Sarasota Separate Guest House Homes For Sale

Search homes in Sarasota WITH Separate Guest House

Looking for a Sarasota home with a separate guest house? If so, you’re in the right place. For many home buyers, especially here in Sarasota and throughout Florida, having a separate guest house is the ultimate wish-list item. Having plenty of extra space for house guests and family members for out-of-town visits is ultra convenient, and more so because we happen to be in one of the country’s best beach vacation destinations. In addition, having a separate guest house certainly helps maintain a home’s re-sale value, making it a win-win, even if you don’t plan on using it all that often! 

Interested in Sarasota Separate Guest House homes for sale? Check out all available home listings with a Separate Guest House below, or contact me directly for help with your new Sarasota area home search. 

Search Sarasota Separate Guest House Homes For Sale

1 – 24 of 39 Listings
Price, High to Low
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Reduced 12%

7 Bed • 9 Bath • 9,000 Sf • 2 Acres

$15,000,000

3975 Shell Rd #lots 1 & 2, Sarasota

Pre Construction - To Be Built. Discover The Extraordinary Opportunity To Own An Iconic, Gulf-front Estate On 2.4 Acres With 264ft On A Private Be...

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5 Bed • 5 Bath • 6,939 Sf • 2 Acres

$5,950,000

8230 Sanderling Rd, Sarasota

A Spectacular 2-acre Gulf Front Estate In Exclusive Sanderling Club On Siesta Key's Coveted Beach With Arguably The Most Beautiful Vistas In All Of...

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4 Bed • 5 Bath • 4,559 Sf • 1 Acres

$4,000,000

1775 Cherokee Dr, Sarasota

Iconic Modern Design By World-renowned Architect Guy Peterson Is Combined With The Quality Of Builder Murray Homes And The Landscape Artistry Of Mi...

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5 Bed • 6 Bath • 6,878 Sf • 1 Acres

$3,790,000

6420 Hollywood Blvd, Sarasota

Unobstructed Bay Views And Endless Sunsets Are Just The Beginning For This Incredible Custom Estate. Completely Walled And Gated, This Bayfront Hom...

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4 Bed • 5 Bath • 4,194 Sf

$2,880,000

611 Tremont St, Sarasota

Rare Siesta Key One Acre + Waterfront Estate (price Includes Separate Selby Gardens Like Parcel With Guest House At 607 Tremont) This Waterfront Ho...

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4 Bed • 5 Bath • 4,486 Sf

$2,495,000

137 Big Pass Ln, Sarasota

Savor Breathtaking Azure Gulf Views From This Fabulous, Custom-built Key West Style Home And Separate Guest House. Poised On The Edge Of The Gulf O...

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Reduced 2%

4 Bed • 3 Bath • 2,240 Sf • 1 Acres

$2,445,000

112 Fillmore Dr, Sarasota

Beautiful Spanish/mediterranean St Armands / Lido Key Estate 4 Bedroom 3 Bath Home With Guest House. This Is One Of The Only 1/2 Acre Lots On All O...

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Reduced 3%

3 Bed • 4 Bath • 2,636 Sf

$1,945,000

76 S Washington Dr, Sarasota

Own A Piece Of History On St Armands, This Property Is An Original 1920's Historic John Ringling Estate! This Home Is Like No Other And It Helped S...

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Reduced 7%

4 Bed • 6 Bath • 5,596 Sf

$1,845,000

1201 Tree Bay Ln, Sarasota

Paradise Awaits You In The Quiet Neighborhood Of Tortoise Estates On Siesta Key. Entering Through The Wrought Iron Gate, You Are Invited Into The W...

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4 Bed • 4 Bath • 3,542 Sf

$1,699,000

1552 4th St #106, Sarasota

Under Construction. Under Construction. Every So Often, Art Is Created With Brick And Mortar. Sarasota Has Never Framed Anything Quite Like Zahrada...

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Reduced 6%

5 Bed • 4 Bath • 3,889 Sf

$1,695,000

1924 Bougainvillea St, Sarasota

One Of A Kind West Of Trail Home That Is Minutes To Southside Elementary School, Westfield Siesta Key Mall, Downtown Sarasota And Siesta Key Beach....

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4 Bed • 4 Bath • 3,542 Sf

$1,599,000

1534 4th St #103, Sarasota

Under Construction. Under Construction. Every So Often, Art Is Created With Brick And Mortar. Sarasota Has Never Framed Anything Quite Like Zahrada...

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Reduced 2%

5 Bed • 5 Bath • 3,380 Sf

$1,525,000

2261 Wisteria St, Sarasota

Pre-construction. To Be Built. Courtyard Modern's Latest Incredible Design! Just Under 17,000 S.f. Compound. Gorgeous Simply Modern Home Complete W...

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Reduced 2%

4 Bed • 4 Bath • 4,576 Sf • 5 Acres

$1,475,000

8440 Big Buck Ln, Sarasota

Discover This Rare And Special Gem - A Spectacular 5-acre, Gated Estate Just 15 Minutes To Downtown Sarasota With A Guest House, 5-car Garage And A...

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Reduced 7%

4 Bed • 2 Bath • 1,911 Sf • 1 Acres

$1,399,990

950 S Osprey Ave, Sarasota

New Price For West Of Trail, Rare Oversized Lot 0.862 Acres / 37,550 Sf In The Vibrant Heart Of Sarasota’s Sought-after Neighborhoods. This Land Is...

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Reduced 4%

4 Bed • 5 Bath • 3,372 Sf

$1,249,000

1605 S Orange Ave, Sarasota

Prepare To Say ‘wow’ Upon Entering This Unique & One Of A Kind Custom Residence Located In The Heart Of Sarasota’s West Of Trail. Situated On An Ov...

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5 Bed • 4 Bath • 2,225 Sf

$1,185,000

542 Ohio Pl, Sarasota

This Tranquil Estate Offers A Lovely 1940’s Cottage, A Guest House, And A Lush, Fenced Garden. An Oasis Tucked Away, Only Minutes From The Heart Of...

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Reduced 3%

4 Bed • 3 Bath • 3,058 Sf • 5 Acres

$1,165,000

7274 Frisco Ln, Sarasota

Saddle Up In Style In This Beautiful 4-bedroom 3-bathroom Home In Saddle Creek. So Many Updates And Improvements, This Is A Must-see Home. Gracef...

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Reduced 4%

6 Bed • 5 Bath • 4,758 Sf

$1,149,999

3931 Roberts Point Rd, Sarasota

This Sprawling Siesta Key Home Sits On Two Water Front Lots In One Of The Best Locations In Sarasota. The Property Offers An Unrivaled Lifestyle Ev...

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Reduced 4%

4 Bed • 4 Bath • 2,096 Sf

$1,149,000

5409 Plaza Des Las Palmas, Sarasota

This Siesta Key Old Florida Cottage Is One Story, 2 Bed/2 ½ Bath Home With Guest House. Just 2 Properties From Public Beach Access #8. It Is A Clas...

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3 Bed • 3 Bath • 2,672 Sf

$1,100,000

4844 Brywill Circle, Sarasota

Featured In Style Magazine As “the Jewel Of Sapphire Shores,” The Renovation Of This Residence, An Art Lover’s Dream, With Its Open Plan, Beamed Ca...

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5 Bed • 4 Bath • 3,843 Sf • 5 Acres

$1,100,000

320 Sinclair Dr, Sarasota

Experience Country Living On 5 Plus Acres Of Majestic Scenery. Hard To Find, Country Living, 10 Minutes To Town! Gorgeous 4 Bedroom 2.5 Bath Home A...

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Reduced 5%

4 Bed • 4 Bath • 3,986 Sf • 5 Acres

$950,000

1301 Debrecen Rd, Sarasota

*available For Private In-person And/or Virtual Showings.* A Perfect Blend Of Elegance And Sophistication With Country Charm, This Custom-built Est...

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Reduced 4%

5 Bed • 4 Bath • 3,776 Sf • 2 Acres

$949,000

7297 Castle Dr, Sarasota

Hard To Find Luxury Country Living 5 Minutes To Town! Gorgeous 5br/4ba Home And Guest House On 2+ Acre Lake Frontage For Canoeing, Kayaking And Fis...

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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.

Listing information last updated on May 26th, 2020 at 2:30am CDT.

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