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

$1,041,100

Trulia Estimate
  • 5 Beds
  • 4.5 Baths
  • 3,384 sqft

5 Middlesex Dr, Saint Louis, MO 63144

Est. Refi. Payment $6,403/mo*
Refinance Your Home

Home Value

Trulia Estimate
$1.04M
Since last month
Decreased$2K (-0.2%)
Since last year
Increased$5K (+0.5%)
Since last sale
Increased$319K (+44.3%)
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 +48% in the last 10 years
MonthEstimated value
2026
August 2026$1.04M
July 2026$1.04M
June 2026$1.07M
May 2026$1.07M
April 2026$1.06M
March 2026$1.06M
February 2026$1.04M
January 2026$1.02M
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
11 Middlesex Dr, Saint Louis, MO
0.07
Single-Family Home
-
04/09/26
4
2.5
2,744
61 York Dr, Saint Louis, MO
0.19
Single-Family Home
-
06/03/26
4
3
3,550
2 Northcote Rd, Saint Louis, MO
0.03
Single-Family Home
-
10/29/25
3
2.5
2,629
83 Chafford Woods, Saint Louis, MO
0.18
Single-Family Home
-
06/10/26
4
3
2,034
59 Middlesex Dr, Saint Louis, MO
0.31
Single-Family Home
-
06/17/26
5
3
2,723
9021 Pine Ave, Saint Louis, MO
0.60
Single-Family Home
-
03/20/26
4
3.5
3,195
9135 Pine Ave, Saint Louis, MO
0.54
Single-Family Home
-
03/13/26
4
3.5
2,829
9015 Greenridge Dr, Saint Louis, MO
0.39
Single-Family Home
-
03/30/26
4
3
3,264
9071 Monmouth Dr, Saint Louis, MO
0.19
Single-Family Home
-
06/26/26
-
4,600
2 Chafford Woods #1, Saint Louis, MO
0.27
Single-Family Home
-
07/15/26
4
2
2,160

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
2 Northcote Rd, Saint Louis, MO 63144
0.03
$1,149,900
3
2.5
2,629
Off Market
1 Northcote Rd, Saint Louis, MO 63144
0.07
$662,700
3
3
3,077
Off Market
11 Middlesex Dr, Saint Louis, MO 63144
0.07
-
4
2.5
2,744
Recently Sold
6 Middlesex Dr, Saint Louis, MO 63144
0.04
$774,800
3
3
2,710
Off Market
18 Middlesex Dr, Saint Louis, MO 63144
0.09
$1,245,300
5
4
3,408
Off Market
2 Lindworth Dr, Saint Louis, MO 63124
0.13
$2,150,900
5
5
6,190
Off Market
1721 S McKnight Rd, Saint Louis, MO 63124
0.15
$1,079,800
3
2.5
3,048
Off Market
9042 Fair Oaks Crescent Ct, Saint Louis, MO 63117
0.12
$1,284,700
3
4.5
4,171
Off Market
9005 Fair Oaks Crescent Ct, Saint Louis, MO 63117
0.11
$907,700
4
3.5
3,260
Off Market
9017 Fair Oaks Crescent Ct, Saint Louis, MO 63117
0.12
$871,200
4
3.5
4,742
Off Market
1 Lindworth Dr, Saint Louis, MO 63124
0.17
$1,019,000
3
3.5
3,265
Off Market
22 York Dr, Saint Louis, MO 63144
0.15
$899,200
5
3
3,004
Off Market

Local Information

  • Map ViewExplore the area around 5 Middlesex Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2008
Living Area
3,384 sqft
Price/Sqft
$308
Parking
Garage

About this House

AWESOME NEW PRICE! A rare opportunity to have a beautiful newer construction home in highly sought after York Village. You get the charm of an established neighborhood and all the conveniences of a newer home. This spectacular story and a half home features a main floor master suite with an oversized walk-in closet and luxurious master bath, a whirlpool tub and separate custom tiled shower! This wide open floor plan offers a two-story entry, a gorgeous granite kitchen open to the Breakfast room and Great room with a beautiful fireplace that leads out to the beautiful back yard and patio perfect for all your outdoor entertaining. This 5 br/4.5 bath offers 4140 sq feet Total living area. Second floor has 3 spacious bedrooms and an awesome bonus room, great for playroom, office or other flexible living space. Finished lower level offers additional living space with Family room, BR/office and full bath. This home is certified Green-Silver level. This fabulous home has it all!
5 Middlesex Dr, Saint Louis, MO 63144 is a 5 bedroom, 5 bathroom, 3,384 sqft single-family home built in 2008. It last sold for $720,000 on Jul 20, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,041,100, with a rent estimate of $5,725/month.

Home Details for 5 Middlesex Dr

Interior Features

Interior Details
BasementAdditional StorageNumber of Rooms: 10Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Office, Pantry, Solarium AtriumStorageCeiling Fan
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalMicrowave
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherExterior: Stone, Vinyl, BrickPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 9365 sqft

Price and Tax history

DateEventPrice
Jul 20, 2017
Source: MARIS #17013320
Sold
--
Jun 23, 2017
Source: Agent Provided
Pending
$749,900
May 8, 2017
Source: Agent Provided
PriceChange
$749,900
Price decreased by 6%
Mar 18, 2017
Source: Agent Provided
PriceChange
$799,000
Price decreased by 3%
Mar 4, 2017
Source: Agent Provided
Listed For Sale
$825,000

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."
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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
    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."
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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. "
    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"
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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

LGBTQ Local Legal Protections

Frequently asked questions about 5 Middlesex Dr

  • What is 5 Middlesex Dr estimated to be worth?
    Trulia's estimated value for 5 Middlesex Dr in Saint Louis, MO is $1,041,100.
  • What is the price history for 5 Middlesex Dr?
    5 Middlesex Dr in Saint Louis, MO last sold in July 2017.
  • 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 5 Middlesex Dr have air conditioning?
    Yes, 5 Middlesex Dr in Saint Louis, MO has air conditioning.
  • Does 5 Middlesex Dr have laundry facilities?
    Yes, 5 Middlesex Dr in Saint Louis, MO has laundry facilities.

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