Harbor Acres Waterfront Properties, West of The Trail, Sarasota

Harbor Acres desirable waterfrontront location is only second to Bird Key. Located on the mainland shores of Sarasota Bay just south of Downtown Sarasota, west of Orange Avenue, and north of Paradise Shores and McCllean Park, this luxurious neighborhood is old Sarasota at its best.
Though little public record is available of the early Harbor Acres development history, Earnest A. Smith, Sarasota’s last elected mayor is known to have played a hand in helping to develop Harbor Acres during the boom years of Sarasota’s real estate past. The land area that makes up the pair of man made peninsulas of Harbor Acres was produced from dredging the surrounding bottom of Sarasota Bay and area canals.
Many of the luxury homes in the community are located on the bay front and have panoramic views of the Ringling Bridge and Bird Key. Also in close proximity to this “West of The Trail” neighborhood is Sarasota Memorial Hospital making Harbor Acres popular with local Physicians and earning it the nickname of “Doctors Acres”. On Nov. 2, 1925, the 32-bed Sarasota Hospital opened on nearby Hawthorne Street. It cost $40,000 to build and was operated by the Sarasota County Welfare Association. The hospital is the waking reality of “the dream of many made possible by the intensive efforts of a few and the generosity of all,” wrote the Sarasota Herald (Nov. 2, 1925) to announce the opening of the first “modern” hospital in Sarasota County.

The 166 Harbor Acres home sites fill beautifully landscaped – palm lined streets that meander through a stylish and opulent old Sarasota Florida neighborhood. The architecture here is the best Florida has produced over the last 50 years. Many of the homes are either bay-front or canal-front, making Harbor Acres a boater’s paradise. When searching for classic premier Sarasota Florida waterfront real estate, Harbor Acres should be first on your list visit.
Harbor Acres Homes for Sale
Below you will find some of the current listings of homes currently for sale in Harbor Acres. For a complete list CLICK HERE.
Please contact me if you would like to schedule a tour of any of the listed properties.
MLS# C7033677 View Property Details Add to Favorites View Map
- 1415 FLOWER DR
- Price: $529,000
- Zip Code: 34239
- 0.3444 Acres
- BEAUTIFUL BUILDING LOT IN PRESTIGIOUS HARBOR ACRES. 100 X 150 (0.34 ACERS). BUILD YOUR DREAM HOME IN THIS MOST DESIRABLE SUBDIVISION. WITHIN WALKING DISTANCE TO DOWNTOWN SARASOTA, SARASOTA MEMORIAL HOSPITAL, SHOPPING, RESTAURANTS, AND SARASOTA BAY ... Read More
- Listing courtesy of: FREEDOM REAL ESTATE SERVICES
MLS# A3954432 View Property Details Add to Favorites View Map
- 1505 HILLVIEW DR
- Price: $1,249,000
- Zip Code: 34239
- 0.5038 Acres
- Just over 1/2 acre of land on great boating water in one of Sarasota's most desirable neighborhoods, close to Sarasota Memorial Hospital, downtown and the beahes. See MLS #A3950331 for a phenominal House/Lot package on this property. ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3957320 View Property Details Add to Favorites View Map
- 1150 S ORANGE AVE
- Price: $1,595,000
- Zip Code: 34239
- 0.5096 Acres
- The paramount location is only the beginning of what this fabulous waterfront parcel has to offer. With over 22,000 sq ft of prime waterfront in Sarasota's most exclusive Harbor Acres neighborhood, the opportunity to build your dream home in this ult ... Read More
- Listing courtesy of: SIGNATURE SOTHEBYS INTERNAT'L
MLS# A3954422 View Property Details Add to Favorites View Map
- 1416 HARBOR DR
- Price: $1,850,000
- Zip Code: 34239
- 4156 Square Feet
- Subdivision: HARBOR ACRES
- Bedrooms: 4 Baths: 4
- This solidly built and well-maintained home has lovely yacht harbor views and has some of the best boating water available in Sarasota at its' private dock with additional floating dock. The home has been enlarged with an upper level master suit ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3922273 View Property Details Add to Favorites View Map
- 1382 HARBOR DR
- Price: $1,950,000
- Zip Code: 34239
- 4090 Square Feet
- Subdivision: HARBOR ACRES
- Bedrooms: 4 Baths: 4+
- If you desire waterfront land, on the mainland, near downtown and the hospital, this property represents one of the very best options on the market today to build in prestigious Harbor Acres.Panoramic views of Little Sarasota Bay, Bird Key & the ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3954425 View Property Details Add to Favorites View Map
- 1526 HARBOR DR
- Price: $1,950,000
- Zip Code: 34239
- 3878 Square Feet
- Subdivision: HARBOR ACRES SEC 2
- Bedrooms: 4 Baths: 3+
- Lovely Harbor, Bay and sunset views from this beautifully situated home on 20,450 square foot lot. Four bedroom home. Second level master suite offers sitting room and large closets. Vaulted ceilinged living room with marble faced fireplace. Kitchen ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3950331 View Property Details Add to Favorites View Map
- 1505 HILLVIEW DR
- Price: $1,999,000
- Zip Code: 34239
- 3500 Square Feet
- Subdivision: HARBOR ACRES SEC 2
- Bedrooms: 4 Baths: 4+
- Set on a half acre +/- lot in Sarasota's prestigious Harbor Acres, this to be built custom waterfront home by Nutter Custom Construction possesses all of the amenities one could want. Featuring classic coastal design, this home boasts 3500SF+/- of f ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3941234 View Property Details Add to Favorites View Map
- 1310 HILLVIEW DR
- Price: $2,975,000
- Zip Code: 34239
- 4920 Square Feet
- Subdivision: HARBOR ACRES SEC 2
- Bedrooms: 6 Baths: 6+
- Situated in Sarasota's premier bay front community, Harbor Acres. Conveniently located near downtown and the restaurants and shops of Southside Village. This property is over three quarters of an acre with stunning bay views and a southern exposure. ... Read More
- Listing courtesy of: PREMIER SOTHEBY'S INTL. REALTY
MLS# A3955386 View Property Details Add to Favorites View Map
- 1310 HILLVIEW DR
- Price: $2,975,000
- Zip Code: 34239
- 0.7796 Acres
- Great Location in Harbor Acres. Open Bay Views from this south facing lot. Over 3/4 of an acre on one of Sarasota's finest streets. THE EXISTING STRUCTURE IS DEEMED TO HAVE NO VALUE AND IS CONSIDERED A TEAR DOWN. THERE IS NO WARRANTY AS TO ITS CONDIT ... Read More
- Listing courtesy of: SIGNATURE SOTHEBYS INTERNAT'L
MLS# A3953378 View Property Details Add to Favorites View Map
- 1368 HARBOR DR
- Price: $3,695,000
- Zip Code: 34239
- 4484 Square Feet
- Subdivision: HARBOR ACRES
- Bedrooms: 4 Baths: 4+
- This property possesses perhaps the most exciting open Bayfront and city skyline views in Sarasota. Conveniently located on the Mainland Bay front minutes to downtown the island style home is poised on 113' of shoreline at the tip of Harbor Drive. De ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3922270 View Property Details Add to Favorites View Map
- 1380 HARBOR DR
- Price: $3,900,000
- Zip Code: 34239
- 0.7669 Acres
- 1380 & 1382 Harbor Drive-Sarasota's most desirable & sought after Mainland waterfront location,Harbor Acres now offering 2 adjacent buildable parcels comprising 33,407+/- sq.ft. & 264+/- feet of deep sailboat water frontage with the follo ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# M5826878 View Property Details Add to Favorites View Map
- 1384 HARBOR DR
- Price: $4,900,000
- Zip Code: 34239
- 4027 Square Feet
- Subdivision: HARBOR ACRES
- Bedrooms: 5 Baths: 6+
- CASA de LUZ on the Point in Harbor Acres is a Tuscan inspired masterpiece in Sarasota's #1 waterfront neighborhood. Drive past majestic date palms and stone columns through the private gates to an expansive travertine and blue granite inlaid courtyar ... Read More
- Listing courtesy of: KELLY GETTEL & COMPANY PLL
MLS# A3957197 View Property Details Add to Favorites View Map
- 1374 HARBOR DR
- Price: $5,867,000
- Zip Code: 34239
- 4916 Square Feet
- Subdivision: HARBOR ACRES
- Bedrooms: 4 Baths: 4+
- This home offers elegance and a casual lifestyle. Located in prestigious Harbor Acres, the home occupies the most superior lot with 120 ft. on the bay, while having 180 degree views of the great Sarasota Bay and sunsets. One is greeted at the gates t ... Read More
- Listing courtesy of: PREMIER SOTHEBY'S INTL. REALTY
MLS# A3934316 View Property Details Add to Favorites View Map
- 1204 HILLVIEW DR
- Price: $6,900,000
- Zip Code: 34239
- 7623 Square Feet
- Subdivision: HARBOR ACRES SEC 2
- Bedrooms: 5 Baths: 5+
- The one and only available Bayfront home that has never been occupied with exceptional views, incomparable location, impeccable quality and timeless design.This property definitely has it all! Experience the sweeping bayfront vistas spanning 170' ac ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3959580 View Property Details Add to Favorites View Map
- 1486 HILLVIEW DR
- Price: $8,850,000
- Zip Code: 34239
- 8433 Square Feet
- Subdivision: HARBOR ACRES SEC 2
- Bedrooms: 4 Baths: 4+
- Resort like bliss awaits on the bay, exquisitely crafted estate home built in 2008 and designed with the utmost attention to elegance, comfort and lasting durability. Created by Bluewater Construction, one of Florida's leading luxury homebuilders, th ... Read More
- Listing courtesy of: PREMIER SOTHEBY'S INTL. REALTY
[wp-realty-listings-custom-slideshow fields="Subdivision" values="HARBOR ACRES|HARBOR ACRES SEC 2" template="PagePost.html" count="31"]














