8158 Winding Oak Ln

$375,000
Price
3
Beds
1,956 Sq. Ft.
$192 / Sq. Ft.
1,956
Sq. Ft.
$192
per Sq. Ft.

Description

Welcome to this spacious and beautifully maintained 3-bedroom, 2-bath home offering 1,956 sq ft of comfortable living on a fully fenced .20-acre lot. From the inviting double entry doors to the thoughtful upgrades throughout, this property delivers both style and functionality. Inside, the remodeled kitchen is a standout feature, showcasing quartz countertops, new cabinetry, stainless steel appliances, a breakfast bar, and an eat-in area. A separate dining room provides additional space for entertaining....Welcome to this spacious and beautifully maintained 3-bedroom, 2-bath home offering 1,956 sq ft of comfortable living on a fully fenced .20-acre lot. From the inviting double entry doors to the thoughtful upgrades throughout, this property delivers both style and functionality. Inside, the remodeled kitchen is a standout feature, showcasing quartz countertops, new cabinetry, stainless steel appliances, a breakfast bar, and an eat-in area. A separate dining room provides additional space for entertaining. The open-concept layout flows seamlessly between the living room and family room, with a split-bedroom design ensuring privacy for all. Step outside and enjoy your own private oasis. The chlorine pool is complemented by a relaxing 4-person hot tub with waterfall, an outdoor shower, and a well-appointed pool deck featuring a sink and built-in cabinetry. The backyard is fully enclosed with vinyl fencing and includes a shed with electric—ideal for storage or hobbies. Additional features and updates include a whole-house water softener, newer pool pump, 2015 AC system, a 6-year-old water heater, floored attic space for convenient storage, and Ring doorbell, camera, and floodlights that will remain with the home. This move-in-ready property offers exceptional indoor comfort and resort-style outdoor living. Ready for showings anytime.
  1. Listed by Teresina Anzalone • Brokerage DRE #1056964 • 365 REALTY GROUP INC
    P: (352)-238-2942 C: (352)-238-2942 teresina@365realtygroup.com
  2. Listed by Jenny Lewis • Brokerage DRE #1056964 • 365 REALTY GROUP INC
    P: (352)-277-1747 C: (352)-277-1747 jenny@365RealtyGroup.com

Property Details for 8158 Winding Oak Lane

Architectural Style
Ranch
Subdivision Name
BERKELEY MANOR
Township
23S
Garage Spaces
2
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 12/15/2025 09:23 AM

Property Details for 8158 Winding Oak Lane

StatusActive
MLS #A4675153
Days on Market7
Taxes$2,770 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1994
Lot Size0.22 AC / 9,598 SF
CountyHernando County

Location

Listing Courtesy of 365 REALTY GROUP INC, Teresina Anzalone; 365 REALTY GROUP INC, Jenny Lewis
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Building Information for 8158 Winding Oak Lane

Stories1Year Built1994Building Size-Lot Size0.22 AC / 9,598 SF

Payment Calculator

$2,084 per month

30 year fixed, 6.28% Interest

Principal and Interest

$1,853

Property Taxes

$231

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 8158 Winding Oak Lane

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2795.0
  • Building Area Units: Square Feet
  • Direction Faces: Northeast
  • Directions: Commercial Way, turn onto Berkeley Manor Blvd, turn left onto Berkeley Heights Ave, turn right onto Winding Oak Ln, home is on the right.
  • Elementary School: Deltona Elementary
  • Middle Or Junior School: Fox Chapel Middle School
  • High School: Weeki Wachee High School
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 8158
  • Street Name: WINDING OAK
  • Street Suffix: LANE
  • State: FL
  • City: SPRING HILL
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage Dimensions: 27x19
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: No
  • Association: No
  • CDD: No
  • Tax Block: 0000
  • Tax Book Number: 25-21
  • Tax Legal Description: BERKELEY MANOR UNIT IV PHASE 2 LOT 42
  • Tax Lot: 42
  • Tax Year: 2025
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Parcel Number: R1022317142800000420
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Zoning: PDP
  • Living Area: 1956
Property and Assessments
  • Year Built Numeric: 1994
  • Flood Zone Code: X
  • Flood Zone Date: 02-02-2012
  • Flood Zone Panel: 12053C0302D
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 17E
  • Public Survey Section: 10
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Available, Electricity Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: Rain Gutters, Sliding Doors
  • Foundation Details: Slab
  • Levels: One
  • Pool Features: In Ground
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Tile
  • Spa Features: Above Ground
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Appliances: Dishwasher, Disposal, Microwave, Range, Refrigerator
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Carpet, Tile
  • Heating: Central, Electric
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Split Bedroom, Stone Counters, Walk-In Closet(s)
  • Laundry Features: Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 9.0
  • Water View: No
  • Bathrooms Half: 0

Property History for 8158 Winding Oak Lane

DateEvent & SourcePriceAppreciation
Dec 12, 2025

Listed (Active)

MFRMLS #A4675153

—
Dec 12, 2025

Temporarily Off Market

MFRMLS #A4675153

—
Dec 12, 2025

Listed (Active)

MFRMLS #A4675153

$375,000—
Nov 14, 2025

Temporarily Off Market

MFRMLS #O6360799

—
Sep 28, 2018

Sold

MFRMLS #T3119248

$178,000—
Sep 26, 2018

Sold (Public Record)

Public Record #632983529

$179,500

+9.3% / yr

Sep 3, 2018

Pending

MFRMLS #T3119248

—
Jul 16, 2018

Listed (Active)

MFRMLS #T3119248

$199,500—
May 30, 2018

Withdrawn

MFRMLS #T2934276

$205,500—
Mar 13, 2018

Listed (Active)

MFRMLS #T2934276

$20,500—
Sep 15, 2009

Sold

MFRMLS #U7419929

$80,000—
Sep 4, 2009

Sold (Public Record)

Public Record #276379067

$80,000

-33.5% / yr

Sep 2, 2009

Pending

MFRMLS #U7419929

—
Jul 13, 2009

Listed (Active)

MFRMLS #U7419929

$95,040—
Jan 30, 2009

Expired

MFRMLS #T2326081

$125,000—
Jul 30, 2008

Listed (Active)

MFRMLS #T2326081

$185,000—
Sep 20, 2006

Sold (Public Record)

Public Record #203100849

$267,285

+12.8% / yr

Jun 21, 2001

Sold (Public Record)

Public Record #74219502

$142,000—
DateEvent & SourcePrice
12/12/2025

Listed (Active)

MFRMLS #A4675153

—
12/12/2025

Temporarily Off Market

MFRMLS #A4675153

—
12/12/2025

Listed (Active)

MFRMLS #A4675153

$375,000
11/14/2025

Temporarily Off Market

MFRMLS #O6360799

—
09/28/2018

Sold

MFRMLS #T3119248

$178,000
09/26/2018

Sold (Public Record)

Public Record #632983529

$179,500

+9.3% / yr

09/03/2018

Pending

MFRMLS #T3119248

—
07/16/2018

Listed (Active)

MFRMLS #T3119248

$199,500
05/30/2018

Withdrawn

MFRMLS #T2934276

$205,500
03/13/2018

Listed (Active)

MFRMLS #T2934276

$20,500
09/15/2009

Sold

MFRMLS #U7419929

$80,000
09/04/2009

Sold (Public Record)

Public Record #276379067

$80,000

-33.5% / yr

09/02/2009

Pending

MFRMLS #U7419929

—
07/13/2009

Listed (Active)

MFRMLS #U7419929

$95,040
01/30/2009

Expired

MFRMLS #T2326081

$125,000
07/30/2008

Listed (Active)

MFRMLS #T2326081

$185,000
09/20/2006

Sold (Public Record)

Public Record #203100849

$267,285

+12.8% / yr

06/21/2001

Sold (Public Record)

Public Record #74219502

$142,000

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

Public Records for 8158 Winding Oak Lane

Taxable ValueLand-Additions-Total-
Tax Record2025$2,017 ($168 / month)
Home Facts
Beds3Total Finished SqFt1,956 SqFtAbove Grade Finished SqFt1,956 SqFtStories1Lot Size8,712 SqFtStyleSingle Family ResidenceYear Built1994Year Renovated1996CountyHERNANDOAPNR10-223-17-1428-0000-0420

Schools near 8158 Winding Oak Lane

This home is within Hernando.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Charter - K to 5
Rating
School
Distance
Deltona 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 5

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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8158 Winding Oak Lane is a single family home for sale in Spring Hill, FL 34606. This property was listed for sale on December 12, 2025 by 365 REALTY GROUP INC, it's currently listed at $375,000. It has been on the market for a total of 7 days and was last sold on September 28, 2018. This listing's school district is Hernando. Nearby schools include Deltona Elementary School, Fox Chapel Middle School and Weeki Wachee High School. 8158 Winding Oak Lane is a 3-bed, 2-bath, 1,956 sqft single family home built in 1994.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of 365 REALTY GROUP INC, Teresina Anzalone; 365 REALTY GROUP INC, Jenny Lewis

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: 12/15/2025 09:23 AM