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Harrison Lilly Team

Owner/Operator | Harrison Lilly Emerald Coast | Harrison Lilly Realty | PLACE

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4951 Winding Way , Milton, FL 32570
$799,000
Est. Payment: $4,414.36/mo
4 Bed
2.5 Bath
3581 Sqft
8.1 Acres
Status: Active | Days on site: 29
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Harrison Lilly Team
Owner/Operator

House 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 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.

Highlights

Listed by Tim Ekelund , 850-637-8622 LPT Realty , 877-366-2213. Pensacola Association of REALTORS®, Inc.

Property Type

Residential

Lot/Acreage
8.1

Year Built

1988

County

Santa Rosa

Neighborhood

None

Listing ID

688645

Questions about this listing?

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Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:4
  • ▪ Bathrooms:2.5
  • ▪ Full Bathrooms:2
  • ▪ 1/2 Bathrooms:1
Appliances:Electric Water Heater
Air Cond:Central Air,Ceiling Fan(s)
Fireplaces:
Basement:Unfinished
Other:
  • ▪ Additional:Gym/Workout Room, Master on Main
Water:Private,Public

Exterior Features

Lot:Interior Lot,Creek/Stream,Pond,Waterfront,Natural
Garage Capacity:2
Zoning:Res Single
Roof:Shingle
Others:
  • ▪ Additional:Resale
Sewer:Septic Tank
Parking Features:2 Car Garage,Detached
Principal Interest
$4,414
Taxes
$509

Home Price

$799,000

Loan Details

30 yrs
7.374%

Down Payment

20%
$159,800
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$4,414.36

Principal

Taxes

Principal Taxes HOA Total
Monthly $4,414.36 $509.36 $0.00 $4,923.72
Yearly $52,972.32 $6,112.35 $0.00 $59,084.67
Total $1,589,169.57 $183,370.50 $0.00 $1,772,540.07

Today's Rates

30 Year

7.37%

20 Year

7.27%

15 Year

6.8%

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Market insight data is pulled from the same city as the listing being viewed (Milton, FL).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Information provided by Pensacola Association of REALTORS®, Inc., and is deemed reliable but not guaranteed accurate.

IDX service by Blueroof 360

Data last updated: 2026-10-07T01:46:49.000Z

© 2026 Pensacola Association of REALTORS®, Inc.