
1339 SIESTA BAYSIDE DRIVE UNIT 1339-C, SARASOTA, FL, 34242
Active968 days on marketListed Dec 19, 2023MLS #A4592996
About this home
1339 SIESTA BAYSIDE DRIVE UNIT 1339-C
Welcome to your elevated sanctuary in paradise – a second-floor two-bedroom condo at Gulf & Bay Bayside on the enchanting Siesta Key, Florida. Upon entering, you're immediately greeted by an open-concept living space that seamlessly integrates the interior with the scenic beauty beyond. The living area, adorned with coastal-inspired décor, invites you to relax in comfort while large windows and glass doors open up to a private balcony. From this vantage point, feast your eyes on the picturesque views of the wet boat dock, where boats gently sway, and the waterfront ambiance sets the stage for serene moments. The kitchen is a chef's delight, featuring modern appliances, sleek cabinetry, and a breakfast bar for casual dining. Prepare meals while enjoying glimpses of the boat dock, making culinary experiences as delightful as the views. Two generously sized bedrooms provide comfortable retreats, with the primary bedroom has a king-size bed and offers its own access to the balcony. Wake up to the sight of boats bobbing on the water, creating a tranquil and soothing start to your day. The attached primary bathroom has a double vanity with a large walk-in shower, providing a private oasis. The second bedroom is down the hallway, has two queen-size beds with a TV for you to kick back and relax after a day at the beach. Step onto the balcony and let the panoramic views captivate you. The wet boat dock unfolds before you, creating a picturesque backdrop for al fresco dining, morning coffee, or evening cocktails as the sun dips below the horizon. Gulf & Bay Bayside offers residents a resort-style lifestyle, with amenities such as a waterfront pool, fitness center, and meticulously maintained grounds. Embrace the coastal atmosphere as you explore the nearby Siesta Key beaches or stroll through the vibrant island community. **Taxes and fees not included.
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,280
Sqft
1280 ac
Lot size
1
Garage
1988
Year built
One
Levels
$7
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.
$229 /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
$229/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 GULF & BAY CLUB BAYSIDE
$7 vs $645
Days on market
968 vs 64 typical
Where $7/sqft sits among the 6 homes for sale in GULF & BAY CLUB BAYSIDE
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 Sarasota
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Sarasota. See the full Sarasota guide →
The numbers that matter
The Sarasota market
$475K → $493K
Sarasota median sold, yr/yr
95.2%
Sale-to-list ratio (12 mo)
2 of 6
GULF & BAY CLUB BAYSIDE have cut their price
Median sold price, Sarasota, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 98% below the SARASOTA 34242 median. See the full Sarasota market guide →
Paper trail
This home's history
Reality check
What actually sold near 1339 SIESTA BAYSIDE DRIVE UNIT 1339-C
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Oct ’25$729,000
1240 SIESTA BAYSIDE DRIVE UNIT 1240C · same community
2 bd · 2 ba · 1,280 sqft · $570/sqft · 96 DOM
Sold · Aug ’25$700,000
1228 SIESTA BAYSIDE DRIVE UNIT 1228-C · same community
2 bd · 2 ba · 1,280 sqft · $547/sqft · 155 DOM
Sold · Nov ’25$650,000
1226 SIESTA BAYSIDE DRIVE UNIT 1226C · same community
2 bd · 2 ba · 1,280 sqft · $508/sqft · 141 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
Yumiko Sugawara
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 1339 SIESTA BAYSIDE DRIVE UNIT 1339-C — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1339 SIESTA BAYSIDE DRIVE UNIT 1339-C — before you fall in love.
See it in person
Schedule a tour
Live availability from Yumiko's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1339 SIESTA BAYSIDE DRIVE UNIT 1339-C FAQs
What would the monthly payment be for 1339 SIESTA BAYSIDE DRIVE UNIT 1339-C?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $229/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 1339 SIESTA BAYSIDE DRIVE UNIT 1339-C?+
The listing reports pets: No. 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 $9,500, this home is listed about 98% below the Sarasota median of $559,000. The market section on this page shows how the area is trending.
Keep looking
Similar homes nearby
Listing courtesy of GULF COAST REALTY & MANAGEMENT · Andy Moore. MLS #A4592996.
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.
Never miss a listing
New Sarasota homes, in your inbox
Like 1339 SIESTA BAYSIDE DRIVE UNIT 1339-C but not quite? A daily digest of every new listing in Sarasota — straight from the MLS, hours after it goes live. Unsubscribe anytime.
Just watching this one home? Ask Yumiko to ping you on any price or status change →


