5999 Marleon Dr
Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 3,461 sqft (on 1.52 acres)
4 Beds
3.5 Baths
3,461 sqft
(on 1.52 acres)
Local Information
-- mins to
Description
SERENE & SECLUDED, YET CONVENIENTLY LOCATED WITHIN WALKING DISTANCE TO WINDERMERE PREP! Tucked away on the shores of Lake Cypress, enjoy the best of both worlds in this FRESHLY PAINTED custom-built lakefront estate; peace & quiet with no HOA, but still close to award-winning restaurants and shopping! Featuring 4 bedrooms & 3/1 bathrooms, this home is perfectly situated among mature oak trees on a 1.52-acre lot. The curb appeal is undeniable as you travel down the winding, gated driveway. As you enter the home, the open formal living & dining room, you are greeted with views of the pool & lake. Just off the formal living room is the home office with access to the spacious master bedroom. Boasting soaring ceilings, a fireplace, & windows that look over the backyard & lake, the master suite is a private oasis to escape & relax. The master bath includes a soaking tub, walk-in shower, dual sink vanity, & large walk-in closet. The family room has a gorgeous stone fireplace and built-in entertainment center which leads into the gourmet kitchen featuring granite countertops, gas cooktop, built-in ovens, prep island, vegetable sink, & closet pantry. The screened-in pool area is truly magnificent with a stone lanai, summer kitchen, & tropical landscaping. Enjoy the towering cypress trees that are pristinely reflected in the mirror-like calm lake from your private covered boat dock & lift where you can ski, boat & fish! Above the 3 car garage is framed & ready to add a bonus room &/or bedroom suite...the possibilities are endless!
5999 Marleon Dr, Windermere, FL 34786 is a 4 bedroom, 4 bathroom, 3,461 sqft single-family home built in 2000. It last sold for $1,100,000 on Sep 21, 2020. It is currently off market. The Trulia Estimate is $2,243,100, with a rent estimate of $6,551/month.
Home Highlights
Parking
Garage
Outdoor
Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 5999 Marleon Dr
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Heating & Cooling Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Interior Details Types of Rooms: Walk In Closet, Dining Room |
Appliances & Utilities DishwasherDisposalDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa Fireplace |
Levels, Entrance, & Accessibility Floors: Tile, Carpet, Hardwood |
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Exterior Home Features Roof: CompositionExterior: Stone, Stucco |
Pool Pool |
Parking & Garage GarageParking Spaces: 3Parking: Garage Detached |
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Year Built Year Built: 2000Year Updated: 2000 |
Property Type / Style Property Type: Single Family Home |
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Units in Building: 1 |
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Lot Area: 1.52 acres |
Price History for 5999 Marleon Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 09/21/2020 | $1,100,000 | Sold | N/A |
| 08/10/2020 | $1,199,000 | Pending | Agent Provided |
| 05/02/2020 | $1,199,000 | PriceChange | Agent Provided |
| 02/28/2020 | $1,249,000 | PriceChange | Agent Provided |
| 12/13/2019 | $1,299,000 | Listed For Sale | Agent Provided |
| 07/21/2017 | $1,050,000 | Sold | N/A |
| 05/17/2017 | $1,150,000 | PriceChange | Agent Provided |
| 01/30/2017 | $1,300,000 | Listed For Sale | Agent Provided |
| 05/14/2004 | $970,000 | Sold | N/A |
| 10/19/1998 | $225,000 | Sold | N/A |
| 06/04/1996 | $110,000 | Sold | N/A |
Market trends in Windermere
Last updated May 2026
Avg. sale price
$672K
$26.67KMoM
Sale-to-List Price
97.5%
0.3%MoM
Price per sq ft
$262
$6MoM
Available listings
291
2MoM
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $30,021 |
| Assessment | $2,313,504 |
Home facts updated by county records
Comparable Sales for 5999 Marleon Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.26 | Single-Family Home | $1,330,000 | 06/18/26 | 4 | 3.5 | 4,319 | |
0.48 | Single-Family Home | $1,655,000 | 08/15/25 | 4 | 2.5 | 3,104 | |
0.36 | Single-Family Home | $1,699,000 | 03/10/26 | 4 | 5 | 4,329 | |
0.49 | Single-Family Home | $1,400,000 | 07/11/25 | 5 | 5 | 3,894 | |
0.23 | Single-Family Home | $2,000,000 | 08/25/25 | 4 | 5 | 3,966 | |
0.43 | Single-Family Home | $1,370,000 | 11/04/25 | 4 | 3.5 | 3,586 | |
0.52 | Single-Family Home | $1,400,000 | 07/16/25 | 4 | 4 | 4,079 | |
0.55 | Single-Family Home | $1,800,000 | 01/15/26 | 4 | 4.5 | 4,247 | |
0.48 | Single-Family Home | $2,075,000 | 09/15/25 | 5 | 5 | 4,197 | |
0.36 | Single-Family Home | $1,535,000 | 04/15/26 | 2 | 2 | 2,044 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 5999 Marleon Dr.
What Locals Say about Windermere
At least 270 Trulia users voted on each feature.
93 % Say it's dog friendly
92 % Say there are sidewalks
87 % Say car is needed
87 % Say parking is easy
81 % Say people would walk alone at night
80 % Say it's quiet
79 % Say there's holiday spirit
78 % Say kids play outside
75 % Say streets are well-lit
64 % Say yards are well-kept
60 % Say they plan to stay for at least 5 years
59 % Say it's walkable to grocery stores
56 % Say there's wildlife
55 % Say it's walkable to restaurants
54 % Say neighbors are friendly
40 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
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