Sarasota, FL Homes

• 

  

  

  /30

  $2,100,000

  • 3 Beds
  • 3 Baths
  • 2,719 Sq Ft

  1397 Harbor Dr, Sarasota, FL 34239

  Located in the coveted Harbor Acres, one of Sarasota’s most exclusive and established neighborhoods, this oversized lot (16,828 square feet) offers endless possibilities. Whether you’re looking to build your dream home or restore the charming ranch-style residence currently on the property, the options are plentiful.The spacious lot is perfect for new construction, allowing you to create a large,

  

  Joe Cleary

  RE/MAX ALLIANCE GROUP

  (941) 239-1750

  1397 Harbor Dr, Sarasota, FL 34239
• 

  Explore Hudson Bayou

• 

  

  

  /100

  $20,000 per month

  • 5 Beds
  • 4 Baths
  • 4,000 Sq Ft
  • House for Rent

  1347 Harbor Dr, Sarasota, FL 34239

  ***PROFESSIONAL PICTURES COMING SOON***Discover unparalleled luxury in this stunning home located in the one of the most prized addresses in Sarasota HARBOR ACRES neighborhood. This exceptional residence features 5 spacious bedrooms, perfect for family and guests, and a versatile home office for those who work remotely.As you approach, admire the elegant circular driveway and

  Michaela Damm MICHAELA DAMM & PARTNERS

  1347 Harbor Dr, Sarasota, FL 34239
• 

  

  /2

  $860,000 Sold Jul 11, 2025

  • 1,543 Sq Ft
  • $557/SF
  • 111 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2000

  1359 Tearose Place, Sarasota, FL 34239

  Welcome to the best of Mandarin Park, a gated, maintenance-free upscale community of 19 custom homes, West of Tamiami Trail in the heart of Southside Village/Sarasota Memorial Hospital district. There is arguably no better location, being only minutes to the beach, downtown Sarasota and a five-minute walk to the restaurants in Southside. The new whole-house generator, new roof in 2018, hurricane

  Roberta Tengerdy, PA PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1359 Tearose Place, Sarasota, FL 34239
• 

  

  

  /4

  Est $1,047,000 Not Listed For Sale

  1759 Arlington St, Sarasota, FL 34239

  1759 Arlington St, Sarasota, FL 34239
• 

  

  

  /37

  $2,100,000

  • Land
  • 0.39 Acre
  • $5,384,615 per Acre

  1397 Harbor Dr, Sarasota, FL 34239

  Located in the coveted Harbor Acres, one of Sarasota’s most exclusive and established neighborhoods, this oversized lot (16,828 square feet) offers endless possibilities. Whether you are looking to build your dream home or restore the charming ranch-style residence currently on the property, the options are plentiful.The spacious lot is perfect for new construction, allowing you to create a

  

  Joe Cleary

  RE/MAX ALLIANCE GROUP

  (941) 294-3136

  1397 Harbor Dr, Sarasota, FL 34239
• 

  

  /35

  $3,900 per month

  • 3 Beds
  • 2 Baths
  • 1,046 Sq Ft
  • House for Rent

  1688 Bahia Vista St, Sarasota, FL 34239

  Location, Location, Location ~ This home is currently available for a 12 month lease unfurnished. Welcome to 1688 Bahia Vista St in the heart of Sarasota, Florida- a beautifully renovated single family home that blends comfort with modern elegance. This spacious residence features three bedrooms and two bathrooms along with a open kitchen and living room perfect for both relaxation and

  Noreen Slaalien COMPASS FLORIDA LLC

  1688 Bahia Vista St, Sarasota, FL 34239
• 

  /2

  $1,550,000 Sold Jul 01, 2025

  • 2,915 Sq Ft
  • $532/SF
  • 160 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1940

  1656 Hillview St, Sarasota, FL 34239

  Step into timeless elegance at The Tracy House & Studio, a masterfully restored 1940s gem nestled in the heart of Sarasota’s coveted Hudson Bayou neighborhood. Blending historic charm with modern sophistication, this 2,915 sq. ft. residence offers 3 spacious bedrooms (including a Casita with separate entrance) 3.5 luxurious bathrooms, and an open-concept layout and kitchen perfect for both

  Stacey King MICHAEL SAUNDERS & COMPANY

  1656 Hillview St, Sarasota, FL 34239
• 

  

  /92

  Est $5,561,477 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 6,262 Sq Ft

  1622 Prospect St, Sarasota, FL 34239

  1622 Prospect St, Sarasota, FL 34239
• 

  

  /60

  $1,195,000

  • 4 Beds
  • 3 Baths
  • 2,319 Sq Ft

  1231 S Orange Ave, Sarasota, FL 34239

  Welcome to this exceptional 4-bedroom, 3-bath, 2,319-square-foot home that blends timeless Sarasota charm with modern luxury in the highly sought-after Seminole Heights (Harbor Acres) area, just steps from Marie Selby Botanical Gardens, Southside Village, Sarasota Memorial Hospital, and downtown Sarasota. Meticulously renovated, including an expansion that added a private second-level owner’s

  

  Roberta Tengerdy, PA

  PREMIER SOTHEBY'S INTERNATIONAL REALTY

  (941) 368-3319

  1231 S Orange Ave, Sarasota, FL 34239
• 

  /2

  $3,800,000 Sold Jun 30, 2025

  • 4,471 Sq Ft
  • $850/SF
  • 47 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1924

  1682 Hawthorne St, Sarasota, FL 34239

  This stunning, newly renovated 4 bedroom, 4 and a half bath Mediterranean Revival estate, designed by Sarasota's renowned first architect, Alex Browning, seamlessly blends timeless elegance with modern luxury. Nestled on a lush, oversized lot of just under 20,000 square feet, this home offers privacy, tranquility, and exceptional craftsmanship. Boasting 10-foot ceilings and 9' French doors

  Janet Coughlin COLDWELL BANKER REALTY

  1682 Hawthorne St, Sarasota, FL 34239
• 

  

  /46

  Est $1,784,470 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,723 Sq Ft

  1740 Prospect St, Sarasota, FL 34239

  1740 Prospect St, Sarasota, FL 34239
• 

  

  /86

  $18,645,000

  • 6 Beds
  • 9 Baths
  • 11,588 Sq Ft

  1423 & 1435 Hillview Dr, Sarasota, FL 34239

  Welcome to a home that lives like a resort, set on two lots consisting of 1.8 lush, waterfront acres in Sarasota’s premier neighborhood, Harbor Acres. Crafted for laid-back luxury and everyday ease, this nearly 12,000-square-foot estate offers 249 waterfront feet and is designed for entertaining, all set against views of Sarasota Bay, Ringling Causeway and the downtown skyline. An expansive paver

  Joel Schemmel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1423 & 1435 Hillview Dr, Sarasota, FL 34239
• 

  /2

  $9,500,000 Sold Jun 30, 2025

  • 6,238 Sq Ft
  • $1523/SF
  • 102 Days On Market

  • 4 Beds
  • 8 Baths
  • Built 2003

  1378 Harbor Dr, Sarasota, FL 34239

  Poised on Sarasota Bay appreciating enchanting azure views, the epitome of a lavish boating lifestyle in unrivaled grandeur is defined throughout this palatial estate. Boasting desirable exclusivity in the Harbor Acres community with prestigious quality and exquisite beauty harmonize with style and class for a discerning life in paradise. Every imaginable need and desire are exceeded with the

  Michael Hays MICHAEL SAUNDERS & COMPANY

  1378 Harbor Dr, Sarasota, FL 34239
• 

  

  /12

  Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,067 Sq Ft

  1765 Floyd St, Sarasota, FL 34239

  1765 Floyd St, Sarasota, FL 34239
• 

  

  /83

  $8,850,000

  • 4 Beds
  • 6.5 Baths
  • 7,074 Sq Ft

  1540 Hillview Dr, Sarasota, FL 34239

  Nestled in the prestigious Harbor Acres, this exceptional 4-bedroom waterfront estate embodies the pinnacle of luxury living. Boasting 100 feet of prime bay frontage with a private dock, this masterpiece offers breathtaking, unobstructed views and seamless access to Sarasota Bay. A grand staircase welcomes you into a light-filled, open floor plan designed for both elegance and comfort. Expansive

  Nicholle McKiernan COLDWELL BANKER REALTY

  1540 Hillview Dr, Sarasota, FL 34239
• 

  /2

  $1,495,000 Sold Jun 24, 2025

  • 2,193 Sq Ft
  • $682/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1969

  1610 S Orange Ave, Sarasota, FL 34239

  This charming Harbor Acres residence is set on a lushly landscaped homesite, offering a rare combination of privacy, centrality, and potential in one of Sarasota’s most coveted neighborhoods. A circular driveway welcomes you with mature palms and vibrant Florida foliage. Step inside to a light-filled interior where plantation shutters, crown molding, and tile and hardwood floors enhance the

  Roger Pettingell COLDWELL BANKER REALTY

  1610 S Orange Ave, Sarasota, FL 34239
• 

  

  /99

  Est $11,433,701 Not Listed For Sale

  • 8 Beds
  • 12 Baths
  • 11,275 Sq Ft

  1233 Hillview Dr, Sarasota, FL 34239

  1233 Hillview Dr, Sarasota, FL 34239
• 

  

  /70

  $2,199,000

  • 3 Beds
  • 4 Baths
  • 2,745 Sq Ft

  1760 Arlington St, Sarasota, FL 34239

  One or more photo(s) has been virtually staged. Ideally positioned in Sarasota’s desired West of Trail, this 2012 custom-built three-bedroom, four-bath home blends timeless architecture with modern comfort—just a short stroll to Southside Village’s boutiques and cafes, Selby Gardens, the bay front, and Sarasota Memorial Hospital. Set on a fully fenced, 1/3-acre lot in the sought-after Southside

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1760 Arlington St, Sarasota, FL 34239
• 

  /2

  $3,462,500 Sold Jun 04, 2025

  • 4,282 Sq Ft
  • $809/SF
  • 96 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2020

  1718 Prospect St, Sarasota, FL 34239

  West of the Trail, West of Osprey, sits this exquisite Majestik Homes-built estate, perfectly positioned within one of Sarasota’s most desired neighborhoods. A seamless blend of design and function awaits as you enter the home, where the open-concept floor plan creates an inviting atmosphere. Rich wood-grain tile floors, contemporary wall treatments and beam ceilings infuse the home with artistic

  Tom Hedge, Jr PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1718 Prospect St, Sarasota, FL 34239
• 

  

  /9

  Est $896,353 Not Listed For Sale

  • 1 Bed

  1642 Bahia Vista St, Sarasota, FL 34239

  1642 Bahia Vista St, Sarasota, FL 34239
• 

  

  /58

  $2,500,000

  • 4 Beds
  • 4 Baths
  • 3,302 Sq Ft

  1541 Flower Dr, Sarasota, FL 34239

  This unique home is in the desirable neighborhood of Harbor Acres. World renowned Selby Botanical Gardens is less than a mile from your new home. This mid-century jewel was built in 1956 and was originally a 2/2. The original bathrooms are still in their original state and are in good condition providing a cool retro vibe. The original hardwood floors and fireplace exude warmth and sophisticated

  Kathleen Griffin MICHAEL SAUNDERS & COMPANY

  1541 Flower Dr, Sarasota, FL 34239
• 

  /2

  $3,000,000 Sold May 20, 2025

  • 2,944 Sq Ft
  • $1019/SF
  • 8 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2005

  1658 Hawthorne St, Sarasota, FL 34239

  Perched on a hill above Hawthorne Street in one of Sarasota's most coveted West of Trail enclaves, this three-bedroom residence is a modern love letter to the Sarasota School of Architecture, designed by renowned architect Guy Peterson. Celebrated in books and design publications, the home is a modern marvel crafted from polished concrete, steel, impact-rated glass, and stacked Ocala

  Nick Gard COLDWELL BANKER REALTY

  1658 Hawthorne St, Sarasota, FL 34239
• 

  /2

  Est $4,203,744 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 4,189 Sq Ft

  1550 S Orange Ave, Sarasota, FL 34239

  1550 S Orange Ave, Sarasota, FL 34239
• 

  

  /45

  $2,195,000

  • 3 Beds
  • 3.5 Baths
  • 2,551 Sq Ft

  1538 S Orange Ave, Sarasota, FL 34239

  Dramatic Price Reduction – Move-In Ready Furnished Home in Harbor Acres. Don’t miss this rare opportunity in one of Sarasota’s most sought-after neighborhoods. This beautifully revitalized, single-level 3BR/4BA home offers 2,551 sq. ft. of fully furnished living space and is priced to sell. Highlights include a 750 sq. ft. primary suite addition (2016) built to Miami-Dade hurricane code, with

  Nancy MacKenzie MICHAEL SAUNDERS & COMPANY

  1538 S Orange Ave, Sarasota, FL 34239
• 

  /2

  $1,695,000 Sold May 13, 2025

  • 2,339 Sq Ft
  • $725/SF
  • 2 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1950

  1764 Floyd St, Sarasota, FL 34239

  Step inside to see all recent upgrades, starting with newly renovated gourmet kitchen. You will love the extended island, Cucine Ricci Italian cabinets, the quartz and quartzite counters, along with the Liebherr fridge, induction cooktop and wine refrigerator. There is ample space for cooking and entertaining, in addition to everyday family living. The spacious living room is complete with the

  Maureen Morris PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1764 Floyd St, Sarasota, FL 34239
• 

  

  /29

  Est $924,110 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,190 Sq Ft

  1702 Hillview St, Sarasota, FL 34239

  1702 Hillview St, Sarasota, FL 34239
• 

  

  /46

  $1,999,999

  • 3 Beds
  • 4 Baths
  • 2,925 Sq Ft

  1732 Hillview St, Sarasota, FL 34239

  Welcome home to unparalleled luxury in Southside Village, West of Trail. From sunrise coffee to sunset cocktails, this stunning three-bedroom multi-level single-family residence offers the ideal blend of comfort and entertainment living in the heart of it all. Centrally located and within short distance to Southside Village shops, restaurants, medical care facilities, Selby Gardens, downtown

  J. Walter Almeida PREFERRED SHORE LLC

  1732 Hillview St, Sarasota, FL 34239
• 

  /2

  $1,735,000 Sold Apr 24, 2025

  • 2,122 Sq Ft
  • $818/SF
  • 53 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1926

  1720 Bahia Vista St, Sarasota, FL 34239

  Accepting offers on this tastefully restored 1926 home, located in the highly desirable Hudson Bayou neighborhood. This home offers 3 bedrooms plus den and 3.5 bathrooms, offering 2,122 sf of spacious indoor living space. Out front you are greeted by iconic columns of the oversized brick porch, perfect for relaxing and enjoying the outdoor living space. The heart of the homes main living area

  Barbara May MICHAEL SAUNDERS & COMPANY

  1720 Bahia Vista St, Sarasota, FL 34239
• 

  

  /74

  Est $2,436,903 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,725 Sq Ft

  1666 Arlington St, Sarasota, FL 34239

  1666 Arlington St, Sarasota, FL 34239
• 

  

  /60

  $4,425,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,873 Sq Ft

  1637 Hyde Park St, Sarasota, FL 34239

  Under Construction. 1637 Hyde Park ensures a luxurious experience and is one of Allegra Homes’ finest accomplishments in new home construction. The premier West of Trail setting is just a block from Morton’s Market and the vibrant shops and venues of Southside Village, where you can stroll and soak in the quaint atmosphere of this fascinating community. The newly-built 3,873 sq. ft. “St. Joseph”

  Karen Greco GRECO REAL ESTATE

  1637 Hyde Park St, Sarasota, FL 34239
• 

  /2

  $4,400,000 Sold Apr 22, 2025

  • 6,322 Sq Ft
  • $696/SF
  • 50 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1949

  1344 Harbor Dr, Sarasota, FL 34239

  Step into a world of waterfront luxury with this furnished five-bedroom Harbor Acres estate, perfectly positioned along a yacht basin with unobstructed access to Sarasota Bay. A travertine walkway, accompanied by a charming fountain, newer roof, and double-door entry, sets the stage for a grand welcome. Inside, architectural craftsmanship is evident in every detail, from crown molding and tray

  Roger Pettingell COLDWELL BANKER REALTY

  1344 Harbor Dr, Sarasota, FL 34239
• 

  

  /25

  Est $942,944 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,825 Sq Ft

  1526 S Osprey Ave, Sarasota, FL 34239

  1526 S Osprey Ave, Sarasota, FL 34239
• 

  

  /16

  $4,475,000 Pending

  • 5 Beds
  • 5 Baths
  • 6,946 Sq Ft

  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 and you can possibly remodel this huge home with a brand new roof! Harbor Acres is the best neighborhood in Sarasota. It is located just a few minutes to downtown, Lido Beach, St Armand's circle and

  Patrick Ritchey RE/MAX ALLIANCE GROUP

  1348 Harbor Dr, Sarasota, FL 34239
• 

  

  /100

  $7,648,000 Sold Mar 19, 2025

  • 7,049 Sq Ft
  • $1085/SF
  • 69 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 2002

  1430 Harbor Dr, Sarasota, FL 34239

  Harbor House, located at 1430 Harbor Drive, stands as the crown jewel of Harbor Acres, Sarasota’s most coveted mainland neighborhood known for record-breaking sales year after year. This extraordinary waterfront estate, spanning over 12,000 total sq. ft., exemplifies impeccable craftsmanship and design. Completed in 2023, the home was reimagined to offer over 7,000 air conditioned sq. ft. of

  Ryan Ackerman COLDWELL BANKER REALTY

  1430 Harbor Dr, Sarasota, FL 34239
• 

  

  /45

  Est $6,543,954 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,424 Sq Ft

  1515 Hillview Dr, Sarasota, FL 34239

  1515 Hillview Dr, Sarasota, FL 34239
• 

  

  /16

  $1,695,000

  • 3 Beds
  • 3 Baths
  • 2,238 Sq Ft

  1387 Harbor Dr, Sarasota, FL 34239

  YES! PRICED TO MOVE! Golden Investment Opportunity to Buy a Tear Down House in one of the MOST Sought after Sarasota Neighborhoods! This Lovely Prime "HARBOR ACRES" Gem Located WEST OF THE TRAIL Features: Fantastic Location with Elevated Views of the Bay Across the Street, 14,179 SF Lot, .33 Acres, Public Sewer and Water Hooked-up, Natural Gas Available, Circular Driveway, Room for Pool,

  Anne Thomas RE/MAX ALLIANCE GROUP

  1387 Harbor Dr, Sarasota, FL 34239
• 

  

  /9

  $14,800,000 Sold Mar 10, 2025

  • 6,587 Sq Ft
  • $2247/SF
  • 269 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2025

  1490 Hillview Dr, Sarasota, FL 34239

  Under Construction. Completion date is end of 2025. New construction in the highly desirable Harbor Acres Estate section. Situated on a ½ acre with 100 ft of waterfront and southern facing open bay views. Beautifully designed by acclaimed MHK Architects and built by premier waterfront builder Voigt Brothers, this 6,587 square-foot home has all the bells and whistles you would want. The residence

  Barbara May MICHAEL SAUNDERS & COMPANY

  1490 Hillview Dr, Sarasota, FL 34239
• 

  

  /11

  Est $412,074 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 745 Sq Ft

  1751 Hillview St Unit 2, Sarasota, FL 34239

  1751 Hillview St Unit 2, Sarasota, FL 34239
• 

  

  /34

  $999,000

  • 3 Beds
  • 3 Baths
  • 1,953 Sq Ft

  1871 Prospect St, Sarasota, FL 34239

  Step into timeless charm with this beautifully updated 1924 cottage, perfectly situated in Sarasota’s coveted West of Trail neighborhood. Combining historic character with modern comforts, the main residence offers approximately 1,460 square feet of thoughtfully designed living space. Original hardwood floors, high ceilings, picture molding, a cozy wood-burning fireplace in the living room and an

  Barbara May MICHAEL SAUNDERS & COMPANY

  1871 Prospect St, Sarasota, FL 34239
• 

  /2

  $3,300,000 Sold Mar 07, 2025

  • 3,220 Sq Ft
  • $1025/SF
  • 39 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2014

  1718 Hillview St, Sarasota, FL 34239

  Rarely available in this coveted neighborhood, this exquisite property offers the best of Sarasota living with over 3,200 square feet of living space, sited on a third of an acre of lush landscape and seamless indoor-outdoor spaces, perfect for entertaining. Located in the heart of Southside Village, West of the Trail, this custom-built Todd Johnston home, completed in 2014, features luxurious

  Jennifer Linehan MICHAEL SAUNDERS & COMPANY

  1718 Hillview St, Sarasota, FL 34239

Showing Results 1 - 40, Page 1 of 13