2139 Tall Pine Dr, Chesapeake, VA 23323
OFF MARKET

2139 Tall Pine Dr
Chesapeake, VA 23323

Deep Creek South
  • 6 Beds
  • 4 Baths
  • 2,656 sqft

$634,300

Trulia Estimate
as of May 29, 2026
Est. Refi. Payment $3,622/mo*
Refinance Your Home

$634,300

Trulia Estimate
as of May 29, 2026
Est. Refi. Payment $3,622/mo*
Refinance Your Home
6 Beds
4 Baths
2,656 sqft

Local Information

Map showing home location
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Description

This single-family home is located at 2139 Tall Pine Dr, Chesapeake, VA. 2139 Tall Pine Dr is in the Deep Creek South neighborhood in Chesapeake, VA and in ZIP code 23323. This property has 6 bedrooms, 4 bathrooms and approximately 2,656 sqft of floor space. This property has a lot size of 8712 sqft and was built in 2019.
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
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 2139 Tall Pine Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
AtticNumber of Rooms: 11
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: OtherFoundation Type: Slab

Property Information

Year Built
Year Built: 2019
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 8712 sqft

Price History for 2139 Tall Pine Dr

DatePriceEventSource
07/09/2019$449,471Sold
N/A
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Property Tax and Assessment

Year2025
Tax$5,861
Assessment$580,300
Home facts updated by county records

Comparable Sales for 2139 Tall Pine Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2141 Sunset Maple Ln, Chesapeake, VA
0.11
Single-Family Home
$470,000
08/27/25
4
2.5
2,484
2020 Coral Ivy Ln, Chesapeake, VA
0.20
Single-Family Home
$425,000
08/11/25
4
2
1,662
808 Winter King Ct, Chesapeake, VA
0.38
Single-Family Home
$445,000
04/07/26
3
2.5
1,700
2152 Millville Rd, Chesapeake, VA
0.31
Single-Family Home
$471,500
11/21/25
4
2.5
2,200
532 Shelview Cir, Chesapeake, VA
0.60
Single-Family Home
$475,000
04/30/26
4
2.5
2,006
2138 Tall Pine Dr, Chesapeake, VA
0.07
Single-Family Home
$660,000
04/30/26
5
2.5
2,802
713 Barbury Arch, Chesapeake, VA
0.34
Single-Family Home
$441,000
08/01/25
3
2
1,676
613 Erin Ln, Chesapeake, VA
0.52
Single-Family Home
$505,000
03/10/26
4
2.5
2,161
2223 Summer Breeze Rd, Chesapeake, VA
0.14
Single-Family Home
$705,000
05/27/26
5
3.5
3,385
2409 Cedar Rd, Chesapeake, VA
0.42
Single-Family Home
$775,905
12/03/25
5
3.5
2,700

Nearby homes

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Assigned Schools

These are the assigned schools for 2139 Tall Pine 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.

Neighborhood Overview

Deep Creek South
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Deep Creek South

At least 81 Trulia users voted on each feature.

  • 98 % Say car is needed

  • 95 % Say yards are well-kept

  • 91 % Say it's dog friendly

  • 90 % Say parking is easy

  • 86 % Say there's holiday spirit

  • 80 % Say kids play outside

  • 77 % Say people would walk alone at night

  • 76 % Say it's quiet

  • 74 % Say there's wildlife

  • 65 % Say neighbors are friendly

  • 55 % Say they plan to stay for at least 5 years

  • 53 % Say streets are well-lit

  • 41 % Say there are community events

  • 35 % Say there are sidewalks

  • 26 % Say it's walkable to grocery stores

  • 13 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Kaylermeg
    "Halloween is soo much fun! Everyone hangs out in their garages and makes it extra special for all of the kids with fun drinks and snacks, they usually have a DJ too! Usually there is a neighborhood bar crawl in the summer!"
    1
    Flag
  • Trulia User
    "I lived in this neighborhood for two years now. The Folks are very friendly. The neighborhood is very pet friendly and well suited for family."
    1
    Flag
  • Trulia User
    "great neighborhood and it is highly recommended. this is a great place to live and you will enjoy it. "
    0
    Flag
  • Trulia User
    "There is a nice long path running along the length of the dismal swamp that would be great for walking dogs. "
    2
    Flag
  • Trulia User
    "wonderful location to raise children. great schools and the best parks. love watching the boats go by. would recommend this area to anyone. "
    0
    Flag
  • Trulia User
    "great area! very family friendly and the best schools. I would recommend this area for big families. "
    0
    Flag
  • Cgraes
    "This is a safe, quiet, and a great place for families. The tolls and traffic are the downers. Very congested considering tons of communities connected to two main low capacity roads available."
    2
    Flag
  • Christy R.
    "Dogs are a welcomed part of this community, I always see people walking their dogs, but I never see any droppings!!! "
    3
    Flag
  • Leaosc
    "Large dog friendly community. Some owners don’t know how to pick up after their furry family members. That makes it frustrating."
    2
    Flag
  • Sayhelo
    "I love my neighbors, and the people who live here. Good schools, nice shops, clean here. I have many food stores to choose from and other shops. The only thing I don’t like is the tolls, and the large amount of gun shot I hear in this area, which I guess is for control of wild life in the area."
    6
    Flag
  • Ddaniels36
    "We have lived in this neighborhood for 20 years. My children grew to be smart and strong here, and they had many friends. The schools are great and the teachers are wonderful. The neighbors are kind and caring. Our jobs are taking us to another state, but we will always treasure the memories and friends we have made here in this safe and secure neighborhood."
    0
    Flag
  • Sheldongreg
    "People walk they’re Dogs regularly on a leash and pick up any waste as the dog leaves it. There’s a waste can especially for Dog Waste while on your walk with your Dog. It’s very pleasant in my neighborhood to walk the Dog."
    2
    Flag
  • Michael S. S. (.
    "Neighborhood park and community pool. Meetings and holiday gatherings, parties, festivals, hay rides, parades and night out activities keep this diverse community connected."
    1
    Flag
  • Sayhelo
    "There are many folks with dogs, horses. I have also seen people with Gooses,and one guy who walks his chickens around the neighborhood. Never a problem with people who complain about others animals."
    4
    Flag
  • Mary-elizabeth H.
    "We love our neighborhood. It’s quiet and clean. It has two playgrounds, a pond and plenty of walking trails. "
    2
    Flag
  • Sayhelo
    "They have a really nice school system, although the new bridge was built, the toll is a little Steep. We don’t have much shopping on this side of the bridge . We have a few food stores, Walmart, food loin, but we need a place that will offer fresh fruit, and vegetables. "
    0
    Flag
  • Sayhelo
    "Many new homes with small children. Great schools, close to shopping,tech college, A nice variety for eating out"
    0
    Flag
  • Megan m.
    "I have lived in the area for 10 years Have seen lots of wildlife Friendly neighbors And easy to get around"
    2
    Flag
  • Yunilda B.
    "Love this neighborhood. It’s peaceful, beautiful, friendly and good for raising kids. I wish has more restaurants around so we can have options for dining. "
    4
    Flag
  • Sasha_The_Great
    "Loveeeeee my community! It’s very friendly and quiet. They are always having fun community events at the pool and club house. You will love this sought after friendly neighborhood. "
    1
    Flag
  • deweyfrenchbulldog
    "A great place to live! The community is quiet, quant and a joy to come home to after work! Love it!"
    1
    Flag

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2139 Tall Pine Dr, Chesapeake, VA 23323 is a 6 bedroom, 4 bathroom, 2,656 sqft single-family home built in 2019. 2139 Tall Pine Dr is located in Deep Creek South, Chesapeake. This property is not currently available for sale. 2139 Tall Pine Dr was last sold on Jul 9, 2019 for $449,471. The current Trulia Estimate for 2139 Tall Pine Dr is $634,300.