4440 Exeter Dr #303, Longboat Key, FL 34228
Property image
Property image
OFF MARKET

$549,000

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,152 sqft

4440 Exeter Dr #303, Longboat Key, FL 34228

Est. Refi. Payment $3,575/mo*
Refinance Your Home
Currently Off Market - Sold Nov 15, 2017 for $300,000

Home Value

Trulia Estimate
$549K
Since last month
Decreased$5K (-1%)
Since last year
Increased$1K (+0.2%)
Since last sale
Increased$248K (+82.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +70% in the last 10 years
MonthEstimated value
2026
September 2026$548K
August 2026$549K
July 2026$554K
June 2026$563K
May 2026$555K
April 2026$557K
March 2026$562K
February 2026$559K
January 2026$550K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4380 EXETER DRIVE #303, Longboat Key, FL
0.02
Condo
$460,000
12/17/25
2
2
1,152
527 SUTTON PLACE, Longboat Key, FL
0.12
Condo
$325,000
06/08/26
2
1.5
1,088
534 SUTTON PLACE #534, Longboat Key, FL
0.14
Condo
$296,000
08/27/26
2
2
1,278
4400 EXETER DRIVE #J-201, Longboat Key, FL
0.02
Condo
$505,000
12/05/25
2
2
1,168
576 SUTTON PLACE, Longboat Key, FL
0.14
Condo
$325,000
04/20/26
2
2
1,270
4420 EXETER DRIVE #307, Longboat Key, FL
0.02
Condo
$550,000
04/10/26
2
2
1,152
549 SUTTON PLACE, Longboat Key, FL
0.14
Condo
$320,000
05/29/26
2
1.5
1,008
4350 CHATHAM DRIVE #E307, Longboat Key, FL
0.02
Condo
$525,000
03/13/26
2
2
1,072
4400 Exeter Dr #201, Longboat Key, FL
0.00
Condo
$505,000
12/08/25
2
2
1,376
4370 CHATHAM DRIVE #204, Longboat Key, FL
0.02
Condo
$465,000
02/26/26
2
2
928

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
4390 EXETER DRIVE #206, Longboat Key, FL 34228
0.06
$525,000
2
2
1,152
Recently Sold
4330 FALMOUTH DRIVE #308, Longboat Key, FL 34228
0.02
$561,200
2
2
1,342
Off Market
4340 FALMOUTH DRIVE #203, Longboat Key, FL 34228
0.02
$366,300
2
2
1,090
Off Market
4360 CHATHAM DRIVE #108, Longboat Key, FL 34228
0.02
$321,300
2
2
1,092
Off Market
4380 EXETER DRIVE #303, Longboat Key, FL 34228
0.02
$460,000
2
2
1,152
Recently Sold
4380 EXETER DRIVE #304, Longboat Key, FL 34228
0.02
$464,600
2
2
992
Off Market
4390 EXETER DRIVE #104, Longboat Key, FL 34228
0.02
$357,000
1
1
837
Recently Sold
4390 EXETER DRIVE #208, Longboat Key, FL 34228
0.02
$677,800
2
2
1,168
Off Market
4390 EXETER DRIVE #305, Longboat Key, FL 34228
0.02
$325,000
1
1
837
Recently Sold
4420 EXETER DRIVE #302, Longboat Key, FL 34228
0.02
$780,600
2
2
1,152
Off Market
4420 EXETER DRIVE #303, Longboat Key, FL 34228
0.02
$550,000
2
2
1,152
For Sale
4420 EXETER DRIVE #307, Longboat Key, FL 34228
0.02
$550,000
2
2
1,152
Recently Sold

Local Information

  • Map ViewExplore the area around 4440 Exeter Dr #303.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 1970
1,152 sqft
$477/sqft

About this House

LONGBOAT HARBOUR - BAYSIDE MONTHLY SEASONAL VACATION RENTAL ON LONGBOAT KEY. Gorgeous canal views of Sarasota Bay from this 3rd floor, 2-bed/2-bath Turn-key furnished condo. Comfortable and nicely furnished with screened lanai and canal view featuring wildlife, fish and occasional dolphin spottings throughout the day. Longboat Harbour is one of the island's most popular vacation destinations and is known for its friendly, active lifestyle. Amenities include four community pools, tennis courts, billiard room, ping pong table, card table room, shuffleboard, putting green, community BBQ area, boat/kayak docks, lending library, men's and ladies showers/sauna and restrooms, fully equipped gym and private beach access. Longboat Harbour has private beach access directly across Gulf of Mexico Drive at the newly remodeled pavilion including private parking, storage, rest rooms, showers and tables. There is docking available on a first come basis and a floating dock for kayaks and canoes. This furnished residence comes with one covered parking space. Seasonal and off-season rates apply. Amenities include four community pools, tennis courts, billiard room, ping pong table, card table room, shuffleboard, putting green, community BBQ area, boat/kayak docks, lending library, men's and ladies showers/sauna and restrooms, fully equipped gym and private beach access. Longboat Harbour has private beach access directly across Gulf of Mexico Drive at the newly remodeled pavilion including private parking, storage, rest rooms, showers and tables. There is docking available on a first come basis and a floating dock for kayaks and canoes. This furnished residence comes with one covered parking space. Rates shown are base rents that include utilities. Additional fees include departure cleaning fees, Internet fees if not provided by Owner, sales/resort taxes and pet fees if applicable. Note that rates are subject to change without notice and reservations are not guaranteed until initial reservation deposit is received.
4440 Exeter Dr #303, Longboat Key, FL 34228 is a 2 bedroom, 2 bathroom, 1,152 sqft condo built in 1970. It last sold for $300,000 on Nov 15, 2017. More recently, it was listed as a rental in April 2020 with an asking price of $4,000 per month. That rental listing was removed on January 12, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $549,000.

Home Details for 4440 Exeter Dr #303

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 3
Appliances & Utilities
DishwasherMicrowaveRefrigerator

Exterior Features

Exterior Home Features
Roof: Built UpExterior: Stone, Brick
Pool
Pool
Parking & Garage
Parking Space: 1Parking: None

Property Information

Year Built
Year Built: 1970Year Updated: 1992
Property Type / Style
Property Type: CondoArchitecture: Other

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Mar 26, 2025
Source: Stellar MLS #A4632693
ListingRemoved
$595,000
Dec 20, 2024
Source: Stellar MLS #A4632693
Listed For Sale
$595,000
Jan 12, 2021
Source: Stellar MLS
ListingRemoved
Oct 19, 2020
Source: Agent Provided
PriceChange
$3,800
Price decreased by 5%
Apr 13, 2020
Source: Agent Provided
Listed For Rent
$4,000

Market trends in Longboat Key

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$947K
$16.67KMoM
Sale-to-List Price
94.2%
0.3%MoM
Price per sq ft
$569
$43MoM
Available listings
294
31MoM

Around this home

What Locals Say about Longboat Key

At least 28 Trulia users voted on each feature.

  • 91 % Say it's quiet

  • 88 % Say car is needed

  • 85 % Say it's dog friendly

  • 84 % Say parking is easy

  • 81 % Say people would walk alone at night

  • 79 % Say they plan to stay for at least 5 years

  • 63 % Say there are sidewalks

  • 55 % Say streets are well-lit

  • 47 % Say neighbors are friendly

  • 47 % Say it's walkable to grocery stores

  • 46 % Say it's walkable to restaurants

  • 46 % Say there's holiday spirit

  • 46 % Say there are community events

  • 45 % Say there's wildlife

  • 43 % Say yards are well-kept

  • 24 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Gabriel Rodriguez
    "Quiet beach town that is a gem and well kept secret. We love to visit for the past 23 years and are planning to retire here. "
    0
    Flag
  • Dougtibbetts
    "My neighborhood is full of amenities. 27 holes of golf, 20 tennis courts, 8 -pickle ball courts, marina,restaurants, banks, pharmacy post office all within easy walking distance "
    1
    Flag
  • Trulia User
    "We have monthly concerts at our Town Center during season. We also have small town 4th of July and Christmas parades"
    0
    Flag
  • Jonettesullivan
    "Dogs are plentiful and welcomed up to 50lbs. Over half of the residents in the neighborhood have a pet. "
    0
    Flag
  • Dougtibbetts
    "Safe area with many amenities like tennis, golf, boating.. Publix, CVS, banking, post office and many restaurants in the area. St Armand’s is nearby"
    0
    Flag
  • Dogwooddesigns2
    "O It is a barrier island on the Gulf of Mexico, close to the sophisticated city of Sarasota for fine dining and the arts. "
    0
    Flag
  • Jeffrey D Carman
    "It is an Old Fishing Village and still has a quaint charm to it with Full time, part time, and short term renters inhabiting this neighborhood, with LOTS of Dogs and Peacocks."
    4
    Flag
  • Skisundance
    "A small condo community with very few renters. Owners are very friendly, but also allow you to have your own space. The pool is rarely used. Spring break sees more visitors, so that is the busiest time. You can walk for miles on the beach - or pop across the street for shopping and at least 3 restaurants."
    4
    Flag
  • Lawrence b.
    "I'm on vacation here. I plan to come here every year to the same place. We have a wonderful view of the Gulf."
    0
    Flag
  • Kristonlamb
    "We are a community of neighbors that regularly interact and look out for one another. We walk our dogs to the bay for sunrise, and ride our bikes to the beach at sunset."
    1
    Flag
  • tom_sweet
    "Beautiful place. It's only 5 minutes from St. Armands Circle where there are great restaurants and shops. "
    0
    Flag
  • tom_sweet
    "Only 5 minutes away from the restaurants in St. Armands Circle and Sarasota makes it so convenient to go out. "
    0
    Flag
  • Janet M.
    "Great place to live, a short stroll to either the gulf to swim or the pool to swim. If you have a boat, great place to dock it and enjoy the inner coastal waterway. "
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 4440 Exeter Dr #303

  • What is 4440 Exeter Dr #303 estimated to be worth?
    Trulia's estimated value for 4440 Exeter Dr #303 in Longboat Key, FL is $549,000.
  • What is the price history for 4440 Exeter Dr #303?
    4440 Exeter Dr #303 in Longboat Key, FL last sold for $300,000 in November 2017.
  • Is Longboat Key a buyer's or seller's market?
    Longboat Key is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Longboat Key?
    The median sale price in Longboat Key is $947K. That is up $16.67K from the prior month.
  • Does 4440 Exeter Dr #303 have air conditioning?
    Yes, 4440 Exeter Dr #303 in Longboat Key, FL has air conditioning.
  • Does 4440 Exeter Dr #303 have a pool?
    Yes, 4440 Exeter Dr #303 in Longboat Key, FL has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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