3253 Jackson Dr, Holiday, FL 34691
Property image
Property image
OFF MARKET

$230,500

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,212 sqft

3253 Jackson Dr, Holiday, FL 34691

Est. Refi. Payment $1,585/mo*
Refinance Your Home
Currently Off Market - Sold Mar 17, 2021 for $150,000

Home Value

Trulia Estimate
$231K
Since last month
Decreased$4K (-1.7%)
Since last year
Decreased$9K (-3.8%)
Since last sale
Increased$80K (+53.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +152% in the last 10 years
MonthEstimated value
2026
August 2026$230K
August 2026$230K
July 2026$234K
June 2026$238K
May 2026$241K
April 2026$239K
March 2026$240K
February 2026$238K
January 2026$234K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2107 HARRISON DRIVE, Holiday, FL
0.08
Single-Family Home
$207,000
04/16/26
2
2
1,151
3335 ALLANDALE DRIVE, Holiday, FL
0.12
Single-Family Home
$224,000
04/28/26
2
2
1,088
3410 ALLANDALE DRIVE, Holiday, FL
0.15
Single-Family Home
$220,000
10/15/25
2
2
1,072
3326 GARFIELD DR, Holiday, FL
0.07
Single-Family Home
$199,900
02/06/26
3
2
1,308
3332 WILSON DRIVE, Holiday, FL
0.09
Single-Family Home
$140,000
10/31/25
3
2
1,444
3338 HOOVER DRIVE, Holiday, FL
0.17
Single-Family Home
$228,000
06/15/26
2
1.5
1,096
3340 WILSON DRIVE, Holiday, FL
0.11
Single-Family Home
$270,000
09/04/26
2
2
1,268
3132 JACKSON DRIVE, Holiday, FL
0.15
Single-Family Home
$245,000
06/26/26
2
2
1,332
3535 GARFIELD DRIVE, Holiday, FL
0.29
Single-Family Home
$165,900
07/31/26
2
1.5
1,096
3417 CHAUNCY ROAD, Holiday, FL
0.27
Single-Family Home
$210,000
04/29/26
2
1.5
1,096

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
3237 JACKSON DRIVE, Holiday, FL 34691
0.02
$241,300
3
2
1,210
Off Market
3234 JACKSON DRIVE, Holiday, FL 34691
0.04
$208,900
2
2
1,140
Off Market
3228 JACKSON DRIVE, Holiday, FL 34691
0.05
$361,100
3
2
1,549
Off Market
3308 JACKSON DRIVE, Holiday, FL 34691
0.04
$360,500
3
2
1,480
Off Market
3321 JACKSON DRIVE, Holiday, FL 34691
0.06
$198,200
3
1.5
936
Off Market
3320 JACKSON DRIVE, Holiday, FL 34691
0.06
$268,000
2
2
1,188
Off Market
3326 GARFIELD DR, Holiday, FL 34691
0.07
$199,900
3
2
1,308
Recently Sold
2107 HARRISON DRIVE, Holiday, FL 34691
0.08
$207,000
2
2
1,151
Recently Sold
3327 GARFIELD DRIVE, Holiday, FL 34691
0.08
$212,400
2
2
1,140
Off Market
3202 JACKSON DRIVE, Holiday, FL 34691
0.09
$266,000
3
2
1,546
Recently Sold
3332 WILSON DRIVE, Holiday, FL 34691
0.09
$294,990
3
2
1,444
For Sale
2149 CHATLIN RD, Holiday, FL 34691
0.11
$264,600
2
2
1,254
Off Market

Local Information

  • Map ViewExplore the area around 3253 Jackson Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1979
1,212 sqft
$190/sqft
Garage

About this House

Gift yourself this incredible income opportunity for 2021. NO HOA NO CDD. This brightly lit block home has 2 bedrooms and 2 bathrooms on a corner lot. Screened in Front porch and open back patio as well. There is an attached one-car garage. New upgrades when purchased 1 year and a half ago such as A/C system, kitchen cabinets, stainless steel appliances, granite countertops, stainless steel deep kitchen sink, 2-inch cordless blinds, bath vanity and light fixtures throughout. Additional features include inside utility with washer and dryer and less than 2 years of age. Home has fresh paint as of 1 year and a half ago. Located close to J. Bell Harrill Recreation complex, tennis and racquetball courts, waterfront picnic area and so much more. Front porch included square footage. Great tenant in place with lease ending 9/30/2021. Appointment notice of 48 hrs. required to clear with tenant. Cash or Conventional loans only.
3253 Jackson Dr, Holiday, FL 34691 is a 2 bedroom, 2 bathroom, 1,212 sqft single-family home built in 1979. It last sold for $150,000 on Mar 17, 2021. More recently, it was listed as a rental in August 2020 with an asking price of $1,295 per month. That rental listing was removed on August 29, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $230,500, with a rent estimate of $1,957/month.

Home Details for 3253 Jackson Dr

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile
Appliances & Utilities
DryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stucco, Cement ConcretePatio
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1979Year Updated: 1979
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 5941 sqft

Price and Tax history

DateEventPrice
Mar 17, 2021
Source: N/A
Sold
$150,000
Feb 12, 2021
Source: Agent Provided
Pending
$155,000
Jan 19, 2021
Source: Stellar MLS
ListingRemoved
Jan 6, 2021
Source: Agent Provided
PriceChange
$155,000
Price decreased by 6%
Dec 24, 2020
Source: Agent Provided
Listed For Sale
$165,000

Market trends in Holiday

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$221K
$6.67KMoM
Sale-to-List Price
98.6%
Price per sq ft
$181
$6MoM
Available listings
313
17MoM

Around this home

What Locals Say about Holiday

At least 308 Trulia users voted on each feature.

  • 87 % Say car is needed

  • 85 % Say yards are well-kept

  • 82 % Say parking is easy

  • 82 % Say it's dog friendly

  • 72 % Say there's holiday spirit

  • 68 % Say there are sidewalks

  • 62 % Say kids play outside

  • 55 % Say it's quiet

  • 51 % Say neighbors are friendly

  • 45 % Say it's walkable to grocery stores

  • 42 % Say streets are well-lit

  • 42 % Say people would walk alone at night

  • 40 % Say they plan to stay for at least 5 years

  • 37 % Say there's wildlife

  • 30 % Say it's walkable to restaurants

  • 15 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Leano.loveslucy88
    "The Santa parade downtown NPR and the small community vibe is always a pleasant touch to the area, I plan on buying soon"
    0
    Flag
  • Heather Cook
    "Gas stations conveniently located. Stores are close by. That’s the only good thing really. Its really close to 19 so there’s a lot "
    1
    Flag
  • Taylor
    "Alligators can be found near almost any water source. This includes retention ponds. The school around here are also very poor, not good funding. Tons of homeless in the area, I would not trust them around my children."
    0
    Flag
  • Robbie Watson
    "The dog owners on my street walk their dogs at all hours, always pick up after their dogs and are all friendly"
    0
    Flag
  • Matthew_hartman
    "Multiple routes in and out of my neighborhood. Many easy ways to bypass busy roads except along the Anclote river"
    0
    Flag
  • Tanash Arthur
    "Criminals live around here, there are helicopters every here and there, we are surrounded by crack heads. At night it is very dangerous to be alone, always buy a camera for your home 😁"
    5
    Flag
  • Vivianwhitlow
    "Other dog owners are friendly. We love to chat with other dog owners. It helps us to be closer with our names."
    0
    Flag
  • Allan0151
    "Dogs are all well behaved. Lots of them being walked all the time. Just watch out for the gator that lives in the huge pond"
    0
    Flag
  • Trulia User
    "kid friendly area....lots of kids here from 4 years to 14 years ... very safe area....neighbors are nice... bus stop very accessible "
    1
    Flag
  • Trulia User
    "I'm live in a house temporarily till I find a permanent housing so it feels like home every one is friendly you don't hear dogs barking it is very quiet "
    0
    Flag
  • Trulia User
    "👍 mostly nice neighbors and neighborhood.too much fast traffic..not safe for little children to play out front."
    0
    Flag
  • Trulia User
    "Sidewalks are in most places throughout the neighborhood. Cars go too fast on the main thoroughfare. "
    0
    Flag
  • Trulia User
    "No public transportation for a mile. Most people would need to walk to the main thoroughfare (us 19). Uber or Lyft is the best option but most people do own a car."
    0
    Flag
  • PINEDAMAURO
    "Good Community, near of US 19 an SR54, whit restaurant, shop grocery’s near too. New main water aqueduct an light in the street. "
    1
    Flag
  • PINEDAMAURO
    "Greater sense of security, the street lights were changed, more neighbors with security cameras in their homes "
    6
    Flag
  • Victoria V.
    "My commute is pretty fare using my vehicle. I don’t know about public transportation. I use us 19 for going everywhere I need. "
    5
    Flag
  • Trulia User
    "they can walk their dog and the neighborhood is very pet friendly. people are very friendly as well.hope to talk to you soon"
    0
    Flag
  • Monica E.
    "Dog owners will like for cars to slow down the street while walking there dogs what dogs owner don’t like is that ppl need to puck there dog poop "
    3
    Flag
  • Brainsandbeauty
    "dog friendly but lots of barking in. the yards at all hours some people leave their dogs out for hours"
    1
    Flag
  • Michelle W.
    "It’s quiet and everyone minds their own business. I feel safe in this neighborhood. The only people to come on our street live here. "
    0
    Flag
  • Monica E.
    "It’s a very quiet area. Not too many kids. And. Residents are very nice. And a lot of shopping area "
    0
    Flag
  • Laura S.
    "I’m actually retired so don’t know bout the commute, but public transportation is very close walking distance "
    1
    Flag
  • Carolyn M. R.
    "Most people keep pets on leashes and abide by leash laws. People only pick up dog waste about 50 % of the time. Many stray and feral cats in this area."
    1
    Flag
  • Lala
    "I don’t commute, I work from home. I believe traffic is typical for rush hour time frames - never stopped completely."
    1
    Flag
  • Blah B.
    "I've lived in my neighborhood for working on two years. I have done nothing but deal with code enforcement and a couple nasty neighbors. it's not worth the hassle to have a nice house where have the house of your dreams because everyone around you will ruin it for you. I'm selling because of this. "
    16
    Flag
  • Carolyn M. R.
    "Schools are Title I. Couple of publuc parks and trails. A decent rec center nearby. No community pool."
    0
    Flag
  • Claudia W.
    "I’ve lived here for a year. I had great neighbors. Super friendly always there to help you if you need something. Lots of great kids in the neighborhood. Very friendly always talkative. This is a great family neighborhood. "
    7
    Flag
  • Brian C.
    "cant really recall any at all. new port richey has events that are family oriented so we go there sometimes"
    2
    Flag
  • Jane D.
    "There are dinners, dances, pool tournaments, shuffle board tournaments, exercise in Clubhouse and in pool. To mention anything more would take up the whole space. Nice community for year round living and a few days or months."
    2
    Flag
  • Glenn R.
    "close to all shopping and restaurants. close to bost ramps and fishing piers. beautiful sunsets over gulf of Mexico "
    1
    Flag
  • Haydee Irizarry
    "I've lived here for over 9 years. People are friendly and look out for each other. And it's improving the neighborhood is picking up."
    2
    Flag
  • Blueyes121081
    "Lots of young and middle school age children. Great community and easy access to grocery and other shopping. "
    0
    Flag
  • Carolslaven
    "Live in an over 55 community. Activities and good location . Maybe not the best pretty area but I like it. "
    0
    Flag
  • Flowerlady111
    "Well kept Tahitian gardens condos, family area.dollar store Aldi publix cvs Walgreens banks within 2 blocks. Beautiful pool.active community. Happy here for 13 years."
    1
    Flag
  • CJ
    "Quiet friendly neighbors and very little traffic. lived here 20 years and never had any issues with crime or neighbors. a great pllace to live."
    2
    Flag
  • OJ
    "This community helps the less fortunate. A lot of programs to volunteer and help in this community. Community is also growing rapidly. "
    0
    Flag
  • Johniesee
    "The young kids trick or treat in my subdivision. Most people decorate for the winter holidays. There are community yard sales twice a year. We have a community pool and a park like setting around the community lake. "
    2
    Flag
  • Destiny R.
    "A lot of kids in the Darlington rd area and a nice park nearby too. Some folks on dirt bikes drive through but it's otherwise quiet."
    1
    Flag
  • Mazarineskies
    "“keep what’s yours, lock your doors” signs on the main road. people lingering in the street at late hours into early morning. creepers lurking into car windows. "
    0
    Flag
  • Pamela
    "Don’t usually attend events there are not many events in the neighborhood very quiet place to live nice neighborhood "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 3253 Jackson Dr

  • What is 3253 Jackson Dr estimated to be worth?
    Trulia's estimated value for 3253 Jackson Dr in Holiday, FL is $230,500.
  • What is the price history for 3253 Jackson Dr?
    3253 Jackson Dr in Holiday, FL last sold for $150,000 in March 2021.
  • Is Holiday a buyer's or seller's market?
    Holiday is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Holiday?
    The median sale price in Holiday is $221K. That is down $6.67K from the prior month.
  • Does 3253 Jackson Dr have air conditioning?
    Yes, 3253 Jackson Dr in Holiday, FL has air conditioning.
  • Does 3253 Jackson Dr have laundry facilities?
    Yes, 3253 Jackson Dr in Holiday, FL has in-unit laundry.

Explore by feature - Pet Friendly

90 pet-friendly rentals in Holiday, FL

Explore by feature - Garage

72 rentals with a garage in Holiday, FL

Explore by feature - Air Conditioning

125 rentals with air conditioning in Holiday, FL

Explore by feature - Pool

37 rentals with a pool in Holiday, FL

Explore by feature - Washer/dryer

94 rentals with a washer/dryer in Holiday, FL

Explore by feature - Outdoor Space

39 rentals with an outdoor space in Holiday, FL

Apartments for Rent

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Off Market Homes Near 3253 Jackson Dr

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