2016 Bobtail Dr, Maitland, FL 32751
Loft/Entry
Master Bath
OFF MARKET

2016 Bobtail Dr
Maitland, FL 32751

  • 3 Beds
  • 2.5 Baths
  • 1,964 sqft

$394,500

Trulia Estimate
as of Jul 18, 2026
Est. Refi. Payment $2,749/mo*
Refinance Your Home

$394,500

Trulia Estimate
as of Jul 18, 2026
Est. Refi. Payment $2,749/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,964 sqft

Local Information

  • Map ViewExplore the area around 2016 Bobtail Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Located in the Winfield Subdivision in City of Maitland, a family friendly community. Centrally located in Maitland business district, walk to work!, close to major roads.

Tenant pays for electric, cable, phone, internet, water and sewer. Landlord pays for yard maintenance.
2016 Bobtail Dr, Maitland, FL 32751 is a 3 bedroom, 3 bathroom, 1,964 sqft single-family home built in 1996. It last sold for $172,000 on Dec 28, 2012 (6,780% above the $2,500 asking price). More recently, it was listed as a rental in September 2024 with an asking price of $2,500 per month. That rental listing was removed on October 9, 2024. It is currently off market. The Trulia Estimate is $394,500, with a rent estimate of $2,541/month.

Home Highlights

Parking
Attached Garage
Outdoor
No Info
View
No Info
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 2016 Bobtail Dr

Property Information

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

Rental Terms, Policies & Fees

Lease Term: 1 Year

Interior Features

Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central Air, Ceiling Fan
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Lawn
Parking & Garage
Parking: Attached, On Site

Price History for 2016 Bobtail Dr

DatePriceEventSource
10/09/2024$2,500ListingRemovedZillow Rentals
09/24/2024$2,500Listed For RentZillow Rentals
03/24/2021ListingRemovedN/A
07/06/2020$1,950ListingRemovedN/A
06/26/2020$1,950Listed For RentN/A
01/31/2018$1,850ListingRemovedN/A
01/01/2018$1,850Listed For RentN/A
09/03/2017$1,850ListingRemovedN/A
07/17/2017$1,850Listed For RentN/A
12/28/2012$172,000Sold
Stellar MLS #O5128227
10/05/2012$175,000PendingToActiveAgent Provided
10/04/2012$175,000PendingAgent Provided
09/06/2012$175,000PriceChange
Agent Provided
05/22/2012$185,000PriceChange
Agent Provided
04/21/2012$197,000Listed For SaleAgent Provided
06/26/1998$133,000Sold
N/A
07/09/1996$124,000Sold
N/A

Market trends in Maitland

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$508K
Sale-to-List Price
97.3%
Price per sq ft
$293
Available listings
116
3MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax$5,376
Assessment$345,757
Home facts updated by county records

Comparable Sales for 2016 Bobtail Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2040 Bobtail Dr, Maitland, FL
0.04
Single-Family Home
$372,000
06/24/26
3
2
1,382
2155 Fennell St, Maitland, FL
0.22
Single-Family Home
$320,000
01/07/26
3
2
1,822
2113 Falkner Rd, Maitland, FL
0.19
Single-Family Home
$398,400
05/21/26
3
2
1,708
2134 Korat Ln, Maitland, FL
0.22
Single-Family Home
$370,000
06/26/26
3
2
1,642
2154 Fennell St, Maitland, FL
0.23
Single-Family Home
$415,000
06/30/26
3
2
1,642
2132 Tortoise Shell Dr, Maitland, FL
0.18
Single-Family Home
$410,000
09/05/25
4
2
1,809
2133 Falkner Rd, Maitland, FL
0.24
Single-Family Home
$458,000
12/26/25
4
3
1,779
2133 Korat Ln, Maitland, FL
0.22
Single-Family Home
$455,000
10/16/25
4
3
2,359
7814 Plunkett Ave, Orlando, FL
0.34
Single-Family Home
$309,900
08/18/25
3
2
1,332
1758 Bobtail Dr, Maitland, FL
0.20
Single-Family Home
$545,000
09/10/25
4
3
2,304

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 2016 Bobtail 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 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

  • 48 % 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.
  • 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
  • Lydia w.
    "It has a small town feel with modern day amenities. It's quiet and busy at the same time. Neighbors are nice but not intrusive."
    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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

41 pet-friendly rentals in Maitland, FL

Explore by feature - Garage

22 rentals with a garage in Maitland, FL

Explore by feature - Air Conditioning

36 rentals with air conditioning in Maitland, FL

Explore by feature - Pool

36 rentals with a pool in Maitland, FL

Explore by feature - Washer/dryer

44 rentals with a washer/dryer in Maitland, FL

Explore by feature - Outdoor Space

7 rentals with an outdoor space in Maitland, FL

Homes for sale near 2016 Bobtail Dr

Skip to last item
Skip to first item

Off Market Homes Near 2016 Bobtail Dr

Skip to last item
Skip to first item