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$650,000
4 Beds 3 Baths COMING SOON Status 24192046 MLS
Nestled in one of Cheshire's most sought-after neighborhoods, 46 Dundee Drive puts you just steps from Barnum School, a rare convenience for growing families. From the moment you arrive, it's clear this home has been meticulously refreshed from top to bottom: fresh paint throughout, brand-new carpet on the staircase and entire second floor (except two bedrooms), and a fully renovated basement featuring sleek new LVT flooring, ready to flex as a playroom, home office, or media retreat. The kitchen shines with all-new appliances, making meal prep feel like a pleasure, not a chore. Peace of mind comes standard with a new roof installed in 2024, so the big-ticket items are already behind you. Whether you're right-sizing, starting out, or simply ready for something turnkey, this home checks every box. Priced to move and positioned for a quick close. Schedule your private showing today.

46 Dundee Dr, Cheshire

$209,900
2 Beds 1 Baths COMING SOON Status 24193724 MLS Birchwood BLDG.
Beautifully renovated and filled with natural light, this first-floor condo is located in the well-maintained Birchwood community, surrounded by expansive green space and ample parking. The open floor plan offers two spacious bedrooms, a large living room, and a stylish white kitchen with granite countertops and stainless steel appliances. The beautifully remodeled bathroom features modern tile, a contemporary vanity, and a glass-enclosed shower. Additional amenities include a large private storage unit and shared laundry in the basement. The HOA fee covers water, heat, hot water, management, grounds and road maintenance - offering truly exceptional value. With no current special assessments and strong association reserves, this home provides peace of mind and affordability. Enjoy a prime Cheshire location with access to Farmington Canal Trail, just minutes from excellent restaurants and charming cafes. New Stonebridge shopping center features Whole Foods, Barnes & Noble, TJ Maxx, J.Crew and other popular retailers. This is a wonderful opportunity to own a move-in ready home and enjoy easy, low-maintenance living in one of Connecticut's most desirable towns with very good school system.

502 Oak Ave Unit 17, Cheshire

$779,000
4 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24190019 MLS
Exceptional, beautifully built, updated and maintained, custom center hall Colonial on over 1 acre of private, professionally maintained gardens and yard. Property abuts open space. Bluestone steps and stone walls surround this magnificent home. Hardwood floors throughout. Newer granite, tiled kitchen features large island,wet bar, wine cooler and window seat with storage. Kitchen by Gedney. Family room has white-washed brick, propane fireplace, built in cabinetry and slider to large deck. Front and rear paver walkways with stunning gardens. First floor laundry (12x9) has sink, under counter washer/dryer, built in hamper and ironing board. Formal living room (currently used as office)and formal dining room. Primary bedroom has remodeled bath with shower. 3 additional generous bedrooms and remodeled full bath. Lower level has over 500 sf - 2 carpeted rooms and fabulous wine cellar. Lower level has separate heat/ac zone 3 zones. Pull down stairs in garage for extra storage.

19 E Ridge Ct, Cheshire

$3,400
3 Beds 2 Baths ACTIVE Status 24190670 MLS
Adorable stone Cape Cod with copper roof!! Beautifully maintained home with 3 bedrooms, 2 full baths and privately set back on 1.36 acres. The 1st floor layout includes a spacious living room w/ cathedral and beamed ceiling and built-ins, cute kitchen w/ updated appliances and built-in hutch, light & bright dining room with wainscoting, bay window & built in china cabinet, full bath with laundry, bedroom and a 12x23 enclosed porch with flagstone flooring off of the living room. An open staircase leads you to the 2nd floor and has two bedrooms and full bath. The lower level is a walk out and offers a partially finished Rec Room, utility area and large storage area. Great location.....close to schools, stores, restaurants & walking distance to center of town!! Two months security + 1st months required at signing of lease. Available Sept 15th.

625 Maple Ave, Cheshire

$549,900
3 Beds 2 Baths ACTIVE UNDER CONTRACT Status 24188005 MLS Copper Hill BLDG.
Welcome to this exceptionally rare standalone condo in the highly desirable Copper Hill community of Cheshire. Perfectly situated in a premium location, this beautiful three bedroom, two full bath home offers the ease of one level living with an open, airy floor plan designed for today's lifestyle. The spacious living room features soaring vaulted ceilings that create a bright and inviting atmosphere, flowing seamlessly into the dining area and kitchen, ideal for everyday living and entertaining. The home has also been updated with newer windows and sliding doors (2023), Climatech A/C (2024) enhancing energy efficiency, comfort and natural light. The thoughtfully designed layout provides comfortable living spaces and generous natural light throughout. The finished lower level offers exceptional versatility, providing the perfect space for a family room, home office, fitness area or recreation room, along with a dedicated work area for hobbies, projects or additional storage. Whether you're looking to downsize without sacrificing space or simply enjoy the convenience of low maintenance living in one of Cheshire's most sought after communities, this rare Copper Hill ranch is an outstanding opportunity. Enjoy a peaceful setting, premium location and a floor plan that combines comfort, functionality and timeless appeal. Subject to probate approval

2 Saxon Woods Ct, Cheshire

$499,900
4 Beds 2 Baths ACTIVE UNDER CONTRACT Status 24190110 MLS
Welcome home to this beautifully updated ranch in a highly desirable neighborhood, just minutes from shopping, restaurants, and everyday conveniences. This move-in ready home features hardwood floors throughout and a spacious living room with a classic brick fireplace and Vermont Castings wood-burning insert, creating a warm and inviting gathering space. The dining room flows seamlessly into the living room and remodeled kitchen, offering an ideal layout for everyday living and entertaining, with French doors leading outside. The kitchen features porcelain tile flooring, abundant cabinetry, generous counter space, and a double oven. Four spacious bedrooms provide flexibility for family, guests, or a home office. The primary bedroom offers a large closet and beautifully remodeled private bath, while a second remodeled full bath serves family and guests. Additional features include central air, updated electrical and plumbing, newer copper piping, newer radiators, central vacuum, alarm system, generator hookup, Thermopane windows, vinyl siding, newer solid-core interior doors, public water, and a radon mitigation system. The unfinished lower level offers exceptional storage and future expansion potential. Relax on the beautiful bluestone patio overlooking a large, private backyard framed by mature trees. A two-car garage completes this exceptionally maintained home. Thoughtfully updated inside and out!

44 Williamsburg Dr, Cheshire

$579,000
4 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24187037 MLS
Classic style and timeless charm are found in this 4 bedroom Colonial. Remodeled eat-in kitchen complete with granite countertops, tile backsplash and stainless appliance opens to the step-down family room with dramatic 18' vaulted ceiling and floor to ceiling brick, raised hearth fireplace. The two skylights offer loads of light. From the family room slider step outside to a beautifully crafted newer composite deck done in 2024, overlooking the backyard and private wooded landscape views. The dining room features a box bay window with views of back yard. Upstairs, Brazilian cherry flooring in hall leading to the 4 bedrooms. Primary bedroom offers wood floors,ceiling fan and a walk-in closet plus 2 additional his & hers closets. Three additional well-sized bedrooms with wood floors complete the second floor. Throughout the almost 30 years the sellers have diligently maintained their home. Most major upgrades have been done, including a brand-new roof, newer boiler and Roth oil tank. Walk out lower level could be finished for additional space.

836 Wolf Hill Rd, Cheshire

$699,000
5 Beds 4 Baths ACTIVE Status 24184533 MLS
Charm abounds in this custom built reproduction Saltbox completely remodeled down to the studs featuring 5 bedrooms and 3 1/2 tiled baths. Home is in a picturesque setting with spring fed pond on almost 2 acres. Sparkling hardwood floors througout the home. Gracious large living room features hardwood floors, fireplace and wood storage box. Brand new kithen remodeled down to the studs, featuring quartz counters, retractable potfillers for both the GE glass cooktop and coffee bar. First floor laundry and half bath. 4 bedrooms each with ceiling fans on the 2nd floor including the Primary with full bath. 3d floor walk-up offers a 5th bedroom with full bath perfect for guests or an au-pair. Views to the pond from the 3-season porch. Additional space is in the finished basement area with a fireplace. Detached garage loft has electricity and potential for a separate work area.

768 N Brooksvale Rd, Cheshire

$780,000
4 Beds 4 Baths ACTIVE UNDER CONTRACT Status 24185536 MLS
**HIGHEST & BEST BY TUES, 6/30 4:00 pm. Location, Location, Location! Welcome to one of Cheshire's most sought-after neighborhoods. Nestled on a beautifully maintained 1 acre lot bordering the Broad Brook Reservoir, commonly known as the Cheshire Reservoir, this exceptional Colonial borders 422 acres of preserved open space, providing a peaceful and picturesque setting right in your own backyard. Professionally landscaped grounds feature lush mature gardens, stone walls & incredible curb appeal. Step inside to discover a thoughtfully designed floor plan with room for everyone. The spacious primary bedroom suite offers a walk-in closet & private full bath complete with a double-sized walk-in shower. Three additional bedrooms and another full bath complete the upper level. The main floor features a formal living room with new carpeting (2024), a private study/home office & a bright, inviting kitchen with center island, cooktop, wall oven, dining area & stainless steel appliances including a refrigerator (2022) and dishwasher (2021). The formal dining room is perfect for hosting holiday gatherings, while the remodeled half bath (2023) adds convenience for guests. The stunning front-to-back family room is the heart of the home, featuring soaring cathedral ceilings, floor-to-ceiling fireplace & direct access to the two-car garage. French doors lead to a beautiful four-season sunroom drenched in natural sunlight, creating the perfect space to relax year-round. (More below)

75 Hearthstone Dr, Cheshire

$375,000
2 Beds 2 Baths ACTIVE Status 24186242 MLS
Discover this charming two-bedroom ranch located in the heart of Cheshire. As you step inside, you'll immediately be impressed by the hardwood floors that span the living room, family room, and both bedrooms. Beautiful built-in bookshelves and crown molding add a classic touch. The master bedroom has its own private full bathroom, ensuring convenience and privacy. On those rainy days, retreat to the enclosed, heated rear porch - a cozy spot perfect for relaxation or an extra living space. The lower level features a washer and dryer, along with ample storage space to meet all your needs. The property also offers a detached garage with an overhang. The level, open yard is perfect for both play and entertaining. Located just a short distance from the center of Cheshire, you'll enjoy easy access to top-rated schools, local shopping, and the scenic Farmington Canal Trail. This home truly offers the best of both worlds: a peaceful, private setting with convenient access to everything you need. 24 hour notice for showings please.

393 S Meriden Rd, Cheshire

$814,900
5 Beds 4 Baths ACTIVE UNDER CONTRACT Status 24183177 MLS
Set on 2.3 beautifully landscaped acres in Cheshire's desirable south end, this exceptional 5-bedroom, 3.5-bath Colonial offers the perfect blend of privacy, comfort, and flexibility for modern living. Bordered by Cheshire Land Trust property, the setting is peaceful and picturesque, with mature peonies, hydrangeas, and trees. Inside, the home features 2,920 sq ft plus a finished walkout lower level. The sun-filled great room, with expansive windows overlooking the backyard, opens to an updated kitchen with newer appliances, an oversized island, and dining area-an ideal layout for everyday living and entertaining. A first-floor office with fireplace and built-ins provides an inviting work-from-home space, while the formal living and dining rooms, half bath, and heated sunroom add charm and versatility. Upstairs are four bedrooms, two full baths, and a room ideal for a dressing room or office. The walkout lower level includes a bedroom, full bath, spacious rec room, and multipurpose space with direct access to the patio-well suited for guests or everyday recreation. Additional highlights include hardwood floors throughout most of the home, four fireplaces, extensive built-ins, generous closet space, and an oversized two-car attached garage with convenient mudroom and laundry entry. Located in the district for the brand-new Norton Elementary School opening this September, this home offers a rare combination of space and privacy in one of Cheshire's most sought-after locations.

921 Bethany Mountain Rd, Cheshire

$505,000
4 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24183374 MLS
Present owner has done many updates during the time they lived here. New roof (2025), New furnace(2026), New AC Compressor(2023), New Flooring (2021), New Propane tanks(2023), Upgraded baths(2021), New granite in kitchen(2022). Still time for new buyer to make it your own with cosmetics to your liking! Step outside into your own private resort, designed entirely around warm-weather enjoyment. The main event is a sparkling inground pool complete with a pool slide, ready for sunny afternoons and lively weekend gatherings. You can host barbecues on the raised Trex deck overlooking the water or stroll along the charming brick walkways. Rain or shine, the party keeps going in the massive 400-square-foot 3-season porch that wraps around the rear of the home, creating the perfect spot for shaded lounging, outdoor dining, or a poolside cocktail lounge. Inside, the floor plan flows naturally from everyday living to hosting a crowd. Guests are greeted by a large, welcoming living room anchored by a cozy double-sided fireplace that sets a warm tone the moment you step through the front door. The eat-in kitchen leads seamlessly into the den, making it easy to prep food while staying connected to the action, and connects directly to a separate laundry room and convenient half-bath positioned perfectly for quick access from the pool area. With four spacious bedrooms and 2.5 baths, including a private primary suite, there is plenty of room for family and overnight guests alike.

424 Cedar Ln, Cheshire

$379,900
2 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24183285 MLS Quarry Village BLDG.
Welcome to Quarry Village! This spacious 2-bedroom, 3-full-bath ranch-style condominium offers a desirable end-unit location in one of the complex's most private settings. Enjoy the convenience of an attached garage, a large private driveway with ample guest parking, and a beautifully maintained community. The main level features a bright eat-in kitchen with a bay window and laundry area, a formal dining room with sliders leading to a private deck, and a comfortable living room with a gas fireplace (currently not working). The primary bedroom offers a walk-in closet and private full bath, while a second bedroom and an additional full bath complete the main level. Both bedrooms feature wall-to-wall carpeting. The finished lower level provides exceptional additional living space with a large recreation room perfect for a family room, home gym, playroom, or media room. An additional room, currently used as a den, along with a third full bath, offers flexibility for a variety of needs. Direct access to the attached garage is available from the lower level. Conveniently designed with a raised-ranch style layout, a short flight of stairs leads to the main living area upon entering. Don't miss this opportunity to enjoy low-maintenance living in a sought-after community with an excellent location within the complex. Convenient to Watch Factory shops,Cheshire Coffee, Whole Foods, Starbucks at The Shops at Stone Bridge, Farmington Canal Heritage Trail. Sold in As-Is condition.

43 Quarry Village Rd Unit 43, Cheshire

$459,900
4 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24174221 MLS
Welcome to 936 South Meriden Road - a classic Cheshire raised ranch that delivers the space, flexibility, and indoor-outdoor lifestyle today's buyers are looking for. The main level is made for living. A large family room anchors the space with a classic raised hearth fireplace, flowing seamlessly into a dining area with built-ins - perfect for everything from casual nights in to hosting a crowd. The bright kitchen leads out to a two-tiered deck overlooking just over an acre of private yard. Mornings with coffee out here? Yes, please. The upper level offers a primary ensuite bedroom plus two additional bedrooms and a full bath - giving everyone their own space to decompress. The lower level is where this home really sets itself apart. Whether you need a multi-generational setup, a guest suite, or a dedicated home office - the versatility delivers with a fourth bedroom, half bath, kitchen area, living room, and a flex room perfect for a home office or den. Laundry, a workshop, and storage round it all out - with an attached two-car garage. Four bedrooms, two and a half baths, over an acre of privacy, and room to grow in every direction - and when you're ready to venture out, everything Cheshire has to offer is right at your fingertips. Restaurants, shopping, and local favorites are just minutes away, with charming farm stands just up the street. 936 South Meriden Road is the one you've been waiting for.

936 S Meriden Rd, Cheshire

$599,900
4 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24177078 MLS
Nestled in prestigious Nob Hill neighborhood, this stately Georgian Colonial showcases timeless elegance with a striking brick facade, twin brick lamp posts, and a convenient side-entry garage. Situated on private 1.22-acres, this beautifully maintained home has only been used part of the year by its snowbird owners. Inside, the formal living room features gleaming HW floors, abundant natural light, and a cozy brick fireplace. Elegant dining room offers HW flooring and detailed moldings, creating the perfect setting for entertaining. The kitchen is designed for both style and function with granite countertops, stainless steel appliances including a built-in microwave, tile flooring, and a bright eat-in area. The impressive family room boasts soaring cathedral ceilings, HW floors, a stunning brick fireplace, and a large picture window overlooking the private backyard. Step into the sunporch featuring a relaxing Jacuzzi tub-an ideal space to unwind year-round. Convenient first-floor laundry room adds practicality to everyday living. Upstairs, the spacious primary bedroom offers double closets and a full bath, while three additional generously sized bedrooms provide excellent closet space for family and guests. Lower level offers fantastic potential for additional living space-just add sheetrock to complete a home gym, office, or recreation room. Outside, enjoy the peaceful wooded backdrop and serene privacy this exceptional property provides. Proximity to Quinnipiac Trail.

620 Riverside Dr, Cheshire

$1,395,000
4 Beds 4 Baths ACTIVE UNDER CONTRACT Status 24171984 MLS
Welcome to a home that perfectly balances proportions w/the warmth of a true family home! Built just 4years ago this stunning Cont/Col offers a new construction feel with all the extras usually added after closing!Step inside to find gleamingHW floors that flow seamlessly throughout.The dramatic two-story greatrm serves as the centerpiece,anchored by a cozy gas FP & flooded with natural light.It opens effortlessly into an eat-in chef's kitchen,complete w/center island,upgraded appliances including a 6 burner gas stove & high-powered chimney-like stove ventilation system.Additionally, the main level includes a formal DR,LR, Office/bedrm with adjacent full bath, Mudroom & separate Laundry rm( with slop sink). The expansive second floor landing separates the double entry Primary suite from the 3 additional bedrms. The primary suite includes an attached bonus rm & a custom walk-in closet. Two of the additional bedrms are jack & Jill w/ a shared full bath.The bedrms include custom closets. There is also a whole house Generac generator & an EV car charger. The home is situated on a level lot w/a private backyard. The entire exterior features lush landscaping, a center island & full irrigation., The expansive back yard offer ample space for a future pool & play area! On a rainy day or waiting for the school bus the expansive Farmers Porch offers weather protection. A move in ready home not to be missed!

5 Melrose Dr, Cheshire

$669,000
4 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24172675 MLS
Set on a quiet cul-de sac on almost 2.5 acres, this spacious 4 bedroom, 2.5 bath colonial with lower level finished area and walk out, offers an exceptional opportunity to create something truly special in a highly desirable location. The setting- adorned with mature trees and flowering plants on a large parcel is just lovely, yet is close to all the everyday conveniences. This home features a Classical Colonial layout with generous sized rooms, many hardwood floors, a nice flow, and abundant potential to reimagine the space to your tastes and needs. Seize the opportunity to build equity in a prime town location. Recent updates include New primary bath shower, updates to half bath, painting, new kitchen slider, new lower level french door and more. (see list) Other updates 2023 well pump/ 2021 Trane A/C , 2019 HW heater/ 2016 Water softener/ newer washer dryer. Enjoy the amenities of the Town of Cheshire- Bartlem Park and Town Pool, Farmington Trail, Mixville Recreation area, open space hiking trails, shopping and dining and so much more. Come and take a look!

30 Philson Ct, Cheshire

$1,175,000
4 Beds 5 Baths ACTIVE Status 24166356 MLS
Majestically situated on a gentle hill designed to capture sweeping views of horses mountains and the picturesque countryside. This impressive 4,701 sq ft contemporary colonial is located in the highly sought after South Cheshire neighborhood. Best of all, it's move-in ready, allowing you to make thoughtful upgrades at your own pace. It has a private office with glass French doors and built-ins, a formal Living room with fireplace & expansive picture windows. The heart of the home is a gourmet kitchen featuring Sub-Zero refrigeration, top of the line stainless steel appliances The large granite island with seating for five & the bright spacious breakfast nook makes dining a delight! The kitchen opens seamlessly into the spacious family room with gas fireplace, wet bar & sound system provides easy access to the expansive deck and screened gazebo-perfect for entertaining and enjoying the tranquil setting. The main level also includes powder room, mudroom, laundry room, hardwood flooring throughout and access to the three-car garage with EV hook-up. Upstairs offers a luxurious primary suite, a bedroom with private bath, and two additional bedrooms that share a full bath. The walk-out finished lower level with a full bath provides additional flexible living space ideal for recreation, media, gym, or guests. With a little love and some imagination this property could be a true showstopper.

1 Mountaincrest Dr, Cheshire

$1,080,888
4 Beds 5 Baths ACTIVE UNDER CONTRACT Status 24165619 MLS
A rare opportunity to own a home in one of Cheshire's premier subdivisions. This custom-built brick residence showcases exceptional craftsmanship, featuring 9-foot ceilings and beautiful hardwood floors throughout. The gourmet kitchen blends function and style, complete with granite countertops, a Viking gas range with professional-grade exhaust hood, Viking refrigerator, built-in wall oven, and a wine cooler-perfect for any culinary enthusiast. The spacious primary suite offers a true private retreat, highlighted by a cozy gas fireplace, whirlpool tub, walk-in closet, dressing area, and a charming private reading loft. Designed for both everyday living and entertaining, the home features an open, flowing floor plan that seamlessly connects each living space. Additional highlights include two freshly remodeled bathrooms, a finished basement, and a new high-efficiency boiler and hot water system. Homes in this highly desirable area rarely become available-schedule your showing today and experience it for yourself.

10 Whispering Hollow Ct, Cheshire

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