
306 BAILEY LANE, SARASOTA, FL, 34237
Active159 days on marketListed Feb 25, 2026MLS #A4684052
About this home
306 BAILEY LANE
NOT AVAILABLE UNTIL OCTOBER 2026> Welcome to your perfect Sarasota getaway! This fully turnkey furnished 3-bedroom, 2-bath single-family home is thoughtfully equipped for a relaxing and fun filled weekly vacation. Whether you're visiting for the beaches, dining, shopping, or simply to unwind, this home offers comfort, convenience, and entertainment for guests of all ages. The home comfortably sleeps up to six guests and features a spacious primary suite with a king bed, a guest bedroom with a queen bed, and a third bedroom with twin bunk beds. With three TVs throughout the home, a Nintendo game system, numerous adult and kids board games, and a shuffleboard table, there’s always something to enjoy indoors. The fully stocked kitchen includes everything you need to prepare meals at home from cookware and utensils to small appliances making extended stays easy and convenient. Just bring your groceries and settle in. Outdoor enjoyment is just as inviting. Beginning March 1, the home will feature a brand-new 14x12 covered gazebo with netting, outdoor string lights for a warm evening ambiance, and a large table ideal for outdoor dining, relaxing in the shade, or gathering with family and friends. Guests can also enjoy a cornhole (bags) game for some friendly competition. Planning beach days is effortless with provided beach chairs and an umbrella ready to go. Location is everything, and this home is ideally situated near Sarasota’s most popular attractions: • Der Dutchman - approximately 5 minutes 1.5 mi • Downtown Sarasota – approximately 7 minutes • St. Armands Circle – approximately 12 minutes • Lido Beach – approximately 15 minutes • Siesta Key Beach – approximately 17 minutes • The Mall at University Town Center (UTC) – approximately 15 minutes • The Ringling Museum of Art – approximately 15 minutes • Sarasota Jungle Gardens – approximately 10 minutes From world-famous beaches to vibrant dining and shopping districts, everything you need is just a short drive away. Whether you're planning a family vacation, a beach retreat, or a seasonal stay, this well-appointed Sarasota home offers the perfect balance of relaxation, recreation, and convenience. Book your stay and start making memories in the sunshine!
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,072
Sqft
0.18 ac
Lot size
1982
Year built
One
Levels
$2
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Principal and interest plus estimated taxes and insurance. Run your own numbers below.
$175 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
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
Estimated payment
$175/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Estimates only — taxes at 1.1%/yr and typical insurance; 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.
$/sqft vs Sarasota actives
$2 vs $343
Days on market
159 vs 58 typical
Where $2/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 Bailey Villas
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Sarasota. See the full Sarasota guide →
Bailey Villas — neighborhood snapshot
Population
205
Median age
37
Median income
$110,607
Median home value
$174,600
Avg household
3
Households w/ children
23%
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 → $495K
Sarasota median sold, yr/yr
95.2%
Sale-to-list ratio (12 mo)
152 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 99% below the SARASOTA 34237 median. See the full Sarasota market guide →
Paper trail
This home's history
Reality check
What actually sold near 306 BAILEY LANE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Dec ’25$399,000
1393 GOOD AVENUE
3 bd · 3 ba · 1,085 sqft · $368/sqft · 0 DOM
Sold · Nov ’25$375,000
1331 S ALLENDALE AVENUE
2 bd · 1 ba · 1,048 sqft · $358/sqft · 13 DOM
Sold · Mar ’26$375,000
4346 TRAILS DRIVE UNIT 12-1
2 bd · 2 ba · 1,047 sqft · $358/sqft · 11 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
Tommy Trainer
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 306 BAILEY LANE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 306 BAILEY LANE — before you fall in love.
See it in person
Schedule a tour
Live availability from Tommy's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
306 BAILEY LANE FAQs
What would the monthly payment be for 306 BAILEY LANE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $175/mo — principal and interest, estimated property taxes 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.
Are pets allowed at 306 BAILEY LANE?+
The listing reports pets: Cats OK, Dogs OK, Pet Deposit, Size Limit, 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 $2,100, this home is listed about 100% below the Sarasota median of $570,000. The market section on this page shows how the area is trending.
Which schools are assigned to 306 BAILEY LANE?+
Tuttle Elementary School (elementary), Booker Middle School (middle), Booker High School (high) — Sarasota County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Under the SARASOTA 34237 market on paper
$2,100 is 99% below the SARASOTA 34237 median of $209,450, and at $2/sqft it sits under the Sarasota average of $496.
02Time on market is leverage
159 days on market against a Sarasota median of 58 — sellers in this position are usually ready to negotiate.
03The price has already moved
Listed at $2,250, now $2,100 — a $150 cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of BRIGHT REALTY · Jason Straka. MLS #A4684052.
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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