29335 Oleander Dr, Big Pine Key, FL 33043
Property image
Property image
OFF MARKET

$1,006,800

Trulia Estimate
as of Sep 3, 2026
  • 3 Beds
  • 2 Baths
  • 1,800 sqft
  • 3 Beds
  • 2 Baths
  • 1,800 sqft

29335 Oleander Dr, Big Pine Key, FL 33043

Home Highlights

Property Type
Single-Family Home
Living Area
1,800 sqft
Price/Sqft
$559

Local Information

  • Map ViewExplore the area around 29335 Oleander Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

New build ready to rent in Eden Pines! 3 bedroom 2 bath.

Water, sewer and electric included. First, last and security due at signing. No smoking allowed.
29335 Oleander Dr, Big Pine Key, FL 33043 is a 3 bedroom, 2 bathroom, 1,800 sqft single-family home. It last sold for $3,500 on Aug 1, 1979 (18% below the $4,250 asking price). More recently, it was listed as a rental in December 2024 with an asking price of $4,250 per month. That rental listing was removed on December 20, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,006,800, with a rent estimate of $5,479/month.

Home Details for 29335 Oleander Dr

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

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

Comparable Sales for 29335 Oleander Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.08
Single-Family Home
$887,000
01/27/26
3
2
1,204 sqft
0.14
Single-Family Home
$755,000
09/22/25
3
2
1,200 sqft
0.26
Single-Family Home
$813,000
09/01/26
3
2
1,250 sqft
0.15
Single-Family Home
$1,070,000
06/11/26
4
3
1,901 sqft
0.16
Single-Family Home
$865,000
04/23/26
2
2
1,092 sqft
0.36
Single-Family Home
$610,000
04/03/26
3
2
1,353 sqft
0.32
Single-Family Home
$935,000
06/08/26
3
2
1,152 sqft
0.28
Single-Family Home
$600,000
03/03/26
3
2
984 sqft
0.16
Single-Family Home
$805,000
05/27/26
2
2
936 sqft
0.20
Single-Family Home
$880,000
10/15/25
2
2
1,056 sqft

Nearby homes

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Rental Market Trends in Big Pine Key

Last updated Sep 2026
Trulia Rent Estimate$5,479/mo
Average rent
$5K
$300
MoM
Available listings
28
View rental market trends in Big Pine Key, FL

Around this home

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 Big Pine Key

At least 29 Trulia users voted on each feature.
  • 95 % Say it's dog friendly

  • 91 % Say there's wildlife

  • 82 % Say car is needed

  • 82 % Say yards are well-kept

  • 81 % Say parking is easy

  • 76 % Say people would walk alone at night

  • 75 % Say it's quiet

  • 66 % Say there's holiday spirit

  • 62 % Say it's walkable to grocery stores

  • 59 % Say it's walkable to restaurants

  • 55 % Say they plan to stay for at least 5 years

  • 52 % Say neighbors are friendly

  • 43 % Say there are community events

  • 35 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Dawn M.
    "I live in Big Pine Key! Neighbors are friendly but keep to themselves. Lots of wildlife . Pretty safe place. "
  • Dawn M.
    "I do not believe there are community events! If there are I have not gone to any! I love Key Deer Blvd good place to run, walk or jog. Also bike riders there are tons! "
  • Sailjane
    "Yes, they would love the area. No restrictions for size, amount, breed, etc. yards are large so pets have room. There is a dog park down the road, excellent vets, many restaurants are dog friendly. There are pet parades, etc too"
  • Sailjane
    "Great parks, great schools, people are very kind and friendly. The scenery is gorgeous. Key deer, peacocks, cool birds, are all around. This is a great place to vacation to and to live. Water all around and the fishing is spectacular. It is a artistic community and very interesting. "
  • Karen F.
    "We have a nautical flea market as well as a weekend flea market, the wildlife refuge has events and there are various events at the park"
  • Shannon M.
    "friendly neighborhood with lots of wildlife both in the water and on land. nice and quiet and away from the craziness of key West but close enough to visit. nowhere else will you see an endangered key deer in your yard on the same day you have. manatee in your back canal. simply beautiful ❤️"
  • Gwalter
    "A great place to live, fish, hang out and enjoy your friends !! It’s well worth a visit. Come as you are and leave as friends "
  • Chelsea G.
    "Born and raised here in Big Pine. Low crime rate. Small property lots. I like it here because there is a grocery store and a a couple gas stations for easy accessibility. "
  • Katherine V.
    "Home to US Fish and Wildlife nature sanctuary, with star-filled nights and sunny, breezy days year-round. Caring community with good basic services. Bike paths, incredible boating and diving. "
  • Maya T.
    "Quiet area for peace and nature lovers."

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Dec 20, 2024
Source: Zillow Rentals
ListingRemoved
$4,250
Dec 10, 2024
Source: Zillow Rentals
Listed For Rent
$4,250
Nov 6, 2024
Source: Zillow Rentals
ListingRemoved
$4,800
Oct 21, 2024
Source: Zillow Rentals
Listed For Rent
$4,800
Sep 13, 2024
Source: Zillow Rentals
ListingRemoved
$4,800

Frequently asked questions about 29335 Oleander Dr

  • What is 29335 Oleander Dr estimated to be worth?
    Trulia's estimated value for 29335 Oleander Dr in Big Pine Key, FL is $1,006,800.
  • What is the price history for 29335 Oleander Dr?
    29335 Oleander Dr in Big Pine Key, FL last sold for $3,500 in August 1979.
  • Is Big Pine Key a buyer's or seller's market?
    Big Pine Key is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Big Pine Key?
    Residents describe Big Pine Key, FL as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Big Pine Key, FL.
  • Does 29335 Oleander Dr have air conditioning?
    Yes, 29335 Oleander Dr in Big Pine Key, FL has air conditioning.
  • Does 29335 Oleander Dr have laundry facilities?
    Yes, 29335 Oleander Dr in Big Pine Key, FL has in-unit laundry.

Homes for rent near 29335 Oleander Dr

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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