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$1,575,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 3,186 Sq. Ft.
  • Updated 9 days ago
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Under Construction. UPDATE: Ahead of schedule with an estimated completion is FEB 2026. Please see attached package for full renderings and finishes. 166 Hammock Preserve Loop offers one of the finest new construction custom homes in Winter Garden, FL. Built by AR Homes-celebrating over 40 years of luxury homebuilding-this Carrabelle model sits in the highly sought-after Oakland Park community. Boasting 3,186 sq ft of impeccably crafted living space, the two-story open-concept floor plan features four spacious bedrooms and four full baths, including a breathtaking second-floor primary suite complete with a generous walk-in closet, spa-inspired en-suite with dual vanities, and an oversized shower. Located on the first floor, a versatile flex room and dedicated guest suite accommodate growing families or visiting guests, while designer details-dramatic ceiling accents, high-end appliance package in the gourmet kitchen, and expansive living and dining areas-elevate the home's luxurious feel. Outdoor living shines with a covered lanai, cabana, and open-air courtyard complete with fireplace, and an optional in-law or guest suite above the garage provides additional flexibility. Set amid tree-lined streets, scenic walking trails, and community events-from holiday festivals to yoga in the park and Bike & Dine gatherings-this property delivers an unparalleled lifestyle close to downtown Winter Garden's boutique shopping, fine dining, and top-rated schools. Offered with a unique turnkey leaseback option for immediate returns or available for outright purchase, 166 Hammock Preserve Loop represents both an exceptional luxury residence and a sound investment in Central Florida's strongest housing market. Photos shown are of a previously completed Carrabelle build for demonstration; contact us today for details, pricing, and customization options.

Full Property Details for 166 Hammock Preserve Loop

General

  • Price: $1,575,000
  • HOA FEE: $200/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $4,175 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6283425
  • Updated: 1/6/2026
  • Added to Site: 328 day(s) ago

Rental Information

  • Min. Lease: 6 Months

Interior

  • Number of Rooms: 4
  • Interior Features: Built-in Features, Ceiling Fan(s), Coffered Ceiling(s), High Ceilings, PrimaryBedroom Upstairs, Solid Surface Counters, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Outside
  • Appliances: Dishwasher, Disposal, Microwave, Range, Refrigerator
  • Flooring: Carpet, Tile

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Exterior

  • Exterior Features: Sidewalk

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: OAKLAND PARK
  • Driving Directions: 1. Start from I-4 W in Orlando, FL 32806 2. Head southwest on I-4 W for 5.7 miles 3. Use the right lane to take the Miami exit (0.8 miles) 4. Keep right, following signs for Florida’s Turnpike N/Ocala, and merge onto Florida’s Turnpike (Toll road, 13.0 miles) 5. Use the right 2 lanes to take Exit 272 for FL-50 E toward Winter Garden (Toll road, 0.6 miles) 6. Merge onto W Colonial Dr (0.6 miles) 7. Turn left onto S Tubb St (0.3 miles) 8. Turn right onto E Oakland Ave (0.5 miles) 9. Turn left onto Winters Landing Dr (0.2 miles) 10. Continue straight onto Cyn Crk Trl (423 feet) 11. Turn right onto Eaglecrest Dr (148 feet) 12. Turn right again, and the destination will be on the left (0.1 miles) 166 Hammock Preserve Loop, Oakland, FL 34787
  • Direction Faces: West

School Information

  • Elementary School: Tildenville Elem
  • Middle School: Lakeview Middle
  • High School: West Orange High

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Association: Yes
  • Assoc. Name: Leland
  • Pet Restrictions: Buyer to check with HOA

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: None
  • Utility Description: Public

Structural Information

  • Builder: AR Homes
  • Approx Compl Date: 2026-02-20T05:00:00.000Z
  • Exterior Const.: Block
  • Roof: Shingle
  • Common Walls: Corner Unit
  • Stories/Levels: Two
  • Square Feet: 3,186
  • Sq. Ft. Source: Builder
  • Year Built: 2025

Lot Features

  • Lot Size (Acres): 0.16
  • Lot Size (Sq. Ft.): 6,914
  • Lot Size: 6914
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $601
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $4,175.14
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: OAKLAND PARK UNIT 6B-3 107/105 LOT 145
  • Flood Zone Info: X
  • APN: 212227610401450
  • Property ID: 212227610401450
  • Block/Lot/Section: 107-105

Listed by Corcoran Premier Realty

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— 166 Hammock Preserve Loop —

  • Corcoran Premier Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 166 Hammock Preserve Loop

School District:Orange County School District
NameGradesDistance
Tildenville Elementary School
1221 Brick Road, Winter Garden, FL 34787
PK-50.7 mi
Lakeview Middle School
1200 West Bay Street, Winter Garden, FL 34787
6-81.1 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-123.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 166 Hammock Preserve Loop Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/06/2026
Price Reduced
$1,575,000
-5.97%
MLS
2/21/2025
Listed
$1,675,000
597.92%
MLS
3/01/2023
Sold
$240,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 166 Hammock Preserve Loop

Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,175
18%
$230,000
15%
2023
$3,542
157%
$200,000
158%
2022
$1,377
—
$77,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Corcoran Premier Realty

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166 Hammock Preserve Loop, Winter Garden, FL 34787 (MLS# O6283425) is a Single Family property with 4 bedrooms and 4 full bathrooms. 166 Hammock Preserve Loop is currently listed for $1,575,000 and was received on February 21, 2025. Want to learn more about 166 Hammock Preserve Loop? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

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