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  1. Home
  2. /Longboat Key, FL
  3. /2323 HARBOUR OAKS DRIVE
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$999,995est. $5,057 MortgageInfo icon
Listed: $ 1,097,000 (Sold on: Mar 18, 2026) Days on Market:126

2323 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL 34228

BEDS

beds

3

BATHS

baths

3

PARKING

parking

-

SQFT

sqft
2395

Description

Welcome to 2323 Harbour Oaks Drive, a light-filled villa with a wide-open layout and peaceful vistas overlooking the Longboat Key Club golf course and a serene pond. Positioned to capture gorgeous natural light throughout the day, this residence lives effortlessly with soaring ceilings, generous room sizes, and seamless indoor–outdoor connection. An inviting great room and dining area open to the screened brand-new pool deck through expansive sliding glass doors, creating the perfect setting for relaxing or entertaining while enjoying views of the fairway and water. The kitchen flows directly into the main living spaces, making daily living simple and intuitive. The spacious primary suite offers privacy, while two additional bedrooms provide flexibility for guests or a home office. Located in Harbour Circle, one of Bay Isles’ most established and well-maintained communities, residents enjoy lush landscaping, a community pool and spa, and exclusive membership to the Bay Isles Beach Club — complete with private parking, pavilion, beach chairs, and direct beach access. Just moments from the Longboat Key Club, with optional membership for golf, tennis, pickleball, fitness, and private dining, the deep-water LBK Moorings Marina, and all the conveniences of Publix, CVS, banks, and boutiques. This location also offers easy access to St. Armands Circle and the cultural amenities of downtown Sarasota.

Description

Welcome to 2323 Harbour Oaks Drive, a light-filled villa with a wide-open layout and peaceful vistas overlooking the Longboat Key Club golf course and a serene pond. Positioned to capture gorgeous natural light throughout the day, this residence lives effortlessly with soaring ceilings, generous room sizes, and seamless indoor–outdoor connection. An inviting great room and dining area open to the screened brand-new pool deck through expansive sliding glass doors, creating the perfect setting for relaxing or entertaining while enjoying views of the fairway and water. The kitchen flows directly into the main living spaces, making daily living simple and intuitive. The spacious primary suite offers privacy, while two additional bedrooms provide flexibility for guests or a home office. Located in Harbour Circle, one of Bay Isles’ most established and well-maintained communities, residents enjoy lush landscaping, a community pool and spa, and exclusive membership to the Bay Isles Beach Club — complete with private parking, pavilion, beach chairs, and direct beach access. Just moments from the Longboat Key Club, with optional membership for golf, tennis, pickleball, fitness, and private dining, the deep-water LBK Moorings Marina, and all the conveniences of Publix, CVS, banks, and boutiques. This location also offers easy access to St. Armands Circle and the cultural amenities of downtown Sarasota.
listing image
$999,995
est. $5,056.52 MortgageInfo icon
Listed: $ 1,097,000 (Sold on: Mar 18, 2026)
Days on Market:126

2323 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL 34228

BEDS

3

BATHS

3

PARKING

-

SQFT

2,395

Description

Welcome to 2323 Harbour Oaks Drive, a light-filled villa with a wide-open layout and peaceful vistas overlooking the Longboat Key Club golf course and a serene pond. Positioned to capture gorgeous natural light throughout the day, this residence lives effortlessly with soaring ceilings, generous room sizes, and seamless indoor–outdoor connection. An inviting great room and dining area open to the screened brand-new pool deck through expansive sliding glass doors, creating the perfect setting for relaxing or entertaining while enjoying views of the fairway and water. The kitchen flows directly into the main living spaces, making daily living simple and intuitive. The spacious primary suite offers privacy, while two additional bedrooms provide flexibility for guests or a home office. Located in Harbour Circle, one of Bay Isles’ most established and well-maintained communities, residents enjoy lush landscaping, a community pool and spa, and exclusive membership to the Bay Isles Beach Club — complete with private parking, pavilion, beach chairs, and direct beach access. Just moments from the Longboat Key Club, with optional membership for golf, tennis, pickleball, fitness, and private dining, the deep-water LBK Moorings Marina, and all the conveniences of Publix, CVS, banks, and boutiques. This location also offers easy access to St. Armands Circle and the cultural amenities of downtown Sarasota.

Description

Welcome to 2323 Harbour Oaks Drive, a light-filled villa with a wide-open layout and peaceful vistas overlooking the Longboat Key Club golf course and a serene pond. Positioned to capture gorgeous natural light throughout the day, this residence lives effortlessly with soaring ceilings, generous room sizes, and seamless indoor–outdoor connection. An inviting great room and dining area open to the screened brand-new pool deck through expansive sliding glass doors, creating the perfect setting for relaxing or entertaining while enjoying views of the fairway and water. The kitchen flows directly into the main living spaces, making daily living simple and intuitive. The spacious primary suite offers privacy, while two additional bedrooms provide flexibility for guests or a home office. Located in Harbour Circle, one of Bay Isles’ most established and well-maintained communities, residents enjoy lush landscaping, a community pool and spa, and exclusive membership to the Bay Isles Beach Club — complete with private parking, pavilion, beach chairs, and direct beach access. Just moments from the Longboat Key Club, with optional membership for golf, tennis, pickleball, fitness, and private dining, the deep-water LBK Moorings Marina, and all the conveniences of Publix, CVS, banks, and boutiques. This location also offers easy access to St. Armands Circle and the cultural amenities of downtown Sarasota.

Glen Gardens Estate Market Stats Last 12 months

LOCKER
Contact Us for Info

POSSESSION
Contact Us for Info
HOA FEESinfo
$4,700 /Quarterly

OUTDOOR SPACE
Courtyard, M
TAXES
$11,793 (2024)

BUILDING AGE
40 Years
BASEMENT FEATURE
Contact Us for Info

PRICE PER SQFTinfo
$418

Market Stats

HOA FEESinfo
$4,700 /Quarterly

OUTDOOR SPACE
Courtyard, M
TAXES
$11,793 (2024)

BUILDING AGE
40 Years
BASEMENT FEATURE
Contact Us for Info

PRICE PER SQFTinfo
$418

Amenities

Parking
Parking
-
Locker
Locker
Concierge
Concierge
-
Elevator(s)
Elevator(s)
-
Central AC
Central AC
Check Icon
Pool
Pool
Check Icon
Fitness Center
Fitness Center
-
Visitors Parking
Visitors Parking
-

Amenities

Unit
Parking GarageParking Garage
Building
PoolPool

Policies

Pet Allowed
Check
Pet Allowed Info icon
Check Icon
BBQ Permitted
BBQ Permitted
Sublet Allowed
Sublet Allowed
Short-term Rental Allowed
Short-term Rental Allowed

Unit Price History

DateMLSStatusPrice
Mar 2026MLS#: A4671542Closed$950,000
Nov 2024MLS#: A4605463Closed$960,000

Unit Price History

$950,000

Closed

Mar 2026MLS#: A4671542

$960,000

Closed

Nov 2024MLS#: A4605463

Monthly Payment Calculator

$10,873 / Monthly

All calculations are estimates and provided by HelloCondo.com
for informational purposes only. Actual amounts may vary.

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$10,873
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Listing Price
Down Payment
Interest Rate
Terms
Listing Price
Down Payment
Interest Rate
Terms

Monthly Payment Calculator

$10,873
Est.
Listing Price
Down Payment
Interest Rate
Terms
Listing Price
Down Payment
Interest Rate
Terms
$10,873 / Monthly

All calculations are estimates and provided by HelloCondo.com for informational purposes only. Actual amounts may vary.

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Monthly Mortgage: $5,057
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The Neighborhood: LONGBOAT KEY, FL

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  1. Home
  2. /Longboat Key, FL
  3. /2323 HARBOUR OAKS DRIVE
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