59 Middlesex Dr, Saint Louis, MO 63144
SOLD
JUN 17, 2026
Listed by Lizzy Dooley, Compass Realty Group, (314) 347-1658 . Bought with ReeceNichols Real Estate

59 Middlesex Dr
Saint Louis, MO 63144

  • 5 Beds
  • 3 Baths
  • 2,723 sqft (on 0.42 acres)
5 Beds
3 Baths
2,723 sqft
(on 0.42 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from June 17, 2026

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
$42/Monthly
Price/Sqft
$275/sqft
Listed
6 days ago

Home Details for 59 Middlesex Dr

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Partially Finished,Full,Walk-Out AccessNumber of Rooms: 8Types of Rooms: Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bonus Room, Dining Room, Kitchen, Laundry, Living Room, Mud Room, Office, Sitting Room, Sunroom
Beds & Baths
Number of Bedrooms: 5Main Level Bedrooms: 2Number of Bathrooms: 4Number of Bathrooms (full): 2Number of Bathrooms (half): 2Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2723 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected, Water ConnectedAppliances: Dishwasher, Disposal, Microwave, Electric Oven, Electric RangeDishwasherDisposalLaundry: In BasementMicrowave
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Basement, Gas, Living RoomHas a Fireplace
Gas & Electric
Electric: AmerenHas Electric on Property
Windows, Doors, Floors & Walls
Flooring: Carpet, Hardwood
Levels, Entrance, & Accessibility
Levels: One and One HalfFloors: Carpet, Hardwood

Exterior Features

Exterior Home Features
Patio / Porch: Patio, Rear Porch, Screened
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage,Garage Faces Front
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2723 Square Feet

Days on Market

Cumulative Days on Market: 3

Property Information

Year Built
Year Built: 1946
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional
Building
Construction Materials: BrickDoes Not Include Home Warranty
Property Information
Parcel Number: 20K130042

Price & Status

Price
List Price: $699,000Price Per Sqft: $275/sqft
Status Change & Dates
Off Market Date: Sun May 17 2026Possession Timing: Close Of Escrow

Location

Direction & Address
City: St LouisCommunity: York Village Woodlands
School Information
Elementary School: Mcgrath Elem.Jr High / Middle School: Brentwood MiddleHigh School: Brentwood HighHigh School District: Brentwood

Building

Building Area
Building Area: 2723 Square Feet

HOA

HOA Fee Includes: Common Area MaintenanceHOA Name: York VillageAssociation for this Listing: St. Louis Association of REALTORSHas an HOAHOA Fee: $500/Annually

Lot Information

Lot Area: 0.42 acres

Listing Info

Special Conditions: Listing As Is

Offer

Listing Terms: Cash, Conventional, Other

Business

Business Information
Ownership: Private

Miscellaneous

BasementMls Number: 26028477Above Grade Unfinished Area: 2723Showing Requirements: Appointment Only, No Lockbox, Register and Show

Additional Information

HOA Amenities: None
Last check for updates: about 8 hours ago
Listed by Lizzy Dooley, (314) 680-1426
Compass Realty Group
Bought with: Erik C Petersen, (314) 610-2318, ReeceNichols Real Estate
Originating MLS: St. Louis Association of REALTORS
Source: MARIS, MLS#26028477

Price History for 59 Middlesex Dr

DatePriceEventSource
06/17/2026--Sold
MARIS #26028477
05/17/2026$699,000PendingMARIS #26028477
05/14/2026$699,000Listed For SaleMARIS #26028477

Market trends in Brentwood

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$332K
Sale-to-List Price
—
Price per sq ft
$213
Available listings
77
5MoM
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Property Tax and Assessment

Year2025
Tax$8,414
Assessment$682,900
Home facts updated by county records

Homeowner tools

Estimated monthly rent$3,981/mo
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Homes for rent near 59 Middlesex Dr

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Comparable Sales for 59 Middlesex Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3 Deer Creek Woods, Saint Louis, MO
0.21
Single-Family Home
-
08/12/25
4
2.5
2,672
61 York Dr, Saint Louis, MO
0.12
Single-Family Home
-
06/03/26
4
3
3,550
11 Middlesex Dr, Saint Louis, MO
0.24
Single-Family Home
-
04/09/26
4
2.5
2,744
9135 Pine Ave, Saint Louis, MO
0.27
Single-Family Home
-
03/13/26
4
3.5
2,829
1923 Parkridge Ave, Saint Louis, MO
0.11
Single-Family Home
-
12/30/25
3
2.5
2,030
9368 Sonora Ave, Saint Louis, MO
0.23
Single-Family Home
-
08/08/25
4
2.5
2,802
2 Northcote Rd, Saint Louis, MO
0.31
Single-Family Home
-
10/29/25
3
2.5
2,629
4 Ellsworth Ln, Saint Louis, MO
0.24
Single-Family Home
-
05/20/26
3
2.5
2,562
9345 Sonora Ave, Saint Louis, MO
0.19
Single-Family Home
-
05/01/26
4
3
3,658

Nearby homes

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Assigned Schools

These are the assigned schools for 59 Middlesex 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 Brentwood

At least 47 Trulia users voted on each feature.

  • 98 % Say parking is easy

  • 93 % Say it's dog friendly

  • 88 % Say car is needed

  • 87 % Say there's holiday spirit

  • 84 % Say yards are well-kept

  • 77 % Say it's walkable to restaurants

  • 75 % Say it's walkable to grocery stores

  • 74 % Say people would walk alone at night

  • 74 % Say kids play outside

  • 73 % Say there are sidewalks

  • 69 % Say streets are well-lit

  • 64 % Say they plan to stay for at least 5 years

  • 63 % Say it's quiet

  • 60 % Say neighbors are friendly

  • 58 % Say there's wildlife

  • 38 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Brian Bird
    "Access to all of the St Louis metro! Less than 20 minutes to just about anywhere you want to go. Great location, safe, neighbors look out for each other. Plenty of dog in the area, you meet new people while walking your dog almost every time. Limited selection of bars and pubs, decent restaurants."
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  • Rachel R.
    "It’s nice and centrally located close to all the hospitals. I feel safe where I live and it has stores that are close. Parking is a bit of an issue, but it’s safe to park your car on the street."
    0
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  • Daniel G.
    "Street conditions are great and well maintained. Commute times are typically short since there are many options to connect with interstate and arterial roads."
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  • Briana D.
    "This is by far the greatest place I have ever lived. The community is amazing. There are more amenities within a mile of my home than even imaginable. The schools are award-winning and the teachers love their students. Close proximity to multiple major interstates, the best shopping in St. Louis, and the best people. Brentwood is the place to be! Nothing compares to this community. "
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  • Briana D.
    "Brentwood Days festival with free rides and music. Fourth of July celebration. The city also hosts numerous events throughout the year! "
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  • Bballalbright
    "Easy drive utilizing highways 40 and 170. Twenty minutes to downtown or to the west county suburbs. "
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  • Steve S.
    "Small town feel in the center of the St Louis metro region. You get to know your neighbors but still have city amenities and attractions minutes away."
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  • Mhopfinger
    "They would like it because there are 2 dog parks and many great parks with perfect trails and grass areas for you dog"
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  • Mel D.
    "Great place to raise a family with lots of kid- friendly events and activities. The schools are highly ranked, and there are some fantastic parks. "
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  • Jmw6725
    "This area is populated by young professionals and is always alive with excitement. Everything you could need is within 15 min of Brentwood so the location is perfect."
    1
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  • Cstar1118
    "Both my husband and I grew up in Brentwood and went to school here, and now we're raising our kids here as well. There are many generations that are doing the same. It's like living in a small town surrounded by a major metropolitan city and it's a great place to live!"
    0
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  • Gabykleiman
    "family friendly, great location and road access, close to everything, safe , grat community."
    0
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website. Click here for more information
59 Middlesex Dr, Saint Louis, MO 63144 is a 5 bedroom, 4 bathroom, 2,723 sqft single-family home built in 1946. This property is not currently available for sale. 59 Middlesex Dr was last sold on Jun 17, 2026 for $750,000 (7% higher than the asking price of $699,000). The current Trulia Estimate for 59 Middlesex Dr is $757,100.