- Overview
- Description
- Property Details
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$399,500
Monthly Est:$1,988
3 Beds
2 Baths2 full baths
2,251sqft
280 Santa Rosa Dr, Winter Haven, FL 33884
$399,500
$1,988/moEst:
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Single Family Residence
Built in 1986
$41.67/mo HOA
12,654 sqft lot
$177/sq.ft
Description
This property went under contract fast and it's back on the market, no fault of the owner. If you missed it the first time, here's your second chance! Welcome to the beautiful neighborhood of Overlook Estates. This 3 bedroom 2 bath + bonus room is waiting for its new owner/s to make it their own. This home is completely vacant which makes it that much easier to envision your own life here. When you first arrive you will notice the beautiful curb appeal this home offers. Upon entering you will be greeted by the stunning entrance. This home is bright and spacious with high ceilings and beautiful wood beams giving it character right off the bat. The kitchen was completely remodeled in 2022. It has floor to ceiling cabinets giving you plenty of space for storage. Use the large island with a built in cook top or move it over to a more formal dining room. Either way this home is the perfect place for entertaining. You can access the lanai/salt water pool from the primary bedroom, kitchen, living room, and even the full guest bath. The open floor plan allows for friends and family to gather while still having plenty of space to spread out. The primary bedroom with ensuite bath and walk in closet as well as that access to the lanai. The primary bathroom has a walk in shower, garden tub, dual vanity and also includes a walk in closet as well as a linen closet. The two additional bedrooms as well as a full bath are located on the opposite side of the house. A fourth room allows for the perfect office space or even a room to host your guests. This home has been wonderfully updated while still holding onto its charm and character. Schedule your showing today!
- Houzeo last checked: 2 minutes ago
- Listing updated: October 30, 2026 at 6:25 pm
- Listing Provided by: Ashley James (863) 632-4545 | KELLER WILLIAMS REALTY SMART 1 (863) 508-3000
- Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: L4964337
Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1986
HOA Fees
$41.67/mo
Finished Area
2,251 sqft
Lot Size
12,654 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
L4964337
MLS Status
Active
Days on Market
81
Cumulative Days on Market
68
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Location
HOA Management
Overlook Estates/ Mark Koski
HOA Fees
$500/ Annually
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Common Area Taxes
Escrow Reserves Fund
Private Road
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 2
Interior
Heating
Central
Exterior Features
Private Mailbox, Rain Gutters, Sidewalk, Sprinkler Metered
Cooling
Central Air
Appliances
Built In Oven, Convection Oven, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
Sewer
Septic Tank
Interior Features
Ceiling Fans(s), Eat In Kitchen, High Ceilings, Kitchen/family Room Combo, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk In Closet(s), Window Treatments
Flooring
Carpet, Tile, Vinyl
Construction
Year Built
Year Built: 1986
Home type
Single Family Residence
Construction Materials
Block, Stucco
Roof
Shingle
Foundation Details
Slab
Utilities & Energy
Water Source
Public
Laundry Features
Inside, Laundry Room
Fireplace Features
Wood Burning
Parking Features
Garage Door Opener, Oversized
Pool Features
Heated, In Ground, Salt Water, Tile
Utilities
Electricity Connected, Sprinkler Meter
Other Features
Subdivision Name
Overlook Estates
Lot Features
Paved, Private
Vegetation
Trees/landscaped
Patio And Porch Features
Covered, Screened
Price History
| Date | Event | Price |
|---|---|---|
09/29/2026 Source: | Price Decreased | $415,000 -3.49% $184/sqft |
09/04/2026 Source: | Listed for Sale | $430,000 +7.63% $191/sqft |
09/04/2026 Source: | Price Decreased | $399,500 -7.09% $177/sqft |
08/29/2026 Source: | Contingent (Active Under Contract) | $430,000 -10.23% $191/sqft |
02/01/2023 Source: | Listing Removed | $479,000 +34.93% $213/sqft |
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Based on information from Stellar MLS® through Nov 07, 2026, 10:30AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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