358 E Jessup Ave, Longwood, FL 32750
OFF MARKET

358 E Jessup Ave
Longwood, FL 32750

  • 3 Beds
  • 2 Baths
  • 1,811 sqft

$344,400

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $2,238/mo*
Refinance Your Home

$344,400

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $2,238/mo*
Refinance Your Home
3 Beds
2 Baths
1,811 sqft

Local Information

  • Map ViewExplore the area around 358 E Jessup Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1958
Living Area
1,811 sqft
Price/Sqft
$190

About this House

Short Sale. This is a charming pool home in the heart of Longwood. Built for entertaining, the pool is located at the side of the house under a fabulous, oversized screen enclosure. Lots of room for all your friends by the pool on the huge patio area. The inside of the home features a remodeled kitchen and stylish bathrooms. Fall in love with the large den area with its high vaulted ceiling. Please note, however, that some of the ceilings are extremely low - see the photo of the dining area for an example. Roughly 6 1/2 feet in some parts. One of the bedrooms is very small. The two guest bedrooms do not have closets. The master does not have an en suite bathroom.
358 E Jessup Ave, Longwood, FL 32750 is a 3 bedroom, 2 bathroom, 1,811 sqft single-family home built in 1958. It last sold for $50,000 on Dec 9, 2011. It is currently off market. The Trulia Estimate is $344,400, with a rent estimate of $2,725/month.

Home Details for 358 E Jessup Ave

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Other
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionExterior: Stucco, Cement ConcreteFoundation Type: Footing
Pool
Pool

Property Information

Year Built
Year Built: 1958Year Updated: 1958
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 4950 sqft

Price History for 358 E Jessup Ave

DatePriceEventSource
12/09/2011$50,000Sold
N/A
07/08/2011$75,000ListingRemovedAgent Provided
05/25/2011$75,000Listed For SaleAgent Provided
03/18/2011$129,900ListingRemovedAgent Provided
01/30/2011$129,900Listed For SaleAgent Provided
11/10/2010$129,900ListingRemovedAgent Provided
09/11/2010$129,900Listed For SaleAgent Provided
04/27/2005$190,000Sold
N/A

Market trends in Longwood

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$424K
$16.58KMoM
Sale-to-List Price
98.4%
Price per sq ft
$235
$8MoM
Available listings
247
23MoM
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Property Tax and Assessment

Year2025
Tax$4,059
Assessment$259,117
Home facts updated by county records

Comparable Sales for 358 E Jessup Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
408 E Palmetto Ave, Longwood, FL
0.14
Single-Family Home
$163,100
03/20/26
3
2
1,434
364 E CHURCH AVENUE, Longwood, FL
0.05
Single-Family Home
$349,900
12/02/25
4
2
1,985
421 E BAY AVENUE, Longwood, FL
0.15
Single-Family Home
$320,000
07/27/26
3
2
1,048
348 E PALMETTO AVENUE, Longwood, FL
0.10
Single-Family Home
$240,000
02/10/26
3
2
1,096
455 E PALMETTO AVENUE, Longwood, FL
0.18
Single-Family Home
$259,900
12/02/25
2
2
840
463 E BAY AVENUE, Longwood, FL
0.19
Single-Family Home
$455,000
02/11/26
4
3.5
2,170
410 GEORGIA AVENUE, Longwood, FL
0.28
Single-Family Home
$435,000
05/14/26
3
2
1,588
530 GEORGIA AVENUE, Longwood, FL
0.36
Single-Family Home
$255,000
06/05/26
4
2
1,420
289 E MAINE AVENUE, Longwood, FL
0.36
Single-Family Home
$322,000
12/29/25
3
1.5
1,564
673 E CHURCH AVENUE, Longwood, FL
0.42
Single-Family Home
$319,000
08/25/25
4
2
1,183

Nearby homes

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Assigned Schools

These are the assigned schools for 358 E Jessup Ave.
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 Longwood

At least 341 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 89 % Say parking is easy

  • 86 % Say car is needed

  • 79 % Say there are sidewalks

  • 77 % Say there's holiday spirit

  • 74 % Say it's quiet

  • 73 % Say yards are well-kept

  • 70 % Say kids play outside

  • 66 % Say streets are well-lit

  • 65 % Say people would walk alone at night

  • 63 % Say there's wildlife

  • 53 % Say neighbors are friendly

  • 53 % Say they plan to stay for at least 5 years

  • 42 % Say it's walkable to grocery stores

  • 35 % Say it's walkable to restaurants

  • 35 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Gmedina0219
    "The trails, the small town feel of it, and the holidays. It’s a great place to settle down and grow older in. I love the nature and convenience to city."
    0
    Flag
  • Gmedina0219
    "Love it, the scenery and location it’s a great place to raise a family. State park access and A rated schools."
    0
    Flag
  • J4kncxxx8g
    "Diversity and inclusion, and the friendliness of the people in the community and the community is pet friendly "
    0
    Flag
  • Leonard Williams
    "Great neighbourhood and friendly people, grocery stores nearby and restaurants, sun rail and car washes."
    0
    Flag
  • Sonia Stella
    "I work from home so my commute is awesome and short. The trip to local shops and the awesome Altamonte mall is 3-7 minutes and pleasant."
    0
    Flag
  • Tatiana Michelle Sutherland
    "Many available at Reiter park. Also the historic district and also the sun rail being close makes it very friendly to have events"
    0
    Flag
  • Caroline Esquinca
    "I’ve lived in this neighborhood for 10 yrs. Neighborhood is clean. People are friendly, great local restaurants and breweries to go to, law enforcement is always around watching. A lot of events happen in the community which is great for kids. "
    0
    Flag
  • Trulia User
    "The neighborhood has good families living and it is quiet and the homeowners association works great and not expensive. The streets are well-maintained and lightning in the evening and night is excellent. The security system in the safety is excellent."
    0
    Flag
  • Mellyrhodes
    "The city hosts many events at Reiter park and also some at Candyland park. The food truck events are fun. Downtown Longwood is quaint and there are some nice local businesses worth checking out! "
    0
    Flag
  • Kbarnett1253
    "That people leave their dogs out all night long . Bad for the animal / & plant rude fur the neighbors that have to listen to them bark all night long every night"
    0
    Flag
  • Keila Ramalho
    "Very quiet and safe place. I have lived here for 4-years. Excellent community. I have great neighbors mixed young and old. "
    1
    Flag
  • James E
    "I moved here because of the safe neighborhoods where y my wife can walk or dogs on the golf course cart path. "
    1
    Flag
  • Trulia User
    "My neighborhood is very safe and friendly. You are dependent on a car to commute to downtown but the commute is easy. "
    3
    Flag
  • Sann72496
    "I’ve lived here most of my life. It’s definitely Neighbourhoodly. It’s nice but not super nice. Quiet and peaceful"
    0
    Flag
  • Trulia User
    "If you rely on public transportation it can be a challenge in some parts of Longwood. On the other hand, there is a sunrail station right next to downtown and several major bus lines in that area. Once you are west of I-4 there is little public transportation access. "
    9
    Flag
  • Hdacus75
    "all dogs and their owners are friendly. dogs are not allowed at the community parh however. i do see pet owners walking their dogs dailyand always on a leash."
    2
    Flag
  • Jenlenjam
    "Our neighborhood has events for Easter, Christmas and Halloween for kids and families. We have community parks, trails, tennis and basketball courts. "
    1
    Flag
  • Iris G.
    "My neighborhood has good public transportation & metro rail. Bus stops are also available because of the hwy 434 and sr 17-92 "
    0
    Flag
  • Cecilia L.
    "Very pet friendly area. we are very good in picking up after our pets, but sometimes you will encounter something. "
    0
    Flag
  • Dekdavis5
    "In the middle of everything I need. Stores, grocery stores, mechanics, car was, fast food. Parks all over this neighborhood. "
    0
    Flag
  • Danielle H.
    "This neighborhood is pretty quiet, family oriented, and pet friendly. Could enjoy walking the dogs around the neighborhood safely."
    4
    Flag
  • Veronica .
    "Longwood is so safe.. no one bothers you, neighbors are very great with you and if you dont know them they make the effort of getting to know you. Very very sAfe place."
    0
    Flag
  • Jasmine G.
    "Lots of families, 3 great parks for kids, skate park, and dog park...close to everything, shopping, schools, food. I love it here"
    0
    Flag
  • Veronica .
    "I have lived here for 5 yrs. its safe, quiet, and peaceful... neighbors are great and friendly.. there is no break-in’s or troublesome neighbors. Love living here! "
    0
    Flag
  • Kristina M.
    "My neighbor is quiet and very safe. It is less than a mile from Wekiva Springs. It is close to shops and grocery stores and not far from hospitals and highways. "
    0
    Flag
  • Mac1642
    "good schools, peaceful, lots of trees and good looking landscaping. low turnover of homes, NO homeowners fees."
    1
    Flag
  • Karl W.
    "Friendly people always walking their dogs & stopping to talk wit each other. Concrete pathways 100s of miles log are well maintained."
    0
    Flag
  • Ayebleave
    "Wonderful family friendly neighborhood ! conveniently located in the middle of anything you could need. "
    1
    Flag
  • S
    "Holiday decorations around the neighborhood make the holidays extra magical. Close proximity to the former Rolling Hills golf course make evening or morning walks enjoyable."
    6
    Flag
  • Randa Ghalayini
    "Very safe & special kids while walking after school, close to major highway & great chopping area. Major hospital & shopping plaza special farmers market."
    3
    Flag
  • Kourtney P.
    "I have lived here for over four years and definitely recommend it. Kids still play outside and neighbors walk their dogs. "
    0
    Flag
  • Nicoluke2
    "Community parties, sales, Halloween, pool parties. Backyard barbecues and campfire pots where we roast s’mores. No through traffic all cul de sacs "
    0
    Flag
  • Terry W.
    "I don’t know, I’m always working so I don’t go out much except to eat, But there is a dog park and there’s a baseball park a few of them and there’s a skateboard park and then you have to get out on the main road 79 two or 434 to get to any restaurants or anything like that. All in all it’s a safe neighborhood with nice people, you wave, they wave back, there have been some car break-ins but the police department got that under control real quick. I’ve lived here 4 years and it’s been a good experience."
    0
    Flag
  • Stephanie L.
    "My apartment complex has family events including food truck nights and family game nights. There is also a farmers market right outside my neighborhood "
    0
    Flag
  • Adelinewirtz
    "several aggressive dogs on my street left in front yards. the majority of dogs I've met on walks seem friendly though. "
    0
    Flag
  • Mrspatriciadicks
    "There is an elementary school nearby. Longwood is kid friendly however as always a close eye must be kept on your child at all times."
    0
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 358 E Jessup Ave

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Off Market Homes Near 358 E Jessup Ave

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Frequently asked questions about 358 E Jessup Ave

  • What is 358 E Jessup Ave estimated to be worth?
    Trulia's estimated value for 358 E Jessup Ave in Longwood, FL is $344,400.
  • What is the price history for 358 E Jessup Ave?
    358 E Jessup Ave in Longwood, FL last sold for $50,000 in December 2011.
  • Is Longwood a buyer's or seller's market?
    Longwood is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Longwood?
    The median sale price in Longwood is $424K. That is down $16.58K from the prior month.
  • Does 358 E Jessup Ave have air conditioning?
    Yes, 358 E Jessup Ave in Longwood, FL has air conditioning.
  • Does 358 E Jessup Ave have a pool?
    Yes, 358 E Jessup Ave in Longwood, FL has a pool.