Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 2 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 3 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 4 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 5 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 6 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 7 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 8 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 9 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 10 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 11 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 12 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 13 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 14 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 15 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 16 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 17 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 18 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 19 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 20 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 21 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 22 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 23 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 24 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 25 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 26 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 27 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 28 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 29 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 30 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 31 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 32 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 33 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 34 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 35 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 36 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 37 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 38 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 39 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 40 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 41 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 42 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 43 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 44 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 45 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 46 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 47 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 48 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 49 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 50 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 51 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 52 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 53 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 54 of 55
Single Family Residence at 2429 WHIPPOORWILL CIR, SARASOTA, photo 55 of 55
55 photos

$740,000

2429 WHIPPOORWILL CIR
SARASOTA, FL 34231
Listed by Sasha Volosevych · CALL IT CLOSED INTL REALTY
Bedrooms
4
Bathrooms
3.5
Living area
3,002 sqft
Year built
1991

About this home

Virtually Staged. PRICED BELOW APPRAISED VALUE! This spacious 4-bedroom, 3.5-bath Sarasota home offers over 3,000 square feet of living space, an impressive 3-car garage, exceptional flexibility, and beautiful indoor-outdoor living. A BRAND-NEW ROOF WILL BE INSTALLED PRIOR TO CLOSING, offering added value and peace of mind for the next owner. Step inside to soaring ceilings, abundant natural light, and a dramatic staircase that immediately gives the home a bright and open feel. The formal living and dining areas provide plenty of space for entertaining, while the separate family room with fireplace creates a comfortable setting for everyday living. Just off the foyer is a private office with extensive built-in shelving, ideal for working from home, a library, or additional flex space. The spacious kitchen features abundant cabinetry and counter space, along with a movable island that allows you to customize the layout to suit your needs. Just beyond the kitchen is an air-conditioned Florida room, creating another comfortable year-round space to relax and enjoy views of the surrounding greenery. The first floor also offers an oversized bedroom with a walk-in closet, perfect for guests, extended family, or use as a downstairs primary bedroom. A full bathroom is conveniently located just steps away. Upstairs, you’ll find three additional bedrooms, including the spacious primary suite and two versatile guest or secondary bedrooms. The primary suite features a large walk-in closet and a spacious bathroom with a soaking tub, separate shower, and double-sink vanity. One of the most special features of the home is the direct access from the primary bedroom to the expansive private deck, offering plenty of space for outdoor seating, relaxing, and entertaining. The two additional bedrooms share another full bathroom, and the upstairs flex area can easily serve as a second living room, media room, playroom, or sitting area. Outside, mature tropical landscaping creates a private and peaceful setting with lush greenery, a charming fountain, and multiple areas for outdoor enjoyment. The hot tub conveys with the sale, adding another inviting feature to the outdoor space. A spacious laundry room and the 3-car garage provide excellent storage and everyday functionality. Conveniently located near Siesta Key beaches, Downtown Sarasota, Sarasota Memorial Hospital, shopping, dining, schools, and entertainment, this home offers the perfect combination of space, privacy, versatility, and location. Offering an exceptional combination of space, privacy, flexibility, and a convenient Sarasota location, this home is ready for its next owner to make it their own.

Highlights

Fireplace

Property details

MLS #
MFRA4707309
Property type
Single Family Residence
Subdivision
WESLO WILLOWS
Status
Active
Days on market
N/A
On market date
September 24, 2026
Stories
N/A
Total bathrooms
3.5
Garage spaces
3
Parking spaces
N/A
Lot size
0.31 acres
Loading map…

Nearby schools

Within 10 miles · public school directory data (NCES)

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: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 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
Nearby-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 0 days -- 176 fewer days than SARASOTA's current average of 176 days.
For reference, the median list price across 4,288 active listings in SARASOTA right now is $345,000.

Mortgage calculator

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

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

Similar homes you might like

Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 8 hr ago.

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.