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Single family home for sale at 240 Santa Rosa Dr, Winter Haven, FL 33884 | MLS# L4958092 | Listing updated on 2026-09-30
Photo 1 of Single family home for sale at 240 Santa Rosa Dr, Winter Haven, FL 33884 | MLS# L4958092 | Listing updated on 2026-09-30
Photo 2 of Single family home for sale at 240 Santa Rosa Dr, Winter Haven, FL 33884 | MLS# L4958092 | Listing updated on 2026-09-30
Photo 3 of Single family home for sale at 240 Santa Rosa Dr, Winter Haven, FL 33884 | MLS# L4958092 | Listing updated on 2026-09-30
Photo 4 of Single family home for sale at 240 Santa Rosa Dr, Winter Haven, FL 33884 | MLS# L4958092 | Listing updated on 2026-09-30
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$445,000

Monthly Est:$2,215

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,850sqft

240 Santa Rosa Dr, Winter Haven, FL 33884

$2,215/moEst:

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  • 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 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Polk County

  • City

    Winter Haven

  • 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 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

DateEventPrice

09/30/2026

Source: mls_logoStellar MLS-FL #MFRL4958092

Listed for Sale

$445,000 +1.37%

$156/sqft

05/29/2026

Source: mls_logoStellar MLS-FL #MFRL4958092

Pending

$439,000

$154/sqft

05/29/2026

Source: #MFRL4958092

Contingent (Active Under Contract)

$439,000

$154/sqft

05/18/2026

Source: mls_logoStellar MLS-FL #MFRL4958092

Price Increased

$439,000 +0.94%

$154/sqft

03/24/2026

Source: mls_logoStellar MLS-FL #MFRL4958092

Price Decreased

$434,900 -2.27%

$153/sqft

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Nearby Homes

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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