Simply Real Estate Simply Real Estate
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Resources
      1. Mortgage Calculator
      2. Affordability Calculator
  • Sell
    1. Sell My Home
    2. Home Valuation
    3. Market Snapshot
  • Neighborhoods
    1. Ormond Beach
    2. Holly Hill
    3. Daytona Beach
    4. South Daytona
    5. Port Orange
    6. Palm Coast
    7. Flagler Beach
    8. New Smyrna Beach
    9. Edgewater
  • About
    1. About
    2. Past Transactions
  • Contact
  • Register
  • Sign In
Filters Reset
Save Search (2)
Save your search to get Alerts
51 Properties

51 Properties Available In Windermere

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
Map
Grid
FL >Windermere >
Market Insights
8352 LOOKOUT POINTE DR, Windermere, FL 34786
1/68 68

$999,999

Open Sat 10:30AM-3PM

Single Family Home

6 Beds 5 Baths 5,098 SqFt

8352 LOOKOUT POINTE DR, Windermere, FL 34786

Sitting directly on LAKE REAMS with a serene lake view, this impeccably upgraded residence is nestled in the heart of th...

Listed by SIX STAR REALTY GROUP LLC

Stellar MLS
11222 RAPALLO LN, Windermere, FL 34786
1/49 49

$690,000

Price Dropped by $9K

Single Family Home

4 Beds 2 Baths 2,145 SqFt

11222 RAPALLO LN, Windermere, FL 34786

Just completed — like NEW! Welcome to 11222 Rapallo, a spectacular home in one of Windermere's most exclusive private ga...

Listed by LPT REALTY, LLC

Stellar MLS
12975 CALDERDALE AVE, Windermere, FL 34786
1/29 29

$399,990

Price Dropped by $10K

Townhouse

3 Beds 3 Baths 1,645 SqFt

12975 CALDERDALE AVE, Windermere, FL 34786

Welcome to this beautifully maintained 3-bedroom, 2.5-bath end-unit townhouse nestled in the highly sought-after Wickham...

Listed by FLAT FEE MLS REALTY

Stellar MLS
5235 KEENES PHEASANT DR, Windermere, FL 34786
1/21 21

$414,990

Price Dropped by $15K

Townhouse

3 Beds 3 Baths 1,462 SqFt

5235 KEENES PHEASANT DR, Windermere, FL 34786

Charming 3-Bedroom Townhome in a Prime Location! <br>Welcome home to this beautifully maintained 3-bedroom, 2.5-bath tow...

Listed by COMPASS FLORIDA LLC

Stellar MLS
17551 BLACK RAIL ST, Windermere, FL 34786
1/38 38

$1,400,000

Price Dropped by $150K

Single Family Home

5 Beds 4 Baths 3,972 SqFt

17551 BLACK RAIL ST, Windermere, FL 34786

Welcome to a home where timeless elegance is perfectly paired with thoughtful upgrades and luxurious touches. Located in...

Listed by KELLER WILLIAMS CLASSIC

Stellar MLS
5231 LEMON TWIST LN, Windermere, FL 34786
1/17 17

$599,000

Price Dropped by $1K

Single Family Home

4 Beds 3 Baths 2,136 SqFt

5231 LEMON TWIST LN, Windermere, FL 34786

Spacious and well-maintained 4-bedroom, 2.5-bath single-family home located in a quiet, beautiful neighborhood. This gen...

Listed by AGENT TRUST REALTY CORPORATION

Stellar MLS
7381 FAIRGROVE AVE, Windermere, FL 34786
1/25 25

$3,200

Active

Single Family Home

4 Beds 3 Baths 2,076 SqFt

7381 FAIRGROVE AVE, Windermere, FL 34786

Charming 4 Bedroom, 3 Bathroom Home with Double Pond View in Windermere Sound! <br> <br>Welcome to this beautifully main...

Listed by ANTS REALTY LLC

Stellar MLS
12868 HOLDENBURY LN, Windermere, FL 34786
1/53 53

$579,000

Price Dropped by $1K

Single Family Home

4 Beds 3 Baths 2,460 SqFt

12868 HOLDENBURY LN, Windermere, FL 34786

One or more photo(s) has been virtually staged. MOTIVATED SELLER ** Fall in love with this stunning 4-bedroom, 2.5-bath ...

Listed by VISION HOME REAL ESTATE, LLC

Stellar MLS
8512 ABBOTSBURY DR, Windermere, FL 34786
1/46 46

$2,990

Active

Single Family Home

4 Beds 4 Baths 2,599 SqFt

8512 ABBOTSBURY DR, Windermere, FL 34786

* NEW INTERIOR PAINT * Beautiful 4 bedrooms, 3 and a half bathrooms, two-story home in Windermere. Once you enter you wi...

Listed by SHINING OAK REALTY

Stellar MLS
4224 CLARICE ESTATES DR, Windermere, FL 34786
1/63 63

$2,295,000

Price Dropped by $100K

Single Family Home

5 Beds 4 Baths 4,791 SqFt

4224 CLARICE ESTATES DR, Windermere, FL 34786

BELOW MARKET VALUE AND PRICED TO SELL... Welcome to The Estates at Lake Clarice Windermere's hidden gem. If your checkli...

Listed by FLORIDA GOLD REAL ESTATE LLC

Stellar MLS
12679 CALDERDALE AVE, Windermere, FL 34786
1/29 29

$539,900

Price Dropped by $40K

Single Family Home

3 Beds 2 Baths 1,681 SqFt

12679 CALDERDALE AVE, Windermere, FL 34786

Seller is offering a $3,000 contribution toward the buyer's closing costs or interest rate buy-down. <br>Welcome to Wick...

Listed by FLORIDA CONNEXION PROPERTIES

Stellar MLS
11425 CLAYMONT CIR, Windermere, FL 34786
1/45 45

$1,425,000

Price Dropped by $75K

Single Family Home

5 Beds 4 Baths 3,684 SqFt

11425 CLAYMONT CIR, Windermere, FL 34786

Located in one of Windermere's most sought-after guard-gated communities - Keene's Pointe, this beautifully updated 5-be...

Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY

Stellar MLS
8867 HERENCIA ALY, Windermere, FL 34786
1/20 20

$2,550

Active

Townhouse

3 Beds 3 Baths 1,512 SqFt

8867 HERENCIA ALY, Windermere, FL 34786

This beautifully designed 3-bedroom townhome boasts an open-concept floor plan that seamlessly integrates the living, di...

Listed by AAA GLOBAL VENTURES PA

Stellar MLS
1035 LASCALA DR, Windermere, FL 34786
1/33 33

$3,150

Active

Single Family Home

5 Beds 3 Baths 2,663 SqFt

1035 LASCALA DR, Windermere, FL 34786

Beautiful rental home now available! located in Belmere a gated community in Windermere! 5 Bedroom - 2.5 Bath 2-story ho...

Listed by INGRAM REALTY SERVICES LLC

Stellar MLS
11018 LAKE BUTLER BLVD, Windermere, FL 34786
1/41 41

$3,350,000

Price Dropped by $150K

Single Family Home

4 Beds 4 Baths 3,923 SqFt

11018 LAKE BUTLER BLVD, Windermere, FL 34786

Welcome to luxury on Lake Butler Blvd with stunning Wauseon Bay views. This estate spans nearly an acre of landscaped gr...

Listed by COMPASS FLORIDA LLC

Stellar MLS
6527 SILVER QUEEN WAY, Windermere, FL 34786
1/31 31

$449,800

Price Dropped by $10K

Townhouse

3 Beds 3 Baths 1,492 SqFt

6527 SILVER QUEEN WAY, Windermere, FL 34786

Once in a decade, the 3 factors of buying your home - All Come Together!1st Condition - the list of all the new, remodel...

Listed by RE/MAX SELECT GROUP

Stellar MLS
7715 ANSELMO LN, Windermere, FL 34786
1/40 40

$385,000

Price Dropped by $24K

Townhouse

3 Beds 3 Baths 1,644 SqFt

7715 ANSELMO LN, Windermere, FL 34786

$5000 CREDIT at closing towards whatever you want-closing cost, rate buydown, lower price, new carpet, it's your choice!...

Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY

Stellar MLS
14025 OASIS SPRINGS LN #901, Windermere, FL 34786
1/60 60

$399,998

Active

Condo

3 Beds 3 Baths 1,786 SqFt

14025 OASIS SPRINGS LN #901, Windermere, FL 34786

***3D Tour on Virtual Tour Link 1*** This immaculately kept, gated end unit townhome boasts 3 bedrooms and 2.5 bathrooms...

Listed by KELLER WILLIAMS CLASSIC

Stellar MLS
2009 WOODY DR, Windermere, FL 34786
1/34 34

$1,200,000

Price Dropped by $100K

Single Family Home

4 Beds 3 Baths 3,540 SqFt

2009 WOODY DR, Windermere, FL 34786

Located in the Windermere Downs Community, this beautiful home sits on .74 acres with mature oak trees providing shade a...

Listed by REVEL REALTY LLC

Stellar MLS
11213 GRANDER DR, Windermere, FL 34786
1/36 36

$435,000

Price Dropped by $9K

Townhouse

3 Beds 3 Baths 1,884 SqFt

11213 GRANDER DR, Windermere, FL 34786

** Seller motivated** <br>Welcome to your dream townhome in the highly desirable community of Windermere! This charming...

Listed by CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
7349 ELLA LN, Windermere, FL 34786
1/11 11

$559,900

Price Dropped by $15K

Single Family Home

4 Beds 4 Baths 2,461 SqFt

7349 ELLA LN, Windermere, FL 34786

JUST REDUCED!!!! Live just 2 miles from Magic Kingdom and enjoy nightly views of the fireworks from your own backyard! T...

Listed by CASTLE REALTY PROFESSIONAL GROUP LLC

Stellar MLS
4065 ISABELLA CIR, Windermere, FL 34786
1/95 95

$3,599,000

Price Dropped by $100K

Single Family Home

6 Beds 8 Baths 8,064 SqFt

4065 ISABELLA CIR, Windermere, FL 34786

One or more photo(s) has been virtually staged. Step into elegance with this stunning, fully updated pool home, perfectl...

Listed by CITARELLI REALTY GROUP LLC

Stellar MLS
4813 RIVER GEM AVE, Windermere, FL 34786
1/36 36

$509,000

Pending

Single Family Home

3 Beds 2 Baths 2,085 SqFt

4813 RIVER GEM AVE, Windermere, FL 34786

Under contract-accepting backup offers. PRICED TO SELL...Seller is motivated! <br> <br>Fall in Love with this Windermer...

Listed by RE/MAX SELECT GROUP

Stellar MLS
5500 W LAKE BUTLER RD, Windermere, FL 34786
1/93 93

$4,500,000

Price Dropped by $399K

Single Family Home

8 Beds 6 Baths 7,000 SqFt

5500 W LAKE BUTLER RD, Windermere, FL 34786

Nestled on a 5-acre lot with 320 feet of lakefront and a private beach on the skiable Lake Davis. This Contemporary 8-be...

Listed by JACK KELLER INC

Stellar MLS
  • 1
  • 2
  • 3

explore listings in Windermere

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
ChrissyLogo1
Simply Real Estate
Chrissy Fabian | License ID: BK3217104
73 W. Granada Blvd, Ormond Beach, Florida 32174 USA

+1(386) 299-3026

chrissy@simplyrefl.com

Get My App

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

ChrissyLogo1
Simply Real Estate
Chrissy Fabian | License ID: BK3217104
73 W. Granada Blvd, Ormond Beach, Florida 32174 USA

+1(386) 299-3026

chrissy@simplyrefl.com

Get My App

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.