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$2,500
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Property Description
Splash in with a pool home in Holly-Cliff Estates! This desirable neighborhood in Milton is just minutes from NAS Whiting Field, making it the perfect blend of convenience and comfort. This FOUR bedroom, TWO bath home offers over 2,000 square feet of beautifully updated living space designed for both style and function. Inside, you'll love the inviting color palettes, new flooring throughout, and natural light that floods the dining and flex spaces each morning. The cook's kitchen shines with granite counters, stainless steel appliances, center island, and plenty of raised cabinetry. Cozy up by the fireplace in the vaulted living room or enjoy your breakfast nook with a book and coffee. The master suite is tucked away for privacy, featuring dual walk-in closets, double vanities, a garden tub, and separate shower. Three additional bedrooms offer generous space and storage for family, guests, or hobbies. Step outside and the real show begins-your own backyard oasis with an in-ground swimming pool, perfect for Florida sunsets, BBQs, and lazy weekends. Pool maintenance included in rent amount. This home truly checks every box for comfort, convenience, and fun! Pets approved by owner approval only. $75 App fee per adult, half off for active-duty military. Subject to credit check, background check, employment verification, and rental verification. CERTIFIED Funds required for move in.
Full Property Details
Full Property Details for 6165 Winchester Cir
General
- Rent: $2,500
- Status: Active
- Type: Single Family
- Source: Pensacola
- MLS ID: 686527
- Updated: 7/27/2026
- Added to Site: 13 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Location
- County: Santa Rosa
- Subdivision: Holley-Cliff Estates
- Driving Directions: From Berryhill Rd., North on Anderson Ln., Left on Medicine Bow St., Left on Winchester Cir., Home is on the Right.
School Information
- Elementary School: Berryhill
- Middle School: R. HOBBS
- High School: Milton
Community
- Pets Allowed: Yes
- Pet Restrictions: Upon owners approval
Structural Information
- Square Feet: 2,000
- Year Built: 2014
Lot Features
- Lot Size (Acres): 0.25
Financial Considerations
- Price Per Sq. Ft.: $1.25
- Application Fee: $75
- Security Deposit: $2,500
- Pet Deposit: $300
Disclosures and Reports
- Background Check: Yes
- Property ID: 242N29192300C000040
Listed by Navy To Navy Homes
Schools
Schools serving 6165 Winchester Cir
School District:Santa Rosa County School District
| Name | Grades | Distance |
|---|---|---|
Berryhill Elementary School 4900 Berryhill Road, Milton, FL 32570 | PK-5 | 1.1 mi |
Hobbs Middle School 5317 Glover Lane, Milton, FL 32570 | 6-8 | 3.2 mi |
Milton High School 5445 Stewart Street, Milton, FL 32570 | 9-12 | 4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 6165 Winchester Cir
Date
Details
Price
Change
Source
7/27/2026
Listed
$2,500
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
6165 Winchester Cir, Milton, FL 32570 (MLS# 686527) is a Single Family property with 4 bedrooms and 2 full bathrooms. 6165 Winchester Cir is currently listed for rent at $2,500 and was received on July 27, 2026. Want to learn more about 6165 Winchester Cir? Do you have questions about finding other real estate for sale or rent in Milton? You can browse all Milton rentals or contact a Coldwell Banker agent to request more information.

