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Cheshire CT Real Estate & Homes for Sale

220 Properties Found

The median home value in Cheshire, CT is $365,000. This is higher than the county median home value of $208,400. The national median home value is $177,414. The average price of homes sold in Cheshire, CT is $365,000. Approximately 72.49% of Cheshire homes are owned, compared to 22.85% rented, while 4.66% are vacant. Cheshire real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Cheshire real estate agent to arrange a tour today!
Learn more about Cheshire Real Estate.


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Beds:
3
Baths:
2.00
Sq.Ft.:
1,226
Status:
NEW LISTING
MLS#:
N10138463
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.49 Acres
Year built:
1961
Courtesy: Calcagni Real Estate
View additional info

From location to updates this house has it all! New Harvey windows and garage doors. All the doors inside and out have been replaced within the last three years. Roof is 5 years young and new vinyl siding was put on just last year. The furnace and water heater were replaced within the last 5 years as well as both baths being updated all the way down to the studs with new plumbing and electrical. Kitchen was also recently remodeled with a new sub floor, plumbing and electrical. It has new stainless steel appliances,granite counter tops, and tile floor. Enjoy summer picnics in your huge flat back yard or lovely walks on the Farmington Canal Trail that is walking distance from your front steps! Don't miss your chance to get into this fantastic neighborhood - schedule your private showing today!

Beds:
3
Baths:
1.10
Sq.Ft.:
1,525
Status:
NEW LISTING
MLS#:
N10139201
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
1.03 Acres
Year built:
1960
Courtesy: Coldwell Banker Res Brokerage
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Nicely maintained 3 bedroom, 1-1/2 bathroom ranch on a private 1 acre lot! Cobblestone driveway demonstrates great curb appeal and is just one of many impressive features of this beautiful home. Spacious Living room and dining room that will easily handle dinner parties over 12. Beautiful brick fireplace. This property boasts gleaming oak hardwood floors. Updated kitchen, living room opens to dining roon. Fully finished lower level (not reflected in square footage). Newer siding, roof, AC and replacement windows. Great yard, stone patio, garden and beautiful landscaping.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,911
Status:
NEW LISTING
MLS#:
N10139124
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
2.12 Acres
Year built:
1964
Courtesy: Gary Prinz Real Estate
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Spacious Ranch style home situated on two-plus park-like acres, professionally landscaped, stone walls galore, flower and vegetable gardens and much more. Master bedroom includes a walk in closet, large sun room with hot tub. Two additional sun rooms offer views of the manicured grounds. 3 car pole barn and 2 other outbuildings offer ample storage space. Remodeled kitchen includes granite countertops, stainless steel appliances and plenty of cabinet space. Enjoy living in a private setting conveniently located to Cheshire's amenities.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,306
Status:
NEW LISTING
MLS#:
N10138957
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.45 Acres
Year built:
1957
Courtesy: Calcagni Real Estate
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South End Three Bedroom updated ranch! Wonderful neighborhood. Freshly painted, Fireplace and Hardwood Floors in Living Room. All bedrooms have hardwood. Updated kitchen with tile. Finished lower level adds 725 additional square feet and full bath. Furnace only 5 years old. Nice level lot! Shows nicely!

Beds:
3
Baths:
2.10
Sq.Ft.:
2,258
Status:
NEW LISTING
MLS#:
N10137685
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
1.34 Acres
Year built:
2007
Courtesy: Calcagni Real Estate
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Better than new! This contemporary expanded cape offers the charm of yesterday with the benefit of everything completely redone in 2007. Showcase kitchen professionally done by one Cheshire's most prestigious builders offers floor to ceiling cabinets, an over-sized island and stainless appliances. Expansive family room with a wall of windows give loads of light and warmth. First floor office, laundry, curved doorways and hardwood adds to the appeal of this home. Master bedroom has cathedral ceilings, full bath and loads of closet space. Great location, convenient to all.

Beds:
5
Baths:
3.10
Sq.Ft.:
2,292
Status:
NEW LISTING
MLS#:
N10138235
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
1.15 Acres
Year built:
1986
Courtesy: Calcagni Real Estate
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Inviting 5 bedroom, 3.5 bath Colonial set on over an acre at end of cul-de-sac. Gleaming hardwood floors, new carpeting in upper and lower levels and new boiler. All new windows and roof installed in 2008 at time of 1st floor Master suite/In-Law addition. Deck off family room overlooks private backyard with access to newly paved linear trail. Partially finished lower level offers additional 400+ sq ft with 1/2 bath and generous closet space with addn'l storage. Owner willing to negotiate allowance for new kitchen appliances.

Beds:
4
Baths:
2.10
Sq.Ft.:
2,359
Status:
NEW LISTING
MLS#:
N10138208
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.32 Acres
Year built:
1760
Courtesy: Calcagni Real Estate
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Gracious 1760 cape cod home, beautifully maintained and sensitively remodeled and expanded over the years . The facade has the look of an antique home, while the interior offers amenities such as a large master bedroom suite, central air, a large family room and sliders to the patio and backyard. House was awarded a Cheshire Beautification award in 2002. The 1760 part of the home features a central chimney with three fireplaces opening to the living room, dining room and kitchen. The kitchen fireplace now has a wood burning stove insert. The addition features a breakfast room (sun room), a half bath and family room on the first level. The master bedroom suite is above.The exterior is wood clapboard siding and the roof is wood shingles.The driveway is white gravel and offers parking for at least 4 cars.Manicured yard is beautifully planted with perennials and flowering trees. Huge hedge in front offers privacy and visual interest. This home is a treasure.

Beds:
2
Baths:
2.10
Sq.Ft.:
1,275
Status:
NEW LISTING
MLS#:
N10138092
Type:
Condo
Subdivision:
Cheshire (104)
Year built:
1985
Courtesy: Keller Williams Realty
View additional info

Carefree living at its finest! Updated end unit back-up to woods and offers privacy and tranquility. It has a Wonderful screened-in porch where you can enjoy the fresh air and nature, while reading a book or having a glass of wine. The kitchen and bathrooms have been updated. The property has crown molding, a very spacious master bedroom, and closets galore. Each bedroom has its own full bath and there is a half bath on the main level. You won't miss the basement with all the other storage the unit offers. The location is quiet yet walking distance to South Main St. Beautiful in-ground swimming pool and Tennis to enjoy as well!

Beds:
5
Baths:
3.10
Sq.Ft.:
2,976
Status:
NEW LISTING
MLS#:
N10136143
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.92 Acres
Year built:
1979
Courtesy: Calcagni Real Estate
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This oversized Cape style home has comfortably hosted its large family’s birthday parties, holiday dinners, wedding preparations, summer pool picnics—every happy occasion—for the past twenty five years and is ready for a new generation of guests to welcome. Three of the bathrooms are newly remodeled and the updated kitchen has proven its workable design on a nightly basis for its culinarily-inclined matriarch. Family room, kitchen and dining area are all interconnected and generously sized, permitting maximum simultaneous household chaos…and easy socializing. Skylights crown the family room’s fourteen foot ceilings as well as the ceilings of the private guest quarters and en-suite bath, accessed by a separate staircase. The home’s location in south Cheshire affords buyers the amenities of the town—exceptional schools and a friendly, highly ranked community—with the convenience of a shortened commute to New Haven, Fairfield County and New York. Agent related to seller.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,350
Status:
NEW LISTING
MLS#:
N10137919
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.5 Acres
Year built:
1972
Courtesy: Coldwell Banker Res Brokerage
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Welcome to this wonderful 3 bedroom 2 full bath split home on a corner!! This home features 3 levels of living space with hardwood floors, giving everyone there own space. Fantastic fenced in yard and deck, get ready for summer parties here!!

Beds:
2
Baths:
1.10
Sq.Ft.:
1,052
Status:
NEW LISTING
MLS#:
G10137401
Type:
Condo
Subdivision:
Cheshire (104)
Year built:
1986
Courtesy: Century 21 AllPoints Rlty
View additional info

Great Price! This beautiful, updated 2 bedroom condo is move in ready! Large, spacious bedrooms, open kitchen and living room. Condo roof was redone in 2015 and complex includes a beautiful community pool with a clubhouse! The condo includes 1 detached garage with 1 assigned parking.

Beds:
5
Baths:
3.10
Sq.Ft.:
2,280
Status:
NEW LISTING
MLS#:
N10137561
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.47 Acres
Year built:
1969
Courtesy: Coldwell Banker Res Brokerage
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Relax on the front porch of this hard to find 5 bedroom home. Beautiful and spacious remodeled oak kitchen with sunny dining area and hardwood flooring. Formal living room with wood burning fireplace with woodstove insert and picture window. 2 first floor bedrooms with hardwood floors (one presently being used as a dining room and was used previously as a den) and 3 upper level bedrooms. Master bedroom with walk in closet, HW floor & full bath featuring whirlpool tub. 3 full and 1 half bath. Newer roof, boiler and garage doors. Andersen thermopane windows. Attached shed to rear of garage. Beautiful patio and level lot. Covered wood storage area.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,015
Status:
NEW LISTING
MLS#:
N10137588
Type:
Condo
Subdivision:
Cheshire (104)
Year built:
2005
Courtesy: Calcagni Real Estate
View additional info

Highly sought after 55+ community at "Southwick in Cheshire". This perfectly maintained 2 bedroom unit boasts a gracious foyer area, a combination living and dining room with beautiful hardwood floors, a very efficient kitchen, main floor washer and dryer, large master with on suite bathroom, lovely patio area, attached garage and many more desirable features. The community offers a dining room, hair salon, a bank and plenty of friendly faces! Come be a part of this vibrant, easy living lifestyle!

Beds:
4
Baths:
3.10
Sq.Ft.:
3,500
Status:
Active
MLS#:
N10137201
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
3.24 Acres
Year built:
2016
Courtesy: Harriman Real Estate LLC
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Exceptional 3,500 sf Colonial located on a beautiful 3.24 acre wooded lot at end of cul-de-sac. This home will feature a fabulous two story foyer, formal living room/office open to family room with fireplace, spacious kitchen with center island, granite counters and breakfast area, formal dining with coffered ceilings & chair rails, half bath, hardwood floors, crown molding and 9’ ceilings on first floor. The second floor offers master bedroom suite with tray ceiling, full bath and walk-in closet, three additional bedrooms, full bath with double sinks, laundry room and finished bonus room that could be 5th bedroom or entertainment/media room with attached full bath, hardwood floors in hallway and bedrooms and tile flooring in baths, oversized Trex deck off kitchen. Builder to install 48 recessed lights throughout the home, as well. Walk-out basement for easy access to the beautiful tried lot. The property is just steps away from the Farmington Canal Trail for those who like enjoy walking or biking. Don’t miss this quality home by Westminster Construction LLC. Completion 2-3 weeks.

Beds:
3
Baths:
2.10
Sq.Ft.:
1,486
Status:
Active
MLS#:
N10135911
Type:
Condo
Subdivision:
Cheshire (104)
Year built:
1974
Courtesy: William Raveis Real Estate
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Welcome! Located within walking distance to Cheshire's expanded Farmington Canal linear trail! Add the on-site tennis & pool at Ives Hill complex & your daily excericise will be provided for! Well cared for desirable, 3-BR townhouse unit offers a BR w/laminated flooring & a pvt. bath featuring a large walk-in shower, tile flooring & a single vanity. Add a full wall, mirrored closet! The other 2 BR's offer mirrored sliding closet doors/storage & laminated flooring! All BR's feature ceiling fans! Efficient natural gas for heat, hot water & cooking! A real plus! The FP offers a customized wood surround. Neutral carpet is a feature of the formal L.R. & D.R. giving way to the expansive "furniture friendly",front to back floor space! Freshly painted! The remodeled kit. is efficient & well appointed. All appliances are included! Flooring is tile. Excellent storage & counter work space! Guest closet & guest half bath are also on the main level. There is a 2nd full bath w/a comb. tub/shower on 2nd level. D.R. features a slider to a balcony deck w/nature views of the trees bordering the property! Walk to the pool & tennis court! Guest parking. Pvt. location central to so many Cheshire venues. Mins to I-84 East & West. A very well respected & popular complex, beautifully cared for! A lovely spot to call home w/out the extra work of a traditional home. Note the ready to complete lower expandable space ideal office, media room, plat rm guest rm! Just move in! HOA fee includes water!

Beds:
3
Baths:
2.10
Sq.Ft.:
2,418
Status:
Active
MLS#:
N10137118
Type:
Condo
Subdivision:
Cheshire (104)
Year built:
2016
Courtesy: Calcagni Real Estate
View additional info

Arlington Model is currently under construction on Lot #23, this one of our Quick Delivery models...it could be ready in 2-3 weeks. The kitchen boasts a center island, a cooktop peninsula open to the great room. It also features a butlers pantry entering into the formal dining room. The Arlington offers a first floor Master Bedroom Suite, with 2 additional bedrooms and a finished bonus room on the second level. 41 Elegant homes set on a magnificent 32 acre parcel for those 55 and over. Maintenance-free living offering amenities including granite, hardwood and gas fireplace. We are over 60% SOLD - ONLY 15 LOTS LEFT!

Beds:
3
Baths:
2.10
Sq.Ft.:
1,808
Status:
Active
MLS#:
N10136787
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.29 Acres
Year built:
2016
Courtesy: Calcagni Real Estate
View additional info

Affordable has never been so exciting. (CHFA qualified buyers) - only 2 homes available at this special price! New neighborhood with sidewalks on cul-de-sac street. City water and city sewer. Possibility of 4th bedroom. Deed restrictions. Special Specifications for the 2affordable properties. Speak to listing agent. Agent related.

Beds:
3
Baths:
2.10
Sq.Ft.:
2,493
Status:
Active
MLS#:
N10136605
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
1.3 Acres
Year built:
1939
Courtesy: Sette Real Estate LLC
View additional info

Fantastic Open Expanded Cape with Updated kitchen with granite counter top and stainless steel appliances. Master bedroom on the first floor with walk-in closet and attached updated full bath with granite vanity. There are three decks over looking beautiful peaceful lawn. There is economic warm radiant floor heating on the first floor with cheap Propane gas using State of the art efficient Bosch boiler. New energy efficient wall mounted on- demand Navien water heater. Newly renovated Two large bedrooms with cathedral ceilings, a full bathroom and a family room on the expanded second floor. There is a second washer and dryer hook up on the second floor. Newer roof, new appliances, new heating units, thermal windows, newer vinyl siding on Peaceful 1.3 acres in sought after Cheshire Town! Effective year built is 1980 per town.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,832
Status:
Active
MLS#:
B10136994
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.39 Acres
Year built:
1930
Courtesy: Keller Williams Realty
View additional info

Recently remodeled charming Colonial. Kitchen has granite counters and a large island. This opens up to a family room w/fireplace. 1st floor bedroom and 2 more bedrooms on second floor, new baths. 2 car garage, newer furnace, and windows. New oil tank, radon system installed, CT Basement Systems installed, new plumbing and updated electric. Lovely yard, center of town location to bike paths, Arts Center, restaurants. Move in condition for this home. Check out the virtual tour!

Beds:
5
Baths:
3.10
Sq.Ft.:
3,896
Status:
Active
MLS#:
N10135670
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
3.19 Acres
Year built:
1987
Courtesy: William Raveis Real Estate
View additional info

Come see 25 Inverness Court! This fabulous, nearly 4000 sq. ft cust. cape, is on over 3 ac. of woods abutting nearly 45 acres of Cheshire Land Trust. Upon entering, you are graced with a bright and cheery 2-story foyer that opens to the large formal dining room and sunken living room. There is gleaming light-stained hardwood throughout. The kitchen is both functional for the home chef and roomy enough for large families. It boasts upgraded stainless appliances and custom Wood-Mode cabinets, including lower cabinets with roll-out drawers, a special tray and cutting board cabinet, a stainless steel bread and snack drawer, and a corner carousel cabinet. There is even a desk area with filing cabinets to keep track of your household responsibilities. The eating area has large sliding glass doors that open to a huge deck, should outside dining be the choice for the day. The main level family room is bright and cozy with a fireplace and large Andersen windows that look out into the wilderness. The master BR suite on the first floor is a wonderful space with a sitting area, large windows, and ample closets. Upstairs, the home contains 3 large BR, 2 of which share a Jack and Jill bath, and the other with its own bath with shower. There is also a bonus retreat area with 2 rooms that can be used as a family room plus an office, a workout room, or game room. This wonderful home additionally possesses a 3-car garage, alarm system, and wireless intercom system for the front entryway.

Beds:
4
Baths:
3.10
Sq.Ft.:
3,687
Status:
Active
MLS#:
N10136902
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
1.66 Acres
Year built:
1995
Courtesy: Coldwell Banker Res Brokerage
View additional info

Architectural gem with large, private lot on prestigious Scenic Court. Open concept home with vast wall of windows, numerous skylights, and soaring vaulted ceilings creates an inspiring living space. Reclaimed wide plank hardwood floors and floor to ceiling brick fireplace imbue warmth and character. Complete kitchen renovation with quartz countertops and premium stainless steel appliances, new private office with solid maple flooring, remodeled loft, updated bathrooms, convenient first floor laundry room with deep stainless sink, finished garage. First floor bedroom suite with full bath and private porch is perfect as in law quarters. Exterior freshly sealed and painted. Countless new upgrades and amenities include tile, hardwood, carpet, shades, light fixtures, hardware, custom cabinetry, 12x24 retractable power awning over massive backyard deck. Jacuzzi jet tub in luxurious Owner's Suite and enormous walk in closet. Generator and whole house surge protector. Gutter guards with deicer heating element. Fenced backyard. Public water and sewers. Central vac and alarm system. Natural beauty from every window. High quality, distinctive design throughout for the discerning buyer, all in a community with highly regarded public and private schools.

Beds:
3
Baths:
2.10
Sq.Ft.:
1,860
Status:
Active
MLS#:
N10126709
Type:
Condo
Subdivision:
Cheshire (104)
Year built:
1986
Courtesy: Calcagni Real Estate
View additional info

Three bedroom end unit home with 1st floor master bedroom. Spacious family room with built-ins, gas fireplace and crown molding. French doors lead to a heated sunroom and overlooks a private yard. Kitchen features newer stainless steel appliances, Corian counters, hardwood floors and is open to a dining room with hardwood floors and crown molding. Upstairs offers 2 spacious guest bedrooms and a shared bathroom. Beautifully maintained, this home features many upgrades including newer roof, furnace, central air and hot water heater.

Beds:
3
Baths:
3.10
Sq.Ft.:
1,496
Status:
Active
MLS#:
N10136857
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.98 Acres
Year built:
1998
Courtesy: Calcagni Real Estate
View additional info

Entertain with Ease! Lovely Ranch with open "Great Room" effect offers Versatile Living for Today's Lifestyle! Every Bedroom has a full bath! Main floor includes Master Bedroom and Bath, 2nd Bedroom & Bath, 1st floor Laundry, and Sunroom. Finished Lower Level with Family Room and 3rd Bedroom and Bath. Walk out to private rear yard with Gazebo. Attached 2 car garage. 1 acre Country Parcel.

Beds:
4
Baths:
2.10
Sq.Ft.:
3,000
Status:
Active
MLS#:
N10136754
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
1 Acres
Year built:
1981
Courtesy: Calcagni Real Estate
View additional info

We built this home 32 years ago and it has served us well. Time for the next owners to enjoy it's charm. Large fully renovated front to back kitchen with oyster color cabinets, granite and large island. First floor master bedroom suite with extra large walk-in closet, cedar closet in basement as well. Family room with cathedral ceilings, beams and skylights and ceiling fan. Floor to ceiling fireplace with "Beehive oven" and log storage, wide plank pine flooring. Office is lofted over great room with separate staircase. Barn is 2 1/2 car garage with attic and full basement. 4 acre LIC, 1.00 acre Limited Common Element. Owner/Agent

Beds:
4
Baths:
2.10
Sq.Ft.:
2,407
Status:
Active
MLS#:
N10136772
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
1.9 Acres
Year built:
2015
Courtesy: Sally Bowman Real Estate
View additional info

Gorgeous Craftsman style home in new neighborhood with sidewalks along with 13 other custom homes being built on beautiful 2+ acre lots!! The Fairfield Model is approx. 2,400 sq. ft. with a 1st floor office, custom kitchen w/ granite counters, breakfast nook & pantry, 2nd floor laundry room, large master suite, hardwood flooring, gas fireplace, irrigation system, propane heat, central air, sliders out to large patio overlooking large private yard

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47 High St.
New Haven, CT 06510
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