1908 Bobtail Dr, Maitland, FL 32751
Property image
Property image
OFF MARKET

1908 Bobtail Dr
Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,500 sqft

$359,400

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $2,538/mo*
Refinance Your Home

$359,400

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $2,538/mo*
Refinance Your Home
3 Beds
2 Baths
1,500 sqft

Home Value

Trulia Estimate
$359K
Since last month
Increased$1K (+0.3%)
Since last year
Decreased$1K (-0.4%)
Since last sale
Increased$255K (+242.7%)
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 +82% in the last 10 years
MonthEstimated value
2026
August 2026$360K
July 2026$358K
June 2026$362K
May 2026$359K
April 2026$357K
March 2026$354K
February 2026$352K
January 2026$352K
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
2040 BOBTAIL DRIVE, Maitland, FL
0.11
Single-Family Home
$372,000
06/24/26
3
2
1,382
2113 FALKNER ROAD, Maitland, FL
0.22
Single-Family Home
$398,400
05/21/26
3
2
1,708
2134 KORAT LANE, Maitland, FL
0.28
Single-Family Home
$370,000
06/26/26
3
2
1,642
2150 TORTOISE SHELL DRIVE, Maitland, FL
0.27
Single-Family Home
$375,000
08/06/26
4
2
1,512
2154 FENNELL STREET, Maitland, FL
0.31
Single-Family Home
$415,000
06/30/26
3
2
1,642
2155 FENNELL STREET, Maitland, FL
0.29
Single-Family Home
$484,000
07/24/26
3
2
1,822
2132 TORTOISE SHELL DRIVE, Maitland, FL
0.26
Single-Family Home
$410,000
09/05/25
4
2
1,809
2133 FALKNER ROAD, Maitland, FL
0.27
Single-Family Home
$458,000
12/26/25
4
3
1,779
2217 PEMBROOK DRIVE, Orlando, FL
0.46
Single-Family Home
$334,000
07/15/26
4
2
1,617
1758 BOBTAIL DRIVE, Maitland, FL
0.21
Single-Family Home
$545,000
09/10/25
4
3
2,304

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
1998 MICHAEL TIAGO CIRCLE, Maitland, FL 32751
0.10
$469,700
4
2.5
2,691
Off Market
8036 TABBY LANE, Maitland, FL 32751
0.08
$412,600
3
2
1,494
Off Market
2004 MICHAEL TIAGO CIRCLE, Maitland, FL 32751
0.11
$420,000
3
2.5
2,167
Recently Sold
2040 BOBTAIL DRIVE, Maitland, FL 32751
0.11
$372,000
3
2
1,382
Recently Sold
2030 MICHAEL TIAGO CIRCLE, Maitland, FL 32751
0.13
$438,000
3
2.5
2,249
Off Market
2011 MICHAEL TIAGO CIRCLE, Maitland, FL 32751
0.13
$497,000
3
2.5
2,702
Recently Sold
1970 MICHAEL TIAGO CIRCLE, Maitland, FL 32751
0.14
$461,200
4
2.5
2,365
Off Market
2027 MICHAEL TIAGO CIRCLE, Maitland, FL 32751
0.15
$441,900
3
2.5
2,193
Off Market
1942 MICHAEL TIAGO CIRCLE, Maitland, FL 32751
0.19
$417,000
3
2.5
2,100
Off Market
1787 BOBTAIL DRIVE, Maitland, FL 32751
0.17
$501,200
4
3
2,365
Off Market
8016 BIRMAN STREET, Maitland, FL 32751
0.18
$463,700
3
2
1,848
Off Market
1938 MICHAEL TIAGO COURT, Maitland, FL 32751
0.19
$475,000
4
2.5
2,708
Recently Sold

Local Information

  • Map ViewExplore the area around 1908 Bobtail Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1996
Living Area
1,500 sqft
Price/Sqft
$240
Parking
Garage

About this House

Tile floors
Fenced yard
Granite counters tops
Quiet neighborhood
Close to highway
Washer and dryer
2 car garage
Screen patio
1908 Bobtail Dr, Maitland, FL 32751 is a 3 bedroom, 2 bathroom, 1,500 sqft single-family home built in 1996. It last sold for $104,900 on Jan 11, 1996. More recently, it was listed as a rental in January 2023 with an asking price of $2,450 per month. That rental listing was removed on February 25, 2023. It is currently off market. The Trulia Estimate is $359,400, with a rent estimate of $2,334/month.

Home Details for 1908 Bobtail Dr

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile
Interior Details
Types of Rooms: Dining Room, Family Room, Master Bath
Appliances & Utilities
DishwasherDryerWasher

Exterior Features

Exterior Home Features
Roof: Shake Shingle
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1996Year Updated: 1996
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 5828 sqft

Price and Tax history

DateEventPrice
Feb 25, 2023
Source: Zillow Rentals
ListingRemoved
Jan 27, 2023
Source: Zillow Rentals
Listed For Rent
$2,450
Feb 14, 2018
Source: Agent Provided
ListingRemoved
$1,700
Nov 2, 2017
Source: Agent Provided
PriceChange
$1,700
Price decreased by 6%
Sep 6, 2017
Source: Agent Provided
Listed For Rent
$1,800

Market trends in Maitland

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$511K
$2.33KMoM
Sale-to-List Price
—
Price per sq ft
$305
$12MoM
Available listings
120
3MoM

Around this home

What Locals Say about Maitland

At least 170 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 85 % Say car is needed

  • 80 % Say there are sidewalks

  • 79 % Say parking is easy

  • 72 % Say there's holiday spirit

  • 67 % Say streets are well-lit

  • 65 % Say it's quiet

  • 65 % Say people would walk alone at night

  • 58 % Say kids play outside

  • 55 % Say yards are well-kept

  • 52 % Say it's walkable to restaurants

  • 51 % Say it's walkable to grocery stores

  • 49 % Say neighbors are friendly

  • 45 % Say they plan to stay for at least 5 years

  • 40 % Say there's wildlife

  • 30 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Che F
    "We have great neighborhood events but day to day is quiet and peaceful."
    0
    Flag
  • Monica.maeda.mhc
    "Many people take care of their property, there are many parks and shops that are walking distant, and it is quiet"
    0
    Flag
  • Nickwilson1997.nw
    "Very homey and friendly. Feels very safe and around many things. Great schools and work places to be around "
    0
    Flag
  • Che F
    "Lots of dogs, mostly all on leash and well behaved. Most of the local restaurants are dog friendly as well."
    0
    Flag
  • Winterparkhomes
    "Lots of dog friendly places and parks located throughout the City of Maitland and surrounding areas. "
    0
    Flag
  • Jdburry
    "Many community events and a private neighborhood boat dock. Two parks nearby with tennis, pickleball, basketball, walking trails with exercise equipment. Bicycle routes as well."
    0
    Flag
  • Emmrickgarca
    "Schools are good! The library in WinterPark is really close. We’re about to get a new library in Maitland."
    0
    Flag
  • Jeane hennessy
    "It has all the stores around here. I feel safe working and living here. The traffic is not bad. Lots of trees. "
    0
    Flag
  • Amber H. .
    "Safe and clean always see many parents out walking with there kids and the city maintains to streets and planters "
    8
    Flag
  • Arelis R.
    "I’ve lived here for two years. People are friendly there is no crime and I feel safe when I go running alone very early in the morning and late at night. It’s clean and I have never had a package stolen from outside my door. I wish every neighborhood was this safe ! "
    1
    Flag
  • Pennyalberry
    "Plenty of nice areas for walks around the lakes. Many restaurants offer and love catering to dog owners with snacks, food, treats and water available."
    1
    Flag
  • Mandy M.
    "Maybe monthly popcorn and free movies in the park, monthly city block party, weekly farmers market, plenty of parks, trees, and space for bicycle rides."
    1
    Flag
  • Jonathan H.
    "You will like the dog friendly community. You want like the fact that dog parks are non existent. But all in all a great neighborhood. "
    0
    Flag
  • Giovanni L.
    "The commute to the highways and shopping is very close as well. There are public transportation routes as well. "
    0
    Flag
  • Christen R.
    "It’s a growing area and everything is always changing but there is a lot of apartments being built in a concentrated area that leads to the i4 which will one day create a lot of traffic."
    1
    Flag
  • Jennifer D.
    "The area is nice. It seems safe for families of all kinds. I’m not sure about the schools because I don’t have children. But the parks are very nice. "
    2
    Flag
  • Jonathan H.
    "I’ve lived in this neighborhood for five years and I love it. Quiet and Quaint. Easy access to Orlando, attractions and surrounding entertainment. "
    0
    Flag
  • Nicolerossi1003
    "I’ve lived in Maitland for over 12 years. It’s a great community but within the last couple of years, the apartment complexes have gone up surrounding the area which makes traffic unbearable at times."
    2
    Flag
  • Crhayman
    "It has both suburban and urban elements, and quality elementary schools and a good middle school. The Enzian movie theatre also makes it unique. "
    0
    Flag
  • Lisarulesall
    "Its somewhat quiet. There are nostly office buildings. Plenty of grocery stores. Cute library. Close to I4. Itll be walkable to sun rail soon. "
    1
    Flag
  • Elizabeth H.
    "Sheriff picnics, outdoor movies, farmers market, and various sports games. Apartment complex does events like waffle Wednesdays"
    1
    Flag
  • Rhonda T.
    "This is a great place to raise a family or to enjoy retirement. I love all the parks and lakes great shopping and entertainment. "
    3
    Flag
  • elle
    "There is not enough grass for dogs to walk and no where on the property for pets to run and play. Apt bldg has lot's concrete parking but not enough land. The owners do not always pick up after their pets and part of the reason is dog bag stations are not easily accessible, they are quite a distance away. The upside is we have elevators which is helpful for the senior dogs if you live above first floor. The dogs are leashed and owners communicate if their dog if friendly or not. There are parks in driving distance to walk your dig on a leash. Lakes/ parks are clean and dogs love all the smells. Dogs are leashed at the park; its a safe environment."
    0
    Flag
  • Arisellmarte5
    "It’s nice I like this spot over here I go to school over here I see a lot people walking their dogs "
    2
    Flag
  • MHB
    "It is truly a great community!! Very safe for children. Friendly neighbors and we have a neighborhood watch set up! The community really looks out for one another. Very happy to live in Maitland."
    0
    Flag
  • Salimaharris
    "My commute is by car and in the early afternoon so traffic is pretty light but can be very hectic in the morning. "
    0
    Flag
  • Otis5468
    "Quiet and safe, great place to live for young singles and couples, more business types not a lot of kids"
    0
    Flag
  • Otis5468
    "Safe and quiet, nice area, mostly business types, some families , lots of traffic , stores and places to eat"
    0
    Flag
  • Zeus Garca
    "I walk to work 1/2 block every morning. Lake Lilii park is beautiful, safe and a great start to my day"
    1
    Flag
  • Madison S.
    "It’s a great neighborhood for dogs. Sidewalks and neighbors all pick up after animals. Most everyone has a fenced in backyard. "
    1
    Flag
  • Lashana Q.
    "I think the area is secluded and without a car it's hard getting around. I love my place but the gas is ridiculous "
    0
    Flag
  • Karen M.
    "Lots of dogs walking around but not many sidewalks. Most owners are good about picking up after their pet. "
    0
    Flag
  • Maria M.
    "It’s a great neighborhood. I have the police station close and so far it’s safe. I have quick access to I4."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1908 Bobtail Dr

  • What is 1908 Bobtail Dr estimated to be worth?
    Trulia's estimated value for 1908 Bobtail Dr in Maitland, FL is $359,400.
  • What is the price history for 1908 Bobtail Dr?
    1908 Bobtail Dr in Maitland, FL last sold for $104,900 in January 1996.
  • Is Maitland a buyer's or seller's market?
    Maitland is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Maitland?
    The median sale price in Maitland is $511K. That is up $2.33K from the prior month.
  • Does 1908 Bobtail Dr have laundry facilities?
    Yes, 1908 Bobtail Dr in Maitland, FL has in-unit laundry.
  • How big is the lot at 1908 Bobtail Dr?
    The lot at 1908 Bobtail Dr in Maitland, FL is about 0.13 acres (5,828 sq ft).

Explore by feature - Pet Friendly

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