0.2 mi
Distance
Gillespie Park, Sarasota, FL, USA
Sarasota, Florida, United States
Categories
Homes for sale near Gillespie Park, Sarasota, FL, USA
| Address | Bed / Bath | Listing Price |
|---|---|---|
610 N TUTTLE AVENUE
Pre-Construction. To be built. Pre-Construction. To be built by LGM Homes — Customization Available!
This is your opportunity to build your dream home in the heart of Sarasota with trusted local builder LGM Homes. Ideally located just minutes from downtown Sarasota, Payne Park, The Legacy Trai
Living Area:
2410 Sqft.
|
4
Beds,
3
Baths
|
$942,000 |
1723 OAK STREET
The best of both worlds awaits in historic Laurel Park: a walkable downtown lifestyle paired with the privacy and comfort of a single-family home.
1723 Oak Street is a rare offering: an elevated, concrete-block residence with a character-rich Spanish Colonial exterior and nearly 2,900 square feet
Living Area:
2862 Sqft.
|
4
Beds,
4
Baths
|
$2,295,000 |
310 S OSPREY AVENUE
Own a piece of Sarasota history, the sought-after Frederickson Home - a 1939 bungalow in Laurel Park. Meticulously and completely restored in 2022 to preserve its historic charm while incorporating modern luxury. Originally hand-built from old Florida pine by master craftsmen, this historically desi
Living Area:
1842 Sqft.
|
3
Beds,
3
Baths
|
$1,449,000 |
620 N TUTTLE AVENUE
Pre-Construction. To be built. Pre-Construction. To be built by LGM Homes. A rare opportunity to own a brand-new, fully customizable home just minutes from downtown Sarasota, Payne Park, and world-famous beaches. This thoughtfully designed 4 bedroom, 3.5 bathroom residence features an open-concept l
Living Area:
2770 Sqft.
|
4
Beds,
3
Baths
|
$1,370,000 |
1488 18th ST
Foreclosure Auction Ends November 24, 2025 at 09:00 AM EST. Discover this spacious 3-bedroom, 2-bathroom single-family home, offering a unique opportunity in a desirable Sarasota, FL neighborhood. Sold As-is. Explore more details and submit your bid through Federa Home App.
Living Area:
1247 Sqft.
|
3
Beds,
2
Baths
|
$230,000 |
652 OHIO PLACE
CHARMING DOWNTOWN SARASOTA COTTAGE WITH GUEST HOUSE | WALK TO THE BAYFRONT & MARINA Discover the perfect blend of historic charm and modern luxury at 652 Ohio Place, nestled in the heart of downtown Sarasota’s coveted Laurel Park district. This beautifully remodeled 2-bedroom, 2-bath main home plu
Living Area:
1072 Sqft.
|
2
Beds,
2
Baths
|
$965,000 |
446 BURNS COURT
Nestled in one of Sarasota’s most sought-after neighborhoods, this beautifully restored Burns Court residence offers the rare opportunity to own a true piece of Downtown history. Blending timeless charm with modern comfort, this property is ideal as a rental investment, a live-work setup, or simpl
Living Area:
1313 Sqft.
|
2
Beds,
3
Baths
|
$1,299,000 |
1543 20TH STREET
Step inside this BEAUTIFULLY REMODELED 4 bedroom, 2 bath home that perfectly blends modern comfort with relaxed Florida living. From the moment you enter, you will notice the bright, OPEN FLOOR PLAN, and sunlight streaming into every room, creating a warm and inviting atmosphere. The contemporary in
Living Area:
1439 Sqft.
|
4
Beds,
2
Baths
|
$329,000 |
508 HOWARD COURT
PRIME LOCATION IN THE THE MOST SOUGHT AFTER DOWNTOWN NEIGHBORHOOD IN THE ROSEMARY DISTRICT.THIS LIKE NEW KEY WEST-STYLE HOME IS NESTLED IN THIS PRIVATE MILLION DOLLAR ENCLAVE WHICH OFFERS TRANQUILLITY AWAY FROM THE BUSLE OF CITY LIFE. WALK TO GREAT RESTARANTS, SHOPS AND THE BAYFRONT. ENTER THE HOME
Living Area:
1496 Sqft.
|
2
Beds,
3
Baths
|
$767,000 |
1504 COCOANUT AVENUE
Beautiful Double Lot Near Downtown Sarasota and The Bay
Prime opportunity for future land development north of downtown Sarasota and The Bay. The value lies in the spacious double lot, nestled in a highly desirable residential neighborhood close to the international airport, Bayfront, and vibrant
Living Area:
1072 Sqft.
|
3
Beds,
1
Bath
|
$550,000 |
521 & 523 OHIO PLACE
Picture-Perfect Laurel Park Opportunity! Located in one of Sarasota’s most beloved historic neighborhoods, THIS RARE OFFERING OFFERS NOT ONE - BUT TWO CHARMING HISTORIC COTTAGES set on lush, tree-shaded grounds. Just steps to everything downtown Sarasota and the bayfront - this is Laurel Park livi
Living Area:
1589 Sqft.
|
5
Beds,
4
Baths
|
$899,000 |
2519 21ST STREET
Welcome to this stunning modern home located at 2519 21st St, Sarasota, FL. Built in 2018, this single-family home boasts a contemporary design and luxurious finishes throughout. With 1 bathroom and 1 half bathroom, this property offers convenience and comfort for its residents.Spanning over 1,520 s
Living Area:
1520 Sqft.
|
3
Beds,
2
Baths
|
$375,000 |
1326 17TH STREET
Charming Home in the desirable Central Cocoanut Neighborhood with a detached mother-in-law building. This location is a solid investment, enjoying the downtown lifestyle for a moderate price! Bayfront is walkable, so is Starbucks/Ringling school of art and design. Down the street you will find the P
Living Area:
1232 Sqft.
|
2
Beds,
2
Baths
|
$480,000 |
1000 TOCOBAGA LANE
WATERFRONT MODERN ESTATE | DEEP WATER DOCK | ONE MILE FROM DOWNTOWN SARASOTA. Welcome to one of Sarasota’s most desirable waterfront addresses. Built in 2017 to the highest structural standards, this modern estate was engineered to endure Florida’s toughest hurricanes — set on 75 reinforced co
Living Area:
7812 Sqft.
|
6
Beds,
8
Baths
|
$10,750,000 |
2105 LEON AVENUE
One or more photo(s) has been virtually staged. Ask about rates as low as 4.99%! Our preferred lender is offering a special temporary buydown program for qualified buyers — enjoy reduced rates for the first two years. Contact your agent today for full details and eligibility. 2105 Leon Ave, Saraso
Living Area:
840 Sqft.
|
3
Beds,
1
Bath
|
$225,000 |
1724 CHERRY LANE
Welcome to your own private Spanish-Mediterranean-inspired sanctuary, perfectly nestled in the heart of Sarasota’s historical Laurel Park. This rare exquisitely updated 4-bedroom, 3.5-bath residence blends timeless charm with modern sophistication offering a dynamic combination of style, comfort,
Living Area:
2919 Sqft.
|
4
Beds,
4
Baths
|
$2,400,000 |
417 N OSPREY AVENUE
Experience elevated downtown living at this newly built residence just steps from Main Street. Designed and constructed by its owner with meticulous attention to detail, this 3,154 sq. ft. home blends timeless architecture with modern performance—built on 16-gauge steel framing with the finished f
Living Area:
3154 Sqft.
|
4
Beds,
5
Baths
|
$2,195,000 |
2588 COLORADO STREET
Experience the best of Sarasota living with this incredible opportunity in the highly desirable Ringling Park neighborhood. Oversized lots this close to downtown are nearly impossible to find—this one offers over 12,500 sq. ft. just blocks from Payne Park, Legacy Trail, and all the energy of downt
Living Area:
1585 Sqft.
|
3
Beds,
2
Baths
|
$515,000 |
1901 MORRILL STREET
Welcome to the heart of Sarasota's historic district, Towles of Laurel Park, where this exceptional compound awaits. Comprising three distinct residences, this property offers a world of possibilities. Completely renovated inside and out, this unique gem is move-in ready! Set on an expansive corner
Living Area:
4155 Sqft.
|
7
Beds,
7
Baths
|
$2,595,000 |
440 S LIME AVENUE
Pre-Construction. To be built. Welcome to this stunning 3,434 sq. ft. single-story residence, where modern luxury meets timeless Italian craftsmanship. Ideally located within Sarasota city limits, this property qualifies for weekly rentals—a rare and highly desirable feature that opens the door to
Living Area:
3434 Sqft.
|
5
Beds,
6
Baths
|
$2,250,000 |
321 GOWDY ROAD
Fully furnished! Modern Style Meets Downtown Sarasota Convenience.
Welcome to this beautifully designed three-story townhome, a residence that offers the best of city living with a warm and inviting feel. From its prime location across from Payne Park to its thoughtful upgrades and spacious layout,
Living Area:
2443 Sqft.
|
3
Beds,
4
Baths
|
$1,199,000 |
1931 EDGEWATER DRIVE
Welcome to 1931 Edgewater Drive, one of the most convenient locations in Sarasota! It's absolutely Walkable to Downtown and the Bay, close to Sarasota International Airport and Ringling College, yet tucked into a lovely, quiet street where you feel quite at home. A Sarasota CLASSIC, build in the 195
Living Area:
1236 Sqft.
|
3
Beds,
1
Bath
|
$375,000 |
1704 COCOANUT AVENUE
This charming cottage home near downtown Sarasota and the Bay offers a private mother-in-law suite, with separate entrance. -perfect for multi-generational living. Small fenced back yard and plenty of parking. A laundry room with washer/dryer on site, separates the two units. The main apartment feat
Living Area:
1671 Sqft.
|
4
Beds,
2
Baths
|
$375,000 |
1685 6TH STREET
Perfectly situated in Sarasota’s vibrant Downtown within the coveted Gillespie Park neighborhood, this exquisitely renovated two-story Key West–inspired residence blends timeless architectural charm with modern sophistication. A magnificent oak tree graces the front yard, framing the home’s we
Living Area:
2938 Sqft.
|
4
Beds,
5
Baths
|
$1,775,000 |
2231 WOOD STREET
This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-dem
Living Area:
2731 Sqft.
|
4
Beds,
4
Baths
|
$1,999,000 |
1810 LINCOLN DRIVE
Discover a rare blend of architectural integrity, walkable convenience and low-maintenance privacy in Sarasota’s coveted West of Trail neighborhood, Avondale, just moments from downtown, Bayfront Park and Southside Village. Situated on a corner lot for easy access yet engineered for peace, this so
Living Area:
3743 Sqft.
|
4
Beds,
5
Baths
|
$2,498,000 |
1368 21ST STREET
Looking for a fully remodeled home just minutes from Downtown Sarasota and some of the most beautiful beaches in the country? Look no further!
This stunning 3-bedroom, 2-bathroom home offers 1,286 sq ft of stylish and modern living space, situated in a prime location with no rental restrictions ?
Living Area:
1286 Sqft.
|
3
Beds,
2
Baths
|
$349,000 |
2616 MARTIN STREET
This is the one * QUALITY BUILT & IMPECCABLY MAINTAINED * PRIDE OF OWNERSHIP SHOWS * NEW ROOF 2024 * NEW Lovingly Renovated Spa-style Bathroom in 2025 (it was taken down to the studs and is gorgeous) * NEW A/C DUCTWORK THROUGHOUT in 2025 * NEW Double Oven & NEW Refrigerator in 2025 * This IMMACULATE
Living Area:
1100 Sqft.
|
3
Beds,
1
Bath
|
$455,000 |
1950 ADAMS LANE
Prime investment and redevelopment opportunity in Sarasota’s sought-after Towles Court Arts District! This mixed-use property offers approx. 750 sq. ft. of commercial/gallery or studio space plus 363 sq. ft. of residential use, making it ideal for live/work tenants, creative professionals, or smal
Living Area:
1112 Sqft.
|
1
Bed,
1
Bath
|
$995,000 |
1938 HIGH POINT DRIVE
Price just Improved! Waterfront – Direct Bay Access + Stunning Sunsets on Hudson Bayou! Rare opportunity to own a 0.28-acre saltwater canal-front lot West of the Trail in Sarasota’s coveted High Point neighborhood. Enjoy easy boating access to Sarasota Bay and the Gulf, plus breathtaking sunsets
Living Area:
1164 Sqft.
|
2
Beds,
2
Baths
|
$1,350,000 |
2031 4TH STREET
Welcome to this charming 3-bedrooms, 2-bathrooms single-family home located in the heart of downtown Sarasota. It is active on Airbnb in two separate units for over 8 years. Investment Opportunity in Prime Downtown Sarasota This fully furnished property features: (Front House): 2 bedrooms, 1 bathroo
Living Area:
1254 Sqft.
|
4
Beds,
2
Baths
|
$460,000 |
2415 PELICAN DRIVE
Charming 1950s Florida Ranch-Style Home with Separate One-Bedroom Apartment in Sought-After Terrace Gardens! Don’t miss this rare opportunity to own a classic mid-century Florida ranch home in the desirable Terrace Gardens community. Situated on an expansive corner lot, this single-family residen
Living Area:
1494 Sqft.
|
3
Beds,
2
Baths
|
$549,000 |
1716 9TH STREET
Welcome to this beautifully crafted 4-bedroom, 5-bathroom pool home with a 2-car garage, located in one of the best areas of Sarasota. Built in 2025, this residence showcases modern elegance blended seamlessly with the laid-back charm of Florida living. From the moment you arrive, you'll appreciate
Living Area:
3780 Sqft.
|
4
Beds,
5
Baths
|
$2,150,000 |
514 HOWARD COURT
Home is locate across from Rosemary & Thyme Restaurant at 500 N. Orange Avenue- Howard Court sign is missing due to Hurricane Milton,
This newer home(2005) shows very little usage and comes fully TURN KEY FURNISHED. It has a side entrance door which leads to the first/ second floors and the garage.
Living Area:
1606 Sqft.
|
4
Beds,
2
Baths
|
$799,500 |
516 HOWARD COURT
Home is located across from Rosemary & Thyme Restaurant at 500 N. Orange Av --Howard Court sign is missing due to Hurricane Milton.
Well cared for newer(2005) 2 story home with side door entrance into the main floor and/or 2nd floor. TURN KEY FURNISHED with crown molding ,bamboo and ceramic tile fl
Living Area:
1622 Sqft.
|
4
Beds,
2
Baths
|
$799,500 |
163 SUNWAY AVENUE
Discover this beautifully remodeled 4-bedroom, 2-bathroom home in a NO FLOOD ZONE, offering peace of mind and significant savings with no mandatory flood insurance. This move-in ready home is complete with modern finishes throughout. Step inside to discover a stunning transformation featuring a NEW
Living Area:
1719 Sqft.
|
4
Beds,
2
Baths
|
$484,000 |
1903 OAK STREET
SARASOTA ~ CITY OF SARASOTA ~ LAUREL PARK ~ LAUREL PARK NEIGHBORHOOD ~ TWO LIVING UNITS ~ TURN KEY FURNISHED, SINGLE FAMILY HOME WITH A SEPARATE; FULLY EQUIPPED - STUDIO UNIT (SHORT TERM / LONG TERM RENTALS ALLOWED FOR BOTH LIVING SPACES - IF REQUIRED), FLOOD ZONE X, NO STORM DAMAGE, ONE OF THE HIGH
Living Area:
1626 Sqft.
|
3
Beds,
3
Baths
|
$749,000 |
516 LAUREL PARK DRIVE
It really is all about the location. The best value in Sarasota's iconic Laurel Park historic district for a single-family residence, bar none. Fee simple ownership, NOT a condominium. Fully adorned in tasteful taupe and grey urban chic, this beautiful multi-level urban townhome absolutely has every
Living Area:
2451 Sqft.
|
3
Beds,
4
Baths
|
$899,000 |
2461 RINGLING BOULEVARD
Unlock the potential of this ideally situated property on Ringling Boulevard—just minutes from downtown Sarasota, the Marina, and Gulf beaches. Whether you're planning a full-scale renovation or a complete teardown for new development, this 2-bedroom, 2-bath home offers solid value in a rapidly ev
Living Area:
1487 Sqft.
|
2
Beds,
2
Baths
|
$699,000 |
2432 ASPINWALL STREET
Updated 3-Bedroom Home on Spacious ¼ Acre Lot – Minutes from Downtown Sarasota
Welcome to 2432 Aspinwall Street, a beautifully updated 3-bedroom, 2-bath home located in Sarasota’s desirable Park East neighborhood. Nestled on a generous ¼-acre lot, this property offers ample space to design
Living Area:
1049 Sqft.
|
3
Beds,
2
Baths
|
$479,900 |
2221 WOOD ST
Pre-Construction. To be built. Experience modern luxury at an incredible price in this brand-new 3-bedroom, 2.5-bath single-story home in the heart of Sarasota. Featuring imported Italian cabinetry, flooring and fixtures, hurricane impact windows, and sleek contemporary finishes throughout, this hom
Living Area:
1930 Sqft.
|
3
Beds,
3
Baths
|
$1,350,000 |
2005 GILLESPIE AVENUE
Seller is not accepting "Subject-to" offers.
Welcome to 2005 Gillespie Ave, a rare property close to downtown Sarasota in Amaryllis Park. No HOA! No CDD fees! No Updates needed! This home is move in ready, as it was renovated down to the studs in 2021. Renovations included replacing all carpet w
Living Area:
832 Sqft.
|
2
Beds,
1
Bath
|
$245,000 |
2217 MUESEL STREET
Welcome to this beautifully designed David Weekley home, in the desirable Payne Park Village in the heart of Sarasota. Built in 2020, this exceptional single-family residence features the unique and thoughtfully designed Littlebury floor plan, offering four bedrooms, 3.5 baths and approximately 2,71
Living Area:
2711 Sqft.
|
4
Beds,
4
Baths
|
$974,900 |
1345 24TH STREET
Offers 1% lender credit at closing. Charming 3-bedroom, 2-bathroom single-family, fully updated and built in 2017. Features include wood plank-style tile flooring, renovated bathrooms and kitchen, granite countertops, and hardwood cabinetry. The home has a split family floor plan with an open-concep
Living Area:
1412 Sqft.
|
3
Beds,
2
Baths
|
$424,900 |
2408 EZZELL COURT
All offers are welcomed! Step inside this beautifully crafted 2023 David Weekly home with one of the largest floor plans, where light-filled, open-concept living meets modern luxury. Offering over 2,000 sq ft of interior space, this 3-bedroom, 3.5-bathroom residence is designed for both comfortable
Living Area:
2051 Sqft.
|
3
Beds,
4
Baths
|
$715,000 |
227 CENTRAL AVENUE
Zoned for condo, residential and Commercial! A trifecta! Live and work downtown. NO CONDO FEES, NO HOA FEES, ON SITE PARKING AND A CORNER LOT. see floorplan and let your imagination run wild. 18 on site parking spaces. Both bathrooms can be converted into full baths. All upstairs rooms have room fo
Living Area:
5918 Sqft.
|
4
Beds,
3
Baths
|
$2,799,000 |
236 DAVIS BOULEVARD
Three-Bedroom Pool Home with Great Potential in Ringling Park Located in Sarasota’s established Ringling Park neighborhood, this 3-bedroom, 2-bath home offers solid potential and a fantastic opportunity to make it your own. Set on a spacious pie-shaped lot, the property includes a BRAND-NEW roof
Living Area:
1940 Sqft.
|
3
Beds,
2
Baths
|
$699,000 |
1755 7TH STREET
TWO LUXURY ADA-COMPLIANT RESIDENCES UNDER ONE ROOF. THREE CAR GARAGE, ELEVATOR, SOLAR, NATURAL GAS. Welcome to one of Gillespie Park’s most extraordinary finds—a sleek, contemporary MULTI-GENERATION residence or INCOME PRODUCING INVESTMENT just steps from downtown Sarasota! This 2023 custom-bui
Living Area:
4451 Sqft.
|
4
Beds,
4
Baths
|
$2,500,000 |
2026 COCOANUT AVENUE
Located in the heart of Sarasota, this beautifully updated mid-century home offers 3 bedrooms, 2 bathrooms, and timeless curb appeal. Nestled on a tree-lined street just minutes from downtown, The Bay Park, and Gulf Coast beaches, this residence combines classic charm with modern upgrades.
The ho
Living Area:
2115 Sqft.
|
3
Beds,
2
Baths
|
$419,000 |
816 GOODRICH AVENUE
Stunning Modern Two-Story Home Fully Furnished Home in a Prime Sarasota Location. Be the first to enjoy this brand-new modern home located just minutes from downtown Sarasota. This two-story residence features 3 bedrooms, 2.5 baths with a separate mother-in-law suite adding another bedroom and bathr
Living Area:
2386 Sqft.
|
4
Beds,
4
Baths
|
$1,600,000 |
95 S BRIGGS AVENUE
Income-Producing Property in Prime Sarasota Location. Rare chance to own a leased and updated 3BR/2BA ranch home within Sarasota city limits—just minutes from downtown, Lido Beach, St. Armands Circle, and Payne Park. This light-filled, move-in-ready property features: Modern kitchen with granite c
Living Area:
1512 Sqft.
|
3
Beds,
2
Baths
|
$449,000 |
1743 8TH STREET
Rare Investment Opportunity in Downtown Sarasota’s Redevelopment Wave!
Four contiguous lots across two parcels totaling approximately 0.44 acres (1721 & 1743 8th Street) — right in the heart of one of downtown Sarasota’s most exciting transformation zones. This restored vintage home sits in
Living Area:
1400 Sqft.
|
2
Beds,
2
Baths
|
$1,400,000 |
2508 BELVOIR BOULEVARD
Pre-Construction. To be built. Modern Ranch-Style New Build by Yoder Homes. Discover modern living at its finest in this stunning new construction home nestled in sought-after Ringling Park—just one block from the iconic Ringling Boulevard and minutes from downtown Sarasota and world-famous beac
Living Area:
1814 Sqft.
|
3
Beds,
3
Baths
|
$1,699,000 |
217 S SHADE AVENUE
One or more photo(s) has been virtually staged. Under Construction. Introducing the Bahia Vista Model by Yoder Homes, a stunning two-story residence from their popular Metro Series. This exceptional new build boasts superior block construction, a durable metal roof, a spacious three-car garage, and
Living Area:
2561 Sqft.
|
4
Beds,
3
Baths
|
$1,899,000 |
1903 24TH STREET
Experience Refined Sarasota Living in the heart of Sarasota—where timeless charm meets contemporary comfort. This beautifully appointed residence embodies the essence of the Old Florida lifestyle, offering an ideal blend of location and convenience. Perfectly situated just moments from Downtown Sa
Living Area:
1684 Sqft.
|
4
Beds,
2
Baths
|
$310,000 |
1744 10TH STREET
RARE _L_A_N_D_ prime development opportunity in #GillespiePark . this Downtown Edge zoning district is ripe with new development and investment everywhere you turn. perfect placement for walk.bike.uber to THE BAY new 53 acre park-Gillespie Park-Bayfront Park & Marina-Ringling College of Art-Ringling
Living Area:
1230 Sqft.
|
2
Beds,
1
Bath
|
$625,000 |
1569 7TH STREET
NO STORM DAMAGE ~ SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ 4-CONTIGUOUS RENTAL HOMES ~ SITE = 23,567 SF ~ ANNUAL RENT = $8,300.00 MONTHLY / $99,600.00 ANNUALLY ~ OPERATE AS CURRENT ANNUAL RENTALS OR CHANGE TO SHORT TERM RENTAS. THERE IS ALSO UPSIDE DEVELOPMENT OPPORTUNITY, DETAILS TO BE DIS
Living Area:
860 Sqft.
|
3
Beds,
2
Baths
|
$3,099,000 |
2395 19TH STREET
Owner financing available with 30% down and 5K per month payment. Discover a unique living solution in Sarasota with this versatile, newly constructed steel barndominium, brilliantly designed for durability, energy efficiency, and multiple income streams. Embrace a layout that not only supports a bu
Living Area:
2040 Sqft.
|
4
Beds,
3
Baths
|
$699,900 |
263 LIME CIRCLE
Pre-Construction. To be built. A custom ranch home with a high pitched metal roof and attached guest house on a 12,000 sq ft fully fenced lot on a quiet cul-de-sac, close to Sarasota downtown restaurants, shops and the Legacy Trail, an 18 1/2 mile recreational trail connecting Sarasota and the city
Living Area:
2659 Sqft.
|
5
Beds,
3
Baths
|
$1,999,000 |
