581 ft
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
1374 20TH STREET
A proven Airbnb performer in Sarasota’s city limits, this fully furnished and turnkey cottage offers an immediate investment opportunity with a successful short term rental history. Located in the historic Central-Cocoanut District, the property has demonstrated strong occupancy and guest satisfac
Living Area:
1292 Sqft.
|
3
Beds,
1
Bath
|
$350,000 |
1737 BAY STREET
Investment or full time living, this beautiful and unique compound in the heart of Sarasota is just steps away from the downtown, hospital, shopping, and the bayfront is the coveted West of the Trail Hudson Bayou Neighborhood. This one a kind home with a separate art studio and studio apt in the ba
Living Area:
1996 Sqft.
|
3
Beds,
3
Baths
|
$1,320,000 |
2043 ALAMEDA AVENUE
Pre-Construction. To be built. Experience the pinnacle of Sarasota Bayfront living in this architectural masterpiece by internationally renowned Choeff Levy Fischman. Framed by cinematic sunsets, this 7-bedroom, 8 bath and 2 half bath modern estate blends sculptural design with resort-style amenitie
Living Area:
10100 Sqft.
|
7
Beds,
10
Baths
|
$19,750,000 |
1542 GULFVIEW DRIVE
Available for the first time in over 40 years, discover the perfect canvas for your dream home on this exceptional waterfront lot, located in the highly sought-after neighborhood of Bay Point Park. Nestled along serene protected waters, this spacious parcel is surrounded by nearly 200 feet of water
Living Area:
2156 Sqft.
|
2
Beds,
3
Baths
|
$3,850,000 |
1659 DEVONSHIRE LANE
One or more photo(s) has been virtually staged. Welcome to 1659 Devonshire Lane in the heart of Downtown Sarasota's Laurel Park neighborhood. This beautifully designed 2,754 sq. ft. residence completed in 2024 offers four spacious bedrooms and three and a half bathrooms, blending elegance with func
Living Area:
2754 Sqft.
|
4
Beds,
4
Baths
|
$3,100,000 |
1365 HARBOR DRIVE
Located within highly desirable Harbor Acres—Sarasota’s premier neighborhood—this masterful three-story contemporary residence, designed by renowned architect Mark Sultana of DSDG Associates, stands as a testament to uncompromising vision and peerless craftsmanship. From the hand-selected hard
Living Area:
4978 Sqft.
|
4
Beds,
5
Baths
|
$6,375,000 |
1755 8TH STREET
Under Construction. Under Construction. OWNER / INVESTOR UNIQUE OPPORTUNITY - Family Compound UNDER CONSTRUCTION DUPLEX - PRE COMPLETION BUILDER INCENTIVES AVAILABLE! Welcome to the Historic Gillespie Park Community. This luxury duplex concept allows for several usage opportunities. The floor plan b
Living Area:
5372 Sqft.
|
9
Beds,
7
Baths
|
$2,600,000 |
1750 ALTA VISTA STREET
Alert! An outstanding WEST OF THE TRAIL gem has hit the market! This lavishly maintained and updated property is located in one of the most prized neighborhoods in Sarasota! Within easy biking/walking distance of the fine dining, boutique shops, farmers markets, cantinas, and art galleries of downto
Living Area:
1890 Sqft.
|
3
Beds,
3
Baths
|
$1,700,000 |
640 N OSPREY AVENUE
Welcome to this unique offering, a custom, concrete block home built in 2005, with a detached structure housing two guest suites. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. Directly across the road from Gillespie Park,
Living Area:
1738 Sqft.
|
3
Beds,
3
Baths
|
$1,400,000 |
1821 LINCOLN DRIVE
Pre-Construction. To be built. This new grand-scale boater’s residence is perfectly sited on Hudson Bayou and has been designed to astonish and excite. It embodies the essence of the Sarasota waterfront lifestyle with outstanding boating amenities including 80 feet of new concrete seawall and cap,
Living Area:
3906 Sqft.
|
4
Beds,
5
Baths
|
$5,425,000 |
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 |
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 |
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 |
1023 TOCOBAGA LANE
Exclusive Mediterranean Property in Gated Bayfront Tocobaga Bay. A rare gem in the exclusive, gated community of Tocobaga Bay, one of only 9 residences. This Spanish Mediterranean home offers 3,599 sq. ft. of air-conditioned luxury and breathtaking Sarasota Bay views in an intimate and private setti
Living Area:
3599 Sqft.
|
3
Beds,
4
Baths
|
$3,795,000 |
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 |
1798 LINCOLN PARK CIRCLE
Welcome to 1798 Lincoln Park Circle - a rare blend of space, style, and location in this exceptional residence tucked away in this West of Trail neighborhood just minutes from downtown Sarasota's vibrant shops, dining, cultural scene, Sarasota Memorial Hospital and the world famous area beaches. Rar
Living Area:
3783 Sqft.
|
3
Beds,
3
Baths
|
$3,150,000 |
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 |
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 |
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
|
$2,195,000 |
1642 BAHIA VISTA STREET
Stunning New Construction by Award-Winning Architect Dan Lear in coveted West of Trail Neighborhood** This meticulously designed luxury home offers the perfect blend of modern elegance and timeless sophistication. Near Selby Gardens, Morton's Market, and Sarasota Memorial Hospital, this exceptional
Living Area:
3809 Sqft.
|
4
Beds,
5
Baths
|
$4,400,000 |
1931 EDGEWATER DRIVE
Welcome to 1931 Edgewater Drive, one of the most convenient locations in Sarasota! It's walkable to Downtown Sarasota and the Bay Front, very close to Sarasota International Airport and Ringling College, yet tucked into a lovely, quiet neighborhood where you feel right at home. A Sarasota classic, b
Living Area:
1236 Sqft.
|
3
Beds,
1
Bath
|
$350,000 |
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
|
$350,000 |
1685 6TH STREET
Perfectly situated in Sarasota’s vibrant Downtown within the coveted Gillespie Park neighborhood, this exquisitely renovated 2,938 sf, 4-bedroom, two-story Key West–inspired residence blends timeless architectural charm with modern sophistication. A magnificent oak tree graces the front yard, fr
Living Area:
2938 Sqft.
|
4
Beds,
5
Baths
|
$1,725,000 |
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
|
$339,000 |
2046 ALAMEDA AVENUE
Pre-Construction. To be built. Presenting 2046 Alameda Avenue, a 9,600-square-foot architectural masterpiece on Sarasota Bay designed by the internationally renowned firm Choeff Levy Fischman. Walls of glass and an open, light-filled design create a seamless connection between indoors and out, offer
Living Area:
9600 Sqft.
|
7
Beds,
9
Baths
|
$18,900,000 |
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 |
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 |
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 |
1022 S OSPREY AVENUE
Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroo
Living Area:
2284 Sqft.
|
3
Beds,
3
Baths
|
$1,650,000 |
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 |
223 SEAGULL LANE
Endless possibilities on Bird Key! This prime garden home sits in a location full of potential. Whether you’re looking to renovate and make it your own, start fresh with new construction, or add space to support your lifestyle—this property delivers. The lot is ideal for building a custom home t
Living Area:
1814 Sqft.
|
3
Beds,
2
Baths
|
$1,495,000 |
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 |
1755 7TH STREET
DOWNTOWN FAMILY COMPOUND OR INVESTMENT DUPLEX. TWO ADA-COMPLIANT RESIDENCES WITH THREE CAR GARAGE, ELEVATOR, SOLAR, PIPED 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 downt
Living Area:
4451 Sqft.
|
4
Beds,
4
Baths
|
$2,500,000 |
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 |
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 |
1479 BAY POINT DRIVE
Being in the same family for 75 years, this is a rare opportunity to own a stunning, nearly half-acre waterfront lot in the highly desirable Bay Point Park neighborhood of Sarasota. Situated on protected sailboat water with no bridges to the Gulf of Mexico, this unique property offers unparalleled a
Living Area:
3783 Sqft.
|
4
Beds,
3
Baths
|
$5,695,000 |
1541 BAY POINT DRIVE
Waterfront Luxury Home in Sarasota’s Prestigious Bay Point! This waterfront luxury home on coveted Bay Point Drive offers the perfect blend of timeless Georgian Colonial architecture and modern, high-end upgrades. With over 6,300 sq. ft. of high-and-dry living space, this move-in ready residence r
Living Area:
6368 Sqft.
|
4
Beds,
5
Baths
|
$7,499,000 |
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
|
$2,700,000 |
1389 HARBOR DRIVE
BUILD YOUR DREAM HOME IN HARBOR ACRES! Welcome to HARBOR ACRES Sarasota's most coveted neighborhood!
This beautiful neighborhood is nestled close to St. Armand's Circle, Southside Village, and the vibrant pulse of downtown Sarasota. Here, coastal living seamlessly mingles with cosmopolitan delig
Living Area:
2376 Sqft.
|
3
Beds,
3
Baths
|
$1,750,000 |