509 Glenbrook Dr, Middletown, MD 21769
Property image
Property image
OFF MARKET

509 Glenbrook Dr
Middletown, MD 21769

  • 4 Beds
  • 4 Baths
  • 3,446 sqft (on 0.25 acres)

$777,500

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $4,538/mo*
Refinance Your Home

$777,500

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $4,538/mo*
Refinance Your Home
4 Beds
4 Baths
3,446 sqft
(on 0.25 acres)

Local Information

  • Map ViewExplore the area around 509 Glenbrook Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Masterful design, this contemporary brick colonial on 5th green of Hollow Creek Golf Course in Middletown. WOW. Inviting gourmet kitchen with granite countertops, opens to family room with new carpet, custom built ins and stunning stone gas fireplace. Exquisite moldings throughout, tray ceilings, & shining wide plank hardwood floors. Home has 3 hvac zones for your comfort. All season sunroom & beautiful private study. Deluxe master suite with sitting room and tray ceilings. Fully finished lower level also has full bath, room for workout area, walk out to back yard and lots of storage space. Spend evenings entertaining on deck watching the sunset and valley views while you live the luxurious life.
509 Glenbrook Dr, Middletown, MD 21769 is a 4 bedroom, 4 bathroom, 3,446 sqft single-family home built in 2006. It last sold for $544,900 on Nov 6, 2015. It is currently off market. The Trulia Estimate is $777,500, with a rent estimate of $3,551/month.

Home Highlights

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

Home Details for 509 Glenbrook Dr

Interior Features

Interior Details
BasementAtticTypes of Rooms: Dining RoomCeiling Fan
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Carpet
Appliances & Utilities
Cable ReadyDishwasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: BrickLawnSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 10890 sqft

Price History for 509 Glenbrook Dr

DatePriceEventSource
11/06/2015$544,900Sold
N/A
05/06/2013$435,750Sold
N/A
12/28/2012$440,000PriceChange
Agent Provided
11/28/2012$444,950PriceChange
Agent Provided
11/03/2012$454,500PriceChange
Agent Provided
06/21/2012$479,900Listed For SaleAgent Provided
05/23/2012$430,000Sold
N/A
05/19/2012$489,900PriceChange
Agent Provided
04/17/2012$501,900PriceChange
Agent Provided
02/25/2012$522,500Listed For SaleAgent Provided
04/11/2006$538,105Sold
N/A

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
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Property Tax and Assessment

Year2025
Tax$8,979
Assessment$611,467
Home facts updated by county records

Comparable Sales for 509 Glenbrook Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
510 Glenbrook Dr, Middletown, MD
0.03
Single-Family Home
$845,000
10/24/25
4
4.5
4,920
4300 Zircon Rd, Middletown, MD
0.44
Single-Family Home
$610,000
04/24/26
4
3.5
2,912
4 Tile Silo Ct, Middletown, MD
0.30
Single-Family Home
$880,000
09/17/25
5
3.5
4,584
110 Stone Springs Ln, Middletown, MD
0.16
Single-Family Home
$430,000
06/29/26
4
3.5
2,652
15 Wagon Shed Ln, Middletown, MD
0.48
Single-Family Home
$775,000
10/09/25
4
3.5
4,914
4 Brooklodge Ln, Middletown, MD
0.07
Single-Family Home
$1,160,000
11/20/25
4
4.5
5,990
5 Stone Springs Ln, Middletown, MD
0.23
Single-Family Home
$1,225,000
06/01/26
5
4.5
6,270
27 Wagon Shed Ln, Middletown, MD
0.45
Single-Family Home
$850,000
09/26/25
5
4.5
4,526
4311 Zircon Rd, Middletown, MD
0.56
Single-Family Home
$573,001
03/11/26
6
4.5
3,072
513 Glenbrook Dr, Middletown, MD
0.03
Single-Family Home
$4,400
08/31/25
5
4.5
5,218

Nearby homes

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Assigned Schools

These are the assigned schools for 509 Glenbrook 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!"
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  • 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

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Apartments for Rent

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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

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9 rentals with a washer/dryer in Middletown, MD

Homes for sale near 509 Glenbrook Dr

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Off Market Homes Near 509 Glenbrook Dr

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