Middlesex, CT Homes

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  $890,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 4,458 Sq Ft

  45 Snell Rd, Middlefield, CT 06455

  Located on the Durham/Middlefield border, this farmhouse-style Colonial with Post & Beam Barn is for those who run from cookie cutter, and dream about beautiful, thoughtful design, custom and quality finishes, and grounds that are unmatched. Perched on 2 secluded acres with lush sweeps of lawn, magical garden pathways, pergola, stunning perennials, and multiple bluestone patios on a quiet

  

  Claudia O'Connell

  William Raveis Real Estate

  (860) 957-5679

  45 Snell Rd, Middlefield, CT 06455
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  Explore Middlefield

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  /20

  $7,370 per month

  • 2 Beds
  • 1 Bath
  • 1,194 Sq Ft
  • Condo for Rent

  6 Nancy Ln Unit ID1261565P, Middlefield, CT 06455

  This beautifully remodeled two-bedroom single-family home is situated on a large private lot in the quaint town of Middlefield, Connecticut. Centrally located, it is just a short drive from Wesleyan University, Lyman Orchards, Middlesex Hospital, Lake Beseck, and much more. No matter your reason for visiting the area, this home is sure to leave you feeling satisfied and wanting to return again

  6 Nancy Ln Unit ID1261565P, Middlefield, CT 06455
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  $615,000 Sold Jul 29, 2025

  • 3,472 Sq Ft
  • $177/SF
  • 22 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2010

  2 Crestview Dr Unit 2, Rockfall, CT 06481

  Enjoy gracious living in this small 55+ community, nestled in a quiet country setting yet only minutes from Middletown center. Built by an established contractor, this home features upgrades galore. Entertainers and cooks will delight in the well-appointed kitchen. From the pot filler over the Viking cook top, to the wine cooler located at the center island, this warm inviting space is the heart

  Victoria Sammis Sammis Realty

  2 Crestview Dr Unit 2, Rockfall, CT 06481
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  Est $561,477 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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  /40

  $749,900

  • 4 Beds
  • 2 Baths
  • 2,505 Sq Ft

  88 Powder Hill Rd, Middlefield, CT 06455

  Nestled in the heart of scenic Middlefield, this distinctive and beautifully maintained 4 bedroom 2.5 bathroom property offers a rare blend of classic New England character and modern flexibility. Inside on the first floor, an open-concept kitchen and dining area invite gathering and entertaining, seamlessly flowing into a sunroom-style flex space with room to grow-ideal for a home office,

  Gary Marino William Raveis Real Estate

  88 Powder Hill Rd, Middlefield, CT 06455
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  /8

  $1,900 per month

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • House for Rent

  204 Ross Rd, Rockfall, CT 06481

  Discover comfort and charm in this beautifully maintained first-floor 2-bedroom, 2 full bathroom apartment in a classic Colonial-style 3-family home, located in the desirable community of Rockfall, CT. Features include a bright eat-in kitchen, in-unit washer and dryer, shared front porch, and driveway parking for two cars. Heat included in the rent! It is conveniently located near Middletown with

  Tanya Reyes William Raveis Real Estate

  204 Ross Rd, Rockfall, CT 06481
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  $357,500 Sold Jul 25, 2025

  • 1,142 Sq Ft
  • $313/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1962

  130 Cherry Hill Rd, Middlefield, CT 06455

  Experience Exceptional Living in Middlefield, CT! Located in a sought-after area known for outdoor recreation, this home is just minutes from Powder Ridge Mountain Park & Resort, Lyman Orchards, and a short walk to Wadsworth Falls State Park's Blue Trailhead. This beautifully maintained 3-bedroom, 1.5-bath ranch with one-car carport offers the ease of single-level living combined with style and

  Natalee King Coldwell Banker Realty

  130 Cherry Hill Rd, Middlefield, CT 06455
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  Est $472,548 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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  /40

  $549,900

  • 3 Beds
  • 2.5 Baths
  • 2,812 Sq Ft

  32 Powder Hill Rd, Middlefield, CT 06455

  Vacation Living All Year Long - Want to feel like you're on vacation year-round? Welcome to 32 Powder Hill Road, where every season brings new adventures right outside your door. Located directly across from Powder Ridge Ski Resort, you'll enjoy skiing, fine dining, and entertainment just steps away. Tee off at any of four nearby golf courses or spend your days picking apples, peaches, and

  Margaret Curry William Raveis Real Estate

  32 Powder Hill Rd, Middlefield, CT 06455
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  /12

  $2,158 per month

  • 3 Beds
  • 1 Bath
  • 1,215 Sq Ft
  • Townhouse for Rent

  127 Main St Unit 2, Rockfall, CT 06481

  Well-maintained townhouse-style duplex situated in a quiet Rockfall neighborhood. This side-by-side unit features three bedrooms, a modern kitchen with granite countertops and stainless steel appliances, and a contemporary bathroom. Additional amenities include a private front porch, separate entrances at both the front and rear of the property, in-unit laundry with washer and dryer, and

  Michelle Mandel Carl Guild & Associates

  127 Main St Unit 2, Rockfall, CT 06481
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  $375,000 Sold Jul 25, 2025

  • 2,576 Sq Ft
  • $146/SF
  • 116 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  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 Carl Guild & Associates

  38 High St, Middlefield, CT 06455
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  Est $428,480 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

  $644,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,212 Sq Ft

  135 Harvest Woods Rd, Rockfall, CT 06481

  A MUST see is this absolutely stunning 4 Bedroom, 3.5 Bath Colonial with 3,212 square feet on 1.08 acres in a picturesque New England setting. Inside, enjoy a quaint Family Room with wood-burning fireplace and sliders to the deck, Huge eat-in Kitchen with concrete counters, stainless & black appliances, Spacious peninsula w/seating for 4-5, Dining Area, pantry closet, and butler pantry area. A

  Jeff Coleman Hagel & Assoc. Real Estate

  135 Harvest Woods Rd, Rockfall, CT 06481
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  $285,000 Sold Jul 24, 2025

  • 1,726 Sq Ft
  • $165/SF
  • 6 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  10 Bittersweet Ridge Unit 10, Middlefield, CT 06455

  ***Highest & Best due tomorrow, 6/10 by EOD. Tucked in the peaceful and highly sought-after Bittersweet Ridge 55+ community in Middlefield, this beautifully maintained 2-bedroom, 1.5-bath ranch-style condo offers 1,726 sq ft of finished space, including a fully remodeled basement. Ideal for low-maintenance living, the home blends comfort, style, and convenience in a serene countryside setting.

  Jessica Boswell LPT Realty

  10 Bittersweet Ridge Unit 10, Middlefield, CT 06455
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  Est $404,334 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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  /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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  $1,002,500 Sold Jul 10, 2025

  • 2,055 Sq Ft
  • $488/SF
  • 1 Day On Market

  • 3 Beds
  • 4 Baths
  • Built 2017

  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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  Est $663,334 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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  /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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  $445,000 Sold Jul 07, 2025

  • 2,740 Sq Ft
  • $162/SF
  • 28 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1890

  65 Spring St, Rockfall, CT 06481

  Blending old and new, this gracious Colonial home welcomes you to explore and imagine the space and all of it's possibilities. Nestled on a private, lightly wooded 1.17 acre lot, the original 1890 home in the center has been expanded in the last 20 years with two major additions on either side, yielding 2740 square feet of living space with 5 bedrooms and 2 full baths (and room to add another to

  Claudia O'Connell William Raveis Real Estate

  65 Spring St, Rockfall, CT 06481
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  Est $729,977 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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  /38

  $250,000

  • 2 Beds
  • 1 Bath
  • 1,258 Sq Ft

  51 Lake Shore Dr, Middlefield, CT 06455

  Location, location, location! This house is directly across from the town beach giving it awesome views and maximum convenience. It might be a tear-down -- and it might be salvageable with vision-but either way it's a diamond in the rough that has mountains of potential. It has a second house that must be sold with it -- 53 Lake Shore! An adorable 260 sq.ft. cottage that adds $50,000 to the price

  Nancy Currlin William Raveis Real Estate

  51 Lake Shore 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
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  Est $338,997 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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  /27

  $315,000

  • 2 Beds
  • 1 Bath
  • 716 Sq Ft

  34 Seminole Rd, Middlefield, CT 06455

  Beautiful water views of Lake Beseck from deck with views of beach and lake*walk right into galley kitchen with stove, refrigerator and new dishwasher*dining room with all windows overlooking yard and lake*2 bedrooms* bath* walkout basement that has had water proofing*5-year-old roof* 5yrs old liner on chimney* all electric* storage shed in backyard*Year-round living at Lake Beseck can be yours!!!

  Sandy Maier Schede Maier Real Estate

  34 Seminole Rd, Middlefield, CT 06455
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  $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
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  Est $355,027 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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  /36

  $213,500

  • 1 Bed
  • 1 Bath
  • 1,154 Sq Ft

  6 Bittersweet Ridge Unit A, Middlefield, CT 06455

  Welcome to this beautifully updated and freshly painted, over-55 unit that blends comfort and style in a highly desirable community. Boasting hardwood floors throughout and an open floor plan, this unit feels much more spacious than its square footage suggests. Enjoy the 6" crown molding and flat ceilings, which add a touch of elegance to the living and dining areas. The custom remodeled bath and

  John Zubretsky Century 21 AllPoints Realty

  6 Bittersweet Ridge Unit A, Middlefield, CT 06455
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  $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
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  Est $296,660 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 928 Sq Ft

  Unlisted Address

  Unlisted Address
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  /28

  $305,000

  • 2 Beds
  • 1 Bath
  • 760 Sq Ft

  87 Lake Shore Dr, Middlefield, CT 06455

  Start living the Lake Life! 2 Bedroom, 1 Bath Ranch home with a view and short walk to the beach of beautiful Lake Beseck. Remodeled and updated in 2017 including new kitchen and bath, heating system, electrical, plumbing, siding and windows! The open floor plan creates an inviting area with hardwood floors, vaulted ceiling and masonry fireplace in the Living Room. Kitchen boasts white cabinetry,

  Phil Giampietro Coldwell Banker Realty

  87 Lake Shore Dr, Middlefield, CT 06455
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  $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
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  Est $370,191 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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  /15

  $450,000

  • Land
  • 7 Acres
  • $60,322 per Acre

  0 Baileyville Rd, Middlefield, CT 06455

  Prime Land Opportunity - Baileyville Rd & Route 147, Middlefield, CT Nestled in the heart of scenic Middlefield, this exceptional 7.5 acre parcel (approx.) located at Baileyville Road this property offers a rare opportunity for developers or investors seeking to capitalize on the area's demand for year-round recreational living. Ideal for a custom home, vacation home, or small-scale residential

  Melanie Billie BHGRE Gaetano Marra Homes

  0 Baileyville Rd, Middlefield, CT 06455
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  $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
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  Est $315,667 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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  /40

  $392,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,776 Sq Ft

  20 Mack Rd, Middlefield, CT 06455

  This very spacious, nearly 3,000 SF colonial WITH IN-LAW, set on 1.43 acres, offers the perfect foundation to create your dream property. With ample room both inside & out, this residence features a separate single floored in-law apt w/ its own private entrance & porch, eat-in Kit, DR/LR combo, full bath & bedrm making it ideal for multi-generational living, guests, or perhaps a home office. The

  Suzy Couture Executive Real Estate Inc.

  20 Mack Rd, Middlefield, CT 06455
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  $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
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  Est $433,183 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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  /3

  $129,000 Pending

  • 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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