3299 Jolson Dr, Sarasota, FL 34237
OFF MARKET

3299 Jolson Dr
Sarasota, FL 34237

  • 3 Beds
  • 3 Baths
  • 1,390 sqft

$235,300

Trulia Estimate
as of Jun 7, 2026
Est. Refi. Payment $1,504/mo*
Refinance Your Home

$235,300

Trulia Estimate
as of Jun 7, 2026
Est. Refi. Payment $1,504/mo*
Refinance Your Home
3 Beds
3 Baths
1,390 sqft

Local Information

Map showing home location
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Description

This single-family home is located at 3299 Jolson Dr, Sarasota, FL. 3299 Jolson Dr is in Sarasota, FL and in ZIP code 34237. This property has 3 bedrooms, 3 bathrooms and approximately 1,390 sqft of floor space. This property has a lot size of 7143 sqft and was built in 1971.
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.

Home Highlights

Parking
Garage
Outdoor
Patio
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 3299 Jolson Dr

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Other, Carpet
Interior Details
Number of Rooms: 6

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: StuccoFoundation Type: ConcretePatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1971Year Updated: 1971
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 7143 sqft

Price History for 3299 Jolson Dr

DatePriceEventSource
01/21/2025$255,000Sold
N/A

Market trends in Sarasota

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$413K
$8.33KMoM
Sale-to-List Price
95.8%
0.1%MoM
Price per sq ft
$256
$4MoM
Available listings
2831
56MoM
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Property Tax and Assessment

Year2025
Tax$3,477
Assessment$212,300
Home facts updated by county records

Comparable Sales for 3299 Jolson Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
420 Melody Cir, Sarasota, FL
0.21
Single-Family Home
$250,000
11/14/25
3
2
1,416
432 Crosby Ct, Sarasota, FL
0.08
Single-Family Home
$365,000
03/20/26
3
2
1,532
330 Caruso Pl, Sarasota, FL
0.08
Single-Family Home
$651,375
08/15/25
4
3
1,826
3210 Jolson Dr, Sarasota, FL
0.13
Single-Family Home
$492,500
10/09/25
3
2
1,449
765 Caruso Pl, Sarasota, FL
0.26
Single-Family Home
$349,000
06/10/25
3
2
1,382
3375 7th St, Sarasota, FL
0.22
Single-Family Home
$320,000
12/17/25
3
2
1,319
3300 7th St, Sarasota, FL
0.16
Single-Family Home
$346,000
04/02/26
3
2
2,057
3240 6th St, Sarasota, FL
0.12
Single-Family Home
$460,000
07/29/25
3
2
1,330
3365 7th St, Sarasota, FL
0.21
Single-Family Home
$375,000
12/11/25
3
2
1,739
831 N Pompano Ave, Sarasota, FL
0.42
Single-Family Home
$291,000
09/18/25
4
3
1,404

Nearby homes

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Assigned Schools

These are the assigned schools for 3299 Jolson Dr.
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 Sarasota

At least 1322 Trulia users voted on each feature.

  • 89 % Say it's dog friendly

  • 82 % Say car is needed

  • 81 % Say parking is easy

  • 72 % Say yards are well-kept

  • 72 % Say there's holiday spirit

  • 69 % Say it's quiet

  • 69 % Say there are sidewalks

  • 67 % Say people would walk alone at night

  • 56 % Say streets are well-lit

  • 54 % Say neighbors are friendly

  • 54 % Say they plan to stay for at least 5 years

  • 52 % Say it's walkable to grocery stores

  • 50 % Say there's wildlife

  • 50 % Say kids play outside

  • 48 % Say it's walkable to restaurants

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Janice Lowrance
    "Lots of dog lovers and dog owners walk their dogs multiple times a day. Lots of retirees walking mostly small dogs as there are size restrictions."
    0
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  • John Hermansen
    "We have great schools in the area. Siesta Key is a safe place with kind neighbors. We are a popular spot and do get slowed down during tourist season, but it’s a small price to pay for living in paradise. "
    0
    Flag
  • Karenhudgeons
    "Near Payne Park, the Legacy Trail, good schools, Bayfront, downtown. Publix is right across the street."
    0
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  • Zoe Folts
    "Dogs are welcome in most but not all businesses. People are very dog friendly here. You see people walking their dogs all the time"
    0
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  • Irene Melendez-rodriguez
    "I love Sarasota. I been living here for 12 years now and it is a beautiful place to live and raise kids. Close to the beach and beautiful areas to visit. "
    1
    Flag
  • Davidtran125
    "Very nice and very good location to live in Sarasota . I am living here and have good friends in Sarasota and very good neighbors "
    0
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  • Janice Lowrance
    "We live in a community that has a large retiree population. Some are snow birds. There are activities and people can get to know others with similar interests. "
    0
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  • Davidtran125
    "I have live in neighborhood in the area for over :10 years now. I live ,love the city and neighborhood. Thanks "
    0
    Flag
  • Amayacglover
    "The neighborhood is generally safe w multiple schools nearby, libraries, and museums within 10 min from the neighborhood."
    0
    Flag
  • Davidtran125
    "We have neighbors party Halloween . Community events make your friends happy with their favorite food items and they have fun with them all night."
    0
    Flag
  • Carrie Garrigus
    "Quaint neighborhood, very friendly, and often decorative during each of the holidays. Close to shopping and the beach."
    0
    Flag
  • Bvgardner
    "We have active community associations that weigh in on important neighborhood issues ! It is safe and generally quiet here. "
    0
    Flag
  • Monamimmi
    "Love the place. Very well maintained and managed. And also affordable and close to everything…..downtown, airport, and stores"
    0
    Flag
  • Susan Samson
    "Many options for bringing neighbors together. You do not have to be a golfer to get involved. Kid friendly. Safe environment with well maintained homes."
    0
    Flag
  • Pete Mirnyi
    "Great schools, beaches, shops, and restaurants. Overall, it’s a good place to grow up and retire. Lots of friendly people around."
    0
    Flag
  • Sam Tekieli
    "Indian Beach/Sapphire Shores is a wonderful, diverse, friendly neighborhood. Beautiful area, much nicer and safer than surrounding areas. I will say that neighbors move in and out too frequently for there to be substantial community, and public transit is accessible but not the best. "
    0
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  • Eileen Morris
    "My commute to work from where I am currently staying is less than a minute drive and about a 3 minute walk. "
    0
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  • Lupez14
    "No place for children to play; apartment housing mostly in the area plus assisted living close by along with gated communities. Mostly area is set up for singles or couples. Not alot of areas for kids to play in ,only walking/biking path for families to utilize. There is a community garden nearby. Have to have a vehicle to grocery shop, banking or pharmacy. "
    1
    Flag
  • Dana Smith
    "Very busy road close by. Quite dark outside. Mostly younger people. Some kids around but nowhere safe to play. "
    0
    Flag
  • Jess.sanderson
    "Great and safe for familiars of all kinds. Wonderful neighborhood. Family friendly. Pets welcome. Wonderful. "
    0
    Flag
  • Kim
    "Sarasota is a nice city but overcrowded. Traffic is often heavy. Beach and downtown parking can be extremely difficult. "
    1
    Flag
  • Nancy
    "Convenient to downtown and places to shop and for entertainment and recreation. Good access to essential swrvices and transportation, if necessary, such as shopping, dog walking, and lovely park across the street."
    0
    Flag
  • Z6dhj7pgwq
    "The Bazaar on Lime makes My neighborhood the best! Also, having such close access to downtown. Just a walk away. "
    1
    Flag
  • Kim Johnson
    "Holiday lights and great neighborhoods to take kids trick or treating. Summer are hot and there are plenty of communities that have swimming pools "
    0
    Flag
  • Janice Lowrance
    "We have a condo in Sarasota and like the laid back vibe here. Neighbors are nice. It is very clean and we love the beaches."
    2
    Flag
  • Deb Gerardi
    "I work less than 5 miles away from my home so the commute is nothing. But when I go anywhere in Sarasota it takes about 45 minutes to get anywhere sometimes it takes an hour. "
    0
    Flag
  • Kim
    "My neighborhood is in a nice area but it’s so overcrowded. Traffic delays are common and it can be difficult to enjoy the things that make Sarasota special. "
    0
    Flag
  • Rpurdyuf
    "Everyone is so helpful and nice!! So many excellent places to visit and the beaches are beautiful. Boating, hikes, shopping and lots of fun entertainment."
    0
    Flag
  • Kim
    "Sarasota has heavy traffic most of the year and tends to have a lot of residents who are not year-round residents. Most neighborhoods are pet friendly. "
    0
    Flag
  • Dana Smith
    "Roads are quite busy but the highway is easily accessible, many businesses in the area, and a short drive to the beach!"
    0
    Flag
  • Rnegron42
    "I only live 5 miles from work and it’s not that bad of a commute. In season it takes about 25 min . When I lived in Lakewood Ranch it was a nightmare and took over an hour."
    0
    Flag
  • Loveeamberrosee
    "Very dog friendly see people out and about all the time with their pups dog parks and dog beaches around too"
    3
    Flag
  • Roandersen
    "Variety of home styles brings in variety of residents, permanent and seasonal. Rules are strict and neighborhood monitors report the smallest of violations, such as leaving your garbage bins out late if you have a long day or putting them out too early,not pruning dried palm fronds immediately, and not planting garden areas to match neighbors. If you are not here full time or are away on vacation you must hire someone to be sure you don’t violate any of the very picky rules. Residents have little use of the club, tennis, pickleball or golf courses without paying exorbitant fees. Having said that, as an elderly woman living alone I feel safe in this development. The safety patrol is responsive and will come 24-7 if you have a concern. Not much of a neighborhood feel."
    22
    Flag
  • Johnwest3004
    "I’ve been here since last year and it’s a great area. I am here for business but contemplating a permanent move "
    0
    Flag
  • Trulia User
    "We have lived here for 8 years snd love it! We enjoy walking, biking, dining out and shopping here. We walk our dog day and night and always feel safe. "
    0
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  • Trulia User
    "loved this neighborhood.wish I never had to move from it just had no choice all houses were occupied at the time."
    0
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  • Trulia User
    "I don’t actually have one. I work from home, but if you walk out of the development, there is a bus stop not too far away if you don’t have a car. Most things are within 20 minutes away from here."
    2
    Flag
  • Trulia User
    "People generally speaking are very polite, many very god restaurant around. The city is very clean and you feel safe. The vibe of the city is unique to be in the Florida west coast. "
    1
    Flag
  • Trulia User
    "people are Friendly's and watch out for one another. it's a safe place to live , close to everything you may need "
    0
    Flag
  • Trulia User
    "Lots of people waking their dogs especially in the nearby park, there are also several dog parks nearby."
    0
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3299 Jolson Dr, Sarasota, FL 34237 is a 3 bedroom, 3 bathroom, 1,390 sqft single-family home built in 1971. This property is not currently available for sale. 3299 Jolson Dr was last sold on Jan 21, 2025 for $255,000. The current Trulia Estimate for 3299 Jolson Dr is $235,300.