19 Middlesex Dr, Saint Louis, MO 63144
Property image
Property image
OFF MARKET

19 Middlesex Dr
Saint Louis, MO 63144

  • 4 Beds
  • 2.5 Baths
  • 2,293 sqft (on 0.32 acres)

$738,100

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $4,518/mo*
Refinance Your Home

$738,100

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $4,518/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,293 sqft
(on 0.32 acres)

Local Information

  • Map ViewExplore the area around 19 Middlesex Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Located in this idyllic neighborhood is an English country house waiting for a new generation to call her..."Home". Offered for sale for the first time in 50 years, this property offers a buyer the ability to create their own dream home in one of the most sought after areas in Mid-St. Louis County. The entry foyer opens to a large welcoming living room with a 12 ft bay window, built-ins and traditional woodburning fireplace. The dining room features another bay window w/doors opening to the backyard. A large sunroom adjoins both living & dining rooms through a pair of dutch doors and then extends the party onto a brick patio. There''s a half bath on the main floor and access to a 2 car garage. Upstairs are 4 bedrooms, 2 full baths and a bonus room that was formally a large sleeping porch. The basement includes the original rathskeller w/knotty pine walls & fireplace. Original features remain throughout this home. The seller prefers to sell this property in its current as-is condition.
19 Middlesex Dr, Saint Louis, MO 63144 is a 4 bedroom, 3 bathroom, 2,293 sqft single-family home built in 1936. It last sold for $370,000 on Nov 21, 2016. It is currently off market. The Trulia Estimate is $738,100, with a rent estimate of $4,028/month.

Home Highlights

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

Home Details for 19 Middlesex Dr

Interior Features

Interior Details
BasementNumber of Rooms: 10Types of Rooms: Recreation Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1936Year Updated: 2017
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Exterior Features

Exterior Home Features
Exterior: StonePatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.32 acres

Price History for 19 Middlesex Dr

DatePriceEventSource
11/21/2016--Sold
MARIS #16071173
11/05/2016$349,900PendingAgent Provided
10/12/2016$349,900Listed For SaleAgent Provided

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$7,963
Assessment$646,100
Home facts updated by county records

Comparable Sales for 19 Middlesex Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
11 Middlesex Dr, Saint Louis, MO
0.03
Single-Family Home
-
04/09/26
4
2.5
2,744
3 Deer Creek Woods, Saint Louis, MO
0.22
Single-Family Home
-
08/12/25
4
2.5
2,672
2 Northcote Rd, Saint Louis, MO
0.10
Single-Family Home
-
10/29/25
3
2.5
2,629
61 York Dr, Saint Louis, MO
0.09
Single-Family Home
-
06/03/26
4
3
3,550
67 Chafford Woods St, Saint Louis, MO
0.26
Single-Family Home
-
08/08/25
4
2
2,152
67 Chafford Wood, Saint Louis, MO
0.26
Single-Family Home
-
08/01/25
4
2
2,152
83 Chafford Woods, Saint Louis, MO
0.22
Single-Family Home
-
06/10/26
4
3
2,034
9063 Monmouth Dr, Saint Louis, MO
0.28
Single-Family Home
-
10/06/25
3
2
2,079
9071 Monmouth Dr, Saint Louis, MO
0.30
Single-Family Home
-
06/26/26
-
4,600
59 Middlesex Dr, Saint Louis, MO
0.21
Single-Family Home
-
06/17/26
5
3
2,723

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Assigned Schools

These are the assigned schools for 19 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."
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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!"
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  • Gabykleiman
    "family friendly, great location and road access, close to everything, safe , grat community."
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Off Market Homes Near 19 Middlesex Dr

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