311 E 8TH AVENUE, Windermere, FL, 34786 | $6,500

One or more photo(s) has been virtually staged. Luxury Lakefront Executive Rental | Downtown Windermere | Lake Bessie.
Now offered at an exceptional value, this rare luxury lakefront rental in Downtown Windermere delivers the ultimate Florida lifestyle for relocating executives and discerning families. Set on the shores of Lake Bessie, this beautifully renovated residence blends refined comfort, privacy, and unmatched walkability in one of Central Florida’s most sought-after communities.
Wake up to panoramic lake and golf course views, unwind on the screened porch, or enjoy evenings by the fireplace and dedicated fire-pit area. The landscaped backyard oasis features a tranquil koi pond and access to lake activities including paddle-boarding and kayaking a true retreat rarely available as a rental.
Inside, the open-concept layout showcases a chef’s kitchen with gas range, custom cabinetry, and premium finishes ideal for entertaining or everyday living. Two first-floor ensuite bedrooms provide flexible options for guests or home offices, while the second-floor primary suite offers a private sanctuary with sweeping lake views.
Located in Windermere’s golf-cart-friendly downtown, residents enjoy weekly farmers markets, food truck nights, top-rated schools, and charming tree-lined streets, all just minutes from Orlando’s business districts and world-class Disney and Universal attractions.
Highlights Include: Prime Downtown Windermere location, Renovated luxury interiors, Exceptional outdoor living and entertaining spaces, Ideal executive and relocation rental. This is more than a rental it’s a lifestyle opportunity. Schedule your private showing today and experience why Windermere continues to attract executives seeking luxury, convenience, and community.

Features

  • Type: Single Family Residence
  • Rooms: 7
  • Bedrooms: 5
  • Baths: 4 full
  • Laundry: Inside
  • Year Built: 1913
  • Heating: Central, Electric
  • Cooling: Central Air
  • Approx Sq. Feet: 3,805
  • Acreage: 0.23
  • Elem. School: Windermere Elem
  • Middle School: Gotha Middle
  • High School: Olympia High
  • Pet Policy: Breed Restrictions, Yes
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer, Water Softener
  • Lease Terms: 12 Months
  • MLS#: O6364016
  • Days on Market: 44 days
  • Website: https://www.raveis.com
    /prop/O6364016/311e8thavenue_windermere_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. (last updated 3/5/2026 1:17:08 PM)
Listing courtesy of Coldwell Banker Realty   Phone: 407-647-1211

William Raveis Family of Services

Our family of companies partner in delivering quality services in a one-stop-shopping environment. Together, we integrate the most comprehensive real estate, mortgage and insurance services available to fulfill your specific real estate needs.

Customer Service

888.699.8876

Contact@raveis.com

Our family of companies offer our clients a new level of full-service real estate. We shall:

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To learn more about our credentials, visit raveis.com today.

Melissa CohnRVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 16953

917.838.7300

Melissa.Cohn@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
  • Offers you pre-approval in minutes!
  • Provides a guaranteed closing date that meets your needs
  • Has access to hundreds of loan programs, all at competitive rates
  • Is in constant contact with a full processing, underwriting, and closing staff to ensure an efficient transaction

Pedro DelgadilloInsurance Sales Director, William Raveis Insurance

305.922.5393

Pedro.Delgadillo@raveis.com

Our Insurance Division:

  • Will Provide a home insurance quote within 24 hours
  • Offers full-service coverage such as Homeowner's, Auto, Life, Renter's, Flood and Valuable Items
  • Partners with major insurance companies including Chubb, Kemper Unitrin, The Hartford, Progressive,
    Encompass, Travelers, Fireman's Fund, Middleoak Mutual, One Beacon and American Reliable

311 E 8TH AVENUE, Windermere, FL, 34786

$6,500

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Melissa Cohn

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 917.838.7300

Melissa.Cohn@raveis.com

NMLS Mortgage Loan Originator ID 16953

5/6 (30 Yr)
Adjustable Rate Conforming*
30 Year
Fixed-Rate Conforming
15 Year
Fixed-Rate Conforming
Loan Amount $5,200 $5,200 $5,200
Term 360 months 360 months 180 months
Initial Interest Rate** 5.625% 6.000% 5.375%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.258% 6.178% 5.628%
Monthly Tax Payment N/A N/A N/A
H/O Insurance Payment $75 $75 $75
Initial Principal & Interest Pmt $30 $31 $42
Total Monthly Payment $105 $106 $117

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.