Does this include condo-hotels or detached homes?

No. This selection uses the Condominium property type. Condo - Hotel and other listing types are not silently added. Review a different guide if you want another ownership form.

Can the second bedroom be both an office and a guest room?

It may, depending on dimensions and furnishings. Check whether work equipment and storage can remain in place while a visitor uses the room and whether the arrangement provides enough privacy.

What should you review about the building?

Ask about the building's condition, shared areas, maintenance arrangements and any information relevant to planned work. Review those details alongside the individual unit rather than judging the building from interior photographs.

What do the association charges include?

The arrangements vary by property. Request current documents explaining charges, services and responsibilities, and clarify which items would remain yours. Do not assume a particular service is included from the word condo.

What happens if no condos match?

The selection keeps its area, property type and bedroom count. It does not replace condos with another property type or widen the bedroom count automatically.

Illustrative Windermere lakefront setting with mature oak trees, landscaped lawns and homes beside calm water in warm morning light.

2-Bedroom Condos for Sale in Windermere FL

Q: Which properties are included in this Windermere condo search?

The listings are marked Condominium and report 2 bedrooms. The selection uses the broader saved Windermere area, covering the town and surrounding locations. It is not restricted to the incorporated Town of Windermere. Both bedroom limits and the property-type filter are retained in the page's searches.

See Windermere 2-bedroom condos. Compare current listings, unit layouts and building responsibilities within the saved area.

Browse 2-bedroom condos in Windermere

4 listings

43 days on market
$290,000Price reduced by $5,000 on Oct 19, 2026
11446 Jasper Kay Terrace Unit 202Windermere, FL, 34786
- 2 beds
- 2 baths
- 1,161 sqft
36 days on market
$294,997Price reduced by $3,000 on Nov 2, 2026
8168 Boat Hook Loop Unit 302Windermere, FL, 34786
- 2 beds
- 2 baths
- 1,161 sqft
133 days on market
$295,000
8180 Boat Hook Loop Unit 102Windermere, FL, 34786
- 2 beds
- 2 baths
- 1,161 sqft
171 days on market
$299,500
8180 Boat Hook Loop Unit 109Windermere, FL, 34786
- 2 beds
- 2 baths
- 1,161 sqft
Browse all listings4 listings

View all 2-bedroom condos

Browse 2-bedroom condos by asking price

Each band keeps the same saved area, condominium property type and bedroom count. Figures describe current asking prices.

$250K–$350K4 listings · 100%

A focused Windermere condo search

The selection uses the broader saved Windermere area, covering the town and surrounding locations. It is not restricted to the incorporated Town of Windermere.

This page selects listings marked Condominium with 2 bedrooms. The count does not establish the unit's size, floor level, parking or amenity access.

Explore all Windermere homes for sale.

Give the second bedroom a clear purpose

For a two-bedroom condo, decide whether the second room is primarily for sleeping, visitors or work. Compare its dimensions, closet space and relationship to the bathroom before assigning it more than one role. Review the separation between the two rooms and the main living area.

Compare the unit and its access

Usable dimensions
Measure furniture positions and circulation rather than relying on room count or wide-angle photographs.
Room separation
Review the relationship between bedrooms, bathrooms and shared living areas.
Parking and the entrance
Confirm parking, stairs, elevators where present and the route to the particular unit.
Unit and shared responsibilities
Establish which areas and equipment you would maintain and which are managed through the association.

Check shared use without compromising the layout

If a room will serve guests and work at home, consider furniture, storage and how quickly the setup can change. Look beyond the number of bedrooms to the entrance arrangement, laundry and the space left for daily living.

Review the building alongside the unit

Interior finishes are one part of a condo comparison. Ask about the condition and care of the building and shared areas, the documents available for review and any work relevant to your plans. Clarify unit boundaries and responsibilities before comparing one property with another.

Put the Windermere address in context

Use the map and the individual address to compare your regular routes, parking and access. A location name does not establish walkability, journey time or eligibility for private facilities.

Continue with the Windermere condo guide.

Windermere: wider asking-price context

All property types, bedrooms and prices in the saved area. These figures describe the wider market, not this condo selection.

For sale now: —
Median asking price: —

Questions about 2-bedroom condos in Windermere

Questions about ownership and your shortlist

Gaby Sadler

Property Specialist, Serhant

Compare Windermere condos with Gaby

Tell me how you want to use your 2-bedroom condo. I can arrange viewings and help you compare unit layouts, access, locations and the building or ownership details to check.

+1 (407) 490-0475 realty@thetopvillas.com