1441 Shortleaf Ln, Chesapeake, VA 23320
OFF MARKET

$259,000

Trulia Estimate
  • 2 Beds
  • 2.5 Baths
  • 1,251 sqft

1441 Shortleaf Ln, Chesapeake, VA 23320

Greenbrier East
Est. Refi. Payment $1,635/mo*
Refinance Your Home

Home Value

Trulia Estimate
$259K
Since last month
Increased$1K (+0.5%)
Since last year
Increased$2K (+0.6%)
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 +100% in the last 10 years
MonthEstimated value
2026
September 2026$260K
August 2026$259K
July 2026$258K
June 2026$258K
May 2026$258K
April 2026$257K
March 2026$257K
February 2026$255K
January 2026$253K
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
1434 Shortleaf Ln, Chesapeake, VA
0.03
Townhouse
$257,000
01/13/26
2
2.5
1,300
1402 Shortleaf Ln, Chesapeake, VA
0.10
Townhouse
$255,000
03/13/26
2
2.5
1,251
1303 Tigertail Dr, Chesapeake, VA
0.11
Townhouse
$255,000
01/30/26
2
2.5
1,262
1704 Volvo Pkwy, Chesapeake, VA
0.38
Townhouse
$369,000
09/29/25
3
2.5
1,360
929 Still Harbor Cir, Chesapeake, VA
0.43
Townhouse
$225,650
04/22/26
3
1.5
1,216
1848 Volvo Pkwy, Chesapeake, VA
0.39
Townhouse
$370,000
07/24/26
3
2.5
1,564
1713 Orchard Way, Chesapeake, VA
0.66
Townhouse
$283,000
08/18/26
2
2
1,383
1194 Killington Arch, Chesapeake, VA
0.69
Townhouse
$289,000
07/06/26
2
2.5
1,380

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
1434 Shortleaf Ln, Chesapeake, VA 23320
0.03
$257,000
2
2.5
1,300
Recently Sold
1402 Shortleaf Ln, Chesapeake, VA 23320
0.10
$255,000
2
2.5
1,251
Recently Sold
1303 Tigertail Dr, Chesapeake, VA 23320
0.10
$255,000
2
2.5
1,262
Recently Sold
1307 Plantation Lakes Cir, Chesapeake, VA 23320
0.26
$612,000
3
2
2,218
Recently Sold
1432 Birch Leaf Rd, Chesapeake, VA 23320
0.25
$465,000
4
2
2,151
Recently Sold
1419 Birch Leaf Rd, Chesapeake, VA 23320
0.25
$515,000
4
2
2,086
Recently Sold
1731 Woodmill St, Chesapeake, VA 23320
0.20
$400,000
3
2.5
1,867
Recently Sold
1901 Shady Cove Ct, Chesapeake, VA 23320
0.25
$495,000
4
2.5
2,224
Recently Sold
1813 Tealwood Lane, Chesapeake, VA 23320
0.23
$369,200
3
2.5
1,867
Off Market
1803 Volvo Pkwy, Chesapeake, VA 23320
0.31
$372,000
3
2.5
1,628
Recently Sold
1916 Shady Cove Ct, Chesapeake, VA 23320
0.33
$587,000
4
2.5
2,600
Recently Sold

Local Information

  • Map ViewExplore the area around 1441 Shortleaf Ln.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Townhouse
Built in 1999
1,251 sqft
$207/sqft

About this House

Totally refreshed 2 bedroom, 2.5 bath condo in the desirable Greenbrier area! Bright, modern updates throughout with spacious living and dining areas. Conveniently located near military bases, colleges/universities, shopping, and dining. Low-maintenance living with style and comfort. Perfect for homeowners or investors seeking location, convenience, and move-in ready ease.
1441 Shortleaf Ln, Chesapeake, VA 23320 is a 2 bedroom, 3 bathroom, 1,251 sqft townhouse in Greenbrier East, built in 1999. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $259,000, with a rent estimate of $2,070/month.
Last check for updates: about 4 hours ago
Listed by Lauren Conner
Howard Hanna Real Estate Svcs., (757) 625-2580
Doriana Iwanowski
Howard Hanna Real Estate Svcs., (757) 625-2580
Bought with: Charlene Wales, Better Homes & Gdns Ntv Am Grp, (757) 495-5500
Source: REIN Inc., MLS#10605941

Home Details for 1441 Shortleaf Ln

Interior Features

Interior Details
Number of Rooms: 5
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1251 Square Feet
Appliances & Utilities
Appliances: 220 V Elec, Dishwasher, Disposal, Microwave, Electric Range, Refrigerator, Electric Water HeaterDishwasherDisposalLaundry: Dryer Hookup,Washer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Heat PumpHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Fireplace Gas-naturalHas a Fireplace
Windows, Doors, Floors & Walls
Flooring: Carpet, Ceramic Tile, Laminate/LVPCommon Walls: Corner Unit
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Ceramic Tile, Laminate LVP
View
Has a ViewView: Trees/Woods

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: PatioFencing: Privacy, Wood, FencedFoundation: Slab
Parking & Garage
No CarportNo GarageNo Attached GarageNo Open ParkingParking: Assigned
Pool
Pool: None, Association
Frontage
Waterfront: Not WaterfrontNot on Waterfront
Water & Sewer
Sewer: City/County
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: TownhouseStructure Type: TownhouseArchitecture: Transitional
Building
Construction Materials: Vinyl SidingNot a New ConstructionAttached To Another Structure

Price & Status

Price
List Price: $251,700
Status Change & Dates
Off Market Date: Mon Nov 10 2025Possession Timing: Settle

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: ChesapeakeCommunity: Plantation Woods
School Information
Elementary School: Greenbrier PrimaryJr High / Middle School: Greenbrier MiddleHigh School: Indian River

HOA

HOA Fee (second): 257HOA Fee Frequency (second): MonthlyHas an HOA

Offer

Contingencies: Non Contingent

Miscellaneous

Mls Number: 10605941

Additional Information

HOA Amenities: Landscaping,Pool,Trash,Water

Price and Tax history

YearProperty taxTax assessment
2025
$2,392
$236,800
Home facts updated by county records

Market trends in Greenbrier East

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$407K
$3.83KMoM
Sale-to-List Price
100.1%
Price per sq ft
$227
$4MoM
Available listings
120
6MoM

Around this home

Neighborhood Overview

Greenbrier East
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Greenbrier East

At least 321 Trulia users voted on each feature.

  • 94 % Say it's dog friendly

  • 88 % Say car is needed

  • 88 % Say parking is easy

  • 78 % Say there are sidewalks

  • 74 % Say it's quiet

  • 73 % Say streets are well-lit

  • 73 % Say there's holiday spirit

  • 72 % Say people would walk alone at night

  • 70 % Say yards are well-kept

  • 68 % Say kids play outside

  • 56 % Say they plan to stay for at least 5 years

  • 53 % Say it's walkable to restaurants

  • 52 % Say neighbors are friendly

  • 49 % Say it's walkable to grocery stores

  • 40 % Say there's wildlife

  • 28 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Sophia.anne.molina
    "Some days there is bad traffic and others it’s smooth. I find that compared to other cities it’s decent. I would describe my commute as fair compared to living in Portsmouth or Norfolk or Virginia Beacb. My commute is anywhere from 5 minutes to 35 minutes from my place of residence. That’s all I would say. "
    0
    Flag
  • Shirley Belue
    " The is a family oriented community. There are schools and parks to get walks for health. Many neighbors have dogs and cats. There are no sidewalks, just a two lane road. "
    1
    Flag
  • stampwithsharon
    "Excellent book club! Neighbors are very friendly. Quiet neighbors,nice pool. Walkable to grocery, restaurants and library. "
    0
    Flag
  • M2jfr2k9vs
    "Motor vehicles are the ultimate way to travel, they’re so convenient! I highly recommend getting or having a vehicle!!!"
    1
    Flag
  • 94zw848pdw
    "Not too bad. I get to work within 20 minutes with minimal traffic. Not sure what else to say about it"
    2
    Flag
  • Kclynncarlisle
    "Pizza party’s, barbecues, trick or treating, thanksgiving potlucks, back porch hang outs, pool party’s. "
    0
    Flag
  • Colpotitoli
    "Nice safe clean friendly close to all shopping center urgent care and other hospitals are very close "
    1
    Flag
  • Trulia User
    "There are always dogs being walked and playing in the field by my apartment with their owners. It is a very dog friendly area and the owners are polite and kind and courteous of other dogs as well as people who live around here without dogs. "
    1
    Flag
  • Trulia User
    "Great community, Friendly , quiet , kid friendly. Lived here all of my life and have never had issues or problems. "
    0
    Flag
  • Trulia User
    "I've lived here and love it I would recommend everyone to live here .I'm so ready To live in this area again "
    2
    Flag
  • Trulia User
    "There are no events at our apartment complex or the 2 next to ours. The mall is dieing. I do love the craft fair at the park. I hope next year it is bigger with more information on what our city has to offer. I miss the pow wows the park had. it is a good reminder of the Native American heritage. "
    0
    Flag
  • Trulia User
    "They would definitely not like people not picking up after their dogs They’ll love walking their dog around the neighborhood "
    0
    Flag
  • Rachelrb
    "This neighborhood is the perfect place to raise a family.It’s beautiful, safe, and extremely fun for kids! "
    13
    Flag
  • Ken L.
    "Close to everything. Very friendly people, and nice area. Schools are great. I went to Oscar Smith for a year, and while there teachers truly pushed me."
    5
    Flag
  • Sharlene R.
    "As there many dog owners in the neighbor. A lot of dog lovers within the communities. Must be careful as Bishopstokes is a race trap "
    7
    Flag
  • Littlesugarmom
    "Great area to raise kids, family oriented area. Great parks and trails. Lots to do and close proximity to everything necessary "
    1
    Flag
  • Stephaniestout94
    "Quiet neighborhood. A lot of families. Close to everything. Food entertainment , shopping, dog parks. "
    2
    Flag
  • Katelyn W.
    "There’s plenty of areas to walk your dog. Sidewalks, parks, lots of trees. Most places have fences and yards or are pet friendly apartments. "
    0
    Flag
  • Carrie J.
    "it's nice and quite yet close to anything you could possibly need or want. I have lived here for 2 years and love the area."
    4
    Flag
  • Ashley D.
    "Quiet and safe. Right next to a school and a mall which is hard to find. The cops monitor the neighbor and make sure speeding is kept to a minimum."
    12
    Flag
  • Karena P.
    "It’s a great place to live, especially if you have a young family! Great schools, and great for pets! "
    0
    Flag
  • Ash M.
    "Great neighborhood with great restaurants and shopping within 5 miles radius. Very safe with sidewalks pretty much everywhere."
    3
    Flag
  • Ahagenbucher182
    "I love this area so much. It’s such a great place to raise of family!!! :) Greenbrier East is the best! "
    0
    Flag
  • A.brown2134
    "It’s a great place to raise your family. I would recommend this area to anyone looking for a nice, friendly, quiet atmosphere "
    1
    Flag
  • Rebecca B.
    "Although there are areas to play between our patios and the white sticks indicating the golf course property, children do not play back there. The only time I’ve ever seen children play in the area that is available and allowed is wintertime when snow is on the grounds."
    0
    Flag
  • Brittany B.
    "Been around this neighborhood for a while. Very family friendly. Love the area in general. Great place to raise a family."
    3
    Flag
  • Fw
    "I love it here! Neighborhood is nice and quiet. Streets are always clean, very convenient to shopping, I always feel safe here. "
    0
    Flag
  • Don7likeu
    "This is a great place to live. There are many shops nearby and great schools. I have been here for two years and don't plan on moving to a different area any time soon."
    0
    Flag
  • Lpierce4511
    "I've loved in this neighborhood for 4 years. It's close to shopping and interstates making it easy to travel. I've always felt very safe in this area. I love the lake and walking path!"
    4
    Flag
  • Rebekah MO
    "This is a wonderful neighborhood, everyone is so friendly and close to everything! I would highly recommend this area to anyone! "
    0
    Flag
  • Rosario36@yahoo.com
    "Cooks outs, sharing info, schools, friends, scenery, hospitality, clean, pool, fun, picnics, and parties "
    0
    Flag
  • Fabian O.
    "Great area to live in. Everything you could ever need is within 10 to 15 minutes driving would recommend to anyone"
    0
    Flag
  • Marlena S.
    "Dog owners would love that 4 Paws, PetSmart, Barker and open dog parks are literally down the street"
    0
    Flag
  • Amy B.
    "My neighborhood is 100% dog friendly. People are always out walking their dogs. There is also a dog park around the corner at Chesapeake City Park "
    0
    Flag
  • KC
    "I’ve lived here for six months now, the area is great for going on runs and walks, my neighbors are friendly and the area is clean. There’s a lake nearby and plenty of shopping for anything you need within minutes of your house."
    9
    Flag
  • Gellinabaez
    "Dogs in the Greenbrier area seem to be friendly and well-trained; I never hear loud, constant barking. "
    0
    Flag

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The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent. © 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW. REIN updates its listings on a daily basis. Data last updated: 2026-09-15 03:23:17 PDT
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Frequently asked questions about 1441 Shortleaf Ln

  • What is 1441 Shortleaf Ln estimated to be worth?
    Trulia's estimated value for 1441 Shortleaf Ln in Chesapeake, VA is $259,000.
  • Is Chesapeake a buyer's or seller's market?
    Chesapeake is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Chesapeake?
    The median sale price in Chesapeake is $407K. That is up $3.83K from the prior month.
  • What do residents say about the Greenbrier East neighborhood?
    Residents describe the Greenbrier East neighborhood in Chesapeake, VA as dog-friendly, easy to park in, and pedestrian-friendly. See recently sold homes in Greenbrier East, Chesapeake.
  • Does 1441 Shortleaf Ln have air conditioning?
    Yes, 1441 Shortleaf Ln in Chesapeake, VA has air conditioning.
  • Does 1441 Shortleaf Ln have a pool?
    Yes, 1441 Shortleaf Ln in Chesapeake, VA has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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