Middletown Real Estate

Recently Sold Listings in Middletown, CT

Welcome to your dedicated resource for viewing Sold listings in Middletown, CT. As local Middletown, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights home values, selling strategies, and options like cash offers. Start exploring the most recent sold properties in Middletown, CT below, or if you are looking to sell a home in Middletown, CT contact a local agent to discuss the possibilities.

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All Recently Sold in Middletown, CT

$630,000
4 Beds 3 Baths 170563021 MLS
Have you been looking for a home built with quality materials? You finally found it! Take a 3D Tour OR Enjoy a Video Walkthrough today! This Move-In Ready custom-built upscale colonial-style 1-owner home has a long list of remarkable finishes. There are 28,000 bricks on an all-brick exterior with corner quoins and custom hand-made keystones over openings. The unfinished basement is bone dry & ready for finishing off with both interior/exterior footing drains running to the storm drains by gravity (not a sump pump that can break down or that needs power during power outages). The foundation has 2" styrofoam insulation. Exterior wall/roof sheathing is 3/4" plywood (not thin particleboard). All windows and doors are quality Andersen brand, and the interior doors are all solid 6-panel doors. The entire 1st floor has Granite flooring and Granite baseboard imported from China, and the Kitchen countertops are also matching granite. The 2nd-floor bedrooms/hall have hardwood flooring, and the 2 full baths have tiled floors and tiled walls from floor to ceiling with Italian tile. The HVAC system has a new Burnham boiler with an indirect hot water heater plus a 4-ton central A/C air handler in the attic. There are even 14 sheets of plywood in the attic for future attic flooring. The large level yard can easily accommodate an in-ground pool as this home is served by city water and city sewer (no septic or water quality hassles). There's even a custom shed with a full-size garage door.

14 Prout Hill Rd, Middletown

$625,000
6 Beds 4 Baths 24159471 MLS
Classic architecture meets modern updates in this beautiful three-story Tudor-style stucco home ideally located just steps from Wesleyan University and within walking distance to vibrant downtown Middletown, where restaurants, shopping, and entertainment are right at your doorstep. Built in 1926, this distinctive residence showcases timeless character while benefiting from numerous thoughtful updates. Recent improvements include a new roof, gutters, updated electrical system, interior painting, refinished hardwood flooring, and many replacement windows-allowing the home's original charm and craftsmanship to shine while providing modern comfort. Sun-filled rooms and generous living spaces create a warm and inviting atmosphere throughout the home's three levels. The flexible floor plan offers six spacious bedrooms and three and a half baths, ideal for guests, home offices, or multi-generational living. The private primary suite features its own full bath and sitting area offering a quiet retreat. Classic details, beautiful hardwood floors, and abundant natural light enhance the home's character, while the spacious layout provides versatility for today's lifestyle. Located in one of Middletown's most desirable neighborhoods, this property offers the rare combination of historic elegance, modern updates, and exceptional walkability to campus and the thriving downtown district. A truly special opportunity to own a gracious and beautifully maintained Tudor in a prime location.

11 Mansfield Ter, Middletown

$620,000
4 Beds 3 Baths 24160499 MLS
Welcome home to 10 Talias Trail....start Spring in a new home and start "planting" new memories! This is a large 4 bedroom 2.5 bath custom-built Colonial nestled on a quiet cul-de-sac. The bright open floor plan has hardwood floors, 9 ft ceilings and custom touches thru out. The bright and spacious kitchen has plenty of cabinet and counter space, a large peninsula, granite counters and is a great spot to enjoy breakfast and ease into your day. There is a charming breakfast nook for a large kitchen table for informal dining which opens up to the fireplaced family room brimming with natural light. The formal dining room is the perfect size for family and friends to gather. Also included on the main level is an office space or extra bedroom or formal living room, if needed. Upstairs you will find 4 large bedrooms; an inviting master bedroom suite ... the hardwood floors throughout are an added upgrade and the 2nd floor laundry room is convenient and a necessity for today's busy lifestyles. The backyard is level with plenty of open space for a pool, barbeque pit or even a swing set. If you are looking for an outdoor space that is perfect for summer living, this home is just what you are looking for...!!! Close to all major highways, medical centers and shopping. Also Middletown is just 40 mins away from the shoreline and approx. 2 hours away from New York or Boston. Please note there are video cameras inside and outside of the home. Please note this an AS-IS sale

10 Talias Trl, Middletown

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