Leave a Message

Thank you for your message. We will be in touch with you shortly.

59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
59 Middlesex Drive
VIEW PHOTOS
Courtesy of Compass Realty Group, Lizzy Dooley Listing Contact: 314-347-1658 
$699,000

59 Middlesex Drive

5 Beds 4 Baths 2,723 Sq.Ft. 0.42 Acres

Open House

5/17/2026 1:00PM - 3:00PM CDT

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.

Share Property

Location

59 Middlesex Drive, St Louis, MO 63144

Status

For Sale

Property Amenities

Interior
Laundry room In Basement
Fireplace Basement, Gas, Living Room
Appliances Dishwasher, Disposal, Microwave, Electric Oven, Electric Range
Flooring Carpet, Hardwood
Total Bedrooms: 5
Half Bathrooms: 2
Full Bathrooms: 2
Other Interior Features Bookcases, Ceiling Fan(s), Pantry, Separate Dining, Walk-In Closet(s)
Area & Lot
Open house

5/17/2026 1:00PM - 3:00PM CDT

Lot Area 0.42 Acres
Living area 2,723 Sq.Ft.
MLS® ID 26028477
Year Built 1946
School District Brentwood
High School Brentwood High
Middle School Brentwood Middle
Elementary School Mcgrath Elem.
Architecture Styles Traditional
Type Residential
Status For Sale
Exterior
Stories 2
Air conditioning Ceiling Fan(s), Central Air, Electric
Heat type Forced Air, Natural Gas
Water Source Public
Garage Space 2.0
Sewer Public Sewer
Parking Attached, Garage, Garage Faces Front
Lot Features Corner Lot, Level
Utilities Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Finance
Sales Price $699,000
HOA Fees $500 yearly
Real Estate Tax $8,414 yearly
image

Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.

Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.

Thank you for your interest in 59 Middlesex Drive, St Louis, MO 63144. We are reviewing your request and will be in touch shortly!

Mortgage Calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

All estimates are provided for informational purposes only. Actual amounts may vary.
$0,000 Your Payment 20 15 65
$0,000 Your Payment

St. Louis County

38.6103° N, 90.4125° W

Work With Us

We’re more than a team of real estate professionals — we’re your partners in every step of the journey. Whether buying, selling, or relocating in St. Louis, our expertise, market insight, and dedication ensure a seamless experience and outstanding results.