29575 Cupon Rd, Big Pine Key, FL 33043
OFF MARKET

$1,764,000

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 1,200 sqft (on 2.14 acres)

29575 Cupon Rd, Big Pine Key, FL 33043

Est. Refi. Payment $10,228/mo*
Refinance Your Home

Home Value

Trulia Estimate
$1.76M
Since last month
Decreased$24K (-1.3%)
Since last year
Increased$850K (+93.6%)
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 +208% in the last 10 years
MonthEstimated value
2026
August 2026$1.76M
July 2026$1.78M
June 2026$1.82M
May 2026$1.84M
April 2026$1.76M
March 2026$1.75M
February 2026$1.72M
January 2026$1.75M
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
1.87
Multi-Family Home
$600,000
12/04/25
3
2
-
4.45
Multi-Family Home
$975,000
08/19/26
5
3
2,572
5.33
Multi-Family Home
$5,000,000
06/18/26
5
5.5
3,000
5.60
Multi-Family Home
$730,000
11/28/25
3
2.5
1,360

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
0.06
$1,416,800
2
2
1,180
Off Market
0.12
-
-
-
-
Off Market
0.21
$702,100
2
2
960
Off Market
0.21
-
-
-
-
Off Market
0.26
$2,499,000
3
4
1,700
For Sale
0.29
$3,475,000
4
3.5
2,050
Recently Sold
0.32
$4,744,000
5
4.5
4,102
Off Market
0.33
-
-
-
-
Off Market
0.68
$924,400
3
2
1,056
Off Market
0.68
$2,553,600
4
3.5
3,566
Off Market
0.71
$990,000
3
2
1,750
Recently Sold
0.71
$625,000
3
2
1,201
Recently Sold

Local Information

  • Map ViewExplore the area around 29575 Cupon Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1980
Lot Size
2.14 acres
Living Area
1,200 sqft
Price/Sqft
$1,470

About this House

This multi-family home is located at 29575 Cupon Rd, Big Pine Key, FL. 29575 Cupon Rd is in Big Pine Key, FL and in ZIP code 33043. This property has 4 bedrooms, 4 bathrooms and approximately 1,200 sqft of floor space. This property has a lot size of 2.14 acres and was built in 1980.
29575 Cupon Rd, Big Pine Key, FL 33043 is a 4 bedroom, 4 bathroom, 1,200 sqft multi-family built in 1980. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,764,000, with a rent estimate of $3,921/month.

Home Details for 29575 Cupon Rd

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Other, Concrete

Exterior Features

Exterior Home Features
Roof: MetalExterior: StuccoFoundation Type: Piling

Property Information

Year Built
Year Built: 1980Year Updated: 1988
Property Type / Style
Property Type: Multi Family

Community

Units in Building: 1

Lot Information

Lot Area: 2.14 acres

Price and Tax history

YearProperty taxTax assessment
2025
$20,210
$2,430,189
Home facts updated by county records

Market trends in Big Pine Key

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
โ€”
Sale-to-List Price
โ€”
Price per sq ft
โ€”
Available listings
90
3
MoM

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 โค๏ธ"
  • Gwalter
    "A great place to live, fish, hang out and enjoy your friends !! Itโ€™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

Frequently asked questions about 29575 Cupon Rd

  • What is 29575 Cupon Rd estimated to be worth?
    Trulia's estimated value for 29575 Cupon Rd in Big Pine Key, FL is $1,764,000.
  • 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.
  • What are the closest schools to 29575 Cupon Rd?
    The closest schools to 29575 Cupon Rd in Big Pine Key, FL are Key West High School (rated 4/10), Sugarloaf School (Pre-K/Elementary/Middle, rated 6/10).

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