The Oaks Club Homes for Sale

🔒 Gated community🏊 Resort-style amenities🎓 Top-rated schools
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Overview

The Oaks Club in Osprey

The Oaks Club is a resort-style community in Osprey, Florida, built by Toll Brothers between 1990–2006. Buyers choose from condominiums, single-family homes, all with access to a resort-style amenity campus featuring deed restrictions, pool, fitness center, golf, tennis court(s). Families are drawn to top-rated Manatee County schools and quick access to I-75, Waterside and Main Street dining, and the Gulf beaches about 40 minutes west. There are currently 36 homes for sale, with an average list price around $1.2M.

Check Your Commute
Drive time from 51 MACEWEN DR #5
Inside The Oaks Club

The Oaks Club Quick Facts

Gated
No
Year Built
1990–2006
Type
CondosSingle Family
Homesites
HOA Fees
Variesby home
CDD Fees
Variesby home
The Oaks Club

Homes for Sale in The Oaks Club

18 Results
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ACTIVE
GATED
44
View listing
$235,000
DOM: 134$395/sqft· MLS #MFRA4689838
Stellar MLS
Condo For Sale
51 MACEWEN DR #5
OSPREY, 34229
View all Windsor Lodge at the Oaks homes →
1 bd1 ba595 sqft
HOA
$425/qtr
CDD
Taxes
$3,079.45/yr
Laurel Nokomis ElementarySarasota MiddlePine View School
ACTIVE
GATED
71
View listing
$275,000
DOM: 119$441/sqft· MLS #MFRA4690540
Stellar MLS
Condo For Sale
51 MACEWEN DR #12
OSPREY, 34229
View all Oaks homes →
1 bd1 ba623 sqft
HOA
$425/qtr
CDD
Taxes
$3,079.45/yr
Laurel Nokomis ElementarySarasota MiddleVenice Senior High
ACTIVE
19
View listing
$285,000
DOM: 134$479/sqft· MLS #MFRA4690371
Stellar MLS
Condo For Sale
51 MAC EWEN DR #14
OSPREY, 34229
View all Oaks homes →
1 bd1 ba595 sqft
HOA
$425/qtr
CDD
Taxes
$2,483.44/yr
Laurel Nokomis ElementarySarasota MiddleVenice Senior High
ACTIVE
79
View listing
$459,900
DOM: 899$177/sqft· MLS #MFRA4603773
Stellar MLS
Condo For Sale
401 N POINT RD #301
OSPREY, 34229
View all Meridian at the Oaks Preserve homes →
3 bd3 ba2,594 sqft
HOA
$1,100/qtr
CDD
Taxes
$6,783.33/yr
Gulf Gate ElementaryBrookside MiddleRiverview High
ACTIVE
79
View listing
$525,000
DOM: 209$196/sqft· MLS #MFRA4681290
Stellar MLS
Condo For Sale
3621 N POINT RD #301
OSPREY, 34229
View all Meridian at the Oaks Preserve homes →
3 bd3 ba2,680 sqft
HOA
CDD
Taxes
$6,143.2/yr
Gulf Gate ElementaryBrookside MiddleRiverview High
NEW LISTING
Listed 1d ago
53
View listing
$529,000
DOM: 1$240/sqft· MLS #MFRA4704589
Stellar MLS
Single Family Home For Sale
583 PINE RANCH EAST RD
OSPREY, 34229
View all Bay Oaks Estates homes →
4 bd2 ba2,203 sqft
HOA
$300/yr
CDD
Taxes
$4,537/yr
Laurel Nokomis ElementaryLaurel Nokomis MiddleVenice Senior High
ACTIVE
79
View listing
$560,000
DOM: 133$216/sqft· MLS #MFRA4690812
Stellar MLS
Condo For Sale
409 NORTH POINT RD #401
OSPREY, 34229
View all Meridian at the Oaks Preserve homes →
3 bd3 ba2,594 sqft
HOA
$1,100/qtr
CDD
Taxes
$6,285.2/yr
Gulf Gate ElementaryBrookside MiddleRiverview High
ACTIVE
GATED
48
View listing
$599,000
DOM: 719$291/sqft· MLS #MFRA4621353
Stellar MLS
Condo For Sale
409 N POINT RD #502
OSPREY, 34229
View all Meridian at the Oaks Preserve homes →
3 bd3 ba2,055 sqft
HOA
$1,200/qtr
CDD
Taxes
$4,344.82/yr
Gulf Gate ElementaryBrookside MiddleRiverview High
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Live Market Data

The Oaks Club Market Pulse

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Life at The Oaks Club
Lifestyle

The Oaks Club Amenities

10 of 16 amenities
Clubhouse
Resort Pool
Fitness Center
Spa & Sauna
Lifestyle Director
Walking Trails
Dog Park
Playground
Golf
Tennis
Pickleball
Basketball
Bar / Restaurant
Boating / Water Access
Gated Entry
55+ Community

What's Included in The Oaks Club?

HOA / Ownership Includes

  • Guard - 24 Hour

Community Services & Features

  • Deed Restrictions
  • Pool
  • Fitness Center
  • Golf
  • Tennis Court(s)
  • Buyer Approval Required
  • Gated Community - Guard
  • Street Lights
  • Clubhouse
  • Playground
  • Restaurant
  • Sidewalks
  • Special Community Restrictions

What's Nearby The Oaks Club?

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The Oaks Club FAQs

Is The Oaks Club a gated community?+
Gating varies by phase; each listing notes its access. We can confirm for any home you're considering.
What are the HOA & CDD fees?+
HOA dues run around $23–$517/mo and typically cover Guard - 24 Hour. A CDD assessment may also apply and appears on the annual tax bill.
Are pets and rentals allowed?+
Both are generally allowed with restrictions per the The Oaks Club community documents — we'll pull the exact rules for any home you're considering.
Who builds in The Oaks Club?+
The Oaks Club features homes by Toll Brothers.

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