520 Chicago Ave, Dunedin, FL 34698
OFF MARKET

520 Chicago Ave
Dunedin, FL 34698

  • 3 Beds
  • 2 Baths
  • 1,686 sqft

$544,600

Trulia Estimate
as of Jun 3, 2026
Est. Refi. Payment $3,613/mo*
Refinance Your Home

$544,600

Trulia Estimate
as of Jun 3, 2026
Est. Refi. Payment $3,613/mo*
Refinance Your Home
3 Beds
2 Baths
1,686 sqft

Local Information

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

Description

Active with Contract Wonderful location, five minutes walk from Downtown Dunedin and all it has to offer such as restaurants, antique shops and next to the Pinellas Trail if you like to walk, ride your bike or rollerblade, and five minute drive to Honeymoon Island state park with its fantastic beach, and if you are a baseball fan it's within walking distance to The Blue Jays spring training stadium. This home has had all the windows replaced last year with hurricane strength windows, and the roof is only 6 years old. Inside there are terrazzo floors throughout most of the living areas and the bonus room/den has parquet wood floor and lots of windows to look out to the large back yard with its patio for Florida living at its best. Brand new awnings on the front of the home add to the curb appeal and there is plenty of space for car parking. The garage was professionally converted in to an in-law suite that has a bedroom and full bathroom as well as the closet that holds the washer & dryer. This home is in need of some updating but it has really great potential for the lucky new owners.
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
Patio, Deck
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 520 Chicago Ave

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet, Hardwood

Exterior Features

Exterior Home Features
Roof: TileDeckExterior: StuccoFoundation Type: FootingPatio

Property Information

Year Built
Year Built: 1955Year Updated: 1973
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 9626 sqft

Price History for 520 Chicago Ave

DatePriceEventSource
03/30/2012$145,000Sold
Stellar MLS #U7538575
02/12/2012$149,000Listed For SaleAgent Provided
01/18/2000$108,000Sold
N/A
08/26/1993$72,500Sold
N/A

Market trends in Dunedin

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$427K
$15.83KMoM
Sale-to-List Price
97.1%
0.3%MoM
Price per sq ft
$298
$6MoM
Available listings
382
21MoM
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Property Tax and Assessment

Year2024
Tax$1,725
Assessment$517,309
Home facts updated by county records

Comparable Sales for 520 Chicago Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
501 Louden Ave, Dunedin, FL
0.17
Single-Family Home
$450,000
12/22/25
3
2
1,358
554 Louden Ave, Dunedin, FL
0.15
Single-Family Home
$614,000
01/30/26
2
2
1,806
612 Magnolia St, Dunedin, FL
0.25
Single-Family Home
$501,000
10/23/25
3
2
1,445
250 Aberdeen St, Dunedin, FL
0.20
Single-Family Home
$965,000
03/19/26
3
2
1,784
540 Milwaukee Ave, Dunedin, FL
0.20
Single-Family Home
$385,000
12/01/25
2
2
1,044
559 Scotland St, Dunedin, FL
0.29
Single-Family Home
$613,000
04/23/26
3
1.5
2,216
456 Chicago Ave, Dunedin, FL
0.05
Single-Family Home
$1,265,000
11/17/25
4
2
1,960
412 Beltrees St, Dunedin, FL
0.14
Single-Family Home
$597,500
12/08/25
2
2
1,688
525 Broadway, Dunedin, FL
0.11
Single-Family Home
$650,000
10/13/25
2
2
1,138
266 Lyndhurst St, Dunedin, FL
0.16
Single-Family Home
$850,000
02/19/26
2
2
2,104

Nearby homes

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Assigned Schools

These are the assigned schools for 520 Chicago Ave.
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 Dunedin

At least 372 Trulia users voted on each feature.

  • 94 % Say it's dog friendly

  • 79 % Say people would walk alone at night

  • 78 % Say car is needed

  • 78 % Say parking is easy

  • 76 % Say there's holiday spirit

  • 75 % Say there are sidewalks

  • 72 % Say yards are well-kept

  • 71 % Say it's walkable to restaurants

  • 71 % Say streets are well-lit

  • 70 % Say it's quiet

  • 59 % Say neighbors are friendly

  • 59 % Say it's walkable to grocery stores

  • 58 % Say kids play outside

  • 57 % Say they plan to stay for at least 5 years

  • 50 % Say there's wildlife

  • 35 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Travis Stangroom
    "Very walkable and dog friendly restaurants/pubs that you can travel to and from within a short enough distance "
    0
    Flag
  • Mckenzie
    "Dunedin is the best place to live besides San Diego CA. I’ve lived here since 1996. It has everything you’d ever want to do here and it’s so close. Most places is walkable. Dog friendly. Its nick name is Dogedin. "
    2
    Flag
  • Mckenzie
    "I’ve lived in this part of Dunedin a few blocks from the water for 20 years. I love this area and all of Dunedin. It’s so close to everything. Walking distance to the famous most walkable downtown which is waterfront "
    2
    Flag
  • Wizzie1
    "Great neighbors in Dunedin. Be sure you choose a neighborhood with families in the same stages of life. "
    0
    Flag
  • Mckenzie
    "We have Mardi Paws A great water front and walkable downtown. Everything is you need and want is within walking distance or just a couple of miles. "
    0
    Flag
  • Patricia Walters
    "Public schools are awful. Neighborhood is overpopulated. Water front areas smell like sewage for the past 10 years. "
    0
    Flag
  • Nicki Wiberg
    "careful with days and times, might get stuck in traffic of beach goers. a couple years ago it never got this bad but some days are just rough headed towards the water. "
    0
    Flag
  • Primejohng
    "Short commute to work. Excellent major hwy access is close. Tampa, Clearwater, Largo, St. Petersburg"
    2
    Flag
  • Christine Perkins
    "I’ve lived in this neighborhood for the past 35 years and have no interest in ever leaving here! Great neighbors who look after each other and are always willing to lend a hand !"
    1
    Flag
  • Sandra Gridley
    "Dogs are always welcomed here provided they are leashed and are friendly! Otherwise please keep them in your fenced back yard."
    1
    Flag
  • Trulia User
    "dog park nice pools and hot tub, good neighbors reasonable parking, reasonable rates.... also having quick responsive maintenance "
    1
    Flag
  • Elizabethheitmann
    "Dunedin is a very friendly town with a laid back small town vibe. Plenty to do in the area including an amazing outdoor lifestyle w biking, walking, golf, tennis, kayaking and so much more. It is also a thriving arts community. No pretentiousness here, only friendly kind people. "
    1
    Flag
  • Willdi79
    "What make this neighborhood unique is an old town with old structures and too many trees not my taste but lots of people like it. I like modern and less tree looks cleaner..."
    1
    Flag
  • Willdi79
    "Feels like a forest too many trees mostly old houses is like an old town. Too many mosquitoes and bugs I guess because all the trees maybe. "
    32
    Flag
  • Jennifer B.
    "Good schools if you live on the north side of Dunedin. South side school are just ok. Palm harbor schools are best in the county"
    2
    Flag
  • Tom K.
    "Not many children in my immediate area. The Catholic school is nearby and a number of children walking or biking is noticeable. Many walkers, dog walkers, bicyclers pass by. The corner at my house has a crossing guard as do many other nearby corners."
    8
    Flag
  • Jim P.
    "Larger yards. Very quiet and very safe. Good mix of retirees and families. Not a lot of turnover. Very stable. "
    7
    Flag
  • Tomkettle
    "The Pinellas Trail runs through Dunedin, it is 3 blocks from my house. I walk my dog on it every day and stop at several of the dog friendly establishments along the way and in town. Everybody likes the dogs and many will stop for a short chitchat about the dogs. My last dog is actually immortalized in Dunedin by having her portrait painted on two walls in town. Always feel welcome with my dog and am able to share him with anybody who wishes to pet him, which is often."
    13
    Flag
  • Jbs75
    "My commute is very light, not much traffic at all. I have 11 miles from home to work and it takes me about 13-15 min. "
    2
    Flag
  • Lindy B.
    "It's called DOGedin for a reason! they're allowed practically everywhere. Very dog friendly! Bars especially welcome them."
    8
    Flag
  • Joni W.
    "I've lived here for a year,the neighbors are all friendly and helpful to one another..stores restaurants and entertainment are all walking distance within my location the Marina and water is seconds away! this is the best neighborhood in Dunedin in my opinion, I would reccomend Buying in the area!"
    3
    Flag
  • Tomkettle
    "Christmas Parade; Farmer’s Marker; Craft Show; Highlander Games; Wine Festival; Craft Beers; Saint Patrick’s Day "
    8
    Flag
  • Tonya F.
    "I’ve been living here for 4 years & I love it! Great community, lots to do, people are friendly & I feel very safe here "
    0
    Flag
  • Tonya F.
    "This is a very family oriented community with amazing community spirit. There is always something to do & participate in. The downtown area is like nine other in Tampa Bay. "
    1
    Flag
  • Iam P.
    "Many Sheriffs throughout community. Feels safe. They also do routine car lock checks late night. I know, they left a card and friendly note reminding me to lock my car at night. "
    1
    Flag
  • Angela G.
    "Dunedin is a great location to live. A lot of little shops everywhere and it’s close to the water. Downtown Dunedin is beautiful and honeymoon island is minutes away"
    6
    Flag
  • Tiffany W.
    "Great location. Great vibe. Great people. Great location for any age. Great for visiting or living. "
    0
    Flag
  • Earphd
    "There morning traffic is quite heavy, as is the traffic from 3:30pm to 5:30pm. Otherwise, there is an easy foow of traffic."
    0
    Flag
  • Copa22316
    "It is a very comfortable but also safe neighborhood. There is always some thing of a variety of events going on through out Dunedin . Fun for family but also enjoyable for individuals which tend to meet and greet new people from the area or here visiting on vacation. The weather is nuteral in the winter months, sunshine always shinning. It’s hot in the summer in which people relax and cool off in a pool or in one of many beaches that are readily available.its a nice place to visit but I would definetiy love to live here! Me and many people feel the same way, concluding in most visitors do in fact move here!"
    0
    Flag
  • Marilynnalewajek
    "There are many dogs in our neighborhood. We have two. You see many people walking their dogs and there are some excellent dog parks in the area."
    2
    Flag
  • Shannon P.
    "Pretty easy to get in and out of neighborhood. CR1 can get bad during rush hours but it’s doable. Speed limits are strictly enforced "
    1
    Flag
  • Patpatti
    "Dunedin is a very welcoming town for dogs. Many areas for them. Drive thru the downtown area huge mural of dog. "
    1
    Flag
  • Cathyrewald4132019
    "The Jolley Trolley is great to go up and down the beaches. There is also busses that go through the area also. "
    1
    Flag
  • PC
    "Dunedin has craft shows, movie nights down town many locally owned Restaurants and businesses. Farmers market downtown. Christmas celebration with a boat show at the downtown park. "
    0
    Flag
  • Scshields97
    "It’s a great place to raise a family. The location to the community center and the pool and splash park are awesome. "
    0
    Flag
  • Babs L.
    "Almost every one has a dog here. Pets are welcome in stores and restaurants as well. They even set out water for pets downtown. "
    5
    Flag
  • Dpero
    "ride to work in golf cart. everything in this magical town is close. public transportation is readily available "
    0
    Flag

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Homes for sale near 520 Chicago Ave

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Off Market Homes Near 520 Chicago Ave

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520 Chicago Ave, Dunedin, FL 34698 is a 3 bedroom, 2 bathroom, 1,686 sqft single-family home built in 1955. This property is not currently available for sale. 520 Chicago Ave was last sold on Mar 30, 2012 for $145,000. The current Trulia Estimate for 520 Chicago Ave is $544,600.