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$5,500,000

Active

1740 S Orange Ave, Sarasota, FL 34239

5 beds · 5.5 baths · 5,583 sq ft

Listing courtesy of RE/MAX ALLIANCE GROUP · MLS# A4703787

68 days on market

Refreshed from the Stellar MLS feed . This listing’s MLS record last changed .

About this home

What’s special

  • resort-style pool
  • outdoor summer kitchen
  • soaring ceilings
  • walls of glass
  • spa-inspired bath
  • game room
  • three-car garage

AI-selected highlights from the listing description below.

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.

Facts

Property type
Single Family Residence
Year built
2027
Bathrooms
5 full, 1 half
Living area
5,583 sqft
Lot size
0.34 acres
Private pool
Yes
Exposure
East
Furnished
Unfurnished
Flood zone
X
CDD
No
55+ community
No
Annual taxes
$11,676/yr
Monthly fees
$8/mo
Listed
Aug 22, 2026
MLS #
A4703787

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Estimate the monthly payment

Estimate by Lasbury Tracy Realty — not a loan offer

Starting figures for 1740 S ORANGE AVE. Everything below is editable.

AssumptionNot a quoted rate. Ask a lender what you actually qualify for today.

From this listingThe seller's most recent annual tax bill as reported to the MLS. Your bill will differ — Florida reassesses on sale and homestead caps reset.

Editable estimateA placeholder, not a quote. On the Gulf Coast this is the line item most likely to be wrong: premiums swing on roof age, wind mitigation, elevation, and carrier appetite. Get a real quote before you rely on this number.

Starts at $0Deliberately zero until you enter a figure — we will not inflate a payment with a guess. Many homes here need it; ask us for the property's flood zone and the current policy's premium.

From this listingMonthly association fee as reported to the MLS. Confirm what it includes, and ask about special assessments.

AssumptionNot applied — your down payment is 20% or more.

Estimated total monthly payment

$33,375

$27,811 of that is principal & interest. 17% is taxes, insurance and fees — which is why those inputs matter more here than the rate does.

Principal & interest
$27,811
Property taxes
$973
Homeowners insurance
$4,583
Flood insurance
$0
HOA / condo fees
$8
Mortgage insurance (PMI)
$0
Total per month
$33,375

Over the life of the loan

Loan amount
$4,400,000
Down payment
$1,100,000
Total interest
$5,611,957
Principal + interest paid
$10,011,957
Paid off in
2056

Interest is the exact schedule total for a fixed-rate loan held to term and assumes no extra payments. Taxes, insurance and fees are not included in these lifetime figures because they change every year.

Calculated on this page from the figures above — nothing is sent anywhere and no lender is quoting you. Figures are estimates for planning only, not a pre-approval, commitment to lend, or a statement of the taxes and insurance you will actually be charged. Lasbury Tracy Realty Inc. is a real estate brokerage, not a lender or an insurance agent.

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1740 S Orange Ave, Sarasota, FL 34239

Listing courtesy of RE/MAX ALLIANCE GROUP · MLS# A4703787 · Active

How would you like to see it?
Which day?
What time of day?

In person · Thu, Oct 29 · Morning (9-12)

No account, no obligation. Prefer to talk? (941) 474-5585

Where this home is

Opens on aerial — on this coast the canal, the lot and the neighbours answer more questions than a street grid does.

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Listing information is provided in part by Stellar MLS, as distributed by MLS GRID. Based on information submitted to the MLS as of Oct 29, 2026, 1:51 AM (ET). All data is obtained from various sources and may not have been verified by broker or MLS. All information provided is deemed reliable but is not guaranteed and should be independently verified. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some IDX listings have been excluded from this website.

Lasbury Tracy Realty Inc. · [email protected]