Luxury homes for sale & real estate in Cheshire, CT

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3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Cheshire, CT:
Welcome to this stunning custom-built colonial home where no detail has been overlooked. Set on 1.69 acres that offers lots of privacy and tranquil gardens. This home impresses from the moment you open the door. You'll enter a beautiful 2 story foyer. This 4-bedroom 4.5-bathroom home has an updated kitchen with stainless steel appliances and beautiful views of the backyard. The coffee/wine bar area is a stunning addition that leads you to a bright sun filled all-season room that is great for entertaining. The main level also offers a primary bedroom suite featuring French doors that lead you to the outdoor deck. The master bathroom boasts a steam shower and gorgeous soaking tub with two wal

$999,900

4 beds4.5 baths3,946 sq ft

324 S Meriden Rd, Cheshire, CT 06410

1.69 acre lot • 3 garage spots • Pool

ABOUT THIS HOME
Luxury Home for sale in Cheshire, CT:
PREMIUM WOOD FLOORS JUST INSTALLED in this Mountaincrest custom colonial showcasing luxurious living & elegant entertaining. A dramatic two-story foyer sets a grand tone, leading to a private office. A stunning kitchen exudes sophistication-highlighting a massive center island seating 5, imported granite countertops, opulent backsplash, & top-tier Bosch appliances & Sub-Zero. The opulent kitchen seamlessly flows into the family room, featuring a gas fireplace & wet bar, which opens to a spacious deck and screened-in gazebo, ideal for indoor and outdoor entertaining. The expansive living room boasts a wood fireplace and flows into an opulent grand dining room adorned w

$1,200,000

4 beds4.5 baths4,791 sq ft

1 Mountaincrest Dr, Cheshire, CT 06410

Private office • Opulent backsplash • Wood floors

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in Cheshire, CT:
Can't wait ? Currently under construction! Blackberry Woods, located in the north end, is now building the gracious Charter Oak model which provides 2,459 sqft of thoughtful living space with 4 Bedrooms and 2 1/2 Baths. Desirable features of this plan include a spacious foyer entry with coat closet, mudroom off the garage entry w/ half bath and laundry, an open floor plan including a custom kitchen, dinette & family room, gas log fireplace, kitchen pantry, and sliders to the backyard. The formal dining room and living room perfectly complete the main level. Hardwood flooring is included for the main level living areas and the 2nd floor landing, and all bedrooms. Upstairs you will enjo

$869,000

4 beds2.5 baths2,459 sq ft

1511 Blackberry Place Pl, Cheshire, CT 06410

Custom kitchen • Mudroom off garage • Kitchen pantry

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Cheshire, CT:
Your Dream Home in the Heart of Cheshire! Welcome to this stunning 5-bedroom/potential 7 bedroom, 5.5-bath Colonial located in the center of Cheshire. With over 5,000 sq. ft. of living space and set on more than an acre, this masterpiece offers the perfect blend of luxury, comfort, and convenience. The seller has spared no detail in the design and upkeep of this exceptional home. Main Floor Features: Open-concept layout plan connecting kitchen, dining room, and living room. Gorgeous hardwood floors throughout. Main-level primary suite with full bath, spacious closets, and a private office. Upstairs Highlights: Expansive family room with second kitchen-ideal for entertaining or multigenerati

$1,199,000

5 beds5.5 baths5,081 sq ft

435 Maple Ave, Cheshire, CT 06410

1.13 acre lot • 2 garage spots • Built 2015

ABOUT THIS HOME
Luxury Home for sale in Cheshire, CT:
Inspiring country home. Inground pool, tennis court and equestrian features.

$1,959,900

5 beds4.5 baths7,762 sq ft

764 Bethany Mountain Rd, Cheshire, CT 06410

Tennis court • Inground pool • Equestrian features

Property at 1500 Blackberry Pl, Cheshire, CT 06410, 4 beds, 3 baths

$1,060,000

4 beds3 baths3,029 sq ft

1500 Blackberry Pl, Cheshire, CT 06410

Property at 1481 Marion Rd, Cheshire, CT 06410, 4 beds, 2.5 baths

$1,299,000

4 beds2.5 baths3,775 sq ft

1481 Marion Rd, Cheshire, CT 06410

Property at 1841 Blackberry Pl, Cheshire, CT 06410, 4 beds, 2.5 baths

$929,000

4 beds2.5 baths2,794 sq ft

1841 Blackberry Pl, Cheshire, CT 06410

Property at 1600C S Main St, Cheshire, CT 06410, 4 beds, 2.5 baths

$899,000

4 beds2.5 baths2,718 sq ft

1600C S Main St, Cheshire, CT 06410

Property at 1600 South Main St Unit BFraser Model, Cheshire, CT 06410, 4 beds, 2.5 baths

$950,000

4 beds2.5 baths2,821 sq ft

1600 South Main St Unit BFraser Model, Cheshire, CT 06410

Property at 1600 Blackberry Pl, Cheshire, CT 06410, 4 beds, 2.5 baths

$987,000

4 beds2.5 baths2,821 sq ft

1600 Blackberry Pl, Cheshire, CT 06410

Property at 630 Cook Hill Rd, Cheshire, CT 06410, 5 beds, 4.5 baths

$2,200,000

5 beds4.5 baths3,174 sq ft

630 Cook Hill Rd, Cheshire, CT 06410

Property at 1800 Blackberry Pl, Cheshire, CT 06410, 4 beds, 2.5 baths

$919,000

4 beds2.5 baths2,718 sq ft

1800 Blackberry Pl, Cheshire, CT 06410

Property at 1600 South Main St Unit Model A (Charter Oak), Cheshire, CT 06410, 4 beds, 2.5 baths

$859,000

4 beds2.5 baths2,459 sq ft

1600 South Main St Unit Model A (Charter Oak), Cheshire, CT 06410

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ABOUT THIS HOME
Luxury Home for sale in Cheshire, CT:
Welcome to this stunning contemporary brick residence built in 2022, offering 3,764 square feet of elegant living space on a private 7.38-acre lot. Featuring 10 spacious rooms, including three full baths, one half bath, and a two-car garage, this home seamlessly blends modern luxury with timeless craftsmanship. Step inside to discover 17' and 18' vaulted ceilings, an expansive first-floor primary suite with his and hers walk-in closets, and a spa-inspired bathroom with dual vanities. The home also features a luxurious in-law apartment-perfect for guests or extended family-along with a 2,811 SF epoxy-coated walk-out basement offering ample storage and potential for finishing. Enjoy the beaut

$1,000,000

5 beds3.5 baths6,575 sq ft

27 Holley Ln, Prospect, CT 06712

In-law apartment • Raised bed garden • Ring security system

ABOUT THIS HOME
Luxury Home for sale in Cheshire, CT:
Custom built 2,800 square foot Colonial with all the bells and whistles! This home has open living space concept with first floor Primary Suite plus three additional bedrooms, Bath and laundry upstairs. Unfinished space above garage can be finished at the Buyers expense to be a additional room or 5th. Bedroom. Fully appliance kitchen (See spec. sheet). This home is designed and will be built by Silvin Homes, LLC. Builder takes incredible pride in his workmanship not to mention he is hands-on and very attentive to his clients needs. Sit down with our build team to map your floor plan, finishes, timeline and budget. We'll also walk you though financing options. You may benefit from a low init

$999,999

4 beds3 baths2,800 sq ft

566 Marion Ave Lot 10, Plantsville, CT 06479

6.69 acre lot • 2 garage spots • Built 2026

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in Cheshire, CT:
Custom built 2,753 square foot ranch with all the bells and whistles! This home has open living space concept with Master Suite on one side of home and other 2 bedrooms on opposite side. Den or office plus fully appliance (See spec. sheet). This home is designed and will be built by Silvin Homes, LLC. Builder takes incredible pride in his workmanship not to mention he is hands-on, very attentive to his clients needs. Sit down with our build team to map your floor plan, finishes, timeline and budget. We'll also walk you though financing options. You may benefit from a low initial investment (for qualified buyers). Leave with a clear path from blueprint to move-in!

$1,050,000

3 beds2.5 baths2,753 sq ft

560 Marion Ave, Plantsville, CT 06479

3.11 acre lot • 2 garage spots • Built 2026

ABOUT THIS HOME
Luxury Home for sale in Cheshire, CT:
Back on market due to buyer's inability to obtain financing. .. their loss is your gain! Properties like this rarely hit the market in Southington! This fully remodeled 3 bedroom, 3 full bath, 2,652 sq ft ranch sits on a stunning, level 2.69-acre lot set back from the road, offering privacy in a park-like setting with a saltwater inground pool, irrigated lawn, and half basketball court. The main floor features an open layout with white oak floors, crown molding, and a wall of windows overlooking the deck and pool. Natural light fills the open living, dining, and kitchen areas throughout the day. The show stopping kitchen includes quartzite counters, stainless appliances, and a massive 5x9 i

$945,000

3 beds3 baths3,452 sq ft

1190 Marion Ave, Southington, CT 06444

2.69 acre lot • 2 garage spots • Pool

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in Cheshire, CT:
STUNNING BRICK HOME NESTLED IN A SECLUDED MOUNTAINSIDE SETTING! THIS IMPRESSIVE RESIDENCE OFFERS A SPACIOUS OPEN FLOOR PLAN WITH SOARING CEILINGS AND BEAUTIFUL TILE FLOORING THROUGHOUT THE MAIN LIVING AREAS. THE MASSIVE KITCHEN IS A CHEF'S DREAM-FEATURING AN ABUNDANCE OF CABINETRY, GRANITE COUNTERTOPS, AND PLENTY OF SPACE FOR ENTERTAINING. WITH FIVE BEDROOMS, INCLUDING A LUXURIOUS PRIMARY SUITE COMPLETE WITH DOUBLE-SINK VANITY AND GLASS WALK-IN SHOWER, HARDWOOD FLOORS ADD WARMTH TO THE BEDROOMS, THE EXPANSIVE PATIO PROVIDES A PERFECT SPOT TO TAKE IN THE SERENE PRIVATE SURROUNDINGS, A TRULY SPECIAL RETREAT COMBINING PRIVACY, SPACE AND ELEGANCE!!

$1,199,000

5 beds2.5 baths3,650 sq ft

171 Oregon Rd, Meriden, CT 06451

Brick home • Granite countertops • Massive kitchen

ABOUT THIS HOME
Luxury Home for sale in Cheshire, CT:
Investors and long term planners, welcome to Hitchcock Lake! This home is currently leased until Oct 2026, and the next 14 months of rent can be yours to collect to offset your purchase. After that, enjoy lakefront living at its finest! Photo's were taken prior to tenants moving in! This home has been meticulously maintained in all ways, and has almost too many great features to mention on one page: Open concept main floor with chef's kitchen and oversized appliances, granite countertops, two gas fireplaces, views galore from the main floor and primary bedroom upstairs, GIANT extra bedroom/office upstairs and did we mention a walkout apartment downstairs? The grounds have been professional

$1,050,000

3 beds3.5 baths2,896 sq ft

1727 Meriden Rd, Wolcott, CT 06716

Lakefront living • Gas fireplaces • Oversized appliances

Property at 150 Chatterton Way, Hamden, CT 06518

$895,000

— beds— baths— sq ft

150 Chatterton Way, Hamden, CT 06518

Property at 0 Waterbury Rd, Prospect, CT 06712

$1,500,000

— beds— baths— sq ft

0 Waterbury Rd, Prospect, CT 06712

Luxury Homes for Sale in Cheshire

There are currently 14 luxury homes for sale in Cheshire at a median listing price of $580K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Cheshire stay on the market for 60 days and receive 1 offers. This map is refreshed with the newest listings in Cheshire every 15 minutes.

In the past month, 34 homes have been sold in Cheshire. In addition to houses in Cheshire, there were also 24 condos, 1 townhouse, and 1 multi-family unit for sale in Cheshire last month. Find your dream home in Cheshire using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Cheshire are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Cheshire. If you're looking to sell your home in the Cheshire area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Cheshire with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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