559 Chicago Avenue, FL
Stellar MLS

$4,499

559 Chicago Avenue

Dunedin, FL 34698

Listing updated: May 19, 2026 at 1:02 PM ET

Active
3
Beds
2
Baths
1,745
Sq Ft
0.28
Acres
1953
Built
$3/sqft360° tour
Single Family Residence

Property type

1953

Year built

12,066 sqft

Lot size

$3

Price / sq ft

No HOA

HOA dues

21

Days on market

2

Garage spaces

About this home

SHORT WALK TO DOWNTOWN DUNEDIN! This is a beautifully remodeled three bedroom, two bath home exuding CHARACTER at every turn. Beautiful TREE LINED NEIGHBORHOOD setting and two car detached garage. This home features HARDWOOD FLOORS THROUGHOUT, BUILT IN'S in all three bedrooms, CROWN MOLDING, NEW KITCHEN with stainless appliances, quartz countertops and breakfast bar. GAS stove and water heater, wood burning fireplace. Flexible floorplan for room placement as well as a bonus room, great for office or playroom. Rent includes lawn service, available immediately!

Local Insight

At $3 per square foot, this 1953 home is priced aggressively—you're likely looking at significant rehab costs that could quickly exceed what you'd save on the purchase price, so get a thorough inspection before assuming this is a bargain. The Pleasant View Terrace location puts you in Dunedin's older residential core with no HOA, which means freedom from fees but also responsibility for maintaining what's probably an aging roof, foundation, and systems on a modest 0.28-acre lot. The real question is whether you're buying to renovate and flip, or if you're genuinely prepared for the work involved—the price alone tells you this needs material investment.

AI-generated insight based on listing data and neighborhood context. Verify independently.

Estimated monthly payment

Principal & interest$23
Property taxes$4
Home insurance (est.)$2

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history21 days on market

  1. Status: Active
    Apr 28, 2026
  2. Listed$5,000
    Apr 28, 2026
  3. Price reduced$4,499

Virtual Tour

Facts & features

Property type
Residential Lease
Sub type
Single Family Residence
Status
Active
Days on market
21
Subdivision
Pleasant View Terrace
County
Pinellas
Year built
1953
Living area
1,745 sq ft
Price/sq ft
$3
Lot size
12,066 sq ft
Garage
2 spaces
Parcel #
34-28-15-72180-002-0200
MLS #
TB8502580

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Interior Details

Bedrooms
3
Full bathrooms
2
Flooring
Laminate, Wood
Appliances
Cooktop, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Refrigerator, Washer
Interior features
Built-in Features, Ceiling Fans(s), Crown Molding, Living Room/Dining Room Combo, Stone Counters
Laundry
Laundry Room
Stories / Levels
One

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
No
Parking features
Driveway, Garage Door Opener

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0

Exterior & Construction

Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Public

Community

Pets allowed
Number Limit, Pet Deposit, Size Limit

Schools

ElementarySan Jose Elementary-PNGreatSchools ↗
MiddleDunedin Highland Middle-PNGreatSchools ↗
High SchoolDunedin High-PNGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Listing Details

Listing date
2026-04-28
On market date
2026-04-28
Original list price
$5,000
Occupant type
Vacant
MLS area
34698 - Dunedin
Listing AOR
Suncoast Tampa
Status changed
2026-04-28

Location

Directions

SR 580 to Main St., turn left and take a left on Milwaukee and follow to Lyndhurst and turn right. Go to Chicago Ave and turn right., House is on the corner.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 19, 2026 at 1:02 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA