59 Middlesex Dr, Saint Louis, MO 63144
Property image
Property image
SOLD
JUN 17, 2026
Listed by Lizzy Dooley, Compass Realty Group, (314) 680-1426 . Bought with ReeceNichols Real Estate

$751,100

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

59 Middlesex Dr, Saint Louis, MO 63144

Home Value

Trulia Estimate
$751K
Since last month
$0 (0%)
Since last year
Decreased$12K (-1.6%)
Since last sale
Increased$1K (+0.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +45% in the last 10 years
MonthEstimated value
2026
August 2026$751K
August 2026$751K
July 2026$751K
June 2026$751K
May 2026$736K
April 2026$812K
March 2026$794K
February 2026$752K
January 2026$743K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
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
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
38 Chafford Woods, Saint Louis, MO
0.46
Single-Family Home
-
07/20/26
5
2
2,235

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
89 Yorkshire Lane Ct, Saint Louis, MO 63144
0.09
$1,050,900
4
3.5
4,765
Off Market
20 York Hills Dr, Saint Louis, MO 63144
0.09
$802,100
3
3
2,721
Off Market
24 York Hills Dr, Saint Louis, MO 63144
0.09
$735,400
3
2
2,348
Off Market
57 Yorkshire Lane Ct, Saint Louis, MO 63144
0.09
$1,385,400
4
4.5
5,000
Off Market
15 York Hills Dr, Saint Louis, MO 63144
0.11
$772,100
4
2.5
2,725
Off Market
61 York Dr, Saint Louis, MO 63144
0.12
-
4
3
3,550
Recently Sold
1923 Parkridge Ave, Saint Louis, MO 63144
0.12
-
3
2.5
2,030
Recently Sold
38 Whitehall Ct, Saint Louis, MO 63144
0.12
-
2
3
60
Recently Sold
32 Sussex Dr, Saint Louis, MO 63144
0.14
$1,059,600
4
3.5
3,947
Off Market
9359 Pine Ave, Saint Louis, MO 63144
0.13
$572,600
3
1.5
2,006
Off Market
6 Yorkshire Lane Ct, Saint Louis, MO 63144
0.15
$1,171,400
5
4.5
4,555
Off Market

Local Information

  • Map ViewExplore the area around 59 Middlesex Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1946
0.42 acre lot
2,723 sqft
$275/sqft
2 Car Garage
HOA $42/mo

About this House

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.
59 Middlesex Dr, Saint Louis, MO 63144 is a 5 bedroom, 4 bathroom, 2,723 sqft single-family home built in 1946. It last sold for $750,000 on Jun 17, 2026 (7% above the $699,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $751,100, with a rent estimate of $4,120/month.

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

Price and Tax history

DateEventPrice
Jun 17, 2026
Source: MARIS #26028477
Sold
--
May 17, 2026
Source: MARIS #26028477
Pending
$699,000
May 14, 2026
Source: MARIS #26028477
Listed For Sale
$699,000

Market trends in Brentwood

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$262K
$79.23KMoM
Sale-to-List Price
—
Price per sq ft
$218
$5MoM
Available listings
81
2MoM

Around this home

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."
    0
    Flag
  • 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
    Flag
  • 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."
    0
    Flag
  • 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. "
    0
    Flag
  • Briana D.
    "Brentwood Days festival with free rides and music. Fourth of July celebration. The city also hosts numerous events throughout the year! "
    0
    Flag
  • Bballalbright
    "Easy drive utilizing highways 40 and 170. Twenty minutes to downtown or to the west county suburbs. "
    0
    Flag
  • 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."
    0
    Flag
  • Mhopfinger
    "They would like it because there are 2 dog parks and many great parks with perfect trails and grass areas for you dog"
    0
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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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    Flag
  • 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
    Flag
  • 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
    Flag
  • Gabykleiman
    "family friendly, great location and road access, close to everything, safe , grat community."
    0
    Flag

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Frequently asked questions about 59 Middlesex Dr

  • What is 59 Middlesex Dr estimated to be worth?
    Trulia's estimated value for 59 Middlesex Dr in Saint Louis, MO is $751,100.
  • What is the price history for 59 Middlesex Dr?
    59 Middlesex Dr in Saint Louis, MO last sold in June 2026.
  • Is Saint Louis a buyer's or seller's market?
    Saint Louis is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Saint Louis?
    The median sale price in Saint Louis is $262K. That is down $79.23K from the prior month.
  • Does 59 Middlesex Dr have air conditioning?
    Yes, 59 Middlesex Dr in Saint Louis, MO has air conditioning.
  • Does 59 Middlesex Dr have laundry facilities?
    Yes, 59 Middlesex Dr in Saint Louis, MO has laundry facilities.

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