Southbay Yacht & Racquet Club
Homes for Sale in Osprey, FL
All 100 homes for sale in Osprey, FL · median $734,450 · 96 homes for sale in 34229 · Sarasota County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
As of October 2026, Southbay Yacht & Racquet Club in Osprey, FL has 7 homes for sale and 2 pending, asking from $1,047,000 to $5,299,999 (median $1,690,000). Over the 12 months ending 2026-08-02, 11 recorded sales closed at a median of $1,100,000, $437 per square foot, a median 41 days on market, sellers accepting 91% of original asking (+8% versus the prior year). Homes listed or recently sold were built 1976 - 2016; 21 of 21 report an HOA (median $219/mo); none of the 21 geocoded homes sit in a FEMA special flood hazard zone (median elevation 10 ft). At the median price and Sarasota County's FY2025-26 rate of 13.48 mills, annual property tax runs about $14,830 ($14,290 with the full homestead exemption).
Last 30 days in Southbay Yacht & Racquet Club: 3 new listings (median asking $2,095,000), 2 under contract right now, 1 closed sale (median $2,910,000). As of October 16, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Homes For Sale Right Now in Southbay Yacht & Racquet Club
Live MLS inventory for Southbay Yacht & Racquet Club. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active · 182 daysTop listing
Active · 12 days
Active · 27 days
Active · 111 days
Active · 32 days
Active · 176 days
Active · 1 days
Pending · 1 days
Pending · 85 daysActive and pending Southbay Yacht & Racquet Club listings as of 2026-10-14, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026. Tap any home to ask about it.
Southbay Yacht & Racquet Club right now
🟡 Still climbing. The trailing-12-month median ($1.10M) is up 7.8% from the prior 12 months ($1.02M) and up 212% since 2012. With about 8 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending August 2. Confidence: Medium (11 and 17 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 16, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
Nearby homes for sale
No active listings inside SOUTHBAY YACHT & RACQUET CLUB right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Southbay Yacht & Racquet Club market snapshot (as of August 2, 2026): the median sale price is about $1.10M ($437 per sq ft over the trailing 12 months of closed sales), and a median 41 days on market for closed sales. The trailing-12-month median is up 8% from the prior 12 months and up 212% since 2012, computed from record-level Stellar MLS closed sales (11 closings in the current window).
In ZIP 34229 (Osprey), 229 homes closed in the last 12 months at a median of $675K ($281/sq ft), up 4.9% year over year, with a median 68 days on market. Right now 1 active and 1 pending listings put supply at about 3.0 months - a balanced market. See the live ZIP 34229 housing market and the Sarasota County market.
Southbay Yacht & Racquet Club is a community of 359 homes in Osprey, Sarasota County, built between 1976 and 2022 (median 1981), with a median living area of about 2,868 square feet. 77% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Southbay Yacht & Racquet Club. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Southbay Yacht & Racquet Club; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($1.10M) IS the median in the snapshot above, and the move from 2025 ($1.02M) IS the +7.8% one-year change.
Windows contain 0 to 29 sales each (11 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026. Deemed reliable but not guaranteed.
21% of homes for sale in ZIP 34229 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-17).
Southbay Yacht & Racquet Club Market Scorecard
Southbay Yacht & Racquet Club is currently a balanced market. About 4.9 months of supply, a median asking price of $1,690,000, and homes go under contract in about 32 days.
Typical home value in the 34229 ZIP is $662,508, about 42.5% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Southbay Yacht & Racquet Club on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Schools
- Sarasota County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Sarasota County Schools (verify by address) · Public
- Pine View School (gifted, Osprey)FLDOE grade A · Choice
- Confirm zoned elementary, middle, and high · By address
Grades are official Florida Department of Education school grades for 2025-26. Assignments are reported as of the 2025-26 year and can change; always confirm with Sarasota County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Southbay Yacht & Racquet Club address.
Shop the zone: Homes zoned for Venice Senior High High School
The Southbay Yacht & Racquet Club buying strategy.
If we were buying in Southbay Yacht & Racquet Club today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Southbay Yacht & Racquet Club.
A closer look at the Southbay Yacht & Racquet Club market
At a median of $437 per square foot, Southbay Yacht & Racquet Club prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The trailing-12-month median up 8% year over year. Homes that do trade take a median 41 days on market, useful leverage on any listing that has lingered.
The housing stock is 359 homes built between 1976 and 2022, and 77% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Southbay Yacht & Racquet Club. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Southbay Yacht & Racquet Club buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 4 factors (7.3). Basis: Long-Term Appreciation +212% since 2012; Recent Direction +7.8% year-over-year; Owner Commitment 77% owner-occupied; Pricing Power 90.6% sale-to-list. Refreshed with each data update.
What it really costs to own in Southbay Yacht & Racquet Club
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $219/month across 606 MLS listings (most billed quarterly; 2026-10-15). Dues cover what the documents say they cover; ask for the budget and reserve study. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Sarasota County is $2,126/yr (4,849 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 1985 across 22 listings. An original roof here would be about 41 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Email me new listings in Southbay Yacht & Racquet Club
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Southbay Yacht & Racquet Club
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Southbay Yacht & Racquet Club will answer, and the answer is published on this page for the next buyer.
HOA, CDD & Fees
- HOA dues reported around $219/month (about $2,628/yr) · median of 606 MLS listings, most billed quarterly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $219 per month ($2,628 a year) - the median AssociationFee across 606 MLS records, normalised to a monthly figure; most are billed quarterly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-10.
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Southbay Yacht & Racquet Club buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Southbay Yacht & Racquet Club sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Southbay Yacht & Racquet Club, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Southbay Yacht & Racquet Club home worth?
Get a no-obligation home value based on real comparable sales in Southbay Yacht & Racquet Club, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Osprey →
Recently off market in SOUTHBAY YACHT & RACQUET CLUB
Homes in SOUTHBAY YACHT & RACQUET CLUB that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 2 on record.
- 157 Lookout Point Drive · off market
- 321 Lookout Point Drive · off market
| Location | Osprey, Sarasota County, FL · ZIP 34229 |
|---|---|
| Homes in the community | 359 (FL DOR 2025 assessment roll) |
| Years built | 1976–2022 (median 1981) |
| Typical living area | 2,868 sq ft (median) |
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Clubhouse, Fitness Center, Playground, Pool, Tennis Court(s), Golf Carts OK |
| Sale prices, last 12 months | $1,100,000 median across 11 closed sales · $437 per sq ft · +7.8% vs the prior 12 months |
| Days on market (closed sales) | 41 median |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 77% |
| Zoned public schools | Sarasota County Schools (verify by address); Pine View School (gifted, Osprey) (A, FLDOE 2025-26); Confirm zoned elementary, middle, and high |
Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Southbay Yacht & Racquet Club key facts,” movewithmomentum.com/neighborhoods/southbay-yacht-racquet-club, data as of August 2, 2026.
Just listed in Southbay Yacht & Racquet Club
The newest homes for sale in Southbay Yacht & Racquet Club right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 102 Windward Drive $1,047,000 · 3 bd · 2.5 ba · 2,134 sq ft · 1 day on market Courtesy of FUTURE HOME REALTY INC
- 275 Lookout Point Drive $4,590,000 · 5 bd · 5 ba · 5,279 sq ft · 12 days on market Courtesy of MICHAEL SAUNDERS & COMPANY
- 154 Lookout Point Drive $2,095,000 · 4 bd · 3.5 ba · 4,578 sq ft · 27 days on market Courtesy of FLAT FEE MLS REALTY
- 1417 Landview Lane $1,349,999 · 4 bd · 4 ba · 3,255 sq ft · 32 days on market Courtesy of PAT WILLIAMS REALTY, LLC
- 206 Four Knot Lane $1,690,000 · 3 bd · 2 ba · 2,411 sq ft · 111 days on market Courtesy of REALTY ONE GROUP MVP
- 1527 Buoy Lane $1,100,000 · 3 bd · 2.5 ba · 2,830 sq ft · 176 days on market Courtesy of BRIGHT REALTY
Checked against the MLS Oct 16, 2026. All new listings in this market.
Every Home for Sale in Southbay Yacht Racquet Club Right Now (9)
All 9 active and pending Southbay Yacht Racquet Club listings with a detail page, newest first, refreshed twice a day from the MLS.
- 102 Windward Drive · $1,047,000 · 3 bd / 2.5 ba · listed Oct 10, 2026 · listed by Future Home Realty Inc
- 275 Lookout Point Drive · $4,590,000 · 5 bd / 5 ba · listed Oct 2, 2026 · listed by Michael Saunders & Company
- 155 Sea Anchor Drive · $895,000 · 3 bd / 3 ba · pending · listed Oct 1, 2026 · listed by Pat Williams Realty, Llc
- 1417 Landview Lane · $1,349,999 · 4 bd / 4 ba · listed Sep 11, 2026 · listed by Pat Williams Realty, Llc
- 154 Lookout Point Drive · $2,095,000 · 4 bd / 3.5 ba · listed Sep 10, 2026 · listed by Flat Fee Mls Realty
- 1495 Landview Lane · $760,000 · 3 bd / 2 ba · pending · listed Jul 19, 2026 · listed by Pat Williams Realty, Llc
- 206 Four Knot Lane · $1,690,000 · 3 bd / 2 ba · listed Jul 16, 2026 · listed by Realty One Group Mvp
- 1527 Buoy Lane · $1,100,000 · 3 bd / 2.5 ba · listed Jul 16, 2026 · listed by Bright Realty
- 313 Lookout Point Drive · $5,299,999 · 4 bd / 4.5 ba · listed Jul 16, 2026 · listed by Michael Saunders & Company
Recently sold in Southbay Yacht Racquet Club
- 321 Lookout Point Drive · sold $2,910,000
- 1474 Landview Lane · sold $1,450,000
- 486 Yacht Harbor Drive · sold $1,325,000
- 204 Windward Drive · sold $800,000
- 157 Lookout Point Drive · sold $850,000
- 102 Windward Drive · sold $565,000
Closed sales from the MLS; each page shows the sold price, taxes and value history.
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Yacht Harbor Drive (33 homes on record)
- Lookout Point Drive (31 homes on record)
- Windward Drive (19 homes on record)
Frequently Asked Questions
What is the median home price in Southbay Yacht & Racquet Club?
How long do homes in Southbay Yacht & Racquet Club take to sell?
How many homes are in Southbay Yacht & Racquet Club?
What share of Southbay Yacht & Racquet Club is owner-occupied?
When were the homes in Southbay Yacht & Racquet Club built?
Do cash buyers compete in Southbay Yacht & Racquet Club?
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What schools serve Southbay Yacht & Racquet Club?
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Can Momentum Realty connect me with an agent for Southbay Yacht & Racquet Club?
Where is Southbay Yacht & Racquet Club, and what county is it in?
Is Southbay Yacht & Racquet Club a good place to live?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 14, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (18 streets, ZIP 34229)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-sale records back to 2004 (206 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
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See how SOUTHBAY YACHT & RACQUET CLUB fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Southbay Yacht & Racquet Club
- Home values · What homes in Southbay Yacht & Racquet Club actually sell for
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