29207 Cypress Dr, Big Pine Key, FL 33043
Property image
Property image
FOR SALE
NEW - 2 DAYS AGO

$799,000

  • 3 Beds
  • 2 Baths
  • 1,152 sqft

29207 Cypress Dr, Big Pine Key, FL 33043

Est. Mortgage $4,771/mo*
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Home Highlights

Single-Family Home
Built in 1980
$694/sqft
Garage

Local Information

  • Map ViewExplore the area around 29207 Cypress Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Florida Keys living starts here at this 1152 sq. ft. canal-front home with over 65 ft. of concrete seawall and room to enjoy the laid-back island lifestyle that we love in the Lower Keys. Bring your vision and personal touches to make this your own, with great bones already in place including impact-resistant windows and doors upstairs, a metal roof, and a 2-car garage / storage enclosure. The fenced yard offers space for pets, RV/boat trailer parking or outdoor fun, while the almost-walk-around porch and deck give you easy spots to relax, entertain, and take in the waterfront setting. Getting out on the water is simple, whether you're heading out for fishing, cruising, or a sunset ride. The convenient Eden Pines Colony neighborhood boat ramp is nearby. If you're a lover of mangos, you'll appreciate the great Carrie mango tree; the Spanish lime tree provides good privacy for the porch (not fruit bearing.) Casual, comfortable, and full of potential--this is a great opportunity to live the Florida Keys lifestyle! **Interior photos have been virtually-decluttered. Shown by appointment only, please do not walk the property without listing agent.**
Last check for updates: about 2 hours ago
Listing courtesy of Patti Nickless, (305) 304-6949
Coldwell Banker Schmitt Lower Keys (KW)
Source: FLKMLS, MLS#621225
Also Listed on FLKMLS.

Home Details for 29207 Cypress Dr

Interior Features

Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1152 Square Feet
Appliances & Utilities
Appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Gas AppliancesDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central Air,Ceiling Fans(s)Has HeatingHeating Fuel: Has Heating Unspecified Type
Windows, Doors, Floors & Walls
Flooring: Tile
Levels, Entrance, & Accessibility
Floors: Tile
View
No View

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, DeckFencing: FencedExterior: Fruit Tree(s), Rain GuttersNo Private Pool
Parking & Garage
Has a GarageNo Attached GarageHas Open ParkingParking: Open,RV Access/Parking,Storage
Frontage
WaterfrontOn Waterfront

Days on Market

Days on Market: 2

Property Information

Year Built
Year Built: 1980
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Frame
Property Information
Parcel Number: 00272270000000

Price & Status

Price
List Price: $799,000Price Per Sqft: $694

Active Status

MLS Status: Active

Location

Direction & Address
City: Big Pine KeyCommunity: Eden Pines Colony (29.0)

Agent Information

Listing Agent
Listing ID: 621225

Building

Building Area
Building Area: 1152 Square Feet

Community

Community Features: Community Boat Ramp

HOA

HOA Fee Includes: NoneNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 6969.6 sqft

Miscellaneous

Mls Number: 621225

Additional Information

Community Boat Ramp

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."

Market trends in Big Pine Key

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

Home Value

Trulia Estimate
$772K
Since last month
Increased$58K (+8.1%)
Since last year
Increased$119K (+18.2%)
Since last sale
Increased$642K (+493.8%)
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
September 2026$772K
August 2026$701K
July 2026$714K
June 2026$729K
May 2026$716K
April 2026$701K
March 2026$692K
February 2026$688K
January 2026$671K
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
0.09
Single-Family Home
$755,000
09/22/25
3
2
1,200
0.10
Single-Family Home
$935,000
06/08/26
3
2
1,152
0.16
Single-Family Home
$813,000
09/01/26
3
2
1,250
0.21
Single-Family Home
$887,000
01/27/26
3
2
1,204
0.19
Single-Family Home
$693,800
07/16/26
3
2
1,039
0.21
Single-Family Home
$610,000
04/03/26
3
2
1,353
0.17
Single-Family Home
$865,000
04/23/26
2
2
1,092
0.17
Single-Family Home
$615,000
03/31/26
2
2
1,336
0.17
Single-Family Home
$880,000
10/15/25
2
2
1,056

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
0.05
$975,000
2
1.5
960
For Sale
0.04
$662,100
2
2
864
Off Market
0.07
-
2
1
936
Off Market
0.10
$935,000
3
2
1,152
Recently Sold
0.07
$1,070,000
4
3
1,901
Recently Sold
0.13
$917,000
2
2
1,512
Off Market
0.12
$765,600
2
2
1,120
Off Market
0.09
$766,700
3
2
1,200
Off Market
0.10
$1,049,000
3
2.5
2,143
For Sale
0.15
$875,400
2
2
1,200
Off Market
0.13
$803,300
2
2
960
Off Market

Price and Tax history

DateEventPrice
Sep 7, 2026
Source: FLKMLS #621225
Listed For Sale
$799,000
Apr 2, 2025
Source: FLKMLS #609474
ListingRemoved
$869,000
Apr 5, 2024
Source: FLKMLS #609474
Listed For Sale
$869,000
Jan 3, 1994
Source: N/A
Sold
$130,000

LGBTQ Local Legal Protections

Patti Nickless, Coldwell Banker Schmitt Lower Keys (KW)
Agent Phone: (305) 304-6949
MLS Internet Data Exchange (IDX) information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys MLS.

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Frequently asked questions about 29207 Cypress Dr

  • What is the estimated monthly payment for 29207 Cypress Dr?
    Based on a $799,000 list price with 20% down at today's rates, the estimated monthly payment for 29207 Cypress Dr in Big Pine Key, FL is approximately $4,837 (about $4,216 principal & interest, $546 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • 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 homes for sale in Big Pine Key, FL.
  • What are the closest schools to 29207 Cypress Dr?
    The closest schools to 29207 Cypress Dr in Big Pine Key, FL are Key West High School (rated 4/10), Sugarloaf School (Pre-K/Elementary/Middle, rated 6/10).
  • What is 29207 Cypress Dr estimated to be worth?
    Trulia's estimated value for 29207 Cypress Dr in Big Pine Key, FL is $772,000.
  • Does 29207 Cypress Dr have air conditioning?
    Yes, 29207 Cypress Dr in Big Pine Key, FL has air conditioning.
  • Does 29207 Cypress Dr have laundry facilities?
    Yes, 29207 Cypress Dr in Big Pine Key, FL has in-unit laundry.
29207 Cypress Dr, Big Pine Key, FL 33043 is a 3 bedroom, 2 bathroom, 1,152 sqft single-family home built in 1980. This property is currently available for sale and was listed by FLKMLS on Sep 7, 2026. The MLS # for this home is MLS# 621225.