- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
- Nearby Homes
$445,000
Monthly Est:$2,215
4 Beds
- 3 Baths
2 full baths + 1 half bath
2,850sqft
240 Santa Rosa Dr, Winter Haven, FL 33884
$445,000
$2,215/moEst:
Get Pre-Approved
Single Family Residence
Built in 1988
$45.83/mo HOA
12,350 sqft lot
$156/sq.ft
Description
Back on the market! Beautiful 4 bedroom, 2 1/2-bathroom, pool home with new roof (2024), septic (2024), A/C (2025) in gated Overlook Estates. Fresh price reduction, bring your offers! Experience the pinnacle of Florida living in this exceptional pool home, offering 2,850 sq ft of light-drenched space in the established Overlook Estates neighborhood, where privacy and prestige define the community. This is the rare opportunity you've been waiting for: a spacious, ultra-private luxury home in a top-tier location. Schedule your showing today and make this dream residence yours before it's gone.
- Houzeo last checked: 2 hours ago
- Listing updated: September 30, 2026 at 7:55 pm
- Listing Provided by: Brian Surrency (863) 204-4298 | LIVE FLORIDA REALTY (863) 868-8905
- Source: Stellar MLS-FL | MLS#: L4958092

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1988
HOA Fees
$45.83/mo
Finished Area
2,850 sqft
Lot Size
12,350 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
L4958092
MLS Status
Active
Days on Market
287
Cumulative Days on Market
155

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Location
HOA Management
Overlook Estates
HOA Fees
$550/ Annually
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Security Gate
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: 4
Bathrooms: 3
Bedroom 2
Level: Second
Area: 165.00 Square Feet
Dimensions: 15x11
Bedroom 3
Level: Second
Area: 143.00 Square Feet
Dimensions: 13x11
Bedroom 4
Level: Second
Area: 180.00 Square Feet
Dimensions: 18x10
Bonus Room
Level: First
Area: 300.00 Square Feet
Dimensions: 12x25
Dining Room
Level: First
Area: 154.00 Square Feet
Dimensions: 14x11
Family Room
Level: First
Area: 420.00 Square Feet
Dimensions: 28x15
Kitchen
Level: First
Area: 221.00 Square Feet
Dimensions: 17x13
Living Room
Level: First
Area: 210.00 Square Feet
Dimensions: 14x15
Primary Bathroom
Level: Second
Area: 80.00 Square Feet
Dimensions: 8x10
Primary Bedroom
Level: Second
Area: 351.00 Square Feet
Dimensions: 27x13
Bathroom 2
Level: Second
Area: 80.00 Square Feet
Dimensions: 8x10
Interior
Appliances
Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer
Interior Features
Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, High Ceilings, Primary Bedroom Upstairs, Split Bedroom, Walk In Closet(s)
Sewer
Septic Tank
Flooring
Carpet, Ceramic Tile
Window Features
Blinds, Window Treatments
Exterior Features
Fire Pit, Outdoor Shower, Rain Gutters, Storage
Cooling
Central Air
Heating
Central
Construction
Year Built
Year Built: 1988
Home type
Single Family Residence
Foundation Details
Slab
Architectural Style
Traditional
Roof
Shingle
Construction Materials
Frame, Wood Siding
Utilities & Energy
Parking Features
Garage Door Opener
Laundry Features
Inside
Pool Features
Gunite, In Ground, Salt Water
Utilities
Cable Available, Electricity Connected, Fire Hydrant, Sprinkler Well
Security Features
Gated Community
Fireplace Features
Family Room, Living Room, Wood Burning
Water Source
Public
Association Amenities
Gated
Other Features
Lot Features
In County, Landscaped, Paved
Patio And Porch Features
Covered, Patio, Porch
Subdivision Name
Overlook Ests Ph 3
Vegetation
Mature Landscaping, Trees/landscaped
Community Features
Deed Restrictions, Gated Community No Guard
Price History
| Date | Event | Price |
|---|---|---|
09/30/2026 Source: | Listed for Sale | $445,000 +1.37% $156/sqft |
05/29/2026 Source: | Pending | $439,000 $154/sqft |
05/29/2026 Source: #MFRL4958092 | Contingent (Active Under Contract) | $439,000 $154/sqft |
05/18/2026 Source: | Price Increased | $439,000 +0.94% $154/sqft |
03/24/2026 Source: | Price Decreased | $434,900 -2.27% $153/sqft |
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Based on information from Stellar MLS® through Oct 08, 2026, 11:00AM 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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