
3431 CHESTERTOWN LOOP, BRADENTON, FL, 34211
Sold377 days on marketListed Jul 9, 2025Sold Sep 2, 2025MLS #A4658191
About this home
3431 CHESTERTOWN LOOP
Experience refined living in this meticulously customized DiVosta-built Vanderbilt model, featuring 4 bedrooms, 3 full baths, and 2 half baths across more than 3,400 square feet of thoughtfully designed space in the coveted, maintenance-free gated enclave of Mallory Park at Lakewood Ranch. Perfectly situated on a premium waterfront lot with sweeping pond views and lush landscaping, this home delivers the ideal balance of upscale design and everyday functionality. From the moment you arrive, curb appeal shines with a paver driveway, stone-accented front porch, and mature tropical landscaping that frames the home’s inviting exterior. Inside, a bright and open layout sets the tone with a chef’s kitchen featuring extended countertops, built-in wine fridge, walk-in pantry, and a butler’s station. The main floor includes the primary suite with a custom walk-in closet, an office, and a large laundry room equipped with a new washer and dryer installed in 2024. Upstairs, a spacious loft with custom built-ins serves as a bonus living area or media room, accompanied by three guest bedrooms, a Jack and Jill bath, and an additional full bath to accommodate guests or growing households. Designed for indoor and outdoor living, the backyard is a showstopper. Enjoy your private 34x14 heated saltwater pool and spa with color-changing LED lights, a fully screened lanai with paver decking, and a custom outdoor kitchen equipped with a stainless grill, sink, refrigerator, and ample storage. A pool bath adds convenience, while the fully fenced 10x50 dog run is a rare bonus for pet lovers. Every detail has been considered, from ceiling fans in every room to finished garage storage with ceiling racks and shelving. This home is truly move-in ready and offers more than new construction. Mallory Park offers a lifestyle that goes beyond the home, with resort-style amenities including a zero-entry pool with lap lanes, state-of-the-art fitness center, clubhouse, playground, basketball and pickleball courts, and scenic walking trails. Enjoy direct access to Bob Gardner Park with a dog park, disc golf, ball fields, and playgrounds. A private walking path leads to top-rated Lakewood Ranch schools, and you’re just minutes from premier dining, shopping, downtown Sarasota, UTC, and Gulf Coast beaches. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Facts & features
The home at a glance
4
Bedrooms
4
Bathrooms
3,413
Sqft
0.21 ac
Lot size
2
Garage
2020
Year built
Two
Levels
$290
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
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.
$/sqft vs Bradenton actives
$290 vs $240
Days on market
377 vs 53 typical
Where $290/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 Bradenton
Get to know Bradenton. See the full Bradenton guide →
The numbers that matter
The Bradenton market
$410K → $424K
Bradenton median sold, yr/yr
95.7%
Sale-to-list ratio (12 mo)
190 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 150% above the Bradenton median. See the full Bradenton market guide →
Paper trail
This home's history
Reality check
What actually sold near 3431 CHESTERTOWN LOOP
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Sep ’25$920,000
3431 CHESTERTOWN LOOP · same community
4 bd · 4 ba · 3,413 sqft · $270/sqft · 23 DOM
Sold · Mar ’26$740,000
3442 CHESTERTOWN LOOP · same community
4 bd · 3.5 ba · 2,859 sqft · $259/sqft · 298 DOM
Sold · Apr ’26$752,000
3116 ANCHOR BAY TRAIL · same community
4 bd · 3.5 ba · 2,859 sqft · $263/sqft · 23 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
Jessica Stickler
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 3431 CHESTERTOWN LOOP — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 3431 CHESTERTOWN LOOP — before you fall in love.
Selling nearby?
What's your home worth today?
This sale is one data point — your home is another. Get a data-driven estimate built from real closed sales like this one, in about a minute.
The brief
Four things that matter here
01Positioned at the premium end
$990,000 runs 150% above the Bradenton median — but at 3,413 sqft it's also nearly twice the size of the typical Bradenton listing.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Time on market is leverage
377 days on market against a Bradenton median of 53 — sellers in this position are usually ready to negotiate.
04The price has already moved
Listed at $995,000, now $990,000 — a $5K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of KW COASTAL LIVING III · Toni Zarghami. MLS #A4658191.
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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