15

Middletown Homes for Sale

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  • /34

    $675,000

    • 4 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    60 Watch Hill Dr, Middletown, CT 06457

    Welcome to the peaceful and charming Watch Hill Estates community, where elevated living meets timeless elegance. Perched high atop a scenic hill, this stunning Colonial offers sweeping panoramic views stretching across Middletown and Durham, creating a truly breathtaking everyday backdrop. Meticulously maintained and completely turnkey, this exceptional residence blends refined comfort with

    Stephanie Liriano Redfin Corporation

    60 Watch Hill Dr, Middletown, CT 06457
  • /6

    $950,000

    • Land
    • 4.1 Acres
    • $231,707 per Acre

    0 Scovill Rd, Middletown, CT 06457

    This property abuts 35 acres of mixed conservation land and offers views of the Connecticut River and two nearby state parks, ensuring the scenery will remain protected and undeveloped. The spectacular, lightly wooded parcel is the result of combining three approved lots within the River Park Subdivision to create one exceptional private homesite with breathtaking river views. Underground

    Tony Persaud KW Legacy Partners

    0 Scovill Rd, Middletown, CT 06457
  • /40

    $869,000

    $56K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 5,599 Sq Ft

    44 Chamberlain Hill Rd, Middletown, CT 06457

    Experience over 5,500 square feet of beautifully updated living space in this fully remodeled 6+ bedroom, 3.5-bath residence, perfectly situated on a quiet and expansive 8+ acre lot. Every detail has been thoughtfully upgraded, creating a truly move-in-ready home offering exceptional flexibility and design versatility. The expansive kitchen is the heart of the home, featuring elegant quartz

    Gary Peacock Berkshire Hathaway NE Prop.

    44 Chamberlain Hill Rd, Middletown, CT 06457
  • /31

    $239,900

    • 2 Beds
    • 1.5 Baths
    • 1,088 Sq Ft

    8 Countryside Ln Unit 5, Middletown, CT 06457

    This townhouse has many updates. For example newer laminate flooring, brand new windows, new hot water tank, new storm doors, recently painted a neutral color, 3 a/c are remaining, bathroom remodeled upstairs, new thermostates, newer washer and dryer, 10x10 Trex deck that enters into a nice courtyard. The basement is unfinished but has a plumbed area for a toilet if you wanted to finish the

    Sally McMahon William Raveis Real Estate

    8 Countryside Ln Unit 5, Middletown, CT 06457
  • /39

    $1,325,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 3,456 Sq Ft

    145 Monarca Dr, Middletown, CT 06457

    A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the exterior makes a lasting impression. Stone walls frame the driveway, guiding you past a thoughtfully designed approach w/a

    Lauren Freedman Coldwell Banker Realty

    145 Monarca Dr, Middletown, CT 06457
  • /28

    $410,000

    • 3 Beds
    • 1.5 Baths
    • 1,513 Sq Ft

    82 Wilcox Rd, Middletown, CT 06457

    Country living right in Middletown. Fantastic views, rural atmosphere. Eat in kitchen with a breakfast bar. Lower level with walk out ability. Wood burning fireplace, built in bookcases and a wet bar. Fenced in private rear yard with a large deck. Access from the rear yard to land trust trails. Solar panel installation for your savings.

    Tom Vitali Coldwell Banker Realty

    82 Wilcox Rd, Middletown, CT 06457
  • /8

    $299,000

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

    714 Long Hill Rd, Middletown, CT 06457

    Nestled in the highly sought-after Wesleyan Hills community, this well-maintained and affordable 3-bedroom condo offers the perfect blend of comfort, convenience, and privacy. Featuring an open floor plan, the home boasts an updated kitchen that flows seamlessly into the living and dining areas, creating an inviting space for everyday living and entertaining. A sliding glass door leads to your

    Santo Gulino William Raveis Real Estate

    714 Long Hill Rd, Middletown, CT 06457
  • /40

    $875,000

    Open Sat 1PM - 3PM
    • 5 Beds
    • 3.5 Baths
    • 3,452 Sq Ft

    29 Copper Beech Dr, Middletown, CT 06457

    Tucked away on a quiet, highly desirable cul-de-sac of only 7 homes in the sought-after South Farms district, this beautifully crafted 5-bedroom, 3.5-bathroom colonial features a stunning brick-front facade and exceptional curb appeal. Boasting a coveted 3-car attached garage, the home greets you with an abundance of natural light and gleaming hardwood floors flowing seamlessly throughout the

    Stefania Bramato Berkshire Hathaway NE Prop.

    29 Copper Beech Dr, Middletown, CT 06457
  • /39

    $749,900

    $95K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,070 Sq Ft

    110 Freeman Rd, Middletown, CT 06457

    VERY unique property. Use to be a goat farm. Contains 6 outbuildings consisting of a 3 bay open shed - perfect for storing just about anything, a 3 story red bank barn this barn is huge 3 levels inside - would be perfect for car storage, boats, trailers, jet skiis anything you need covered - you rent it out for storage, a 1 car detached heated garage with an office and a furnace with a separate

    Pam Rizy Berkshire Hathaway NE Prop.

    110 Freeman Rd, Middletown, CT 06457
  • /28

    $399,900

    • 2 Beds
    • 2.5 Baths
    • 1,350 Sq Ft

    656 Bartholomew Rd Unit 656, Middletown, CT 06457

    Move-in ready and meticulously maintained, this stunning home built in 2021 offers modern comfort, thoughtful upgrades, and truly turnkey living. Featuring 2 spacious bedrooms, 2.5 bathrooms, and an attached garage with an automatic electric door opener, this home blends style, functionality, and convenience in a highly desirable location. The main level features beautiful hardwood flooring

    Ron Stewart Houlihan Lawrence WD

    656 Bartholomew Rd Unit 656, Middletown, CT 06457
  • /35

    $465,000

    • 3 Beds
    • 2 Baths
    • 2,176 Sq Ft

    408 Maromas Rd, Middletown, CT 06457

    Immaculate 3-bedroom, 2-bath ranch offering a bright, lifestyle-focused layout across two levels. The main level showcases a spacious eat-in kitchen with granite countertops and opens directly to a low-maintenance composite deck-perfect for morning coffee or easy outdoor dining. Next on the main level is a sun-filled living room with cathedral ceilings and multiple windows, creating an airy,

    Sandy Fehrs Lamacchia Realty

    408 Maromas Rd, Middletown, CT 06457
  • /40

    $329,900

    • 2 Beds
    • 2.5 Baths
    • 1,941 Sq Ft

    791 Long Hill Rd Unit E, Middletown, CT 06457

    Here it is! The only unit on the market right now - like finding the last open seat at your favorite restaurant on a Friday night. And it's turnkey! The seller's pride shows the moment you walk in. This 2 bedroom, 2.5 bath unit sits in Long Hill condominiums, part of the Wesleyan Hills community. Newer tiled flooring leads you into a bright, revamped kitchen with newer counters and backsplash

    Chris Bacoulis Realty ONE Group Connect

    791 Long Hill Rd Unit E, Middletown, CT 06457
  • /40

    $479,900

    • 3 Beds
    • 2.5 Baths
    • 1,456 Sq Ft

    58 Brown St, Middletown, CT 06457

    Impeccably maintained and move-in ready, this stunning Colonial blends timeless charm with modern comfort in an exceptional setting near Wadsworth Falls State Park and the historic Wadsworth Mansion. Designed for both everyday living and elegant entertaining, the home features a bright and inviting kitchen appointed with quality appliances, tasteful tile flooring, and direct access to the

    Mark Tavares Mark Tavares Realty, LLC

    58 Brown St, Middletown, CT 06457
  • /31

    $440,000

    Open Sat 11AM - 1PM Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,672 Sq Ft

    163 Dora Dr, Middletown, CT 06457

    Move right into this beautifully maintained 3 bedroom, 2.5 bath Colonial located in one of Middletown's most convenient neighborhood settings. Pride of ownership shines throughout this pristine home featuring hardwood floors across the main level, an updated kitchen with granite countertops, stainless steel appliances, and a spacious eat in area perfect for everyday living. The inviting living

    Sara Etienne eXp Realty

    163 Dora Dr, Middletown, CT 06457
  • /11

    $125,000

    • Land
    • 3.58 Acres
    • $34,916 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

Why Live in Middletown

Middletown, specifically the South Farms area, offers a quiet, rural lifestyle with an abundance of farmland and a down-home country feel. The Connecticut River skirts along Middletown, providing picturesque views and opportunities for outdoor activities. Lakefront parks are popular spots for swimming and fishing, adding to the neighborhood's natural appeal. Additionally, there are multiple reservoirs in South Farms, and while the water is closed to the public, the surrounding areas offer scenic views and hiking opportunities, enhancing the neighborhood's features. Homes in South Farms benefit from the abundance of land, with properties spaced apart on quiet country roads. The architectural styles in the area include Colonials, ranch-styles, and farmhouses, often situated on large, wooded lots or in cul-de-sacs. These homes typically range from $300,000 to $600,000, with higher-end properties featuring lakefront views or being custom or new builds. The spacious lots and serene environment make South Farms an attractive option for those seeking a peaceful, rural lifestyle. Despite its rural charm, Middletown's proximity to the city ensures that residents have access to urban amenities while enjoying the tranquility of the countryside. This balance of country living with city convenience has made South Farms a popular area where houses tend to sell quickly. The neighborhood's unique blend of natural beauty, spacious homes, and accessibility to urban areas contributes to its desirability among homebuyers.

Frequently Asked Questions

Is Middletown a good place to live?
Middletown is a good place to live. Middletown is considered car-dependent and somewhat bikeable with minimal transit options. Middletown is a suburban neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. Middletown has 6 parks for recreational activities. It is sparse in population with 0.7 people per acre and a median age of 46. The average household income is $113,091 which is above the national average. College graduates make up 40.9% of residents. A majority of residents in Middletown are home owners, with 27.2% of residents renting and 72.8% of residents owning their home. A local real estate agent serving Middletown can help you decide if this neighborhood is the right one for you. Learn more on our Middletown neighborhood guide.
Is Middletown, CT a safe neighborhood?
Middletown, CT is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $399,950. If you put a 20% down payment of $80,000 and had a 30-year fixed mortgage with an interest rate of 6.53%, your estimated principal and interest payment would be $2,030 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $87K a year to afford the median home price in Middletown. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Middletown is $113K.
What are the best public schools in Middletown?
The best public schools that serve Middletown are:
What are the best private schools in Middletown?
The best private schools that serve Middletown are:
  • St John Paul II School has an A+ Niche grade, a student teacher ratio of 9:1 and an average review score of 4.8.
  • The Independent Day School has an A+ Niche grade, a student teacher ratio of 4:1 and an average review score of 4.7.
  • Xavier High School has an A Niche grade, a student teacher ratio of 14:1 and an average review score of 4.3.
What are the most popular zip codes in Middletown, Middletown, CT?
The most popular zip codes in Middletown, Middletown, CT include 06457, 06480, 06441, 06422 and 06438.
What are the most popular neighborhoods near Middletown, Middletown, CT?
The most popular neighborhoods near Middletown, Middletown, CT are Westfield, Riverdale, Middle Haddam and South Glastonbury.

Home Trends in Middletown, CT

Housing Trends

Median Sale Price
$406,500
Median Single Family Sale Price
$477,450
Median Townhouse Sale Price
$288,500
Median 2 Bedroom Sale Price
$225,000
Average Price Per Sq Ft
$251
Number of Homes for Sale
14
Last 12 months Home Sales
102
Months of Supply
1.60
Median List Price
$399,950
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
11%
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