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Cheshire CT Real Estate & Homes for Sale

196 Properties Found

The median home value in Cheshire, CT is $283,500 This is higher than the county median home value of $211,200. The national median home value is $185,800. The average price of homes sold in , is $. Approximately 84.47% of Cheshire homes are owned, compared to 11.51% rented, while 4.02% 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 Cheshire real estate agent to arrange a tour today !
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$1,350,000

45 Whispering Hollow Ct Cheshire, CT 06410

Beds:
4
Baths:
5.00
Sq.Ft.:
6,547
Status:
NEW LISTING
MLS#:
N10232574
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
2.97 Acres
Year built:
2003
Courtesy: William Raveis Real Estate
View additional info

Rarely does a home become available on this premier cul de sac in south Cheshire. This stately colonial beautifully set on 3 acres at the end of the cul de sac is quintessential New England with great lines from every angle, picket fences, brick walks, a sitting porch and more. Elegant and sophisticated yet warm and inviting, it is perfect for everyday living and great for entertaining. Two interior staircases are conveniently located at the front and rear of the home. The large well-equipped kitchen with island/breakfast bar is perfect for the gourmet cook as well as a gathering place for family and friends as it opens into the spacious light filled family room with a FP and 15 ft. ceilings. Over 6500 square feet, this architecturally designed and custom built home also features a dramatic entry foyer, beautiful hand crafted mill work with archways and crown moldings, a stunning sun room with an adjacent porch for sipping your morning coffee and a dedicated first floor office. The second floor has a versatile floor plan featuring a separate wing for the master bedroom suite with 2 his and her room sized walk in closets and a luxurious spa like bath. Three additional bedrooms, all with an attached bath and a game room complete the second floor. This high quality sophisticated home is a wonderful place to call home. It is convenient to everything yet a quiet and private place to relax and unwind.

$229,000

349 Sharon Dr Cheshire, CT 06410

Beds:
4
Baths:
3.00
Sq.Ft.:
1,854
Status:
NEW LISTING
MLS#:
N10232996
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.48 Acres
Year built:
1963
Courtesy: Calcagni Real Estate
View additional info

Sold AS-IS; WHERE-IS.

$269,900

110 Creamery Rd Cheshire, CT 06410

Beds:
3
Baths:
2.00
Sq.Ft.:
1,605
Status:
NEW LISTING
MLS#:
G10232860
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.5 Acres
Year built:
1967
Courtesy: Century 21 AllPoints Rlty
View additional info

Adorable and move in ready Raised Ranch feat. sparkling Hardwood Floors throughout main level, Kit. with new granite breakfast bar, newer appliances, brand new dishwasher. Living room with fireplace, LR/DR combination, all bedrooms have ceiling fans and hardwood floors. Master bedroom feat. 1/2 bath and double closet. Most windows are new, updated elec. great private back yard, great commuter location. 14x20 Family room in lower level. Also, laundry room in lower level, washer and dryer stay.

$639,900

607 Tamarack Rd Cheshire, CT 06410

Beds:
4
Baths:
4.00
Sq.Ft.:
3,558
Status:
NEW LISTING
MLS#:
N10232714
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
2.37 Acres
Year built:
1995
Courtesy: William Raveis Real Estate
View additional info

Hard to find privacy on all three sides in a neighborhood setting! Stunning 3558 sqft Contemporary Colonial with East/West exposure tastefully updated. Two story foyer with turning staircase, first floor study with full bath, 9ft ceilings, HW flrs, newer kitchen with granite, stainless steel appliances, access to heated sunroom and deck. Spacious master with stunning new bathroom with walk-in rain shower, Jack and Jill bedrooms, finished lower level with half bath adds an additional 424sqft. Fabulous private grounds with flowering trees and shrubs changing every season

$359,000

15 Kristen Ct Cheshire, CT 06410

Beds:
3
Baths:
2.00
Sq.Ft.:
1,746
Status:
NEW LISTING
MLS#:
N10232712
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.64 Acres
Year built:
1969
Courtesy: Calcagni Real Estate
View additional info

Location ! This wonderful 3 bedroom colonial on a quiet cul-de-sac with side walks.Private backyard with gardens . Cherry kitchen with expanded dining/ family room with sliders to deck and pool area. Walk to town center, linear path ,schools and public transportation. Central air is second floor only.

$479,900

137 Thorn Hollow Rd Cheshire, CT 06410

Beds:
3
Baths:
3.00
Sq.Ft.:
2,619
Status:
NEW LISTING
MLS#:
N10232647
Type:
Single Family
Subdivision:
Cheshire (104)
Year built:
2008
Courtesy: William Raveis Real Estate
View additional info

Cheshire Crossing !LOCATION! Single Family Detached condominium in fabulous, private location. Beautifully landscaped. Backs up to open space/woodland and Boulder Knoll Farm. Pristine condition, better than new! Gracious two story entry foyer, first floor office, living room and dining room separated by column detail. Gourmet kitchen features SS double ovens and induction cook top, refrigerator. View from every window. Master Bedroom has tray ceiling, large bath and custom walk in closet. Two story family room open to kitchen has paddle fan. 2nd floor offers 2 bedrooms, bath and loft.

$479,900

137 Thorn Hollow Rd UNIT 137 Cheshire, CT 06410

Beds:
3
Baths:
3.00
Sq.Ft.:
2,619
Status:
NEW LISTING
MLS#:
N10232008
Type:
Condo
Subdivision:
Cheshire (104)
Year built:
2008
Courtesy: William Raveis Real Estate
View additional info

BEST location at Cheshire Crossing! Fabulous, pristine Laurel in magnificent, private setting. Two story entry with hardwood floors throughout the living room, dining room, office, kitchen and family room! The kitchen overlooks manicured gardens and woods and offers granite counters, maple cabinetry, SS appliances including double wall ovens, induction cook top, refrigerator, and microwave. Spacious eating area with slider to over sized deck to enjoy the view. Two story family room with marble, propane fireplace, ceiling fan and is open to the kitchen. Spacious, master bedroom has tray ceiling and triple windows, large tiled bath offering tub and shower and customized "California style" closet. Tiled Mudroom/laundry with additional built in cabinetry, two closets, and front load washer dryer with drawers. 2nd floor offers 2 additional bedrooms, full bath and loft overlooking family room. Generator. Upgraded garage doors. Expanded deck with maintenance free railings and spindles.

$349,900

567 Woodpond Rd Cheshire, CT 06410

Beds:
3
Baths:
3.00
Sq.Ft.:
2,016
Status:
NEW LISTING
MLS#:
P10232522
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.58 Acres
Year built:
1978
Courtesy: BerkshireHathawayNEProperties
View additional info

Beautifully Updated Turn-Key Home in One of Cheshire's Highly Sought after Neighborhoods! Enjoy summer evening walks on the sidewalks of Woodpond where you will be greeted with waves and hellos from your new neighbors. This 3 Bedroom, 2 1/2 Bath home provides plenty of room for everyone! The lower level Family Room is a great space to find quiet time while you work at your built-in desk or watch your favorite movies. The Living Room is perfect for entertaining guests with an Open Floor Plan to the Kitchen and a Center Island for gathering. This Gorgeous Kitchen features Granite Countertops, Custom Cabinetry with Dovetail Drawers, Crown Molding, Stainless Steel Appliances and Newly Refinished Hardwood Flooring that continues into the Living Room and Hallway. The Master Bedroom (with En Suite) has New Carpeting as does the 2nd and 3rd Bedrooms. Other updates include New Washer and Dryer (included), New C/A Unit (2016), Remodeled Den/4 Season (2014), New Roof (2012), New Water Heater (2011), New Windows (2010), Freshly Paved Driveway (2009), Replaced Furnace (2007). Nothing to do but move in and start planning your Summer Party!

$414,900

24 Chantil Cir Cheshire, CT 06410

Beds:
3
Baths:
3.00
Sq.Ft.:
2,601
Status:
NEW LISTING
MLS#:
N10232482
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.65 Acres
Year built:
2006
Courtesy: Calcagni Real Estate
View additional info

Beautiful 3 bedroom 2.5 bathroom colonial on a cul-de-sac. This home has something for everyone, an entertainers dream with an open floorplan and large Trex deck off the eat-in kitchen. After a night of entertaining relax in your soaking tub in the master bath or enjoy a cozy evening by the fire in front of the propane fireplace. This home also features a first floor office/den, oversized 2 car garage, large basement for storage, 2 year old water heater. All new stainless steel appliances including a wine chiller.

$950,000

145 Brooksvale Rd Cheshire, CT 06410

Beds:
4
Baths:
2.00
Sq.Ft.:
4,320
Status:
NEW LISTING
MLS#:
N10232558
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
2.07 Acres
Year built:
1890
Courtesy: Weichert Realtors Suburban Pro
View additional info

There are two properties on this 2+ acre lot. live in the unique 1890 built distinguished home with all of its old world charm. Cherry wood railings and beams throughout. 4-5 beds 2 full baths. Enclosed porch on two sides, Large stone patio overlooking pool. not forgetting the in- law apartment attached. Rent out the other property for residual income. fenced in and previously used as a day care/ summer camp. it still has the playground in tact with sand pit and slides inside the classrooms remain with blackboards, and toys. Alternatively use the main house as a B/B. This is C3 zoning so will accommodate residential and commercial use.

$445,000

29 Wallingford Rd Cheshire, CT 06410

Beds:
3
Baths:
3.00
Sq.Ft.:
3,511
Status:
NEW LISTING
MLS#:
W10232356
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.58 Acres
Year built:
1780
Courtesy: Showcase Realty, Inc.
View additional info

Own a part of Cheshire's history. Steps from Town Hall. Majestic Post and Beam construction built in 1780. Sitting on .58 acre. This 3511 sq. ft Colonial, has 7 Rooms, 3Brs, 1.5 baths, a fabulous 20x38 Great room with lots of windows for tons of natural light with a 2 rm. 3 station Barber/beauty salon with a full bath. 16x 30 deck with retractable awning and 3 bay garage with walk up. Walk up attic in house as well. Relaxing fish pond by covered side porch. This home would also make a great home office!

$259,900

1537 Cheshire St Cheshire, CT 06410

Beds:
3
Baths:
2.00
Sq.Ft.:
1,414
Status:
NEW LISTING
MLS#:
N10231761
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.92 Acres
Year built:
1956
Courtesy: Sally Bowman Real Estate
View additional info

You will love this Ranch home, set on a level 1 acre lot in North Cheshire, with fenced in back yard, 4 car attached garage, and additional 1 car detached in the back yard. Cheshire Land Trust across the street, close to Ives Farm, fantastic location! Features 3 bedrooms, 1 & 1/2 baths, updated Eat-in kitchen, formal dining room with bay window, and living room with large stone faced wood-burning fireplace. Central Air Conditioning ~ Central Vacuum ~ Security System ~ Oil ~ Well ~ Septic. Ceiling fans in living room and in all bedrooms and wonderful patio for summer enjoyment. Sold AS-IS; WHERE-IS.

$349,900

1274 Highview Ter Cheshire, CT 06410

Beds:
3
Baths:
3.00
Sq.Ft.:
2,194
Status:
NEW LISTING
MLS#:
N10232421
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.56 Acres
Year built:
1997
Courtesy: Coldwell Banker Res Brokerage
View additional info

Well maintained home in nice neighborhood. Totally remodeled kitchen with abundant maple cabinets, granite counter tops and stainless steel appliances. Spacious great room with vaulted ceilings, fireplace and new carpet lead to wonderful decking and heated above ground pool. Hardwood floors in the homes dining room and living room. Updated bathrooms. Sizable master bedroom with tray ceiling, full remodeled bath and walk in closet. Finished lower level perfect for extra living space included in the total square footage. New pool liner 2016. Newer hot water heater, garage doors and well pump. Freshly painted interior. Great yard with shed. Convenient to highways , perfect for commuters. Move right in!

$349,900

372 Sharon Dr Cheshire, CT 06410

Beds:
4
Baths:
4.00
Sq.Ft.:
2,220
Status:
NEW LISTING
MLS#:
B10232269
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.48 Acres
Year built:
1965
Courtesy: Keller Williams Realty
View additional info

Delightfully updated, immaculate and spacious! Enjoy this four bedroom home with a large family room addition open floor plan, newer kitchen with Island. Perfect home to entertain inside and outside with the screen porch, inground pool, hot tub to stay too! Lower level has family room, 4th bedroom, full bath, laundry and back door to patios. Wonderful neighborhood walking distance to Norton school, Linear Path, close to shopping and restaurants Lovingly cared for, pride of ownership – move right in!

$239,900

296 Bates Dr Cheshire, CT 06410

Beds:
3
Baths:
2.00
Sq.Ft.:
1,454
Status:
NEW LISTING
MLS#:
N10228851
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.45 Acres
Year built:
1955
Courtesy: Coldwell Banker Res Brokerage
View additional info

Perfect South Cheshire Location - 3BR 2 Bth Ranch. Sun-filed living room with Fire Place, Dining rm, and fully Applianced, Stainless, Eat-In Kitchen. Large Master Bed room suite w/Full Bath. Hardwood floors and New Boiler (2014). Lower level workshop 2 Car garage. Set on private .45 Acre. Near Linear Trail area. Ideal for First Time Buyers! Must See. Contingency

$825,000

739 Cook Hill Rd Cheshire, CT 06410

Beds:
4
Baths:
5.00
Sq.Ft.:
4,003
Status:
NEW LISTING
MLS#:
N10230841
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
3 Acres
Year built:
2004
Courtesy: Calcagni Real Estate
View additional info

Have your own country club! Spectacular newer colonial set back off a private road in a beautiful and tranquil setting in South Cheshire. This home offers sophistication and style with the finest finishes, custom millwork and perfectly designed living space. Spacious gourmet kitchen boasts top of the line appliances, walls of windows, fireplace and cathedral ceiling. Great room with vaulted ceiling and dining room with timeless built-in hutch and detailed tray ceiling make this home a joy to entertain in. Have your own home oval office with built-in bookcases and coffered ceiling. First floor master suite has wonderful closet space and is the perfect private retreat. Upstairs are 3 nice size bedrooms with 2 full baths. The outdoor space showcases an in-ground pool, outdoor fireplace, basketball court, hot tub and stone walls. All this on 3 level acres making this the ultimate luxury living. The fabulously finished lower level completes this outstanding home.

$419,900

510 Richard Dr Cheshire, CT 06410

Beds:
4
Baths:
3.00
Sq.Ft.:
2,400
Status:
NEW LISTING
MLS#:
N10231808
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.75 Acres
Year built:
1991
Courtesy: Coldwell Banker Res Brokerage
View additional info

Beautifully cared for spacious Colonial . 4 bedrooms with master suite, 2.1 baths, Country Kitchen with Fireplace, and walk out to deck and nicely landscaped private backyard. Additional living space in partially finished lower level. Great home for entertaining this is a must see !!!

$309,000

180 Timber Lane Cheshire, CT 06410

Beds:
4
Baths:
3.00
Sq.Ft.:
1,854
Status:
NEW LISTING
MLS#:
P10224208
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.74 Acres
Year built:
1978
Courtesy: BerkshireHathawayNEProperties
View additional info

Welcome to 180 Timber Lane. Located in a sought after neighborhood within the Cheshire community. The quintessential colonial home is nestled on 3/4 of an acre, in a serine setting surrounded by lots of trees. This house boasts 4 bedrooms and 2.5 bathrooms.It has recently been painted both inside and out. A wood burning fireplace with insert is located in the family room is perfect for a cozy evening. Step out to the 3 season sun room and enjoy more indoor out door living space. A formal dining room and living room is perfect for large gatherings. The eat in kitchen has updated cabinetry. The master bedroom en-suite is full of sun light. Many updates include central air, a new furnace, chimney repointed, and windows. Other updates include a newer roof, family room carpeting,insulation in the attic,and skylights. The owners have lovingly taken care of this home and it is just waiting for its new owners to move in and put their final decorating touches to it. Conveniently located near the center of town, schools, walking paths, shopping and all major highways.

$175,000

757 Rustic Ln Cheshire, CT 06410

Beds:
3
Baths:
2.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
N10231826
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.37 Acres
Year built:
1970
Courtesy: Carbutti & Co., Realtors
View additional info

This Townhouse style Fannie Mae Ranch property is located in a established residential neighborhood. Close to schools and city park's.. This property has a Garage and Finished Basement. Property will need some work to make it perfect. Sold subject to 24 CFR 206.125

$159,000

171 Old Lane Rd Cheshire, CT 06410

Beds:
3
Baths:
2.00
Sq.Ft.:
1,579
Status:
Active
MLS#:
N10231443
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
2.23 Acres
Year built:
1955
Courtesy: Marty Rauch Real Estate
View additional info

A three bedroom, two bath, Ranch style home situated partially in Cheshire and mostly in Hamden on the southernmost portion of Town. There's easy access to the Route 40 Connector, I-91, and the Merritt Parkway. This home has 1,583 square feet, a spacious family room with a fireplace, and there is a two car attached garage with an automatic opener. Children living in this home can attend Cheshire Public Schools. This home needs upgrading and is being is sold "AS IS"

$169,900

1424 Byam Rd Cheshire, CT 06410

Beds:
2
Baths:
1.00
Sq.Ft.:
936
Status:
Active
MLS#:
N10231484
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.3 Acres
Year built:
1954
Courtesy: Coldwell Banker Res Brokerage
View additional info

Charming move in condition 2br,1bth ranch with beautiful hardwood floors . Quaint lightly wooded lot.The driveway is located off Mayview ave. At end of cul-de-sac.No egres from Byam rd. A must see great cheshire starter home. Convenient location easy access to i84,i691,i91,stores,and restaurants.

$539,900

123 Higgins Rd Cheshire, CT 06410

Beds:
4
Baths:
3.00
Sq.Ft.:
2,660
Status:
Active
MLS#:
N10231197
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.61 Acres
Year built:
2017
Courtesy: Marty Rauch Real Estate
View additional info

A custom constructed home that was architecturally designed by Frank Betz and is being built by Clark Brothers Construction on a picturesque .61 acre wooded homesite in the south end of Cheshire. There are 2,660 square feet on the first and second floors, four bedroom, two full and one half bath Colonial This home has eight rooms including an office, two full baths, and a half bath. There is a two car attached garage and the exterior siding will be CertainTeed Main Street Vinyl and there will be Harvey Vinyl Energy Star tilt-in windows. Located within easy walking distance of the High School, Bartlem Park, The Center of Town, the Library, and the Trail. There's easy access to shopping, I-84, I-691, I-91, and the Merritt Parkway. There is also potential in the basement for finishing as there is a large sliding door, a large window, and a high ceiling.

$419,900

10 West Ridge Court Cheshire, CT 06410

Beds:
4
Baths:
3.00
Sq.Ft.:
2,258
Status:
Active
MLS#:
N10231323
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
2.4 Acres
Year built:
2017
Courtesy: Sally Bowman Real Estate
View additional info

Looking for a brand new home? Look no further. This beautiful 4 bedroom, 2.5 bath Colonial situated on 2.4 acres is waiting for your finishing touches. Generous specifications including 9' ceilings throughout the 1st floor, oak flooring, spacious kitchen with custom cabinetry and granite countertops w/ butlers pantry, large family room open to the kitchen with sliders out to the patio overlooking the level private lot, beautiful setting. 2nd floor includes laundry room, master suite with walk in closet and full bath featuring double sinks & tiled walk in shower, 3 additional bedrooms, 2nd full bath and linen closets for ample storage finish out the 2nd floor. This 14 lot subdivision has turned into a wonderful neighborhood with only 4 lots left. This home can be ready in under 60 days. Broker is related to the builder.

$388,000

25 Stonegate Cr. Aka 774 S. Main St Cheshire, CT 06410

Beds:
2
Baths:
2.00
Sq.Ft.:
1,998
Status:
Active
MLS#:
N10230963
Type:
Single Family
Subdivision:
Cheshire (104)
Year built:
1764
Courtesy: Coldwell Banker Res Brokerage
View additional info

In Love With Yesteryear? (1764) Check out this house built by Dr. John Hull around 1764 next to the house built around the same time of his brother, Dr. Amos Hull. Both brothers married sisters from the Hitchcock family. This house was also known as the Judge Hincks House. The home was completely restored in 2005 and combines old world charm with modern day conveniences and retains that charm of long ago. Nostalgic American classic with original wide plank wood floors totally refinished, sun lit kitchen with birch cabinetry and granite counters along with wood flooring and a gas fireplace. Formal dining room sun filled with natural light can accommodate a large family. The rest of the main level includes a master bedroom with full bath and a generous guest bedroom. Retreat up one flight and you’ll find a relaxing family room with built in book cases to sit and read a good book or enjoy your favorite TV show or just relax. Lastly a great office space. This home is within the Stonegate 55+ community. Please show & Sell!!

$399,900

1930 Waterbury Rd Cheshire, CT 06410

Beds:
4
Baths:
4.00
Sq.Ft.:
2,796
Status:
Active
MLS#:
N10230452
Type:
Single Family
Subdivision:
Cheshire (104)
Lot size:
0.61 Acres
Year built:
2005
Courtesy: William Raveis Real Estate
View additional info

Better than new gracious 4 Bedroom colonial features 9' ceilings, elegant two story foyer, spacious granite kitchen with breakfast bar, tiled floor and back splash, SS appliances, crown molding. Open living room and dining room with Propane Fireplace. Fabulous master bedroom with walk in and bath features whirlpool tub and shower, double sinks. Tiled mudroom and 1/2 bath. Beautifully finished lower level with 1/2 bath adds additional 955 s.f!!. Privately set on rear lot on private cul de sac. Generator hook up. Hardwood floors. Tastefully decorated.

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