1389 Chesterfield Drive, FL
Stellar MLS

$575,000

1389 Chesterfield Drive

Clearwater, FL 33756

Listing updated: June 10, 2026 at 8:54 AM ET

Pending
3
Beds
2
Baths
1,414
Sq Ft
0.19
Acres
1962
Built
Private pool$407/sqft360° tour
Single Family Residence

Property type

1962

Year built

8,294 sqft

Lot size

$407

Price / sq ft

No HOA

HOA dues

6

Days on market

2

Garage spaces

X

Flood zone

About this home

Under contract-accepting backup offers. Whether you're searching for your forever home, a sun-soaked Florida retreat, or a savvy investment property — 1389 Chesterfield Drive has you covered. This stunning coastal gem checks every box, and then some. MOVE-IN READY | NEWLY RENOVATED | NO FLOOD ZONE | NO HOA The hard work is already done: Roof (2023), water heater (2023), 125-amp electrical panel (2022), HVAC (2019), screened lanai (2023), gutters (2023), irrigation pump (2023), and appliances (2023). Pack your bags and start living — this home is ready when you are. A recently completed four-point inspection is available upon request, giving you even greater peace of mind. Tucked into a wonderful, established neighborhood within the city limits of Largo, this beautifully designed 3-bedroom, 2-bath coastal home sits just 10 minutes from the beach. From the moment you step through the front door, something shifts — the coastal vibe wraps around you, and it immediately feels like home with a bright open layout. Luxury vinyl plank flooring flows seamlessly throughout, anchoring the open-concept design. The updated kitchen features spectacular quartz countertops, handcrafted tile backsplash, new stainless steel appliances, a designer range hood, and floating shelves that are equal parts functional and gorgeous. Step through to the screened-in lanai and let Florida do its thing. A heated in-ground pool glistens over a paver patio, surrounded by a fully fenced, private backyard complete with a pool shed. A great space for gathering with friend and family, this outdoor space was made for making memories. The primary suite is your personal sanctuary, featuring an en-suite bath and a generous sitting area large enough for a dedicated home office. Both bathrooms have been refreshed with new vanities. The two-car garage offers built-in shelving to keep life organized. And a lawn with a fully automated irrigation system that runs off a private well, without the added water bill. The flexibility here is truly rare. Approved for short-term rentals by the City of Largo, this home works beautifully as a primary residence, a second home escape, or an income-generating investment property. Turnkey setup. Furniture negotiable with a strong offer. All of this, just minutes from the Gulf beaches, top-rated restaurants, shopping, and everything the Coast has to offer. Homes like this don't wait. Neither should you.

Estimated monthly payment

Principal & interest$2,908
Property taxes$558
Home insurance (est.)$264

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 history6 days on market

  1. Status: Pending
    May 13, 2026
  2. Listed$575,000
    May 3, 2026
  3. Price increased$575,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Pending
Days on market
6
Subdivision
Chesterfield Heights
County
Pinellas
Year built
1962
Living area
1,414 sq ft
Price/sq ft
$407
Building area
1,924 sq ft (Public Records)
Lot size
8,294 sq ft
Lot category
0 to less than 1/4
Flood zone
X
Garage
2 spaces
Pool
Private pool
Annual taxes
$6,700 (2025)
Parcel #
27-29-15-15084-000-0040
Zoning
RES
MLS #
TB8504519

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Interior Details

Bedrooms
3
Full bathrooms
2
Flooring
Luxury Vinyl, Tile
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
Interior features
Ceiling Fans(s), Eat-in Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat, Window Treatments
Laundry
Electric Dryer Hookup, In Garage, Washer Hookup
Stories / Levels
One
Direction faces
West

Heating & Cooling

Heating
Central, Electric, Heat Pump
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Min lease term
1-7 Days
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No
Additional lease restrictions
As per county codes

Exterior & Construction

Exterior features
Garden, Private Yard, Rain Gutters
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Asphalt, Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Connected, Fiber Optics, Public, Sewer Connected, Sprinkler Well, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryPonce de Leon Elementary-PNGreatSchools ↗
MiddleLargo Middle-PNGreatSchools ↗
High SchoolLargo 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.

Room Details

RoomLevelDimensions
Living RoomFirst17x17
KitchenFirst15x12
Primary BedroomFirst22x12
Bedroom 2First
Bedroom 3First
Balcony/Porch/LanaiFirst

Listing Details

Listing date
2026-05-03
On market date
2026-05-03
Original list price
$575,000
Occupant type
Vacant
MLS area
33756 - Clearwater/Belleair
Listing AOR
Sarasota - Manatee
Status changed
2026-05-13
Tax legal description
CHESTERFIELD HEIGHTS LOT 4

Flood risk

Minimal riskFEMA Zone X

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

Take Bellaeir Rd west to S Evergreen Ave. Left on Ponce de Leon Blvd and right on Chesterfield Dr.

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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 June 10, 2026 at 8:54 AM 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.

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