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Southwood Homes for Sale

Southwood is a charmingly “worry-free” community. Ceramic barrel tile roofs top picturesque Mediterranean-style houses lining friendly streets like “Orangetree” and “Southern Pine.” Gated and maintenance-free, residents have time to bird watch and swim in the heated community pool. All traditional home-owning responsibilities are lifted off Southwood shoulders with low association fees– pest control, all landscape and lawn maintenance, common pool area, cable TV, reserves and maintenance of the private road will be the last things on your mind.

Southwood

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Photo of Listing #N6138551

4885 Tamarack Trail, VENICE, FL
$345,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,716 SQFT
  • 2 DOM
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Welcome Home To Your Slice Of Paradise In The Beautiful Southwood Community. This Thoughtfully Upgraded Residence Offers An Open And Airy Floor Plan With Luxury Vinyl Flooring Throughout The Main Living Areas And Third Bedroom, Creating A Seamless...

4843 Orange Tree Place, VENICE, FL
$345,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,650 SQFT
  • 20 DOM
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Tranquility Meets Elegance With Picturesque Water Views! Welcome Home To This Charming 3-bedroom, 2-bathroom Residence In The Sought-after Southwood Community. Offered Turnkey Furnished, This Home Boasts Serene Pond Views, Creating A Peaceful And ...

Photo of Listing #D6141370

4308 Summertree Road, VENICE, FL
$429,900

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,856 SQFT
  • 38 DOM
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Gorgeous Updated Home In Much Sought After Commuity Of Southwood. This Home Features Brand New Tile Roof, New Exterior Paint, Newer Wood Kitchen Cabinets With Stunning Newer Granite Countertops And Beautiful Backsplash. Cooking In This Kitchen Is ...

4398 Summertree Road, VENICE, FL
$425,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,867 SQFT
  • 55 DOM
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Welcome Home To The Quiet And Well Kept Community Of Southwood! This Lovely Home Is Nestled On A Serene Lot With Natural Green Views From Both Front And Back That Provide Wonderful Privacy. Not In A Flood Zone And No Damage From Recent Hurricanes....

Photo of Listing #A4641617

4811 Summertree Road, VENICE, FL
$349,200

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,769 SQFT
  • 62 DOM
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Discover Serenity In The Heart Of Venice's Coveted Southwoods Neighborhood With This Charming 2-bedroom, 2-bathroom Home, Boasting An Additional Den For Versatile Living. Embrace The Essence Of Hassle-free Living With Its Maintenance-free Design, ...

Photo of Listing #N6137056

4951 Summertree Road, VENICE, FL
$355,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,628 SQFT
  • 76 DOM
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Welcome To Southwood! Discover The Perfect Blend Of Comfort, Convenience, And Beautiful Views In This Charming 2-bedroom, 2-bathroom Home With A Versatile Den. Offered Turnkey Furnished, This Beautifully Maintained Property Is Ready For You To Mov...

Photo of Listing #A4632705

5024 Southern Pine Circle, VENICE, FL
$449,900

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,263 SQFT
  • 107 DOM
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Under Contract-accepting Backup Offers. Back On The Market With Updates. Picture Yourself Embracing The Quintessential Florida Lifestyle, Where Every Day Feels Like A Vacation And Relaxation Comes Naturally. This Welcoming 3-bedroom, 2-bath, 2,263...

5003 Southern Pine Circle, VENICE, FL
$585,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,233 SQFT
  • 107 DOM
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Brand New Roof Just Completed! Super Low Hoa And No Cdd! Welcome To This Unique 3-bedroom, 2-bathroom Pool Home, Offering Over 2,233 Square Feet Of Living Space On Nearly A ¼ Acre Lot. This Home Is Filled With Character, Featuring A Beautiful Woo...

Photo of Listing #A4629643

4872 Limetree Lane, VENICE, FL
$329,900

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,526 SQFT
  • 153 DOM
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One Of The Best Values In Venice Fl. Preferred Lender Is Offering A Concession Credit Towards Closing Cost Or Rate Buy-down. This Charming Well Maintained 2 Bedroom, 2 Bath Plus A Den/office, Well Constructed Patio Home In The Highly Desirable Sou...

Photo of Listing #N6135350

4378 Summertree Road, VENICE, FL
$365,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,848 SQFT
  • 159 DOM
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This Beautifully Furnished, Single-family Home In The Highly Sought-after, Maintenance-free Community Of Southwood Is Ready For You To Move In And Relax. With Hurricane-impact Windows, A New Roof (2023), And Meticulous Upkeep, This Home Stands Str...

Photo of Listing #A4623169

4995 Pepperwood Place, VENICE, FL
$345,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,607 SQFT
  • 225 DOM
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Charming 2-bedroom + Den Home In Southwood - A Perfect Blend Of Comfort And Style. Discover Your Dream Home In The Sought-after Southwood Neighborhood. This Beautifully Maintained 2-bedroom, 2-bathroom Plus Den Residence Is Ideally Situated In A ...

More About Southwood Real Estate

And the peaceful atmosphere will be the first…Mature landscaping and shade trees accent the lake-dotted land of Southwood. After passing the welcoming tile planter entrance with robust flowers in bloom, residents are met by the serene park-like charm of the community called home.

Southwood Community Amenities

Southwood amenities include a community clubhouse used for social activities and community functions. Directly behind the clubhouse is the community pool where residents can cool off and socialize.

Southwood Image Gallery

Gulf Shores Realty: 956463206 Gulf Shores Realty: 2015218590 Gulf Shores Realty: 561830923 Gulf Shores Realty: 68434230

Location and Directions

Starting in Venice from the intersection of Venice East Blvd and S. Tamiami Trail, proceed south on S. Tamiami Trail until you arrive at Timberline Blvd. Turn left (east) into the community.

Call us today at 941-488-6644



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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on April 24th, 2025 at 7:34pm EDT.