4440 EXETER DRIVE #106, Longboat Key, FL 34228
Property image
Property image
FOR SALE
3D VIEW

$649,000

  • 2 Beds
  • 2 Baths
  • 1,376 sqft

4440 EXETER DRIVE #106, Longboat Key, FL 34228

Est. Mortgage $5,773/mo*
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Home Highlights

Condo
Built in 1970
$472/sqft
1 Carport Spaces
HOA $1,560/mo

Local Information

  • Map ViewExplore the area around 4440 EXETER DRIVE #106.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Welcome to Longboat Harbour, a gated waterfront community offering resort-style living on beautiful Longboat Key. This first-floor corner unit, N-106, features two bedrooms, two baths, and an assigned covered carport — all set against unparalleled views of Sarasota Bay and the Intracoastal Waterway. Step inside to find ceramis plank flooring throughout and a light-filled, open layout designed to maximize both comfort and scenery. The bright kitchen offers a convenient pass-through to the dining area and living room, allowing you to stay connected with guests while preparing meals. The spacious living room is lined with windows facing the water, delivering breathtaking sunrise views each morning. Sliding glass doors from both bedrooms open to a tiled three-season lanai, complete with additional sliders that lead directly to the outdoors — perfect for embracing Florida’s coastal lifestyle. Both bathrooms feature elegant granite countertops for durability and easy maintenance. ?? Exceptional Community Amenities Include: Private Beach Club with Parking, Four heated pools, Tennis and pickel balls courts, Fitness center, Clubhouse, On-ste manager and boat docks. (Available on a first come basis for sail or power boats) Whether you’re seeking a full-time residence, seasonal retreat, or investment opportunity, this waterfront gem offers the perfect blend of luxury, comfort, and active coastal living.
Last check for updates: about 16 hours ago
Listing Provided by: Roger Richmond, (941) 456-6281
KELLER WILLIAMS ISLAND LIFE REAL ESTATE, (941) 254-6467
Tiffany Monday Richmond, (941) 258-2735
KELLER WILLIAMS ISLAND LIFE REAL ESTATE, (941) 254-6467
Originating MLS: Venice
Source: Stellar MLS, MLS#D6146366
Also Listed on Stellar MLS.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 4440 EXETER DRIVE #106

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Primary Bedroom, Bedroom 2, Dining Room, Foyer, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1376 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Phone Available, Public, Sewer Connected, Street LightsAppliances: Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Range Hood, RefrigeratorDishwasherDisposalLaundry: Common AreaMicrowaveRefrigerator
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Window TreatmentsDoor: Sliding DoorsFlooring: Luxury VinylCommon Walls: Corner Unit
Levels, Entrance, & Accessibility
Stories: 3Number of Stories: 3Levels: Three Or MoreFloors: Luxury Vinyl
View
Has a ViewView: Water, Bay/Harbor - Full

Exterior Features

Exterior Home Features
Roof: MembraneExterior: Lighting, Private Entrance, Private Mailbox, Sidewalk, StorageFoundation: SlabNo Private Pool
Parking & Garage
Number of Carport Spaces: 1Number of Covered Spaces: 1Has a CarportNo GarageNo Attached GarageParking Spaces: 1Parking: Carport
Frontage
WaterfrontWaterfront: Bay/Harbor Front, Canal Front, Waterfront, Bay/Harbor, Bay/Harbor Access, Bridges - No Fixed Bridges, Sailboat Water, SeawallResponsible for Road Maintenance: Private Maintained RoadRoad Surface Type: AsphaltOn Waterfront
Water & Sewer
Sewer: Public SewerWater Body: SARASOTA BAY

Days on Market

Cumulative Days on Market: 178Days on Market: 180+

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 8008424452

Price & Status

Price
List Price: $649,000Price Per Sqft: $472
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: Active

Location

Direction & Address
City: LONGBOAT KEYCommunity: LONGBOAT HARBOUR

Agent Information

Listing Agent
Listing ID: D6146366

Building

Building Area
Building Area: 1376 Square Feet
Community rooms
Fitness Center

Community

Community Features: Bay/Harbor Front, Canal Front, Dock, Intracoastal Waterway, Water Access, Waterfront, Association Recreation - Owned, Buyer Approval Required, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - No Guard, Pool, Sidewalks, Special Community Restrictions, Tennis Court(s)Not Senior Community

HOA

HOA Fee Includes: Common Area Taxes, Community Pool, Maintenance Structure, Maintenance Grounds, Manager, Pest Control, Pool Maintenance, Private Road, Recreational Facilities, Sewer, Trash, WaterHOA Name: Michelle AndrewsAssociation for this Listing: VeniceHas an HOAHOA Fee: $1,560/Monthly

Lot Information

Lot Area: 23.9934 Acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: D6146366Water ViewWater View: Water, Bay/Harbor - FullBack On Market Date: Sun Aug 30 2026Showing Requirements: Call Listing AgentUniversal Property Id: US-12081-N-8008424452-S-106

Additional Information

Bay/Harbor FrontCanal FrontDockIntracoastal WaterwayWater AccessWaterfrontAssociation Recreation - OwnedBuyer Approval RequiredClubhouseDeed RestrictionsGated Community - No GuardPoolSidewalksSpecial Community RestrictionsTennis Court(s)

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. "
  • 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 "
  • Trulia User
    "We have monthly concerts at our Town Center during season. We also have small town 4th of July and Christmas parades"
  • Jonettesullivan
    "Dogs are plentiful and welcomed up to 50lbs. Over half of the residents in the neighborhood have a pet. "
  • 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"
  • 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. "
  • 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."
  • 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."
  • 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."
  • 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."
  • tom_sweet
    "Beautiful place. It's only 5 minutes from St. Armands Circle where there are great restaurants and shops. "
  • tom_sweet
    "Only 5 minutes away from the restaurants in St. Armands Circle and Sarasota makes it so convenient to go out. "
  • 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. "

Market trends in Longboat Key

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

Home Value

Trulia Estimate
$604K
Since last month
Increased$900 (+0.1%)
Since last year
Decreased$11K (-1.8%)
Since last sale
Decreased$400 (-0.1%)
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 +66% in the last 10 years
MonthEstimated value
2026
September 2026$605K
August 2026$604K
July 2026$605K
June 2026$606K
May 2026$619K
April 2026$618K
March 2026$617K
February 2026$642K
January 2026$622K
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
0.08
Condo
$585,000
01/16/26
2
2
1,316
0.00
Condo
$505,000
12/05/25
2
2
1,168
0.47
Condo
$650,000
01/15/26
2
2
1,312
0.47
Condo
$650,000
03/23/26
2
2
1,312
0.47
Condo
$671,500
06/17/26
2
2
1,325
0.47
Condo
$644,950
07/18/26
2
2
1,523
0.47
Condo
$685,000
08/20/26
2
2
1,325
0.47
Condo
$537,500
11/05/25
2
2
1,312
0.13
Condo
$575,000
11/24/25
2
2
1,148
0.47
Condo
$701,000
03/27/26
2
2
1,523

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
0.06
$525,000
2
2
1,152
Recently Sold
0.00
$547,800
2
2
1,342
Off Market
0.00
$359,100
2
2
1,090
Off Market
0.00
$314,900
2
2
1,092
Off Market
0.00
$460,000
2
2
1,152
Recently Sold
0.00
$455,400
2
2
992
Off Market
0.00
$357,000
1
1
837
Recently Sold
0.00
$668,000
2
2
1,168
Off Market
0.00
$325,000
1
1
837
Recently Sold
0.00
$765,000
2
2
1,152
Off Market
0.00
$499,000
2
2
1,152
For Sale
0.00
$550,000
2
2
1,152
Recently Sold

Price and Tax history

DateEventPrice
Feb 27, 2026
Source: Stellar MLS #D6146366
Listed For Sale
$649,000
Jan 21, 2022
Source: N/A
Sold
$605,000
Oct 28, 2021
Source: N/A
Listed For Sale
$595,000
Nov 16, 2017
Source: Agent Provided
ListingRemoved
$2,050
Nov 7, 2017
Source: Agent Provided
PriceChange
$2,050
Price decreased by 2%

LGBTQ Local Legal Protections

Roger Richmond, KELLER WILLIAMS ISLAND LIFE REAL ESTATE, (941) 254-6467
Agent Phone: (941) 456-6281

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Frequently asked questions about 4440 EXETER DRIVE #106

  • What is the estimated monthly payment for 4440 EXETER DRIVE #106?
    Based on a $649,000 list price with 20% down at today's rates, the estimated monthly payment for 4440 EXETER DRIVE #106 in Longboat Key, FL is approximately $4,290 (about $3,528 principal & interest, $687 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 4440 EXETER DRIVE #106 compare to homes in Longboat Key?
    4440 EXETER DRIVE #106 in Longboat Key, FL is listed at $649,000, about 31% below the $947K median sale price in Longboat Key.
  • What do residents say about Longboat Key?
    Residents describe Longboat Key, FL as quiet, dog-friendly, and easy to park in. Most residents say you need a car. See homes for sale in Longboat Key, FL.
  • What are the closest schools to 4440 EXETER DRIVE #106?
    The closest schools to 4440 EXETER DRIVE #106 in Longboat Key, FL are Anna Maria Elementary School (Pre-K, rated 9/10), Bayshore High School (Middle, rated 2/10), Martha B. King Middle School (rated 4/10).
  • Does 4440 EXETER DRIVE #106 have air conditioning?
    Yes, 4440 EXETER DRIVE #106 in Longboat Key, FL has air conditioning.
  • Does 4440 EXETER DRIVE #106 have a pool?
    Yes, 4440 EXETER DRIVE #106 in Longboat Key, FL has a pool.
4440 EXETER DRIVE #106, Longboat Key, FL 34228 is a 2 bedroom, 2 bathroom, 1,376 sqft condo built in 1970. This property is currently available for sale and was listed by Stellar MLS on Feb 27, 2026. The MLS # for this home is MLS# D6146366.