5261 Circle Dr

Weeki Wachee, FL 34607

$449,900
Price
4
Beds
1,248 Sq. Ft.
$360 / Sq. Ft.
1,248
Sq. Ft.
$360
per Sq. Ft.
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Description

Weeki wachee gulf-access waterfront on the boating side of the river — double lot & listed below county market value! This is the Weeki Wachee opportunity buyers look for — located on the boating side of the river with direct access out to the Gulf for scalloping, boating, fishing, kayaking & enjoying the Nature Coast lifestyle. Tucked away on a peaceful canal just off the Main River, this waterfront retreat gives you the best of both worlds: quick access to the action of the river, yet a calmer...Weeki wachee gulf-access waterfront on the boating side of the river — double lot & listed below county market value! This is the Weeki Wachee opportunity buyers look for — located on the boating side of the river with direct access out to the Gulf for scalloping, boating, fishing, kayaking & enjoying the Nature Coast lifestyle. Tucked away on a peaceful canal just off the Main River, this waterfront retreat gives you the best of both worlds: quick access to the action of the river, yet a calmer setting to relax at home. Situated on a DOUBLE LOT with approximately 100 FT of WATER FRONTAGE, seawall, room for parking, and plenty of outdoor space, this property offers value that is hard to find — especially with the list price BELOW County Market Value. Currently operating as an Airbnb that sleeps 10 and has rented for approximately $350/night, this home is an exciting option for investors, second-home buyers, or anyone looking for a flexible waterfront getaway with income potential. Inside, enjoy an open floor plan with durable vinyl flooring and a kitchen designed for entertaining, featuring an island/breakfast bar with pendant lights, white shaker cabinets, built-in pantry, stainless steel appliances including a double oven, and a dedicated coffee bar. The layout is a major highlight with 4 Bedrooms and 4 Bathrooms — every bedroom has its own bathroom, making it ideal for guests, rentals, and privacy. The Florida Room with bar overlooks the waterfront, and the screened cabana/gazebo is perfect for relaxing after a day on the boat, scalloping in the Gulf, fishing, kayaking, or enjoying the crystal-clear Weeki Wachee area. Manatees are also common visitors behind the home, creating that true “only in Florida” experience guests love. NEW ROOF prior to closing to help with insurance. A Gulf-access Weeki Wachee waterfront property on the boating side, tucked on a quiet canal, set on a double lot, priced below County Market Value, and offering a rare 4 bedroom/4 bathroom setup — this one is a deal.
  1. Listed by Sharie Oakland • Brokerage DRE #1053569 • RE/MAX ALLIANCE GROUP
    P: (352)-584-5026 C: (352)-584-5026 sharieoakland@gmail.com
  2. Listed by Brittney Oakland • Brokerage DRE #1053569 • RE/MAX ALLIANCE GROUP
    P: (352)-616-8200 C: (352)-616-8200 brittneyoakland@gmail.com

Property Details for 5261 Circle Drive

Architectural Style
Ranch
Subdivision Name
WEEKI WACHEE GARDENS
Township
22
View
Water
Waterfront
Yes
Water View
Canal
Furnished
Negotiable
LISTING UPDATED: 07/06/2026 01:36 PM

Property Details for 5261 Circle Drive

StatusActive
MLS #W7881651
Days on Market183
Taxes$7,009 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1972
Lot Size0.21 AC / 9,000 SF
CountyHernando County
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Location

Listing Courtesy of RE/MAX ALLIANCE GROUP, Sharie Oakland; RE/MAX ALLIANCE GROUP, Brittney Oakland
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Building Information for 5261 Circle Drive

Stories-Year Built1972Building Size-Lot Size0.21 AC / 9,000 SF

Payment Calculator

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$2,826 per month

30 year fixed, 6.36% Interest

Principal and Interest

$2,242

Property Taxes

$584

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 5261 Circle Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 1720.0
  • Building Area Units: Square Feet
  • Direction Faces: South
  • Directions: US HWY 19, West on Cortez Blvd, Left on Shoal Line Blvd., Right on Alpaca Dr., Right on Westwind St., Right on Circle Dr
  • Elementary School: Winding Waters K8
  • Middle Or Junior School: Winding Waters K-8
  • High School: Weeki Wachee High School
  • Mls Major Change Type: Back On Market
  • Major Change Type: Back On Market
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • Unit Number: No
  • Street Number: 5261
  • Street Name: CIRCLE
  • Street Suffix: DRIVE
  • State: FL
  • City: WEEKI WACHEE
Parking
  • Carport: No
  • Garage: No
Taxes and HOA Information
  • Association: No
  • CDD: No
  • Tax Block: 00/00
  • Tax Book Number: 6-47
  • Tax Legal Description: WEEKIWACHEE GARDENS UNIT 3 LOTS 187 & 188
  • Tax Lot: 187
  • Tax Year: 2025
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Oversized Lot
  • Parcel Number: R3222217395000001870
  • Total Acreage: 0 to less than 1/4
  • Water Access: Canal - Freshwater, Gulf/Ocean, River
  • Water Access: Yes
  • Water Body Name: WEEKI WACHEE RIVER & GULF
  • Water Extras: No
  • Zoning: R1A
  • Living Area: 1248
Property and Assessments
  • Year Built Numeric: 1972
  • Flood Zone Code: AE
  • Flood Zone Date: 01-15-2021
  • Flood Zone Panel: 12053C0142E
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 17
  • Public Survey Section: 32
  • Dock YN: Yes
  • Dock Description: Dock - Wood
  • Dock Dimensions: 6x6 mol
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Available
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Vinyl Siding, Wood Frame
  • Exterior Features: Other
  • Foundation Details: Crawlspace, Slab
  • Levels: One
  • Other Structures: Gazebo
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Shingle
  • Waterfront Features: Canal - Freshwater
  • Waterfront Feet Total: 200
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 2
  • Additional Rooms: Florida Room
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Vinyl
  • Heating: Central, Electric
  • Interior Features: Split Bedroom
  • Laundry Features: Inside
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 7.0
  • Water View: Yes
  • Bathrooms Half: 2

Property History for 5261 Circle Drive

DateEvent & SourcePriceAppreciation
Jul 6, 2026

Listed (Active)

MFRMLS #W7881651

—
Jul 6, 2026

Listed (Active)

Hernando County Association of REALTORS #2257090

$449,900—
Jun 26, 2026

Pending

MFRMLS #W7881651

—
DateEvent & SourcePrice
07/06/2026

Listed (Active)

MFRMLS #W7881651

—
07/06/2026

Listed (Active)

Hernando County Association of REALTORS #2257090

$449,900
06/26/2026

Pending

MFRMLS #W7881651

—

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

Public Records for 5261 Circle Drive

Taxable ValueLand-Additions-Total-
Tax Record2025$6,549 ($546 / month)
Home Facts
Beds2Total Finished SqFt912 SqFtAbove Grade Finished SqFt912 SqFtStories1Lot Size8,712 SqFtStyleSingle Family ResidenceYear Built1972Year Renovated1984CountyHERNANDOAPNR32-222-17-3950-0000-1870

Schools near 5261 Circle Drive

This home is within Hernando.
Rating
School
Type
Grades
Distance
Westside Elementary School
Public - PK to 5
Fox Chapel Middle School
Public - 6 to 8
Weeki Wachee High School
Public - 9 to 12
GULF COAST ELEMENTARY SCHOOL-4522
Charter - K to 6
Rating
School
Distance
Westside Elementary School
PublicPK to 5

Fox Chapel Middle School
Public6 to 8

Weeki Wachee High School
Public9 to 12

GULF COAST ELEMENTARY SCHOOL-4522
CharterK to 6

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.

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More information about 5261 Circle Drive, Weeki Wachee, FL 34607

5261 Circle Drive is a single family home for sale in Weeki Wachee, FL 34607. This property was listed for sale on December 26, 2025 by RE/MAX ALLIANCE GROUP, it's currently listed at $449,900. It has been on the market for a total of 183 days and was last sold on March 11, 2022. This listing's school district is Hernando. Nearby schools include Westside Elementary School, Fox Chapel Middle School and Weeki Wachee High School. 5261 Circle Drive is a 4-bed, 4-bath, 1,248 sqft single family home built in 1972.

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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of RE/MAX ALLIANCE GROUP, Sharie Oakland; RE/MAX ALLIANCE GROUP, Brittney Oakland

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 07/06/2026 01:36 PM