20

Studio to 3 Bedroom Homes for Sale in Southside

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  • /46

    $2,895,000

    • 3 Beds
    • 3.5 Baths
    • 2,714 Sq Ft

    1732 Cunliff Ln, Sarasota, FL 34239

    Simply stunning custom residence crafted by Todd Johnson, set within a private, oversized homesite west of the Trail. Designed for effortless one-level living, this refined home offers an open, flowing floor plan with three spacious bedrooms—each with an en-suite bath—plus a well-appointed powder room. Warm and inviting interiors feature rich wood floors throughout and generous living spaces

    Agent Photo

    Georgia Salaverri

    COMPASS FLORIDA LLC

    (941) 499-8114

    1732 Cunliff Ln, Sarasota, FL 34239
  • /75

    $1,195,000

    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft

    1684 Spring Creek Dr, Sarasota, FL 34239

    1684 Spring Creek Drive embodies tranquility at home. This beautifully renovated 3-bedroom, 3-bathroom residence is perfectly situated WEST OF THE TRAIL in one of Sarasota’s most desirable neighborhoods—just minutes from Siesta Key Beach, Southside Village, and downtown Sarasota. Step inside to discover a light-filled open layout that seamlessly blends modern comfort with timeless coastal charm.

    Rodrigo Posada THE SHORELINE FL REALTY LLC

    1684 Spring Creek Dr, Sarasota, FL 34239
  • /66

    $2,999,000

    • 3 Beds
    • 3.5 Baths
    • 3,136 Sq Ft

    1547 Sandpiper Ln, Sarasota, FL 34239

    Motivated seller! Listed below current appraised value. This one-of-a-kind, fully renovated residence is nestled in the heart of Sarasota’s historic McClellan Park—just steps from the bayfront, downtown, and Southside Village. Set on an elevated lot, the home experienced no flooding or storm damage during last year’s storms. Originally built by a builder as his personal home and reimagined in

    Marlin Yoder HARRY ROBBINS ASSOC INC

    1547 Sandpiper Ln, Sarasota, FL 34239
  • /44

    $799,000

    • 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
  • /47

    $1,100,000

    • 3 Beds
    • 4.5 Baths
    • 3,057 Sq Ft

    1521 Siesta Dr, Sarasota, FL 34239

    Welcome to Sunset Bay! This 3-bedroom, 4.5-bathroom turn-key home is ideal for families, featuring 3 ensuite bedrooms, a private screened-in pool, and a spacious game room! Just 4 miles from Siesta Key Beach and 3 miles from downtown Sarasota, you’ll be close to the best of the area while enjoying your own private getaway. As you step through the front doors, you’re welcomed into the game room,

    Tina Ellis COMPASS FLORIDA LLC

    1521 Siesta Dr, Sarasota, FL 34239
  • /28

    $290,000

    • 2 Beds
    • 2 Baths
    • 1,122 Sq Ft

    3360 S Osprey Ave Unit 201B, Sarasota, FL 34239

    One step away from Siesta Key, Sarasota Memorial and Hillview. West of the trail. Beautiful condo in Oasis on Osprey. Enjoy the community pool before you head to the beach.2 bedrooms, 2 bathrooms. large living area. Screened lanai. All tiled for easy maintenance. Granite countertop in kitchen. AC 2020.

    Vincent Ricaud INVESTUS REALTY LLC

    3360 S Osprey Ave Unit 201B, Sarasota, FL 34239
  • /23

    $1,650,000

    • 3 Beds
    • 3 Baths
    • 3,066 Sq Ft

    2315 Mcclellan Pkwy, Sarasota, FL 34239

    Superb value in this almost 1/2 acre parcel with a 1935 home in PRIME West of Trail McClellan Park. Build new or renovate this 3000+ home with some great "bones" plus plenty of room to add on. The home has high ceilings and beautiful woodwork on walls and floors. On the main level there is a large living area plus a family room, an oversized sunroom with a separate exterior entrance and a bedroom

    Barbara May MICHAEL SAUNDERS & COMPANY

    2315 Mcclellan Pkwy, Sarasota, FL 34239
  • /47

    $1,049,000

    • 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
  • /5

    $699,000

    • 2 Beds
    • 1 Bath
    • 952 Sq Ft

    1958 Bougainvillea St, Sarasota, FL 34239

    If you've been waiting to build in Sarasota's most popular neighborhood these opportunities are rapidly disappearing. The desirability of this neighborhood continues to increase with additional interest after the storms. Great West of Trail location on one of the neighborhood's favorite tree lined streets. Large beautiful lot with a deep back yard. Just a few blocks to Southside Village shops,

    Jenifer Schwell MICHAEL SAUNDERS & COMPANY

    1958 Bougainvillea St, Sarasota, FL 34239
  • /56

    $775,000

    • 3 Beds
    • 2 Baths
    • 1,207 Sq Ft

    3629 Almeria Ave, Sarasota, FL 34239

    This is your opportunity to make this warm and inviting bungalow yours! Located in the heart of Sarasota’s most sought-after West-of-Trail neighborhood, within Granada, this single-family residence is just minutes from Southside Village, SMH, Siesta Key and its world-renowned beaches while being in Flood Zone X. This light-filled, mid-century home offers the true Florida lifestyle with

    Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3629 Almeria Ave, Sarasota, FL 34239
  • /33

    $299,000

    • 2 Beds
    • 1 Bath
    • 991 Sq Ft

    3700 S Osprey Ave Unit 214, Sarasota, FL 34239

    Discover Your Ideal Retreat at Plaza Gardens in Sarasota! Welcome to this beautifully remodeled, fully furnished two-bedroom condo situated in the heart of Sarasota! Surrounded by lush tropical greenery and well-kept gardens, this boutique-style residence is the perfect escape for those seeking a serene beach getaway. Located just southeast of Siesta Key’s North Bridge, you're only minutes away

    Andrea Cohen COLDWELL BANKER REALTY

    3700 S Osprey Ave Unit 214, Sarasota, FL 34239
  • /27

    $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
  • /46

    $299,900

    • 2 Beds
    • 2 Baths
    • 1,053 Sq Ft

    3700 S Osprey Ave Unit 102, Sarasota, FL 34239

    Welcome to your slice of paradise in this exceptional ground-level end-unit condo featuring two bedrooms and two bathrooms within the coveted Plaza Gardens community. This thoughtfully updated 1,131 square foot residence offers the perfect blend of comfort and convenience in one of Sarasota's most desirable neighborhoods.3 d tour Step inside to discover luxury vinyl wood flooring flowing

    Patrick DeFeo, II PEOPLE'S TRUST REALTY

    3700 S Osprey Ave Unit 102, Sarasota, FL 34239
  • /40

    $315,000

    • 2 Beds
    • 2 Baths
    • 976 Sq Ft

    3711 Almeria Ave Unit 3-N, Sarasota, FL 34239

    Nestled in a quiet and highly desirable Sarasota community west of Tamiami Trail, this charming condo offers unbeatable convenience with close proximity to Siesta Key Beach, Southside Village, Publix, dining, and everyday amenities. Featuring 2 bedrooms, each with its own ensuite bathroom, this 976 sq. ft. residence provides an efficient and comfortable layout ideal for both relaxation and

    Michelle Ward COMPASS FLORIDA LLC

    3711 Almeria Ave Unit 3-N, Sarasota, FL 34239
  • /45

    $2,500,000

    • 3 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    1959 Hibiscus St, Sarasota, FL 34239

    An exceptional single-story Allegra home in Sarasota’s coveted West of Trail Flower Streets, perfectly positioned within the Southside School district and just steps from the charming Southside Village restaurants, shops, and Morton’s Gourmet Market. This impeccably designed 3-bedroom + office + bonus room, 2.5-bathroom home epitomizes modern coastal living and showcases the esteemed Kristi Ann

    Lenore Treiman MICHAEL SAUNDERS & COMPANY

    1959 Hibiscus St, Sarasota, FL 34239
  • /46

    $1,095,000

    • 3 Beds
    • 3 Baths
    • 1,887 Sq Ft

    3837 Camino Real, Sarasota, FL 34239

    Spanish Mediterranean home located in Granada subdivision. This courtyard home comes complete with a Casita with great flex space... maybe you need an art studio, separate guest quarters, a caregiver’s suite or a home office. The possibilities are endless. The main house is a two bedroom, two bath residence. The Casita is a one bedroom, one bath space. Both are connected with the central

    Tammy Garner COLDWELL BANKER REALTY

    3837 Camino Real, Sarasota, FL 34239
  • /55

    $489,500

    • 3 Beds
    • 1 Bath
    • 1,382 Sq Ft

    2065 Goldenrod St, Sarasota, FL 34239

    Nestled in the heart of Sarasota within the top A-rated school district, this charming 3-bedroom, 1-bath home offers a prime position near various amenities. Located close to Siesta and Lido Key Beaches, the inviting shops and restaurants of Southside Village, the cultural richness of Downtown Sarasota, the upscale allure of St. Armands Circle, and the convenient Sarasota Memorial Hospital, this

    Patrick Brogley KELLER WILLIAMS ON THE WATER S

    2065 Goldenrod St, Sarasota, FL 34239
  • /2

    $1,899,000

    • 3 Beds
    • 3 Baths
    • 2,568 Sq Ft

    1719 Shoreland Dr, Sarasota, FL 34239

    This newly remodeled West of the Trail home sits on a rare spring-fed lake on a private street. The home has been tastefully updated and offers 2 en-suite guest bedrooms with a split-plan master bedroom. The home is complete with high ceilings, an open floor plan, new paint, new luxury plank flooring, contemporary fixtures, some new vanities, and other new features. Beautiful sliding doors and

    Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1719 Shoreland Dr, Sarasota, FL 34239
  • /11

    $209,000

    • 2 Beds
    • 1 Bath
    • 991 Sq Ft

    3700 S Osprey Ave Unit 115, Sarasota, FL 34239

    WEST of the Trail! Ground floor condo, offering quick and easy access to downtown Sarasota and Siesta Key. The enclosed lanai features vinyl windows and opens directly to the parking area, with your assigned space just steps away. Inside, the unit includes an in-home washer and dryer and a convenient Jack-and-Jill bathroom layout.

    Robin De Busk STRINGER MANAGEMENT INC

    3700 S Osprey Ave Unit 115, Sarasota, FL 34239
  • /29

    $475,000

    • 1 Bed
    • 1 Bath
    • 576 Sq Ft

    1740 Wisconsin Ln, Sarasota, FL 34239

    OPPORTUNITY KNOCKS! Here is your chance to own the least expensive property in the most expensive neighborhood. 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. THIS HOME IS NOT LOCATED IN A

    Dan Heschmeyers GULF SHORES REALTY

    1740 Wisconsin Ln, Sarasota, FL 34239

Home Trends in Southside, FL

Housing Trends

Median Sale Price
$1,600,000
Median Single Family Sale Price
$1,899,000
Median Townhouse Sale Price
$2,950,000
Median 2 Bedroom Sale Price
$294,500
Average Price Per Sq Ft
$705
Number of Homes for Sale
44
Last 12 months Home Sales
66
Months of Supply
8.00
Median List Price
$1,896,500
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
11%
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