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.
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.
Property Details
Price:
$1,575,000
MLS #:
O6283425
Status:
Active
Beds:
4
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
OAKLAND PARK
Neighborhood:
34787wintergardenoakland
Listed Date:
Feb 21, 2025
Finished Sq Ft:
3,186
Total Sq Ft:
5,283
Lot Size:
6,914 sqft / 0.16 acres (approx)
Year Built:
2025
See this Listing
Schools
Elementary School:
Tildenville Elem
Middle School:
Lakeview Middle
High School:
West Orange High
Interior
Appliances
Dishwasher, Disposal, Microwave, Range, Refrigerator
Bathrooms
4 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Tile
Heating
Central
Laundry Features
Laundry Room
Exterior
Construction Materials
Block
Exterior Features
Sidewalk
Roof
Shingle
Financial
HOA Fee
$601
HOA Frequency
Quarterly
HOA Name
Leland
Tax Year
2024
Taxes
$4,175
Map
Community
- Address166 HAMMOCK PRESERVE LOOP WINTER GARDEN FL
- SubdivisionOAKLAND PARK
- CityWINTER GARDEN
- CountyOrange
- Zip Code34787
Market Summary
Current real estate data for Single Family in WINTER GARDEN as of Feb 05, 2026
643
Single Family Listed
112
Avg DOM
280
Avg $ / SqFt
$768,527
Avg List Price
Property Summary
- Located in the OAKLAND PARK subdivision, 166 HAMMOCK PRESERVE LOOP WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $1,575,000 and features 4 beds, 4 baths, and has approximately 3,186 square feet of living space, and was originally constructed in 2025. The current price per square foot is $494. The average price per square foot for Single Family listings in WINTER GARDEN is $280. The average listing price for Single Family in WINTER GARDEN is $768,527. To schedule a showing of MLS#o6283425 at 166 HAMMOCK PRESERVE LOOP in WINTER GARDEN, FL, contact your WINDERMERE INTERNATIONAL REALTY agent at 4079901329.
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Courtesy of CORCORAN PREMIER REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than WINDERMERE INTERNATIONAL REALTY include the name of the listing broker. Neither the listing company nor WINDERMERE INTERNATIONAL REALTY shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 166 HAMMOCK PRESERVE LOOP
WINTER GARDEN, FL































































