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Home › Windermere › Latest Listings

Latest Windermere Real Estate Listings

Windermere has always been one of Orlando's hottest real estate markets and sought after addresses. Below are the twenty five newest home listings in Windermere. This list updates every 5 minutes, so make sure to bookmark this page and check back often. You may also create a search and get automatic updates for Windermere or any other area you like. Need help? Just message us.

25 Most Recent Windermere Real Estate Listings

11066 Ullswater Lane, Windermere image
11066 Ullswater Lane, Windermere $3,600,000

Experience luxury living in the heart of Orlando, with a 24-hour guard-gated Reserve at Lake Butler Sound in Windermere! Situated on an expansive 0.83-acre homesite, this...

  • 5 Beds
  • 7 Baths
  • Reserve At Lake Butler Sound SubDv.
  • 34786 Zip Code
6206 Golden Dewdrop Trail, Windermere image
6206 Golden Dewdrop Trail, Windermere $580,000

Welcome to 6206 Golden Dewdrop Trail in Windermere Landings — an opportunity to live in Windermere, one of Central Florida's most exclusive and sought-after addresses. Se...

  • 3 Beds
  • 3 Baths
  • Windermere Lndgs Ph 02 SubDv.
  • 34786 Zip Code
7663 Bramwell Street, Windermere image
7663 Bramwell Street, Windermere — Wickham Park $369,990

Welcome to 7663 Bramwell Street, a well-kept 3-bedroom townhome in Windermere’s Wickham Park community, offering low-maintenance living in one of West Orange County’s mos...

  • 3 Beds
  • 3 Baths
  • Wickham Park 04 05 06 09 10 11 12 01 SubDv.
  • 34786 Zip Code
13731 Calera Alley, Windermere image
13731 Calera Alley, Windermere — 94 $465,000

Welcome home to this highly upgraded, move-in ready outside end unit in the Vineyards of Horizons West. This unit features a fenced side yard with patio, walkway to garag...

  • 3 Beds
  • 3 Baths
  • Vineyards/Horizons West Ph 2b SubDv.
  • 34786 Zip Code
5021 Carillon Lane, Windermere image
5021 Carillon Lane, Windermere $625,000

Welcome to this beautiful home in a highly desirable community known for its top-rated schools and beautifully maintained surroundings. Lush landscaping, graceful palm tr...

  • 4 Beds
  • 3 Baths
  • Summerport SubDv.
  • 34786 Zip Code
5231 Lemon Twist Lane, Windermere image
5231 Lemon Twist Lane, Windermere $559,900

?? REMODELED HOME IN WINDERMERE! HIGHLY MOTIVATED SELLER! ?? 5231 Lemon Twist Ln, Windermere ??? 4 Bedrooms | ?? 2.5 Bathrooms Discover a spacious home that combin...

  • 4 Beds
  • 4 Baths
  • Summerport Ph 03 SubDv.
  • 34786 Zip Code
8582 Powder Ridge Trail, Windermere image
8582 Powder Ridge Trail, Windermere $630,000 ▼

Virtually Staged. EXCELLENT OPPORTUNITY TO LIVE OR INVEST! This impressive Kipling model with lake views offers an exceptional combination of comfort, upgrades, and flex...

  • 4 Beds
  • 4 Baths
  • Windermere Trls Ph 3b SubDv.
  • 34786 Zip Code
8631 Greenbank Boulevard, Windermere image
8631 Greenbank Boulevard, Windermere $669,000

Very nice two story executive home in the gated community of Lakes of Windermere. Location provides easy access to Disney employees parking, shopping in Windermere. The ...

  • 4 Beds
  • 4 Baths
  • Lakes/Windermere-Peachtree SubDv.
  • 34786 Zip Code
8516 Danforth Drive, Windermere image
8516 Danforth Drive, Windermere — 8516 $350,000

Live Where the Magic Happens! This beautifully maintained, FULLY FURNISHED 2-bedroom, 2.5-bath Townhome is located in the coveted Windermere area, perfectly situated just...

  • 2 Beds
  • 3 Baths
  • Lakes/Windermere - Lake Reams Townhomes SubDv.
  • 34786 Zip Code
14500 Bridgewater Crossings Boulevard, Windermere image
14500 Bridgewater Crossings Boulevard, Windermere — Na $400,000

Morning coffee at Foxtail, an evening walk for Kelly’s Homemade Ice Cream, and a move-in-ready home waiting when you get back. At 14500 Bridgewater Crossings Boulevard, t...

  • 4 Beds
  • 3 Baths
  • Tennyson Pk/Summerport SubDv.
  • 34786 Zip Code
9621 Windy Ridge Road, Windermere image
9621 Windy Ridge Road, Windermere $6,999,999 ▼

Under Construction. Seller is selling as is buyer to take over and find new builder....Great piece of land with the best location with main exterior done !!!!

  • 9 Beds
  • 16 Baths
  • Windsor Hill SubDv.
  • 34786 Zip Code
9601 Ambleside Drive, Windermere image
9601 Ambleside Drive, Windermere $1,160,000

Virtually Staged. Move in. Reimagine. Or build new. Welcome to the Lake Down Shores lifestyle, where one-acre homesites and private community access to the Windermere Cha...

  • 4 Beds
  • 3 Baths
  • Lake Down Shores Rep SubDv.
  • 34786 Zip Code
5650 Nectarine Drive, Windermere image
5650 Nectarine Drive, Windermere $1,475,000

NEWLY BUILT HOME WITH LAKE CAWOOD ACCESS ON APPROXIMATELY 1.70 ACRES! Discover refined lake living in this Ashton Woods Duval residence in Lake Cawood Cove, Windermere, w...

  • 5 Beds
  • 5 Baths
  • Lake Cawood Cove SubDv.
  • 34786 Zip Code
12620 S Lake Sawyer Lane, Windermere image
12620 S Lake Sawyer Lane, Windermere $3,250,000

Finding a MODERN, CUSTOM-BUILT LAKEFRONT HOME in Windermere, set on 1.15 ACRES with NO HOA or CDD, is an increasingly rare opportunity. Add exceptional PRIVACY, your own ...

  • 4 Beds
  • 6 Baths
  • Acreage SubDv.
  • 34786 Zip Code
11267 Grander Drive, Windermere image
11267 Grander Drive, Windermere — 11267 $435,000

Stunning modern townhome in the desirable Lake Burden community of Windermere! This beautifully designed 3-bedroom, 2.5-bathroom corner-lot townhome offers 1,743 sq ft of...

  • 3 Beds
  • 3 Baths
  • Lake Burden South Ph 2 #35 36 SubDv.
  • 34786 Zip Code
13019 Garridan Avenue, Windermere image
13019 Garridan Avenue, Windermere $620,000

Fully remodeled modern kitchen, Remodeled guest bath, Roof replaced in 2026, so no big-ticket surprises, TWO primary suites, each with a walk-in closet and a double-vanit...

  • 4 Beds
  • 4 Baths
  • Windermere Sound Ph 2 SubDv.
  • 34786 Zip Code
4205 Clarice Court, Windermere image
4205 Clarice Court, Windermere $2,899,000

Virtually Staged. Experience extraordinary luxury and cutting-edge technology at 4205 Clarice Court in Windermere! This impressive 7-bedroom, 8.5-bathroom estate offers 7...

  • 7 Beds
  • 9 Baths
  • Lake Clarice Plantation SubDv.
  • 34786 Zip Code
17538 Black Rail Street, Windermere image
17538 Black Rail Street, Windermere $1,189,000

WATER VIEW! DISNEY FIREWORKS! 4,999 SQ FT OF LIVING SPACE! TWO PRIMARY SUITES, ONE ON EACH FLOOR! 3 CAR GARAGE! Located in the desirable Enclave community of Windermer...

  • 5 Beds
  • 5 Baths
  • Enclave SubDv.
  • 34786 Zip Code
6518 Sawyer Shores Lane, Windermere image
6518 Sawyer Shores Lane, Windermere $2,190,000

Virtually Staged. Under Construction. Estimated completion: January 2027. Commanding architecture, soaring interiors and access to Lake Sawyer define this new contemporar...

  • 5 Beds
  • 6 Baths
  • Sawyer Shores Sub SubDv.
  • 34786 Zip Code
13125 Penshurst Lane, Windermere image
13125 Penshurst Lane, Windermere $599,000

Gorgeous 3 bedroom 2 bathroom home in the desirable subdivision of Lakes of Windermere. The open concept makes the living spaces feel larger and much more inviting. This...

  • 3 Beds
  • 2 Baths
  • Lakes/Windermere Ph 03 P & Q SubDv.
  • 34786 Zip Code
8867 Herencia Alley, Windermere image
8867 Herencia Alley, Windermere $405,000

Welcome to this beautiful townhome in the desirable Legato community in Windermere! This spacious 3-bedroom, 2.5-bathroom home features an open floor plan and a 2-car gar...

  • 3 Beds
  • 3 Baths
  • Legado SubDv.
  • 34786 Zip Code
8276 Maritime Flag St Unit 1204, Windermere image
8276 Maritime Flag St Unit 1204, Windermere — 8276 $324,900

Virtually Staged. Welcome to this beautiful 3-bedroom, 2-bathroom first-floor condo in the desirable Lakeside at Lake Windermere community! Offering an attractive combina...

  • 3 Beds
  • 2 Baths
  • Lakeside/Lk/Windermere Ph 12 SubDv.
  • 34786 Zip Code
5944 Caymus Loop, Windermere image
5944 Caymus Loop, Windermere $1,050,000

AVAILABLE FOR SALE OR LEASE. Keene's Pointe, 24-hour gated/attended golf community. Tucked adjacent to the Butler Chain of Lakes this home offers 4 bedrooms, 3 baths, fo...

  • 4 Beds
  • 3 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
7231 Sangalla Drive, Windermere image
7231 Sangalla Drive, Windermere $1,348,000

Virtually Staged. Set behind the gates of Casa Del Lago, 7231 Sangalla Drive offers a fresh interpretation of Windermere living, pairing nearly 4,000 square feet of inter...

  • 5 Beds
  • 5 Baths
  • Casa Del Lago-Replat SubDv.
  • 34786 Zip Code
12785 Westside Village Loop, Windermere image
12785 Westside Village Loop, Windermere $769,000 ▼

NEW PRICE! MOVE-IN READY WINDERMERE HOME WITH PEACEFUL CONSERVATION VIEWS + $12,000 DECOR/RATE BUY DOWN CREDIT! Discover the perfect blend of comfort, style, and locati...

  • 4 Beds
  • 4 Baths
  • Westside Village SubDv.
  • 34786 Zip Code
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Realtor David MyersDavid Myers
Your Windermere Neighborhood Expert
Call/Text: 407.801.3286
Windermere Home Buyers Guide

Windermere Neighborhoods

  • Arlington Bay
  • Ashlin Park
  • Balmoral
  • Bellaria
  • Bella Vita
  • Belmere Village
  • Berkshire Park
  • Butler Ridge
  • Carrington
  • Casa Del Lago
  • Casabella
  • Chaine Du Lac
  • Courtleigh Park
  • Crescent Lake Estates
  • Cypress Chase
  • Cypress Isle
  • Eden Isle
  • Enclave Wndrmr Lndng
  • Estancia Windermere
  • Estates at Lake Clarice
  • Estates at Windermere
  • Glenmuir
  • Grande Pines
  • Harbor Isle
  • Havencrest
  • Isleworth
  • Keenes Pointe
  • Lake Burden
  • Lake Butler Estates
  • Lake Butler Sound
  • Lake Buynak Estates
  • Lake Cawood Cove
  • Lake Cawood Estates
  • Lake Crescent Reserve
  • Lake Cypress Cove
  • Lake Down Cove
  • Lake Down Crest
  • Lake Down Estates
  • Lake Down Reserve
  • Lake Down Shores
  • Lake Mabel Shores
  • Lake Olivia Reserve
  • Lake Reams Townhomes
  • Lake Sawyer
  • Lake Sheen Reserve
  • Lakes at Lake Down
  • Lakes of Windermere
  • Lakeside
  • Lakeside Village
  • Legado
  • Les Terraces
  • Mabel Bridge
  • Magnolia Park
  • Manors at Butler Bay
  • Marina Bay Estates
  • Merrick Landing
  • Newbury Park
  • Oasis Cove
  • Oxford Moor
  • Palms at Windermere
  • Peachtree Park
  • Prsrve Lks Windermere
  • Preston Square
  • Providence
  • Providence Lake Sheen
  • Reserve at Belmere
  • Reserve at Windermere
  • Roberts Landing
  • Royal Cypress Preserve
  • Royal Estates
  • Royal Ranch Estates
  • Sawyer Sound
  • Silver Woods
  • Southbridge Village
  • Southern Acres
  • Summerport
  • Sunset Bay
  • Thornhill
  • Tildens Grove
  • Tuscany Ridge
  • Vineyards
  • Waterford Pointe
  • Waterstone
  • Weatherstone
  • West Lake Butler Estates
  • Westminster Landing
  • Westover Club
  • Westover Reserve
  • Westside Village
  • Wickham Park
  • Willows at Lake Rhea
  • Windermere Club
  • Windermere Downs
  • Windermere Grande
  • Windermere Isle
  • Windermere Landing
  • Windermere Oaks
  • Windermere Pointe
  • Windermere Reserve
  • Windermere Ridge
  • Windermere Sound
  • Windermere Terrace
  • Windermere Town
  • Windermere Trails
  • Windsor Hill
  • Windstone
  • Woods of Windermere
  • Worthington Park

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