Sarasota, FL Homes

/34
$1,225,000
- 3 Beds
- 2 Baths
- 1,324 Sq Ft
1677 Hyde Park St, Sarasota, FL 34239

Offered for the first time in decades, the iconic Warriner Home presents a rare opportunity to own a piece of Sarasota’s architectural legacy. Designed in 1960 by renowned husband-and-wife architects Joan and Ken Warriner, this exceptional mid-century modern residence was nationally recognized in Architectural Record Magazine’s prestigious annual feature, "Record Houses of 1961". The home was

Jennifer Linehan MICHAEL SAUNDERS & COMPANY

1677 Hyde Park St, Sarasota, FL 34239
/2
$900,000 Sold Jan 30, 2025
- 1,385 Sq Ft
- $650/SF
- 15 Days On Market
- 3 Beds
- 2 Baths
- Built 1950
1310 Pomelo Ave, Sarasota, FL 34239

**BEST VALUE West of the Trail!** Located in the highly sought-after Hudson Bayou neighborhood, this charming 1950s bungalow sits on a quiet street, the neighborhood park is 2 blocks away and the home is just a short walk from downtown Sarasota’s bayfront and the vibrant shops and restaurants of Southside Village. This one level home offers 3 bedrooms and 2 bathrooms, including a spacious primary

Barbara May MICHAEL SAUNDERS & COMPANY

1310 Pomelo Ave, Sarasota, FL 34239

/74
Est $3,833,212 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 4,769 Sq Ft
1705 Floyd St, Sarasota, FL 34239

1705 Floyd St, Sarasota, FL 34239

/45
$810,000
- 3 Beds
- 2 Baths
- 1,150 Sq Ft
1679 Arlington St, Sarasota, FL 34239

One or more photo(s) has been virtually staged. Step into Sarasota’s storied past with this 1925 Florida bungalow + Guest House, West of Trail, west of Osprey, in the heart of historic Southside Village. This home welcomes you with a whimsical mosaic pathway, under a canopy of trees, onto a large breezy screened front porch. Inside, refinished original heart pine floors, high ceilings, a

Liz Nason PREMIER SOTHEBY'S INTERNATIONAL REALTY

1679 Arlington St, Sarasota, FL 34239
/2
$2,300,000 Sold Jan 30, 2025
- 2,930 Sq Ft
- $785/SF
- 2 Days On Market
- 3 Beds
- 2 Baths
- Built 1994
1727 Waldemere St, Sarasota, FL 34239

Nestled in the coveted West of Trail neighborhood, this elegant home is perfectly positioned in the heart of Southside Village. Set on a beautifully landscaped oversized lot, the home features high ceilings, French doors, and quality engineered hardwood floors, creating a bright and inviting atmosphere. The open kitchen is ideal for entertaining or effortless daily living. Steps away, you'll find

Jonathan Fox MICHAEL SAUNDERS & COMPANY

1727 Waldemere St, Sarasota, FL 34239

/80
Est $4,531,053 Not Listed For Sale
- 4 Beds
- 6 Baths
- 4,692 Sq Ft
1630 S Orange Ave, Sarasota, FL 34239

1630 S Orange Ave, Sarasota, FL 34239

/33
$845,000
- 2 Beds
- 2.5 Baths
- 1,904 Sq Ft
1354 Tearose Place, Sarasota, FL 34239

Priced to Sell!! Seller is willing to OWNER FINANCE with 15% down at 6.25% fixed up to 5 years. Great value in the gated community of Mandarin Park, WEST OF THE TRAIL. Vacant and move in ready. Built in 1998, this 2-bedroom + Den/Office or 3rd bedroom, 2 Full Bathrooms, Plus 1 1⁄2-bathroom, POOL & SPA home is waiting for you to put your personal touches on it. Outside, the pool and spa area

Marc Overfelt FLORIDA BAY REALTY INC

1354 Tearose Place, Sarasota, FL 34239
/2
$765,000 Sold Jan 15, 2025
- 1,156 Sq Ft
- $662/SF
- 3 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1929
1839 Prospect St, Sarasota, FL 34239

Welcome to 1839 Prospect Street, a captivating historic gem in Sarasota's highly desirable Southside Village. Built in 1929, this 1,156-square-foot home features three bedrooms and one and a half bathrooms, showcasing a perfect blend of Old Florida style and modern conveniences. Set on a spacious lot, this property offers both privacy and easy access to the best of Sarasota living. As you

Georgia Salaverri COLDWELL BANKER REALTY

1839 Prospect St, Sarasota, FL 34239

/42
Est $1,536,233 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,030 Sq Ft
1723 Hillview St, Sarasota, FL 34239

1723 Hillview St, Sarasota, FL 34239

/92
$1,295,000
- 3 Beds
- 2 Baths
- 2,191 Sq Ft
1631 Loma Linda St, Sarasota, FL 34239

Charming and timeless, this 1939 residence is located in the coveted WEST OF THE TRAIL and SOUTHSIDE SCHOOL DISTRICT. Classic Florida charm and listed on the historic registry, this beautifully UPDATED home spans nearly 2,200 SF and exudes character from every corner. NEW ROOF installed December 2024. A spacious yard, bordered by lush foliage and colorful landscaping, welcomes you to the large

Linda Driggs MICHAEL SAUNDERS & COMPANY

1631 Loma Linda St, Sarasota, FL 34239
/2
$2,050,000 Sold Dec 20, 2024
- 2,965 Sq Ft
- $691/SF
- 52 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2004
1690 Arlington St, Sarasota, FL 34239

NOT TO BE MISSED CHARMING WEST OF TRAIL, WEST OF OSPREY on ARLINGTON STREET! 3 bedroom, 3 bath MAIN HOUSE and 1 bedroom, 1 bath oversized GUEST APARTMENT with full kitchen and laundry!! NEWLY RENOVATED! This home has had no shortage of upgrades. NEW French Oak wood flooring throughout, RENOVATED kitchen with 6 burner gas range, HUGE NEW PRIMARY BEDROOM CUSTOM CLOSET, newly painted exterior and

Janet Coughlin COLDWELL BANKER REALTY

1690 Arlington St, Sarasota, FL 34239

/51
Est $6,083,081 Not Listed For Sale
- 4 Beds
- 5.5 Baths
- 4,027 Sq Ft
1384 Harbor Dr, Sarasota, FL 34239

1384 Harbor Dr, Sarasota, FL 34239

/23
$1,395,000 Open Sun 1PM - 4PM
- 3 Beds
- 2 Baths
- 2,560 Sq Ft
1789 Loma Linda St, Sarasota, FL 34239

The West of Trail BEST BUY!! Located between Osprey Avenue and Orange Ave, rarely will you find a 2500+ square foot cement block home on an oversized corner lot (100' x 142') with 3 bedrooms, 2 bathrooms, 2 car attached garage and pool for this price. Open floor plan with high ceilings in living areas, wood flooring, spacious living and dining areas, wine cellar, separate laundry room, screened

Barbara May MICHAEL SAUNDERS & COMPANY

1789 Loma Linda St, Sarasota, FL 34239
/2
$1,765,000 Sold Dec 16, 2024
- 2,562 Sq Ft
- $689/SF
- 5 Days On Market
- 3 Beds
- 4 Baths
- Built 2015
1831 Prospect St, Sarasota, FL 34239

This modern Craftsman style home is simply stunning. Built in 2015, it's located in the highly desirable West of the Trail neighborhood, just steps away from Southside Village with easy access to downtown. The meticulously designed living space features three bedrooms, two full bathrooms, and two half bathrooms. Enjoy the seamless blend of indoor and outdoor living with a screened pool and spa.

Georgia Salaverri COLDWELL BANKER REALTY

1831 Prospect St, Sarasota, FL 34239

/20
Est $5,627,162 Not Listed For Sale
- 5 Beds
- 6.5 Baths
- 6,654 Sq Ft
1465 Hillview Dr, Sarasota, FL 34239

1465 Hillview Dr, Sarasota, FL 34239

/25
$1,750,000
- 3 Beds
- 2.5 Baths
- 2,376 Sq Ft
1389 Harbor Dr, Sarasota, FL 34239

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 delights—you’re just moments away from sun-kissed beaches, boutique shopping, exquisite dining, and

Colby Lengel COMPASS FLORIDA LLC

1389 Harbor Dr, Sarasota, FL 34239
/2
$3,725,000 Sold Dec 03, 2024
- 4,670 Sq Ft
- $798/SF
- 167 Days On Market
- 5 Beds
- 6.5 Baths
- Built 2017
1639 S Orange Ave, Sarasota, FL 34239

Welcome to an unparalleled lifestyle of luxury and comfort in this stunning 5-bedroom, 6.5-bathroom home located in the prestigious West of Trail neighborhood spanning 4,442 square feet. Downstairs offers a private primary bedroom suite, an office, and an additional guest suite, while pocketing sliding glass doors seamlessly blend indoor and outdoor spaces for entertaining. Upstairs features

Sara Ferguson COMPASS FLORIDA LLC

1639 S Orange Ave, Sarasota, FL 34239

/60
Not Listed For Sale
- 5 Beds
- 4 Baths
- 2,573 Sq Ft
1734 Bahia Vista St, Sarasota, FL 34239

1734 Bahia Vista St, Sarasota, FL 34239

/100
$4,995,000 New Construction
- 5 Beds
- 6.5 Baths
- 4,769 Sq Ft
1607 Flower Dr, Sarasota, FL 34239

One or more photo(s) has been virtually staged. LOWEST PRICED NEW CONSTRUCTION WEST OF TRAIL HOSPITAL/SOUTHSIDE VILLAGE AREA! Truly a Coastal Classic Modern Masterpiece Located in One of the MOST Sought After Neighborhoods West of the Trail in Sarasota! This Gorgeous HARBOR ACRES Home is NOT your Typical Very Traditional Boring Florida Home! This Home was Built for the Discerning Buyer who

Anne Thomas RE/MAX ALLIANCE GROUP

1607 Flower Dr, Sarasota, FL 34239
/2
$2,950,000 Sold Nov 14, 2024
- 2,915 Sq Ft
- $1012/SF
- 18 Days On Market
- 4 Beds
- 4 Baths
- Built 2023
1426 S Osprey Ave, Sarasota, FL 34239

Perfectly located near the prestigious Southside Village and only minutes to downtown Sarasota, this custom-built home by Jonas Yoder offers elegance coupled with today’s most desirable style. Featuring over 3,000 square feet of beautifully crafted living space this home boasts of four bedrooms and four bathrooms with bespoke designer finishes throughout. The heart of the home is a chef's

Kim Ogilvie MICHAEL SAUNDERS & COMPANY

1426 S Osprey Ave, Sarasota, FL 34239

/41
Est $1,735,456 Not Listed For Sale
- 3 Beds
- 4 Baths
- 2,729 Sq Ft
1747 Arlington St, Sarasota, FL 34239

1747 Arlington St, Sarasota, FL 34239

/92
$5,100,000 New Construction
- 4 Beds
- 4.5 Baths
- 3,970 Sq Ft
1519 Harbor Dr, Sarasota, FL 34239

Pre-Construction. To be built. Harbor Acres, Sarasota's ultimate neighborhood in downtown living. The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 3,970 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb

Karen Greco GRECO REAL ESTATE

1519 Harbor Dr, Sarasota, FL 34239
/2
$2,675,000 Sold Oct 16, 2024
- 4,338 Sq Ft
- $617/SF
- 241 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1995
1632 Floyd St, Sarasota, FL 34239

In a coveted West of Trail location within minutes of Southside Village, Sarasota Memorial Hospital, and Downtown Sarasota, this spacious home blends the historic charm of a classic farmhouse with a fully renovated modern interior. Situated on an enormous double lot, the primary house connects to a two-car garage with a separate dwelling unit that has its own exterior access, offering ideal space

Lisa Rooks Morris DOUGLAS ELLIMAN

1632 Floyd St, Sarasota, FL 34239

/3
Est $1,618,280 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,653 Sq Ft
1913 S Orange Ave, Sarasota, FL 34239

1913 S Orange Ave, Sarasota, FL 34239

/92
$4,875,000 New Construction
- 4 Beds
- 4.5 Baths
- 4,224 Sq Ft
1516 S Orange Ave, Sarasota, FL 34239

Under Construction. The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living.

Karen Greco GRECO REAL ESTATE

1516 S Orange Ave, Sarasota, FL 34239
/2
$1,130,000 Sold Oct 07, 2024
- 1,909 Sq Ft
- $592/SF
- 166 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2000
1225 Holly Fern Ln, Sarasota, FL 34239

Great value in the gated community of Mandarin Park, WEST OF THE TRAIL. This is the perfect condo alternative. Built in 2000, this 3-bedroom, 2 ½-bathroom POOL HOME has undergone numerous upgrades. Modified from the original layout, it has an OPEN FLOOR PLAN in the living spaces, allowing for ample natural light. The recently UPDATED KITCHEN has a large island with seating, bamboo cabinets, stone

Barbara May MICHAEL SAUNDERS & COMPANY

1225 Holly Fern Ln, Sarasota, FL 34239

/55
Est $3,051,585 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,826 Sq Ft
1640 Waldemere St, Sarasota, FL 34239

1640 Waldemere St, Sarasota, FL 34239

/41
$1,495,000 Pending
- 3 Beds
- 2 Baths
- 1,447 Sq Ft
1555 Flower Dr, Sarasota, FL 34239

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! Welcome to Harbor Acres, one of the most beautiful and established communities in Sarasota! This charming, vintage Florida home and beautiful lot (15,000 sq. ft.) presents endless opportunities. Very few of these original 1950's Florida cottages remain! The integrity of the original design

Kim Sheridan WATERSIDE REALTY LLC

1555 Flower Dr, Sarasota, FL 34239
/2
$955,000 Sold Sep 30, 2024
- Land
- 0.20 Acre
- $4,775,000 per Acre
- 11 Days On Market
1644 Hillview St, Sarasota, FL 34239

Rarely available and always desired. Prime lot located in the charming Hudson Bayou, "West of Trail” neighborhood. Walkability is unparalleled. Morton’s, Southside Village shops and 17 popular restaurants are a short, half a block walk. Downtown, the city’s Bayfront, Selby Gardens, the hospital and the best Sarasota school district are all walkable; while Lido, Long Boat and Siesta Beaches are

Travis Matthews PREFERRED SHORE LLC

1644 Hillview St, Sarasota, FL 34239

/96
Est $2,757,159 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,659 Sq Ft
1739 Waldemere St, Sarasota, FL 34239

1739 Waldemere St, Sarasota, FL 34239

/72
$10,985,000 Pending
- 5 Beds
- 5.5 Baths
- 5,844 Sq Ft
1333 Vista Dr, Sarasota, FL 34239

Under contract-accepting backup offers. On pristine boating waters in Harbor Acres, 1333 Vista Drive is a luxurious and inviting retreat designed for those who appreciate extraordinary craftsmanship, effortless entertaining and tranquility of coastal living. From the moment you arrive, the home’s dramatic setback, striking elevation and lush, mature landscaping set the stage for the sophisticated

Joel Schemmel PREMIER SOTHEBY'S INTERNATIONAL REALTY

1333 Vista Dr, Sarasota, FL 34239
/2
$1,700,000 Sold Sep 13, 2024
- 2,545 Sq Ft
- $668/SF
- 31 Days On Market
- 4 Beds
- 3 Baths
- Built 2001
1701 Hillview St, Sarasota, FL 34239

Discover unparalleled convenience and charm with this exquisite 4 Bedroom, 3 Bath home ideally positioned mere steps from Sarasota’s renowned Southside Village. Boasting a prime location near top dining and shopping destinations, this residence offers the epitome of Sarasota living.Beyond its vibrant neighborhood allure, enjoy the ease of being just 10 minutes from pristine beaches, 5 minutes

Gigi Silverberg DOUGLAS ELLIMAN

1701 Hillview St, Sarasota, FL 34239

/64
Est $2,340,355 Not Listed For Sale
- 3 Beds
- 3 Baths
- 3,321 Sq Ft
1746 Hillview St, Sarasota, FL 34239

1746 Hillview St, Sarasota, FL 34239

/36
$1,500,000 Pending
- 3 Beds
- 3 Baths
- 2,915 Sq Ft
1509 Flower Dr, Sarasota, FL 34239

Under contract-accepting backup offers. Located in the coveted neighborhood of Harbor Acres, one of Sarasota’s most exclusive and established communities. This 15,000 square foot lot sits high and dry in flood zone X, the possibilities are endless. Whether you’re looking to build your dream home or restore the current residence currently on the property. The spacious lot is perfect for new

Sara Ferguson COMPASS FLORIDA LLC

1509 Flower Dr, Sarasota, FL 34239
/2
$1,625,000 Sold Aug 28, 2024
- 1,982 Sq Ft
- $820/SF
- 8 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1942
1710 Loma Linda St, Sarasota, FL 34239

A great opportunity in one of the most sought after sections of the West of Trail neighborhoods. This 1942 cottage has been thoughtfully updated and seamlessly blends old Florida charm and modern living. Sitting on an oversized corner lot, 120' x 147', this home has two generously-sized bedrooms, both with en-suite bathrooms, custom built-in closets and a separate powder room for guests. The

Barbara May MICHAEL SAUNDERS & COMPANY

1710 Loma Linda St, Sarasota, FL 34239

/53
Est $1,384,422 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,921 Sq Ft
1767 Loma Linda St, Sarasota, FL 34239

1767 Loma Linda St, Sarasota, FL 34239

/15
$4,475,000 Pending
- Land
- 0.38 Acre
- $11,776,316 per Acre
1348 Harbor Dr, Sarasota, FL 34239

HARBOR ACRES Large, deep, sailboat canal with a view of the bay. Oversized dock 60ft x 8ft to accommodate a large yacht. 16,575sf ft lot with 118 feet of seawall! Current house is 6,946sf living area. Harbor Acres is the best neighborhood in Sarasota. It is located just a few minutes to downtown, Lido Beach, St Armand's circle and Siesta Key. Come build your dream house on this valuable Harbor

Patrick Ritchey RE/MAX ALLIANCE GROUP

1348 Harbor Dr, Sarasota, FL 34239
/2
$1,850,000 Sold Jul 23, 2025
- 2,840 Sq Ft
- $651/SF
- 117 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1956
1735 Flower Dr, Sarasota, FL 34239

Discover an idyllic retreat in Sarasota’s sought-after Harbor Acres, where this updated 3BR/3.5BA single-story home epitomizes a refined tropical lifestyle. Renovated beginning in 2020, including a new roof and central air, this move-in ready home stands proudly unscathed by storms and is just a breath of air from Sarasota Bay. The interior space is light and airy where a neutral palette provides

Ryan Ackerman COLDWELL BANKER REALTY

1735 Flower Dr, Sarasota, FL 34239

/2
Not Listed For Sale
- 3 Beds
- 2 Baths
- 918 Sq Ft
1671 Arlington St, Sarasota, FL 34239

1671 Arlington St, Sarasota, FL 34239

/40
$1,100,000 Pending
- 2 Beds
- 2 Baths
- 1,528 Sq Ft
1217 Holly Fern Ln, Sarasota, FL 34239

Under contract-accepting backup offers. RARE WEST OF TRAIL FIND… Mandarin Park is a private gated enclave of single-family homes located near Southside Village, Morton's Gourmet Market and steps away from Sarasota Memorial Hospital. This one level home was the original model for the subdivision. Built in 1999, an entry wall leads into a private courtyard to the front entrance. The house boasts

Barbara May MICHAEL SAUNDERS & COMPANY

1217 Holly Fern Ln, Sarasota, FL 34239

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