6

Middle Haddam Homes for Sale

Section Image Section Image
  • 36 Charles Mary Dr, East Hampton, CT 06424
    36 Charles Mary Dr, East Hampton, CT 06424
    36 Charles Mary Dr, East Hampton, CT 06424
    /40

    $759,900

    • 4 Beds
    • 3.5 Baths
    • 3,987 Sq Ft

    36 Charles Mary Dr, East Hampton, CT 06424

    Welcome to your own private retreat! Set on nearly 2 acres with an expansive, level and fully fenced backyard, this home offers exceptional space inside and out. And summer fun doesn't have to end with Labor Day, the heated L-shaped saltwater pool lets you extend the pool season into the cooler months! Beyond the pool, there's plenty of room to entertain, play, garden or simply enjoy the peaceful

    Agent Photo

    Jamie Bell

    Berkshire Hathaway NE Prop.

    36 Charles Mary Dr, East Hampton, CT 06424
  • 91 Whippoorwill Hollow Rd, East Hampton, CT 06424
    91 Whippoorwill Hollow Rd, East Hampton, CT 06424
    91 Whippoorwill Hollow Rd, East Hampton, CT 06424
    /35

    $559,900

    $69K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,416 Sq Ft

    91 Whippoorwill Hollow Rd, East Hampton, CT 06424

    Calling all nature lovers! This bright, sunny 3 bedroom colonial sits quietly tucked away surrounded by trees & birdsong, off of bucolic Hog Hill. With large open rooms, oversized windows, a great room, generator, a huge deck and fenced in yard, 2 car garage with extra parking...this is not your cookie-cutter colonial! The main floor features a large living room with fireplace, formal dining

    Lynn Minnick Carl Guild & Associates

    91 Whippoorwill Hollow Rd, East Hampton, CT 06424
  • 82 Depot Hill Rd, East Hampton, CT 06424
    82 Depot Hill Rd, East Hampton, CT 06424
    82 Depot Hill Rd, East Hampton, CT 06424
    /37

    $499,990

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,996 Sq Ft

    82 Depot Hill Rd, East Hampton, CT 06424

    Situated on an impressive 4.04-acre lot surrounded by natural beauty, this 3-bedroom, 2-bathroom Cape offers character, and comfortable living. Step inside to a sun-filled living room featuring a cozy fireplace centerpiece. Adjacent is the dining room, which offers direct access to the kitchen for effortless entertaining. The eat-in kitchen boasts clean tile flooring, generous cabinetry storage,

    Olivia Evans KEY Real Estate Services LLC

    82 Depot Hill Rd, East Hampton, CT 06424
  • 58 Middle Haddam Rd, East Hampton, CT 06424
    58 Middle Haddam Rd, East Hampton, CT 06424
    58 Middle Haddam Rd, East Hampton, CT 06424
    /30

    $540,000

    $149K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,010 Sq Ft

    58 Middle Haddam Rd, East Hampton, CT 06424

    HISTORIC NEW ENGLAND CHARM- TWO HOURS FROM MANHATTAN AND BOSTON. A historic home with a waterfall, saltwater pool, mature gardens and brook, nestled among old-growth oak and maple. Tucked into the Connecticut River Valley, this beautifully restored 18th-century house offers an authentic country retreat within easy reach of both cities. Listed on the National Register of Historic Places and set on

    Teri Lewis William Pitt Sotheby's Int'l

    58 Middle Haddam Rd, East Hampton, CT 06424
  • 57 Middle Haddam Rd, East Hampton, CT 06456
    57 Middle Haddam Rd, East Hampton, CT 06456
    57 Middle Haddam Rd, East Hampton, CT 06456
    /19

    $650,000

    $39K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,046 Sq Ft

    57 Middle Haddam Rd, East Hampton, CT 06456

    Completely transformed from the frame up, this beautifully rebuilt New England Colonial blends historic character with modern updates throughout. Situated on approximately 0.56 acres, this move-in ready 4-bedroom, 3 full bathroom home offers 2,046 square feet of thoughtfully redesigned living space. Step inside to an open and inviting layout featuring recessed lighting, updated flooring, spacious

    Laura Krzewski Realtor Bolanos & Associates LLC

    57 Middle Haddam Rd, East Hampton, CT 06456
  • 7 Oakum Dock Rd, East Hampton, CT 06456
    7 Oakum Dock Rd, East Hampton, CT 06456
    7 Oakum Dock Rd, East Hampton, CT 06456
    /16

    $339,900

    • 2 Beds
    • 1 Bath
    • 1,396 Sq Ft

    7 Oakum Dock Rd, East Hampton, CT 06456

    Beautiful Home walking distance to CT River. Fully renovated in 2025

    Jason Saphire www.HomeZu.com

    7 Oakum Dock Rd, East Hampton, CT 06456
Connecticut Middlesex County Middletown

Real Estate & Homes for Sale in Middle Haddam, Middletown

Why Live in Middle Haddam
Middle Haddam, a historic neighborhood in Middletown, Connecticut, is renowned for its rich history and scenic surroundings. Established as a port on the Connecticut River in the early eighteenth century, it features 58 historic buildings, many predating 1835, including the library and post office. The neighborhood is surrounded by parks and lakes, offering ample opportunities for outdoor recreation. The Air Line State Park Trail, a level trail converted from old railroad lines, is popular among residents. Hurd State Park, located to the south, spans 991 acres and provides trails for hiking, mountain biking, and horseback riding, as well as opportunities for kayaking, boating, fishing, and cross-country skiing in the winter. Middle Haddam's housing market includes Federal-style homes from the late 1700s to early 1800s, though these are rare. Newer Colonial and Cape Cod homes are available in a small development on Long Hill Road. The neighborhood also features homes from the 1990s and 2000s on spacious, partially wooded lots. Local attractions include Pizzeria DaVinci on West High Street and the Stop & Shop by Lake Pocotoppaug in East Hampton, 3.2 miles away, which also hosts several dining spots like Lakeside Bar and Grill. Fire Ring Farm supports the community with locally grown produce and offers summer camps and herbalist classes. Middle Haddam is car-dependent, with limited sidewalks and public transportation. The main roads, Middle Haddam Road and West High Street, connect to highways 151 and 66, making nearby Portland and Middletown accessible within 5.6 miles. The Middle Haddam Historic District Commission oversees zoning to preserve the area's historic character.
Learn more about living in Middle Haddam

Middle Haddam, Middletown, CT Home Prices vs. Nearby Neighborhoods

Middle Haddam Riverdale East Hampton
Median Home Price
$474,900
$499,000
$449,000
Median Sale Price
$438,500
-3% YoY
$500,000
0% YoY
$443,500
+3% YoY
Avg. Price per Square Foot
$280
$247
$288
Median Single Family Price
$456,000
$475,000
$525,000
Total Active Listings
6 listings
4 listings
37 listings
Market Conditions
5 Months of Supply
Balanced Market
4 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market

Frequently Asked Questions

Is Middle Haddam a good place to live?
Middle Haddam is a good place to live. Middle Haddam is considered very car-dependent and somewhat bikeable. Middle Haddam is a rural neighborhood. Middle Haddam has 6 parks for recreational activities.It is sparse in population with 1.0 people per acre and a median age of 49. The average household income is $147,396 which is above the national average. College graduates make up 37.5% of residents. A majority of residents in Middle Haddam are home owners, with 9% of residents renting and 91% of residents owning their home. A local real estate agent serving Middle Haddam can help you decide if this neighborhood is the right one for you. Learn more on our Middle Haddam neighborhood guide.
How much do you need to make to afford a house in Middle Haddam?
The median home price in Middle Haddam is $474,900. If you put a 20% down payment of $95,000 and had a 30-year fixed mortgage with an interest rate of 6.95%, your estimated principal and interest payment would be $2,510 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $108K a year to afford the median home price in Middle Haddam. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Middle Haddam is $147K.
What are the best public schools in Middle Haddam?
The best public schools that serve Middle Haddam are:
What are the most popular zip codes in Middle Haddam, Middletown, CT?
The most popular zip codes in Middle Haddam, Middletown, CT include 06424, 06480, 06457, 06438 and 06441.
What are the most popular neighborhoods near Middle Haddam, Middletown, CT?
The most popular neighborhoods near Middle Haddam, Middletown, CT are Riverdale, South Glastonbury, Westfield, East Glastonbury and Glastonbury Center.
Are home prices dropping in Middle Haddam?
Yes, home prices in Middle Haddam are down 3% in the last 12 months.
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group