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Middletown, CT Homes for Sale with Acreage

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  • /39

    $575,000

    • 3 Beds
    • 3 Baths
    • 2,310 Sq Ft

    80 Elizabeth Ln, Middletown, CT 06457

    Built in 2000 and beautifully reimagined, this home has been extensively remodeled to blend modern style with everyday comfort. Step inside and be wowed by the all-new kitchen, featuring propane cooking, sleek finishes, and plenty of space to unleash your inner chef. The updated baths continue the fresh, contemporary feel. Smart home technology runs throughout, with Google smart dimmers and new

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 544-5895

    80 Elizabeth Ln, Middletown, CT 06457
  • /40

    $550,000

    • 5 Beds
    • 2 Baths
    • 5,678 Sq Ft

    1066 Washington St, Middletown, CT 06457

    This remarkable home is one of Middletown's most valuable treasures. It is considered to be one of the best examples of Georgian architecture and quite the mansion in it's day. It was built in 1742 for Judge Seth Wetmore, a very successful merchant and considered one of the CT Valley elite River Gods, It has exceptional appointments, including stunning wall panelling, refinished original wide

    Agent Photo

    Donna-Jean Dargie

    Eagle Eye Realty PLLC

    (860) 421-4629

    1066 Washington St, Middletown, CT 06457
  • /40

    $419,900

    • 4 Beds
    • 2 Baths
    • 2,674 Sq Ft

    779 Millbrook Rd, Middletown, CT 06457

    Step back in time with this remarkably well-preserved 1789 four-bedroom, two-bath historic treasure, set on **park-like grounds** in a peaceful country setting. Rich in character, the home boasts wide plank floors**, intricate original raised paneling, six fireplaces and exquisite woodworking throughout. Many original features remain, including a rare **stone sink in the old buttery, blending

    Agent Photo

    Gene Pica

    RE/MAX Alliance

    (860) 791-3415

    779 Millbrook Rd, Middletown, CT 06457
  • /40

    $600,000

    • 3 Beds
    • 4 Baths
    • 3,853 Sq Ft

    301 Bell St, Middletown, CT 06457

    Take a 3D Tour or Enjoy a Video Walkthrough 24/7! This striking double A-Frame, with iconic Howard Johnson's orange steel roof shingles, is a one-of-a-kind architectural showplace and retreat set on 1.51 private acres surrounded by the 32-acre Highland Pond Preserve. The pond dam has been removed, returning it to its natural state of meadow and stream. Over $300,000 in thoughtful renovations have

    Agent Photo

    Gregory Hanner

    Garden Realty

    (860) 698-4509

    301 Bell St, Middletown, CT 06457
  • /18

    $2,175,000

    • 1 Bed
    • 1 Bath
    • 11,098 Sq Ft

    123 Burgundy Hill Ln, Middletown, CT 06457

    Portfolio of 18 rental condo units in the Peppermill Village association in Middletown. All units rented, this turnkey investment portfolio offers immediate cash flow. Current Gross Rents of $274k. 14 1-bedroom units and 4 1-bedroom w/loft units. HOA includes water, sewer, trash, landscape, Snow removal. Tenants responsible for electric utility.

    Travis Preziosi Brickwell Partners LLC

    123 Burgundy Hill Ln, Middletown, CT 06457
  • /35

    $279,900

    • 2 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    1904 S Main St, Middletown, CT 06457

    *Seller is requesting that offers be submitted by Monday, September 15, 2025 at 6:00pm. Thank you for showing!* Built in 1949, this charming Cape Cod home is ready for your personal touch! This 2 bedroom, 1.5 bath home features a 2 car detached garage and sits on 1.12 acres near Dooly Pond. The main level offers an eat-in kitchen, full bath, cozy living room with fireplace along with the primary

    Elizabeth Kessler Berkshire Hathaway NE Prop.

    1904 S Main St, Middletown, CT 06457
  • /2

    $249,900

    • Land
    • 16.84 Acres
    • $14,840 per Acre

    0 Round Hill Lot 17 Rd, Middletown, CT 06457

    Great opportunity to own this 16.84 acre parcel of vacant land in an R60 zone. Well and septic required. Possible owner financing available. Please do not walk the property without permission.

    Peter Carbutti Carbutti & Co., Realtors

    0 Round Hill Lot 17 Rd, Middletown, CT 06457
  • /5

    $149,900

    • Land
    • 4.4 Acres
    • $34,068 per Acre

    174 Old Road Dr, Middletown, CT 06457

    Gorgeous lot! Previous home on property was demolished after fire. The views are incredible of Higby Mountain!

    Nancy Newman LPT Realty

    174 Old Road Dr, Middletown, CT 06457
  • /7

    $129,000

    • Land
    • 3.58 Acres
    • $36,034 per Acre

    0 Mountain Laurel Dr, Middletown, CT 06457

    Build your dream home on this 3.5 acre approved building lot bordering open space. Last lot on a private cul-de-sac! Beautiful, wooded country setting for a home, yet only 1 mile from Rt 9 and 10 minutes to Downtown Middletown! Enter the lot down a picturesque driveway though the woods to a clearing with old stone walls and natural rock outcroppings. The open space for the cul-de-sac borders this

    Siobhan McLaughlin William Raveis Real Estate

    0 Mountain Laurel Dr, Middletown, CT 06457
  • /11

    $525,000

    • Land
    • 26.43 Acres
    • $19,864 per Acre

    0 Arbutus St Unit 24065180, Middletown, CT 06457

    **26+ Acres of Unique Land** These 3 parcels are found in a picturesque rural setting, the expansive 26+ acres provides a unique opportunity (previous site work completed years ago). The land is easily accessible providing convenient travel to RTs 9 and 17 and to nearby downtown Middletown. Surround yourself with stunning landscapes, including rolling hills, lush forests....this property is a

    Heather Kilbourn Cavanaugh & Company LLC

    0 Arbutus St Unit 24065180, Middletown, CT 06457
  • /5

    $719,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    462 Higby Rd, Middletown, CT 06457

    Price Reduced! 4 bedroom home in a country setting near elementary school. Close to highway. Propane fired hydro-air heating and cooling. On floor plan. Gas fireplace, oak flooring, walk-in closet, tile shower in master suite, main bath. lot size is a flat acre and half with city water. Under construction.

    David White OwnerEntry.com

    462 Higby Rd, Middletown, CT 06457
  • /14

    $4,000,000

    • Land
    • 71.11 Acres
    • $56,251 per Acre

    436 & 444 Preston Ave, Meriden, CT 06450

    THE HALL FARM - A VISIONARY DEVELOPMENT OPPORTUNITY! Nestled on the east side of town, The Hall Farm presents an extraordinary opportunity to shape the future of over 71 acres of pristine farmland. With a rich family heritage, this land is primed for a transformative development that will enrich the community and its residents. Zoned for suburban/residential use, envision a bespoke neighborhood

    David Mallison William Pitt Sotheby's Int'l

    436 & 444 Preston Ave, Meriden, CT 06450

Home Trends in Middletown, CT

Housing Trends

Median Sale Price
$325,000
Median Single Family Sale Price
$400,000
Median Townhouse Sale Price
$240,000
Median 2 Bedroom Sale Price
$222,000
Median 1 Bedroom Sale Price
$150,000
Average Price Per Sq Ft
$238
Number of Homes for Sale
32
Last 12 months Home Sales
343
Months of Supply
1.10
Median List Price
$319,900
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
4%
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