Homes In Orlando For Sale Search

Jessamine Beach Homes for Sale

5400 Kenmore Lane, Orlando
$1,350,000
3 Beds ⋅ 4 Baths ⋅ Jessamine Beach Rep SubDv. ⋅ 32839 Zip Code
Virtually Staged. Welcome to this beautifully maintained lakefront estate located on the pristine shores of Lake Jessamine, offering a rare opportunity to own in one of the area’s most coveted lake communities. Nestled on a sprawling lot with 120 feet of lake frontage, this home effortlessly blends luxury, comfort, and serene natural beauty. As you enter through a beautifully landscaped courtyard with a horseshoe driveway, you’re immediately greeted by the charm and grandeur of this exceptional property. The interior boasts 3 spacious bedrooms plus a flexible 4th bedroom, currently transformed into a custom California Closets-designed primary walk-in closet. The heart of the home is a modern chef’s kitchen complete with premium appliances, double ovens, expansive counter space, and a massive butler’s pantry/bonus kitchen, perfect for entertaining. Adjacent, the living area is both inviting and impressive, featuring two gas fireplaces, French doors, and large windows that frame breathtaking lake views with downtown Orlando as your scenic backdrop. Step outside to a custom-designed patio with an elegant fireplace, and a fully equipped outdoor kitchen, perfect for hosting gatherings overlooking the tranquil waters. The estate also features an oversized heated pool and spa with a covered 16 x 60 deck area, plus a private boat dock with electric lift, creating endless opportunities for lakefront leisure and entertainment. Additional highlights include; Roof replaced in 2022, upgraded pool & spa equipment 2024, Custom wet bar with built-in wine storage, integrated speaker system and hidden security system, Travertine tile throughout bathrooms, dining room, and a spa-inspired primary bath with custom finishes, Ample storage space with custom built-in shelving throughout, AC unit replaced 2023, floating jet ski dock recently installed, and custom garage cabinetry. This estate offers privacy and elegance while being just minutes from Orlando’s premier shopping, dining, entertainment, and city center. Experience the perfect balance of luxury living with the tranquility of a lakeside retreat.

5400 Kenmore Lane, Orlando

5526 Parkdale Drive, Orlando
$1,599,500
5 Beds ⋅ 5 Baths ⋅ Jessamine Beach Rep SubDv. ⋅ 32839 Zip Code
Welcome to an exceptional lakefront escape on Lake Jessamine, where modern luxury meets serene waterfront living. This beautifully renovated home showcases timeless design, high-end finishes, and over 140 feet of pristine shoreline complete with your own private boat dock, ideal for boating, fishing, or enjoying spectacular sunrise views each morning. Step inside to a bright, open-concept layout that seamlessly blends the living, dining, and kitchen areas, perfect for everyday comfort or entertaining guests. The brand new designer kitchen features sleek cabinetry, quartz-style countertops, modern appliances, and generous storage. Each bathroom has been thoughtfully redesigned with spa-inspired touches, including marble counters and elegant custom tile work. A spacious flex room adds valuable versatility, ideal for a home gym, office, media room, or game room. Outdoors, enjoy a large backyard, a relaxing covered lanai, and a durable metal roof that provides long-term peace of mind. Located in a quiet, convenient neighborhood with NO HOA, this home gives you the freedom to live, rent, or invest as you choose, while still being minutes from top schools, shopping, dining, and major highways. Words can only describe so much seeing this home in person is the only way to truly appreciate the beauty, craftsmanship, and breathtaking lakefront setting. This remarkable waterfront residence offers unmatched comfort, elegance, and lifestyle value. Schedule your private showing today!

5526 Parkdale Drive, Orlando

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Orange County › Pine Castle › Jessamine Beach

Jessamine Beach, Pine Castle

Jessamine Beach is a neighborhood in south Orlando, in the 32809 zip code, built mostly in the 1950s. Homes are block and stucco, predominantly single story. Most homes fall between about 1,200 and 3,400 square feet under air, and the median lot is roughly half an acre.

Most of Jessamine Beach carries no mandatory HOA.

Big Oak Park sits inside the subdivision.

What the homes are

  • Built Mostly built in the 1950s, with homes from 1925 to 2015.
  • Construction Block and stucco. Shingle roofs on 83% of homes.
  • Style Ranch, Traditional, Contemporary. Predominantly single story.
  • Size Most homes fall between about 1,200 and 3,400 square feet under air.
  • Bedrooms Three bedrooms is the most common plan.
  • Lot The median lot is roughly half an acre.
  • HOA Most of the neighborhood carries no mandatory HOA. Confirm on a specific parcel before relying on it.

Where Jessamine Beach is

Jessamine Beach, centered at 28.478786, -81.381309. 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 Jessamine Beach, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando16 min6.7
Walt Disney World27 min20.6
Orlando International Airport16 min7.4
Universal Orlando22 min6.3

Public schools nearby

  • Oak Ridge High School 4 min, 1.0 mi
  • Lancaster Elementary School 7 min, 2.0 mi
  • Cristo Rey Orlando High School 7 min, 2.0 mi
  • Palmetto Elementary School 9 min, 2.8 mi

Private schools nearby

  • Bethany Christian Academy 4 min, 1.2 mi
  • Calvary Orlando Christian Academy 5 min, 1.4 mi
  • South Orlando Christian Academy 4 min, 1.4 mi
  • Cornerstone Charter Academy 5 min, 1.3 mi

Parks and recreation

  • Big Oak Park 0 min, 0.0 mi
  • Padgett Park 3 min, 0.9 mi
  • Vogt-Meloon Park 4 min, 1.0 mi
  • Cypress Grove Park 7 min, 2.3 mi

Groceries and errands

  • Tienda Guatemalteca 3 min, 0.6 mi
  • Ideal Food Basket 4 min, 1.0 mi
  • Plaza Tropical Supermarket 4 min, 1.2 mi
  • El Mercado Popular Carniceria Grocery Food Stamps 4 min, 1.3 mi

Nearest is not the same as zoned. The schools above are the closest ones to Jessamine Beach 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 8 November 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Jessamine Beach actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 3 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.

Read this one loosely. Fewer than eight homes closed here in the last year, so every median on this page rests on a small sample and can swing on a single sale.

What homes sold for in Jessamine Beach

$314,900Median sale price
$191Median per square foot
251 daysMedian days to contract
3Homes sold in 12 months

Sale prices ran from $267,500 to $888,100, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

Price cuts and time to contract

Median days to go under contract. Shorter is better.

Never reduced 1 sale, closed at 95.6% of asking5 days
Reduced at least once 2 sales, closed at 94.4% of the reduced price298 days

Sellers who held their number went under contract in a median 5 days. Sellers who had to reduce took 298 days and still closed at 94.4% of their already reduced price, after a typical cut of $195,000.

How buyers paid

Conventional 2 sales67%
Cash 1 sale33%

Cash was 33% 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 Jessamine Beach, 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 Jessamine Beach in Pine Castle, Orange County, covering closed sales from 13 November 2025 through 8 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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