4350 CHATHAM DRIVE UNIT 106, LONGBOAT KEY, FL, 34228
Active130 days on marketListed Mar 26, 2026MLS #A4687361
About this home
4350 CHATHAM DRIVE UNIT 106
Light, bright, charming and ready to move into! Kitchen gutted to studs, totally updated. Tile floors, lots of closet space throughout. Updated baths, Enclosed Lanai with tile floors and electric shades overlooks lovely water view. Lovely updated decor. Furnishings are negotiable . Longboat Harbour is amenity packed- 4 heated pools, tennis/pickleball, At the clubhouse/communinity center there is a full equipped gym with sauna and lockers, library, wood shop, kayak float/launch, social room, billiards room, shuffleboard. Great location! The community laundry room and pool are just around the corner and this unit in Building E has the shortest walk to the deeded beach access across the street, where there are restrooms and showers. Longboat Harbour is a very vibrant community with many social activites. An excellent rental as well. No water intrusions post-hurricanes 2024. Management confirms a washer/dryer can be installed in unit under Association Guidelines"
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,072
Sqft
0 ac
Lot size
1969
Year built
One
Levels
$372
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$2,875 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$2,875/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
−27.8%
$/sqft vs LONGBOAT HARBOUR
$372 vs $472
Days on market
130 vs 95 typical
Where $372/sqft sits among the 8 homes for sale in LONGBOAT HARBOUR
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Longboat Key
Get to know Longboat Key. See the full Longboat Key guide →
LONGBOAT KEY 34228 — neighborhood snapshot
Population
7,512
Median age
71.5
Median income
$143,365
Median home value
$959,200
Avg household
1.8
Households w/ children
51%
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Longboat Key market
$820K → $893K
Longboat Key median sold, yr/yr
92.8%
Sale-to-list ratio (12 mo)
4 of 8
LONGBOAT HARBOUR have cut their price
Median sold price, Longboat Key, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 39% below the LONGBOAT KEY 34228 median. See the full Longboat Key market guide →
Paper trail
This home's history
Reality check
What actually sold near 4350 CHATHAM DRIVE UNIT 106
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Mar ’26$525,000
4350 CHATHAM DRIVE UNIT E307 · same community
2 bd · 2 ba · 1,072 sqft · $490/sqft · 87 DOM
Sold · Jul ’26$525,000
4390 EXETER DRIVE UNIT 206 · same community
2 bd · 2 ba · 1,152 sqft · $456/sqft · 212 DOM
Sold · Apr ’26$550,000
4420 EXETER DRIVE UNIT 307 · same community
2 bd · 2 ba · 1,152 sqft · $477/sqft · 65 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 4350 CHATHAM DRIVE UNIT 106 — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 4350 CHATHAM DRIVE UNIT 106 — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
4350 CHATHAM DRIVE UNIT 106 FAQs
What would the monthly payment be for 4350 CHATHAM DRIVE UNIT 106?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,875/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 4350 CHATHAM DRIVE UNIT 106?+
The most recent tax bill on record (2025) was $2,272. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 4350 CHATHAM DRIVE UNIT 106?+
The listing reports pets: No. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Longboat Key?+
At $399,000, this home is listed about 58% below the Longboat Key median of $960,000. The market section on this page shows how the area is trending.
Which schools are assigned to 4350 CHATHAM DRIVE UNIT 106?+
Booker High School (high), Southside Elementary School (elementary), Booker Middle School (middle) — Sarasota County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Under the LONGBOAT KEY 34228 market on paper
$399,000 is 39% below the LONGBOAT KEY 34228 median of $649,000, and at $372/sqft it sits under the Longboat Key average of $844.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Strong assigned schools
Booker High School, Southside Elementary School, Booker Middle School — Southside Elementary School rates 5 of 5. Always verify assignments with the district.
04The price has already moved
Listed at $409,000, now $399,000 — a $10K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of MICHAEL SAUNDERS & COMPANY · Michael Yawitz. MLS #A4687361.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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