Guilford Homes under $600,000

Welcome to Guilford, Connecticut – a charming coastal town nestled in the heart of New Haven County. Known for its picturesque landscapes, rich history, and vibrant community, Guilford offers an idyllic setting for families, professionals, and retirees alike. With its stunning shoreline along the Long Island Sound, residents enjoy a variety of outdoor activities, from sailing and fishing to hiking along the scenic trails of the nearby Guilford Lakes.

Guilford is a town steeped in history, with a quaint downtown area that features beautifully preserved colonial architecture, boutique shops, and delightful eateries. The community is known for its strong sense of camaraderie, hosting various events throughout the year, including farmers' markets, art festivals, and summer concerts in the park. With top-rated schools and a welcoming atmosphere, Guilford is an ideal place to raise a family or enjoy a peaceful retirement.

For those seeking to make Guilford their home without breaking the bank, there are fantastic real estate opportunities available for under $600,000. Whether you’re looking for a cozy colonial, a charming cape, or a modern townhouse, the housing market in Guilford has something for everyone. These homes not only offer comfort and style but also provide easy access to the town's amenities and the stunning natural beauty that surrounds it.

Discover the charm of Guilford, where a vibrant community and beautiful homes await you. Your dream home in this delightful town is just a visit away!

Newest Guilford Homes under $600,000

$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

$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

$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

$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

$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

$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

$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

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.