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Highland Homes for Sale

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  • /35

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,352 Sq Ft

    104 Bell St, Middletown, CT 06457

    Welcome to 104 Bell Street - a rare find on 2.6 private acres in the heart of Middletown. This 4-bedroom, 2 full bath home offers a truly unique setting where you drive down a long, secluded driveway and cross a bridge over Sawmill Brook to arrive at your own private oasis. Fully updated throughout, this home features a renovated kitchen, updated bathrooms, new flooring, new 200-amp electrical

    Warren Juall HOMESELL

    104 Bell St, Middletown, CT 06457
  • /40

    $539,999

    • 3 Beds
    • 2.5 Baths
    • 1,604 Sq Ft

    1512 Country Club Rd, Middletown, CT 06457

    Welcome to this beautifully updated 3-bedroom Contemporary- ranch style home, privately set on a lush .92-acre lot. A charming wraparound covered porch creates an inviting first impression and a wonderful place to relax. Inside, vaulted ceilings, abundant natural light, fresh paint and new luxury vinyl flooring enhance more than 1,600 square feet of above-grade living space, with an additional

    Rosemarie Smith KW Legacy Partners

    1512 Country Club Rd, Middletown, CT 06457
  • /2

    $100,000

    • Land
    • 8.18 Acres
    • $12,225 per Acre

    0 Bell St Unit 24149149, Middletown, CT 06457

    This scenic and beautiful lot has a stream running through it. The location is spectacular on this very quiet street located minutes to interstate 91 makes travel super easy. No test have been done.

    Nancy Newman LPT Realty

    0 Bell St Unit 24149149, Middletown, CT 06457
  • /2

    $750,000

    • Land
    • 41.99 Acres
    • $17,861 per Acre

    0 Middle St, Middletown, CT 06457

    41.99 acres including 3 separate lots.Commercial Industrial Land. Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. 7.88 acres residential lot is abutting and on Bell St. Immediate Access: Minutes to I-91 (Exit 20) Highly flexible IOP zoning allows multiple development strategies Large contiguous acreage suitable for corporate campus, distribution,

    Nancy Newman LPT Realty

    0 Middle St, Middletown, CT 06457
  • /23

    $499,000

    • 2 Beds
    • 2 Baths
    • 3,319 Sq Ft

    1511 Country Club Rd, Middletown, CT 06457

    Welcome to 1511 Country Club Rd, a charming 2-bedroom Cape offering comfort, character, and exceptional versatility. This inviting home features a flexible layout with a private in-law suite or separate living space-perfect for multi-generational living, guests, a private home office or income possibility. Step outside to enjoy the expansive backyard, offering plenty of room for entertaining,

    Dean Brockert Maverick Realty

    1511 Country Club Rd, Middletown, CT 06457
  • /2

    $350,000

    • Land
    • 21.46 Acres
    • $16,309 per Acre

    0 Middle St, Middletown, CT 06457

    21.46 Acres Commercial Industrial Land. Lot is behind the 7.5 acre lot also for sale.Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. This parcel is going to be split off of a larger piece consisting of 28.96 acres. 8 acres of abutting residential land off Bell Street available for assemblage * Total Potential Assemblage: 41 acres * Immediate Access:

    Nancy Newman LPT Realty

    0 Middle St, Middletown, CT 06457

Why Live in Highland

Highland, a neighborhood in Middletown, Connecticut, is situated west of Interstate 91 and features a rural, New England country atmosphere. The area, which transitioned from farmland to residential subdivisions over the past fifty years, is characterized by Colonial-style homes, Cape Cods, and ranch-style houses, with some properties dating back to the 1700s. Despite its rural feel, Highland is conveniently located less than 10 miles from both Cromwell and Middletown, providing residents with access to various amenities and events. The neighborhood is known for its low crime rate, significantly safer than the national average. Local dining options are limited, with the Red Fox Restaurant being the closest eatery, but residents can find a variety of restaurants along Main Street in Middletown, including tapas and vegan options. For shopping, residents often head to nearby Cromwell or Middletown, with a Walmart located less than 2 miles away and Market 32 about 5 miles east. Recreational opportunities abound with Lamentation Mountain and the Alice Fern Bruce Preserve offering hiking trails, while Doctor Francis Giuffrida Park provides expansive trails and scenic lookouts. Highland is also close to major highways, making it easy to travel to New Haven, less than 25 miles south, and Hartford, under 20 miles north. The neighborhood’s proximity to Interstate 91 and the Berlin Turnpike enhances its accessibility. While Highland itself hosts few events, residents benefit from the numerous festivals and celebrations in Middletown, including the state’s largest Pride celebration, art shows, and holiday parades. Moody Elementary School, located nearby, is highly rated, contributing to the appeal for families considering the area.

Highland Home Prices vs. Nearby Middletown, CT Neighborhoods

Highland Berlin Riverdale Plainville
Median Home Price
$495,000
$429,250
$499,900
$349,900
Median Sale Price
$457,500
+8% YoY
$432,500
+2% YoY
$525,000
+5% YoY
$345,000
+4% YoY
Median Single Family Price
$494,500
$449,000
$500,000
$370,000
Total Active Listings
3 listings
14 listings
5 listings
19 listings
Market Conditions
2 Months of Supply
Seller's Market
1 Month of Supply
Seller's Market
4 Months of Supply
Balanced Market
1 Month of Supply
Seller's Market

Frequently Asked Questions

Is Highland a good place to live?
Highland is a good place to live. Highland is considered very car-dependent and bikeable. Highland is a suburban neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Highland has 7 parks for recreational activities. It is sparse in population with 1.0 people per acre and a median age of 43. The average household income is $163,217 which is above the national average. College graduates make up 48.6% of residents. A majority of residents in Highland are home owners, with 3% of residents renting and 97% of residents owning their home. A local real estate agent serving Highland can help you decide if this neighborhood is the right one for you. Learn more on our Highland neighborhood guide.
Is Highland, CT a safe neighborhood?
Highland, CT is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Highland?
The median home price in Highland is $495,000. If you put a 20% down payment of $99,000 and had a 30-year fixed mortgage with an interest rate of 6.67%, your estimated principal and interest payment would be $2,550 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $109K a year to afford the median home price in Highland. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Highland is $163K.
What are the best public schools in Highland?
The best public schools that serve Highland are:
  • Moody School has a B+ Niche grade and a student teacher ratio of 12:1.
  • Middletown High School has a B Niche grade, a student teacher ratio of 12:1 and an average review score of 3.6.
What are the most popular zip codes in Highland, Middletown, CT?
The most popular zip codes in Highland, Middletown, CT include 06457, 06037, 06450, 06416 and 06451.
What are the most popular neighborhoods near Highland, Middletown, CT?
The most popular neighborhoods near Highland, Middletown, CT are Westfield, East Southington and Riverdale.
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