Southside Homes for Sale

Q: What are the best public schools in Southside?

The best public schools that serve Southside are:Phillippi Shores Elementary School has an A Niche grade, a student teacher ratio of 16:1 and an average review score of 4.8.Riverview High School has an A Niche grade, a student teacher ratio of 20:1 and an average review score of 3.9.Southside Elementary School has an A Niche grade, a student teacher ratio of 15:1 and an average review score of 3.6.

Q: What are the best private schools in Southside?

The best private schools that serve Southside are:Out-Of-Door Academy has an A+ Niche grade, a student teacher ratio of 7:1 and an average review score of 4.6.Incarnation Catholic School has an A Niche grade, a student teacher ratio of 11:1 and an average review score of 4.3.Agape Christian School Of Sarasota has a student teacher ratio of 8:1.

/6
$460,000
- Land
- 9,147 Sq Ft
- $2,190,476 per Acre
2101 Rose St, Sarasota, FL 34239

Cleared, Shovel-Ready Homesite Near Arlington Park. 9,016 SF Buildable Lot. Approx. 63' of frontage by 144' deep - efficient footprint for a new home in one of Sarasota's best inland neighborhoods. The 1950s home that once stood here has been fully removed, leaving a clean, level, buildable lot in the sought-after 34239 corridor near Arlington Park. No demolition, no teardown hassle - just bring

Steven Koleno BEYCOME OF FLORIDA LLC

2101 Rose St, Sarasota, FL 34239
Explore Southside
/23
$16,000,000

New Construction
- 4 Beds
- 6 Baths
- 4,865 Sq Ft
1386 Tangier Way, Sarasota, FL 34239

Pre-Construction. To be built. Situated in San Remo Estates, one of Sarasota's most exclusive waterfront communities, this upcoming new construction home, designed and built by Pham Development, represents the pinnacle of luxury living in one of the city's most sought-after locations. Perfectly positioned West of the Trail, just before the North Siesta Key Bridge, the home provides effortless

Faith Stutzman PHAM REALTY GROUP LLC

1386 Tangier Way, Sarasota, FL 34239
/14
$2,490,000
- 4 Beds
- 3 Baths
- 2,696 Sq Ft
3727 Tangier Terrace, Sarasota, FL 34239

Welcome to a rare opportunity to own a spacious residence in the highly sought-after San Remo Estates, one of Sarasota's most desirable West of the Trail neighborhoods, ideally positioned just before the North Siesta Key Bridge. Set on a generous 0.28-acre homesite, this property presents an exceptional opportunity to enjoy one of the area's premier locations. The 4-bedroom, 3-bath home

Faith Stutzman PHAM REALTY GROUP LLC

3727 Tangier Terrace, Sarasota, FL 34239
/84
$3,295,000
- 4 Beds
- 3 Baths
- 3,230 Sq Ft
1838 Oleander St, Sarasota, FL 34239

Poised on one of the prettiest tree-lined West of Trail streets, this modern coastal residence offers the ideal blend of casual elegance, thoughtful design, and everyday livability. In like-new condition and custom built in 2020 by award-winning Allegra Homes—recognized by the Building Industry Association for outstanding craftsmanship and innovative home design—this 3,220-square-foot residence

Karen Greco GRECO REAL ESTATE

1838 Oleander St, Sarasota, FL 34239
/43
$1,690,000

New Construction
- 5 Beds
- 2.5 Baths
- 3,032 Sq Ft
1647 Siesta Dr, Sarasota, FL 34239

Welcome to this stunning coastal home with elevator, featuring 5 bedrooms, 2.5 bathrooms, and 3,023 square feet of living space. Additional opportunity to add bathrooms with modification add-on with the builder. From the moment you enter, you'll be captivated by the open floor plan, pool view, and fantastic design. This dazzling property, boasts an open floor plan that features high ceilings,

Faith Stutzman PHAM REALTY GROUP LLC

1647 Siesta Dr, Sarasota, FL 34239
/73
$3,790,000

New Construction
- 5 Beds
- 5 Baths
- 3,640 Sq Ft
1805 Goldenrod St, Sarasota, FL 34239

Welcome to this exceptional new construction, upgraded residence located West of Trail, featuring 5 bedrooms, 5 full bathrooms, and 3,640 square feet of thoughtfully curated living space. Designed with a refined modern aesthetic, the home blends clean architectural lines with elevated finishes and seamless indoor-outdoor living. Upon entry, soaring 20-foot ceilings, warm designer lighting, and an

Faith Stutzman PHAM REALTY GROUP LLC

1805 Goldenrod St, Sarasota, FL 34239
/46
$1,749,999
- 3 Beds
- 2.5 Baths
- 2,080 Sq Ft
1905 Tulip Dr, Sarasota, FL 34239

**This is the One!** Welcome to a beautifully renovated 3-bedroom, 2.5-bath pool home blending modern luxury with Sarasota charm in one of the area's most desirable locations. Completely remodeled, the home features soaring 10-foot ceilings, an open-concept floor plan, abundant natural light, designer finishes, and stylish furnishings throughout that are included with the sale. The spacious

Ryan Miller HARRY ROBBINS ASSOC INC

1905 Tulip Dr, Sarasota, FL 34239
/79
$4,490,000

New Construction
- 4 Beds
- 6 Baths
- 3,262 Sq Ft
1800 Webber St, Sarasota, FL 34239

Nestled in the heart of West of the Trail, this luxury single-story estate represents the pinnacle of modern living. Encompassing 3,262 square feet, the home features 4 bedrooms, 4 full bathrooms, and 2 half baths, all thoughtfully designed for both comfort and functionality. Set on an expansive 15,930-square-foot lot, the residence offers tranquility just moments from the shops and dining of

Faith Stutzman PHAM REALTY GROUP LLC

1800 Webber St, Sarasota, FL 34239
/69
$2,100,000
- 4 Beds
- 4 Baths
- 3,148 Sq Ft
1850 Magnolia St, Sarasota, FL 34239

Virtually Staged. In the heart of Southside Village, this exceptional home offers one of Sarasota’s sought-after lifestyles. Just west of Tamiami Trail in Poinsettia Park’s charming Flower Streets, the neighborhood is known for its tree-lined streets, diverse architectural character, and proximity to restaurants, boutiques, gourmet markets, Sarasota Memorial Hospital, Southside Elementary,

CARMEN BASKIND PREMIER SOTHEBY'S INTERNATIONAL REALTY

1850 Magnolia St, Sarasota, FL 34239
/36
$6,000,000

New Construction
- 5 Beds
- 6.5 Baths
- 4,765 Sq Ft
2100 Mcclellan Pkwy, Sarasota, FL 34239

Pre-Construction. To be built. Construction in progress, and opportunity for customizations. Situated West of the Trail, this exceptional estate represents the pinnacle of luxury living in Sarasota. Developed by Pham Development, this residence is a masterpiece of innovative, forward-thinking design and flawless craftsmanship. This home is 4,765 square feet, with 5 bedrooms, 6 baths and 1 half

Faith Stutzman PHAM REALTY GROUP LLC

2100 Mcclellan Pkwy, Sarasota, FL 34239
/96
$3,200,000
- 4 Beds
- 4 Baths
- 3,161 Sq Ft
1915 Clematis St, Sarasota, FL 34239

A timeless statement of modern luxury, this impeccably reimagined West of Trail residence exudes sophistication, serenity and refined coastal elegance. Completely remodeled, professionally designed and expertly curated, this extraordinary Sarasota home showcases one-of-a-kind craftsmanship, elevated design and exceptional finishes throughout, creating an unparalleled luxury living experience in

Moriah Taliaferro PREMIER SOTHEBY'S INTERNATIONAL REALTY

1915 Clematis St, Sarasota, FL 34239
/58
$1,799,500
- 4 Beds
- 3 Baths
- 2,330 Sq Ft
1864 Clematis St, Sarasota, FL 34239

This Spanish Mediterranean style home built in 1925 is nestled in the coveted "West of Trail" subdivision of DeSota Park in the South Poinsettia park Neighborhood just two blocks from the fine dining and boutique shopping offered in Southside Village. This home is ideally located outside of any flood zones and weathered the 2024 hurricane season without any damage. This listed historic home with

George Raines III PREFERRED SHORE LLC

1864 Clematis St, Sarasota, FL 34239
/68
$2,860,000

New Construction
- 5 Beds
- 5.5 Baths
- 4,165 Sq Ft
1870 Jasmine Dr, Sarasota, FL 34239

Experience modern luxury in this stunning new construction home located in Sarasota's highly sought-after West of Trail area. Offering 5 bedrooms, 5.5 bathrooms, and 4,165 square feet under air (5,614 total square feet), this exceptional residence combines custom design with everyday functionality.A grand entry welcomes you with soaring 12-foot ceilings, a spacious foyer, and a striking

Samantha Jennen PREFERRED SHORE LLC

1870 Jasmine Dr, Sarasota, FL 34239
/76
$4,100,000
- 4 Beds
- 3.5 Baths
- 4,857 Sq Ft
1829 Bougainvillea St, Sarasota, FL 34239

Experience the timeless charm and distinctive elegance of this West of Trail luxury cottage, with modern finishes that remain true to its original allure, at 1829 Bougainvillea Street. Occupying three lots, it is nestled gracefully in Sarasota's most cherished neighborhood. Set on a tranquil, tree-lined avenue, moments from vibrant Southside Village, Sarasota Memorial Hospital, and the renowned

Ryan Skrzypkowski COLDWELL BANKER REALTY

1829 Bougainvillea St, Sarasota, FL 34239
/100
$4,295,000

New Construction $200K PRICE DROP
- 4 Beds
- 6 Baths
- 4,106 Sq Ft
3800 Flores Ave, Sarasota, FL 34239

NEW CONSTRUCTION - Experience the pinnacle of Sarasota luxury in this newly completed, move-in-ready residence, ideally located within the City of Sarasota and attractively priced for today's market. Offering 4 bedrooms, a private den, 4.5 baths, and 4,106 square feet of thoughtfully designed living space, this exceptional home seamlessly blends contemporary elegance with relaxed coastal living.

Joshua Freed

PREFERRED SHORE LLC

3800 Flores Ave, Sarasota, FL 34239
/24
$275,000

$10K PRICE DROP
- 2 Beds
- 2 Baths
- 976 Sq Ft
3711 Almeria Ave Unit 3-N, Sarasota, FL 34239

Discover this hidden gem 1st floor 2 BR, 2BA condo in Sarasota’s historic Granada neighborhood along Siesta Drive. Walkable to Red Rock Park, Publix, Southside Elem. Easily accessible to Sarasota Memorial Hospital and the restaurants, shops and entertainment of Southside Village and the nearby national award winning Siesta Key Beach, Marie Selby Botanical Gardens and The Bay. Enjoy southwest

Anita McGillin WEICHERT REALTORS HALLMARK PRO

3711 Almeria Ave Unit 3-N, Sarasota, FL 34239
/84
$2,995,000

$105K PRICE DROP
- 4 Beds
- 6 Baths
- 3,727 Sq Ft
1537 Siesta Dr, Sarasota, FL 34239

Welcome to 1537 Siesta Drive—an exceptional custom coastal contemporary residence ideally positioned between Downtown Sarasota and world-renowned Siesta Key Beach. Built in 2023, this stunning luxury home offers 4 bedrooms, 4 full baths, 2 half baths, a dedicated office, and over 3,700 square feet of thoughtfully designed living space.From the moment you enter, you’re greeted by soaring

Tina Ellis COMPASS FLORIDA LLC

1537 Siesta Dr, Sarasota, FL 34239
/17
$650,000
- 4 Beds
- 4 Baths
- 1,680 Sq Ft
1824 Webber St Unit 18, Sarasota, FL 34239

Investor / Builder Alert! Exceptional WEST OF TRAIL opportunity in one of Sarasota’s desirable neighborhoods, Poinsettia Park. Located just steps from top-rated Southside Elementary School, this property offers incredible potential for redevelopment.The existing structure is a grandfathered duplex that is in very poor condition and best suited for teardown. The true value lies in the land — a

Ryan Carson RE/MAX ALLIANCE GROUP

1824 Webber St Unit 18, Sarasota, FL 34239
/45
$1,599,000

New Construction $51K PRICE DROP
- 4 Beds
- 4.5 Baths
- 2,910 Sq Ft
1734 Wisconsin Ln, Sarasota, FL 34239

Less than 4 miles to Siesta Key Beach and under 3 miles to Downtown Sarasota, this newly built 4-bed modern home in Sarasota delivers luxury living, investment flexibility, and an exceptional West of the Trail location. Built in 2024, this contemporary residence offers approximately 2,900 square feet with 4 bedrooms+ den and 4.5 baths, featuring open-concept living spaces, clean modern design,

Keith Kleppinger COLDWELL BANKER REALTY

1734 Wisconsin Ln, Sarasota, FL 34239
/41
$2,595,000

New Construction
- 4 Beds
- 3.5 Baths
- 3,200 Sq Ft
1731 Siesta Dr, Sarasota, FL 34239

Under Construction. Brand new construction with ultra-luxury finishes, estimated for completion end of August 2026. This is the one. A statement home in one of Sarasota’s most desirable “West of the Trail” locations, designed with intention, elevated finishes, and a level of detail you simply don’t see every day. Be the first to live in it! Featuring 3 bedrooms, 2.5 bathrooms, plus a separate

Lyndsey Kaplan THE KAPLAN GROUP RE LLC

1731 Siesta Dr, Sarasota, FL 34239
/56
$1,395,000

$80K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,435 Sq Ft
1704 Fortuna St, Sarasota, FL 34239

Virtually Staged. Nestled on one of the most picturesque oak-lined streets in Sarasota's highly sought-after Granada neighborhood, this beautifully updated residence offers the perfect blend of elegance, privacy, and effortless Florida living. Surrounded by lush tropical landscaping and a fully fenced yard, the home lives like a maintenance-free property while providing the space, comfort, and

Kelly Baldwin COLDWELL BANKER REALTY

1704 Fortuna St, Sarasota, FL 34239
/30
$169,000

$50K PRICE DROP
- 2 Beds
- 1 Bath
- 991 Sq Ft
3700 S Osprey Ave Unit 115, Sarasota, FL 34239

West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just

Robin De Busk STRINGER MANAGEMENT INC

3700 S Osprey Ave Unit 115, Sarasota, FL 34239
/36
$225,000

$12K PRICE DROP
- 2 Beds
- 1 Bath
- 991 Sq Ft
3700 S Osprey Ave Unit 205, Sarasota, FL 34239

This fully renovated West-of-the-Trail condominium offers a rare opportunity to enjoy one of Sarasota’s most desirable locations at an approachable price point. Thoughtfully updated with custom imported Italian cabinetry and modern finishes, the residence features generous, well-proportioned living spaces that provide a level of comfort and openness not typically found in this price range. The

Roman Donato Ruiz LPT REALTY, LLC

3700 S Osprey Ave Unit 205, Sarasota, FL 34239
/48
$1,795,000

$100K PRICE DROP
- 4 Beds
- 3 Baths
- 2,252 Sq Ft
1865 Orchid St, Sarasota, FL 34239

Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience.

Tina Ellis COMPASS FLORIDA LLC

1865 Orchid St, Sarasota, FL 34239
/34
$299,000
- 2 Beds
- 2 Baths
- 1,122 Sq Ft
3360 S Osprey Ave Unit 104B, Sarasota, FL 34239

Move-in ready 2-bedroom, 2-bath tastefully decorated ground floor condo located in the desirable Oasis of Osprey, West of the Trail. This well-maintained unit features an upgraded kitchen with granite countertops and stainless steel appliances, along with updated bathrooms. Enjoy indoor-outdoor living with a screened lanai and brick paver patio, plus the added convenience of a private 6x6 storage

Marlin Yoder HARRY ROBBINS ASSOC INC

3360 S Osprey Ave Unit 104B, Sarasota, FL 34239
/82
$3,790,000

New Construction $100K PRICE DROP
- 6 Beds
- 4 Baths
- 4,755 Sq Ft
1850 Webber St, Sarasota, FL 34239

Virtually Staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired

Kelly Gettel COLDWELL BANKER REALTY

1850 Webber St, Sarasota, FL 34239
/62
$2,095,000

$150K PRICE DROP
- 4 Beds
- 4 Baths
- 3,105 Sq Ft
1714 South Dr, Sarasota, FL 34239

Virtually Staged. Tucked beneath a canopy of mature trees in one of Sarasota’s most coveted neighborhoods, 1714 South Drive presents a rare opportunity to secure a prime homesite in Cherokee Park, West of the Trail and moments from the very best of Sarasota living. Set on a beautifully established lot with lush, mature landscaping, a paver driveway, and a combination of garage and carport

Joel Schemmel DOUGLAS ELLIMAN

1714 South Dr, Sarasota, FL 34239
/2
$2,000,000
- Land
- 20,037 Sq Ft
- $4,347,826 per Acre
1749 Cherokee Dr, Sarasota, FL 34239

This exceptional 100X200 lot in historic Cherokee Park awaits your dream home, with Fergeson Brothers design/construction as the designated builder; this west-of-the-trail neighborhood is located on Sarasota Bay in the City of Sarasota; The adjoining lot is also available.

Rogers Moore COLDWELL BANKER REALTY

1749 Cherokee Dr, Sarasota, FL 34239
/2
$2,000,000
- Land
- 20,037 Sq Ft
- $4,347,826 per Acre
1759 Cherokee Dr, Sarasota, FL 34239

An exceptional 100X200 lot in historic Cherokee Park awaits your dream home, with Fergeson Brothers design/construction as the designatedbuilder; this west-of-the-trail neighborhood is located on Sarasota Bay in the City of Sarasota; The adjoining lot MLS A4686830 is also for sale.

Rogers Moore COLDWELL BANKER REALTY

1759 Cherokee Dr, Sarasota, FL 34239
/29
$2,500,000
- 2 Beds
- 1 Bath
- 1,091 Sq Ft
1891 Prospect St, Sarasota, FL 34239

Discover this UNIQUELY RARE OPPORTUNITY in the Coveted West of the Trail Neighborhood, amongst other very beautiful multi-million-dollar homes (two back-to-back lots, 1891 Prospect with frontage of 88’ and 1894 Loma Linda with frontage of 78’ and with depth of 296’ for a total of both properties). The property on Loma Linda side is located on a quiet cul de sac at the end of the street. The two

Beth Harris COMPASS FLORIDA LLC

1891 Prospect St, Sarasota, FL 34239
/12
$585,000

$65K PRICE DROP
- Land
- 5,662 Sq Ft
- $4,500,000 per Acre
3625 Jacinto Ct, Sarasota, FL 34239

This property offers an opportunity to secure a homesite in the highly desirable West of Trail neighborhood. Situated on a quiet residential street, this property presents the chance to build a custom residence in a location known for its charm, convenience, and long-term value. The existing structure on the property is a modest single-family home, but the true value here lies in the land and the

Marc Rasmussen CORCORAN DWELLINGS REALTY

3625 Jacinto Ct, Sarasota, FL 34239
/41
$2,997,000

$98K PRICE DROP
- 4 Beds
- 3 Baths
- 3,377 Sq Ft
1794 Cunliff Ln, Sarasota, FL 34239

Find your sanctuary in this exquisite Allegra custom home, ideally located on one of the few non-throughfare streets in the highly coveted West of the Trail neighborhood. Serene and understated from the outside, the home opens to a breathtaking entry that reveals an extraordinary Great Room featuring soaring 21-foot beamed ceilings, a dramatic windowed rotunda, and an open-concept design bathed

Jill Berg MICHAEL SAUNDERS & COMPANY

1794 Cunliff Ln, Sarasota, FL 34239
/47
$6,950,000

$40K PRICE DROP
- 4 Beds
- 3.5 Baths
- 5,450 Sq Ft
1504 S Lodge Dr, Sarasota, FL 34239

Dreaming of breathtaking sunsets? This property is for you! A one of a kind bayfront lot located in highly sought-after Cherokee Park, West of Trail. Located in "X" flood zone this property offers unobstructed panoramic views of Sarasota Bay. The stunning vistas of Ringling Bridge, Siesta Key and downtown are truly mesmerizing. Boating enthusiasts will appreciate the brand-new dock with a

Melody Davis COLDWELL BANKER REALTY

1504 S Lodge Dr, Sarasota, FL 34239
/64
$228,000

$10K PRICE DROP
- 2 Beds
- 1 Bath
- 991 Sq Ft
3700 S Osprey Ave Unit 118, Sarasota, FL 34239

Welcome to your slice of Sarasota paradise! This vibrant, first-floor condo is the ultimate tropical retreat, located just four miles from the world-renowned sands of Siesta Key Beach and a mile from Southside Village. Whether you are searching for a savvy investment, a seasonal vacation getaway, or a low-maintenance primary residence, this home is perfectly positioned for the Florida lifestyle.

Rory McDonald PREFERRED SHORE LLC

3700 S Osprey Ave Unit 118, Sarasota, FL 34239
/54
$2,200,000
- 5 Beds
- 4.5 Baths
- 3,784 Sq Ft
2045 Goldenrod St, Sarasota, FL 34239

Virtually Staged. Experience elevated coastal living in this nearly new Coastal Modern Farmhouse, thoughtfully built in 2025 by WG Homes with exceptional quality and craftsmanship. Constructed with solid block all the way up and topped with a standing-seam metal roof, this two-story residence offers five bedrooms, four-and-a-half baths, and a spacious, well-designed layout ideal for both everyday

Victoria Turner MICHAEL SAUNDERS & COMPANY

2045 Goldenrod St, Sarasota, FL 34239
/62
$4,000,000

$790K PRICE DROP
- 3 Beds
- 2.5 Baths
- 4,660 Sq Ft
1400 Siesta Dr, Sarasota, FL 34239

Welcome to 1400 Siesta Drive, where refined waterfront living becomes your everyday reality. This home is quietly tucked away behind a gated entrance, with an additional secondary gate providing exclusive access to the residence. Thoughtfully designed to embrace breathtaking, unobstructed views of Sarasota Bay, this modern residence is a showcase of light, space, and coastal elegance. Expansive

Matthew Voss PREFERRED SHORE LLC

1400 Siesta Dr, Sarasota, FL 34239
/31
$625,000

$25K PRICE DROP
- 2 Beds
- 1 Bath
- 700 Sq Ft
1704 Wisconsin Ln, Sarasota, FL 34239

Welcome to your perfect coastal escape—an inviting cottage offering charm, comfort, and an ideal location away from the hustle and bustle of city life. Just a few miles from Siesta Key Beach, you’re only a short bike or golf cart ride from the world-famous quartz sand shores.This beautifully renovated two-bedroom, one-bath home has been thoughtfully updated from top to bottom. Inside, you’ll

Oliver McConnell MCCONNELL AND ASSOCIATES

1704 Wisconsin Ln, Sarasota, FL 34239
/46
$3,150,000

New Construction Open Wed 12PM - 4PM
- 3 Beds
- 4 Baths
- 2,844 Sq Ft
1959 Wisteria St, Sarasota, FL 34239

Welcome to 1959 Wisteria Street – a beautiful New Construction Single Story home, West of the Trail, that your clients will love!This just-completed modern coastal single story home is located West of the Trail in preferred Flood Zone X, offering elevated storm protection and convenient access to Southside Village, Downtown Sarasota and Siesta Key beaches.Designed and built with Majestik

Michael Hankin MAJESTIK REALTY, INC

1959 Wisteria St, Sarasota, FL 34239
/22
$209,000

$31K PRICE DROP
- 2 Beds
- 1 Bath
- 991 Sq Ft
3700 S Osprey Ave Unit 219, Sarasota, FL 34239

West of the Trail location perfect for going to the beach or Downtown. Perfect for a winter getaway or full time living. 2nd floor unit with enclosed patio. Beautiful gardens and trees surround the property. 2 bedroom 1 bath (room for another 1/2 bath), dual sinks, on-site laundry, elevator and pets are welcome! A Washer & Dryer may be installed in the unit.One designated parking spot and guest

Kelly Anderson RE/MAX ALLIANCE GROUP

3700 S Osprey Ave Unit 219, Sarasota, FL 34239
/92
$12,750,000

$500K PRICE DROP
- 5 Beds
- 7 Baths
- 8,125 Sq Ft
3000 Southwest Dr, Sarasota, FL 34239

One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional

Kim Ogilvie MICHAEL SAUNDERS & COMPANY

3000 Southwest Dr, Sarasota, FL 34239

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Learn more about living in Southside

Southside Home Prices vs. Nearby Sarasota, FL Neighborhoods

	Southside	Hudson Bayou	Lido Key
Median Home Price	$2,087,500	$2,500,000	$1,650,000
Median Sale Price	$1,825,000 +14% YoY	$1,550,000 -24% YoY	$1,345,000 -3% YoY
Median Single Family Price	$2,150,000	$2,075,000	$3,700,000
Median Townhouse Price	$650,000	--	$3,750,000
Median Condo Price	$230,000	--	$1,050,000
Total Active Listings	48	17	83
Market Conditions	8 Months of Supply Buyer's Market	8 Months of Supply Buyer's Market	11 Months of Supply Buyer's Market

Frequently Asked Questions

Is Southside a good place to live?

Southside is a good place to live. Southside is considered somewhat walkable and bikeable with minimal transit options. Southside has 6 parks for recreational activities. It is fairly sparse in population with 5.0 people per acre and a median age of 51. The average household income is $137,412 which is above the national average. College graduates make up 59.8% of residents. A majority of residents in Southside are home owners, with 22% of residents renting and 78% of residents owning their home. A local real estate agent serving Southside can help you decide if this neighborhood is the right one for you. Learn more on our Southside neighborhood guide.

Is Southside, FL a safe neighborhood?

Southside, FL is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.

How much do you need to make to afford a house in Southside?

The median home price in Southside is $2,087,500. If you put a 20% down payment of $417,500 and had a 30-year fixed mortgage with an interest rate of 6.58%, your estimated principal and interest payment would be $10,640 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $456K a year to afford the median home price in Southside. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Southside is $137K.

What are the best public schools in Southside?

The best public schools that serve Southside are:

Phillippi Shores Elementary School has an A Niche grade, a student teacher ratio of 16:1 and an average review score of 4.8.
Riverview High School has an A Niche grade, a student teacher ratio of 20:1 and an average review score of 3.9.
Southside Elementary School has an A Niche grade, a student teacher ratio of 15:1 and an average review score of 3.6.

What are the best private schools in Southside?

The best private schools that serve Southside are:

Out-Of-Door Academy has an A+ Niche grade, a student teacher ratio of 7:1 and an average review score of 4.6.
Incarnation Catholic School has an A Niche grade, a student teacher ratio of 11:1 and an average review score of 4.3.
Agape Christian School Of Sarasota has a student teacher ratio of 8:1.

What are the most popular zip codes in Southside, Sarasota, FL?

The most popular zip codes in Southside, Sarasota, FL include 34239, 34231, 34242, 34236 and 34237.

What are the most popular neighborhoods near Southside, Sarasota, FL?

The most popular neighborhoods near Southside, Sarasota, FL are Arlington Park, Hudson Bayou, Southgate, South Sarasota and Downtown Sarasota.

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Southside Types of Homes for Sale

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