252 Santa Rosa Drive, FL
Stellar MLS

$2,495

252 Santa Rosa Drive

Winter Haven, FL 33884

Active
3
Beds
2
Baths
2,116
Sq Ft
0.32
Acres
1988
Built
Private pool$1/sqft360° tour
Single Family Residence

Property type

1988

Year built

13,961 sqft

Lot size

$1

Price / sq ft

No HOA

HOA dues

0

Days on market

2

Garage spaces

About this home

Great location. Perfect place to call home. 3 bedroom 2 bath spa/pool home with garage. Located in gated community-overlook estates. Minutes from lego-land. Home offers a kitchen, dining room and a formal dining room. 3rd bedroom has a Murphy bed and built in desk/office area. Master features french doors leading to the pool &spa. Offers walk in closets throughout home. Mature landscaping. Lots of space. Give us a call today , you wont be disappointed. Available may 1st 2026

Local Insight

At $1/sqft you're getting a 1988 pool home in a no-HOA subdivision, which is genuinely rare pricing for the Chain of Lakes market—but that 2,116 sqft on 0.32 acres means you're in a tighter neighborhood setting than the sprawling lakefront estates that typically command premiums here. The real question is location within Overlook Estates: if this property has lake access or views, it's undervalued; if it's interior-lot, you're paying for the pool and the market condition rather than the lakefront lifestyle Winter Haven is known for. Given the age and price point, this reads more like a cash investor or contractor play than a traditional buyer move, so get a thorough inspection and clarify exactly what lake proximity you actually have.

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

Estimated monthly payment

Principal & interest$13
Property taxes$2
Home insurance (est.)$1

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 history0 days on market

  1. Status: Active
    Jan 31, 2026
  2. Listed$2,495
    Jan 31, 2026
  3. Price increased$2,495

Virtual Tour

Facts & features

Property type
Residential Lease
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
Overlook Estates
County
Polk
Year built
1988
Living area
2,116 sq ft
Price/sq ft
$1
Lot size
13,961 sq ft
Garage
2 spaces
Pool
Private pool
Parcel #
26-28-35-662927-000160
MLS #
TB8470100

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Interior Details

Bedrooms
3
Full bathrooms
2
Appliances
Dishwasher, Disposal, Microwave, Range, Refrigerator
Interior features
Kitchen/Family Room Combo, Open Floorplan, Thermostat
Laundry
Laundry Room
Stories / Levels
One

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
HOA name
Overlook estates

Exterior & Construction

Pool
Private pool
Road surface
Paved

Community

Pets allowed
Pet Deposit, Yes

Listing Details

Listing date
2026-01-27
On market date
2026-01-31
Original list price
$2,495
Occupant type
Tenant
MLS area
33884 - Winter Haven / Cypress Gardens
Listing AOR
Suncoast Tampa
Status changed
2026-01-31

Location

Directions

Wakula rd make right into overlook estates. Gate. Make left once past gate. Home will be located on lefthandside.

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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 January 31, 2026 at 4:48 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