Front Elevation (West) - 2429 WHIPPOORWILL CIR, SARASOTA
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 2 of 29
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 3 of 29
Entrance-Double Doors - 2429 WHIPPOORWILL CIR, SARASOTA
Entrance Foyer and LR/DR - 2429 WHIPPOORWILL CIR, SARASOTA
LR/DR looking North - 2429 WHIPPOORWILL CIR, SARASOTA
LR/DR looking South - 2429 WHIPPOORWILL CIR, SARASOTA
Office with Murphy Bed in Bookcase - 2429 WHIPPOORWILL CIR, SARASOTA
Family Room - 2429 WHIPPOORWILL CIR, SARASOTA
Kitchen - 2429 WHIPPOORWILL CIR, SARASOTA
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 11 of 29
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 12 of 29
1st Floor Primary Bedroom - 2429 WHIPPOORWILL CIR, SARASOTA
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 14 of 29
1st Floor Primary Bathroom - 2429 WHIPPOORWILL CIR, SARASOTA
#2 Upstairs Bedroom - 2429 WHIPPOORWILL CIR, SARASOTA
Upstairs Main Bath - 2429 WHIPPOORWILL CIR, SARASOTA
2nd Floor Primary Bedroom - 2429 WHIPPOORWILL CIR, SARASOTA
2nd Floor Primary Bathroom - 2429 WHIPPOORWILL CIR, SARASOTA
Downstairs Laundry - 2429 WHIPPOORWILL CIR, SARASOTA
Enclosed Porch & Wet Bar looking West - 2429 WHIPPOORWILL CIR, SARASOTA
Enclosed Porch looking East - 2429 WHIPPOORWILL CIR, SARASOTA
Roof Top Terrace - 2429 WHIPPOORWILL CIR, SARASOTA
Gazebo - Side Yard - 2429 WHIPPOORWILL CIR, SARASOTA
Fenced Side Yard - 2429 WHIPPOORWILL CIR, SARASOTA
Side Patio & Stair to Roof Terrace - 2429 WHIPPOORWILL CIR, SARASOTA
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 27 of 29
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 28 of 29
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 29 of 29
29 photos

$740,000

2429 WHIPPOORWILL CIR
SARASOTA, FL 34231
Listed by Sandra Walker · MICHAEL SAUNDERS & COMPANY
Bedrooms
4
Bathrooms
3.5
Living area
3,002 sqft
Year built
1991

About this home

This MULTI-GENERATIONAL home has a total of four bedrooms with Two Primary Suites located on both the 1st and 2nd floors. Two additional upstairs bedrooms share a full bath with a tub. The ample Foyer with Cathedral Ceilings leads to the Open Living & Dining area; and the 15’ x 21’ Family Room with fireplace. A Den with murphy bed and a half bath are adjacent to Foyer. The enclosed porch opens to a covered patio and a spiral staircase leading to the roof deck above the first-floor Primary. Seller offering credit of up to $10,000 towards repairs & improvements. The hot tub is ready, and the laundry room plus 3-car garage offer ample storage. Repairs to roof deck surface to be scheduled for July. This home is conveniently located to the beaches, schools, shopping, and downtown Sarasota.

Highlights

Fireplace

Property details

MLS
Stellar MLS
MLS #
MFRA4675587
Property type
Single Family Residence
Subdivision
WESLO WILLOWS
Status
Active
Days on market
191
On market date
February 13, 2026
Stories
N/A
Total bathrooms
3.5
Garage spaces
3
Parking spaces
N/A
Lot size
0.31 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
PHILLIPPI SHORES ELEMENTARY SCHOOL
0.96 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
763
Student:teacher ratio
15.0:1
District
SARASOTA
Middle
BROOKSIDE MIDDLE SCHOOL
0.3 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
760
Student:teacher ratio
15.8:1
District
SARASOTA
High
RIVERVIEW HIGH SCHOOL
1.05 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,542
Student:teacher ratio
20.7:1
District
SARASOTA

Walkability

Blended score for SARASOTA's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

88
Highly walkable
out of 100
EPA National Walkability Index
15.8 / 20 -- Most walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores14
Parks3
Schools20
Transit stops20
Pharmacies10

Market position

How this listing compares to current activity in SARASOTA, from live MLS data.

On the market 191 days -- 23 more days than SARASOTA's current average of 168 days.
For reference, the median list price across 4,720 active listings in SARASOTA right now is $365,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$4,606/mo
$148,000 down
$592,000 loan
Principal & interest$3,840
Property tax (est.)$617
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated August 23, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.