Recently Viewed Properties
See This Home
Save This Listing
Close

$415,444

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1,722 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
Rare Opportunity in Sarasota, Florida. Beautiful Home Year Built 2022 with NO HOA. 4 bedrooms and 2 bathrooms. Spacious living room, nice kitchen, Spacious Primary bedroom. NO CCD FEES, NO HOA FEES and No Restrictions. Can Commute easy to the Beach and also from I-75 to go to Naples, Miami, Tampa and Orlando if so desire. Do not miss out on this great opportunity to own this beautiful home. Make it your Home Or your Florida Vacation Home today before it's gone!

Full Property Details for 2255 Chester Ave

General

  • Price: $415,444
  • Taxes: $3,858 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4643253
  • Updated: 9/21/2025
  • Added to Site: 312 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 3
  • Interior Features: Other
  • Appliances: Other, Range, Refrigerator
  • Flooring: Other

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Other

Exterior

  • Exterior Features: Other

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Covered Spaces: 1

Location

  • Area: 34234 - Sarasota
  • County: Sarasota
  • Development Name: 34234 - Sarasota
  • Subdivision: LENRAY HEIGHTS
  • Driving Directions: From : I-75 S to University Pkwy in Manatee County. Take exit 213 from I-75 S, University Pkwy and N Tuttle Ave to Chester Ave in North Sarasota, Turn left onto N Tuttle Ave, Turn right onto 22nd St, Turn right at the 1st cross street onto Chester Ave to 2255 Chester Ave.
  • Direction Faces: East

Community

  • Community Name: 34234 - Sarasota

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available

Structural Information

  • Exterior Const.: Block, Other, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,722
  • Sq. Ft. Source: Public Records
  • Year Built: 2022

Lot Features

  • Lot Size (Acres): 0.14
  • Lot Size (Sq. Ft.): 6,041
  • Lot Size: 6041
  • Street/Road Desc.: Other

Financial Considerations

  • Tax Amount: $3,858.28
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOTS 12 & 13, BLK E, LENRAY HEIGHTS, LESS S 50 FT AS DESC ORI 2021059897, SUBJ TO 1200 SF DRAINAGE ESMT TO COUNTY AS DESC IN ORI 2000084458
  • Flood Zone Info: X
  • APN: 43080064
  • Property ID: 43080064
  • Block/Lot/Section: E

Listed by Realty One Group Mvp

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agents

— 2255 Chester Ave —

  • Realty One Group Mvp

  • Realty One Group Mvp

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2255 Chester Ave

School District:Sarasota County School District
NameGradesDistance
Emma E. Booker Elementary School
2350 Doctor Martin Luther King Way, Sarasota, FL 34234
PK-50.4 mi
Booker Middle School
2250 Myrtle Street, Sarasota, FL 34234
6-80.9 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-122.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2255 Chester Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/21/2025
Price Reduced
$415,444
-6.59%
MLS
7/30/2025
Price Reduced
$444,777
-1.05%
MLS
6/11/2025
Price Reduced
$449,500
-1.32%
MLS
5/12/2025
Price Reduced
$455,500
-3.09%
MLS
3/10/2025
Listed
$470,000
15.2%
MLS
12/02/2022
Sold
$408,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2255 Chester Ave

Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,858
4%
$320,983
3%
2023
$3,713
450%
$311,600
516%
2021
$675
30%
$50,600
27%
2022
$520
-23%
$39,800
-23%
2021
$675
21%
$51,500
29%
2019
$559
—
$40,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 2255 Chester Ave

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Realty One Group Mvp

Similar Properties near 2255 Chester Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

163 Sunway Ave, Sarasota, FL 34237 - Photo 1
$419,999

163 Sunway Ave  Sarasota, FL 34237

  • Single Family
  • Active
  • 4
    Beds
  • 2
    Total Baths
  • 1,719
    Sq. Ft.
Listed by Compass Florida Llc
8427 Brandeis Cir E, Sarasota, FL 34243 - Photo 1 Just Listed
$409,990
Open House

8427 Brandeis Cir E  Sarasota, FL 34243

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,608
    Sq. Ft.
Listed by Intl. Realty Plus-Tampa Bay
5513 47th Ct E, Bradenton, FL 34203 - Photo 1
$414,000

5513 47th Ct E  Bradenton, FL 34203

  • Single Family
  • Active
  • 4
    Beds
  • 2
    Total Baths
  • 1,996
    Sq. Ft.
Listed by Premier Sotheby's International Realty
110 65th Ave E, Bradenton, FL 34203 - Photo 1
$409,000

110 65th Ave E  Bradenton, FL 34203

  • Single Family
  • Active
  • Updated 10 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,663
    Sq. Ft.
Listed by Jenna Gilmore (407) 516-2240

Just Listed near 2255 Chester Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

3060 Grand Bay Blvd, Longboat Key, FL 34228 - Photo 1 Just Listed
$1,795,000

3060 Grand Bay Blvd  #195  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 4
    Total Baths
  • 2,250
    Sq. Ft.
Listed by Pettingell Professionals (941) 383-6411
2109 Gulf of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Just Listed
$1,125,000

2109 Gulf of Mexico Dr  #1303  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,463
    Sq. Ft.
Listed by The Leventhal Team (941) 383-6411
350 Gulf of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Just Listed
$1,149,000

350 Gulf of Mexico Dr  #234  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 7 hours ago
  • 3
    Beds
  • 4
    Total Baths
  • 2,513
    Sq. Ft.
Listed by The Ackerman Group (941) 780-6045
795 Marbury Ln, Longboat Key, FL 34228 - Photo 1 Just Listed
$3,999,990

795 Marbury Ln  Longboat Key, FL 34228

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,355
    Sq. Ft.
Listed by Monica Verinder (941) 704-4040

Price Reduced near 2255 Chester Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2410 Harbourside Dr, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$200,000 (-8.02%)
$2,295,000

2410 Harbourside Dr  #121  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 5 hours ago
  • 3
    Beds
  • 4
    Total Baths
  • 3,825
    Sq. Ft.
Listed by Bruce Myer Group (941) 383-6411
3543 Mistletoe Ln, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$200,000 (-13.38%)
$1,295,000
Open House

3543 Mistletoe Ln  Longboat Key, FL 34228

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 4
    Total Baths
  • 3,239
    Sq. Ft.
Listed by Bruce Myer Group (941) 383-6411
7607 Whitebridge Glen, University Park, FL 34201 - Photo 1 Price Reduced
-$9,500 (-2.12%)
$439,000

7607 Whitebridge Glen  University Park, FL 34201

  • Single Family
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,484
    Sq. Ft.
Listed by Rebecca Dean (850) 766-7090
8119 Tabbystone Pl, University Park, FL 34201 - Photo 1 Price Reduced
-$25,000 (-5.1%)
$465,000
Open House

8119 Tabbystone Pl  University Park, FL 34201

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,598
    Sq. Ft.
Listed by Brandy Sheldon (941) 724-0469 and Carlye Crabtree (941) 716-9665

Recent Sales near 2255 Chester Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2105 N Allendale Ave, Sarasota, FL 34234 - Photo 1 Sold
$410,000

2105 N Allendale Ave  Sarasota, FL 34234

  • Duplex
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,410
    Sq. Ft.
Listed by 920 Real Inc.
Sold by Preferred Shore Llc
2816 N Lockwood Meadows Blvd, Sarasota, FL 34234 - Photo 1 Sold
$395,000

2816 N Lockwood Meadows Blvd  Sarasota, FL 34234

  • Single Family
  • Closed
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,220
    Sq. Ft.
Listed and Sold by Kw Suncoast
2908 Lockwood Meadows Blvd, Sarasota, FL 34234 - Photo 1 Sold
$366,000

2908 Lockwood Meadows Blvd  Sarasota, FL 34234

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,432
    Sq. Ft.
Listed by Mark Spain Real Estate
Sold by Exp Realty Llc
1908 N Brink Ave, Sarasota, FL 34234 - Photo 1 Sold
$435,000

1908 N Brink Ave  Sarasota, FL 34234

  • Single Family
  • Closed
  • 5
    Beds
  • 2
    Total Baths
  • 1,891
    Sq. Ft.
Listed by Vintage Real Estate Services
Sold by Keller Williams On The Water S

2255 Chester Avenue, Sarasota, FL 34234 (MLS# A4643253) is a Single Family property with 4 bedrooms and 2 full bathrooms. 2255 Chester Avenue is currently listed for $415,444 and was received on March 10, 2025. Want to learn more about 2255 Chester Avenue? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

Tour this property