3915 Diane Rd, Big Pine Key, FL 33043
Property image
Property image
OFF MARKET

$975,500

Trulia Estimate
as of Aug 31, 2026
  • 3 Beds
  • 2.5 Baths
  • 1,500 sqft
  • 3 Beds
  • 2.5 Baths
  • 1,500 sqft

3915 Diane Rd, Big Pine Key, FL 33043

Home Highlights

Property Type
Single-Family Home
Living Area
1,500 sqft
Price/Sqft
$650
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 3915 Diane Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

This charming 3-bedroom, 2.5-bathroom stilted home, nestled in Port Pine Heights in Big Pine, offers the perfect balance of peaceful seclusion and access to world-class boating destinations. Inside, this custom home showcases beautiful wood throughout with high ceilings that enhance the sense of openness, while an enclosed Florida sunroom provides additional living space. The chef's kitchen, beautifully remodeled in 2023, boasts upgraded finishes including, a 5 burner chef style gas cooktop, an oversized spacious island, a wine rack, and a coffee bar. Designed for both style and functionality, the kitchen features ample storage, along with top-of-the-line Smart appliances including the state-of-the-art Family Hub refrigerator. The second floor features two bedrooms and bathrooms while the third floor features the loft, half bath, and home office. Outdoor living is a highlight, with a wraparound porch as well as a tiki hut downstairs, a custom outdoor shower, and an enclosed garage offering ample storage for all your water toys. Situated on a desirable corner canal lot with over 100' of dock space, there's ample room for three, possibly four, boats. This home has been meticulously maintained. It is located at the end of a quiet street and fully fenced, providing extra privacy, plenty of parking, and the perfect setting to embrace the relaxed Keys lifestyle. Note To Boaters: From your seawall, you are seconds away from the Big Pine Channel, with direct access to the Gulf or Content Keys--home to one of the best sandbars in the Keys--in just 20 minutes. The infamous Picnic Island, a favorite gathering spot for locals, is only 15 minutes away, and the breathtaking Looe Key Reef, part of the Florida Keys National Marine Sanctuary, is approximately a 30-45-minute boat ride.
10 minutes from Winn-Dixie, CVS, Walgreens, Ace, restaurants, and bait shops.
Pets considered on a case by case basis.
Property is unfurnished.

One-year lease term. No smoking. Renter must have renters insurance. Renter pays water/sewage, electric, gas. Renter responsible for yard maintenance. Owner pays for pest control and internet.
3915 Diane Rd, Big Pine Key, FL 33043 is a 3 bedroom, 3 bathroom, 1,500 sqft single-family home. It last sold for $925,000 on May 6, 2022 (18,400% above the $5,000 asking price). More recently, it was listed as a rental in June 2025 with an asking price of $6,000 per month. That rental listing was removed on August 3, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $975,500, with a rent estimate of $5,413/month.

Home Details for 3915 Diane Rd

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: Hardwood, Tile

Exterior Features

Parking & Garage
Parking: Attached Off Street, On Site

Comparable Sales for 3915 Diane Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.28
Single-Family Home
$1,000,000
08/17/26
3
3
1,591 sqft
0.22
Single-Family Home
$864,000
01/20/26
3
2
1,008 sqft
0.24
Single-Family Home
$780,000
11/13/25
3
2
1,152 sqft
0.29
Single-Family Home
$965,000
04/01/26
4
2
1,674 sqft
0.36
Single-Family Home
$740,000
07/10/26
3
3
1,224 sqft
0.11
Single-Family Home
$650,000
07/29/26
2
2
936 sqft
0.37
Single-Family Home
$840,000
09/30/25
3
2
1,068 sqft
0.46
Single-Family Home
$970,000
07/27/26
3
3
1,314 sqft
0.32
Single-Family Home
$790,000
07/02/26
2
2
1,292 sqft
0.28
Single-Family Home
$809,000
11/12/25
2
2
1,120 sqft

Nearby homes

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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
Aug 3, 2025
Source: Zillow Rentals
ListingRemoved
$5,000
Jul 22, 2025
Source: Zillow Rentals
PriceChange
$5,000
Price decreased by 14%
Jun 11, 2025
Source: Zillow Rentals
PriceChange
$5,800
Price decreased by 3%
Jun 5, 2025
Source: Zillow Rentals
Listed For Rent
$6,000
Jun 5, 2025
Source: Key West AOR #614305
ListingRemoved
$949,000

Frequently asked questions about 3915 Diane Rd

  • What is 3915 Diane Rd estimated to be worth?
    Trulia's estimated value for 3915 Diane Rd in Big Pine Key, FL is $975,500.
  • What is the price history for 3915 Diane Rd?
    3915 Diane Rd in Big Pine Key, FL last sold for $925,000 in May 2022.
  • 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 3915 Diane Rd have air conditioning?
    Yes, 3915 Diane Rd in Big Pine Key, FL has air conditioning.
  • Does 3915 Diane Rd have laundry facilities?
    Yes, 3915 Diane Rd in Big Pine Key, FL has in-unit laundry.

Homes for rent near 3915 Diane Rd

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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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