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Gated communities in Oldsmar

63 active listings in Oldsmar, Florida

85 KELLEYS TRAIL

$1,100,000

85 KELLEYS TRAIL, OLDSMAR

5 bd · 3 ba · 3,390 sqft

2013 SUNSET WIND LOOP

$400,000

2013 SUNSET WIND LOOP, OLDSMAR

3 bd · 2.5 ba · 1,667 sqft

606 CABERNET WAY

$339,900

606 CABERNET WAY, OLDSMAR

3 bd · 2.5 ba · 1,525 sqft

205 WOODS LANDING TRAIL

$264,000

205 WOODS LANDING TRAIL, OLDSMAR

2 bd · 2.5 ba · 1,200 sqft

104 E CYPRESS COURT UNIT 104

$239,000

104 E CYPRESS COURT UNIT 104, OLDSMAR

2 bd · 2 ba · 1,054 sqft

110 CYPRESS CT UNIT 3-82

$190,000

110 CYPRESS CT UNIT 3-82, OLDSMAR

2 bd · 2 ba · 1,054 sqft

124 W CYPRESS COURT

$185,000

124 W CYPRESS COURT, OLDSMAR

2 bd · 2 ba · 1,054 sqft

106 WINDWARD PLACE

$179,950

106 WINDWARD PLACE, OLDSMAR

2 bd · 2 ba · 879 sqft

900 LUCAS LANE

$495,000

900 LUCAS LANE, OLDSMAR

3 bd · 2 ba · 1,685 sqft

126 CYPRESS COURT UNIT 26

$189,900

126 CYPRESS COURT UNIT 26, OLDSMAR

2 bd · 2 ba · 1,054 sqft

1309 SUNSET WIND LOOP

$457,500

1309 SUNSET WIND LOOP, OLDSMAR

3 bd · 2.5 ba · 1,888 sqft

124 WOODLAKE WYNDE UNIT 0

$215,000

124 WOODLAKE WYNDE UNIT 0, OLDSMAR

2 bd · 2 ba · 924 sqft

119 BRENT CIRCLE

$525,000

119 BRENT CIRCLE, OLDSMAR

3 bd · 3 ba · 1,834 sqft

215 CLAYS TRAIL

$289,900

215 CLAYS TRAIL, OLDSMAR

2 bd · 2 ba · 1,237 sqft

1469 RIVERDALE DRIVE

$624,999

1469 RIVERDALE DRIVE, OLDSMAR

3 bd · 2 ba · 1,890 sqft

113 WOODLAKE WYNDE UNIT 19

$215,000

113 WOODLAKE WYNDE UNIT 19, OLDSMAR

2 bd · 2 ba · 924 sqft

123 CYPRESS LANE UNIT 23

$149,900

123 CYPRESS LANE UNIT 23, OLDSMAR

2 bd · 2 ba · 1,053 sqft

4995 CAMBERLEY LANE

$979,000

4995 CAMBERLEY LANE, OLDSMAR

3 bd · 2.5 ba · 3,410 sqft

50 WOODLAKE PLACE

$210,000

50 WOODLAKE PLACE, OLDSMAR

2 bd · 2 ba · 924 sqft

112 LAKEVIEW PLACE UNIT 12

$175,000

112 LAKEVIEW PLACE UNIT 12, OLDSMAR

2 bd · 2 ba · 1,094 sqft

107 LAKEVIEW PLACE UNIT 7

$224,900

107 LAKEVIEW PLACE UNIT 7, OLDSMAR

2 bd · 2 ba · 1,094 sqft

10 ARBOR LANE

$669,000

10 ARBOR LANE, OLDSMAR

4 bd · 2 ba · 2,318 sqft

360 S WOODLANDS DRIVE

$399,900

360 S WOODLANDS DRIVE, OLDSMAR

2 bd · 2 ba · 1,590 sqft

110 INGRID PLACE

$279,900

110 INGRID PLACE, OLDSMAR

3 bd · 2.5 ba · 1,755 sqft

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.

CENTURY 21 Edge
© 2026 CENTURY 21® and the CENTURY 21 Logo are registered service marks owned by Century 21 Real Estate LLC. Sunseria Real Estate Group LLC d/b/a CENTURY 21 Edge fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with, or related to Century 21 Real Estate LLC nor any of its affiliated companies.

MLS® Disclaimers

Stellar MLS / MFRMLSCopyright © MFRMLS.com. All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated July 13, 2026 at 9:25 PM UTC. The listing information on this page last changed on July 13, 2026 at 9:25 PM UTC. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MFR MLS. Updated on July 13, 2026 at 9:25 PM UTC.

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Southeast Florida MLSCopyright Southeast Florida Multiple Listing Service © 2026. Accuracy of listing information is not guaranteed. Listing information is provided for personal consumer, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited, is a violation of the terms of use, and may violate federal and state law. Data Last Updated: July 13, 2026 at 9:25 PM UTC.

Space Coast AORThese listings are provided by the IDX Program of Brevard County, Florida. Real Estate listings held by brokerage firms other than CENTURY 21 Edge Central Florida are marked with the IDX Logo and detailed information about them includes the name of the listing brokers. 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. Information deemed reliable but not guaranteed.

Beaches MLSAll information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer''s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.