Active
4 beds3,581 sqft$223/sqft
4951 Winding Way Rd, Milton, FL 32570
Est: $4,470/moGet pre-approved
Single FamilyProperty Type
8 acresLot Size
1988Year Built
$223/sq ftPrice per sq ft
2 carsParking Spaces

Description

A hidden gem where timeless Southern charm meets a private coastal region retreat, this extraordinary park like 8-acre estate offers a rare combination of space, natural beauty, and resort-style living. Balanced forest, open spaces and mature trees, this 4-bedroom, 2.5-bath home offers approximately 3,202 sf of living space plus a 379-sf versatile basement space and detached 2 car shop. Located in beautiful Milton, FL. From the moment you arrive, the winding drive, established grounds, and welcoming...A hidden gem where timeless Southern charm meets a private coastal region retreat, this extraordinary park like 8-acre estate offers a rare combination of space, natural beauty, and resort-style living. Balanced forest, open spaces and mature trees, this 4-bedroom, 2.5-bath home offers approximately 3,202 sf of living space plus a 379-sf versatile basement space and detached 2 car shop. Located in beautiful Milton, FL. From the moment you arrive, the winding drive, established grounds, and welcoming covered porches set the tone. Inside, beautiful natural light fills the home, creating a warm and inviting atmosphere. The chef’s kitchen serves as the heart of the home, while two living areas provide exceptional space for entertaining and everyday living. The primary suite is conveniently located downstairs, offering a peaceful retreat complete with a beautifully oversized bathroom and enormous walk-in closet. Upstairs, additional bedrooms provide plenty of space for family, guests, or a home office. Step back outside and discover your own private resort. A screened-in porch, open spaces, rolling lawn, the sparkling pool. A brand-new cabana added in 2025 creates the perfect poolside entertaining area. New pool liner, pool pump and filter, and Polaris pump. Beyond the pool, the property becomes a true nature lover’s paradise. Rolling open acreage, mature woods and trails, and a natural fish nursery in the spring-fed creek create an incredible backdrop filled with deer, turtles, and abundant birdlife. Whether you're swimming, entertaining, exploring the acreage, or simply enjoying the peaceful surroundings, this property offers an extraordinary lifestyle. A few recent improvements include a 2025 HVAC system and a 2022 roof. Private, peaceful, and beautifully appointed—this is more than a home. It’s your own private oasis.
1 day on Market
  • Listed by: Tim Ekelund • LPT Realty
Last updated: 09/07/2026 02:16 AM • Source: PENSACOLA, MLS#: 688645

Location

Listing Courtesy of LPT Realty
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Payment Calculator

$4,470 per month

30 year fixed, 6.55% Interest

Principal and Interest

$4,061

Property Taxes

$409

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 4951 Winding Way Road

Property Details
  • MLS Type: Residential / Single Family Residence
  • Architectural Style: Creole, Traditional
  • View: Creek/Stream, Pond
  • Waterfront Features: Creek/Stream, Pond, Waterfront, Natural
  • Zoning Description: Res Single
Building Information
  • Stories: 2
  • Year Built: 1988
  • Lot Size: 8.00 AC / 348,480 SF
Summary
Location and General Information
  • Directions: From Hwy 90 in Pace: Go North on East Spencer Field. At 3-way stop go left/East onto Hamilton Bridge Rd. Cross Hamilton Bridge and bear right at 3-way stop (continuing on Hamilton Bridge Road). After about 1.5 miles turn right on Winding Way. Winding Way serves only two homes; this house is on the right.
  • Latitude: 30.618809
  • Longitude: -87.084063
  • Subdivision Name: None
Taxes and HOA Information
  • Tax Legal Description: *NEWLY DESCRIBED FOR 2026 TAX* 05-1N-28W:PARCEL B COMMENCE AT THE SE CORNER OF SEC 5; THN N01*08'07"E 1298.72 FT ; THN N88*13'16"W 2416.65 FT ; THN N73*35'31"W 554.65 FT ; THN N78*02'33"W 497.37 FT ; THN N79*08'33"W 754.58 FT ; THN S87*41'07"W 1865.64 FT ; THN S00*28'22"W 21.88 FT TO POB; THN S00*28'22"W 1606.66 FT ; THN S87*39'53"W 220.00 FT ; THN N00*28'22"E 1606.66 FT ; THN N87*39'53"E 220.00 FT TO POB; CONTAINS 8.105 AC +/- AS DES IN SURVEY SEP REQ LESS #28.54 & #28.55 PER REQ IN 2026
  • Association: No
Parking
  • Garage Spaces: 2.0
  • Parking Features: 2 Car Garage, Detached
  • Parking Total: 2.0
  • Carport: No
  • Garage: Yes
Virtual Tour
School Information
  • Elementary School: Berryhill
  • High School: Milton
  • Middle Or Junior School: R. HOBBS
Property
Lot Information
  • Construction Materials: Frame
  • Levels: Two
  • Lot Features: Interior Lot
  • Road Responsibility: County Maintained Road, Private Maintained Road
  • Roof: Shingle
  • Cooling: Yes
  • Heating: Yes
  • Horse: No
  • New Construction: No
  • Property Attached: No
  • View: Yes
  • Waterfront: Yes
Property and Assessments
  • Documents Count: 1
  • Parcel Number: 051N280000028150000
  • Homestead: No
  • Photos Count: 64
  • Property Condition: Resale
Green Features
  • Green Energy Efficient: Heat Pump, Insulated Walls, Ridge Vent
Utilities
  • Electric: Circuit Breakers, Copper Wiring
  • Sewer: Septic Tank
  • Water Source: Private, Public
Interior and Exterior Features
Exterior Features
  • Foundation Details: Off Grade, Slab
  • Patio And Porch Features: Covered Porch
  • Pool Features: In Ground, Vinyl
Interior Features
  • Appliances: Electric Water Heater, Tankless Water Heater
  • Basement: Unfinished
  • Cooling: Central Air, Ceiling Fan(s)
  • Covered Spaces: 2.0
  • Door Features: Insulated Doors
  • Flooring: Hardwood
  • Heating: Multi Units, Central
  • Interior Features: Gym/Workout Room
  • Stories: 2
  • Window Features: Double Pane Windows
Room Information
Room Information
  • Room Bathroom Features: Updated
  • Room Bedroom Area: 229.5
  • Room Bedroom Length: 15.0
  • Room Bedroom Level: Second
  • Room Bedroom Width: 15.3
  • Room Dining Room Area: 185.6
  • Room Dining Room Features: Formal Dining Room, Kitchen/Dining Combo
  • Room Dining Room Length: 11.6
  • Room Dining Room Level: First
  • Room Dining Room Width: 16.0
  • Room Kitchen Area: 272.0
  • Room Kitchen Features: Updated
  • Room Kitchen Length: 16.0
  • Room Kitchen Level: First
  • Room Kitchen Width: 17.0
  • Room Living Room Area: 309.96
  • Room Living Room Length: 12.6
  • Room Living Room Level: First
  • Room Living Room Width: 24.6
  • Room Master Bedroom Area: 265.2
  • Room Master Bedroom Length: 15.6
  • Room Master Bedroom Level: First
  • Room Master Bedroom Width: 17.0
Room 1 Information
  • Room Bedroom 1 Area: 229.5
  • Room Bedroom 1 Length: 15.0
  • Room Bedroom 1 Level: Second
  • Room Bedroom 1 Width: 15.3
Rental
Rental Information
  • Leasable Area Units: Square Feet
  • Lease Considered: No

Property History for 4951 Winding Way Road

DateEvent & SourcePriceAppreciation
Sep 6, 2026

Listed (Active)

PENSACOLA #688645

$799,000
Feb 17, 2022

Sold

PENSACOLA #597954

$654,900
Feb 16, 2022

In Contract

PENSACOLA #597954

DateEvent & SourcePrice
09/06/2026

Listed (Active)

PENSACOLA #688645

$799,000
02/17/2022

Sold

PENSACOLA #597954

$654,900
02/16/2022

In Contract

PENSACOLA #597954

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

Public Records for 4951 Winding Way Road

Taxable ValueLand-Additions-Total-
Tax Record2025$4,902 ($409 / month)
Home Facts
Beds3Total Finished SqFt3,202 SqFtAbove Grade Finished SqFt3,202 SqFtStories2Lot Size558,004 SqFtStyleSingle Family ResidenceYear Built1988Year Renovated2008ZoningRR1CountySANTA ROSAAPN05-1N-28-0000-02815-0000Fireplace TypeHas Fireplace

Schools near 4951 Winding Way Road

This home is within Santa Rosa.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 12
Rating
School
Distance
Berryhill Elementary School
PublicPK to 5

Hobbs Middle School
Public6 to 8

Milton High School
Public9 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.

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4951 Winding Way Road is a single family home for sale in Milton, FL 32570. This property was listed for sale on September 6, 2026 by LPT Realty, it's currently listed at $799,000. It has been on the market for a total of 1 days and was last sold on February 17, 2022. This listing's school district is Santa Rosa. Nearby schools include Berryhill Elementary School, Hobbs Middle School and Milton High School. 4951 Winding Way Road is a 4-bed, 3-bath, 3,581 sqft single family home built in 1988.

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 LPT Realty

The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Information deemed reliable but not guaranteed. Copyright© 2026 Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. All Rights Reserved.