5029 Chess Dr, Anchorage, AK 99508
Property image
Property image
OFF MARKET

$465,200

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 1,976 sqft

5029 Chess Dr, Anchorage, AK 99508

University Area
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Home Value

Trulia Estimate
$465K
Since last month
Decreased$3K (-0.7%)
Since last year
Increased$32K (+7.4%)
Since last sale
Increased$356K (+329.6%)
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 +48% in the last 10 years
MonthEstimated value
2026
September 2026$465K
August 2026$468K
July 2026$473K
June 2026$479K
May 2026$476K
March 2026$447K
February 2026$443K
January 2026$435K
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
3708 Checkmate Dr, Anchorage, AK
0.26
Single-Family Home
-
11/14/25
4
2
1,856
5240 E 42nd Ave, Anchorage, AK
0.19
Single-Family Home
-
03/06/26
4
3
2,012
3622 Wesleyan Dr, Anchorage, AK
0.34
Single-Family Home
-
08/19/26
4
2
2,212
5329 E 42nd Ave, Anchorage, AK
0.21
Single-Family Home
-
06/03/26
4
3
2,320
4857 Knights Way, Anchorage, AK
0.32
Single-Family Home
-
08/04/26
5
2
2,125
3305 Briarcliff Dr, Anchorage, AK
0.48
Single-Family Home
-
12/22/25
4
2
2,032
3551 Newcomb Dr, Anchorage, AK
0.34
Single-Family Home
-
07/31/26
5
2
2,396
5156 Sillary Cir, Anchorage, AK
0.36
Single-Family Home
-
08/04/26
4
2.5
2,153
3902 Reflection Dr, Anchorage, AK
0.44
Single-Family Home
-
08/21/26
4
2
1,982
3316 Peace Ct, Anchorage, AK
0.49
Single-Family Home
-
06/30/26
4
2
2,140

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
5007 Chess Dr, Anchorage, AK 99508
0.03
$444,900
Studio
-
2,488
Off Market
5006 Vance Dr, Anchorage, AK 99508
0.03
$453,700
3
2
1,906
Off Market
4156 Checkmate Dr, Anchorage, AK 99508
0.06
$543,400
5
3
2,254
Off Market
4945 E 43rd Ave, Anchorage, AK 99508
0.11
$642,800
6
2
3,813
Off Market
5043 E 43rd Ave, Anchorage, AK 99508
0.12
$417,300
4
3
2,296
Off Market
5114 E 42nd Ave, Anchorage, AK 99508
0.12
$547,700
5
3.5
2,726
Off Market
4318 Checkmate Dr, Anchorage, AK 99508
0.14
$2,495,900
52
28
24,960
Off Market
5018 E 43rd Ave #3, Anchorage, AK 99508
0.15
$198,400
2
1
753
Off Market
5018 E 43rd Ave #5, Anchorage, AK 99508
0.15
-
2
2
767
Recently Sold
5018 E 43rd Ave #6, Anchorage, AK 99508
0.15
$198,700
2
2
769
Off Market
5018 E 43rd Ave #18, Anchorage, AK 99508
0.15
-
2
1
754
Recently Sold

Local Information

  • Map ViewExplore the area around 5029 Chess Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1972
1,976 sqft
$235/sqft
2 Car Garage

About this House

This charming split-level residence has a spacious and versatile layout, perfect for modern living. Nestled in a quiet neighborhood, this home features a large yard, offering a private oasis for relaxation and outdoor activities. Inside, enjoy a spacious family room, perfect for movie nights, an office or an additional bedroom. Updates include a new boiler and kitchen counters.
5029 Chess Dr, Anchorage, AK 99508 is a 4 bedroom, 2 bathroom, 1,976 sqft single-family home in University Area, built in 1972. It was last sold on Aug 12, 2024. More recently, it was listed as a rental in May 2017 with an asking price of $2,150 per month. That rental listing was removed on June 29, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $465,200, with a rent estimate of $3,021/month.
Last check for updates: about 5 hours ago
Listed by Richelle L Killian
Keller Williams Realty Alaska Group
Bought with: Buyers Real Estate Team, Buyers Real Estate, LLC
Source: AKMLS, MLS#24-6803

Home Details for 5029 Chess Dr

Interior Features

Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1976 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Refrigerator, Washer &/Or DryerDishwasherLaundry: Washer &/Or Dryer HookupRefrigerator
Heating & Cooling
Heating: Fireplace(s),BaseboardHas HeatingHeating Fuel: Fireplace S
Fireplace & Spa
Has a Fireplace
Windows, Doors, Floors & Walls
Window: Window CoveringsFlooring: Carpet, Luxury VinylCommon Walls: No Common Walls
Levels, Entrance, & Accessibility
Levels: Split EntryFloors: Carpet, Luxury Vinyl
View
No View

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck/PatioFencing: FencedOther Structures: Shed(s)Exterior: Private YardFoundation: Unknown - BTV
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Paved,Attached,No Carport
Frontage
Waterfront: None, No AccessRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1972Year Renovated: 2024
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Single Family ResArchitecture: Single Family Res
Building
Construction Materials: FrameNot a New ConstructionNot Attached Property
Property Information
Parcel Number: 0071618600001

Price & Status

Price
List Price: $415,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Anchorage
School Information
Elementary School: College GateJr High / Middle School: WendlerHigh School: Bettye Davis East Anchorage

Building

Building Area
Building Area: 1976 Square Feet

Lot Information

Lot Area: 10018.8 sqft

Miscellaneous

Mls Number: 24-6803

Price and Tax history

DateEventPrice
Aug 12, 2024
Source: AKMLS #24-6803
Sold
--
Jun 18, 2024
Source: AKMLS #24-6803
Pending
$415,000
Jun 12, 2024
Source: AKMLS #24-6803
Listed For Sale
$415,000
Jun 29, 2017
Source: Agent Provided
ListingRemoved
$1,995
Jun 6, 2017
Source: Agent Provided
PriceChange
$1,995
Price decreased by 7%

Market trends in Anchorage

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$435K
$18.33KMoM
Sale-to-List Price
100.0%
Price per sq ft
$257
$3MoM
Available listings
685
86MoM

Around this home

Neighborhood Overview

University Area
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about University Area

At least 19 Trulia users voted on each feature.

  • 94 % Say parking is easy

  • 92 % Say it's dog friendly

  • 90 % Say yards are well-kept

  • 83 % Say car is needed

  • 73 % Say kids play outside

  • 72 % Say there's holiday spirit

  • 70 % Say there's wildlife

  • 69 % Say streets are well-lit

  • 67 % Say people would walk alone at night

  • 66 % Say neighbors are friendly

  • 61 % Say there are sidewalks

  • 53 % Say they plan to stay for at least 5 years

  • 50 % Say it's walkable to restaurants

  • 47 % Say it's quiet

  • 36 % Say there are community events

  • 16 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Lynda S
    "UMED district is a quiet neighborhood with several professionals living in the area as it’s close to UA and Providence. It’s close to trails. Neighbors are great and it’s pet friendly. "
    2
    Flag
  • Trulia User
    "There’s lots of trails in the area to go on runs/walks that connect to some parks. All the dogs that are in the area do seem friendly and like other dogs and children."
    0
    Flag
  • Trulia User
    "there are many families in this neighborhood, that thinks its safe, and its quiet, some parks in the area are safe"
    0
    Flag
  • Anthony L.
    "20 minute bike ride on a trail, rain or shine, winter or summer, crossing one busy road, no lights. "
    0
    Flag
  • Ahydak
    "This is a wonderful neighborhood, lots of families celebrating Halloween and other holidays. People maintain their property and are very friendly. "
    3
    Flag
  • Ahydak
    "We have lived in this neighborhood for over 11 years. Very friendly neighborhood and people take good care of their homes. "
    5
    Flag
  • Paige K.
    "It’s within walking distance of the dog park. The sidewalks and trails are well maintained. A majority of the houses have fenced yards."
    0
    Flag
  • Andrea
    "This neighborhood is prone to high crime due to large number of low income apartments and rentals nearby as well as a homeless shelter. Large numbers of homeless inebriates roam the area."
    13
    Flag
  • Devyn K.
    "I live near the hospital and traffic can be rough in the morning especially because Tudor is a very busy road but one that is most convenient for our daily commute. Other than that, I love this area so much. It’s close to APU and UAA and my work ANMC. People are friendly. The crime is low here."
    1
    Flag
  • Shawnalee W.
    "great trail access, a dog park, and a location that keeps you less than 5 mins away from universities and medical campuses, under 10 mins to midtown shopping, and about 12 mins to downtown. great location! plus we're home to East High, the most diverse high school in the country!"
    7
    Flag
  • E210wench
    "This neighborhood is 15-20 minutes in any direction from the wilds of South Central Alaska, or in Downtown Anchorage. Yet grocery stores, gas stations, schools and restaurants are within 5-8 miles. There are 2 major hospitals within walking distance for great jobs. City bus service in any direction is one block away."
    1
    Flag
  • Sarah S.
    "It seems to be a dog friendly area. I would recommend living here if you want to live close to the university and own a dog."
    0
    Flag
  • Gabby A. O.
    "The University area isn’t very dog friendly. Affordable homes that are nice don’t allow pets, but the ones that do allow pets aren’t as nice. Overall, great management but pet owners beware"
    0
    Flag
  • Queen B.
    "Lived here for a year and neighbors and friendly. Nice neighborhood and very clean. Lots of neighbors walk their dog and keep an eye out for unusual activity."
    6
    Flag
  • ak_edm
    "near a dog park, two hospital campuses, the University of Alaska campus and the Alaska Airlines Center that hosts shorts and national concert tours. "
    2
    Flag
  • Megakarl99
    "Good access to university park trails. Low traffic and road noise. Rare to see homeless roaming the neighborhood. "
    2
    Flag
  • Kerri C.
    "Great Place. Quiet, safe, close to parks, trails, the hospital, university, and not far from base. "
    2
    Flag
  • alexis m.
    "I live in the area and it is close to restaurants, universities and hospitals. The neighborhood is safe with active police officers living in the area. The drive to midtown is about 7 minutes and 10 to downtown. Close to trails for walking and bike rides."
    3
    Flag

LGBTQ Local Legal Protections

The listing content relating to real estate for sale on this web site comes in part from the IDX Program of Alaska Multiple Listing Service, Inc. (AK MLS). Real estate listings held by brokerage firms other than Zillow, Inc. are marked with either the listing brokerage’s logo or the AK MLS logo and information about them includes the name of the listing brokerage. All information is deemed reliable but is not guaranteed and should be independently verified for accuracy. Copyright 2026 Alaska Multiple Listing Service, Inc. All rights reserved.

Frequently asked questions about 5029 Chess Dr

  • What is 5029 Chess Dr estimated to be worth?
    Trulia's estimated value for 5029 Chess Dr in Anchorage, AK is $465,200.
  • What is the price history for 5029 Chess Dr?
    5029 Chess Dr in Anchorage, AK last sold in August 2024.
  • Is Anchorage a buyer's or seller's market?
    Anchorage is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Anchorage?
    The median sale price in Anchorage is $435K. That is up $18.33K from the prior month.
  • Does 5029 Chess Dr have laundry facilities?
    Yes, 5029 Chess Dr in Anchorage, AK has laundry facilities.
  • Does 5029 Chess Dr have a yard?
    Yes, 5029 Chess Dr in Anchorage, AK has a yard.

Explore by feature - Pet Friendly

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