2 Caroline Dr, Middletown, MD 21769
Property image
Property image
OFF MARKET

2 Caroline Dr
Middletown, MD 21769

  • 2 Beds
  • 3 Baths
  • 3,068 sqft (on 0.37 acres)

$501,100

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $2,952/mo*
Refinance Your Home

$501,100

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $2,952/mo*
Refinance Your Home
2 Beds
3 Baths
3,068 sqft
(on 0.37 acres)

Local Information

  • Map ViewExplore the area around 2 Caroline Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Have you been looking for a solid brick rancher on a corner lot with mature trees and wide hallways in Middletown? Well search no more. This home could use some updates but is absolutely move-in ready. You can update it while you live there. Complete with central air conditioning, electric heat pump with a wood furnace backup, you'll stay cozy all year long. The living room and family room on the main floor has a wall of windows in each room to let in all the natural light. All of the rooms are very spacious. The kitchen has a pass through to the dining room for those dinner guest get togethers. Each bedroom has its own bathroom and lots of closet space. The lower level has a recreation room, a workshop, a flex room (could be used as a 3rd bedroom) and plenty of storage spaces for all of your goodies. Middletown Schools, low taxes, low maintenance and location make this one a 10. Convenient to grocery stores, pharmacy, restaurants and communter routes. Better get here quick!
2 Caroline Dr, Middletown, MD 21769 is a 2 bedroom, 3 bathroom, 3,068 sqft single-family home built in 1985. It last sold for $430,000 on Dec 16, 2022. It is currently off market. The Trulia Estimate is $501,100, with a rent estimate of $3,351/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 2 Caroline Dr

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherExterior: Brick
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.37 acres

Price History for 2 Caroline Dr

DatePriceEventSource
12/16/2022$430,000Sold
Bright MLS #MDFR2025648
12/01/2022$409,999PendingBright MLS #MDFR2025648
11/22/2022$409,999Listed For SaleBright MLS #MDFR2025648

Market trends in Middletown

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
35
5MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$5,731
Assessment$388,133
Home facts updated by county records

Comparable Sales for 2 Caroline Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
9 Caroline Dr, Middletown, MD
0.09
Single-Family Home
$585,000
10/30/25
4
2.5
2,616
2 Lombardy Dr, Middletown, MD
0.14
Single-Family Home
$499,999
06/24/26
3
2
2,079
100 Lombardy Dr, Middletown, MD
0.21
Single-Family Home
$545,000
03/31/26
3
2
2,372
102 Larch Ln, Middletown, MD
0.25
Single-Family Home
$492,500
09/16/25
4
3
2,084
101 Linden Blvd, Middletown, MD
0.25
Single-Family Home
$462,000
11/26/25
3
2
1,812
110 Linden Blvd, Middletown, MD
0.23
Single-Family Home
$486,000
07/21/25
3
2
2,355
107 Broad St, Middletown, MD
0.47
Single-Family Home
$350,000
09/05/25
3
2.5
2,484
112 Locust Ct, Middletown, MD
0.30
Single-Family Home
$411,000
06/22/26
3
1.5
1,680
10 Linden Blvd, Middletown, MD
0.35
Single-Family Home
$480,000
04/17/26
3
1.5
2,104
16 Linden Blvd, Middletown, MD
0.31
Single-Family Home
$410,900
06/18/26
3
2
1,684

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 2 Caroline Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Middletown

At least 39 Trulia users voted on each feature.

  • 96 % Say yards are well-kept

  • 93 % Say car is needed

  • 89 % Say people would walk alone at night

  • 85 % Say it's dog friendly

  • 83 % Say parking is easy

  • 82 % Say it's quiet

  • 82 % Say there's holiday spirit

  • 73 % Say kids play outside

  • 71 % Say streets are well-lit

  • 70 % Say neighbors are friendly

  • 64 % Say it's walkable to restaurants

  • 58 % Say there are sidewalks

  • 51 % Say they plan to stay for at least 5 years

  • 51 % Say there are community events

  • 47 % Say there's wildlife

  • 44 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Chloe Bishop
    "It’s a nice small-town feel with friendly neighborhoods. Great schools. People are friendly. Close to major highways with minimal traffic compared to Frederick. "
    0
    Flag
  • Trulia User
    "Very quiet, nice neighbors, many of whom grew up in the neighborhood. Siuth Mountain Creamery is a great destination for families, and even delivers. Schools are terrific--the main reason families move and stay here."
    1
    Flag
  • Trulia User
    "Owners are responsible for making sure their dogs are leashed up and under control. Also they pick up after their pets. "
    0
    Flag
  • Trulia User
    "we've lived here for 17 years. neighbors are pleasant and respectful of each otbers privacy. many of them are related, grew up in this neighborhood,(Bolivar). No complaints, except for the cars that speed on the road during rush hour. "
    1
    Flag
  • Trulia User
    "Movie night, Fourth of July celebration, golf course, ice cream parlor, mostly single-family homes, pretty rural,farmers market, good roads, great schools "
    0
    Flag
  • Haileyrockwell
    "Quiet, well kept. everyone is neighborly, small town vibe. Local farmers, schools are close together. "
    0
    Flag
  • Ctauscher10@gmail.com
    "Yes you see dog owners walking their dogs all the time. People are friendly and enjoy being in a rural area. There is also a lot of wildlife here you see deer skunks possums and foxes and I saw a bear once Ion Braddock Heights. You have quick access to interstate 70 east and west."
    0
    Flag
  • Michele M.
    "I often see plenty of dog owners walking their dogs throughout the neighborhood. Many times, you will even find families taking a walk with their pooch. It's a nice little scene. The only problem I think a dog owner might have is if his/her dog has socialization issues. Because they will run into other dogs constantly."
    0
    Flag
  • Graysonramsburg
    "20 minute drive to Frederick... about 12 miles distance. Traffic usually moving but can be heavy during school year."
    0
    Flag
  • Michele M.
    "well kept yards, safe to walk day and night, kid's community sports, award winning schools, quiet community"
    0
    Flag
  • Regis g.
    "amazing schools, great place to raise kids. great family free events all the time, such as movies at the park"
    0
    Flag
  • Gogenevago
    "I just moved here and the neighbors look out for one another. super nice area and I'm glad I own a home in this area. "
    0
    Flag
  • Robynrmason
    "Great school system and safe area. Beautiful views and great community. Very convenient to interstate and to stores. Have lived here 10 years and love it. "
    1
    Flag
  • Dotty D.
    "House is located in Brookridge neighborhood, surrounded by beautiful Wiles Branch Park. Middletown is a wonderful small town community with best schools in the area. "
    1
    Flag
  • mcbee
    "My friends live there on Tobias Run and it's a great street with a hidden open/park like area the size of 2 football fields with a spotless play area, sitting benches, and walking paths all with in 1-2 blocks of the Hollow Creek golf course, club house and Valley Grill restaurant & Sports Bar. There are beautiful views of the golf course and surrounding mountains. Plus, it is serviced by FCPS school buses that bring children to all of Middletown's schools (elementary, middle, high school) ... all of this for a fantastic home and a mere $50 HOA fee!"
    0
    Flag
  • Guillermo A. J.
    "WHY IS ANYWHERE IN MIDDLETOWN MD A POOR NEIGHBORHOOD IS BECAUSE THERE NOT ENOUGH PLACES TO WORK @ IN MIDDLETOWN MD BECAUSE YOU DON'T SEE THAT MUCH BUILDING'S IN MIDDLETOWN MD TO WORK @ AS A JOB AND BECAUSE NOBODY IN MIDDLETOWN MD MAKE'S TOO MUCH MONEY AND THERE'S NOT ENOUGH PLACE'S TO EAT @ AND WHOEVER YOU ARE NEVER EVER EVER EVER MOVE TO MIDDLETOWN MD"
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

7 pet-friendly rentals in Middletown, MD

Explore by feature - Air Conditioning

9 rentals with air conditioning in Middletown, MD

Explore by feature - Washer/dryer

9 rentals with a washer/dryer in Middletown, MD

Homes for sale near 2 Caroline Dr

Skip to last item
Skip to first item

Off Market Homes Near 2 Caroline Dr

Skip to last item
Skip to first item