CENTURY 21 Edge
$1,049,0004 bd3 ba2,775 sqft$378 /sqft≈$6,915 /mo all-in ↓

366 S CREEK COURT, OSPREY, FL, 34229

Active3 days on marketListed Oct 9, 2026MLS #A4708943

Private poolSingle Family ResidenceSOUTH CREEK

About this home

366 S CREEK COURT

Welcome to 366 South Creek Court, located in the highly sought-after gated waterfront community of South Creek in Osprey, Florida. Nearly completely renovated, this beautiful 4-bedroom, 3-bathroom home offers 2,775 square feet of thoughtfully designed living space, combining elegant finishes, comfortable living spaces, and exceptional indoor-outdoor living. The open and bright floor plan features separate living and dining areas, a spacious family room, and a charming dinette overlooking the lanai and backyard. Luxury details throughout include tray ceilings, crown molding, rounded wall edges, plantation shutters, 8-foot doors, arched doorways, and engineered hardwood flooring. Fresh interior paint and expansive windows and doors fill the home with natural light. At the heart of the home is the beautifully renovated kitchen, featuring 42-inch shaker-style soft-close cabinetry with crown molding, deep drawers, stainless steel appliances, induction cooking, a hood vent, dual-bowl sink, and quality hardware. Vibrant quartz countertops and an oversized island with seating create an inviting space for everyday living and entertaining. The front living area provides a welcoming setting for conversation or relaxing with a book beside the electric fireplace with solid wood mantel. Adjacent to the living space is a dedicated dining area with a wet bar and wine chiller, ideal for entertaining family and guests. The spacious primary suite offers abundant natural light and direct access to the screened lanai. The ensuite features dual vanities, a dedicated makeup counter and seat, generous counter space, dual walk-in closets, and a brand-new oversized custom walk-in shower. Three additional guest bedrooms offer excellent closet space and natural light. The first guest bath combines a large walk-in shower with a conveniently located laundry area featuring a stackable washer and dryer. The second guest bath offers a dual vanity, tub/shower combination, and adjacent linen closet. Outdoor living takes center stage with a covered and screened paver lanai featuring a heated pool and spa. The lush, mature landscaping and areca palm-lined backyard provide a private and tranquil setting. An additional exterior patio has been designed to accommodate a 72-inch outdoor kitchen, creating an ideal space for entertaining. The home welcomes guests with a paver driveway and sidewalk leading to a charming country-style front porch. The oversized two-car extended garage features ceiling storage racks, a side-entry door, and a hurricane-rated garage door. Additional exterior improvements include fresh paint, new lighting, security cameras, beautiful landscaping, an irrigation system, and hurricane storm panels for every opening. South Creek offers a low HOA fee and an exceptional collection of amenities, including a kayak launch, tennis and pickleball courts, basketball court, and community boat and fishing dock on the South Creek saltwater canal. Ideally located near Casey Key, Nokomis and Siesta Key beaches, Pine View School, shopping, restaurants, a dog park, and the Legacy Trail. Located in an X flood zone, flood insurance is optional. This beautifully renovated South Creek home offers the perfect combination of style, privacy, amenities, and coastal Florida living.

Facts & features

The home at a glance

4

Bedrooms

3

Bathrooms

2,775

Sqft

0.28 ac

Lot size

2004

Year built

One

Levels

$378

Per sqft

Private poolFireplacePool viewPets allowed

Inside

FlooringEngineered Hardwood · Epoxy · Porcelain Tile
AppliancesConvection Oven · Dishwasher · Disposal · Dryer · Electric Water Heater · Kitchen Reverse Osmosis System · Microwave · Range · Range Hood · Refrigerator · Washer · Water Softener · Wine Refrigerator
InteriorCeiling Fan(s) · Crown Molding · Dry Bar · Eating Space In Kitchen · High Ceilings · Kitchen/Family Room Combo · Open Floorplan · Primary Bedroom Main Floor · Solid Wood Cabinets · Split Bedroom · Stone Counters · Thermostat · Tray Ceiling(s) · Walk-In Closet(s) · Wet Bar · Window Treatments
LaundryInside
CoolingCentral Air
HeatingCentral · Electric

Outside & construction

RoofConcrete · Tile
ConstructionBlock · Concrete · Stucco
FoundationStem Wall
ViewPool
FacesSouth
ParkingDriveway · Garage Door Opener · Oversized
ExteriorFrench Doors · Hurricane Shutters · Irrigation System · Outdoor Grill · Outdoor Kitchen · Sliding Doors · Storage

Community & fees

HOA fee$158/mo
Taxes (2025)$6,514/yr
PetsYes
CommunityDock · Fishing · Water Access · Association Recreation - Owned · Buyer Approval Required · Deed Restrictions · Park · Playground · Tennis Court(s)

Utilities & systems

UtilitiesBB/HS Internet Available · Cable Connected · Electricity Connected · Fiber Optics · Public · Sewer Connected · Sprinkler Meter · Underground Utilities · Water Connected
WaterPublic

The numbers

What it really costs

Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.

$6,915 /mo · 10% down Conventional, 30-yr fixed at 6%

Principal & interest$5,660
PMI (est., until 20% equity)$393
Property tax — 2025 actual bill$543
HOA fee — from the listing$158
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $104,900Loan30-yr fixed at 6%Mortgage insuranceIncludedTaxesActual bill on recordInsuranceFlorida estimate

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

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type

FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.

Down payment10% · $104,900
Interest rate6.00%
Loan term

Estimated payment

$6,915/mo

Principal & interest$5,660
PMI (est., until 20% equity)$393
Property taxes (actual bill)$543
HOA / condo fee$158
Est. insurance$160

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.

List $1.0M
$1.0MedgeAI estimate $1,363,691 · range $1.2M–$1.5M$1.6M

vs edgeAI estimate

−23.1%

$/sqft vs Osprey actives

$378 vs $371

Days on market

3 vs 109 typical

Where $378/sqft sits among the 91 Osprey actives

32
30 · this home
16
4
1
8
$182–309$309–435$435–562$562–689$689–815$815+

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 Southbay Yacht & Racquet Club

Drive times from this address

Downtown Tampa≈ 72 min

Estimated driving times, typical traffic. Data © OpenStreetMap contributors.

Get to know Osprey. See the full Osprey guide →

Southbay Yacht & Racquet Club — neighborhood snapshot

Population

1,031

Median age

64

Median income

$98,565

Median home value

$807,000

Avg household

2

Households w/ children

44%

For the school run

Sarasota County School District

ElementaryLaurel Nokomis School★★★★★
HighVenice Senior High School★★★★★

School assignments and ratings via edgeAI — always verify with the district.

The numbers that matter

The Osprey market

Seller’s marketLeans seller — 4.8 months of inventoryBuyer’s market

$723K → $765K

Osprey median sold, yr/yr

93.8%

Sale-to-list ratio (12 mo)

42 of 91

Osprey actives have cut their price

Median sold price, Osprey, trailing 36 months (3-month rolling) · live MLS data.

This home is listed 67% above the OSPREY 34229 median. See the full Osprey market guide →

Paper trail

This home's history

Oct 9, 2026Listed at $1,049,000 · 3 days on market since
2004Built · SOUTH CREEK

Reality check

What actually sold near 366 S CREEK COURT

Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.

1728 S CREEK DRIVESold · Oct ’25

$730,000

1728 S CREEK DRIVE · same community

3 bd · 2 ba · 2,320 sqft · $315/sqft · 44 DOM

479 SOUTH CREEK DRIVESold · May ’26

$2,100,000

479 SOUTH CREEK DRIVE · same community

5 bd · 5.5 ba · 4,261 sqft · $493/sqft · 134 DOM

304 TORTUGA DRIVESold · Jul ’26

$650,000

304 TORTUGA DRIVE

3 bd · 3.5 ba · 2,641 sqft · $246/sqft · 305 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.

Shawn Lewis

Your agent

Shawn Lewis

Realtor · CENTURY 21 Edge

Tours, negotiation, and every question about 366 S CREEK COURT — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 366 S CREEK COURT — before you fall in love.

See it in person

Schedule a tour

Live availability from Shawn's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.

Straight answers

366 S CREEK COURT FAQs

What would the monthly payment be for 366 S CREEK COURT?+

With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $6,915/mo — principal and interest, the actual property-tax bill, the $158/mo association fee 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.

How much are the HOA fees at 366 S CREEK COURT?+

The association fee works out to $158 per month. Ask us for the full association documents — they spell out exactly what the fee covers.

What are the property taxes on 366 S CREEK COURT?+

The most recent tax bill on record (2025) was $6,514. 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 366 S CREEK COURT?+

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 Osprey?+

At $1,049,000, this home is listed about 50% above the Osprey median of $700,000. The market section on this page shows how the area is trending.

Which schools are assigned to 366 S CREEK COURT?+

Laurel Nokomis School (elementary), Venice Senior High School (high) — Sarasota County School District. Always verify school assignments with the district before relying on them.

The brief

Four things that matter here

01Positioned at the premium end

$1,049,000 runs 67% above the OSPREY 34229 median — but at 2,775 sqft it's also 23% larger than the typical Osprey listing.

02Your own pool

A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.

03Fresh on the market

Only 3 days on market in a Osprey market that averages 109 — if it fits, move quickly.

04Strong assigned schools

Laurel Nokomis School, Venice Senior High School — Laurel Nokomis School rates 4 of 5. Always verify assignments with the district.

Listing courtesy of KELLER WILLIAMS ON THE WATER S · EJ Stukenborg. MLS #A4708943.

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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