Middlefield, CT Homes

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  $149,900

  • Land
  • 1.01 Acres
  • $148,416 per Acre

  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
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  /15

  $2,500 per month

  • 3 Beds
  • 1 Bath
  • 1,456 Sq Ft
  • House for Rent

  207 Main St, Rockfall, CT 06481

  Welcome to this charming 3-bedroom, 1-bathroom rental nestled in the peaceful town of Rockfall. This single-family home is move-in ready, offering a fresh, modern living space from top to bottom. With brand-new flooring, fresh paint, stylish new cabinets, and all-new windows and interior doors, every detail has been carefully updated for your comfort. The backyard is fully fenced, providing a

  Casey Meadows William Raveis Real Estate

  207 Main St, Rockfall, CT 06481
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  $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
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  Est $549,863 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,717 Sq Ft

  8 Crest View Dr, Rockfall, CT 06481

  8 Crest View Dr, Rockfall, CT 06481
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  /3

  $129,000

  • Land
  • 4.24 Acres
  • $30,425 per Acre

  80 West St, Middlefield, CT 06455

  Discover the perfect canvas for your dream home on this stunning 4.5+ acre parcel of raw land, ideally situated in the heart of Middlefield. Tucked away yet perfectly centered to enjoy all the town has to offer, this property places you minutes from the charming pick-your-own experiences at Lyman Orchards, scenic rounds at Indian Springs Golf Course, and year-round adventure at Powder Ridge Ski

  Casey Meadows William Raveis Real Estate

  80 West St, Middlefield, CT 06455
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  $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
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  Est $463,778 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,827 Sq Ft

  14 Massasoit Rd, Middlefield, CT 06455

  14 Massasoit Rd, Middlefield, CT 06455
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  /3

  $250,000

  • Land
  • 5 Acres
  • $48,544 per Acre

  0 Kikapoo Rd, Middlefield, CT 06481

  **For Sale: 5.15 Acres in Middlefield** Discover the beauty of Middlefield, offering breathtaking views and endless possibilities. Nestled near the serene Lake Beseck, this land is perfect for your dream cottage, home, or even a small retreat. **Why Middlefield?** Middlefield is known for its charming community, outdoor recreation, and central CT location. Enjoy the tranquility of rural living

  Heather Kilbourn Cavanaugh & Company LLC

  0 Kikapoo Rd, Middlefield, CT 06481
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  $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
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  Est $424,244 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,946 Sq Ft

  51 Mack Rd, Middlefield, CT 06455

  51 Mack Rd, Middlefield, CT 06455
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  /40

  $339,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,576 Sq Ft

  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
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  $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
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  Est $370,340 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  5 Meriden Rd, Rockfall, CT 06481

  5 Meriden Rd, Rockfall, CT 06481
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  /40

  $950,000 Pending

  • 3 Beds
  • 4 Baths
  • 2,055 Sq Ft

  86 Lake Shore Dr, Middlefield, CT 06455

  Discover this stunning perfect lakefront retreat in this beautifully designed 3-level home just eight years young! Breathtaking year-round views, modern amenities, gas firepit, and your own private dock make you feel like you're always on vacation. Step inside to find a spacious open layout perfect for family living or entertaining guests. The gourmet kitchen features high-end appliances, sleek

  Nancy Currlin William Raveis Real Estate

  86 Lake Shore Dr, Middlefield, CT 06455
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  $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
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  Est $687,385 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,949 Sq Ft

  15 Orchard Ln, Middlefield, CT 06455

  15 Orchard Ln, Middlefield, CT 06455
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  /4

  $499,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  31 High St Unit Lot 3, 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 3, Middlefield, CT 06455
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  $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
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  Est $699,776 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,182 Sq Ft

  43 High Meadow Ln, Middlefield, CT 06455

  43 High Meadow Ln, Middlefield, CT 06455
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  /2

  $524,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,063 Sq Ft

  31 High St Unit Lot 2, 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 2, Middlefield, CT 06455
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  $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
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  Est $353,797 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  39 Maryland Dr, Middlefield, CT 06455

  39 Maryland Dr, Middlefield, CT 06455
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  /40

  $449,900 Under Contract

  • 4 Beds
  • 1.5 Baths
  • 2,194 Sq Ft

  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
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  $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
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  Est $350,460 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,189 Sq Ft

  49 Mattabeseck Rd, Middlefield, CT 06455

  49 Mattabeseck Rd, Middlefield, CT 06455
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  /20

  $375,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,576 Sq Ft

  38 High St, Middlefield, CT 06455

  Step into this lovely 1900 Colonial, full of warmth and character, nestled on a spacious 2.51-acre lot. This home has been lovingly cared for, offering a perfect balance of charm and potential for your personal touch. The main floor features beautiful hardwood floors throughout, with an inviting living room centered around a cozy fireplace, creating the perfect space to relax and unwind. The

  Michelle Pirruccio William Raveis Real Estate

  38 High St, Middlefield, CT 06455
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  $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
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  Est $294,099 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 928 Sq Ft

  Unlisted Address

  Unlisted Address
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  /9

  $148,000 Under Contract

  • Land
  • 7 Acres
  • $21,991 per Acre

  0 Merrimack Rd Unit 24084185, Middlefield, CT 06455

  Dreaming of the perfect escape where peace, privacy, and recreation meet? Welcome to 6.09 secluded acres tucked within the Lake Beseck community-your canvas to create the home you've always imagined. Privately set back and surrounded by nature, this property offers the best of both worlds: a cleared area ready for your build, and a wooded backdrop that feels like your own private retreat. Perched

  Debbie Huscher Real Broker CT, LLC

  0 Merrimack Rd Unit 24084185, Middlefield, CT 06455
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  $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
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  Est $371,873 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,604 Sq Ft

  17 Dwight Rd, Middlefield, CT 06455

  17 Dwight Rd, Middlefield, CT 06455
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  $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
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  Est $335,678 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft

  21 Mattabeseck Rd, Middlefield, CT 06455

  21 Mattabeseck Rd, Middlefield, CT 06455
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  $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
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  Est $317,198 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 966 Sq Ft

  5 Wildwood Cir, Rockfall, CT 06481

  5 Wildwood Cir, Rockfall, CT 06481
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  $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
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  Est $435,689 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,144 Sq Ft

  20 Burt Dr, Middlefield, CT 06455

  20 Burt Dr, Middlefield, CT 06455
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  $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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  Est $334,653 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,024 Sq Ft

  67 Lake Rd, Middlefield, CT 06455

  67 Lake Rd, Middlefield, CT 06455
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  $313,000 Sold Oct 08, 2024

  • 1,391 Sq Ft
  • $225/SF
  • 11 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1959

  18 Garden Hill Rd, Middlefield, CT 06455

  Welcome to 18 Garden Hill Road, a charming ranch with 3 bedrooms and one full bathroom on a quiet cul-de-sac in Middlefield. With a little over a half-acre, this beautifully maintained level lot has ample space for outdoor activities from gardening to yard games and entertaining. Step inside and you'll find beautiful hardwood floors that are ready for refinishing. The Kitchen has plenty of

  Kara Pedersen Carl Guild & Associates

  18 Garden Hill Rd, Middlefield, CT 06455

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