Isabella Circle, Windermere, FL

Everything we know about Isabella Circle in Windermere: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.

45 homes sit on Isabella Circle in Windermere, FL (ZIP 34786), built 2014–2020, a typical 5,819 sq ft with 5 bedrooms. 5 are for sale right now from $2,899,000 to $3,990,000. 5 closed in the last 12 months at a median of $3,000,000. Homes that sold since 2023 went for a median $3,110,000.

For sale on Isabella Circle now

4201 Isabella Circle, home for sale on Isabella Circle
$3,990,000
6 bd · 7 ba · 6,896 sq ft · built 2016
4201 Isabella Circle
Listing courtesy of WRA BUSINESS & REAL ESTATE
3986 Isabella Circle, home for sale on Isabella Circle
$3,599,000
5 bd · 6 ba · 5,342 sq ft · built 2018
3986 Isabella Circle
Listing courtesy of WRA BUSINESS & REAL ESTATE
4302 Isabella Cir, home for sale on Isabella Circle
$3,580,000
5 bd · 6.5 ba · 5,362 sq ft · built 2016
4302 Isabella Cir
Listing courtesy of JC FLORIDA REALTY LLC
4243 Isabella Circle, home for sale on Isabella Circle
$3,290,000
5 bd · 6 ba · 5,502 sq ft · built 2015
4243 Isabella Circle
Listing courtesy of JOHN SILVA REALTY & ASSOCIATES
4303 Isabella Circle, home for sale on Isabella Circle
$2,899,000
7 bd · 5 ba · 5,122 sq ft · built 2017
4303 Isabella Circle
Listing courtesy of SERHANT

Recent sales on Isabella Circle

AddressSoldClosedBeds / bathsSq ft
4071 Isabella Circle$3,000,0002026-07-245 / 7.57,058
4029 Isabella Circle$3,120,0002026-06-106 / 7.07,217
4047 Isabella Circle$2,750,0002026-02-126 / 7.58,372
4077 Isabella Circle$3,150,0002026-01-086 / 7.07,559
4279 Isabella Circle$2,100,0002025-10-315 / 4.54,345

The homes on Isabella Circle

45 single-family. Built by decade: 2010s 44, 2020s 1.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
4071 Isabella Circle$3,000,0002026-07-2420177,058
4029 Isabella Circle$3,120,0002026-06-1020187,217
4047 Isabella Circle$2,750,0002026-02-1220198,372
4077 Isabella Circle$3,150,0002026-01-0820167,559
4279 Isabella Circle$2,100,0002025-10-3120154,345
4065 Isabella Circle$3,275,0002025-09-0520208,064
4011 Isabella Circle$2,470,0002025-06-0520195,418
4261 Isabella Circle$3,250,0002024-09-1320167,129
4272 Isabella Circle$3,600,0002024-08-3020156,544
4124 Isabella Circle$3,350,0002024-08-0520166,842
3992 Isabella Circle$2,287,5002024-08-0220184,339
4273 Isabella Circle$1,860,0002023-10-0220164,456
4302 Isabella Circle$3,100,0002023-06-0520165,362
4088 Isabella Circle$3,600,0002023-03-2420187,188
3975 Isabella Circle$2,230,0002022-03-2420175,357
4320 Isabella Circle$2,690,0002022-03-1520195,819
4333 Isabella Circle$2,330,0002022-03-1420176,857
4285 Isabella Circle$2,290,0002021-11-2320147,430
4149 Isabella Circle$2,340,0002021-08-1220167,338
4260 Isabella Circle$2,600,0002021-07-0620157,971

Communities along Isabella Circle

How to read this

Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 236 homes for sale in Windermere, homes for sale in 34786.

Hiring an agent in Windermere, FL?

Nearby streets

Get matched with the right local expert.

Tell us your goal in Windermere, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Windermere, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461

Common questions

How many homes are on Isabella Circle in Windermere?

45 homes in the parcel and MLS record, built between 2014 and 2020.

Are there homes for sale on Isabella Circle?

5 listed right now, from $2,899,000.

What do homes on Isabella Circle sell for?

The median closing over the last 12 months was $3,000,000.