441 Chicago Ave, Dunedin, FL 34698
OFF MARKET

$955,700

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 1,980 sqft

441 Chicago Ave, Dunedin, FL 34698

Est. Refi. Payment $6,573/mo*
Refinance Your Home
Currently Off Market - Sold Feb 12, 2019 for $189,900

Home Value

Trulia Estimate
$956K
Since last month
Decreased$25K (-2.6%)
Since last year
Increased$286K (+44.2%)
Since last sale
Increased$743K (+391%)
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 +298% in the last 10 years
MonthEstimated value
2026
September 2026$933K
August 2026$943K
July 2026$958K
June 2026$940K
May 2026$943K
April 2026$952K
March 2026$983K
February 2026$964K
January 2026$929K
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
501 LOUDEN AVENUE, Dunedin, FL
0.14
Single-Family Home
$450,000
12/22/25
3
2
1,358
456 CHICAGO AVENUE, Dunedin, FL
0.05
Single-Family Home
$1,265,000
11/17/25
4
2
1,960
380 COLONIAL COURT, Dunedin, FL
0.22
Single-Family Home
$515,000
08/03/26
3
2
1,600
412 BELTREES STREET, Dunedin, FL
0.08
Single-Family Home
$597,500
12/08/25
2
2
1,688
620 JACARANDA STREET, Dunedin, FL
0.25
Single-Family Home
$551,000
06/12/26
3
2
1,474
612 MAGNOLIA STREET, Dunedin, FL
0.26
Single-Family Home
$501,000
10/23/25
3
2
1,445
630 MAGNOLIA STREET, Dunedin, FL
0.30
Single-Family Home
$900,000
03/11/26
3
2
1,752
600 TANGERINE AVENUE, Dunedin, FL
0.39
Single-Family Home
$510,000
03/30/26
3
2
1,484
220 LYNDHURST STREET, Dunedin, FL
0.30
Single-Family Home
$650,000
07/28/26
3
3
1,952
637 BELTREES STREET, Dunedin, FL
0.26
Single-Family Home
$393,500
05/08/26
2
1.5
1,090

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
456 CHICAGO AVENUE, Dunedin, FL 34698
0.05
$1,242,000
4
2
1,960
Off Market
453 DOUGLAS AVENUE, Dunedin, FL 34698
0.07
$939,600
4
3
1,806
Off Market
448 LOCKLIE STREET, Dunedin, FL 34698
0.03
$1,499,000
3
3
4,373
For Sale
442 LYNDHURST STREET, Dunedin, FL 34698
0.06
$615,000
4
2
1,624
Recently Sold
412 BELTREES STREET, Dunedin, FL 34698
0.08
$597,500
2
2
1,688
Recently Sold
515 DOUGLAS PLACE, Dunedin, FL 34698
0.09
$940,000
4
3.5
2,415
Recently Sold
460 BELTREES STREET, Dunedin, FL 34698
0.07
$996,500
8
4
3,136
Off Market
502 BELTREES STREET, Dunedin, FL 34698
0.08
$1,150,000
3
2
1,804
For Sale
530 LOCKLIE STREET, Dunedin, FL 34698
0.10
$772,500
3
2
1,664
For Sale
417 BROADWAY, Dunedin, FL 34698
0.15
$490,700
2
1
1,003
Off Market
501 BROADWAY, Dunedin, FL 34698
0.17
$985,000
2
1.5
1,236
For Sale
525 BROADWAY, Dunedin, FL 34698
0.18
$636,300
2
2
1,138
Off Market

Local Information

  • Map ViewExplore the area around 441 Chicago Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2020
1,980 sqft
$483/sqft
Garage

About this House

Incredible location on a brick street in Downtown Dunedin! Double lot, can be divided into two separate lots or build your dream home on one large lot, or rehab the current home! Only a few streets away from the Blue Jays Stadium and the Pinellas Trail! Walk, bike or golf cart to the Gulf or downtown to Dunedin's many restaurants, shops and breweries. This price is for the house with a lot 50x141. This price does not include the other 50x141 lot. Can be sold together or separately. Contact for questions!
441 Chicago Ave, Dunedin, FL 34698 is a 3 bedroom, 3 bathroom, 1,980 sqft single-family home built in 2020. It last sold for $189,900 on Feb 12, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $955,700, with a rent estimate of $4,233/month.

Home Details for 441 Chicago Ave

Interior Features

Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, HardwoodGated Entry
Interior Details
Types of Rooms: Dining Room, Laundry Room, Office, Pantry, WorkshopCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: VinylFoundation Type: PiersLawnSprinkler System
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 2020Year Updated: 2020
Property Type / Style
Property Type: Single Family HomeArchitecture: Craftsman

Community

Units in Building: 1

Lot Information

Lot Area: 7000 sqft

Price and Tax history

DateEventPrice
Feb 12, 2019
Source: N/A
Sold
$189,900
Nov 24, 2018
Source: Agent Provided
PriceChange
$198,900
Price decreased by 40%
Nov 16, 2018
Source: Agent Provided
Listed For Sale
$329,900
Oct 30, 2018
Source: N/A
Sold
$260,000
Oct 26, 2018
Source: Agent Provided
Listed For Sale
$334,900

Market trends in Dunedin

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$441K
$37.5KMoM
Sale-to-List Price
96.9%
0.1%MoM
Price per sq ft
$305
$9MoM
Available listings
307
15MoM

Around this home

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 it's walkable to grocery stores

  • 59 % Say neighbors are friendly

  • 58 % Say they plan to stay for at least 5 years

  • 58 % Say kids play outside

  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 441 Chicago Ave

  • What is 441 Chicago Ave estimated to be worth?
    Trulia's estimated value for 441 Chicago Ave in Dunedin, FL is $955,700.
  • What is the price history for 441 Chicago Ave?
    441 Chicago Ave in Dunedin, FL last sold for $189,900 in February 2019.
  • Is Dunedin a buyer's or seller's market?
    Dunedin is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Dunedin?
    The median sale price in Dunedin is $441K. That is up $37.5K from the prior month.
  • Does 441 Chicago Ave have air conditioning?
    Yes, 441 Chicago Ave in Dunedin, FL has air conditioning.
  • Does 441 Chicago Ave have laundry facilities?
    Yes, 441 Chicago Ave in Dunedin, FL has in-unit laundry.

Explore by feature - Pet Friendly

53 pet-friendly rentals in Dunedin, FL

Explore by feature - Garage

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Explore by feature - Air Conditioning

104 rentals with air conditioning in Dunedin, FL

Explore by feature - Pool

52 rentals with a pool in Dunedin, FL

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Explore by feature - Outdoor Space

15 rentals with an outdoor space in Dunedin, FL

Apartments for Rent

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Off Market Homes Near 441 Chicago Ave

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