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32 Properties

32 Properties Available In Gillespie Park

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FL >Sarasota >Gillespie Park >
Market Insights
508 HOWARD CT, Sarasota, FL 34236
1/63 63

$3,650

Open Sun 1AM-4PM

Single Family Home

2 Beds 3 Baths 1,496 SqFt

508 HOWARD CT, Sarasota, FL 34236

PRIME LOCATIS NESTLED IN THIS PRIVATE MILLION DOLLAR ENCLAVE WHICH OFFERS TRANQUILLITY AWAY FROM THE BUSLE OF CITY LIFE....

Listed by BRIGHT REALTY

Stellar MLS
508 HOWARD CT, Sarasota, FL 34236
1/72 72

$764,000

Open Sun 1PM-4PM

Single Family Home

2 Beds 3 Baths 1,496 SqFt

508 HOWARD CT, Sarasota, FL 34236

PRIME LOCATION IN THE THE MOST SOUGHT AFTER DOWNTOWN NEIGHBORHOOD IN THE ROSEMARY DISTRICT.THIS LIKE NEW KEY WEST-STYLE ...

Listed by BRIGHT REALTY

Stellar MLS
803 OSPREY AVE, Sarasota, FL 34236
1/67 67

$993,000

New

Single Family Home

2 Beds 1 Bath 853 SqFt

803 OSPREY AVE, Sarasota, FL 34236

Charming Renovated Bungalow in Downtown Sarasota – Gillespie Park Views. Step into the ultimate downtown Sarasota lifes...

Listed by RE/MAX ALLIANCE GROUP

Stellar MLS
514 HOWARD CT, Sarasota, FL 34236
1/100 100

$825,000

New

Single Family Home

3 Beds 2 Baths 1,606 SqFt

514 HOWARD CT, Sarasota, FL 34236

Home is locate across from Rosemary & Thyme Restaurant at 500 N. Orange Avenue- Howard Court sign is missing due to Hurr...

Listed by RON STAHL REALTY

Stellar MLS
516 HOWARD CT, Sarasota, FL 34236
1/99 99

$825,000

New

Single Family Home

3 Beds 2 Baths 1,622 SqFt

516 HOWARD CT, Sarasota, FL 34236

Home is located across from Rosemary & Thyme Restaurant at 500 N. Orange Av --Howard Court sign is missing due to Hurric...

Listed by RON STAHL REALTY

Stellar MLS
1930 9TH ST, Sarasota, FL 34236
1/22 22

$2,195

New

Single Family Home

2 Beds 1 Bath 1,023 SqFt

1930 9TH ST, Sarasota, FL 34236

GREAT DOWNTOWN LOCATION IN GILLIPSEE PARK! ONE BLOCK IS A 10 ACRE PARK WITH TENNIS COURTS AND A SHORT WALK TO MANY RESTA...

Listed by BRIGHT REALTY

Stellar MLS
1775 8TH ST, Sarasota, FL 34236
1/50 50

$799,000

Active

Single Family Home

2 Beds 2 Baths 1,099 SqFt

1775 8TH ST, Sarasota, FL 34236

Two Photos were Virtually Staged. Turn-Key Home with Hurricane-Ready Features & Walkable Downtown Sarasota Living. <br>W...

Listed by LUXURY & BEACH REALTY INC

Stellar MLS
1823 5TH ST, Sarasota, FL 34236
1/19 19

$2,200

Active

Single Family Home

2 Beds 1 Bath 896 SqFt

1823 5TH ST, Sarasota, FL 34236

Downtown charming cottage 2 bedroom, 1 bath in Gillespie Park - A must see -Hardwood floors, large fenced back yard for ...

Listed by JENNETTE PROPERTIES, INC.

Stellar MLS
1732 6TH ST, Sarasota, FL 34236
1/86 86

$1,175,000

Active

Single Family Home

2 Beds 3 Baths 1,845 SqFt

1732 6TH ST, Sarasota, FL 34236

Welcome to your timeless Sarasota retreat. Discover a blend of old Florida charm and modern living in this meticulously ...

Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
418 ADELIA AVE, Sarasota, FL 34236
1/3 3

$1,650

Active

Condo

2 Beds 1 Bath 500 SqFt

418 ADELIA AVE, Sarasota, FL 34236

Great location in the heart of Gillespie Park and Downtown Sarasota. Within blocks from many restaurants, bars and all t...

Listed by MILLER FLORIDA LLC

Stellar MLS
515 N OSPREY AVE, Sarasota, FL 34236
1/44 44

$649,000

Active

Single Family Home

3 Beds 2 Baths 1,840 SqFt

515 N OSPREY AVE, Sarasota, FL 34236

Discover the perfect blend of charm, location, and income opportunity with this beautifully updated home just minutes fr...

Listed by DALTON WADE INC

Stellar MLS
1755 7TH ST, Sarasota, FL 34236
1/95 95

$2,850,000

Price Dropped by $100K

Single Family Home

4 Beds 4 Baths 4,451 SqFt

1755 7TH ST, Sarasota, FL 34236

RARE MULTI-GENERATION FAMILY RESIDENCE OR INVESTMENT PROPERTY in Gillespie Park is located within the City of Sarasota's...

Listed by COLDWELL BANKER REALTY

Stellar MLS
1765 7TH ST, Sarasota, FL 34236
1/37 37

$515,000

Price Dropped by $25K

Single Family Home

2 Beds 2 Baths 908 SqFt

1765 7TH ST, Sarasota, FL 34236

DOWNTOWN SARASOTA GILLESPIE PARK FLORIDA BUNGALOW features two bedrooms/two baths and was TOTALLY renovated in 2020. Sur...

Listed by COLDWELL BANKER REALTY

Stellar MLS
816 GOODRICH AVE, Sarasota, FL 34236
1/22 22

$1,700,000

Active

Single Family Home

4 Beds 4 Baths 2,386 SqFt

816 GOODRICH AVE, Sarasota, FL 34236

Stunning Modern Two-Story Home Fully Furnished Home in a Prime Sarasota Location. Be the first to enjoy this brand-new m...

Listed by HORIZON REALTY INTERNATIONAL

Stellar MLS
432 ADELIA AVE, Sarasota, FL 34236
1/50 50

$739,000

Price Dropped by $36K

Multi-Family

4 Beds 4 Baths 2,063 SqFt

432 ADELIA AVE, Sarasota, FL 34236

Charming Fourplex in the Heart of Gillespie Park! This 4-unit property is bursting with character and income potential. ...

Listed by COASTAL CONNECTION REALTY

Stellar MLS
941 N OSPREY AVE, Sarasota, FL 34236
1/53 53

$659,900

Active

Townhouse

2 Beds 2 Baths 1,550 SqFt

941 N OSPREY AVE, Sarasota, FL 34236

Modern Luxury Meets Urban Oasis Living. Enjoy refined living in this custom-built townhome overlooking Gillespie Park. F...

Listed by TAMM REAL ESTATE

Stellar MLS
1721 8TH STREET, Sarasota, FL 34236
1/15 15

$1,600,000

Active

Single Family Home

2 Beds 2 Baths 1,400 SqFt

1721 8TH STREET, Sarasota, FL 34236

Rare opportunity in the Downtown Neighborhood District—4 contiguous lots across two parcels totaling approx. 0.44 acres ...

Listed by FINE PROPERTIES

Stellar MLS
640 N OSPREY AVE, Sarasota, FL 34236
1/85 85

$1,400,000

Active

Single Family Home

3 Beds 3 Baths 1,738 SqFt

640 N OSPREY AVE, Sarasota, FL 34236

Welcome to this unique offering, a custom, concrete block, home built in 2005, with a detached structure housing two gue...

Listed by PREMIER SOTHEBYS INTL REALTY

Stellar MLS
433 N OSPREY AVE, Sarasota, FL 34236
1/70 70

$795,000

Active

Single Family Home

3 Beds 3 Baths 1,949 SqFt

433 N OSPREY AVE, Sarasota, FL 34236

As seen on HGTV August 1, 2025 | HGTV – Zillow Gone Wild <br>The Boathouse & Lighthouse – A Legacy Property in the Hea...

Listed by COLDWELL BANKER REALTY

Stellar MLS
1755 8TH ST, Sarasota, FL 34236

$1,890,000

Active

Single Family Home

4 Beds 3 Baths 2,508 SqFt

1755 8TH ST, Sarasota, FL 34236

Under Construction. OWNER / INVESTOR OPPORTUNITY - UNDER CONSTRUCTION DUPLEX - PRE COMPLETION BUILDER INCENTIVES AVAILAB...

Listed by WAGNER REALTY

Stellar MLS
1664 10TH ST, Sarasota, FL 34236
1/30 30

$334,444

Price Dropped by $3K

Single Family Home

2 Beds 1 Bath 650 SqFt

1664 10TH ST, Sarasota, FL 34236

**Rare Opportunity in Opportunity Zone: Mixed-Use Property in Gillespie Park, Downtown Sarasota, Florida** <br>Don't mis...

Listed by PREFERRED PROPERTIES OF SARASOTA

Stellar MLS
1744 10TH ST, Sarasota, FL 34236
1/32 32

$625,000

Active

Single Family Home

2 Beds 1 Bath 1,230 SqFt

1744 10TH ST, Sarasota, FL 34236

RARE _L_A_N_D_ prime development opportunity in #GillespiePark . this Downtown Edge zoning district is ripe with new dev...

Listed by LET'S GO REALTY

Stellar MLS
1663 4TH ST, Sarasota, FL 34236
1/74 74

$824,900

Active

Single Family Home

4 Beds 2 Baths 1,859 SqFt

1663 4TH ST, Sarasota, FL 34236

INVESTOR ALERT! This opportunity does not come along often! Located in one of the most charming neighborhoods in DOWTOWN...

Listed by HARRY ROBBINS ASSOC INC

Stellar MLS
628 N ORANGE AVE, Sarasota, FL 34236
1/79 79

$2,950,000

Active

Multi-Family

7 Beds 4 Baths 3,396 SqFt

628 N ORANGE AVE, Sarasota, FL 34236

Developer alert! Gillespie Park in Downtown Sarasota. <br> <br>An amazing opportunity to develop 30 residential units in...

Listed by HARRY ROBBINS ASSOC INC

Stellar MLS
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Relentless Real Estate Co

Scott Loveridge

+1(321) 745-0535 scott@relentless-re.com

License ID: BK3058836

517A N Harbor City Blvd Melbourne FL

 

ABOUT RELENTLESS

We are the number one stop in the region for buying and selling luxury real estate.

We’ve been serving the area for more than 25 years, and we do it with pride.

Get My App

      Space Coast Real Estate
      List With Us
      Search
      Commercial Division
      About Us
      1. About Us
      2. Our Team
      Contact
      RESOURCES
      1. Home Valuation
      2. Mortgage Calculator
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it 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 to be accurate. Listing information updated daily.

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

default
Relentless Real Estate Co

Scott Loveridge

+1(321) 745-0535 scott@relentless-re.com

License ID: BK3058836

517A N Harbor City Blvd Melbourne FL

 

ABOUT RELENTLESS

We are the number one stop in the region for buying and selling luxury real estate.

We’ve been serving the area for more than 25 years, and we do it with pride.

Get My App

      Space Coast Real Estate
      List With Us
      Search
      Commercial Division
      About Us
      1. About Us
      2. Our Team
      Contact
      RESOURCES
      1. Home Valuation
      2. Mortgage Calculator
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it 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 to be accurate. Listing information updated daily.

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility