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

$515,000
5 Beds 3 Baths 24175551 MLS
The Elisha Fairchild House is an exceptional circa 1759 home has been beautifully preserved and offers the perfect balance of timeless charm and modern convenience. Having passed through the hands of now only six families over the years, it is not simply a historic property but a home that lives with a certain rhythm and mood, where old meets new in a way that feels like home. Once part of the Coleman family's dairy farm, this home has a warmth that has surrounded those who have lived there. This center chimney colonial has a trio of massive brownstone fireplaces, the one in what is now used as the dining room complete with a built-in brick lined oven. In the 1880s an addition to the back of the house was added, including the kitchen and a second-floor chamber connected to the first floor by back stairs that is currently being used as the primary bedroom. Upstairs are high ceilings and four additional bedrooms, each bathed in natural light, along with two full baths. Although the current owners have only been there a short time, they have updated the home by refinishing and repairing the hardwood floors, removing old popcorn ceilings, repainting most of the interior in modern, light colors, and adding stainless steel appliances to the kitchen. They also uncovered a hidden brick front walkway and updated the electric panel. The home is connected to nature with the rear gravel patio adjacent to a 56-acre tree farm that offers peace and privacy. This is more than a home-

390 Coleman Rd, Middletown

$515,000
6 Beds 5 Baths 24125379 MLS
Own a piece of Middletown history! This Italianate architecture single family home was originally built in 1880, and gutted down to the studs in 2006 after a fire. It borders beautiful Wesleyan university and is situated on a .75 acre, picturesque lot. The home features a stone and stucco exterior with a gorgeous 2-story foyer with architectural columns, granite floor and grand staircase. The first floor has a family rm. The study, a formal living rm and dining room all with a fireplace. The large eat-in kitchen has its own fireplace, a large island and granite countertops and a wonderful gas stove. The kitchen walks out to a lovely patio. Perfect for dining al fresco! The vaulted ceiling in the family rm lends special interest, as does the wide floor boards. One of the largest bedroom and bath is located in one wing of the house. It can be used as either as the primary beroom or an au pair suite. It has a fireplace and hard wood floors. The bath is spacious with dual sink vanities and a Travertine tiled walk-in shower. The other wing has two levels, one which has another large bedrm, which could also be the primary. There is also an amazing laundry rm on this same floor. The third floor has 5 large rms. Regaring the mechanicals: there is central air, forced air heat on the main floor; Harvey low E tilt-in replacement windows; 200 Amp electrical service and a new furance. Come walk back into a piece of history now with all modern conveniences.

101 High St, Middletown

$515,000
4 Beds 3 Baths 170601509 MLS
This home could be the needle in the haystack that you have been dreaming of; 200 Tryon Street IS available to be your next home!!! You can get what you want and SO much more, all in this freshly painted young home! Your new kitchen has quality, detailed cabinetry with tons of storage, a separate prep sink/wet bar, HUGE island for party hang-out space or casual dining, upgraded stainless appliances, and easy deck access! It is wide open to the impressive dining room. You will be obsessed with its upgraded walnut/oak floors. All will appreciate the perfect sight lines to the adjacent fireplaced family room. But close the French doors and your den/office with built-ins becomes a quiet work-from-home space! This whole open level has tall ceilings and is bathed in natural sunlight! Your primary suite is a sanctuary! It has tall tray ceilings, a dressing area (or extra workspace) with HUGE walk-in closet! The 5-piece bath is spa-like! The bonus room, or 4th bedroom, is GI-NORMOUS! It features gleaming hardwood floors and is perfect for toys, teens, or in-laws! But you can grow into this home as well! More than 800 sq.ft. of area awaits you in the unfinished walk-out lower level! Drenched in natural light, this wide-open area can be a game changing future living area, or remain ample storage; your call! And your toys will love you too! Oversized garage doors, convenience sink, and electric charging area, upgrade the oversized garage! Stop by for a showing and stay for a life-time!

200 Tryon St, Middletown

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