
2429 WHIPPOORWILL CIRCLE, SARASOTA, FL, 34231
Active16 days on marketListed Sep 24, 2026MLS #A4707309
About this home
2429 WHIPPOORWILL CIRCLE
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.
Facts & features
The home at a glance
4
Bedrooms
3.5
Bathrooms
3,002
Sqft
0.31 ac
Lot size
3
Garage
1991
Year built
Two
Levels
$247
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$5,075 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$5,075/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
−44.1%
$/sqft vs Sarasota actives
$247 vs $364
Days on market
16 vs 85 typical
Where $247/sqft sits among the 400 Sarasota actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Weslo Willows
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Sarasota. See the full Sarasota guide →
Weslo Willows — neighborhood snapshot
Population
374
Median age
45
Median income
$59,241
Median home value
$447,200
Avg household
2
Households w/ children
27%
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Sarasota market
$475K → $493K
Sarasota median sold, yr/yr
95.2%
Sale-to-list ratio (12 mo)
191 of 400
Sarasota actives have cut their price
Median sold price, Sarasota, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 208% above the SARASOTA 34231 median. See the full Sarasota market guide →
Paper trail
This home's history
Reality check
What actually sold near 2429 WHIPPOORWILL CIRCLE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · May ’26$438,000
2452 WHIPPOORWILL CIRCLE · same community
4 bd · 3 ba · 2,295 sqft · $191/sqft · 120 DOM
Sold · Apr ’26$1,450,000
1690 PINE HARRIER CIRCLE
4 bd · 3 ba · 3,017 sqft · $481/sqft · 54 DOM
Sold · Mar ’26$1,305,000
4761 PINE HARRIER DRIVE
3 bd · 3 ba · 2,921 sqft · $447/sqft · 14 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Kemarie Johnson
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 2429 WHIPPOORWILL CIRCLE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2429 WHIPPOORWILL CIRCLE — before you fall in love.
See it in person
Schedule a tour
Live availability from Kemarie's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
2429 WHIPPOORWILL CIRCLE FAQs
What would the monthly payment be for 2429 WHIPPOORWILL CIRCLE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $5,075/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 2429 WHIPPOORWILL CIRCLE?+
The most recent tax bill on record (2025) was $7,729. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 2429 WHIPPOORWILL CIRCLE?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Sarasota?+
At $740,000, this home is listed about 35% above the Sarasota median of $550,000. The market section on this page shows how the area is trending.
Which schools are assigned to 2429 WHIPPOORWILL CIRCLE?+
Brookside Middle School (middle), Phillippi Shores Elementary School (elementary), Riverview High School (high) — Sarasota County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of CALL IT CLOSED INTL REALTY · Sasha Volosevych. MLS #A4707309.
IDX information is provided exclusively 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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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