Date
Details
Price
Change
Source
5/14/2026
Listed
$699,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/31
$699,000 Sale Pending
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/31
Property Description
Located in the highly sought-after York Village, this charming home sits in one of Brentwood's most beloved neighborhoods-known for its energy, warmth, and strong sense of community. From cozy firepit nights to festive Halloween parties, life here is filled with connection, tradition, and fun. Picture manicured lawns, blooming flower pots, and friendly neighbors who truly make this street feel like home. Lovingly cared for by its owners for nearly 5 decades, this home is ready for its next chapter-offering a wonderful opportunity to bring your vision to life. Inside, you'll find fabulous sun-filled spaces, oversized windows, and hardwood floors throughout. The main floor features a rare and desirable layout with two bedrooms and a full bathroom. Enjoy a spacious XL family room with fireplace, a dining room with French doors that open to a large porch, and a kitchen with walk-in pantry and convenient access to the attached two-car garage. Upstairs offers three additional generously sized bedrooms, a versatile flex space perfect for work or play, and a full bathroom. The finished lower level adds even more living spaces and bonus rec room and half bath. Set on an XL corner lot, the outdoor space is just as impressive-featuring a beautiful patio and expansive front and side yards. All of this in an incredible Brentwood location close to everything.
Full Property Details
Full Property Details for 59 Middlesex Dr
General
- Price: $699,000
- HOA FEE: $42/month
- HOA FEE FREQ.: Annually
- Taxes: $8,414 (2025)
- Status: Pending
- Type: Single Family
- Source: MARIS
- MLS ID: 26028477
- Updated: 5/17/2026
- Added to Site: 12 day(s) ago
Interior
- Number of Rooms: 8
- Interior Features: Bookcases, Ceiling Fan(s), Pantry, Separate Dining, Walk-In Closet(s)
- Fireplace: Yes
- Number of Fireplaces: 2
- Fireplace(s): Basement, Gas, Living Room
- Appliances: Dishwasher, Disposal, Microwave, Electric Oven, Electric Range
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 2
- Half Bathrooms: 2
- Main Floor Baths: 2
Bedrooms
- Total Bedrooms: 5
- Bedrooms Main & Up: 5
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking Features: Attached, Garage, Garage Faces Front
Location
- Area: 211 - Brentwood
- County: St. Louis
- Township: Brentwood
- Subdivision: York Village Woodlands
- Driving Directions: GPS friendly
School Information
- High School District: Brentwood
- Elementary School: Mcgrath Elem.
- Middle School: Brentwood Middle
- High School: Brentwood High
Community
- Assoc. Fees Include: Common Area Maintenance
Heating & Cooling
- Cooling Type: Ceiling Fan(s), Central Air Conditioning, Electric
- Heating Type: Forced Air, Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Structural Information
- Architectural Style: Traditional
- Basement: Yes
- Basement Desc.: Bathroom, Partially Finished, Full, Walk-Out Access
- Square Feet: 2,723
- Year Built: 1946
Lot Features
- Lot Size (Acres): 0.4151
- Lot Size (Sq. Ft.): 18,081.76
- Lot Size Source: Public Records
- Lot Dimensions: 154 x 120
- Lot Features: Corner Lot, Level
Financial Considerations
- Association Fee: $500
- Assoc Fee Freq.: Annually
- Tax Amount: $8,414
- Tax Year: 2025
Disclosures and Reports
- Ownership: Private
- Special Conditions: Listing As Is
- Documents Avail.: None Available
- Disclosures/Reports: Code Compliance Required, Occupancy Permit Required, See Seller's Disclosure
- Property ID: 20K-13-0042
Listed by Compass Realty Group
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 59 Middlesex Dr —
Compass Realty Group
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 59 Middlesex Dr
School District:Brentwood School District
| Name | Grades | Distance |
|---|---|---|
Mcgrath Elementary School 2350 Saint Clair Avenue, Brentwood, MO 63144 | K-5 | 0.5 mi |
Brentwood Middle School 9127 White Avenue, Brentwood, MO 63144 | 6-8 | 0.4 mi |
Brentwood High School 2221 High School Drive, Brentwood, MO 63144 | 9-12 | 0.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 59 Middlesex Dr
Tax History
Tax History for 59 Middlesex Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,325
—
$129,760
7%
2024
$8,325
3%
$121,130
—
2023
$8,095
2%
$121,130
8%
2022
$7,913
—
$112,040
—
2021
$7,899
—
$112,040
-3%
2021
$7,899
-2%
$115,080
—
2019
$8,034
10%
$115,080
22%
2018
$7,290
2%
$94,700
—
2017
$7,113
18%
$94,700
24%
2016
$6,051
1%
$76,380
—
2015
$6,008
15%
$76,380
14%
2013
$5,226
—
$66,990
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 59 Middlesex Dr
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 3Total Baths
- 2,984Sq. Ft.
- Single Family
- Active
- Updated 11 days ago
- 4Beds
- 5Total Baths
- 3,826Sq. Ft.
Listed by Helen Chou (314) 469-6307
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 1Total Bath
- 1,796Sq. Ft.
- Townhouse
- Active
- Updated 3 days ago
- 4Beds
- 4Total Baths
- 2,216Sq. Ft.
- Single Family
- Active
- Updated 1 hour ago
- 3Beds
- 2Total Baths
- 1,053Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 1 day ago
- 1Bed
- 1Total Bath
- 752Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 2Beds
- 1Total Bath
- 864Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 2Beds
- 1Total Bath
- 720Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 1Bed
- 1Total Bath
- 720Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Closed
- 4Beds
- 4Total Baths
- 3,017Sq. Ft.
Sold by Debbie Dutton
- Condo
- Closed
- 2Beds
- 3Total Baths
- 1,996Sq. Ft.
Sold by Susan Murray
- Single Family
- Closed
- 4Beds
- 4Total Baths
- 2,268Sq. Ft.
Listed by Valerie Engel
- Single Family
- Closed
- 6Beds
- 5Total Baths
- 3,823Sq. Ft.
Listed by Maggie DeLunas
59 Middlesex Drive, Saint Louis, MO 63144 (MLS# 26028477) is a Single Family property with 5 bedrooms, 2 full bathrooms and 2 partial bathrooms. 59 Middlesex Drive is currently listed for $699,000 and was received on May 14, 2026. Want to learn more about 59 Middlesex Drive? Do you have questions about finding other Single Family real estate for sale in Saint Louis? You can browse all Saint Louis real estate or contact a Coldwell Banker agent to request more information.