Chicago Ave, Dunedin, FL 34698
OFF MARKET

Chicago Ave
Dunedin, FL 34698

    Local Information

    Map showing home location
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    -- mins to
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    Description

    Fabulous lot blocks from downtown Dunedin - build your dream home on this beautiful lot in this amazing golf cart community, where you can find it all ~ from schools, shopping and restaurants to beaches, boating and trail for exercising. Currently this lot is still attached as 559 Chicago with one legal description. Property can be split (survey approved by county) and sold by itself or can be sold together with home at 559 Chicago for $899,900. With split of lot - This lot is 72x142, home lot is 108x142. Don't miss out on this incredible opportunity.
    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
    View
    No Info
    HOA
    None
    Price/Sqft
    No Info
    Listed
    Less than a day ago

    Home Details for Chicago Ave

    Interior Features

    Heating & Cooling
    Heating: Electric, GasHeating Fuel: Electric

    Property Information

    Property Type / Style
    Property Type: Lot Land

    Lot Information

    Lot Area: 10223 sqft

    Price History for Chicago Ave

    DatePriceEventSource
    02/03/2020$294,900ListingRemovedAgent Provided
    12/02/2019$294,900PendingAgent Provided
    11/13/2019$294,900Listed For SaleAgent Provided

    Market trends in Dunedin

    Last updated May 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    $399K
    $28.33K    MoM
    Sale-to-List Price
    96.8%
    0.2%    MoM
    Price per sq ft
    $293
    $6    MoM
    Available listings
    353
    29    MoM
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    Homeowner tools

    Estimated monthly rent$2,375/mo
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    Homes for rent near Chicago Ave

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    Comparable Sales for Chicago Ave

    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    460 Hibiscus Ln N #11, Dunedin, FL
    0.56
    Lot/Land
    $250,000
    07/01/25
    -
    -
    907 Gulf View Blvd #3, Dunedin, FL
    0.76
    Lot/Land
    $410,000
    11/12/25
    -
    -
    549 Bay St #7, Dunedin, FL
    0.92
    Lot/Land
    $290,000
    08/29/25
    -
    -
    1700 Santa Barbara Dr #27, Dunedin, FL
    0.80
    Lot/Land
    $3,000,000
    05/18/26
    -
    -
    736 Main St, Dunedin, FL
    0.89
    Lot/Land
    $315,000
    03/04/26
    -
    -
    2190 Harbor View Dr #19, Dunedin, FL
    1.05
    Lot/Land
    $1,250,000
    07/25/25
    -
    -
    2210 HARBOR VIEW DRIVE, Dunedin, FL
    1.08
    Lot/Land
    $2,300,000
    06/20/25
    -
    -
    438 Grant St #4, Dunedin, FL
    1.23
    Lot/Land
    $650,000
    02/11/26
    -
    -
    438 Grant St, Dunedin, FL
    1.23
    Lot/Land
    $650,000
    02/16/26
    -
    -
    2482 Trade Winds Dr #95, Dunedin, FL
    1.38
    Lot/Land
    $250,000
    02/06/26
    -
    -

    Nearby homes

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    Assigned Schools

    These are the assigned schools for 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
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    • 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
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    • 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. "
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    • Patricia Walters
      "Public schools are awful. Neighborhood is overpopulated. Water front areas smell like sewage for the past 10 years. "
      0
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    • 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
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    • 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
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    • 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
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    • 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
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    • 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
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    • 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
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    • 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
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    • 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
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    • 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
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    • 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
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    • 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
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    • Dpero
      "ride to work in golf cart. everything in this magical town is close. public transportation is readily available "
      0
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    Chicago Ave, Dunedin, FL 34698 is a lot/land. This property is not currently available for sale.