CENTURY 21 Edge
SoldSold Sep 2025
$920,000Sold Sep 2025Listed at $990,0004 bd4 ba3,413 sqft$290 /sqft

3431 CHESTERTOWN LOOP, BRADENTON, FL, 34211

Sold377 days on marketListed Jul 9, 2025Sold Sep 2, 2025MLS #A4658191

Reduced $5KWaterfrontPrivate poolSingle Family ResidenceMALLORY PARK PH II SUBPH C & D

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

Private poolWaterfrontWater viewPets allowed

Inside

FlooringCarpet · Tile
AppliancesBar Fridge · Built-In Oven · Cooktop · Dishwasher · Disposal · Dryer · Gas Water Heater · Ice Maker · Kitchen Reverse Osmosis System · Microwave · Range Hood · Refrigerator · Washer · Wine Refrigerator
InteriorBuilt-in Features · Ceiling Fan(s) · Eating Space In Kitchen · High Ceilings · In Wall Pest System · Kitchen/Family Room Combo · Open Floorplan · Primary Bedroom Main Floor · Solid Wood Cabinets · Stone Counters · Thermostat · Tray Ceiling(s) · Walk-In Closet(s) · Window Treatments
LaundryInside · Laundry Room
CoolingCentral Air
HeatingCentral · Electric

Outside & construction

RoofTile
ConstructionBlock · Stucco
FoundationSlab
ViewWater
FacesSoutheast
ParkingDriveway · Garage Door Opener
ExteriorLighting · Outdoor Kitchen · Rain Gutters · Sidewalk · Sliding Doors

Community & fees

HOA fee$399/mo
Taxes (2024)$9,960/yr
PetsYes
CommunityClubhouse · Community Mailbox · Deed Restrictions · Dog Park · Fitness Center · Gated Community - No Guard · Golf Carts OK · Irrigation-Reclaimed Water · Park · Playground · Pool · Sidewalks · Tennis Court(s)

Utilities & systems

UtilitiesBB/HS Internet Available · Cable Available · Electricity Available · Natural Gas Available · Public · Sewer Available · Water Available
WaterPublic

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

108
97
89 · this home
42
27
37
$123–183$183–242$242–302$302–361$361–421$421+

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

Map of 3431 CHESTERTOWN LOOP

Get to know Bradenton. See the full Bradenton guide →

The numbers that matter

The Bradenton market

Seller’s marketBalanced5.4 months of inventoryBuyer’s 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

CurrentPrice reduced to $990,000 $5K
Jul 9, 2025Listed at $995,000 · 377 days on market since
2020Built · MALLORY PARK PH II SUBPH C & D

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.

3431 CHESTERTOWN LOOPSold · Sep ’25

$920,000

3431 CHESTERTOWN LOOP · same community

4 bd · 4 ba · 3,413 sqft · $270/sqft · 23 DOM

3442 CHESTERTOWN LOOPSold · Mar ’26

$740,000

3442 CHESTERTOWN LOOP · same community

4 bd · 3.5 ba · 2,859 sqft · $259/sqft · 298 DOM

3116 ANCHOR BAY TRAILSold · 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.

Jessica Stickler

Your agent

Jessica Stickler

REALTOR® · CENTURY 21 Edge

Tours, negotiation, and every question about 3431 CHESTERTOWN LOOP — start here.

Andrew Acosta

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.

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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