
5448 CHATHAM SQUARE WAY, BRADENTON, FL, 34203
Active18 days on marketListed Oct 20, 2026MLS #A4710021
About this home
5448 CHATHAM SQUARE WAY
BEAUTIFUL WATERFRONT VILLA IN THE GATED COMMUNITY OF FAIRFIELD! Discover effortless Florida living in this beautifully maintained 2-bedroom plus den, 2-bathroom waterfront villa with an attached 2-car garage, located in the highly desirable Fairfield community by Neal Communities in Bradenton. Thoughtfully designed with a spacious split-bedroom floor plan, this inviting residence offers an abundance of natural light, elegant tray ceilings, plantation shutters throughout, and beautiful lake views. The open-concept living and dining areas feature tile flooring and flow seamlessly into the well-appointed kitchen, complete with granite countertops, stainless steel appliances, abundant cabinetry, and desirable NATURAL GAS cooking. Privately situated at the rear of the home, the spacious primary suite features attractive wood-look laminate flooring, an updated en-suite bathroom, and peaceful surroundings. The generously sized guest bedroom is thoughtfully positioned away from the primary suite, while the versatile den with laminate wood flooring offers the perfect space for a home office, additional sitting room, or guest accommodations. Step through the plantation-shuttered sliding glass doors onto your private screened lanai, where tranquil waterfront views create the ideal setting for morning coffee, outdoor dining, or relaxing Florida evenings. Additional features include a welcoming covered front porch, separate interior laundry room, tile roof, and attached 2-car garage. Fairfield offers a wonderful LOW-MAINTENANCE LIFESTYLE with lawn maintenance included, allowing residents more time to enjoy the exceptional community amenities, including a heated swimming pool, relaxing spa, fitness center, and community gathering room. Ideally situated WEST OF I-75, this gated community offers convenient access to shopping, dining, downtown Bradenton, the scenic Riverwalk along the Manatee River, Sarasota, and the world-famous white sand beaches of Anna Maria Island. Whether you're seeking a year-round residence or the perfect seasonal Florida retreat, this exceptional waterfront villa delivers the ideal combination of comfort, convenience, and Florida lifestyle
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,530
Sqft
0.13 ac
Lot size
2
Garage
2015
Year built
One
Levels
$293
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 and the real association fee — not generic estimates.
$4,026 /mo · 3.5% down FHA, 30-yr fixed at 7.5%
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
$4,026/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.
Can I afford this home? → See what you can comfortably afford from your income, debts and savings.
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
+29.6%
$/sqft vs Bradenton actives
$293 vs $232
Days on market
18 vs 56 typical
Where $293/sqft sits among the 400 Bradenton actives
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 Fairfield
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Bradenton. See the full Bradenton guide →
Fairfield — neighborhood snapshot
Population
282
Median age
72
Median income
$62,094
Avg household
2
For the school run
Manatee County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Bradenton market
$400K → $425K
Bradenton median sold, yr/yr
96.0%
Sale-to-list ratio (12 mo)
170 of 400
Bradenton actives have cut their price
Median sold price, Bradenton, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 66% above the BRADENTON 34203 median. See the full Bradenton market guide →
Paper trail
This home's history
Reality check
What actually sold near 5448 CHATHAM SQUARE WAY
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Aug ’26$310,000
4894 MAYMONT PARK CIRCLE · same community
2 bd · 2 ba · 1,525 sqft · $203/sqft · 92 DOM
Sold · Nov ’25$285,000
5418 FAIRFIELD BOULEVARD · same community
3 bd · 2 ba · 1,525 sqft · $187/sqft · 153 DOM
Sold · Feb ’26$365,000
5034 MAYMONT PARK CIRCLE · same community
2 bd · 2 ba · 1,525 sqft · $239/sqft · 138 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
John Carpenter
CFO/Broker · CENTURY 21 Edge
Tours, negotiation, and every question about 5448 CHATHAM SQUARE WAY — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5448 CHATHAM SQUARE WAY — before you fall in love.
See it in person
Schedule a tour
Live availability from John's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
5448 CHATHAM SQUARE WAY FAQs
What would the monthly payment be for 5448 CHATHAM SQUARE WAY?+
With 3.5% down on a 30-year FHA loan at 7.5%, the all-in payment lands around $4,026/mo — principal and interest, the actual property-tax bill, the $334/mo association fee 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.
How much are the HOA fees at 5448 CHATHAM SQUARE WAY?+
The association fee works out to $334 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 5448 CHATHAM SQUARE WAY?+
The most recent tax bill on record (2025) was $3,007. 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 5448 CHATHAM SQUARE WAY?+
The listing reports pets: Cats OK, Dogs OK. 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 Bradenton?+
At $449,000, this home is listed about 16% above the Bradenton median of $386,700. The market section on this page shows how the area is trending.
Which schools are assigned to 5448 CHATHAM SQUARE WAY?+
Braden River High School (high), Tara Elementary School (elementary), Braden River Middle School (middle) — Manatee County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$449,000 runs 66% above the BRADENTON 34203 median.
02Water views
The water view is part of what you're buying — views hold value independently of the structure.
03Strong assigned schools
Braden River High School, Tara Elementary School, Braden River Middle School — Tara Elementary School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of REAL ESTATE SPECIALTY SVCS II · Tracey Young. MLS #A4710021.
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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