Cheshire CT Real Estate & Homes for Sale

195 Properties Found

The median home value in Cheshire, CT is $285,000. 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 $285,000. 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!
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$439,900

237 Harrison Rd Cheshire, CT 06410

Beds:
5
Baths:
3.00
Sq.Ft.:
2,826
Status:
NEW LISTING
MLS#:
N10186246
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
1.12 Acres
Year built:
2005
Courtesy: Coldwell Banker Res Brokerage
View additional info

Stunning home only 11 years young. Located in desirable South Cheshire on private cul de sac. Expansive mahogany front deck.Two story foyer. Beautiful Australian Cypress wood floors. Wonderful kitchen with large center island, granite countertops and stainless steel appliances. Family room with fireplace. First floor laundry. Three car garage. Roomy dining room. Living room with crown molding. Built in sound system first floor. Five spacious bedrooms. Master bedroom with cathedral ceiling, full bath and two walk in closets. Large bonus room is being used as a bedroom. Additional 744 sq ft in the finished lower level not included in the total square footage. Sizable deck overlooks great 1.12 acre lot. Enjoy the view of your neighbor's horses. Home is subject to short sale approval and being sold as is.

$699,999

65 Abrams Rd Cheshire, CT 06410

Beds:
7
Baths:
9.00
Sq.Ft.:
7,973
Status:
NEW LISTING
MLS#:
N10183974
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
2.29 Acres
Year built:
1988
Courtesy: William Raveis Real Estate
View additional info

Majestic 8000 sq ft Georgian Colonial situated on over 2 aces in a south Cheshire neighborhood. Highlights include circular driveway with center island; two story entry with a curved grand staircase with marble floor; expansive custom cherry kitchen with greenhouse eating area; first floor master with double sided floor to ceiling fireplace, luxurious his and her bath with whirlpool tub and separate shower; and 4 second floor bedrooms with full baths. Private three room au pair or guest suite wtih full bath, cedar closet, bedroom and large multi-purpose tiled room (separately zoned heat). Heated in-door pool with cedar paneled walls and ceilings, skylights, walls of sliders which let the outside in throughout the summer and full bath. Spacious finished two room lower level offers additional living space. Beautiful stone patios and gardens; shed. 3 car garage with rubber flooring and work space. Two oil tanks, generator. A truly amazing home!

$174,900

550 Oak Street UNIT #10 Cheshire, CT 06410

Beds:
2
Baths:
2.00
Sq.Ft.:
1,386
Status:
NEW LISTING
MLS#:
N10185774
Type:
Condo
Subdivision:
Cheshire (104)
Year built:
1974
Courtesy: Maier Real Estate
View additional info

Look no further*nicer than new*Hardwood maple floors stunning* new bathrooms and kitchen with gorgeous subway tile floors and walls in tub area*new carpeting in bedrooms and family room so thick like walking on air*eat in kitchen brand new stainless steel appliances: stove, refrigerator with water in door, microwave, garbage disposal*USB charger plug in kitchen* LED recessed lighting in living room* sliders in living room to large bi level deck to private wooded backyard*front of townhouse has enclosed yard area*END UNIT*bathroom walks from either hall or bedroom*lower level family room and separate office/exercise room or whatever you need*EZ to see! Don't miss out!

$79,888

373 E. Mitchell Ave UNIT 373 Cheshire, CT 06410

Beds:
1
Baths:
1.00
Sq.Ft.:
597
Status:
NEW LISTING
MLS#:
N10185521
Type:
Condo
Subdivision:
Cheshire (104)
Year built:
1981
Courtesy: William Raveis Real Estate
View additional info

Welcome to Charming Hillside Village in Sunny Cheshire were the living is easy! Imagine a home that has been tastefully updated with only the best quality windows, doors, kitchen and beautiful walk in shower. This fine property has a great location with parking directly in front of the unit, no stairs and is wheelchair friendly. Note: The heat and Hot water are included in the monthly condo fee Act today!

$449,000

15 Mountain Brook Drive Cheshire, CT 06410

Open House:

Sunday, 12/11 12:00-2:00PM

Beds:
4
Baths:
4.00
Sq.Ft.:
3,097
Status:
NEW LISTING
MLS#:
N10185049
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
1.84 Acres
Year built:
1976
Courtesy: Marty Rauch Real Estate
View additional info

What a Christmas Present this home would be for your family!! Only $449,000. Try to find another home in Cheshire on almost 2 acres in a neighborhood, selling for $145. per square foot. Architecturally designed, custom built, 3,097 square feet plus an additional 1,571 square feet with unlimited potential in the walkout lower level featuring a fireplace. There is an-law or au pair opportunity on the first floor with a bedroom, sitting room & a full bath. This very unique Contemporary style home is set on a picturesque 1.84 acre private wooded homesite in Mountain Brook! Four bedrooms, 3 1/2 bath's, 9 rooms, vaulted ceilings, and a heated greenhouse too! There's a 3 car garage with a breezeway connecting the home to the garage. There is also a 13 month Home Warranty for the buyer.

$419,900

464 Castle Glenn UNIT 464 Cheshire, CT 06410

Beds:
3
Baths:
4.00
Sq.Ft.:
3,534
Status:
NEW LISTING
MLS#:
N10185286
Type:
Condo
Subdivision:
Cheshire (104)
Year built:
1989
Courtesy: Calcagni Real Estate
View additional info

Pay No Home Owner Association Fees For 18 Months!! Beautiful 3,534 SF free standing condo nestled in a private complex. This condo offers so many wonderful features-Large eat-in kitchen with grand center island, glass enclosed heated sun room, 2 story foyer, as well as, a 2 story private office on the main level with built-in bookcases. The first floor master bedroom has an updated en suite. Additional 900 SF finished in the walk-out lower Level with a family room, wine cellar, exercise room and full bath. New roof and maintenance free decking make this condo a great choice when searching for your family's new home. Complex also has a pool and is not age restricted. Assessment for driveway will be paid prior to closing.

$419,900

464 Castle Glenn Cheshire, CT 06410

Beds:
3
Baths:
4.00
Sq.Ft.:
3,534
Status:
NEW LISTING
MLS#:
N10185280
Type:
Single Family
Subdivision:
Cheshire (104)
Year built:
1989
Courtesy: Calcagni Real Estate
View additional info

Pay No Home Owner Association Fees for 18 Months!! Beautiful 3,534 SF free standing condo nestled in a private complex. This condo offers so many wonderful features-Large eat-in kitchen with grand center island, glass enclosed heated sun room, 2 story foyer, as well as, a 2 story private office on the main level with built-in bookcases. The first floor master bedroom has an updated en suite. Additional 900 SF finished in the walk-out lower Level with a family room, wine cellar, exercise room and full bath. New roof and maintenance free decking make this condo a great choice when searching for your family's new home. Complex also has a pool and is not age restricted. Assessment for driveway will be paid prior to closing.

$214,000

728 Cook Hill Rd Cheshire, CT 06410

Beds:
3
Baths:
1.00
Sq.Ft.:
1,373
Status:
NEW LISTING
MLS#:
N10185113
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.96 Acres
Year built:
1957
Courtesy: Coldwell Banker Res Brokerage
View additional info

Cape 3 bed, 1 bath, 1,373 sq ft, approximately 1 acre lot. This is a short sale and needs work. Will likely not qualify for FHA, VA financing.

$189,900

97 Old Towne Rd UNIT 97 Cheshire, CT 06410

Beds:
2
Baths:
3.00
Sq.Ft.:
1,536
Status:
NEW LISTING
MLS#:
N10184739
Type:
Condo
Subdivision:
Cheshire (104)
Year built:
1986
Courtesy: Calcagni Real Estate
View additional info

Walk to town from this centrally located condo at Old Towne. This model offers open floor plan, step down living room with gas fireplace and slider to deck, kitchen with breakfast bar and large dining room, two bedrooms each with their own baths and great closet space. Laundry is located upstairs. Lower level family room. Natural gas heat, pool and tennis court. Pool table in lower level will remain.

$324,900

109 Park Place Cheshire, CT 06410

Beds:
4
Baths:
2.00
Sq.Ft.:
1,684
Status:
Active
MLS#:
G10184872
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.4 Acres
Year built:
1936
Courtesy: William Raveis Real Estate
View additional info

Welcome to 109 Park Place! This home will speak to your need for character and quality! From its center chimney, to the graceful slope of the grambrel roof line, to the beaded match board and clapboard exterior; this home will impress you architecturally. The interior lives larger than its size. The living room greets you with its granite surround fireplace. A beaded wood panel wall accents the entry area with built-ins and turned stair. The kitchen has been remodeled and reinvented! The maple cabinets feature a wine rack and a glass door display upper. They compliment the vintage home with raised panel doors and crown molding. The angled granite counter features a breakfast bar. It transitions to the open dining room which still features its original corner cupboard! The den has plenty of room for an office or crafting area. Its new wood look laminate floors add to the home's appeal. A great size mud/laundry room, open porch, two car garage, and full bath round off this level. The bedroom at the landing has a "secret" built in dresser and a cork ceiling. The hall closets are cedar lined. The ample hall bath includes a whirlpool tub. The front bedroom's raised bed with storage is built right in! The remaining bedrooms are large and sunny. The rec room is perfect for all the toys! It is bright and the new carpet will feel great underfoot. The porch off the living room leads to a spacious open yard with shed. The décor is fresh and tailored! Stop by today to see your new home!

$154,900

70 Southwick Ct UNIT 302 Cheshire, CT 06410

Beds:
2
Baths:
2.00
Sq.Ft.:
1,101
Status:
Active
MLS#:
N10184935
Type:
Condo
Subdivision:
Cheshire (104)
Year built:
1998
Courtesy: Calcagni Real Estate
View additional info

Active over 55 community. This two bedroom, 2 bath ranch style condo features spacious rooms. Fully applianced kitchen open to dining area and large living room with sliders to porch. Large master bedroom with walk in closet and full bath with handicap walk in shower. Additional bedroom with good closet space. Storage area in lower level. The common area has a library, bank, exercise room and pool room. Conveniently located in the south end of town with shopping and restaurants.

$899,000

425 Wild Flower Pl Cheshire, CT 06410

Beds:
4
Baths:
6.00
Sq.Ft.:
5,200
Status:
Active
MLS#:
G10184772
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
1.88 Acres
Year built:
1998
Courtesy: BHHS New England Properties
View additional info

Architecturally designed custom Georgian colonial with great quality and craftsmanship. Designer kitchen with breakfast bar, granite counters, and top of the line appliances opens to fireplaced Great Room. First floor library/office. New luxurious master suite with his and hers closets and spa like master bathroom. Three fireplaces. New fourth car garage bay, invisible fencing, outdoor speakers, full house generator and a new driveway. State of the Art home theater, exercise room, full bath and game room in walk out lower level. Set on a professionally designed, landscaped yard with smartphone controlled outdoor sprinkler system in front and back yards and located on a small cul de sac. Beautiful sunsets! This is a very special home and shows like new. A MUST SEE!

$130,000

2 Currier Ct UNIT 2 Cheshire, CT 06410

Beds:
2
Baths:
2.00
Sq.Ft.:
1,362
Status:
Active
MLS#:
N10184708
Type:
Condo
Subdivision:
Cheshire (104)
Year built:
1976
Courtesy: Calcagni Real Estate
View additional info

2 bedroom townhouse condo with finished walkout basement. Laundry room on 2nd floor. Hardwood floors, fireplace.

$350,000

1338 Cheshire Street Cheshire, CT 06410

Beds:
4
Baths:
3.00
Sq.Ft.:
2,359
Status:
Active
MLS#:
N10184597
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.32 Acres
Year built:
1760
Courtesy: Calcagni Real Estate
View additional info

A gracious house for the ages. Originally built in 1760, this cape cod house has been lovingly maintained. Originally three bedrooms, the house was sensitively expanded in 1997 to include a master bedroom suite, a breakfast room off the kitchen with a half bath, a huge family room and central air. While the house maintains its antique look, it offers the space and amenities we expect in homes today. The house was awarded a Cheshire Beautification Award in 2002. The original part of the home features a center chimney design with three fireplaces open to the living and dining rooms and the kitchen. The kitchen fireplace now has a wood burning stove insert. An original beehive oven and hooks for hanging a cooking pot over the coals remain. The addition, with its breakfast and family rooms, offers a great gathering space off the kitchen. The breakfast room opens to the large blue stone patio for warm weather entertaining. The master bedroom on the second floor of the addition has a cathedral ceiling, four large closets and a lovely master bath with double sinks, a separate shower and soaking tub. A wood clapboard exterior and wood roof shingles maintain the classic New England antique look. A white gravel driveway adds to the look, while offering parking for at least four cars. The manicured yard and tall front hedge are beautiful in any season. Centrally and conveniently located for easy commuting. Near Quinnipiac Park and its ball fields. This home is a treasure to be enjoyed.

$249,900

180 Crescent Cirle Cheshire, CT 06410

Beds:
3
Baths:
2.00
Sq.Ft.:
1,524
Status:
Active
MLS#:
N10184053
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.45 Acres
Year built:
1955
Courtesy: Calcagni Real Estate
View additional info

Come home after the holidays to this expanded 3 bedroom, 2 bath Ranch in South Cheshire! Freshly painted living/dining room and kitchen. Master suite with newer full bath and walk-in closet. Other features include hardwood flooring, newer stainless steel appliances, and remodeled full bath. Partially finished lower level adds approx. 300 sq. ft. New oil tank, newer roof, garage and fenced in, private back yard. Make your appointment today!

$429,900

430 Cook Hill Rd Cheshire, CT 06410

Beds:
4
Baths:
4.00
Sq.Ft.:
2,859
Status:
Active
MLS#:
P10184327
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
3.6 Acres
Year built:
1956
Courtesy: Coldwell Banker Premiere Realtors
View additional info

EXCELLENT OPPORTUNITY !! A little TLC will make this estate property shine, this house is unbelievable, a quintessential New England Cape Cod with brick and vinyl exterior on 3.6 acres ( Barn being sold as is ) Horses permitted. As you drive into the property stone walls, circular driveway, beautiful grounds, flagstone patios and garage with decorative cupola welcome you, the interior is incredible featuring a gourmet kitchen with Granite counter tops, breakfast bar, Subzero refrigerator, Viking gas stove, custom cabinets that opens to a family room area that has access to 2 car attached garage and patio, dining room off kitchen with bay window opens to large living room with fireplace and a bay window, MAIN LEVEL Master Suite with updated full bath and dressing room, a library/office with fireplace, tile inlay foyer and a 1/2 bath round off the main level, the second floor has 2 large bedrooms with hardwood flooring, one with a cedar closet and access to the walk in attic and a updated full bath. The lower level is fully finished with a recreation room with walk out to patio and private backyard, it features a full bar, custom fireplace, a full bath and a wine cellar. The interior has hardwood flooring and tile throughout and decorative molding accents. An absolutely beautiful property!

$599,000

40 Inverness Court Cheshire, CT 06410

Beds:
3
Baths:
3.00
Sq.Ft.:
3,913
Status:
Active
MLS#:
99167501
Type:
Single Family
Lot size:
3.5 Acres
Year built:
1992
A broker reciprocity listing Courtesy: Weichert Realtors Regional
View additional info

Dramatic & fantastic best describes this beautiful custom blt 1 of a kind Cont. Ranch home. If unique is what you seek then look no more! Over 3900+sf of living space +1145 sf finished LL. Exceptional custom blt 4BR, 2.5 ba. This spectacular home boasts gleaming hwflrs, spac. LR/great rm, MBR ste. complete with his/hers closets, Mbath, + 3 other spacious BRs with an abundance of closets. Loft area perfect for office .Fulll bsmt w/walk out adds 1145 sf is perfect of rec rm or poss in-law. Kitchen w/Corian cntrs & lrg pantry. Other amenities include: MZheat, back up gen, C vac, wkshop, 3 c htd garage, landscaped gardens, wrap around decks, Heated green house with hot tub and ONE level living. Come see this archit. designed magnificent home!

$229,900

1199 South Main St Cheshire, CT 06410

Beds:
3
Baths:
2.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
G10184322
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.6 Acres
Year built:
1965
Courtesy: Aspen Realty Group
View additional info

Move into freshly painted, hardwood floors refinished, updated kitchen with new granite and all new stainless appliances! Open floor plan with pretty fireplace in living room, kitchen has overhang for stools, dining area with slider to back yard that is level, 3 bedrooms, master with walk in closet and its own bath, attached garage, large full basement ready to be finished. You will not be disappointed, come take a look!

$69,900

395 East Mitchell Ave UNIT 395 Cheshire, CT 06410

Beds:
1
Baths:
1.00
Sq.Ft.:
590
Status:
Active
MLS#:
N10183195
Type:
Condo
Subdivision:
Cheshire (104)
Year built:
1981
Courtesy: Calcagni Real Estate
View additional info

Adorable one bedroom unit in age restricted complex (62 and over). Living room with vaulted ceiling and sliders to private deck with storage. Newer flooring in dining area and living room. Washer in unit (probably could be converted to stackable washer/dryer). Convenient location for shopping. HOA includes heat and hot water. Easy to show!

$699,900

70 Terrell Farm Pl Cheshire, CT 06410

Beds:
4
Baths:
4.00
Sq.Ft.:
3,702
Status:
Active
MLS#:
N10183890
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
3.18 Acres
Year built:
1989
Courtesy: Calcagni Real Estate
View additional info

Spacious and well-appointed Tudor situated on private professionally landscaped 3+ acre lot on a cul-de sac of upscale homes. This lovely home offers a gracious 2 story foyer, 3 fireplaces, first floor study, a master bedroom balcony, and abundant closet and storage areas. The kitchen has a back slider which opens to a 3 tier deck. The deck exits to a beautiful paver stone patio surrounding a heated in-ground Gunite pool, hot tub, pool house, and built-in bocce and horseshoe courts. All of these amenities are surrounded by a beautifully manicured and landscaped lighted yard. The recently remodeled walk-out lower level has a half bath, kitchenette and fireplace with wood burning insert and is a great space for a rec room or could be modified to be used as an in-law.. There is an additional area on the lower level with a steam room and large indoor hot tub. This charming home has many updates and upgrades and is a dream residence for someone who loves outdoor entertaining in a private residential neighborhood setting.

$325,000

365 Payne Dr Cheshire, CT 06410

Beds:
4
Baths:
3.00
Sq.Ft.:
2,878
Status:
Active
MLS#:
G10183677
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.64 Acres
Year built:
1974
Courtesy: Century 21 AllPoints Rlty
View additional info

Magnificent custom built home in established neighborhood. This home features gorgeous architecture, an open floor plan with hardwood floors, vaulted ceilings, and a double sided stone fireplace the extends from the floor to the ceiling. The first floor includes a sunken living room, formal dining room, a sunroom, and great room that is perfect for entertaining with eat-in kitchen and family room. The master suite is also on the main level and it includes a full bath and plenty of closet space. The upstairs includes two additional bedrooms one of which includes a balcony that overlooks the lower level. Recent updates include fresh paint and new carpet in the bedrooms. Come put your finishing touches on today!

$245,000

236 Elmwood Cir Cheshire, CT 06410

Beds:
3
Baths:
2.00
Sq.Ft.:
1,304
Status:
Active
MLS#:
N10183111
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.47 Acres
Year built:
1954
Courtesy: Coldwell Banker Res Brokerage
View additional info

Great South Cheshire Location ! 3 Bed, 1.1 Bath, 2 Car Garage 1,300 square foot Ranch. Newer Roof, Windows, . Cozy Family Room has Vaulted Ceiling, Fireplace, Hardwood. Eat In Kitchen , door leading to Deck. City Water, Sewers, full dry basement, and Generator Hook Up. Close to Town Pool, Parks, Schools, Restaurants, Shopping, and Bus Line.

$599,900

569 Cook Hill Rd Cheshire, CT 06410

Beds:
4
Baths:
3.00
Sq.Ft.:
2,661
Status:
Active
MLS#:
N10182368
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
2.51 Acres
Courtesy: Sally Bowman Real Estate
View additional info

Welcome home to South Cheshire! Just moments from Merritt Parkway and 25 minutes from New Haven, this New Colonial home features fabulous standard amenities such as finished oak wood flooring and ceramic floors, carpet in the bedrooms, granite counter tops, moulding package, 9’ ceilings on the first floor, large paver patio with large level backyard. First floor rooms include Gourmet kitchen offering crown moulding, custom cabinet design, lustrous granite countertops, desirable appliance package, island with bar seating, Family room with warming gas-log fireplace, crown moulding, dining room with crown moulding, large play room and mudroom with built ins. Second floor rooms include a master bedroom suite, relax in complete splendor with a tray ceiling, plush carpeting and walk in closet. The Luxurious master bathroom boasts a dual sink vanity, walk in tiled shower, comfort height toilet, and soaking tub. 3 additional bedrooms with ample closet space and plush carpet and secondary bathroom with dual sink vanity, tile floors and a tub/shower combination finish this floor. Options include study off of the master bedroom, other floor plans, finished lower level, and professionally-designed landscape package with a full sod yard and irrigation system. With an average 5 month build time, customize to your taste. My team and I would love to guide you through the process of building your dream home in Cheshire.

$399,900

1064 Summit Rd Cheshire, CT 06410

Beds:
6
Baths:
2.00
Sq.Ft.:
3,148
Status:
Active
MLS#:
N10183004
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
2.3 Acres
Year built:
1958
Courtesy: Coldwell Banker Res Brokerage
View additional info

Spacious 3,148 square foot , 6 Bedrooms, 2 Full Bath Colonial. Newer Bath Room, Roof, Windows, Carpet, and Paint. Eat in Kitchen that leads to a huge 25x25 Great Room. Formal Living Room has hardwood floors and loads of natural light. Full dry basement with garage access. Approximately 1 acre level lot with private backyard. Great location , close to shopping, highways, and restaurants.

$239,900

24 Crescent Cir Cheshire, CT 06410

Open House:

Sunday, 12/11 12:00-2:00PM

Beds:
3
Baths:
1.00
Sq.Ft.:
1,076
Status:
Active
MLS#:
B10182779
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.56 Acres
Year built:
1955
Courtesy: Keller Williams Realty
View additional info

Totally updated and trendy ranch home! This home has been completely updated with New roof, sheetrock, electric, plumbing, mechanicals, insulation, kitchen and bathroom throughout the entire home, fully renovated in 2014. Enjoy easy living in this 3 bedroom, 1 Bath home with Hardwood floors throughout an Open floor plan, coffer ceiling in living room and dining room and master bedroom tray ceiling. The hydro forced-air heating system and hot water are serviced by Navien propane heated on-demand water. Lower level with laundry, utility sink could easily be finished. Level yard, centrally located in Cheshire, quiet and private back yard on over half an acre of land. Turn key and Affordable living, Pride of Ownership!

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