5 Middlesex Dr, Saint Louis, MO 63144
OFF MARKET

5 Middlesex Dr
Saint Louis, MO 63144

  • 5 Beds
  • 4.5 Baths
  • 3,384 sqft

$1,078,500

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $6,512/mo*
Refinance Your Home

$1,078,500

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $6,512/mo*
Refinance Your Home
5 Beds
4.5 Baths
3,384 sqft

Local Information

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

Description

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!
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.

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 5 Middlesex Dr

DatePriceEventSource
07/20/2017--Sold
MARIS #17013320
06/23/2017$749,900PendingAgent Provided
05/08/2017$749,900PriceChange
Agent Provided
03/18/2017$799,000PriceChange
Agent Provided
03/04/2017$825,000Listed For SaleAgent Provided
05/04/2010--Sold
N/A
02/26/2010$699,900PriceChange
Agent Provided
11/15/2009$700,000PriceChange
Agent Provided
11/14/2009$719,750PriceChange
Agent Provided
10/23/2009$724,750PriceChange
Agent Provided
10/19/2009$728,900Listed For SaleAgent Provided
11/20/2008--Sold
N/A
10/21/2008$200,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$11,144
Assessment$905,900
Home facts updated by county records

Comparable Sales for 5 Middlesex Dr

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
9042 Fair Oaks Crescent Ct, Saint Louis, MO
0.12
Single-Family Home
-
06/20/25
3
4.5
4,171
2 Northcote Rd, Saint Louis, MO
0.03
Single-Family Home
-
10/29/25
3
2.5
2,629
67 Chafford Woods St, Saint Louis, MO
0.19
Single-Family Home
-
08/08/25
4
2
2,152
67 Chafford Wood, Saint Louis, MO
0.19
Single-Family Home
-
08/01/25
4
2
2,152
43 Fair Oaks Dr, Saint Louis, MO
0.34
Single-Family Home
-
07/24/25
4
4.5
3,560
9021 Pine Ave, Saint Louis, MO
0.60
Single-Family Home
-
03/20/26
4
3.5
3,195
3 Deer Creek Woods, Saint Louis, MO
0.32
Single-Family Home
-
08/12/25
4
2.5
2,672
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

Nearby homes

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Assigned Schools

These are the assigned schools for 5 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

  • 74 % Say people would walk alone at night

  • 74 % Say it's walkable to grocery stores

  • 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."
    0
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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
    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
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  • Gabykleiman
    "family friendly, great location and road access, close to everything, safe , grat community."
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5 Middlesex Dr, Saint Louis, MO 63144 is a 5 bedroom, 5 bathroom, 3,384 sqft single-family home built in 2008. This property is not currently available for sale. 5 Middlesex Dr was last sold on Jul 20, 2017 for $720,000. The current Trulia Estimate for 5 Middlesex Dr is $1,078,500.