1,687 Sq. Ft.
$187 / Sq. Ft.
1,687
Sq. Ft.
$187
per Sq. Ft.

Description

Short Sale. Welcome to 50 Caddy Road in the desirable Oakland Hills section of Rotonda West! This beautifully maintained 3-bedroom, 2-bath pool home offers the perfect blend of comfort, style, and Florida living. Situated on the golf course with tranquil water views, the property features an expansive screened lanai, heated saltwater pool and spa, and a spacious split-bedroom floor plan designed for both relaxation and entertaining. The updated kitchen boasts stainless steel appliances, an island,...Short Sale. Welcome to 50 Caddy Road in the desirable Oakland Hills section of Rotonda West! This beautifully maintained 3-bedroom, 2-bath pool home offers the perfect blend of comfort, style, and Florida living. Situated on the golf course with tranquil water views, the property features an expansive screened lanai, heated saltwater pool and spa, and a spacious split-bedroom floor plan designed for both relaxation and entertaining. The updated kitchen boasts stainless steel appliances, an island, and ample cabinetry, while multiple sliding glass doors seamlessly connect indoor and outdoor living spaces. A circular driveway, oversized side-entry garage, and mature landscaping enhance the home's curb appeal. Located near championship golf courses, beaches, boating, fishing, dining, and shopping, this home offers an exceptional opportunity to enjoy the Southwest Florida lifestyle.
  1. Listed by Tony Giglio • Brokerage DRE #1063727 • REALTY COOPERATIVE
    P: (513)-505-5222 C: (513)-505-5222 florida@shortsale.co

Property Details for 50 Caddy Road

Subdivision Name
ROTONDA WEST OAKLAND HILLS
Township
41
Garage Spaces
2
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 06/30/2026 06:54 AM

Property Details for 50 Caddy Road

StatusActive
MLS #TB8515273
Days on Market8
Taxes$5,561 / year
HOA Fees$190 / year
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1973
Lot Size0.22 AC / 9,599 SF
CountyCharlotte County

Location

Listing Courtesy of REALTY COOPERATIVE, Tony Giglio
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Building Information for 50 Caddy Road

Stories-Year Built1973Building Size-Lot Size0.22 AC / 9,599 SF

Payment Calculator

$2,049 per month

30 year fixed, 6.36% Interest

Principal and Interest

$1,570

Property Taxes

$463

HOA Dues

$16

The Payment Calculator is for illustrative purposes only.

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Property Information for 50 Caddy Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 1687.0
  • Building Area Units: Square Feet
  • Direction Faces: Southeast
  • Directions: From US-41, head south on SR-771/Gasparilla Road and continue onto SR-776. Turn south onto Winchester Boulevard. Continue into Rotonda West and turn right onto Rotonda Circle. Follow Rotonda Circle to Caddy Road and turn left. Property will be on the left at 50 Caddy Road.
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Senior Community: No
  • SW Subdiv Community Name: Rotonda West Oakland Hill
  • Unit Number: No
  • Street Number: 50
  • Street Name: CADDY
  • Street Suffix: ROAD
  • State: FL
  • City: ROTONDA WEST
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association Fee Requirement: Required
  • Association Name: ROTONDA WEST ASSOCIATION
  • Association: Yes
  • CDD: No
  • Tax Book Number: 8-15
  • Tax Legal Description: ROH 000 0000 0521 ROTONDA WEST OAKLAND HILLS LT 521 442/677 768/766 1514/927 4026/655 4494/783 3460196
  • Tax Lot: 521
  • Tax Year: 2025
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Parcel Number: 412026106009
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Zoning: RSF5
  • Living Area: 1687
Property and Assessments
  • Year Built Numeric: 1973
  • Flood Zone Code: AE
  • Flood Zone Date: 12-15-2022
  • Flood Zone Panel: 12015C0193G
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 20
  • Public Survey Section: 26
Utilities
  • Sewer: Public Sewer
  • Utilities: Electricity Connected, Public, Sewer Connected, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Stucco
  • Exterior Features: Awning(s), French Doors, Garden, Rain Gutters
  • Foundation Details: Slab
  • Levels: One
  • Pool Features: Gunite, Heated, In Ground, Salt Water, Screen Enclosure
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Concrete, Tile
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Appliances: Other
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Tile
  • Heating: Central
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Living Room/Dining Room Combo, Open Floorplan, Solid Wood Cabinets
  • Laundry Features: In Garage
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 9.0
  • Water View: No
  • Bathrooms Half: 0
Rental
Rental Information
  • Pets Allowed: Yes

Property History for 50 Caddy Road

DateEvent & SourcePriceAppreciation
Jun 29, 2026

Listed (Active)

MFRMLS #TB8515273

$315,000—
Oct 24, 2024

Sold (Public Record)

Public Record #1543575917

$380,000

+10.3% / yr

Oct 24, 2024

Sold

MFRMLS #A4623721

$380,000—
DateEvent & SourcePrice
06/29/2026

Listed (Active)

MFRMLS #TB8515273

$315,000
10/24/2024

Sold (Public Record)

Public Record #1543575917

$380,000

+10.3% / yr

10/24/2024

Sold

MFRMLS #A4623721

$380,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 50 Caddy Road

Taxable ValueLand-Additions-Total-
Tax Record2025$4,503 ($375 / month)
Home Facts
Beds3Total Finished SqFt1,687 SqFtAbove Grade Finished SqFt1,687 SqFtStories1Lot Size9,599 SqFtStyleSingle Family ResidenceYear Built1973ZoningRSF5CountyCHARLOTTEAPN41-20-26-106-009

Schools near 50 Caddy Road

This home is within Charlotte.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 6 to 12
Rating
School
Distance
Vineland Elementary School
PublicPK to 5

L. A. Ainger Middle School
Public6 to 8

Lemon Bay High School
Public9 to 12

The Academy
Public6 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

50 Caddy Road is a single family home for sale in Rotonda West, FL 33947. This property was listed for sale on June 29, 2026 by REALTY COOPERATIVE, it's currently listed at $315,000. It has been on the market for a total of 8 days and was last sold on October 24, 2024. This listing's school district is Charlotte. Nearby schools include Vineland Elementary School, L. A. Ainger Middle School and Lemon Bay High School. 50 Caddy Road is a 3-bed, 2-bath, 1,687 sqft single family home built in 1973.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of REALTY COOPERATIVE, Tony Giglio

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.