Draft$1,495,000
5461 GULF OF MEXICO DRIVE, 304
LONGBOAT KEY, FL 34228
2 beds2 baths1,516 sqft
No photos available
Active · Condo
2101 HARBOURSIDE DRIVE
LONGBOAT KEY, FL 34228
Beds
3 beds
Baths
3 baths
Area
2,204 sqft
CondoBuilt 19840 sqft lot2-car garageCentral, ElectricCentral AirPoolFireplace$678/sqft4 days on market
Location
About this home
3BR/2.5BA, 2,219 sf end-unit villa in gated Harbour Oaks at Bay Isles. Fairway views across hole #3 (White) of the Longboat Key Club golf course, plus a full-sized private heated pool on a large screened lanai. Three sliders open the living spaces to that outdoor room—ideal for gatherings, quiet evenings, and southwest-oriented sunsets over the greens. Renovated in a clean modern-farmhouse style: shiplap fireplace, new lighting and ceiling fans, paneled interior doors with dark hardware, and a wood-and-glass front door. The open, refreshed kitchen flows into the dining area overlooking the pool and golf course. The primary suite is a true retreat with multiple closets including a walk-in, double sinks, a newly tiled glass-enclosed shower, and a bathroom skylight. Two additional bedrooms and a bonus office with golf-course and garden-atrium views give the household room to work, guest, and spread out. Practical updates include a new roof with the assessment paid and a large two-car garage with epoxy floor and organized storage for beach and sports gear. Harbour Oaks residents have use of the private Bay Isles Beach Club on the Gulf (parking available). Longboat Key Club golf, tennis, pickleball, and dining are nearby by optional separate membership; the marina is a short walk, with slips available separately. Move-in ready Longboat Key living: golf-course backdrop, private pool, beach-club access, and lock-and-leave convenience behind the Bay Isles gates. Schedule your private showing and start living the island lifestyle.
Facts & features
Interior
- Bedrooms
- 3
- Bathrooms
- 3
- Living area
- 2,204 sqft
- Heating
- Central, Electric
- Cooling
- Central Air
- Flooring
- Carpet, Ceramic Tile
- Fireplace
- Yes
- Stories
- 1
- Features
- Ceiling Fans(s), Eat-in Kitchen, High Ceilings, L Dining, Primary Bedroom Main Floor, Solid Surface Counters…
- Appliances
- Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer…
Exterior & lot
- Lot size
- 0 sqft (0 ac)
- Pool
- Yes
- Roof
- Membrane, Tile
- Construction
- Block, Stucco
- Exterior
- Outdoor Grill, Rain Gutters
Parking
- Garage
- 2 spaces
Financial
- Annual tax
- $13,085 (2025)
- Price / sqft
- $678/sqft
Utilities
- Water
- Public
- Sewer
- Public Sewer
- Utilities
- Cable Connected, Electricity Connected, Public, Sewer Connected, Underground Utilities, Water Connected
Property
- Property type
- Condo
- Year built
- 1984
- Subdivision
- HARBOR OAKS PH I & II
- County
- Sarasota
Assigned schools
- Elementary
- Southside Elementary
- Middle
- Booker Middle
- High
- Booker High
Listing
- Status
- Active
- Days on market
- 4 days
- MLS #
- MFR806359828
- Source
- Stellar MLS
Listed by Steve Walter · MICHAEL SAUNDERS & COMPANY
Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.
Estimate your monthly cost
PITI + HOAEstimated monthly payment$8,650/mo
- Principal & interest
- $7,560/mo
- Property tax
- $1,090/mo
- Home insurance
- Left out until you enter a quote
Opens at 20% down over 30 years at 6.5%, the same assumptions as the answers below. Property tax is this listing's own 2025 bill. Insurance is left out until you enter a quote, because Florida premiums turn on roof age, elevation and carrier. Every field is editable.
Ask about this property
Answered from this listing’s own figures and the sales around it.
Similar homes nearby
Homes for sale in LONGBOAT KEY within the same price band.
Price history
From the property’s MLS record.
| Date | Event | Price | Change |
|---|---|---|---|
| Sep 17, 2026 | Listed | $1,495,000 | — |
Neighbourhood
The schools below come from the MLS record for this home. Walking, transit and cycling figures for LONGBOAT KEY, FL are not connected yet, so this page does not show them.
Elementary school
Southside Elementary
Assigned school from the MLS record
Middle school
Booker Middle
Assigned school from the MLS record
High school
Booker High
Assigned school from the MLS record
Frequently asked questions
What would 2101 HARBOURSIDE DRIVE, LONGBOAT KEY cost per month?
About $8,650 a month: $7,560 principal and interest, $1,090 property tax. That assumes 20% down at 6.5% over 30 years, and leaves out insurance.
Is 2101 HARBOURSIDE DRIVE, LONGBOAT KEY priced fairly?
Comparable homes nearby put it between $1,478,873 and $1,701,499, with $1,590,186 in the middle. Those are asking prices, not closed sales: 8 properties of the same type within three miles, each within 20% of this one's size and a bedroom either way, at a median of $722 a square foot.
How does 2101 HARBOURSIDE DRIVE, LONGBOAT KEY compare to nearby homes?
8 comparable properties within three miles. The nearest: 2110 HARBOURSIDE DRIVE, LONGBOAT KEY, FL at $623,000, 2,031 sq ft, 0.21 miles away; 2185 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL at $1,995,000, 2,448 sq ft, 0.29 miles away; 2165 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL at $2,350,000, 2,485 sq ft, 0.29 miles away.
How long has 2101 HARBOURSIDE DRIVE, LONGBOAT KEY been on the market?
1 day on the market.
Has the price of 2101 HARBOURSIDE DRIVE, LONGBOAT KEY changed?
The price has not moved since it was listed.
How big is 2101 HARBOURSIDE DRIVE, LONGBOAT KEY?
3 bed, 3 bath, 2,204 square feet. That is $678 a square foot.
What year was 2101 HARBOURSIDE DRIVE, LONGBOAT KEY built?
Built in 1984.
What is the HOA fee at 2101 HARBOURSIDE DRIVE, LONGBOAT KEY?
The feed lists no association fee for this property.
What are the property taxes at 2101 HARBOURSIDE DRIVE, LONGBOAT KEY?
Property tax works out to about $1,090 a month, $13,085 a year, on the 2025 assessment.
Is 2101 HARBOURSIDE DRIVE, LONGBOAT KEY still available?
It is still on the market.