Clearwater Homes For Sale with a Guest House

Displayed below are Clearwater homes with a guest house for sale. If you’re interested in guest house homes in Clearwater, FL, just click the "Request More Information" button when viewing the details of a property that looks like a good fit. Our team is able to provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

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Search Clearwater Homes With Guest House September 25, 2023
12
Listed
84
Avg. DOM
$504.26
Avg. $ / Sq.Ft.
$1,949,500
Med. List Price
12 Properties
Open 9/30
1171 Sedeeva St Clearwater,  FL 33755
$949,000
Neighborhood: Floridena
3
Beds
2
Baths
1,522
Sq.Ft.
1924
Year Built
4
Days on Site
T3473966
MLS
One or more photo(s) has been virtually staged. Opportunity awaits with this Package deal of a Charming Bungalow and Duplex Income Property next door - MLS Numbers T3473966 and T3473968 each with its...
$1,999,000
Neighborhood: Harbor Oaks
6
Beds
4F11/2
Baths
4,284
Sq.Ft.
1925
Year Built
11
Days on Site
U8213319
MLS
HISTORIC HARBOR OAKS DREAM HOME! Welcome to the timeless allure of the Historic Harbor Oaks community, a living masterpiece steeped in rich heritage. Built in 1925, this architectural gem...
$2,000,000
Neighborhood: Pinellas Groves
11
Beds
11
Baths
6,296
Sq.Ft.
1966
Year Built
22
Days on Site
U8212002
MLS
FORMER 10-ROOM ASSISTED LIVING FACILITY IN CENTRAL CLEARWATER ON LARGE 1.1 ACRE ESTATE WITH SCREEN ENCLOSED POOL AND SEPARATE 2-BEDROOM, 1-BATHROOM GUEST HOUSE JUST FOR YOU!! Enjoy the elegance and...
$2,000,000
Neighborhood: Pinellas Groves
11
Beds
11
Baths
6,296
Sq.Ft.
1966
Year Built
22
Days on Site
U8212515
MLS
INVESTMENT OPPORTUNITY... FORMER 10-ROOM ASSISTED LIVING FACILITY IN CENTRAL CLEARWATER ON LARGE 1.1 ACRE ESTATE WITH SCREEN ENCLOSED POOL AND SEPARATE 2-BEDROOM, 1-BATHROOM GUEST HOUSE!! Enjoy the...
$529,900
Neighborhood: Crest Lake Sub
4
Beds
2
Baths
1,764
Sq.Ft.
1945
Year Built
22
Days on Site
T3470099
MLS
LOCATION, LOCATION, LOCATION!!! This is a Spacious and naturally lit Triple Wide Property with a higher ceiling than regular houses and a Relaxing Jacuzzi in the Lovely Terrace/Deck. Located in the...
$1,395,000
Neighborhood: Peale Park
5
Beds
6
Baths
4,206
Sq.Ft.
1958
Year Built
56
Days on Site
U8208979
MLS
Welcome to this charming and spacious single-family home located in the heart of Clearwater, Florida, and one block away from the gulf (Waterview). This beautiful property features 4 bedrooms, 4...
Pending
1221 Jackson Rd Clearwater,  FL 33755
$749,000
Neighborhood: Country Club Add
5
Beds
3F11/2
Baths
2,908
Sq.Ft.
1934
Year Built
60
Days on Site
A4568875
MLS
Welcome to the "presidential" wing of the Country Club Addition neighborhood located in Clearwater, FL - an idyllic community that offers a blend of urban convenience and suburban tranquility. This...
$1,900,000
Neighborhood: Mandalay Sub
4
Beds
3
Baths
1,869
Sq.Ft.
1946
Year Built
62
Days on Site
U8208327
MLS
Welcome to this Elegantly updated Clearwater Beach Bungalow with Guest House, Pool, Detached Oversized Garage, & Large fenced yard! This beach home truly has everything! Located in desirable North...
Pending
3022 Oakmont Dr Clearwater,  FL 33761
$2,100,000
Neighborhood: Reserve The
6
Beds
5F21/2
Baths
6,334
Sq.Ft.
1994
Year Built
71
Days on Site
T3459566
MLS
Under contract-accepting backup offers. ''WELCOME TO MODERN LUXURY AT ITS FINEST''

This stunning home is a custom contemporary masterpiece that captivates you with its elegant simplicity and...
$39,995,000
Neighborhood: Harbor Oaks
19
Beds
16F31/2
Baths
24,164
Sq.Ft.
1915
Year Built
109
Days on Site
U8192698
MLS
Discover Historic Century Oaks, an enchanting 4.45-acre waterfront estate in Pinellas that embodies the ultimate luxury lifestyle. Nestled atop a sloping bluff surrounded by lushly ornamental gardens...
$529,000
Neighborhood: Magnolia Heights
4
Beds
3
Baths
2,613
Sq.Ft.
1925
Year Built
134
Days on Site
U8200718
MLS
NO FLOODING in this quiet neighborhood! Seller says at 50+feet there's no need for flood insurance, no evacuation. No storm surge! Be close to the beach without storm worries! Vintage charm hearkens...
$3,900,000
Neighborhood: Reserve The
13
Beds
13F61/2
Baths
16,931
Sq.Ft.
1992
Year Built
447
Days on Site
U8168917
MLS
One or more photo(s) has been virtually staged. Appraisal 08/22 at 6MM! A one-of-a-kind opportunity awaits! Situated on 2.27 acres in the heart of Countryside, this 3 estate compound on 3 lots can be...