101 LEE STREET Windermere, FL $ 1,485,000
101 LEE STREET
$ 1,485,000
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101 LEE STREET

Windermere, FL, 34786
$ 1,485,000
Bedrooms5 Baths4.0 Sq 4,186

Monthly Estimate*

$ 9,264

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Single Family Home for sale in Windermere, FL

for $1,485,000 with 5 bedrooms and 4 full baths. This 4,186 square foot home was built in 1978 on a lot size of 0.42.

A new long elegantly paved driveway leads up to this beautifully updated 5-bedroom, 4,200 sq. ft. home in the charming Town of Windermere. With lush views of established landscaping & surrounding trees, this home combines comfort, style, and plenty of space for family and friends. The bright, open kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, and windows that fill the space with natural light. The kitchen flows into the dining area and great room, where vaulted ceilings, a cozy gas fireplace, and warm accent lighting make it the perfect place to gather. Step through the French doors to an oversized balcony overlooking the pool and privacy landscaping. The private master suite sits on its own level with a large sitting/dressing area and a personal balcony—a true retreat at the end of the day. On the main floor, you’ll find two more bedrooms, a full bath, and a convenient laundry room. The lower level offers a spacious entertainment area, an en-suite bedroom, an additional full bath, and a fifth bedroom which is currently serving as a stylish home gym. All open directly to the pool deck and fenced backyard, creating an easy flow for family fun and entertaining. Modern updates include Control4 home automation, Nest thermostats for all three AC units, energy-efficient new windows & doors and abundant landscaping. The home has recently been thoroughly redecorated throughout so is move in ready. Living in Windermere means more than just owning a home—you’ll enjoy access to town boat ramps, parks, and scenic docks. Plus, it’s just a short walk to the weekly Farmer’s Market and monthly Food Truck nights, where neighbors come together to enjoy the best of small-town living. This home has it all: space, comfort, and a welcoming community. Come see it for yourself—you’ll feel right at home the moment you arrive.

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Single Family Active

Price

$ 1,485,000

Bedrooms

5

Full Bath

4

Property Type

Single Family

Taxes

$ 11,349

Style

Lot Size

0.42

Year Built

1978

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6344558

Features
Interior
Interior Amenities eating space in kitchen
Flooring porcelain tile hardwood
Furnished Y/N negotiable
Fireplace Features gas stone
Total Stories 3
Air Conditioning Y/N yes
Heating Y/N yes
Window Features aluminum frames blinds display window(s) drapes energy star qualified windows rods shades shutters window treatments wood frames
Fireplace Y/N yes
Half Baths 0
Laundry Features electric dryer hookup inside washer hookup
Total Bedrooms 5
Total Baths 4
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General
Sewer septic tank
Heating central
Cooling central air
Utilities bb/hs internet available cable connected electricity connected natural gas connected
Roof shingle
Appliances bar fridge built-in oven convection oven cooktop dishwasher disposal dryer electric water heater exhaust fan freezer ice maker microwave range range hood refrigerator washer
Zoning sfr
Garage Spaces 2
Patio/Porch Features front porch other screened
Architectural Style other
Pool Features in ground lighting screen enclosure tile
Security Features security fencing/lighting/alarms smoke detector(s)
Construction Materials block stucco wood frame
Year Built 1978
View trees/woods water
Levels multi/split
Property Subtype single family residence
Tax Year 2024
Ownership fee simple
County orange
New Construction no
Property Type residential
HOA N
Attached Garage yes
Subdivision Name windermere town rep
Facing Direction east
Garage Y/N yes
Total Rooms 9
Full Baths 4
Status active
Directions from conroy windermere rd continue onto e 6th ave. turn right onto lee street. home is on the left.
High School windermere high school
City windermere
Senior Community Y/N no
MLS Area 34786 - windermere
Lot Size Units square feet
Lot Size Square Feet 18138
Carport Y/N no
Listing Terms cash conventional
Elementary School windermere elem
Property Attached Y/N no
Land Lease Y/N no
Tax Annual Amount 11349.26
Home Warranty Y/N no
Middle/Junior High School gotha middle
Additional Parcels Y/N no
Lease Considered Y/N yes
Virtual Tour https://www.propertypanorama.com/instaview/stellar/o6344558
Building Area Units square feet
Living Area Units square feet
Standard Status active
Occupancy Type owner
Tax Lot 176
Legal Description replat of town of windermere q/39 lot 176
Water View lake - chain of lakes
Water Access Type lake - chain of lakes
Minimum Lease no minimum
Water Access Y/N yes
Additional Rooms formal living room separate
Water View Y/N yes
Flood Zone Code x
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Exterior
Exterior Amenities balcony garden irrigation system lighting private mailbox
Vegetation mature landscaping trees/landscaped
Lot Features corner lot city lot
Water Source public well required
Lot Size Area 18138
Foundation Details slab
Spa no
Building Area Total 5791
Lot Size Acres 0.42
Road Surface Type unimproved other
Private Pool yes
Waterfront Y/N no
Covered Spaces 2
Road Frontage Type street unpaved
Road Responsibility public maintained road
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Internal Only
Street Number 1 101
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* Excluded Features
List By
Isleworth Realty Llc

Broker

she@careysheffield.com

Email

Affordability Calculator

$10,210
Per Month
91%
9%
0%
Monthly Principal & Interest
$9,264
Monthly Property Taxes
$946
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3222108 Elementary School
5147119 Middle School
Windermere High School High School
Pricing History
DatePricePrice ChangeDescription
12/7/2025$1,485,000 -4.19% Price Down
11/4/2025$1,550,000 -6.06% Price Down
9/23/2025$1,650,000 Listed Price

Map


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101 LEE STREET, Windermere, FL, 34786 is a Single Family Home for sale at $1,485,000 with 4,186 sqft and a lot size of 0.42. 101 LEE STREET has 5 bedrooms, 4.0 baths, and was built in 1978. The property's zip code is 34786 which is in Windermere, FL