Refine Search
Sort by
$849,900
4 Beds 3 Baths 24194347 MLS
Coming Soon, showings start Wednesday! More pictures coming soon. Stately home set on just under 2 acres in a beautiful country setting. Built from the foundation up in 2006, this home offers soaring ceilings, flowing rooms and space for everyone! The welcoming foyer leads to the dining room highlighted by a fireplace with pellet stove insert, and the living room beyond - both with hardwood floors. A balcony from the upper level looks down on the kitchen with high ceilings, dramatic chefs vent, beautiful granite countertops and new refrigerator. Also included on the main level is an office, a bedroom that can be utilized as a den, and a laundry room that leads to the huge three car garage. Upstairs you'll find three large bedrooms with new LVP flooring, including the primary suite with walk-in closet and spa bath with whirlpool tub. Another office, another full bath and a bright reading nook complete the upper level. The lower level is semi-finished (no heat) to offer more room to spread out. Numerous updates include a brand new roof (2026), new driveway (2025), new well tank, newer washer and dryer, and an electric car charger in the garage. Welcome Home!

662 Coleman Rd, Cheshire

$559,900
4 Beds 3 Baths 24194294 MLS
Nestled in one of South Cheshire's most sought-after neighborhoods, this spacious home offers endless potential and an unbeatable location. Enjoy sidewalks throughout the neighborhood, just steps from the brand-new Norton Elementary School and the Farmington Canal Linear Trail. The updated kitchen features granite countertops, a breakfast bar, and opens seamlessly to the dining area and expansive family room, creating the perfect open-concept living space. The inviting family room includes a fireplace and leads to a three-season sunroom with cathedral ceilings, skylights, a ceiling fan, and peaceful views of the large, level backyard. The first floor also offers an updated half bath, a versatile den with a laundry closet, and a private office with built-in shelving. Upstairs, you'll find four bedrooms with hardwood flooring throughout (including beneath the hallway carpet). The primary suite features a full bath, while a second full bath serves the remaining bedrooms. Major updates include an energy-efficient heat pump with central air installed approximately 10 years ago and a roof that is only 5 years old. Bring your vision and make this wonderful home your own in a neighborhood you'll love for years to come!

341 Sharon Dr, Cheshire

$650,000
4 Beds 3 Baths 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

$475,000
3 Beds 2 Baths 24187815 MLS
This expansive Cape Cod is filled with charm, character, and plenty of space to make your own. The spacious eat-in kitchen offers abundant storage and cooking space, along with flexible room for a dining table, breakfast bar, or both. Step outside to the large Trex deck, where you can enjoy your morning coffee while overlooking the private, peaceful wooded yard. A charming screened porch provides another relaxing spot to read, unwind, or simply enjoy the sounds of nature. The main level includes a generously sized front-to-back living room with a propane fireplace, as well as a spacious dining room that could also serve as a home office, playroom, or additional sitting area. Upstairs, you'll find three bedrooms and a full bath. The finished lower level offers an inviting family or recreation room, along with an additional flexible space ready to suit your needs. Outside, the property includes a hot tub, two storage sheds, and plenty of yard space for entertaining, gardening, or future expansion. This special home offers comfort, versatility, and wonderful indoor and outdoor living spaces.

479 Blacks Rd, Cheshire

$209,900
2 Beds 1 Baths 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

$769,900
3 Beds 4 Baths 24193469 MLS The Reserve At Stonebridge Crossing BLDG.
Step into low-maintenance luxury at The Reserve at Stonebridge Crossing, where this immaculate 2024 Carriage Home offers the appeal of new construction without the wait. This home provides nearly 3,000 square feet of beautifully designed and flexible living space. The open-concept main level features engineered hardwood flooring, a welcoming foyer with double-stacked crown molding, soaring vaulted great room, and an upgraded kitchen with a contrasting stained island and Frigidaire Professional appliances, including an induction range. The first-floor primary suite offers a tray ceiling, two closets, a double vanity, floor to ceiling tiled walk-in shower, and private laundry hookups. Upstairs are two additional bedrooms, a full bath, a dedicated study ideal for remote work, an open loft perfect for a reading retreat or television area, and a second laundry area with utility sink. The finished 525 sq ft lower level includes another full bathroom and can be adapted as a recreation room, media room, guest suite or comfortable private space for extended family. Enjoy a composite deck, attached garage, electronic blinds, and true lock-and-leave living with landscaping, irrigation, snow removal and ground maintenance included. Residents enjoy a pavilion with gas grills, tables, fire pit and a walking loop that connects to a trail leading to The Shops at Stone Bridge Crossing. Easy access to highways for commuting. This carriage home offers value and lifestyle that makes living easy.

48 Soderman Way Unit 48, Cheshire

$800,000
6 Baths 24192426 MLS
Rare Opportunity to Acquire a 5-Unit Commercial Portfolio! Five separate commercial condominium units are available in Curtis Homestead Village, a well-maintained professional complex in Cheshire's C-3 General Business Zone. Each unit may be purchased individually, although the Seller prefers to sell all five together. Unit 2 consists of 3 floors includes an executive office with private full bath. There is another full bath, 4 additional 1/2 baths, a kitchen, numerous private offices, and professional gym in the lower walk-out level, which also features loading dock access. The post-and-beam design offers exposed timber construction, impressive ceiling heights, and a mix of hardwood and carpeted flooring. Each self-contained unit includes a private entrance, kitchenette, restroom(s), and a flexible layout suitable for a variety of office, medical, retail, and service uses. Additional features include ample on-site parking, convenient access to Route 10 and major highways, and association-provided exterior maintenance and snow removal. Units may be purchased furnished or delivered empty. Unit 7 is leased through March 2027, with no renewal option. Units for sale include 1, 2, 3, 6 & 7, see related ML# 24192424, 24192428, 24192430 and 24192431.

908 S Meriden Rd Unit 2, Cheshire

$350,000
1 Baths 24192430 MLS
Rare Opportunity to Acquire a 5-Unit Commercial Portfolio! Five separate commercial condominium units are available in Curtis Homestead Village, a well-maintained professional complex in Cheshire's C-3 General Business Zone. Each unit may be purchased individually, although the Seller prefers to sell all five together. Unit 6 can be accessed through an enclosed shared lobby and features a large, covered patio. There is a full kitchen and 1/2 bath. The post-and-beam design offers exposed timber construction, impressive ceiling heights, and a mix of hardwood and carpeted flooring. Each self-contained unit includes a private entrance, kitchenette, restroom(s), and a flexible layout suitable for a variety of office, medical, retail, and service uses. Additional features include ample on-site parking, convenient access to Route 10 and major highways, and association-provided exterior maintenance and snow removal. Units may be purchased furnished or delivered empty. Unit 7 is leased through March 2027, with no renewal option. Units for sale include 1, 2, 3, 6 & 7, see related ML# 24192424, 24192426, 24192428, and 24192431.

908 S Meriden Rd Unit 6, Cheshire

$135,000
1 Baths 24192424 MLS
Rare Opportunity to Acquire a 5-Unit Commercial Portfolio! Five separate commercial condominium units are available in Curtis Homestead Village, a well-maintained professional complex in Cheshire's C-3 General Business Zone. Each unit may be purchased individually, although the Seller prefers to sell all five together. Unit 1 features open space with kitchenette and 1/2 bath. The post-and-beam design offers exposed timber construction, impressive ceiling heights, and a mix of hardwood and carpeted flooring. Each self-contained unit includes a private entrance, kitchenette, restroom(s), and a flexible layout suitable for a variety of office, medical, retail, and service uses. Additional features include ample on-site parking, convenient access to Route 10 and major highways, and association-provided exterior maintenance and snow removal. Units may be purchased furnished or delivered empty. Units for sale include 1, 2, 3, 6 & 7, see related ML# 24192426, 24192428, 24192430 and 24192431.

908 S Meriden Rd Unit 1, Cheshire

$125,000
1 Baths 24192428 MLS
Rare Opportunity to Acquire a 5-Unit Commercial Portfolio! Five separate commercial condominium units are available in Curtis Homestead Village, a well-maintained professional complex in Cheshire's C-3 General Business Zone. Each unit may be purchased individually, although the Seller prefers to sell all five together. Unit 3 is the smallest of available units and features a covered front walkway with easy access to lower parking lot. The post-and-beam design offers exposed timber construction, impressive ceiling heights, and a mix of hardwood and carpeted flooring. Each self-contained unit includes a private entrance, kitchenette, restroom(s), and a flexible layout suitable for a variety of office, medical, retail, and service uses. Additional features include ample on-site parking, convenient access to Route 10 and major highways, and association-provided exterior maintenance and snow removal. Units may be purchased furnished or delivered empty. Unit 7 is leased through March 2027, with no renewal option. Units for sale include 1, 2, 3, 6 & 7, see related ML# 24192424, 24192426, 24192430 and 24192431.

908 S Meriden Rd Unit 3, Cheshire

$130,000
3 Baths 24192431 MLS
Rare Opportunity to Acquire a 5-Unit Commercial Portfolio! Five separate commercial condominium units are available in Curtis Homestead Village, a well-maintained professional complex in Cheshire's C-3 General Business Zone. Each unit may be purchased individually, although the Seller prefers to sell all five together. Unit 7 features a stately executive office with private full bath, 2 additional 1/2 baths, and eat-in kitchen. This unit is leased through March 2027, with no renewal option. The post-and-beam design offers exposed timber construction, impressive ceiling heights, and a mix of hardwood and carpeted flooring. Each self-contained unit includes a private entrance, kitchenette, restroom(s), and a flexible layout suitable for a variety of office, medical, retail, and service uses. Additional features include ample on-site parking, convenient access to Route 10 and major highways, and association-provided exterior maintenance and snow removal. Units may be purchased furnished or delivered empty. Units for sale include 1, 2, 3, 6 & 7, see related ML# 24192424, 24192426, 24192428, and 24192430.

908 S Meriden Rd Unit 7, Cheshire

$229,000
24193230 MLS
Your blank canvas - with a head start A rare opportunity to build the home you've been picturing on a 1.84-acre lot in Cheshire. The existing structure will be removed prior to closing - or within 60 days of closing at the latest - leaving you a cleared, ready-to-build site with the foundation remaining in place. That foundation is the difference-maker. Pouring a new foundation is one of the most expensive and time-consuming early phases of any new build. Here, that groundwork is already done, which can meaningfully cut cost and shave weeks off your construction timeline. Bring your own plans and builder, or design around the existing footprint. Why this lot Foundation already in place - a substantial cost and schedule advantage over a raw lot Building to be removed - the site will be cleared, so you start with a clean slate above grade Private well and septic - no dependency on municipal water/sewer hookups R-80 zoning - single-family residential 1.84 acres of space to design around

1116 Wallingford Rd, Cheshire

$449,900
3 Beds 2 Baths 24187993 MLS
Highest and Best due by 5 pm Sunday 7/26. Welcome home to this well-maintained home offering comfort, convenience, and thoughtful updates throughout. The inviting family room features a cozy Vermont Castings wood stove, while mini-split systems provide efficient air conditioning on the first floor. Enjoy summer days in the 24' round above-ground pool (54" deep) with an deck that's just 5 years old, perfect for entertaining. Recent improvements include Andersen replacement windows, a new boiler, 2022 Smart indirect hot water tank, upgraded 200-amp electrical service, new oil tank, insulated Bilco basement door, and a 2-year-old driveway. A Generac whole-house generator (2021), fueled by leased propane, provides added peace of mind. With open fields directly across the street, this home offers enhanced privacy, beautiful open views, and the opportunity to enjoy birds, deer, and other local wildlife right from your front yard. Conveniently located within walking distance of Doolittle School and the Farmington Canal Heritage (Linear) Trail, with easy access to I-91 and I-84 for commuting. Shopping, dining, and everyday conveniences are just minutes away.

460 Oak Ave, Cheshire

$779,000
4 Beds 3 Baths 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 2 carpeted rooms and fabulous wine cellar. Lower level has its own heat/ac zone 3 zones). Pull down stairs in garage for extra storage.

19 E Ridge Ct, Cheshire

$1,748,600
6 Beds 7 Baths 24190202 MLS
Welcome to The Cheshire Estate on Whispering Hollow Court. Set on a private 1.84-acre lot in an intimate enclave of homes on a cul-de-sac, this modern brick Colonial offers over 10,000 sf of living space across three levels - a rare opportunity to live comfortably and entertain often. The two-story great room anchors the main level, with French doors opening to the patio, outdoor kitchen, and pool for effortless indoor/outdoor entertaining - enjoy quiet mornings by the water and evenings out back to socialize. The main level also features the primary suite, complete with a private sitting room and fireplace - a true retreat at the end of the day - along with a sunroom and a wood-paneled study. The finished lower level adds a home gym and an indoor basketball court, convertible to a squash or racquetball court, so game nights and workouts happen without ever leaving home. Adding rare flexibility, a semi-private au pair apartment (approx. 40' x 22') includes its own kitchen, full bath, living room, and bedroom - ideal for extended family, live-in help, or guests who want their own space to come and go as they please. This isn't just a home - it's a lifestyle built around space, privacy, and the freedom to live exactly how you want.

25 Whispering Hollow Ct, Cheshire

$615,000
3 Beds 2 Baths 24191300 MLS
Need serious garage space? This property features a brand-new commercial-sized detached garage that's ideal for collectors, mechanics, contractors, landscapers, hobbyists, or anyone looking for exceptional storage or workspace. Welcome to 722 Allen Avenue, Cheshire! This beautifully updated 3-bedroom, 2-bath ranch is set on a level 1-acre lot with public water and public sewer and offers the perfect blend of comfort, flexibility, and exceptional space. The open floor plan features a spacious living room with hardwood floors and a fireplace, a dining room with hardwood flooring, and an updated kitchen that flows seamlessly into the main living areas. The primary suite offers a cathedral ceiling, private full bath, and convenient first-floor laundry. Two additional bedrooms and a full hall bath complete the home. Additional features include a family room with access to the attached 2-car garage, a walk-up attic, and an oversized screened-in porch overlooking the private backyard. The true standout feature is the brand-new commercial-sized detached garage with electric. With updated kitchen and baths, hardwood floors, one-level living, an oversized detached garage, and a desirable Cheshire location, this unique property offers endless possibilities - must-see!

722 Allen Ave, Cheshire

$561,885
4 Beds 3 Baths 24189652 MLS
Welcome to this beautifully maintained Colonial, ideally situated in a sought-after neighborhood featuring underground utilities and sidewalks. From the inviting front porch to the private backyard, this home offers timeless charm and exceptional value. The first floor features gleaming hardwood floors throughout, a spacious living room with a cozy fireplace, and a formal dining room with two classic built-in corner hutches. A sliding glass door opens to a tranquil, tree-shaded patio overlooking a beautifully landscaped backyard with privacy fencing-perfect for relaxing or entertaining. Upstairs, you'll find four generously sized bedrooms, each equipped with ceiling fans. Additional updates include a roof that's only six years old, a brand-new hot water heater and furnace, plus the peace of mind of a whole-house Kohler generator for year-round comfort and security. A unique buying opportunity: This property is currently subject to an Affordable Housing Restrictive Covenant that is scheduled to expire in approximately three years. The current list price reflects the maximum allowed for a CHFA-financed purchase and CHFA buyers must meet applicable CHFA income guidelines. Other option is 80 per cent of State of CT median income guidelines. Cash buyers are also eligible to purhase property within certain income restrictions. See Attachment for Restrictive Covenant. Some notice required for showing.

88 Dundee Dr, Cheshire

$829,000
3 Beds 3 Baths 24189829 MLS The Reserve At Stonebridge Crossing BLDG.
Nothing to do but move into this stunning Carriage Home at The Reserve at Stonebridge Crossing, built by EG Home with exceptional energy-efficient features throughout. This 3-bedroom, 2.5-bath home offers a desirable first-floor primary suite with hardwood floors, custom blinds, first-floor laundry, and a luxurious bath featuring Kohler fixtures, a large glass-enclosed shower, and a rainfall showerhead. The open-concept main living area showcases hardwood flooring, a spacious custom island, and a chef's kitchen with a JennAir 6-burner gas cooktop, double ovens, and beverage cooler. Upstairs, a hardwood-floored loft overlooks the living space and is complemented by two additional bedrooms, a private office, full bath, and second laundry area. The finished lower level provides the perfect family room, home gym, or recreation space, with plumbing in place for a future bath. Built with 2x6 exterior walls, double-pane windows, spray foam insulation throughout, layered insulation for exceptional efficiency, and natural gas heat as well as Ecobee Smart Thermostats for convenience. Enjoy a private deck with stairs to the yard, an attached two-car garage with a generator transfer switch, and passive solar installations that help offset the $275/month HOA fee. HOA includes exterior maintenance, landscaping, snow removal, and trash service for easy, low-maintenance living. Easy access to 691, 84 and shopping making this the perfect home. Schedule your private showing today.

41 Soderman Way Unit 41, Cheshire

$1,711,500
4 Beds 5 Baths 24190982 MLS
Lovely contemporary Colonial set on 2.26 acres offers over 6,000 square feet of above-grade living space w/ a versatile multi-level layout. Step into the dramatic two-story brick foyer featuring floor-to-ceiling windows, & radiant floor heating throughout the 1st floor. This level offers outstanding add'l living space w/ a comfortable family room, 43' x 15' rec room, private office, full BA, & walkout access to the covered lower deck. Whether you're looking for a home gym, guest retreat, or simply extra space to spread out, you have endless possibilities! The main living level features a large kitchen w/granite countertops, center island, quality appliances, & sunny breakfast nook with lots of windows overlooking the peaceful landscape. Dining room, living room, & vaulted Great Room w/ pellet stove provide inviting spaces for everyday living & entertaining. Upper deck is conveniently accessible from the breakfast nook or great room. The primary suite features radiant floor heating, en-suite BA, double closets, & walk-in closet. 1/2 BA w/ laundry completes this level. Upstairs you'll find 3 generously sized BRs, including one w/ its own private BA, plus an additional full BA. Backing directly to Cheshire Land Trust, this property offers exceptional privacy, a putting green, pickleball court, & peaceful views from nearly every room. Whether enjoying your morning coffee on the deck or relaxing indoors, the natural setting has a sense of tranquility that's hard to find.

644 S Brooksvale Rd, Cheshire

$799,900
3 Beds 3 Baths 24190737 MLS The Reserve At Stonebridge Crossing BLDG.
Beautifully designed home in desirable Stonebridge Riverside by EG Home, offering approximately 2,950 sq. ft. of total finished living space. This energy-efficient residence features 3 bedrooms, 2.5 baths, a dedicated office room, a versatile loft, and a finished basement with rough-in plumbing for a future full bathroom. The open-concept main level includes a spacious kitchen, dining area, and great room, while the first-floor primary suite offers a private bath and walk-in closet. Thoughtful upgrades include a private deck, attached 2-car garage, ceiling fans in all bedrooms, and a humidity control/ventilation system integrated with the home's high-performance HVAC setup. Enjoy low-maintenance living in a well-kept HOA community with exterior maintenance, landscaping, snow removal, trash service, and common area upkeep. Residents also have access to community recreation areas with grills, offering a great setting for relaxing and entertaining outdoors. High-performance construction, energy-efficient windows, advanced insulation, and an all-electric heat pump system complete this exceptional home. Sale is subject to the owners finding a suitable housing.

73 Shea Cir, Cheshire

$244,995
2 Beds 2 Baths 24188652 MLS Deepwood BLDG.
Welcome to this beautifully maintained townhouse in the highly desirable Deepwood community of Cheshire. Offering privacy and tranquility in a wonderful neighborhood setting, this home is perfect for those seeking low-maintenance living with the benefits of true ownership. Step inside to find bright, welcoming living spaces that are clean and move-in ready. The functional layout provides comfortable living areas with plenty of natural light. Outside, enjoy your private backyard/patio space-ideal for relaxing, gardening, or entertaining in a peaceful environment. Why Rent When You Can Own? This is an excellent opportunity to build equity in a low-maintenance home. Condo living means less time on upkeep and more time enjoying life. The community is well-established and conveniently located with easy access to major routes, shopping, dining, parks, and top-rated schools. Whether you're a first-time homebuyer, downsizing, or simply looking for an easy-care residence in a quiet, private location, this condo is ready for you to move right in. Schedule your showing today and discover why this could be the perfect next chapter!

414 Robin Court, Unit 414, Cheshire

$549,900
3 Beds 2 Baths 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

$449,000
3 Beds 2 Baths 24171596 MLS
Welcome home to this beautifully updated 3-bedroom ranch in the highly desirable town of Cheshire. This move-in ready property combines modern comfort with classic charm in a peaceful neighborhood setting. Step inside to find a bright, open layout featuring gleaming hardwood floors, an updated eat-in kitchen with sleek countertops and stainless-steel appliances, and a spacious living room perfect for entertaining or relaxing. Each bedroom offers generous closet space and natural light, while the updated bathroom features tasteful finishes for a clean, contemporary feel. The finished lower level adds valuable living space - ideal for a family room, home office, or fitness area. Outside, the meticulously landscaped yard provides plenty of room for outdoor gatherings, gardening, or simply enjoying your surroundings. You'll also love the oversized shed, and the overall sense of privacy and pride of ownership throughout. A true turn-key home in one of Cheshire's most sought-after neighborhoods - combining small-town charm, top-rated schools, and easy access to local shops, parks, and highways.

39 Green Hill Ln, Cheshire

$499,900
4 Beds 2 Baths 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

$455,000
3 Beds 1 Baths 24189577 MLS
Welcome to 445 Lincoln Drive in Cheshire! This beautifully remodeled home offers the perfect blend of modern updates and comfortable living. Step inside to discover a bright, inviting interior featuring a renovated kitchen with stylish finishes, an updated bathroom, and thoughtful improvements throughout. The finished lower level provides valuable additional living space-perfect for a family room, home office, gym, playroom, or guest area. Whether you're entertaining friends or enjoying a quiet evening at home, this move-in-ready property offers the flexibility and comfort today's buyers are looking for. Conveniently located near shopping, restaurants, parks, and major commuter routes, this is a wonderful opportunity to enjoy all that Cheshire has to offer.

445 Lincoln Dr, Cheshire

$449,900
3 Beds 3 Baths 24187185 MLS
Welcome to your dream home, nestled in a serene wooded lot and perfectly located near the picturesque Mixville Park. This stunning residence features three spacious bedrooms and two and a half baths, offering ample space for relaxation and entertainment. As you step inside, you'll be greeted by hardwood floors that flow seamlessly throughout the main level, creating a warm and inviting atmosphere. The heart of this home is the updated kitchen, showcasing luxurious granite countertops and elegant cherry cabinets. A large skylight bathes the area in natural light, making it a chef's paradise and an ideal space for gatherings. The finished walk-out lower level provides additional living space, perfect for a home office, gym, or entertainment area tailored to your lifestyle. Recent upgrades include a roof that's approximately six years old, new garage doors, and a new oil tank, ensuring peace of mind for years to come. With city water and sewer connections already in place, this property combines the beauty of nature with modern convenience. This charming home is waiting for your personal touch to make it truly yours. Whether you envision cozy evenings by the fireplace or summer barbecues in the expansive yard, this property offers endless possibilities. Don't miss out on the chance to own a slice of tranquility in a prime location! Schedule your private tour today and discover your new home sweet home.

448 Mixville Rd, Cheshire

$359,900
3 Beds 1 Baths 24188483 MLS
This charming Cheshire cape is sure to make you fall in love! Welcome to 84 Lakeview Ave! Nestled on a secluded, beautifully landscaped .7 acre lot in a peaceful neighborhood, this 3-bed, 1-bath home with an oversized 1-car garage offers all the comforts you need! The living room invites you in with hardwood floors, a pellet stove for warm, cozy nights and a beautiful wood bannister that speaks to the charm and period details that have been maintained in the home. An original built-in in the dining room along with crystal doorknobs and original wood doors throughout also speaks to the character of this cape. A spacious, remodeled kitchen offers granite countertops, plenty of modern white cabinetry with black fixtures and sleek stainless steel appliances. First floor bedroom can be an office or whatever you desire. There is a thoughtfully updated bathroom on the main level and 2 good-sized bedrooms on the upper level. A massive, secluded backyard with a sprawling deck is fantastic for outdoor entertaining. Oversized 1 car garage is extra deep and provides a small workshop space and 200 amp electrical service upgraded. Come discover all that the town of Cheshire has to offer and don't miss out on this amazing home offered at $365,000. Book your showing today!

84 Lakeview Ave, Cheshire

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.