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Hickory Hammock Homes for Sale

15688 Orange Harvest Loop, Winter Garden
$473,000
3 Beds ⋅ 3 Baths ⋅ Hickory Hammock SubDv. ⋅ 34787 Zip Code
Welcome to your own piece of paradise in the prestigious dual-gated enclave of Hickory Hammock at Johns Lake! This magnificent 3-bedroom, 2.5-bathroom former builder’s model townhome offers the perfect blend of luxury, comfort, and Florida’s natural beauty. Set amidst THREE breathtaking waterways—the 2,500-acre Johns Lake, Lake Burnett, and Lake Claire—this home delivers a serene lifestyle surrounded by lush landscapes and wildlife. Hickory Hammock is filled with resort-style amenities, including a zero-entry community pool, clubhouse, fitness center, tennis and sand volleyball courts, dog park, playgrounds, parks, walking trails, and a community pier perfect for sunset strolls and lakeside relaxation. Step inside to discover a home that feels brand new. The sellers have just replaced the entire carpet, installed an UV lights for HVAC system, freshly painted the interior, updated the exterior pavers, and installed a brand-new lanai screen, giving the home a crisp, move-in-ready feel from the moment you arrive. The light-filled living area features modern finishes and opens seamlessly to the dining space and gourmet kitchen—an entertainer’s dream with its energy-efficient appliances, stylish countertops, and abundant storage. Enjoy peaceful pond views from your living room and kitchen, making everyday moments feel like a retreat. Upstairs, a versatile loft offers the flexibility for a home office, media room, playroom, or additional guest space. The expansive primary suite is your private sanctuary, complete with a luxurious en-suite bathroom featuring a walk-in shower, dual vanities, and abundant natural light. Designed with exceptional energy efficiency, this home includes block foam insulation, high-performance windows and doors, and a high-efficiency HVAC system, all contributing to lower energy bills and year-round comfort. Perfectly situated in the heart of Winter Garden, you’ll be just minutes from Downtown Winter Garden, Winter Garden Village, Highway 429, the Florida Turnpike, top-rated K–12 schools, Foundation Academy, Montverde Academy, and Windermere Prep. And of course—just a few minutes from Walt Disney World and close to all major shopping, dining, and Orlando attractions. Don’t miss your chance to experience this serene, luxury, resort-style lifestyle. Schedule your private tour today and make this beautifully updated retreat your next home!

15688 Orange Harvest Loop, Winter Garden

16038 Johns Lake Overlook Drive, Winter Garden
$1,999,999
5 Beds ⋅ 5 Baths ⋅ Hickory Hammock Ph 1d SubDv. ⋅ 34787 Zip Code
Commanding stunning views of Johns Lake, 16038 Johns Lake Overlook Dr rests in the desirable Hickory Hammock community of Winter Garden a lakefront enclave where natural beauty meets elevated, everyday luxury. This is more than a home; it's a lifestyle designed for those who appreciate space, comfort, and the calming presence of water just beyond their windows. Inside, 4,139 square feet unfold across a thoughtful, flexible layout with five bedrooms and five bathrooms. The main level anchors the home with two generous suites, including a refined primary and an oversized guest suite. Each offers serene water views, spa-inspired bathrooms, and a true sense of privacy that makes hosting effortless. Venture upstairs to discover a second secluded primary suite your personal sanctuary. Here, you can wake to panoramic lake views, relax in the garden bath, or step onto your private balcony to take in unforgettable sunsets over the water. The heart of the home is an open concept living area that flows seamlessly into a chef's dream kitchen. Premium appliances, gleaming granite countertops, and custom cabinetry create a space equally suited for quiet mornings and lively gatherings. When it's time to unwind, a dedicated theatre loft provides the perfect setting for movie nights and lazy weekend afternoons. Step outside, and the entertaining possibilities feel endless. The expansive outdoor living area boasts a full outdoor kitchen finished in Brazilian granite, a sparkling pool with an infinity edge hot tub, and multiple spaces for lounging and dining beneath the Florida sky. Just steps away, your covered private boat dock complete with boat and jet ski lifts opens the door to endless days of boating, fishing, and watersports on Johns Lake. For those who love to play, the backyard even includes a 5-hole putting green and a 2-hole chipping green, ideal for sharpening your short game without ever leaving home. Every detail here reflects a rare blend of craftsmanship, comfort, and connection to the water. Surrounded by natural beauty and premium amenities, this property delivers the kind of tranquil lakefront living that so many search for and so few ever find. Opportunities to own a home like this, in one of Winter Garden's most sought after communities, simply don't come along often. Come experience it for yourself, and imagine the life waiting here. Schedule your private showing today before this exceptional retreat is gone!

16038 Johns Lake Overlook Drive, Winter Garden

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Orange County › Winter Garden › Hickory Hammock

Hickory Hammock, Winter Garden

Hickory Hammock is a 2010s neighborhood in southwest Winter Garden, in the 34787 zip code. Homes are block and stucco. Most homes fall between about 1,900 and 4,500 square feet under air, and the median lot is roughly a quarter acre.

Homes here carry an HOA, billed monthly, typically around $162. Confirm the figure on a specific parcel before relying on it.

What the homes are

  • Built Essentially all built in the 2010s.
  • Construction Block and stucco. Shingle roofs are near universal.
  • Size Most homes fall between about 1,900 and 4,500 square feet under air.
  • Bedrooms Four bedrooms is the most common plan, then five, then three.
  • Lot The median lot is roughly a quarter acre.
  • HOA Billed monthly, typically around $162. Confirm on a specific parcel before relying on it.

Where Hickory Hammock is

Hickory Hammock, centered at 28.524241, -81.624098. Drag to explore.
Street level, inside the neighborhood. Drag to look around.

Drive times below are measured on the road network from the center of Hickory Hammock, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando26 min18.7
Walt Disney World26 min18.4
Orlando International Airport31 min27.1
Universal Orlando25 min17.6

Public schools nearby

  • Whispering Oak Elementary School 5 min, 1.4 mi
  • SunRidge Elementary School 8 min, 2.7 mi
  • Oakland Avenue Charter School 11 min, 4.7 mi
  • Tildenville Elementary School 9 min, 3.4 mi

Private schools nearby

  • Foundation Academy, Tilden Campus 6 min, 1.7 mi
  • Family Christian School, Oakland 11 min, 5.0 mi

Parks and recreation

  • Tildenville Park 7 min, 2.6 mi
  • Pollard Park 11 min, 4.8 mi
  • VanderLey Park 11 min, 4.6 mi
  • Oakland Nature Preserve 12 min, 5.1 mi

Groceries and errands

  • Publix Super Market at Stoneybrook West Village 4 min, 0.9 mi
  • A&E Grocery Store 7 min, 2.5 mi
  • Target Grocery 9 min, 3.3 mi
  • Armazém X Winter Garden 9 min, 3.5 mi

Nearest is not the same as zoned. The schools above are the closest ones to Hickory Hammock by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Orange County Public Schools before it matters to a decision.

Places and drive times from Google, checked 20 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Hickory Hammock actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 29 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated November 2026.

What homes sold for in Hickory Hammock

$887,500Median sale price
$279Median per square foot
27 daysMedian days to contract
29Homes sold in 12 months

Sale prices ran from $380,000 to $2,700,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

By size

Home sizeSalesMedian priceMedian $/sq ftMedian days
Under 2,000 sq ft3$390,000$20627 days
2,000 to 3,000 sq ft9$630,000$24831 days
3,000 sq ft and up17$1,118,361$29020 days

A price per foot taken from the whole neighborhood should never be applied straight to one house.

What a pool is worth here

Homes with a private pool sold at a median $341 per square foot against $232 without one, a difference of $109 per square foot. That comes from 11 sales with a pool and 18 without.

Homes priced right sold far faster

Median days to go under contract. Shorter is better.

Never reduced 18 sales, closed at 97.6% of asking18 days
Reduced at least once 11 sales, closed at 95.7% of the reduced price95 days

Sellers who priced correctly and held their number went under contract in a median 18 days. Sellers who had to reduce took 95 days and still closed at 95.7% of their already reduced price, after a typical cut of $69,905. Opening high costs time and money, in that order.

Seller concessions

21%Of sales included a seller credit
$10,000Typical credit when there was one
6 of 29Sales carrying a credit

A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.

How buyers paid

Conventional 18 sales62%
Cash 9 sales31%
FHA 1 sale3%
VA 1 sale3%

Cash was 31% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.

Questions about a specific home in Hickory Hammock, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.

About this data. Source is the Stellar MLS feed for Hickory Hammock in Winter Garden, Orange County, covering closed sales from 7 November 2025 through 2 November 2026, refreshed monthly and current as of November 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.

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