3442 Chestertown Loop, Bradenton, FL 34211
SOLD
MAR 9, 2026

3442 Chestertown Loop
Bradenton, FL 34211

  • 4 Beds
  • 3.5 Baths
  • 2,859 sqft

$740,000

Last Sold: Mar 9, 2026
1% below list $749K
$259/sqft
Est. Refi. Payment $4,604/mo*
Refinance Your Home

$740,000

Last Sold: Mar 9, 2026
1% below list $749K
$259/sqft
Est. Refi. Payment $4,604/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,859 sqft

Homes for sale near 3442 Chestertown Loop

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Apartments for Rent

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Local Information

Map showing home location
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-- mins to
Commute Destination

Description

**Discover Luxury Living in Mallory Park!** Welcome to your dream home nestled within the highly sought-after community of Lakewood Ranch—where modern elegance meets tranquil living. This meticulously upgraded residence in Mallory Park is designed for those who appreciate sophistication and comfort. Set on a private lot, this stunning property boasts a serene pool area and an array of custom enhancements that elevate everyday living. As you step through the bright foyer, you are greeted by an expansive open-concept main floor that seamlessly blends style with functionality—perfect for entertaining family and friends. The spacious living area flows effortlessly into a gourmet kitchen, featuring a large island that invites culinary creativity and a cozy dinette eating space ideal for casual meals. Two sliding patio doors lead you to your outdoor oasis—a beautifully landscaped heated pool and spa area that serves as both a peaceful retreat and an entertainer’s paradise. Retreat to the first-floor primary suite, where luxury abounds with an elegant ensuite bathroom complete with a walk-in shower and a custom closet system designed for ultimate organization. A versatile flex room near the entrance offers endless possibilities—whether you envision it as an office, den, or additional bedroom, this space adapts to your lifestyle needs. Every detail has been thoughtfully considered in this home; from unique built-in cabinetry in the laundry room to an ingenious office nook tucked under the staircase, functionality meets style at every turn. The first floor is adorned with chic tile flooring that enhances its modern aesthetic. Venture upstairs to discover three generously sized bedrooms—including one with its own ensuite bathroom—and a spacious open loft adorned with warm wood flooring, providing ample room for family gatherings or guest accommodations. Mallory Park offers more than just exquisite homes; it delivers a resort-style living experience complete with amenities such as a community pool, clubhouse, pickleball and basketball courts, playgrounds, and scenic walking trails—all set within an established neighborhood that ensures peace away from construction noise while maintaining proximity to Lakewood Ranch's vibrant lifestyle. Don’t miss out on this rare opportunity to embrace premium Florida living! Schedule your private tour today and experience firsthand what makes this Mallory Park residence truly exceptional.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from March 12, 2026

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Pool
View
No Info
HOA
$364/Monthly
Price/Sqft
$259/sqft
Listed
180+ days ago

Home Details for 3442 Chestertown Loop

Interior Features

Interior Details
Number of Rooms: 9Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bonus Room, Great Room, Kitchen, Laundry, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2859 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water ConnectedAppliances: Dishwasher, Disposal, Dryer, Range, RefrigeratorDishwasherDisposalDryerLaundry: Laundry RoomRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: Heated, In GroundNo FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Double Pane Windows, Window Treatments, Hurricane ShuttersDoor: Sliding DoorsFlooring: Carpet, Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Ceramic Tile
View
No View

Exterior Features

Exterior Home Features
Roof: Concrete TilePatio / Porch: Rear Porch, ScreenedExterior: Irrigation System, SidewalkFoundation: Stem WallHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Pool
Pool: Gunite, Heated, In GroundPool
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 298

Property Information

Year Built
Year Built: 2021
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: Block, StuccoNot a New ConstructionNot Attached PropertyNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Parcel Number: 590025259

Price & Status

Price
List Price: $749,000Price Per Sqft: $259/sqft
Status Change & Dates
Off Market Date: Fri Dec 26 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: BRADENTONCommunity: MALLORY PARK PH II SUBPH C & D
School Information
Elementary School: Gullett ElementaryJr High / Middle School: Dr Mona Jain MiddleHigh School: Lakewood Ranch High

Building

Building Area
Building Area: 3662 Square Feet
Community rooms
Fitness Center

Community

Community Features: Association Recreation - Owned, Deed Restrictions, Dog Park, Fitness Center, Gated Community - Guard, Golf Carts OK, Irrigation-Reclaimed Water, Park, Playground, Pool, SidewalksNot Senior Community
Other
Playground

HOA

HOA Fee Includes: Community Pool, Fidelity Bond, Maintenance Grounds, Manager, Pool MaintenanceHOA Name: Karla GustsonHOA Phone: 239-444-6254Association for this Listing: Sarasota - ManateeHas an HOAHOA Fee: $364/Monthly

Lot Information

Lot Area: 8115 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Energy

Energy Efficiency Features: Appliances, HVAC

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: A4642445Showing Requirements: ShowingTimeUniversal Property Id: US-12081-N-590025259-R-N

Additional Information

HOA Amenities: Clubhouse,Fitness Center,Gated,Park,Playground,Pool,Security,Trail(s)
Last check for updates: about 2 hours ago
Listed by Joe Murphy, (941) 780-3260
COLDWELL BANKER REALTY, (941) 907-1033
Michael Novak, (941) 899-5466
COLDWELL BANKER REALTY, (941) 907-1033
Bought with: Brendan Sullivan, (941) 567-7552, PREFERRED SHORE LLC, (941) 999-1179
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4642445
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price History for 3442 Chestertown Loop

DatePriceEventSource
03/09/2026$740,000Sold
Stellar MLS #A4642445
12/26/2025$749,000PendingStellar MLS #A4642445
11/20/2025$749,000PriceChange
Stellar MLS #A4642445
09/12/2025$759,000PriceChange
Stellar MLS #A4642445
08/02/2025$789,000PriceChange
Stellar MLS #A4642445
06/01/2025$794,900PriceChange
Stellar MLS #A4642445
03/23/2025$849,900PriceChange
Stellar MLS #A4642445
03/13/2025$879,000PriceChange
Stellar MLS #A4642445
03/03/2025$912,000Listed For SaleStellar MLS #A4642445
03/25/2021$479,900Sold
N/A
08/11/2020$0ListingRemovedAgent Provided
05/12/2020$0PriceChange
Agent Provided
03/20/2020$10,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2024
Tax$10,089
Assessment$708,403
Home facts updated by county records

Comparable Sales for 3442 Chestertown Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3116 Anchor Bay Trl, Bradenton, FL
0.09
Single-Family Home
$752,000
04/30/26
4
3.5
2,859
3431 Chestertown Loop, Bradenton, FL
0.05
Single-Family Home
$920,000
09/02/25
4
4
3,413
3020 Starwood Ct, Bradenton, FL
0.19
Single-Family Home
$832,000
01/06/26
4
3
2,287
3248 Anchor Bay Trl, Bradenton, FL
0.29
Single-Family Home
$732,500
10/16/25
4
2.5
2,907
12012 Blue Hill Trl, Bradenton, FL
0.29
Single-Family Home
$812,000
12/24/25
4
3
2,798
3527 Harlowe Run, Bradenton, FL
0.29
Single-Family Home
$748,000
09/17/25
4
3.5
2,859
12139 Cranston Way, Bradenton, FL
0.13
Single-Family Home
$715,000
09/25/25
3
3
2,483

Assigned Schools

These are the assigned schools for 3442 Chestertown Loop.
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 Lakewood Ranch

At least 169 Trulia users voted on each feature.

  • 96 % Say there are sidewalks

  • 95 % Say it's dog friendly

  • 94 % Say car is needed

  • 87 % Say parking is easy

  • 84 % Say people would walk alone at night

  • 84 % Say it's quiet

  • 76 % Say there's holiday spirit

  • 70 % Say streets are well-lit

  • 69 % Say there's wildlife

  • 65 % Say yards are well-kept

  • 64 % Say they plan to stay for at least 5 years

  • 61 % Say kids play outside

  • 56 % Say neighbors are friendly

  • 51 % Say there are community events

  • 33 % Say it's walkable to grocery stores

  • 31 % Say it's walkable to restaurants

Learn more about our methodology.
  • Ronrichmond10636
    "Lots of groups for pretty much any interest. Mostly centered around golf course but many varied interests "
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  • Ronrichmond10636
    "I’m retired so no commute As the area continues to grow traffic is getting worse. Lots of new building in the area "
    0
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  • Matt
    "Plenty of dog owners, nice places to play and walk dogs, plenty of waste cans. Overall good for dog owners "
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    Flag
  • Dkschott%40gmail.com
    "Retired but it’s about 20-25 minutes to downtown sarasota and 30 minutes to downtown Bradenton. 50-60 to Tampa st Pete"
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  • Krista Mae
    "Great family friendly & with plenty to do. Pet friendly. Lots of community service HOA maintained "
    0
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  • MF
    "I’ve lived here for 20 years before we had any restaurants/shops. Things have changed quite a bit, but still a nice family oriented community "
    0
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  • P J
    "Place is crammed and over developed but go ahead move here and don’t complain after it takes you 45 minutes to drive to Publix which is 3 miles down the road.. there is a stop light every 100 yards… did I mention traffic and terrible drivers? Homes are built 2 feet away from each other 🥴"
    0
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  • Robert.ellis.hunter
    "Lots of community events and fun nearby. Lovely sidewalks and nearby parks. Safe for long walks. Everything is well maintained."
    0
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  • Cliff Ehlers
    "I have lived in Lakewood Ranch for five years. It’s a great place and a great community. Always something to do, close to Sarasota and Tampa if you can’t find something here."
    0
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  • Lynn Meyer
    "I work from home so I don’t have to commute. The number of walkers and bikers is large and it’s a great neighborhood fir that. As far as commuting goes—metro transit service is not great here. You must own a car to get around and traffic is extremely bad in winter due to the influx of visitors and seasonal residents."
    0
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  • Cliff Ehlers
    "We have lived here for almost five years. Great community, quiet, safe and friendly atmosphere. The area is still growing with home and business."
    0
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  • Ptgawkowski
    "Dogs are well trained and owners are respectful of others. We never see dogs on the loose or are fearful of approaching dogs."
    1
    Flag
  • Paul Kirsch
    "It’s a 55 and older community with a beautiful golf course and other amenities such as tennis courts, a large pool, spa, health club and poolside bar. "
    1
    Flag
  • Joe03adn
    "Great place to live! Great weather, beautiful beaches nearby, shopping galore, and so many restaurants!"
    0
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  • Carol M.
    "Lakewood Ranch is an awesome place to live. It is a planned community with many local events all year round. It is new, fresh and vibrant. Property values are strong and climbing."
    8
    Flag
  • Aggiegatorbg
    "Good amenities. Bike lanes and foot paths are great. Schools are very good. Neighbors can be distant; many from NYC, New Jersey etc. and just not particularly sociable."
    5
    Flag
  • Old M. N. B.
    "Everyone is very kind and friendly. We all look out for each other. This area is very well maintained and I wouldn't want to live anywhere else. "
    0
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  • Aisha A.
    "Mainly a quiet community very few kids very bad schools houses lose value very fast. Neighbors are not very friendly. "
    14
    Flag
  • David H.
    "Miles of snaking, interconnected nature paths and a big dog park at Adventure Park. Lots of open space."
    4
    Flag
  • Aisha A.
    "So far for what I see in this few weeks that I am here seems a nice and safe neighborhood the only downside is we don’t have good schools in the area, neither public or private "
    0
    Flag
  • Jade H.
    "The neighborhood is very safe. Lots of police to patrol around the neighborhood. The schools are very good and have lots of sports/clubs for children. "
    1
    Flag
  • Bdozer33
    "not a problem sometimes there are issue around school zones and drive times for work. I have never had any issue"
    0
    Flag
  • Michael N.
    "My commute is very short. I don’t even have to get on the highway. Traffic is light and moves briskly."
    0
    Flag
  • Rlifsey
    "First Fridays downtown LWR are a lot of fun. Already a big turnout. This is a beautiful neighborhood, indeed. LWR leads the USA in new housing starts. "
    1
    Flag
  • Luvtennis999
    "Great area, lots to do. Friendly people all around. Plenty of natural areas preserved in the natural state and parks for kids."
    2
    Flag
  • Chris1218schreck
    "This community is one of the most beautiful I have ever visited, I love that there are villages in each of the communities- "
    1
    Flag
  • Rockigraziano
    "There is always Movies on the Main, park activities, Halloween events, Christmas events such as hayrides, church events, free to the public, this to name a few."
    2
    Flag
  • Trulia User
    "friendly people,resort amenities, great cultural area. homes are kept up and cared for. great restaurants in area,30 minutes from beach"
    1
    Flag
  • Luvtennis999
    "Lifestyle community, fun events are scheduled. Quiet area, great to just sit outside and enjoy. Schools are close, dog park with dog lake in neighborhood park"
    2
    Flag
  • Aggiegatorbg
    "There are many parks, great schools, nice homes, well kept areas. Lots of trails for walking, bike lanes, golf, soccer facilities etc.. there is even an odor hockey rink or can be used for rollerblading."
    1
    Flag
  • Aggiegatorbg
    "Easy access to parks, work, schools, health care, dental, eye, shopping, food etc.. convenient commute to pretty much everything."
    0
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  • Jen
    "Beautiful trees and well maintained public areas. Low crime rates as long as you lock you car doors! "
    0
    Flag
  • Aggiegatorbg
    "First Friday music, food and games at Main Street. Friday’s in the Park for sports and games. Occasional movies in the park. Fairs etc.."
    0
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  • Hullinda
    "Great place for families and retirees!! Great restaurants and parks everywhere! Main street LWR is so much fun too."
    0
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  • Bdozer33
    "just a friendly neighborhood resort living at its best. good golfing bike trails all over . great restaurants abound"
    0
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  • Vjnam
    "Just purchased a home in Central Park. Looking forward to moving in. We have a dog and there are two dog parks in the neighborhood."
    0
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  • LEVI W.
    "Great place to live. Everything is right here. Schools are right hear, stores, malls, beaches, and anything else you might like. One of the best places I’ve lived "
    0
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  • Shelleyhussey
    "No commute for me. Husband says traffic heavy on University Blvd. on way to job at airport. When snowbirds come back and leave traffic gets really intense."
    0
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Homes for rent near 3442 Chestertown Loop

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Off Market Homes Near 3442 Chestertown Loop

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3442 Chestertown Loop, Bradenton, FL 34211 is a 4 bedroom, 4 bathroom, 2,859 sqft single-family home built in 2021. This property is not currently available for sale. 3442 Chestertown Loop was last sold on Mar 9, 2026 for $740,000 (1% lower than the asking price of $749,000).