464 YACHT HARBOR DRIVE, OSPREY, FL, 34229
Active15 days on marketListed Sep 6, 2026MLS #A4704457
About this home
464 YACHT HARBOR DRIVE
Enjoy the Florida lifestyle in this beautifully updated and fully furnished 3-bedroom, 2-bath pool home in sought-after Southbay Yacht & Racquet Club. With nearly 2,500 square feet of living space, the home features a desirable split-bedroom floor plan, with the primary suite on one side and two guest bedrooms on the other, offering privacy for family and guests. At the heart of the home is the renovated kitchen featuring quartz countertops, stainless steel appliances, generous cabinetry and a breakfast bar, opening to spacious living and entertaining areas. Expansive sliding glass doors create an easy transition to the screened lanai and private outdoor retreat. The renovated heated pool and spa are a highlight, surrounded by a spacious covered lanai and overlooking a peaceful greenway for added privacy. It's an ideal setting for morning coffee, outdoor dining or relaxing at the end of the day. Impact windows, doors and sliders add additional comfort and peace of mind. Southbay offers a wonderful Osprey location with community amenities including a clubhouse, community pool, fitness center, tennis and pickleball courts, walking paths and waterfront green spaces. Conveniently located between Sarasota and Venice with easy access to area beaches, shopping, dining, the Legacy Trail and Pine View School. Offered fully furnished and available November 1. Three-month minimum lease with an annual lease preferred. An excellent option for someone relocating to the Sarasota area, building or renovating a home, spending an extended season in Florida, or looking for a beautifully furnished longer-term home in one of Osprey's most established communities.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
2,489
Sqft
0.33 ac
Lot size
2
Garage
1980
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.
$202 /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
$202/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 Osprey actives
$2 vs $345
Days on market
15 vs 107 typical
Where $2/sqft sits among the 79 Osprey 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 Southbay Yacht & Racquet Club
Drive times from this address
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
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Osprey market
$723K → $765K
Osprey median sold, yr/yr
93.8%
Sale-to-list ratio (12 mo)
34 of 79
Osprey actives have cut their price
Median sold price, Osprey, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 99% below the OSPREY 34229 median. See the full Osprey market guide →
Paper trail
This home's history
Reality check
What actually sold near 464 YACHT HARBOR DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Aug ’26$800,000
204 WINDWARD DRIVE · same community
3 bd · 3 ba · 2,486 sqft · $322/sqft · 81 DOM
Sold · Jul ’26$565,000
186 WINDWARD DRIVE · same community
3 bd · 2 ba · 2,505 sqft · $226/sqft · 116 DOM
Sold · Jun ’26$1,250,000
408 YACHT HARBOR DRIVE · same community
4 bd · 4 ba · 2,624 sqft · $476/sqft · 0 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 464 YACHT HARBOR DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 464 YACHT HARBOR DRIVE — 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
464 YACHT HARBOR DRIVE FAQs
What would the monthly payment be for 464 YACHT HARBOR DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $202/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 464 YACHT HARBOR DRIVE?+
The listing reports pets: Dogs OK. 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 $5,800, this home is listed about 99% below the Osprey median of $669,500. The market section on this page shows how the area is trending.
Which schools are assigned to 464 YACHT HARBOR DRIVE?+
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
Three things that matter here
01Under the OSPREY 34229 market on paper
$5,800 is 99% below the OSPREY 34229 median of $562,900, and at $2/sqft it sits under the Osprey average of $394.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Strong assigned schools
Laurel Nokomis School, Venice Senior High School — Laurel Nokomis School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of COLDWELL BANKER SARASOTA CENT. · Carolyn Yates. MLS #A4704457.
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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