Southbay Yacht & Racquet Club
Homes for Sale in Osprey, FL
All 98 homes for sale in Osprey, FL · median $779,000 · 100 homes for sale in 34229 · Sarasota County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
As of November 2026, Southbay Yacht & Racquet Club in Osprey, FL has 8 homes for sale and 2 pending, asking from $995,000 to $4,590,000 (median $1,417,999). Over the 12 months ending 2026-08-02, 11 recorded sales closed at a median of $1,100,000 (+8% versus the prior year's median), $437 per square foot, a median 41 days on market, sellers accepting 91% of original asking. Homes listed or recently sold were built 1976 - 2014; 22 of 22 report an HOA (median $219/mo); none of the 22 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: 4 new listings (median asking $1,266,500), 2 under contract right now, 2 closed sales (median $1,780,000). As of November 5, 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 · 32 daysTop listing
Active · 4 days
Active · 66 days
Active · 18 days
Active · 52 days
Active · 203 days
Active · 23 days
Active · 5 days
Pending · 121 days
Pending · 1 daysActive and pending Southbay Yacht & Racquet Club listings as of 2026-11-05, 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.
Price here is driven by the homes themselves, not a shared amenity package - the current MLS shows no community amenities identified, so what you're paying for is the location in Osprey, lot, and the condition of houses that span construction from 1976 to 2022. With a median living area near 2,868 square feet and a median around $437 per square foot, the headline median of $1,100,000 reflects larger, substantially built homes rather than a uniform product. Expect a wide spread tied to how much a given house has been updated.
The posture right now is tight. There are zero active listings against 11 closings in the window, so anything that hits the market meets real demand. A median of 41 days on market and a heat score of 51 say this is firm but not frantic - sellers hold leverage, but buyers still have room to inspect and negotiate on condition. Year-over-year the median is up 7.8%, consistent with a controlled, inventory-starved market rather than a speculative one.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
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 November 6, 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. 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).
An established Osprey community of 359 homes in Sarasota County, built out over several decades with a median year built of 1981, where the current story is scarcity of listings rather than new supply.
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
Southbay Yacht & Racquet ClubSouthbay Yacht & Racquet ClubSouthbay Yacht & Racquet ClubSouthbay Yacht & Racquet ClubSouthbay Yacht & Racquet ClubSouthbay Yacht & Racquet ClubSouthbay Yacht & Racquet ClubSouthbay Yacht & Racquet ClubPhotos from Stellar MLS listings in Southbay Yacht & Racquet Club; content deemed reliable but not guaranteed.
Who Southbay Yacht & Racquet Club is best for.
Best for
- Buying to hold in an established, owner-occupied Osprey community with limited turnover
- Buyers who value larger living space and are ready to move when a rare listing appears
- Buyers willing to renovate or vet condition closely rather than demand uniform finishes
Probably not for
- Needing to choose from multiple active listings on a short timeline
- Looking for a community built around shared amenities
- Expecting newer construction, since the median build year is 1981
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.
Southbay Yacht & Racquet Club Market Scorecard
Southbay Yacht & Racquet Club is currently a buyer's market. About 8.0 months of supply, a median asking price of $1,417,999, and homes go under contract in about 28 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: realMLS, 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.
What actually moves the price
With no community amenities identified in current MLS data, the value proposition rests on the individual home. The construction range from 1976 to 2022 means two houses on the same street can be decades apart in systems, layout, and finish, and that condition gap is where the real price variation lives. Buyers should underwrite each property on its own merits - roof, mechanicals, and renovation history - rather than assume the median applies to the one they want.
Owner-occupancy is high, with a homestead share of about 77%, which tends to translate into well-kept homes and limited turnover. That same stability is why active inventory sits at zero: this is a place people stay. The long arc shows the median up 212% since 2012, but that is history, not a forecast - nothing here guarantees future movement either direction.
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.
Why work with Momentum here
In a community with zero active listings and only 11 recent closings to read from, pricing and timing come down to judgment, not comps alone. We track what trades here, help you separate a dated house from an updated one before you commit, and position a sale to meet the demand that shows up the moment inventory is this thin.
Southbay Yacht & Racquet Club in 15 seconds.
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. 4 on record.
- 1495 Landview Lane · off market
- 157 Lookout Point Drive · off market
- 313 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), Deed Restrictions |
| 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.
Housing distress & ownership in SOUTHBAY YACHT & RACQUET CLUB, Osprey
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period November 2026 through November 2026. Deemed reliable but not guaranteed.
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.
- 242 Lookout Point Drive $995,000 · 4 bd · 2 ba · 2,413 sq ft · listed Nov 1, 2026 Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
- 312 Yacht Harbor Drive $2,250,000 · 3 bd · 4 ba · 2,572 sq ft · listed Oct 31, 2026 Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
- 1474 Landview Lane $1,485,999 · 4 bd · 3 ba · 3,246 sq ft · listed Oct 19, 2026 Courtesy of ANGELA FOWLER REAL ESTATE, LLC
- 102 Windward Drive $1,047,000 · 3 bd · 2.5 ba · 2,134 sq ft · listed Oct 14, 2026 Courtesy of FUTURE HOME REALTY INC
- 275 Lookout Point Drive $4,590,000 · 5 bd · 5 ba · 5,279 sq ft · listed Oct 5, 2026 Courtesy of MICHAEL SAUNDERS & COMPANY
- 1417 Landview Lane $1,349,999 · 4 bd · 4 ba · 3,255 sq ft · listed Sep 15, 2026 Courtesy of PAT WILLIAMS REALTY, LLC
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Southbay Yacht Racquet Club Right Now (10)
All 10 active and pending Southbay Yacht Racquet Club listings with a detail page, newest first, refreshed twice a day from the MLS.
- 242 Lookout Point Drive · $995,000 · 4 bd / 2 ba · listed Oct 30, 2026 · listed by Premier Sotheby'S International Realty
- 312 Yacht Harbor Drive · $2,250,000 · 3 bd / 4 ba · listed Oct 30, 2026 · listed by Premier Sotheby'S International Realty
- 1474 Landview Lane · $1,485,999 · 4 bd / 3 ba · listed Oct 16, 2026 · listed by Angela Fowler Real Estate, Llc
- 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
- 1527 Buoy Lane · $1,100,000 · 3 bd / 2.5 ba · listed Aug 7, 2026 · listed by Bright Realty
- 206 Four Knot Lane · $1,690,000 · 3 bd / 2 ba · pending · listed Aug 7, 2026 · listed by Realty One Group Mvp
Recently sold in Southbay Yacht Racquet Club
- 1495 Landview Lane · sold $650,000
- 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.
More Osprey home searches
- All homes for sale in Osprey, FL
- Homes for sale in Sarasota County, FL
- Homes under $300K in Osprey
- Osprey home values: what is my house worth?
Osprey guides & data
Florida buyer guides
Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Yacht Harbor Drive (32 homes on record)
- Lookout Point Drive (31 homes on record)
- Windward Drive (19 homes on record)
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 23 MLS listings (most billed quarterly; 2026-11-06). 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 1982 across 22 listings. An original roof here would be about 44 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
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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.
Frequently Asked Questions
What is the median home price in Southbay Yacht & Racquet Club?
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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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Is Southbay Yacht & Racquet Club a good place to live?
Should you buy in Southbay Yacht & Racquet Club?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 5, 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: