Is Longboat Key, FL quiet?

As of early 2026, 91% of users say it's quiet

Is a car needed in Longboat Key, FL?

As of early 2026, 88% of users say car is needed

Is Longboat Key, FL dog-friendly?

As of early 2026, 85% of users say it's dog friendly

Is parking easy in Longboat Key, FL?

As of early 2026, 84% of users say parking is easy

Would people walk alone at night in Longboat Key, FL?

As of early 2026, 81% of users say people would walk alone at night

Do residents of Longboat Key, FL plan to stay at least 5 years?

As of early 2026, 79% of users say they plan to stay for at least 5 years

Does Longboat Key, FL have sidewalks?

As of early 2026, 63% of users say there are sidewalks

Are the streets well-lit in Longboat Key, FL?

As of early 2026, 55% of users say streets are well-lit

Are neighbors friendly in Longboat Key, FL?

As of early 2026, 47% of users say neighbors are friendly

Is Longboat Key, FL walkable to grocery stores?

As of early 2026, 47% of users say it's walkable to grocery stores

Is Longboat Key, FL walkable to restaurants?

As of early 2026, 46% of users say it's walkable to restaurants

Does Longboat Key, FL show holiday spirit?

As of early 2026, 46% of users say there's holiday spirit

Are there community events in Longboat Key, FL?

As of early 2026, 46% of users say there are community events

Is there wildlife in Longboat Key, FL?

As of early 2026, 45% of users say there's wildlife

Are yards well-kept in Longboat Key, FL?

As of early 2026, 43% of users say yards are well-kept

Do kids play outside in Longboat Key, FL?

As of early 2026, 24% of users say kids play outside

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 $930K. That is down $109K from the prior month.

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 recently sold homes in Longboat Key, FL .

What are the closest schools to 4350 Chatham Dr #E101?

The closest schools to 4350 Chatham Dr #E101 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).

OFF MARKET

4350 Chatham Dr #E101, Longboat Key, FL 34228

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
4325 Gulf Of Mexico Dr #203, Longboat Key, FL	0.14	Single-Family Home	$400,000	12/02/25	3	2.5	1,336
4840 GULF OF MEXICO DRIVE #Villa 15, Longboat Key, FL	0.59	Single-Family Home	$399,999	05/29/26	2	2	1,084
569 ROUNTREE DRIVE, Longboat Key, FL	0.63	Single-Family Home	$2,890,000	06/10/26	3	3.5	2,756
5005 GULF OF MEXICO DRIVE #5, Longboat Key, FL	0.85	Single-Family Home	$3,500,000	06/23/26	4	4.5	4,044
3806 Gulf Of Mexico Dr #C102, Longboat Key, FL	0.92	Single-Family Home	$300,000	05/01/26	2	2	1,027
3710 Gulf Of Mexico Dr #A3, Longboat Key, FL	1.00	Single-Family Home	$375,900	09/15/25	2	2	750
3576 FAIR OAKS WAY, Longboat Key, FL	1.26	Single-Family Home	$2,800,000	04/30/26	3	5.5	3,727
3531 BAYOU POINTE, Longboat Key, FL	1.30	Single-Family Home	$3,500,000	10/21/25	5	4.5	4,200
3620 FAIR OAKS PLACE, Longboat Key, FL	1.31	Single-Family Home	$2,900,000	06/18/26	3	5.5	3,666
3613 FAIR OAKS PLACE, Longboat Key, FL	1.36	Single-Family Home	$1,800,000	02/09/26	3	2	2,232

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
4350 CHATHAM DRIVE #108, Longboat Key, FL 34228	0.02	$631,200	2	2	1,092	Off Market
4401 GULF OF MEXICO DRIVE #704, Longboat Key, FL 34228	0.08	$1,066,600	2	2	1,314	Off Market
4401 GULF OF MEXICO DRIVE #707, Longboat Key, FL 34228	0.08	$1,179,500	2	2	1,314	Off Market
4401 GULF OF MEXICO DRIVE #907, Longboat Key, FL 34228	0.08	$1,081,600	2	2	1,314	Off Market
527 SUTTON PLACE, Longboat Key, FL 34228	0.08	$325,000	2	1.5	1,088	Recently Sold
4425 GULF OF MEXICO DRIVE #101 a, Longboat Key, FL 34228	0.07	$842,800	2	2	1,008	Off Market
4473 GULF OF MEXICO DRIVE, Longboat Key, FL 34228	0.08	$3,295,600	4	4	2,943	Off Market
4360 CHATHAM DRIVE #203, Longboat Key, FL 34228	0.09	$500,300	2	2	1,072	Off Market
4380 EXETER DRIVE #204, Longboat Key, FL 34228	0.09	$515,300	2	2	992	Off Market
4380 EXETER DRIVE #306, Longboat Key, FL 34228	0.09	$547,300	2	2	1,168	Off Market
4390 EXETER DRIVE #204, Longboat Key, FL 34228	0.09	$358,200	1	1	837	Off Market
4400 EXETER DRIVE #205, Longboat Key, FL 34228	0.09	$393,700	1	1	725	Off Market

Homes for rent near 4350 Chatham Dr #E101

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APPLY INSTANTLY
FURNISHED
$13,500/mo
2 bd
2 ba
961 sqft
4401 Gulf Of Mexico Dr #1006,
Longboat Key, FL 34228
APPLY INSTANTLY
FURNISHED
$7,000/mo
2 bd
2 ba
747 sqft
4330 Falmouth Dr,
Longboat Key, FL 34228
APPLY INSTANTLY
FURNISHED
$3,500/mo
Total price
2 bd
2 ba
4320 Falmouth Dr #105-B105-B105,
Longboat Key, FL 34228
$5,500/mo
2 bd
2 ba
1,411 sqft
4325 Gulf Of Mexico Dr #208,
Longboat Key, FL 34228
$12,000/mo
2 bd
2 ba
1,411 sqft
4325 Gulf Of Mexico Dr #408,
Longboat Key, FL 34228
FURNISHED
$9,587/mo
3 bd
2.5 ba
1,336 sqft
4325 Gulf Of Mexico Dr #507,
Longboat Key, FL 34228
FURNISHED
$3,810/mo
1 bd
1 ba
605 Sutton Pl #2-ID1626830P,
Longboat Key, FL 34228
APPLY INSTANTLY
FURNISHED
$2,800/mo
2 bd
1.5 ba
1,008 sqft
597 Sutton Pl,
Longboat Key, FL 34228
FURNISHED
$10,500/mo
3 bd
2 ba
1,576 sqft
4485 Gulf Of Mexico Dr #Penthouse 2,
Longboat Key, FL 34228
APPLY INSTANTLY
FURNISHED
$3,200/mo
1 bd
1 ba
836 sqft
600 Sutton Pl #201,
Longboat Key, FL 34228
See more homes for rent in
Longboat Key
Take a look

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Local Information

Map ViewExplore the area around 4350 Chatham Dr #E101.
Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
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About this House

4350 Chatham Dr #E101 is in Longboat Key, FL and in ZIP code 34228.

4350 Chatham Dr #E101, Longboat Key, FL 34228 is a unknown. This property is not currently displayed as for sale or rent on Trulia.

Home Details for 4350 Chatham Dr #E101

Property Information
Property Type / Style Property Type: Unknown

Additional Cost

Market trends in Longboat Key

Last updated August 2026

Avg. sale price

$930K

$109KMoM

Sale-to-List Price

93.9%

0.3%MoM

Price per sq ft

$612

$39MoM

Available listings

294

31MoM

Around this home

Anna Maria Elementary School
PK-5
Public
180 Students
Manatee
9/10
GreatSchools Rating
Parent Rating Average
This school was so much better before the new principal.
Parent Review
4mo ago
10 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
Visitor
2y ago
"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
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Dougtibbetts
Resident
2y ago
"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
Resident
2y ago
"We have monthly concerts at our Town Center during season. We also have small town 4th of July and Christmas parades"
0
Flag
Jonettesullivan
Resident
2y ago
"Dogs are plentiful and welcomed up to 50lbs. Over half of the residents in the neighborhood have a pet. "
0
Flag
Dougtibbetts
Resident
2y ago
"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
Resident
6y ago
"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
Resident
7y ago
"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
Resident
7y ago
"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
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Lawrence b.
Visitor
8y ago
"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
Resident
8y ago
"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
11y ago
"Beautiful place. It's only 5 minutes from St. Armands Circle where there are great restaurants and shops. "
0
Flag
tom_sweet
12y ago
"Only 5 minutes away from the restaurants in St. Armands Circle and Sarasota makes it so convenient to go out. "
0
Flag
Janet M.
12y ago
"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 4350 Chatham Dr #E101

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 $930K. That is down $109K from the prior month.
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 recently sold homes in Longboat Key, FL.
What are the closest schools to 4350 Chatham Dr #E101?
The closest schools to 4350 Chatham Dr #E101 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).