$4,000 Plus Fees
831 Nut Plains Rd, Guilford, CT 06437
Welcome to your new home in Guilford, CT! This property offers a comfortable and inviting living space in a charming neighborhood, perfect for anyone looking to experience the best of coastal New England.Key property features include ample living space and well-designed layout, offering flexibility for your lifestyle. Enjoy the convenience of being located near several great restaurants
$1,650 Plus Fees
50 River Colony Unit 50, Guilford, CT 06437
Updated freshly painted second floor unit with private upper story deck and wood burning fireplace. Conveniently located near town and highways. Main floor has open floor plan with living room with fireplace/kitchen/eating area with cathedral ceilings. Second floor has loft/bedroom with full bath and cathedral ceilings. Laundry is located just steps from the building. Great credit and no pets/no
$3,100
Total Monthly Price
683 Richies Way, Guilford, CT 06437
Lovely one bedroom furnished apartment in Guilford - $3,100/month for academic or annual rental.This warm and inviting, fully furnished, 1,100 sq ft one bedroom apartment is located on a quiet cul-de-sac in an upscale neighborhood in Guilford close to downtown and hwy 95. Recently updated and freshly painted inside and out, it feels bright and airy, with floor-to-ceiling windows and
$1,700
Total Monthly Price
100 White Birch Dr Unit 100 White Birch Drive, Guilford, CT 06437
Part of a four bedroom house with seclusion and private entrance, this studio apartment is perfectly nestled in the quiet woods of the Guilford Lakes community. Combining total privacy with unbeatable neighborhood perks, this apartment offers the ultimate shoreline lifestyle.Setting: Tucked away down a long, tree-lined driveway and surrounded by mature woods. Enjoy total peace and
$3,000
Total Monthly Price
25 Drive Way, Guilford, CT 06437
Welcome to this beautifully maintained main floor unit in the heart of Guilford. Ideally located just minutes from Guilford's historic town green, shops, dining, and shoreline, this inviting space is perfect for those seeking easy, one level living. Step inside to find a bright and airy layout with generous natural light throughout. The unit features a spacious living area, a
$3,800 Per Month
67 Chimney Corner Cir, Guilford, CT 06437
The views from this charming Sachems Head waterfront home are exceptional. Located next to the Sachems Head Yacht Club this fully furnished academic rental is a dream come true. Four bedrooms and two full baths, with an additional bedroom and full bath on the ground level in the warmer months. Additional rooms offer an excellent option for home offices. The main level features a wood-burning
Marissa McCue William Pitt Sotheby's Int'l
$3,800
Total Monthly Price
18 Graves Ave, Guilford, CT 06437
Completely renovated Barn/office conversion to a gorgeous one level 2000 sq ft residential unit within walking distance to the Historic Guilford Green, train station, marina and beach. This space was originally the town garage at the turn of the century and converted into livable space. You'll find the unit located in the rear of 18 Graves Avenue. The main living area features cathedral ceilings
$2,300 Per Month
1327 Little Meadow Bldg B Rd, Guilford, CT 06437
The Atelier. Lovely detached accessory dwelling. Beautiful attention to detail and use of space. Located on a private, flat, lightly wooded lot. Comes fully furnished. Utilities include air conditioning and heat, high-speed internet, on demand generator, and use of one interior garage space. A special retreat for someone in transition or needing housing for the academic year. Simply lovely.
Heather Clinton Berkshire Hathaway NE Prop.
$1,650
Total Monthly Price
50 River Colony, Guilford, CT 06437
Updated freshly painted second floor unit with private upper story deck and wood burning fireplace. Conveniently located near town and highways. Main floor has open floor plan with living room with fireplace/kitchen/eating area with cathedral ceilings. Second floor has loft/bedroom with full bath and cathedral ceilings. Laundry is located just steps from the building. Great credit and no pets/no
$1,475 Per Month
82 State St, Guilford, CT 06437
Come see this updated second floor 1/2 bedroom efficiency apartment just a minute walk to the beautiful Guilford town green, shops and restaurants. Bright, sun filled rooms. A huge backyard for privacy. Off street parking.
Patricia Broughal Coldwell Banker Realty
$6,500
Total Monthly Price
624 Vineyard Point Rd, Guilford, CT 06437
ANNUAL RENTAL - FURNISHED OR UNFURNISHED WATERFRONT HOME. Come and enjoy year round this classic New England waterfront home located in coveted Sachems Head with room for everyone- especially your four legged family members. This wonderful home offers a lifestyle for your whole family to enjoy. There are water views from most every room as well as beautiful outdoor spaces to sit and enjoy the
$2,700 Per Month
125 Old Sachems Head Rd, Guilford, CT 06437
Academic rent staring September through May 31, 2027 with possible options to extend through the summer. This fully furnished 2 bedrooms, 2 bath cozy cottage in Sachem Head will be the perfect place to enjoy all that this sought after beach community offers. First floor bedroom, large spacious living area with wood burning stove, light & bright kitchen, full bath & laundry room. Second floor is
Greg robbins Houlihan Lawrence WD
$3,500 Per Month
100 White Birch Dr, Guilford, CT 06437
Guilford Lakes 4 bredroom, 2.5 bath yearly rental available for July 1st move in. This wonderful colonial situated on a cul-de-sac with beach rights offers 2300 square feet of living space. A formal living room, dining room, huge eat-in kitchen, family room with a fireplace and access to the deck, half-bath and a the two-car garage. Upstairs is 4-bedrooms, 2-full baths and a walk-up attic.
Jana Ghidossi Coldwell Banker Realty
$4,300 Per Month
50 Ledge Hill Rd, Guilford, CT 06437
Discover the perfect blend of antique charm and modern convenience at 50 Ledge Hill Road. This delightfully updated and maintained antique colonial is available for annual rental, offering a truly peaceful and picturesque retreat on six and a half acres of serene land. Despite the feeling of total privacy and seclusion, you'll remain conveniently located within a fifteen-minute drive of all local
Melanie Abbott William Pitt Sotheby's Int'l
$3,600 Per Month
199 Goose Ln, Guilford, CT 06437
Conveniently located about a mile from the beautiful historic Guilford Green, with its popular shops & restaurants, as well as the modern Library & Community Center, this nicely updated Contemporary home is set back from Goose Lane, and showcases an open floor-plan, with lots of natural light. The location provides a very easy commute via Route 95, and Route 1, or the Guilford Train station, with
Jake Wyman William Raveis Real Estate
$4,000 Per Month
92 High Ridge Rd Unit (ACADEMIC YEAR), Guilford, CT 06437
ACADEMIC YEAR 2026 -2027 GUILFORD BEACH RENTAL - Fully furnished beach home set up above Mulberry Point Road with AMAZING VIEWS OF LONG ISLAND SOUND, just steps from DANIEL AVENUE BEACH. 1st floor master bedroom (Queen bed) with attached bath (Includes a super deep soaking tub and a separate shower) Open floor plan with a wall of sliding glass doors out to the decks overlooking Long Island Sound-
Kimberly Bailey William Raveis Real Estate
$2,550 Per Month
1162 Moose Hill Rd, Guilford, CT 06437
Updated 2 Bedroom, 1 Bath ranch style home with a huge yard! Remodeled eat-in kitchen with granite countertops, cherry cabinets and stainless-steel appliances. Livingroom with laminate hardwood floors and plenty of natural sunlight. Two generously sized bedrooms. Full bathroom with a tub/shower. Laundry room with private washer/dryer. Utilities are all electric with mini split heat/AC system.
Cathy Hill Conlin Seabury Hill REALTORS
$3,700 Per Month
149 Old Sachems Head Rd, Guilford, CT 06437
First time offered. Furnished/Unfurnished Annual Rental in desirable Sachem's Head area, with access to the beach just down the street. A cozy contemporary with hardwood floors, lots of windows, living room with soaring stone fireplace, and large deck. Landlord takes care of lawn mowing of this large yard. Recently painted with some updates, this lovely home is ready immediately for an annual
Alison Gould Gould Group LLC
$4,650 Per Month
2455 Boston Post Rd Unit 1, Guilford, CT 06437
Welcome to The Landing at Guilford, a luxury townhome community offering modern design, quality construction, and low-maintenance living in one of the shoreline's most desirable locations. This well-appointed 2-bedroom residence with flexible space for a potential third bedroom features an open-concept layout with a beautifully designed kitchen complete with stainless steel appliances, granite
Katelin Rosello Social & Co Realty
$1,795 Per Month
41 River Colony Unit 41, Guilford, CT 06437
Welcome to River Colony! Located near the West River, with an abundance of open space, this enclave of 59 units is a hidden gem in Guilford. It would be hard to find a more serene and tranquil setting, yet it is only a three minute drive to the historic Guilford Green with quaint shops and fine restaurants. This delightful first floor unit has recently been remodeled, with quartz countertops in
Stephen Burke Coldwell Banker Realty
$6,000 Per Month
179 Prospect Ave, Guilford, CT 06437
ACADEMIC YEARLY RENTAL! Sachem's Head Association waterfront property. This is a well-designed, well-appointed, pristine history rich home. Facing Long Island Sound and backed by the tranquil South Bay, every corner of this home offers unmatched water views. Strategically situated to immerse you in the breathtaking beauty that surrounds it. The home has been updated to seamlessly provide all of
Jessica Kimball William Raveis Real Estate
$1,650 Per Month
8 Brook Ln Unit 2, Guilford, CT 06437
Sunny large one bedroom apartment on the second floor of a private home. Tucked away on a quiet street close to 95, Route 1 and a few minutes from town center. Heat, Hot water, Electric and Wifi are INCLUDED in the rent. Large front-to-back living room with dining area in the rear overlooking the backyard. Lots of windows fill the apartment with natural light. Brand new shiny hardwood floors in
Kimberly Bailey William Raveis Real Estate
$2,800 Per Month
4 Copper Hill Dr Unit 4, Guilford, CT 06437
Academic rental available starting Sept 10, 2026. Free standing furnished rental in excellent condition and convenient to town, beaches and I-95. Primary suite, second bedroom, bath and laundry all on main level. Living room has hard wood flooring and sliders that open to a private deck. Kitchen features newer appliances. There is spacious second floor loft that can be used as an office or
Jennifer Trautman Turton William Pitt Sotheby's Int'l
$3,850 Per Month
260 Flag Marsh Rd, Guilford, CT 06437
Renovated ranch on a private wooded lot in Guilford featuring an open-concept floor plan, hardwood floors, recessed lighting, and a beautiful stone fireplace. The updated kitchen offers quartz countertops, stainless steel appliances, stunning blue cabinetry, and a center island open to the living and dining areas. Enjoy a newly build deck overlooking the peaceful front yard, generous room sizes,
Kaiti Brown William Raveis Real Estate
$3,400 Per Month
161 Whitfield St Unit 4, Guilford, CT 06437
161 Whitfield Street, Unit 4 is a tastefully updated one-bedroom, loft-style townhouse apartment located in Guilford's highly sought-after Whitfield Historic District. Ideally situated just a short walk from the beloved Guilford Green, the home offers convenient access to the town's charming shops, restaurants, and vibrant downtown atmosphere. A short stroll south on Whitfield Street brings you
Jake Wyman William Raveis Real Estate
$30,000 Per Month
39 Vineyard Place, Guilford, CT 06437
Where New England architecture meets timeless elegance! Experience the pinnacle of shoreline living in this spectacular waterfront estate, perfectly positioned on a private, peninsula-like setting in Sachem's Head community. Boasting breathtaking, panoramic views of Long Island Sound, this 1930s residence is a masterwork of historic character and unique architectural artistry. The home's rich
Ana Russo William Pitt Sotheby's Int'l
$2,475 Per Month
82 State St Unit 1, Guilford, CT 06437
Fabulous first floor unit with washer and dryer! Hardwood floors throughout. Antique charm with all the updated amenities and appliances. To full bathrooms 3/4 bedrooms. Beautiful private park like backyard. Walk to the Guilford green in minutes and all the shops in minutes! This is a must-see rental.
Patricia Broughal Coldwell Banker Realty
$1,995 Per Month
48 Quidnet Ct Unit 48, Guilford, CT 06437
Beautiful rental in desirable Quonnipaug Hills! Townhouse style with open floor plan on first floor. Two ample-sized bedrooms on second floor; laundry in unit. Quiet, nature-filled surroundings located in an area that is easily commutable to Yale, New Haven and Hartford. Quonnipaug lake is 1/2 mile from the complex, within walking distance. Enjoy summer grilling on the deck, and maintenance-free
Karen Kesten William Raveis Real Estate
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