Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$5,500,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 5,000 Sq. Ft.
  • Updated 1 day ago
See This Home
Save This Home
See This Home
Save This Home
Pre-Construction. To be built. UNDER CONSTRUCTION - HEMINGWAY LUXURY MODEL BY COURTYARD MODERN HOMES- OR BUILD TO SUIT STARTING AT $4,500,000.00 -- A striking new expression of modern luxury is taking shape in Harbor Acres. Courtyard Modern Homes introduces the **Hemingway**, a sophisticated custom residence designed to capture the essence of Sarasota living with bold architecture, refined finishes, expansive interiors, and a seamless connection to the outdoors. This exceptional 5-bedroom, 5-bath luxury home is thoughtfully designed for both impressive entertaining and comfortable everyday living. The dramatic great room serves as the heart of the residence, featuring soaring ceilings, architectural detailing, and walls of glass that open the home to a spacious covered lanai, resort-style pool, and fully equipped outdoor summer kitchen. At the center of the open floor plan is a beautifully appointed chef's kitchen featuring premium appliances, custom cabinetry, generous stone countertops, and an oversized island overlooking the great room and dining areas. The result is one expansive living environment where indoor and outdoor spaces come together effortlessly. The main-level primary suite is designed as a private retreat with expansive walk-in closets and a luxurious spa-inspired bath. A separate guest suite provides privacy for visitors, while a dedicated home office and additional bonus space offer flexibility for today's lifestyle. Upstairs, three generously sized bedrooms are complemented by a spacious game room and loft, creating an ideal second living area for family and guests. A three-car garage and substantial homesite complete the residence. Located in Harbor Acres, one of Sarasota's most established and sought-after neighborhoods, the Hemingway offers an exceptional combination of luxury, location, and lifestyle. Just moments from Southside Village, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, downtown Sarasota, and the bayfront, the home also provides convenient access to St. Armands Circle and the celebrated beaches of Lido Key and Siesta Key. Currently under construction by Courtyard Modern Homes, the Hemingway represents an opportunity to own a brand-new luxury residence in one of Sarasota's premier neighborhoods-where contemporary design, exceptional craftsmanship, and the best of Sarasota living come together.

Full Property Details for 1740 S Orange Ave

General

  • Price: $5,500,000
  • HOA FEE: $8/month
  • HOA FEE FREQ.: Annually
  • Taxes: $11,676 (2026)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4703787
  • Updated: 8/23/2026
  • Added to Site: 2 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 4
  • Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s), Wet Bar
  • Fireplace: Yes
  • Fireplace(s): Decorative
  • Appliances: Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer, Water Filtration System, Wine Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Porcelain Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Inside, Laundry Closet, Laundry Room, Upper Level

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Fiber Optic Lighting, Heated, In Ground, Lap, Lighting, Pool Alarm, Salt Water, Self Cleaning
  • Spa: Yes
  • Spa Description: Heated, In Ground, Swim Spa

Exterior

  • Exterior Features: Courtyard, Fire Pit, Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Entrance, Rain Gutters, Sidewalk, Sliding Doors
  • Deck/Patio: Deck, Front Porch, Patio, Rear Porch
  • Porch/Patio/Deck: Deck, Front Porch, Patio, Rear Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3
  • Parking Features: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized

Location

  • Area: 34239 - Sarasota/Pinecraft
  • County: Sarasota
  • Development Name: 34239 - Sarasota/Pinecraft
  • Subdivision: HARBOR ACRES SEC 2
  • Driving Directions: Take South orange Ave to 1740 on the right hand side
  • Direction Faces: East

Community

  • Community Name: 34239 - Sarasota/Pinecraft
  • Association: Yes
  • Assoc. Name: Harbor Acres

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected

Structural Information

  • Architectural Info: Custom
  • Architectural Style: Custom
  • Approx Compl Date: 2027-08-31T04:00:00.000Z
  • Exterior Const.: Block
  • Roof: Tile
  • Stories/Levels: Two
  • Square Feet: 5,000
  • Sq. Ft. Source: Builder
  • Year Built: 2027

Additional Structures

  • Other Structures: Guest House, Outdoor Kitchen, Storage

Lot Features

  • Property View: Garden, Pool, Trees/Woods
  • Lot Size (Acres): 0.34
  • Lot Size (Sq. Ft.): 15,000
  • Lot Size: 15000
  • Street/Road Desc.: Paved
  • Fencing (Description): Electric, Fenced

Financial Considerations

  • Association Fee: $100
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $11,676
  • Tax Year: 2026

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 83 HARBOR ACRES SEC 2
  • Flood Zone Info: X
  • APN: 2037110001
  • Property ID: 2037110001

Listed by Re/Max Alliance Group

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 1740 S Orange Ave —

  • Re/Max Alliance Group

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1740 S Orange Ave

School District:Sarasota County School District
NameGradesDistance
Southside Elementary School, Sarasota, FL
1901 Webber Street, Sarasota, FL 34239
PK-50.7 mi
Brookside Middle School
3636 South Shade Avenue, Sarasota, FL 34239
6-81.4 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-120.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1740 S Orange Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/22/2026
Listed
$5,500,000
566.67%
MLS
10/08/2020
Sold
$825,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1740 S Orange Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,676
5%
$781,694
3%
2024
$11,108
3%
$759,664
3%
2023
$10,791
2%
$737,538
6%
2021
$10,595
1%
$695,200
-3%
2022
$10,502
-1%
$716,056
5%
2021
$10,595
-7%
$685,100
-7%
2019
$11,447
-16%
$733,900
-12%
2018
$13,683
38%
$832,500
32%
2017
$9,905
—
$628,609
2%
2016
$9,866
-1%
$615,680
1%
2015
$10,013
2%
$611,400
10%
2014
$9,779
19%
$554,800
39%
2013
$8,209
—
$399,477
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 1740 S Orange Ave

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Re/Max Alliance Group

Similar Properties near 1740 S Orange Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

6722 Hawkins Rd, Sarasota, FL 34241 - Photo 1
$5,475,000

6722 Hawkins Rd  Sarasota, FL 34241

  • Single Family
  • Active
  • 5
    Beds
  • 7
    Total Baths
  • 6,350
    Sq. Ft.
Listed by Generous Property
1429 N Lake Shore Dr, Sarasota, FL 34231 - Photo 1
$5,595,000

1429 N Lake Shore Dr  Sarasota, FL 34231

  • Single Family
  • Active
  • Updated 3 days ago
  • 5
    Beds
  • 7
    Total Baths
  • 4,545
    Sq. Ft.
Listed by The Ackerman Group (941) 780-6045
1387 Harbor Dr, Sarasota, FL 34239 - Photo 1
$5,590,000

1387 Harbor Dr  Sarasota, FL 34239

  • Single Family
  • Active
  • 4
    Beds
  • 5
    Total Baths
  • 4,013
    Sq. Ft.
Listed by Hb Realty Group Inc.
1821 Lincoln Dr, Sarasota, FL 34236 - Photo 1
$5,425,000

1821 Lincoln Dr  Sarasota, FL 34236

  • Single Family
  • Active
  • 4
    Beds
  • 5
    Total Baths
  • 3,906
    Sq. Ft.
Listed by Greco Real Estate

Just Listed near 1740 S Orange Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

7617 Whitebridge Glen, University Park, FL 34201 - Photo 1 Just Listed
$399,000

7617 Whitebridge Glen  University Park, FL 34201

  • Single Family
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,609
    Sq. Ft.
Listed by Ed French (747) 272-6070
1095 Gulf of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Just Listed
$599,000

1095 Gulf of Mexico Dr  #104  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 4 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,503
    Sq. Ft.
Listed by Mangrove Realty Associates
408 Gulf of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Just Listed
$39,900

408 Gulf of Mexico Dr  #2126  Longboat Key, FL 34228

  • Single Family
  • Active
  • Updated 5 days ago
Listed by Michael Saunders & Company
1055 Gulf of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Just Listed
$1,395,000

1055 Gulf of Mexico Dr  #105  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 12 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,503
    Sq. Ft.
Listed by Premier Sotheby's International Realty

Price Reduced near 1740 S Orange Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

8150 Indigo Ridge Terrace, University Park, FL 34201 - Photo 1 Price Reduced
-$15,000 (-3.06%)
$474,900

8150 Indigo Ridge Terrace  University Park, FL 34201

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,869
    Sq. Ft.
Listed by Team Cashi (941) 907-1033
4380 Exeter Dr, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$19,000 (-3.81%)
$480,000
Open House

4380 Exeter Dr  #H202  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,152
    Sq. Ft.
Listed by RSTS Group (941) 383-6411 and Andrew Poynton (617) 529-1501
4835 Gulf of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$49,900 (-6.65%)
$700,000

4835 Gulf of Mexico Dr  #106  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 3 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,393
    Sq. Ft.
Listed by Toni Giliberti (941) 284-9208
1930 Harbourside Dr, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$2,000 (-0.39%)
$506,000

1930 Harbourside Dr  #122  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 6 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,192
    Sq. Ft.
Listed by The Leventhal Team (941) 383-6411

Recent Sales near 1740 S Orange Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

943 Pomelo Pl, Sarasota, FL 34236 - Photo 1 Sold
$4,825,000

943 Pomelo Pl  Sarasota, FL 34236

  • Single Family
  • Closed
  • 5
    Beds
  • 6
    Total Baths
  • 5,764
    Sq. Ft.
Listed by Michael Saunders & Company
Sold by Michael Saunders & Company
1300 Tangier Way, Sarasota, FL 34239 - Photo 1 Sold
$5,250,000

1300 Tangier Way  Sarasota, FL 34239

  • Single Family
  • Closed
  • 4
    Beds
  • 5
    Total Baths
  • 4,359
    Sq. Ft.
Listed by Michael Saunders & Company
Sold by Michael Saunders & Company
617 N Owl Dr, Sarasota, FL 34236 - Photo 1 Sold
$5,100,000

617 N Owl Dr  Sarasota, FL 34236

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 4,382
    Sq. Ft.
Listed and Sold by Yvette Sellyn
329 Bird Key Dr, Sarasota, FL 34236 - Photo 1 Sold
$5,300,000

329 Bird Key Dr  Sarasota, FL 34236

  • Single Family
  • Closed
  • 4
    Beds
  • 5
    Total Baths
  • 4,906
    Sq. Ft.
Listed by Yvette Sellyn
Sold by Keller Williams Island Life Real Estate

1740 S Orange Avenue, Sarasota, FL 34239 (MLS# A4703787) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 1740 S Orange Avenue is currently listed for $5,500,000 and was received on August 22, 2026. Want to learn more about 1740 S Orange Avenue? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

Tour this property