About Downtown Windermere
Market Summary
Avg. List Price
Current Listings
Avg. Active Days on Market
Wine lovers
Healthy foods
Luxury culture
Historic
Coffee culture
Hops & brews
Networking opportunities
Travelers are here
Book loving
Handmade culture
market snapshot
We’ve gathered the latest market data to help you better understand what’s happening in Downtown Windermere.
Recently Sold Avg.
Avg. Days on Market
Recently Sold
Avg. Price/Area
Properties in Downtown Windermere
All
Sold
New - 14 Hours
Open House





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••••••
7 bd
11 ba
225 MAGNOLIA STREET, WINDERMERE, FL 34786
Listing Courtesy Of: COMPASS FLORIDA LLC, George Doulamis
Sold
New - 2,683 Hours
Open House





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••••••
6 bd
6 ba
1003 OAKDALE STREET, WINDERMERE, FL 34786
Listing Courtesy Of: VINTAGE REALTY GROUP LLC, 407-217-5458, Darrell Nunnelley
Sold
New - 4,629 Hours
Open House





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••••••
4 bd
6 ba
904 MAIN STREET, WINDERMERE, FL 34786
Listing Courtesy Of: VINTAGE REALTY GROUP LLC, 407-217-5458, Darrell Nunnelley
Sold
New - 13,417 Hours
Open House





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••••••
5 bd
5 ba
800 W 2ND AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: VINTAGE REALTY GROUP LLC, 407-217-5458, Darrell Nunnelley
Sold
New - 2,414 Hours
Open House





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••••••
4 bd
4 ba
109 E 12TH AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: EXECUTIVE PROPERTIES, 407-985-4333, Robert Larkan, Jr
Sold
New - 184 Hours
Open House





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••••••
5 bd
5 ba
409 W 2ND AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: UPSIDE REAL ESTATE INC, 407-497-6345, Amanda Black
Sold
New - 3,204 Hours
Open House





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••••••
4 bd
4 ba
98 E 10TH AVE, WINDERMERE, FL 34786
Listing Courtesy Of: WATSON REALTY CORP., 407-589-1600, Sue Webb
Sold
New - 2,364 Hours
Open House





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••••••
3 bd
3 ba
647 RIDGEWOOD DRIVE, WINDERMERE, FL 34786
Listing Courtesy Of: PREMIER SOTHEBYS INT'L REALTY, 407-581-7888, Linda O'Grady
Sold
New - 209 Hours
Open House





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••••••
3 bd
3 ba
400 W 2ND AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: UPSIDE REAL ESTATE INC, 407-497-6345, Judy Black
Sold
New - 105 Hours
Open House





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••••••
5 bd
6 ba
801 W 2ND AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: PREMIER SOTHEBY'S INTL. REALTY, 407-644-3295, Harif Hazera
Sold
New - 6,226 Hours
Open House





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••••••
5 bd
6 ba
12245 PARK AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: THE SELBY GROUP, INC., Debra L Wingo, Julie Vivas
Sold
New - 3,632 Hours
Open House





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••••••
10988 DOWN PARK LANE, WINDERMERE, FL 34786
Listing Courtesy Of: REGENCY REAL ESTATE LLC, 407-469-5021, Alexis Anderson
Sold
New - 4,986 Hours
Open House





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••••••
4 bd
3 ba
325 MAGNOLIA STREET, WINDERMERE, FL 34786
Listing Courtesy Of: REVEL REALTY LLC, Rebekkah Boskovich
Sold
New - 224 Hours
Open House





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••••••
7 bd
9 ba
11900 LAKE BUTLER BOULEVARD, WINDERMERE, FL 34786
Listing Courtesy Of: STOCKWORTH REALTY GROUP, 407-909-5900, Julie Bettosini, PA
Sold
New - 323 Hours
Open House





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••••••
4 bd
3 ba
315 E 6TH AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: KELLER WILLIAMS REALTY AT THE PARKS, 407-629-4420, Thomas Nickley, Jr
Sold
New - 954 Hours
Open House





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••••••
5 bd
6 ba
105 PINE STREET, WINDERMERE, FL 34786
Listing Courtesy Of: PREMIER SOTHEBY'S INTL. REALTY, 407-644-3295, Shelley Heistand
Sold
New - 2,008 Hours
Open House





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••••••
3 bd
2 ba
116 MAIN STREET, WINDERMERE, FL 34786
Listing Courtesy Of: METROPOLIS R.E. SOLUTIONS, LLC, 407-282-1600, Adam Judd
Sold
New - 1,255 Hours
Open House





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••••••
4 bd
3 ba
3302 JUST-A-MERE COURT, WINDERMERE, FL 34786
Listing Courtesy Of: WATSON REALTY CORP., 407-589-1600, Sue Webb
Sold
New - 11,553 Hours
Open House





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••••••
3 bd
3 ba
635 BUTLER STREET, WINDERMERE, FL 34786
Listing Courtesy Of: KELLER WILLIAMS REALTY AT THE LAKES, 407-566-1800, Scott Arthur
Sold
New - 1,559 Hours
Open House





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••••••
4 bd
4 ba
11036 SCHOONER WAY, WINDERMERE, FL 34786
Listing Courtesy Of: COMPASS FLORIDA LLC, Toni Cafferty
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Active
Sold
New - 14 Hours
Open House





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••••••
7 bd
11 ba
225 MAGNOLIA STREET, WINDERMERE, FL 34786
Listing Courtesy Of: COMPASS FLORIDA LLC, George Doulamis
Sold
New - 2,683 Hours
Open House





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••••••
6 bd
6 ba
1003 OAKDALE STREET, WINDERMERE, FL 34786
Listing Courtesy Of: VINTAGE REALTY GROUP LLC, 407-217-5458, Darrell Nunnelley
Sold
New - 4,629 Hours
Open House





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••••••
4 bd
6 ba
904 MAIN STREET, WINDERMERE, FL 34786
Listing Courtesy Of: VINTAGE REALTY GROUP LLC, 407-217-5458, Darrell Nunnelley
Sold
New - 13,417 Hours
Open House





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••••••
5 bd
5 ba
800 W 2ND AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: VINTAGE REALTY GROUP LLC, 407-217-5458, Darrell Nunnelley
Sold
New - 2,414 Hours
Open House





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••••••
4 bd
4 ba
109 E 12TH AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: EXECUTIVE PROPERTIES, 407-985-4333, Robert Larkan, Jr
Sold
New - 184 Hours
Open House





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••••••
5 bd
5 ba
409 W 2ND AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: UPSIDE REAL ESTATE INC, 407-497-6345, Amanda Black
Sold
New - 3,204 Hours
Open House





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••••••
4 bd
4 ba
98 E 10TH AVE, WINDERMERE, FL 34786
Listing Courtesy Of: WATSON REALTY CORP., 407-589-1600, Sue Webb
Sold
New - 2,364 Hours
Open House





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••••••
3 bd
3 ba
647 RIDGEWOOD DRIVE, WINDERMERE, FL 34786
Listing Courtesy Of: PREMIER SOTHEBYS INT'L REALTY, 407-581-7888, Linda O'Grady
Sold
New - 105 Hours
Open House





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••••••
5 bd
6 ba
801 W 2ND AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: PREMIER SOTHEBY'S INTL. REALTY, 407-644-3295, Harif Hazera
Sold
New - 6,226 Hours
Open House





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••••••
5 bd
6 ba
12245 PARK AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: THE SELBY GROUP, INC., Debra L Wingo, Julie Vivas
Sold
New - 3,632 Hours
Open House





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••••••
10988 DOWN PARK LANE, WINDERMERE, FL 34786
Listing Courtesy Of: REGENCY REAL ESTATE LLC, 407-469-5021, Alexis Anderson
Sold
New - 4,986 Hours
Open House





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••••••
4 bd
3 ba
325 MAGNOLIA STREET, WINDERMERE, FL 34786
Listing Courtesy Of: REVEL REALTY LLC, Rebekkah Boskovich
Sold
New - 224 Hours
Open House





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••••••
7 bd
9 ba
11900 LAKE BUTLER BOULEVARD, WINDERMERE, FL 34786
Listing Courtesy Of: STOCKWORTH REALTY GROUP, 407-909-5900, Julie Bettosini, PA
Sold
New - 323 Hours
Open House





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••••••
4 bd
3 ba
315 E 6TH AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: KELLER WILLIAMS REALTY AT THE PARKS, 407-629-4420, Thomas Nickley, Jr
Sold
New - 954 Hours
Open House





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••••••
5 bd
6 ba
105 PINE STREET, WINDERMERE, FL 34786
Listing Courtesy Of: PREMIER SOTHEBY'S INTL. REALTY, 407-644-3295, Shelley Heistand
Sold
New - 2,008 Hours
Open House





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••••••
3 bd
2 ba
116 MAIN STREET, WINDERMERE, FL 34786
Listing Courtesy Of: METROPOLIS R.E. SOLUTIONS, LLC, 407-282-1600, Adam Judd
Sold
New - 1,559 Hours
Open House





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••••••
4 bd
4 ba
11036 SCHOONER WAY, WINDERMERE, FL 34786
Listing Courtesy Of: COMPASS FLORIDA LLC, Toni Cafferty
Sold
New - 540 Hours
Open House





•••••
116 MAIN STREET, WINDERMERE, FL 34786
Listing Courtesy Of: METROPOLIS R.E. SOLUTIONS, LLC, 407-282-1600, Adam Judd
Sold
New - 802 Hours
Open House



•••
4 bd
5 ba
2 CHASE ROAD, WINDERMERE, FL 34786
Listing Courtesy Of: PV LUXURY GROUP PA, Prescilla Vazquez Cosme
Sold
New - 2,479 Hours
Open House





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••••••
11 MAIN STREET, WINDERMERE, FL 34786
Listing Courtesy Of: FLORIDA CONNEXION PROPERTIES, 407-574-2636, Priscila Triska
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Pending
Sold
New - 209 Hours
Open House





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••••••
3 bd
3 ba
400 W 2ND AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: UPSIDE REAL ESTATE INC, 407-497-6345, Judy Black
Sold
New - 1,255 Hours
Open House





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••••••
4 bd
3 ba
3302 JUST-A-MERE COURT, WINDERMERE, FL 34786
Listing Courtesy Of: WATSON REALTY CORP., 407-589-1600, Sue Webb
Sold
New - 11,553 Hours
Open House





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••••••
3 bd
3 ba
635 BUTLER STREET, WINDERMERE, FL 34786
Listing Courtesy Of: KELLER WILLIAMS REALTY AT THE LAKES, 407-566-1800, Scott Arthur
Sold
New - 4,137 Hours
Open House





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••••••
3 bd
2 ba
235 OAKDALE STREET, WINDERMERE, FL 34786
Listing Courtesy Of: THE SIMON SIMAAN GROUP, 407-558-1396, Simon Simaan
Sold
New - 2,584 Hours
Open House





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••••••
4 bd
5 ba
2812 MARQUESAS COURT, WINDERMERE, FL 34786
Listing Courtesy Of: THE REAL ESTATE COLLECTION LLC, 407-656-7814, Kari Fleck
Sold
New - 8,341 Hours
Open House





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••••••
4 bd
3 ba
104 E 1ST AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: STOCKWORTH REALTY GROUP, 407-909-5900, Maria Quintero
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No matching listings
Recently Sold
Sold
- Mar 21, 2025
New - 6,245 Hours
Open House





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••••••
4 bd
3 ba
7 1ST COURT, WINDERMERE, FL 34786
Listing Courtesy Of: NOVA REAL ESTATE SERVICES INC, 407-592-1744, Fernanda Negromonte
Sold
- Mar 18, 2025
New - 6,640 Hours
Open House





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••••••
5 bd
4 ba
11154 PARK AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: EXP REALTY LLC, 407-476-4127, Corinne Defilippis
Sold
- Mar 12, 2025
New - 1,017 Hours
Open House





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••••••
6 bd
6 ba
407 W 1ST AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: BHHS FLORIDA REALTY, 407-876-2090, Ashley Boyd
Sold
- Mar 7, 2025
New - 3,750 Hours
Open House





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••••••
3 bd
2 ba
426 E 6TH AVENUE, WINDERMERE, FL 34786
Listing Courtesy Of: EXP REALTY LLC, 888-883-8509, Jaime Leizan
Sold
- Feb 28, 2025
New - 8,504 Hours
Open House





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••••••
4 bd
6 ba
10821 BAYSHORE DRIVE, WINDERMERE, FL 34786
Listing Courtesy Of: COMPASS FLORIDA, LLC, Christopher Christensen
Sold
- Feb 25, 2025
New - 2,409 Hours
Open House





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••••••
4 bd
5 ba
1295 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786
Listing Courtesy Of: KEENE'S POINTE REALTY, 407-876-8879, Desiree LaRoche
Sold
- Feb 25, 2025
New - 5,866 Hours
Open House





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••••••
4 bd
3 ba
12025 LAKE BUTLER BOULEVARD, WINDERMERE, FL 34786
Listing Courtesy Of: ADAIR REALTY INC, 321-214-4770, Sherry Duvall
Sold
- Feb 24, 2025
New - 1,473 Hours
Open House





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••••••
4 bd
4 ba
2934 MARQUESAS COURT, WINDERMERE, FL 34786
Listing Courtesy Of: UPSIDE REAL ESTATE INC, 407-497-6345, Judy Black
Sold
- Feb 21, 2025
New - 5,697 Hours
Open House





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••••••
3 bd
2 ba
4 CHASE ROAD, WINDERMERE, FL 34786
Listing Courtesy Of: THE REAL ESTATE COLLECTION LLC, 407-656-7814, Matt Kester
Sold
- Feb 5, 2025
New - 7,142 Hours
Open House





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••••••
4 bd
3 ba
19 MAIN STREET, WINDERMERE, FL 34786
Listing Courtesy Of: LAKESIDE REALTY WINDERMERE INC, 407-876-5575, Corey Mathias
Sold
- Feb 1, 2025
New - 1,759 Hours
Open House





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••••••
4 bd
5 ba
216 MAGNOLIA STREET, WINDERMERE, FL 34786
Listing Courtesy Of: REALTY INTERNATIONAL LLC, 407-207-4000, Mark Allen
Sold
- Jan 15, 2025
New - 484,134 Hours
Open House





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••••••
4 bd
4 ba
11018 LAKE BUTLER BOULEVARD, WINDERMERE, FL 34786
Listing Courtesy Of: CORCORAN PREMIER REALTY, 407-965-1155, Steve Healy
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Nearby Schools
Public
Private
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Grade
Student-Teacher Ratio:
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Grade
Student-Teacher Ratio:
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Disclaimer: This information is provided by
Precisely
and subject to change.
Please check the applicable school district.
Transit & Commute
Estimated commute times from Downtown Windermere
Car-Dependent
Walkable
Very Walkable
Nearby Neighborhoods
Westfield Lakes
3
Current Listings
Windermere Landing
3
Current Listings
Brookestone
2
Current Listings
Wintermere Pointe
2
Current Listings
Lake Sawyer
3
Current Listings
Almond Tree Estates
1
Current Listings
Courtleigh Park
Windermere Wylde
Village of Wesmere
1
Current Listings
Braemar
Glenmuir
3
Current Listings
Westminster Landing
Kensington Park
Wintermere Harbor
Willowwood
Butler Ridge
Tuscany Ridge
1
Current Listings
Bronsons Landing
1
Current Listings
Banana Bay
2
Current Listings
Saddlebrook
1
Current Listings
The Enclave
2
Current Listings
Bay Hill Cove
Providence Windermere
4
Current Listings
Turnburry Woods
2
Current Listings
Windward Cay
Palm Cove Estates
Cypress Landing
1
Current Listings
Grovehurst
Wellesley
Lakes Of Windermere
7
Current Listings
Beulah
Foxcrest
1
Current Listings
Windermere
3
Current Listings
Old Windermere Estates
11
Current Listings
Silver Woods
2
Current Listings
Kelso
4
Current Listings
Windermere
Cambridge Crossing
Estates at Windermere
2
Current Listings
Belmere Village & Whitney Isles
6
Current Listings
Gotha Rd
5
Current Listings
Meadow Ridge
2
Current Listings
Balmoral
Windermere Club
5
Current Listings
Windermere East
11
Current Listings
Isleworth
12
Current Listings
Windsor Landing
3
Current Listings
Reserve At Belmere
5
Current Listings
Windermere Grande
2
Current Listings
Willows At Lake Rhea
2
Current Listings
Manors At Butler Bay
1
Current Listings
Tildens Grove
3
Current Listings
Reserve At Lake Butler Sound
7
Current Listings
Waterford Pointe
Windermere Chase
Waterstone
1
Current Listings
Sunset Lakes
Ocoee/Windermere
2
Current Listings
Bellaria Orange
1
Current Listings
Sandy Shores
Lake Butler Blvd
1
Current Listings
Wesmere
4
Current Listings
Lake Roberts Landing
1
Current Listings
Havencrest
North Bay
5
Current Listings
Oxford Moor