Middlefield, CT Homes

• 

  Est $370,293 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,228 Sq Ft

  12 Valley Heights Dr, Middlefield, CT 06455

  12 Valley Heights Dr, Middlefield, CT 06455
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• 

  $650,000 Sold Jun 27, 2025

  • 2,610 Sq Ft
  • $249/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1810

  75 Laurel Brook Rd, Middlefield, CT 06455

  Welcome to Laurel Brook in Middlefield - where history meets timeless elegance. If you've been dreaming of a home that beautifully blends old-world charm with modern updates, this is it. From the moment you step inside, you'll be captivated by the wide board floors, a stunningly remodeled kitchen with Soap-stone counters and a Wolf stove and remodeled baths, and the warmth of natural tones

  Linda O'Hara William Raveis Real Estate

  75 Laurel Brook Rd, Middlefield, CT 06455
• 

  Est $765,760 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,698 Sq Ft

  59 High Meadow Ln, Middlefield, CT 06455

  59 High Meadow Ln, Middlefield, CT 06455
• 

  $331,000 Sold Jun 26, 2025

  • 883 Sq Ft
  • $375/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  15 Seneca Rd, Middlefield, CT 06455

  Welcome to your perfect year-round escape to Lake Beseck! Situated on a spacious double lot, the home welcomes you with a lovely enclosed front porch-perfect for morning coffee or relaxing evenings. This beautifully updated, single-level cottage offers bright and airy living with an open floor plan that seamlessly connects the living room and kitchen, ideal for everyday living and entertaining.

  Mikell Foggitt Margaret Bennett Realty

  15 Seneca Rd, Middlefield, CT 06455
• 

  Est $269,349 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,124 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  $340,000 Sold Jun 20, 2025

  • 1,468 Sq Ft
  • $232/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1966

  4 Aresco Dr, Rockfall, CT 06481

  Welcome to easy, one-level living in the heart of charming Middlefield! This well-maintained 2-bedroom, 1-bathroom ranch is perfect for those looking to downsize or seeking their first home. You'll love the open layout connecting the spacious living room, dining area, and remodeled kitchen-ideal for both everyday comfort and entertaining. The kitchen features stainless steel appliances and plenty

  Julia Cordos eXp Realty

  4 Aresco Dr, Rockfall, CT 06481
• 

  Est $217,549 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft

  5 Cherokee Rd, Middlefield, CT 06455

  5 Cherokee Rd, Middlefield, CT 06455
• 

  $359,900 Sold Jun 06, 2025

  • 1,576 Sq Ft
  • $228/SF
  • 20 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1967

  2 Oxford Dr, Middlefield, CT 06455

  Run don't walk to see this charming home set on a nearly half acre lot in desirable Middlefield! This well-maintained home offers comfortable living with a bright inviting vaulted ceiling main level family room -- perfect for relaxing or entertaining. The layout has an open functional flow with ample natural light throughout. The fireplaced living room has beautiful custom built-ins. The

  Nancy Currlin William Raveis Real Estate

  2 Oxford Dr, Middlefield, CT 06455
• 

  Est $488,332 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,084 Sq Ft

  645 Main St, Middlefield, CT 06455

  645 Main St, Middlefield, CT 06455
• 

  $495,000 Sold May 29, 2025

  • 2,194 Sq Ft
  • $226/SF
  • 40 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1900

  91 Main St, Rockfall, CT 06481

  Welcome to 91 Main Street in the charming Rockfall section of Middlefield! This beautifully maintained turn-of-the-century Colonial seamlessly blends historic charm with modern conveniences, offering the perfect home for today's selective buyer. Step inside to discover the character of yesteryear, featuring wide millwork, gleaming refinished hardwood floors throughout, built-in bookshelves,

  Erik Sousa William Raveis Real Estate

  91 Main St, Rockfall, CT 06481
• 

  Est $436,664 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,793 Sq Ft

  10 Esther Dr, Middlefield, CT 06455

  10 Esther Dr, Middlefield, CT 06455
• 

  $135,000 Sold May 27, 2025

  • Land
  • 1.01 Acres
  • $133,663 per Acre

  • 22 Days On Market

  119 Way Rd, Middlefield, CT 06455

  Fully approved, completely level, 1 acre building lot with a 4 bedroom septic plan along with approved house plans! The land is located in a thriving community that strikes the perfect balance between rural tranquility and urban convenience. With easy access to schools, shopping, dining, and cultural attractions, ski slopes, golf courses, Beseck Lake, hiking, etc.. The house plans are for a 3/4

  Derek Greene Derek Greene

  119 Way Rd, Middlefield, CT 06455
• 

  Est $623,965 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,581 Sq Ft

  40 Miller Rd, Middlefield, CT 06455

  40 Miller Rd, Middlefield, CT 06455
• 

  $460,000 Sold Apr 10, 2025

  • 1,420 Sq Ft
  • $324/SF
  • 4 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1966

  20 Janet Dr, Middlefield, CT 06455

  Beautifully updated Open Raised Ranch on a level .39 acre lot featuring hardwood floors throughout, and a welcoming new front door. The kitchen has been fully renovated with elegant quartz countertops, recessed lighting, breakfast bar, stainless steel appliances, and beverage cooler - ideal for entertaining guests. The bathroom has been completely remodeled with a new vanity and stylish shiplap.

  Allison Hughes Berkshire Hathaway NE Prop.

  20 Janet Dr, Middlefield, CT 06455
• 

  Est $404,600 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,790 Sq Ft

  22 Rosemary Ct, Middlefield, CT 06455

  22 Rosemary Ct, Middlefield, CT 06455
• 

  $312,000 Sold Apr 10, 2025

  • 1,384 Sq Ft
  • $225/SF
  • 134 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1953

  27 Maryland Dr, Middlefield, CT 06455

  Completely updated four-bedroom ranch located in a desirable neighborhood. This beautiful home has an open floor plan. It features an updated Kitchen with granite countertops and island, and an updated bathroom. The living room has a fireplace, and the dining room has french-doors leading onto the deck. The home has gorgeous wood floors (oak) throughout. Lower level provides plenty of space for

  Patrick Lawrence Coldwell Banker Realty

  27 Maryland Dr, Middlefield, CT 06455
• 

  Est $753,845 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,012 Sq Ft

  55 High Meadow Ln, Middlefield, CT 06455

  55 High Meadow Ln, Middlefield, CT 06455
• 

  $399,000 Sold Mar 17, 2025

  • 1,364 Sq Ft
  • $293/SF
  • 24 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1958

  198 Ross Rd, Rockfall, CT 06481

  Welcome home! This ranch is offering the ease of one-level living, with the opportunity for additional living space in the large basement! Featuring 3 spacious bedrooms and a cozy fireplace, this home provides a warm and inviting atmosphere. Recent renovations include a stunning new kitchen with modern finishes, a new roof, new siding, and a gorgeous deck perfect for outdoor relaxation. The

  Maya Brown Coldwell Banker Realty

  198 Ross Rd, Rockfall, CT 06481
• 

  Est $147,538 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  24 Massasoit Rd, Middlefield, CT 06455

  24 Massasoit Rd, Middlefield, CT 06455
• 

  $425,000 Sold Mar 11, 2025

  • 889 Sq Ft
  • $478/SF
  • 5 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1950

  263 Baileyville Rd, Middlefield, CT 06455

  * Highest and best written offers due by Tues 12/3 at 6pm* Great opportunity to own this lakefront one bedroom Ranch style home with amazing views of Lake Beseck! Features include open floor plan with vaulted ceiling & loft, central air, connected to public sewers, large deck, boat dock and more. Easy access to highways and shopping. This is an estate sale and the property is being sold "As Is".

  Peter Carbutti Carbutti & Co., Realtors

  263 Baileyville Rd, Middlefield, CT 06455
• 

  Est $529,120 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,385 Sq Ft

  64 Burt Dr, Middlefield, CT 06455

  64 Burt Dr, Middlefield, CT 06455
• 

  $479,720 Sold Mar 11, 2025

  • 2,063 Sq Ft
  • $233/SF
  • 89 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2022

  31 High St Unit Lot 4, Middlefield, CT 06455

  A beautiful subdivision to be built with 4 lots and only 1 being left Lot 4. There are 3 different house plans you can choose from. The Ashwood model consists of 2,614 sq ft, 4 bedrooms, 2.5 bathrooms, 2 car attached garage. The Aspen model is 2,272 sq ft, 4 bedrooms, 2.5 bathrooms and a 2 car attached garage. Lastly, the Beechwood model has a first-floor master, 2,063 sq ft, 3 bedroom, 2.5

  Milena Mineri RE/MAX One

  31 High St Unit Lot 4, Middlefield, CT 06455
• 

  Est $303,874 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 952 Sq Ft

  174 Main St, Rockfall, CT 06481

  174 Main St, Rockfall, CT 06481
• 

  $326,000 Sold Feb 28, 2025

  • 1,014 Sq Ft
  • $321/SF
  • 71 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1953

  161 Hubbard St, Middlefield, CT 06455

  Welcome to 161 Hubbard Street in Middlefield, CT-a warm and cozy single-floor ranch combining comfort, functionality, and an unbeatable location. This 2-bedroom, 1-bath home spans 1,014 square feet and features hardwood floors, an updated eat-in kitchen, and a welcoming living room perfect for gatherings. At the heart of the home is a central fireplace with a wood stove insert, flanked by

  Carl Guild Carl Guild & Associates

  161 Hubbard St, Middlefield, CT 06455
• 

  Est $319,919 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  23 Lake Shore Dr, Middlefield, CT 06455

  23 Lake Shore Dr, Middlefield, CT 06455
• 

  $415,000 Sold Jan 03, 2025

  • 1,440 Sq Ft
  • $288/SF
  • 104 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1942

  11 Sioux Rd, Middlefield, CT 06455

  Are you looking for a weekend retreat close to skiing and golf? This Rarely available completely renovated Cape on a level corner lot in Lake Beseck Community! 1-1/2 blocks to the beach fits the bill! This home has been renovated from the outside in! Combination kitchen/living room, bedroom, full bath with laundry facilities on first floor with a trex and azek deck off the kitchen! Upstairs,

  Carol Kleeman William Raveis Real Estate

  11 Sioux Rd, Middlefield, CT 06455
• 

  Est $582,296 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,624 Sq Ft

  15 Jackson Hill Rd, Middlefield, CT 06455

  15 Jackson Hill Rd, Middlefield, CT 06455
• 

  $383,100 Sold Dec 30, 2024

  • 2,418 Sq Ft
  • $158/SF
  • 28 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1930

  551 Main St, Middlefield, CT 06455

  This Charming 4 bedroom front porch Colonial home that you probably drove by many times, is now up for sale. It has been a loved family home and now it is ready for new owners to come in and love it for many more years. The rooms are generous - large eat in kitchen with built in's, a 1st floor den or office is right off the kitchen. The formal dining room will hold a generous table - and has a

  Pam Rizy Berkshire Hathaway NE Prop.

  551 Main St, Middlefield, CT 06455
• 

  Est $436,777 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,707 Sq Ft

  146 Cherry Hill Rd, Middlefield, CT 06455

  146 Cherry Hill Rd, Middlefield, CT 06455
• 

  $355,000 Sold Dec 19, 2024

  • 2,056 Sq Ft
  • $173/SF
  • 39 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1985

  18 Sylvan Ridge Unit 18, Rockfall, CT 06481

  An amazing property! The blend of luxury finishes-like granite, Subzero appliances, and Brazilian mahogany floors-along with an open, sunken living room with a fireplace, must give it a high-end feel. A walkout finished lower level adds a lot of versatility, whether for additional living space, entertainment, or guest accommodation. The small, quiet complex near shopping and highway access would

  Dandeneau Team Berkshire Hathaway NE Prop.

  18 Sylvan Ridge Unit 18, Rockfall, CT 06481
• 

  Est $315,934 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,184 Sq Ft

  6 Nancy Ln, Middlefield, CT 06455

  6 Nancy Ln, Middlefield, CT 06455
• 

  $496,000 Sold Dec 10, 2024

  • 2,291 Sq Ft
  • $216/SF
  • 66 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1945

  65 Jackson Hill Rd, Middlefield, CT 06455

  Welcome to your very own private estate! Nestled in a tranquil setting this unique single-family home has it all. This 3.04- acre lot is surrounded by beautiful scenery, professionally landscaped gardens and an inviting pool area with its very own pool house. Step inside to an elegant living space where living, dining and kitchen all come together to make a great space for entertaining or holiday

  Josephine Polletta Mapleridge Realty

  65 Jackson Hill Rd, Middlefield, CT 06455
• 

  Est $379,159 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,264 Sq Ft

  75 Main St, Rockfall, CT 06481

  75 Main St, Rockfall, CT 06481
• 

  $583,560 Sold Dec 06, 2024

  • 2,614 Sq Ft
  • $223/SF
  • 67 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2022

  31 High St Unit Lot 1, Middlefield, CT 06455

  A beautiful subdivision to be built with 4 lots to choose from, and 3 different house plans. The Ashwood model consists of 2,614 sq ft, 4 bedrooms, 2.5 bathrooms, 2 car attached garage. The Aspen model is 2,272 sq ft, 4 bedrooms, 2.5 bathrooms and a 2 car attached garage. Lastly, the Beechwood model has a first-floor master, 2,063 sq ft, 3 bedroom, 2.5 bathrooms, and 2 car garage attached. This

  Milena Mineri RE/MAX One

  31 High St Unit Lot 1, Middlefield, CT 06455
• 

  Est $371,008 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  25 Cherry Hill Rd, Middlefield, CT 06455

  25 Cherry Hill Rd, Middlefield, CT 06455
• 

  $515,000 Sold Nov 22, 2024

  • 2,985 Sq Ft
  • $173/SF
  • 14 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1984

  160 Laurel Brook Rd, Middlefield, CT 06455

  Unique floor plan with plenty of room to spread out for everyone. Side entry walks into an expansive cook's kitchen with huge eatin area that features second sink, granite counters and cabinets. Perfect for a wet bar or additional food prep area. Remodeled kitchen has a 6 burner Viking gas cooktop with island seating around it for 4 - watch the cook in action or participate in meal prep! There

  Laureen Kennedy Coldwell Banker Realty

  160 Laurel Brook Rd, Middlefield, CT 06455
• 

  Est $883,216 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,639 Sq Ft

  76 Louis Rd, Middlefield, CT 06455

  76 Louis Rd, Middlefield, CT 06455
• 

  $295,000 Sold Oct 25, 2024

  • 869 Sq Ft
  • $339/SF
  • 50 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  161 Baileyville Rd, Middlefield, CT 06455

  Rare Opportunity Property! Own two lots with tons of potential! This property is being sold with an attached, separate, undeveloped lot immediately behind the listed property. Lake views from the rear lot allow for many opportunities. The front cape has been completely redone and is bright and clean. All new furnace, hot water heater, roof, windows, plumbing, siding, and electrical. Walk through

  Catherine Thurston Coldwell Banker Realty

  161 Baileyville Rd, Middlefield, CT 06455
• 

  Est $579,890 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,153 Sq Ft

  15 Strawberry Ln, Middlefield, CT 06455

  15 Strawberry Ln, Middlefield, CT 06455
• 

  $443,000 Sold Oct 17, 2024

  • 1,913 Sq Ft
  • $232/SF
  • 40 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1934

  95 Main St, Rockfall, CT 06481

  Art Deco Colonial turn key condition. Located on Main Street in Middlefield's Rockfall section, this home stands out with park-like yard and many updates. Tastefully designed with comfort in mind and close to shopping, medical and commuting. French doors lead to your 3-season enclosed porch for entertaining and relaxing. Walk-in pantry adjacent to the kitchen, 150 bottle wine chiller, coffee bar

  Ed Mitchell William Raveis Real Estate

  95 Main St, Rockfall, CT 06481

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