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The buying timeline

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3 beds Houses With a pool

36 listings

Rentals Under $3,000/mo for Rent in Windermere, FL

Rentals Under $3,000/mo for Rent in Windermere, FL

24 of 36 Listings

Rentals Under $3,000/mo for Rent in Windermere, FL

24 of 36 Listings

22Active

$2,650/mo

3 bd · 3 ba · 1,556 sqft

8855 Herencia Aly, Windermere, FL

Ramon Morales · SANCTUM REALTY PROFESSIONALS LLC

$2,900/mo

3 bd · 3 ba · 2,091 sqft

13701 Beckman Dr, Windermere, FL

Lukasz Sokolowski · HOST MANAGEMENT GROUP LLC

Price Reduced31Active

$2,800/mo

3 bd · 3 ba · 1,891 sqft

8615 Via Trieste Dr, Windermere, FL

Orlando Calderon · PREMIER CHOICE REALTY & MANAGEMENT LLC

$2,400/mo

3 bd · 3 ba · 1,363 sqft

8259 Maritime Flag St #7, Windermere, FL

Alfredo Meyer · ALTIS REALTY

Price Reduced17Active

$2,850/mo

4 bd · 3 ba · 1,866 sqft

7668 Fairgrove Ave, Windermere, FL

Andrea Munoz · VESTI LLC

$2,550/mo

3 bd · 2 ba · 1,332 sqft

8256 Maritime Flag St #305, Windermere, FL

Melody Niederst · IAD REAL ESTATE

Price Reduced41Active

$2,750/mo

3 bd · 3 ba · 1,580 sqft

8428 Iron Mountain Trl, Windermere, FL

Lidya Gongage · SPRING REALTY ORLANDO

Price Reduced15Active

$2,799/mo

4 bd · 2 ba · 2,074 sqft

12986 Holdenbury Ln, Windermere, FL

Nancy Guadagnino · SPECIALIZED PROPERTY MANAGEMENT

$2,750/mo

3 bd · 3 ba · 1,588 sqft

7243 Shadeview Aly, Windermere, FL

Claudia Panella · COLDWELL BANKER REALTY

$2,475/mo

3 bd · 3 ba · 1,429 sqft

Address withheld · Windermere, FL

Aziz Elbrak · LA ROSA REALTY LLC

$2,800/mo

2 bd · 1 ba · 950 sqft

7612 Ficquette Rd, Windermere, FL

Elsie Benitez, PA · BENITEZ ROYAL REALTY LLC

$2,300/mo

2 bd · 3 ba · 1,311 sqft

12543 Cruxbury Dr, Windermere, FL

Caroline Perotti · BELLA VIEW REALTY LLC

Price Reduced25Active

$2,700/mo

3 bd · 3 ba · 1,748 sqft

13048 Garridan Ave, Windermere, FL

Isabel Sirizzotti · SUNNY 365 REALTY GROUP

$3,000/mo

4 bd · 2 ba · 2,161 sqft

11732 Via Lucerna Cir, Windermere, FL

Wendy Morris · WENDY MORRIS REALTY

$2,950/mo

4 bd · 3 ba · 2,092 sqft

11804 Silverlake Park Dr, Windermere, FL

Veronica Li · RATIO REAL ESTATE, LLC

Price Reduced42Active

$2,990/mo

4 bd · 3 ba · 2,113 sqft

13831 Farella Aly, Windermere, FL

Maryelle Gama · TALENT REALTY SOLUTIONS

$3,000/mo

1 bd · 2 ba · 1,000 sqft

5028 Autumn Ridge Ln, Windermere, FL

Joyce Teixeira · THE OUTLIER GROUP

$2,800/mo

3 bd · 3 ba · 1,584 sqft

13483 Gorgona Isle Dr, Windermere, FL

Eduardo Angulo · IAD REAL ESTATE

Price Reduced11Active

$1,450/mo

1 bd · 1 ba · 450 sqft

14222 Sonco Ave, Windermere, FL

Justin LaManna · HOMEVEST REALTY

Price Reduced25Active

$2,250/mo

2 bd · 3 ba · 1,320 sqft

12740 Langstaff Dr, Windermere, FL

Wanda Quill · FOLIO REALTY LLC

Price Reduced24Active

$3,000/mo

4 bd · 3 ba · 1,970 sqft

12784 Garridan Ave, Windermere, FL

Jacky Liu · YORK MILLS REALTY LLC

Price Reduced30Active

$2,100/mo

3 bd · 2 ba · 1,442 sqft

11565 Mizzon Dr #308, Windermere, FL

Lidya Gongage · SPRING REALTY ORLANDO

$2,900/mo

3 bd · 3 ba · 1,919 sqft

8642 Via Tavoleria Way, Windermere, FL

Bree Tucker · REAL BROKER, LLC

Price Reduced21Active

$2,500/mo

3 bd · 3 ba · 1,724 sqft

7713 Jailene Dr, Windermere, FL

Carla Lugo · NAIM REAL ESTATE LLC

1 2

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With a pool

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Windermere, FL community profile

Population: 3,301
Median income: $148,077
Housing units: 1,328
People per sq. mi.: 115
Area: 28.7 sq. mi.

Source: HJN community data

Rentals Under $3,000/mo in Windermere, FL