Homes for Sale near Cheshire Academy

• 

  

  

  /11

  $649,999

  • 8 Beds
  • 4 Baths
  • 3,168 Sq Ft

  131 N Ridgeland Rd, Wallingford, CT 06492

  Four-Unit multifamily property located on the west side of Wallingford, a short walk away from both the middle school and the high school. There are assigned parking spaces, and a large front and back yard.

  Alan Barberino Alan Barberino Real Estate LLC

  131 N Ridgeland Rd, Wallingford, CT 06492
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /40

  $549,900

  • 4 Beds
  • 2.5 Baths
  • 2,141 Sq Ft

  622 Wiese Rd, Cheshire, CT 06410

  Don't miss this gorgeous 4-bedroom, 2.5-bath colonial set on a pristine, beautifully landscaped lot. Hardwood floors flow throughout the home, adding timeless charm. The bright and sunny living room features a welcoming wood-burning fireplace and a large bay window. Enjoy meals in the elegant dining room with bay window and classic moldings. The expansive kitchen offers granite countertops, tile

  Stacey Deangelis Calcagni Real Estate

  622 Wiese Rd, Cheshire, CT 06410
• 

  

  

  /19

  $234,615

  • 2 Beds
  • 1.5 Baths
  • 1,074 Sq Ft

  380 Hitchcock Rd Unit 227, Waterbury, CT 06705

  This custom unit in a desirable complex awaits its next homeowner. Explore the comfortable living space and decorate it with your personal style. The kitchen is equipped with stainless steel appliances and recessed lighting while the eat-in area offers a cozy space with a built in breakfast bar. As you enter the living room you can't help but notice the large windows allowing for a bright

  Margaret Derbabian RE/MAX RISE

  380 Hitchcock Rd Unit 227, Waterbury, CT 06705
• 

  

  

  /12

  $429,999

  • 4 Beds
  • 3 Baths
  • 1,444 Sq Ft

  63 Lucy Cir, Wallingford, CT 06492

  Jewel of the Neighborhood. Completely upgraded, flexible single family home; 4 BR or 3 BR with In-Law Suite; New Roof (2025); Paver Driveway; Paver Stone Patio with Stone Privacy Wall, Flower Beds/Firepit; Turkish Tile (Main Floor); REAL Wood Floors (Upstairs - Oak & White Ash); Floating Floor (Basement - Carpeted); Marble/Stone Countertops; New Blinds; Ceiling Fans Throughout.

  Derek Eisenberg Continental Real Estate

  63 Lucy Cir, Wallingford, CT 06492
• 

  

  

  /31

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  64 Ridgefield Rd, Wallingford, CT 06492

  Welcome to the Ridges on the west side of Wallingford! This beautifully renovated 3-bedroom residence is the perfect setting for a lifetime of memories. As you enter this charming split level home you'll be greeted by a sunlit livingroom complimented with a fireplace, large bow window and hardwood floors that flow seamlessly throughout the 1st and second floor. Enter the completely remodeled

  Patrick Combs Dan Combs Real Estate

  64 Ridgefield Rd, Wallingford, CT 06492
• 

  

  /39

  $520,000

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  10 Heritage Dr, Prospect, CT 06712

  Welcome to this stunning three-bedroom Cape nestled on a private lot in one of Prospect's desirable neighborhoods. Step into a spacious kitchen featuring oak cabinetry, granite countertops, and stainless steel appliances-perfect for both everyday living and entertaining. Just off the kitchen, the inviting living room boasts a cozy wood-burning fireplace, creating a warm and welcoming atmosphere.

  David Aurigemma Regency Real Estate, LLC

  10 Heritage Dr, Prospect, CT 06712
• 

  

  /34

  $430,000

  • 3 Beds
  • 3 Baths
  • 3,361 Sq Ft

  50 Meadow St, Meriden, CT 06451

  This once ranch style, now contemporary style home features an extra 1,319 sq. ft. in the finished basement. 3 bedrooms, 2 on the upper level and one on the main level; an office/loft area is also on the upper level. The finished basement can hold two more bedrooms, or a recreation room or a man cave or whatever you see fit. There are 3 full bathrooms, one on each level. A beautiful remodeled

  David White OwnerEntry.com

  50 Meadow St, Meriden, CT 06451
• 

  

  /40

  $399,900

  • 3 Beds
  • 1.5 Baths
  • 2,028 Sq Ft

  233 Mountain Rd, Cheshire, CT 06410

  Quality-built and meticulously maintained, this beautiful 3-bedroom Ranch offers comfort, space, and convenience in every detail. Gleaming hardwood floors flow throughout the home, enhancing its warm and welcoming feel. The sun-filled formal living room features abundant windows, and a charming brick wood fireplace-perfect for cozy evenings. You'll love the oversized eat-in kitchen-fully

  Stacey Deangelis Calcagni Real Estate

  233 Mountain Rd, Cheshire, CT 06410
• 

  

  /27

  $319,900

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  45 Summit Rd, Prospect, CT 06712

  This lovely 3 bedroom 1 bathroom home in sought after Prospect has been meticulously maintained. Set on a level lot, with a private backyard, it is perfect for relaxing and entertaining. As you enter the front door you will find a living room with an opening to a large eat in kitchen with a beautiful enclosed porch for added space. Down the hall you will find three spacious bedrooms and a

  Casey Morton Century 21 AllPoints Realty

  45 Summit Rd, Prospect, CT 06712
• 

  

  /22

  $419,900

  • 2 Beds
  • 2 Baths
  • 1,469 Sq Ft

  1200 Peck Ln, Cheshire, CT 06410

  One level living at it's best. Custom-built Ranch with hardwood floors throughout, perfect for entertaining. The open floor plan featuring Great Room concept with Cathedral ceiling and skylights offers a bright airy feeling. Stone fireplace with wood stove insert stays. The kitchen with breakfast bar and tiled backsplash is open to the great room and features an island with propane-gas cooktop.

  Roberta Havlick William Raveis Real Estate

  1200 Peck Ln, Cheshire, CT 06410
• 

  

  /29

  $479,900

  • 3 Beds
  • 2.5 Baths
  • 1,982 Sq Ft

  157 Cynrose Place, Meriden, CT 06451

  Immaculate 3 bedroom colonial conviently located on a cul de sac close to highways, parks and shoping. Walkout basement to a lovely level back yard. Unfinised room could easily add a 288 sq ft bedroom & bathroom as a guest suite or a second primary bedroom. Be the 1st to view this movein ready home!

  JEFFREY WIGHT Century 21 AllPoints Realty

  157 Cynrose Place, Meriden, CT 06451
• 

  

  /3

  $225,000

  • Land
  • 10 Acres
  • $22,936 per Acre

  0 S Meriden Rd Unit 3, Cheshire, CT 06410

  Approved building lot 9.81 acres, wetlands. Very specific area to put house to comply with inland wetland rules.

  James Bulger Calcagni Real Estate

  0 S Meriden Rd Unit 3, Cheshire, CT 06410
• 

  

  /40

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft

  345 Spring St, Cheshire, CT 06410

  Once upon a time, there was a home that looked like it was plucked straight from the pages of a storybook. With its gingerbread charm and inviting warmth, this house wasn't just a place to live-it was a place to dream. Inside, the story unfolds with beautiful hardwood floors that guide you through a welcoming living room, where a fireplace takes center stage, hinting at cozy evenings to come.

  Christy Lindsay Coldwell Banker Realty

  345 Spring St, Cheshire, CT 06410
• 

  

  /29

  $309,900

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  8 Peacock Dr, Meriden, CT 06451

  Welcome to 8 Peacock Drive! A fully updated brick ranch on Meriden's West Side. The home features 3 ample sized bedrooms, 1 full bathroom and great living space. NEW roof (2025), upgraded electrical from 60 amp to 220 amp (2025), brand new energy efficient boiler/hot water tank (2025) all permitted. The home boasts vinyl windows, oil heat, slip resistant tile in the kitchen and bath, and

  Lori DeSanti Oxford Realty

  8 Peacock Dr, Meriden, CT 06451
• 

  

  /34

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,466 Sq Ft

  1762 Waterbury Rd, Cheshire, CT 06410

  Welcome to this 1 level beautifully maintained ranch offering comfort, space, and convenience all in one! This home greets you with a spacious living room featuring a cozy fireplace, a large picture window, and a generous coat closet. The living room flows seamlessly into the formal dining room, which leads to a well-appointed kitchen with an abundance of cabinetry, stainless steel appliances,

  Heather Fitzgerald YellowBrick Real Estate LLC

  1762 Waterbury Rd, Cheshire, CT 06410
• 

  

  /21

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,301 Sq Ft

  1775 Orchard Hill Rd, Cheshire, CT 06410

  Classic New England charm with a touch of modern updates. Lovingly maintained for nearly four decades, this 3-bedroom, 2 full bath Cape Cod is a testament to quality and care and offers endless possibilities to personalize and enhance. Sought-after South Cheshire neighborhood Location! Hardwood floors throughout most! Generational handcrafted barn door covers a standard front door opening to a

  Jessica Danard Coldwell Banker Realty

  1775 Orchard Hill Rd, Cheshire, CT 06410
• 

  

  /39

  $290,000

  • 3 Beds
  • 1.5 Baths
  • 1,472 Sq Ft

  85 Eaton Ave, Meriden, CT 06451

  Delightful 3 bedroom, 1-1/2 bath, colonial west side of Meriden, bordering Southington and Cheshire. Walk to Hubbard Park. Convenient to highways, shopping, restaurants. Kitchen updated and first floor bath with laundry added around less than 15 years ago. Living room also extended to include the front porch giving extra living space. Most windows have been replaced with thermals. Roof is about 6

  Carol Wanat Rockoff Realty

  85 Eaton Ave, Meriden, CT 06451
• 

  

  /13

  $205,000 Open Mon 5PM - 7PM

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  508 Oak Ave Unit 7, Cheshire, CT 06410

  A first floor Condominium in Birchwood that is in "move in" condition with hardwood floors. A Ranch with a huge common area for nature lovers, and a cut through to the Trail. This home is within walking distance of Doolittle School, The Linear Trail, and is located just minutes from the center of Town, the Library, Bartlem Park, and the High School. This home has 900 square feet plus a storage

  Marty Rauch Marty Rauch Real Estate

  508 Oak Ave Unit 7, Cheshire, CT 06410
• 

  

  /34

  $430,000

  • 3 Beds
  • 2 Baths
  • 2,098 Sq Ft

  151 Stevenson Rd, Meriden, CT 06451

  Spacious raised ranch on a quiet cul-de-sac in South Meriden, offering incredible flexibility with three bedrooms upstairs plus a fully finished lower level featuring its own kitchen, full bath, private entrance, and washer/dryer hookups-ideal for in-law living, guests, or extra space. Enjoy an open-concept main kitchen with stainless steel appliances, modern lighting, and hardwood floors

  Ummad Farooq eXp Realty

  151 Stevenson Rd, Meriden, CT 06451
• 

  

  /40

  $1,200,000

  • 4 Beds
  • 4.5 Baths
  • 4,791 Sq Ft

  1 Mountaincrest Dr, Cheshire, CT 06410

  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

  Susan Santoro William Pitt Sotheby's Int'l

  1 Mountaincrest Dr, Cheshire, CT 06410
• 

  

  /8

  $499,900

  • 3 Beds
  • 3 Baths
  • 2,704 Sq Ft

  25 Hidden Place, Cheshire, CT 06410

  UNIQUE OPPORTUNITY! Contractors, Investors, flippers or DIY persons, take notice. Here is your opportunity to purchase a home in Cheshire, in a desired neighborhood, on a cul-de-sac, for half the value cost. Unfortunately this home suffered a fire in April. Return this home to its original beauty, but you will need to be patient and put the time and money into this project. At the time of the

  Laura Maturo William Raveis Real Estate

  25 Hidden Place, Cheshire, CT 06410
• 

  

  /40

  $399,900

  • 3 Beds
  • 1.5 Baths
  • 1,513 Sq Ft

  29 Candee Rd, Prospect, CT 06712

  A rare gem is available for a brief time in one of the most desirable areas of Prospect! An easy commute to nearby towns & cities, this charming 3 Bed/1.5 Bath Split-level home abounds in unique features & thoughtful investments, big & small. Packed into its 1,513 of finished sqft are several significant updates that heighten its value, incl. a beautifully remodeled large eat-in kitchen w/

  Kathryn Reed Dave Jones Realty, LLC

  29 Candee Rd, Prospect, CT 06712
• 

  

  /35

  $559,900

  • 4 Beds
  • 2.5 Baths
  • 1,854 Sq Ft

  745 Rustic Ln, Cheshire, CT 06410

  Impeccably maintained Colonial located in one of Cheshire's most desirable neighborhoods! This bright and cheerful home features gorgeous hardwood flooring throughout most of the house. The spacious living room is filled with natural light from a large picture window and flows seamlessly into the dining room-perfect for entertaining. Enjoy cooking in the updated eat-in kitchen with Corian

  Stacey Deangelis Calcagni Real Estate

  745 Rustic Ln, Cheshire, CT 06410
• 

  

  /40

  $469,900

  • 3 Beds
  • 3 Baths
  • 2,808 Sq Ft

  161 Laurel Terrace, Cheshire, CT 06410

  Welcome to this beautifully maintained 3-bedroom, 3-bathroom ranch-style home offering comfort, style, and incredible living space on both levels. Inside you'll find hardwood floors throughout the main level, an inviting living room with a cozy fireplace, and an updated kitchen and full hall bathroom.The primary bedroom is a true retreat with a walk-in closet and completely updated ensuite

  Anshuman Singh LPT Realty - IConn Team

  161 Laurel Terrace, Cheshire, CT 06410
• 

  

  /40

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,488 Sq Ft

  481 Gaylord Mountain Rd, Hamden, CT 06518

  Welcome to This Charming Raised Ranch in the heart of Hamden, CT. This beautiful home has 3 bedroom, 2 full bathroom, full basement, two car attached garage, and two storage sheds. Benefit from 1.44 acres for privacy. The main level traits the master suite with a fully renovated bathroom with new vanity, and a new walk-in closet. The second bedroom's closet and the second bathroom is updated as

  Paula Kim Dow Della Valle

  481 Gaylord Mountain Rd, Hamden, CT 06518
• 

  

  /25

  $580,000

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  5 Soderman Way Unit 5, Cheshire, CT 06410

  New construction without the wait! Welcome to 5 Soderman Way, a stunning end-unit townhouse located in the desirable Reserve at Stonebridge Crossing. This thoughtfully designed 3-bedroom home blends the convenience of modern living with high-end upgrades and tasteful finishes throughout. Inside, you'll find upgraded flooring, premium cabinet hardware, and GE Cafe kitchen appliances, along with

  Justin Guerrera Regency Real Estate, LLC

  5 Soderman Way Unit 5, Cheshire, CT 06410
• 

  

  /25

  $359,900

  • 5 Beds
  • 2 Baths
  • 1,424 Sq Ft

  500 Johnson Ave, Meriden, CT 06451

  Welcome to this beautifully maintained Cape-style home that truly has it all! Custom built by original owner, offering 5 bedrooms, 2 full baths and hardwood floors throughout much of the home. Entertaining is a breeze in the spacious kitchen with plenty of counter space and cabinets. Brand new kitchen appliances & brand new windows! The dining room has sliders which lead out to the fantastic

  Shari DiDomenico Berkshire Hathaway NE Prop.

  500 Johnson Ave, Meriden, CT 06451
• 

  

  /27

  $549,000

  • 3 Beds
  • 2.5 Baths
  • 1,466 Sq Ft

  185 Chimney Hill Rd, Wallingford, CT 06492

  A rare gem of a property. Situated on 1.4 acres is a garden lovers oasis. Lovely updated 3 bed 2.5 bath Cape on a rear secluded lot yet close to all Wallingford has to offer. Multiple gardens and trees on the property. 2 car detached garage and a 2 separate barn/sheds for additional storage . professional photos will be uploaded once completed

  Tracey Daddio Century 21 AllPoints Realty

  185 Chimney Hill Rd, Wallingford, CT 06492
• 

  

  /34

  $815,000

  • 3 Beds
  • 2 Baths
  • 2,345 Sq Ft

  625 Tamarack Rd, Cheshire, CT 06410

  This immaculate 3 bedroom, 2 bath split-level ranch sits on a well-manicured 1.84 acre lot, lined with luscious trees in the backyard for extra privacy. 625 Tamarack Rd's open floor plan with floor-to-ceiling windows allows for a flood of natural light all throughout the house! Gleaming hardwood floors throughout this main level with granite accents offer a luxurious vibe without being

  Peter Digangi Dow Della Valle

  625 Tamarack Rd, Cheshire, CT 06410
• 

  

  /40

  $379,900

  • 2 Beds
  • 1.5 Baths
  • 1,244 Sq Ft

  857 Marion Rd, Cheshire, CT 06410

  Tucked away in a quiet, private setting, this charming Cape-style home offers 2-3 bedrooms and 1.1 baths, combining comfort, space, and style. The heart of the home is the beautifully updated kitchen, complete with brand-new stainless steel appliances, granite countertops, a stone tile backsplash, a center island, and abundant cabinetry-perfect for everyday living or entertaining. Adjacent is the

  Agnes Nawrocki William Raveis Real Estate

  857 Marion Rd, Cheshire, CT 06410
• 

  

  /39

  $763,999

  • 4 Beds
  • 3.5 Baths
  • 3,101 Sq Ft

  15 Contour Dr, Cheshire, CT 06410

  Welcome to 15 Contour Drive-where luxury meets functionality in this beautifully designed new home in the heart of Cheshire. Step inside to a stunning open-concept 19' x 29' kitchen/dining area with soaring 9-foot smooth ceilings, perfect for both everyday living and entertaining. The custom kitchen, crafted by Cheshire Woodcraft, features a granite countertop, a large quartz kitchen island,

  Chiranjivi Neupane Onest Real Estate

  15 Contour Dr, Cheshire, CT 06410
• 

  

  /38

  $799,900

  • 4 Beds
  • 2.5 Baths
  • 3,826 Sq Ft

  1199 Cornerstone Ct, Cheshire, CT 06410

  Nestled at the end of a peaceful cul-de-sac in one of Cheshire's most sought-after neighborhoods, this spacious 4-bedroom, 2.5-bath colonial offers the perfect blend of comfort, functionality, and curb appeal. Set on just under an acre of beautifully maintained grounds with all the extras. You'll love the privacy and outdoor space this home provides-including a massive deck ideal for summer

  Sara Tufano Real Broker CT, LLC

  1199 Cornerstone Ct, Cheshire, CT 06410
• 

  

  /39

  $689,900

  • 3 Beds
  • 2.5 Baths
  • 3,620 Sq Ft

  9 Woodland Terrace, Prospect, CT 06712

  Welcome to this beautifully designed 3-bedroom contemporary home set on 1.33 serene acres. With over 3,600 total square feet of thoughtfully crafted living space (including partialy finished lower level), this property offers the perfect blend of modern style and peaceful outdoor living. Step inside to find soaring ceilings, expansive windows, and an open floor plan that fills the home with

  Dave Jones Dave Jones Realty, LLC

  9 Woodland Terrace, Prospect, CT 06712
• 

  

  /31

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,928 Sq Ft

  291 Guinevere Ridge, Cheshire, CT 06410

  Welcome to this charming 1,928 sq. ft. Cape-style home located on a quiet street in a wonderful neighborhood! This spacious 3-bedroom, 2 full bath home features a bright and inviting family room with a cozy fireplace, perfect for relaxing or entertaining. The eat-in kitchen offers plenty of space for casual dining, a formal dining room, and a comfortable living room-perfect for both everyday

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  291 Guinevere Ridge, Cheshire, CT 06410
• 

  

  /20

  $525,000

  • 4 Beds
  • 2 Baths
  • 2,482 Sq Ft

  4380 Whitney Ave, Hamden, CT 06518

  Mount Carmel - 4 Bed 2.5 Bath, 2462 SF Cape circa 1946. Set on 1.55 acres. Very well built, meticulously maintained and set back from the street. The first floor offers a primary bedroom suite with full bath. A generous living room with hardwood floors and FP. The eat in kitchen features stainless steel appliances and granite counters. The formal dining room is conveniently located just off the

  Joseph Piscitelli Coldwell Banker Realty

  4380 Whitney Ave, Hamden, CT 06518
• 

  

  /33

  $430,000

  • 4 Beds
  • 2.5 Baths
  • 2,204 Sq Ft

  1519 Tuttle Ave, Wallingford, CT 06492

  Welcome to this beautifully maintained split-level home in one of Wallingford's most desirable neighborhoods. Step into a spacious living room with a stunning floor-to-ceiling brick fireplace and gleaming hardwood floors throughout. A sliding door offers views of the new Trex deck (2024) and peaceful, level backyard-perfect for relaxing or entertaining. The fully equipped kitchen features a

  Stacey Deangelis Calcagni Real Estate

  1519 Tuttle Ave, Wallingford, CT 06492
• 

  

  /13

  $374,900

  • Land
  • 2.18 Acres
  • $171,972 per Acre

  81 Mountain Rd, Prospect, CT 06712

  For the discriminating buyer seeking a private wooded retreat, this rare 2.18-acre parcel offers a truly special opportunity. Thoughtfully partially cleared, the land invites you to envision your custom dream home nestled among nature's beauty. Framed by gorgeous stone walls and offering serene views of a bucolic pond, this property is a nature lover's sanctuary. Located just steps from access to

  Philip Degennaro Coldwell Banker Realty

  81 Mountain Rd, Prospect, CT 06712
• 

  

  /38

  $465,900

  • 3 Beds
  • 1.5 Baths
  • 1,712 Sq Ft

  480 Budding Ridge Rd, Cheshire, CT 06410

  Situated on a level half-acre lot, this move-in-ready raised ranch has so much to offer-including an amazing level backyard featuring several perennial, vegetable, and fruit gardens. Step into warmth and comfort in this 3-bedroom, 1.5-bath home, featuring beautifully refinished hardwood floors that flow throughout the main living areas. The updated kitchen offers plenty of space to cook,

  Brette Stern Calcagni Real Estate

  480 Budding Ridge Rd, Cheshire, CT 06410
• 

  

  /13

  $189,900

  • 1 Bed
  • 1 Bath
  • 810 Sq Ft

  1105 Waterbury Rd Unit 1B, Cheshire, CT 06410

  Located in the desirable town of Cheshire, this updated first-floor 1-bedroom ranch-style condo offers the perfect mix of style, comfort, and convenience. Inside, you'll find easy-care flooring, fresh paint, and a private deck-making it truly move-in ready. Heat and hot water are included in the HOA fee, adding extra value and ease to your monthly budget. A major highlight of this property is

  Amber Fischer Lewis Real Estate Services

  1105 Waterbury Rd Unit 1B, Cheshire, CT 06410
• 

  

  /26

  $260,999

  • 2 Beds
  • 1.5 Baths
  • 1,170 Sq Ft

  9 Staffordshire Commons Dr, Wallingford, CT 06492

  There was a fire on 6/25/25, the property is currently damaged, however it is still for sale. Townhouse unit part of the Staffordshire Commons!. There are two bedrooms, carpeting throughout. There is a balcony to sit on and enjoy the outdoors. There is ample parking and the unit faces south. Convenient to I-91 and Route 15. Close to all the shopping on Route 5.

  Alan Barberino Alan Barberino Real Estate LLC

  9 Staffordshire Commons Dr, Wallingford, CT 06492

Showing Results 41 - 80, Page 2 of 4