Southside Homes

/25
$475,000
- 1 Bed
- 1 Bath
- 576 Sq Ft
1740 Wisconsin Ln, Sarasota, FL 34239

It is all about location. This is a rarely available property and is situated in the highly desirable West of Osprey Ave. and just south of the Cherokee Park area. The home is a 76 year old Cracker style, one bedroom cottage built in 1949 on 50x104 lot. No question here, this property is being offered for it's tremendous location and potential to build new on this quaint treelined canopy street

Dan Heschmeyers GULF SHORES REALTY

1740 Wisconsin Ln, Sarasota, FL 34239
/2
$3,600,000 Sold May 08, 2025
- 5,380 Sq Ft
- $669/SF
- 32 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1978
1400 Siesta Dr, Sarasota, FL 34239

Three levels of modern updates define this remarkable bayfront retreat in one of Sarasota’s most sought-after locations. This home is perfectly positioned on an oversized corner lot with nearly 250 feet of frontage on two sides, offering unparalleled views and seamless access to Sarasota Bay. A newly installed dock and kayak launch make this a true boater’s paradise. A gated entry and winding

Roger Pettingell COLDWELL BANKER REALTY

1400 Siesta Dr, Sarasota, FL 34239

/2
Est $85,995 Not Listed For Sale
- 1 Bed
- 1 Bath
- 369 Sq Ft
3700 S Osprey Ave Unit 112, Sarasota, FL 34239

3700 S Osprey Ave Unit 112, Sarasota, FL 34239

/40
$285,000
- 2 Beds
- 2 Baths
- 976 Sq Ft
3745 Almeria Ave Unit 6S, Sarasota, FL 34239

One or more photo(s) has been virtually staged. Welcome to your peaceful retreat in the heart of Sarasota! This beautifully maintained 2-bedroom, 2-bath condo is perfectly situated on the second floor, offering enhanced privacy, with serene views and filtered natural light throughout this West-facing unit. Enter through a spacious, oversized screened front porch—ideal for enjoying your morning

Jennifer Linehan MICHAEL SAUNDERS & COMPANY

3745 Almeria Ave Unit 6S, Sarasota, FL 34239
/17
$800,000 Sold May 08, 2025
- 2,043 Sq Ft
- $392/SF
- 250 Days On Market
- 3 Beds
- 2 Baths
- Built 1929
3618 Palonia Ct, Sarasota, FL 34239

New and Improved Price!!Sellers Motivated!! Present any and all offers!!Location, Location, Location!! Welcome to Granada, one of Sarasota’s most sought-after neighborhoods…West of the Trail. This 3-bedroom, 2 bath, Ringling style bungalow offers the best of what Sarasota has to offer. Conveniently located close to Siesta Key, South Side Village, downtown, A-Rated Southside Elementary and

Bradley Kayser COLDWELL BANKER REALTY

3618 Palonia Ct, Sarasota, FL 34239

/8
Est $1,208,839 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,130 Sq Ft
1959 Wisteria St, Sarasota, FL 34239

1959 Wisteria St, Sarasota, FL 34239

/50
$2,480,000
- 10 Beds
- 9 Baths
1761 Siesta Dr, Sarasota, FL 34239

Exceptional 6-Unit Income Property – Prime Location Near Siesta Key! Incredible opportunity to own a fully leased, 6+ unit (ability to make it 8-unit) multifamily property just minutes from world-renowned Siesta Key Beach. This rare income-producing property combines two adjacent triplexes offering a versatile mix of units: (1) 2BR/2BA (Front-Pink, Siesta- able to split as 1/1 and 1/1 Efficiency)

Michael Laconca Coldwell Banker Residential RE

1761 Siesta Dr, Sarasota, FL 34239
/2
$1,450,000 Sold May 06, 2025
- 1,879 Sq Ft
- $772/SF
- 7 Days On Market
- 3 Beds
- 2 Baths
- Built 1950
1888 Boyce St, Sarasota, FL 34239

Tucked beneath a canopy of mature shade trees, this beautifully renovated bungalow seamlessly blends timeless charm with contemporary comforts. Thoughtfully reimagined in 2022, the home has been completely transformed with a refined yet effortless style, including a reconfigured floor plan that enhances both flow and natural light. A wood-burning fireplace and beamed ceilings add warmth and

Jeffrey Hinrichs MICHAEL SAUNDERS & COMPANY

1888 Boyce St, Sarasota, FL 34239

/96
Est $2,050,827 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,782 Sq Ft
2627 Pleasant Place, Sarasota, FL 34239

2627 Pleasant Place, Sarasota, FL 34239

/58
$1,595,000
- 3 Beds
- 2.5 Baths
- 2,674 Sq Ft
1856 Hyde Park St, Sarasota, FL 34239

Welcome to 1856 Hyde Park Street, a delightful haven nestled in the heart of Sarasota’s Southside. This meticulously maintained three-bedroom, two + 1/2 bath home, complete with a dedicated office and an expansive flex space on the upper level, harmoniously blends comfort and convenience within one of the city's most coveted neighborhoods. On the main floor, you will discover a spacious primary

Terri Harrington VUE REALTY, LLC

1856 Hyde Park St, Sarasota, FL 34239
/2
$1,850,000 Sold Apr 28, 2025
- 2,360 Sq Ft
- $784/SF
- 80 Days On Market
- 3 Beds
- 2 Baths
- Built 2006
1923 Hibiscus St, Sarasota, FL 34239

This designer-owned, West of Trail home, is the perfect blend of beauty, elegance, and quality. Purchased in 2018, it has since been a creative work in progress and has undergone a complete transformation both inside and out. In a world where many believe that bigger is better, this creation plays on the Tiffany ideal that good things come in small packages and is truly a rare fine in our local

Lou Salvatori COLDWELL BANKER REALTY

1923 Hibiscus St, Sarasota, FL 34239

/94
Est $3,346,727 Not Listed For Sale
- 3 Beds
- 5 Baths
- 3,183 Sq Ft
1843 Morris St, Sarasota, FL 34239

1843 Morris St, Sarasota, FL 34239

/46
$1,500,000
- 3 Beds
- 3 Baths
- 2,714 Sq Ft
1884 Grove St, Sarasota, FL 34239

This is one of the best values for a newer 2008-built, 2,700 sq. ft. home in the prime West of Trail location. Thoughtfully upgraded throughout, the home features high ceilings and beautifully finished open floor plan with an oversized kitchen island with seating area. The main level boasts wood floors, high-end appliances and custom cabinetry. The 3 bedroom, 3 bathroom home features a large

Barbara May MICHAEL SAUNDERS & COMPANY

1884 Grove St, Sarasota, FL 34239
/2
$899,000 Sold Apr 28, 2025
- 1,098 Sq Ft
- $819/SF
- 170 Days On Market
- 2 Beds
- 2 Baths
- Built 1953
1773 Harmony Ln, Sarasota, FL 34239

JUST RENOVATED & RELISTED - This west of Trail, west of Osprey home rests on the edge of Cherokee Park on a canopied street in one of the most sought-after locations in all of Sarasota—situated between the North Bridge to Siesta Key and downtown. New flooring & baseboard/trim throughout, new quartz waterfall edge countertops, marble backsplash, updated backsplash, LED recessed lighting, lights

Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

1773 Harmony Ln, Sarasota, FL 34239

/13
Est $247,442 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
3835 Almeria Ave Unit C1, Sarasota, FL 34239

3835 Almeria Ave Unit C1, Sarasota, FL 34239

/72
$1,347,000
- 4 Beds
- 2.5 Baths
- 2,131 Sq Ft
1738 Siesta Dr, Sarasota, FL 34239

Newer (2013) “West of Trail” offering with the perfect blend of charm and peace of mind — elevated 22 feet above sea level (X flood zone) with quick access to Siesta Key and zoned for the highly sought-after Southside Elementary. Thoughtfully designed for modern living, it features 3 bedrooms plus a flexible 4th bedroom, office, or gym, along with a versatile downstairs bonus room ideal for

Ryan Adamson COLDWELL BANKER REALTY

1738 Siesta Dr, Sarasota, FL 34239
/2
$325,000 Sold Apr 15, 2025
- 976 Sq Ft
- $333/SF
- 62 Days On Market
- 2 Beds
- 2 Baths
- Built 1979
3745 Almeria Ave Unit 3-S, Sarasota, FL 34239

This fully renovated, centrally located unit in the heart of the beautiful Granada neighborhood could be your new home for 2025 and beyond! Two bedrooms with two full bathrooms and in unit washer/dryer, the Almeria complex is nestled in between mature oaks creating a shady, treelined setting to your new home. The kitchen and primary bathroom were both expanded by the current owner to make this a

Alex Chau COLDWELL BANKER REALTY

3745 Almeria Ave Unit 3-S, Sarasota, FL 34239

/37
Est $626,510 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,891 Sq Ft
2081 Rose St, Sarasota, FL 34239

2081 Rose St, Sarasota, FL 34239

/47
$1,099,000
- 3 Beds
- 2 Baths
- 1,710 Sq Ft
1881 Orchid St, Sarasota, FL 34239

Step inside the soul of Sarasota’s mid-century renaissance, welcome to 1881 Orchid Street, where charm, craftsmanship, and modern upgrades converge in one of the city’s most evolving, investment-savvy neighborhoods: Poinsettia Park.This 3-bedroom, 2-bathroom home with a bonus room spans 1,710 square feet and sits on a quiet, tree-lined street where new custom homes are redefining the skyline

David Perkowski PREFERRED SHORE LLC

1881 Orchid St, Sarasota, FL 34239
/2
$1,500,000 Sold Apr 01, 2025
- 2,695 Sq Ft
- $557/SF
- 265 Days On Market
- 4 Beds
- 3 Baths
- Built 1938
1910 Morris St, Sarasota, FL 34239

Best value West of Trail! Located West of the Trail in Sarasota just 2 blocks to Southside School and minutes to the north bridge of Siesta Key! A walkable and highly coveted neighborhood. Move in ready. Charming, updated and spacious 4 bedrooms and 3 full bathrooms, an enormous family room with vaulted ceilings. 2695sf of living area and a huge double lot 13,705sf. A detached 2-car oversized

Jo Ellyn Yturraspe COLDWELL BANKER REALTY

1910 Morris St, Sarasota, FL 34239

/96
Est $1,641,974 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,600 Sq Ft
1717 Bay View Dr, Sarasota, FL 34239

1717 Bay View Dr, Sarasota, FL 34239

/8
$1,490,000
- 2 Beds
- 2 Baths
- 1,665 Sq Ft
2504 Mulberry Terrace, Sarasota, FL 34239

Welcome to one of Sarasota's most exclusive neighborhoods West of The Trail, where this charming home is nestled on an oversized double-wide lot measuring 12,500 sqft. This lot presents a unique opportunity for buyers looking to build their dream home, as it is one of the only corner lots available in the area. The existing home on the property is in need of demolition, making way for your vision

Vladislav Konatar KONA REALTY

2504 Mulberry Terrace, Sarasota, FL 34239
/2
$2,450,000 Sold Mar 31, 2025
- 3,358 Sq Ft
- $730/SF
- 271 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2023
2171 Mcclellan Pkwy, Sarasota, FL 34239

**Seller Financing Options Available** Welcome to this stunning 2-story luxury home developed by M&J Pham Development, featuring 4 bedrooms, 3.5 bathrooms, and 3,358 square feet of living space. From the moment you step inside, you'll be captivated by the open floor plan, high-end finishes, and fantastic design As you enter this dazzling property, you will be greeted by an open and spacious floor

Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

2171 Mcclellan Pkwy, Sarasota, FL 34239

/52
Est $1,663,195 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,556 Sq Ft
1919 Bougainvillea St, Sarasota, FL 34239

1919 Bougainvillea St, Sarasota, FL 34239

/4
$2,750,000
- Land
- 0.32 Acre
- $8,593,750 per Acre
1536 Sandpiper Ln, Sarasota, FL 34239

SELLERS WILLING TO CONSIDER ALL REASONABLE OFFERS... Absolutely the best mainland waterfront value, PLUS it's located West of Trail in PRIME McClellan Park/Southside Village area. 95 feet of canal frontage 3 lots in from Sarasota Bay on 0.32 acre lot. Newer seawall and dock plus 16,000 lb boat lift. Cleared and ready for you to build your dream home. GEO and Environmental report available for you

Fred Sassen MICHAEL SAUNDERS & COMPANY

1536 Sandpiper Ln, Sarasota, FL 34239
/2
$2,650,000 Sold Mar 27, 2025
- 3,318 Sq Ft
- $799/SF
- 68 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2012
1805 Datura St, Sarasota, FL 34239

**Prime Location** – Just one house from Southside Village featuring highly popular shops and restaurants. Built as a model home by Todd Johnston in 2012, it offers 4 bedrooms, 4.5 bathrooms, an office, and a bonus room in the main house, the 4th bedroom and bathroom is an attached guest suite with a private entrance. The home was thoughtfully designed to embrace Sarasota’s outdoor lifestyle.

Barbara May MICHAEL SAUNDERS & COMPANY

1805 Datura St, Sarasota, FL 34239

/36
Est $251,400 Not Listed For Sale
- 2 Beds
- 1 Bath
- 991 Sq Ft
3700 S Osprey Ave Unit 317, Sarasota, FL 34239

3700 S Osprey Ave Unit 317, Sarasota, FL 34239

/97
$6,599,000
- 4 Beds
- 4.5 Baths
- 6,091 Sq Ft
3576 San Remo Terrace, Sarasota, FL 34239

One or more photo(s) has been virtually staged. 3576 San Remo Terrace – A Waterfront Masterpiece in SarasotaDiscover the pinnacle of coastal luxury at this exquisite estate, nestled in the highly sought after San Remo Estates. Offering the best views over Roberts Bay, this 6,091-square-foot residence seamlessly blends timeless elegance, modern sophistication, and unparalleled waterfront

Nazare Edelson COMPASS FLORIDA LLC

3576 San Remo Terrace, Sarasota, FL 34239
/2
$2,125,000 Sold Mar 21, 2025
- 3,444 Sq Ft
- $617/SF
- 233 Days On Market
- 4 Beds
- 4 Baths
- Built 2016
1886 Prospect St, Sarasota, FL 34239

Discover an exquisite sanctuary of modern elegance, meticulously crafted for unparalleled luxury and artistic sophistication in a prime West of Trail location. Just moments from downtown Sarasota, this 3,444 sq. ft. home, built by Green Life Home Builders in 2016, exudes opulence throughout. Upon arrival, a stately semi-circular paver driveway with electric gates leads to the architecturally

Bruce Myer COLDWELL BANKER REALTY

1886 Prospect St, Sarasota, FL 34239

/58
Est $1,609,302 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,508 Sq Ft
2115 Goldenrod St, Sarasota, FL 34239

2115 Goldenrod St, Sarasota, FL 34239

/36
$240,000
- 2 Beds
- 2 Baths
- 1,122 Sq Ft
3350 S Osprey Ave Unit 211A, Sarasota, FL 34239

Super location and easy access to Southside Village, Siesta Key as well as downtown Sarasota. This large end unit two-bedroom, two-bath condominium has been upgraded to include a full size Washer/Dryer, has been freshly painted, including new carpeting and tile flooring refinished plus new Levelor window treatments throughout. Kitchen appliances including new stainless steel sink are recently

John Marabella PREMIER SOTHEBY'S INTERNATIONAL REALTY

3350 S Osprey Ave Unit 211A, Sarasota, FL 34239
/2
$1,525,000 Sold Mar 21, 2025
- 2,292 Sq Ft
- $665/SF
- 484 Days On Market
- 4 Beds
- 3 Baths
- Built 2024
2165 Rose St, Sarasota, FL 34239

Stunning coastal contemporary masterpiece in the heart of Sarasota close to Siesta Key beaches, downtown and within the coveted Southside School district. This new construction home boasts eye catching curb appeal with a sleek, sophisticated design. Upon opening the custom glass front door, you will be drawn into the inviting living space featuring an open concept with a spacious great room to

Jennifer Horne LOKATION

2165 Rose St, Sarasota, FL 34239

/42
Est $239,438 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,053 Sq Ft
3700 S Osprey Ave Unit 121, Sarasota, FL 34239

3700 S Osprey Ave Unit 121, Sarasota, FL 34239

/38
$760,000
- 3 Beds
- 2 Baths
- 2,062 Sq Ft
1622 Wisconsin Ln, Sarasota, FL 34239

Welcome to your completely renovated, turnkey bungalow nestled in the heart of Sarasota's coveted Cherokee Park, perfectly situated "West of the Trail." Located on the tranquil Wisconsin Lane, this charming home is enveloped by a lush canopy of trees and surrounded by historic residences, offering unparalleled privacy and a serene, natural setting. Imagine being just minutes away from the

Amanda Reichert FINE PROPERTIES

1622 Wisconsin Ln, Sarasota, FL 34239
/2
$1,204,000 Sold Mar 20, 2025
- 1,925 Sq Ft
- $625/SF
- 3 Days On Market
- 3 Beds
- 2 Baths
- Built 1952
Unlisted Address

West of Trail home! This lovely 3 bedroom plus a den, 2 full baths updated home is move in ready. You are greeted with a paved driveway leading to an oversized parking area and a 2 car air conditioned garage. As you enter the home its shows light and bright with many windows thru out dressed with plantation shutters. The flooring is a combination of ceramic and engineered wood thru out. A nice

Shirley LaGrange COLDWELL BANKER REALTY

Unlisted Address

/74
Est $1,875,796 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,915 Sq Ft
1944 Grove St, Sarasota, FL 34239

1944 Grove St, Sarasota, FL 34239

/62
$6,995,000
- 4 Beds
- 4.5 Baths
- 4,359 Sq Ft
1300 Tangier Way, Sarasota, FL 34239

Experience the epitome of waterfront living in the sought-after San Remo neighborhood, ideally positioned at the tip of the peninsula. This exceptional 2022 custom-built residence offers sweeping panoramic views of Sarasota Bay and the city skyline, providing an unparalleled backdrop for everyday living. Boasting 4,359 square feet of thoughtfully designed living space, this home features 4

Barbara May MICHAEL SAUNDERS & COMPANY

1300 Tangier Way, Sarasota, FL 34239
/75
$3,050,000 Sold Mar 14, 2025
- 3,582 Sq Ft
- $851/SF
- 24 Days On Market
- 4 Beds
- 3 Baths
- Built 2014
1810 Wisteria St, Sarasota, FL 34239

Nestled in the highly sought-after West of Trail neighborhood, this exquisite Allegra custom home, formerly the 2015 model, offers an unparalleled living experience. A true showcase of craftsmanship, the residence features custom millwork, striking feature walls, and intricate ceiling details that elevate every space. Upon entering, you are welcomed by soaring 20-foot beamed ceilings, a windowed

Mackenzie Longueuil MICHAEL SAUNDERS & COMPANY

1810 Wisteria St, Sarasota, FL 34239

/71
Est $2,193,569 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,334 Sq Ft
2515 Puritan Terrace, Sarasota, FL 34239

2515 Puritan Terrace, Sarasota, FL 34239

/52
$849,900
- 3 Beds
- 3 Baths
- 1,960 Sq Ft
3530 Flores Ave, Sarasota, FL 34239

Situated in the sought after neighborhood of Granada, this charming home has been lovingly updated and well maintained. New roof in 2023, New A/C 2023. Close to the beautiful Siesta Key beaches, and downtown, this home has the perfect location. Nearby to Sarasota Hospital, Southside School, Nora Patterson Park, and Southside village, you are minutes to the park to watch sunset or have dinner at

Karen Chandler MICHAEL SAUNDERS & COMPANY

3530 Flores Ave, Sarasota, FL 34239

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