guilford. Ideally located for access to I-95 and Shore Line East, with New Haven, Yale University and Yale New Haven Hospital just 20 minutes away. An open, comfortable feel greets you from the moment you enter, with the main level flowing from the eat-in kitchen with breakfast nook into a generous living/dining room with elegant laminate flooring. Sliding glass doors invite relaxing and entertaining outdoors on your private deck, while the fireplace creates a cozy retreat during colder months. A half bath and three large built-in closets complete the main level. Upstairs, both large bedrooms enjoy their own renovated en-suite bathrooms, impressive wall-to-wall closets and upgraded vinyl flooring. The upper landing offers yet another wall-to-wall storage area, half dedicated to laundry. Thermopane windows and new wall-mounted cooling units provide year-round comfort. A detached garage and visitor parking offer added convenience. Enjoy the community pool and tennis court during summer. HOA includes heat and hot water, grounds maintenance, insurance and trash removal. Surrounded by mature woods, this community feels private and secluded yet close to Guilford's historic Green, shops, restaurants, beaches, waterfront parks and nature trails.

52 Granite 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

$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

$399,000

2 Beds ⋅ 1 Baths ⋅ 24201790 MLS

Direct waterfront on West Lake! Enjoy exceptional year-round lake views from this charming 2-bedroom, 1-bath ranch-style home in Guilford. With 1,002 square feet of living space on a .23-acre waterfront lot, this property presents a wonderful opportunity to enjoy the beauty and lifestyle of lakeside living in one of Connecticut's desirable shoreline communities. The home's inviting living spaces are thoughtfully positioned to take full advantage of the spectacular water views, while two fireplaces add warmth and character. Outdoors, a spacious deck and patio provide the perfect setting for relaxing, dining, entertaining, or simply taking in the tranquil surroundings. A private dock offers direct access to West Lake, creating endless opportunities for boating, swimming, fishing, and enjoying time on the water. Whether envisioned as a year-round residence, weekend retreat, or private lakeside escape, this waterfront property offers a unique opportunity to enjoy the best of lake living.

14 Putzel Ave, Guilford

$340,000

2 Beds ⋅ 1 Baths ⋅ 24198433 MLS ⋅ River Colony BLDG.

Welcome to 12 River Colony Road, offering easy one-level living in a beautiful and convenient setting. This inviting home features a stunning high-end European-style kitchen with Bosch appliances, sleek cabinetry, and plenty of space for dining and entertaining. European-style windows and a new sliding door fill the home with natural light. Step outside to your private patio, perfect for entertaining, and enjoy the large courtyard and scenic marsh views that create a peaceful backdrop. Additional updates include a new roof, new washer and dryer, and a 2025 water heater. The home is serviced by public water, and additional storage is available above the garage, with garage space potentially available to rent separately. Ideally situated close to downtown, area beaches, shopping, dining, and highway access, this home combines an updated interior, beautiful outdoor space, scenic surroundings, and the convenience of one-level living. Move right in and enjoy!

12 River Colony, Unit 12, Guilford

$259,995

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

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.