2256 Matthews Rd, Big Pine Key, FL 33043
Property image
Property image
OFF MARKET

2256 Matthews Rd
Big Pine Key, FL 33043

  • 4 Beds
  • 3 Baths
  • 2,000 sqft

$1,774,900

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $10,310/mo*

$1,774,900

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $10,310/mo*
4 Beds
3 Baths
2,000 sqft

Home Value

Trulia Estimate
$1.77M
Since last month
Increased$19K (+1.1%)
Since last year
Increased$31K (+1.8%)
Since last sale
Increased$67K (+3.9%)
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 +2,012% in the last 10 years
MonthEstimated value
2026
August 2026$1.77M
July 2026$1.75M
June 2026$1.75M
May 2026$1.71M
April 2026$1.71M
March 2026$1.7M
February 2026$1.68M
January 2026$1.63M
2025
2024
2020
2019
2018

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
$1,599,000
07/28/26
2
3
1,244
0.10
Single-Family Home
$520,000
04/23/26
3
2
1,088
0.65
Single-Family Home
$760,000
11/12/25
4
3
2,285
0.75
Single-Family Home
$1,090,000
02/25/26
2
2.5
1,840
0.45
Single-Family Home
$690,000
06/08/26
2
2
1,270
0.31
Single-Family Home
$580,000
09/15/25
3
1
1,080
0.71
Single-Family Home
$1,275,000
07/22/26
3
2
1,861
0.67
Single-Family Home
$1,125,000
09/26/25
3
2
1,890
0.49
Single-Family Home
$475,000
04/20/26
2
2
930

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Local Information

  • Map ViewExplore the area around 2256 Matthews Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2024
Living Area
2,000 sqft
Price/Sqft
$887
Parking
Open Parking
HOA
None

About this House

Brand New Home! Oversized Custom 4 bedroom 3 bath home located on a beautiful protected deep water canal with excellent access to the Gulf and Atlantic. This 2000 sq ft home is situated in a quiet neighborhood and features an open living area design with chef's kitchen/ quartz counter tops, high ceilings, covered porch, custom railings, impact windows and doors, custom concrete heated and chilled pool. The home comes complete with a custom 60 ft boat dock for all your water toys. The custom concrete pool, pool decking and landscaping will be completed within the month and this brand new home also comes with a 1 Year Builders Warranty. The home is perfectly situated for the water enthusiast with world class fishing, diving, snorkeling, paddle boarding and kayaking! Don't wait on this one!!! Easy to show. Exterior pictures are renderings/ Interior pictures are actual.
2256 Matthews Rd, Big Pine Key, FL 33043 is a 4 bedroom, 3 bathroom, 2,000 sqft single-family home built in 2024. It last sold for $1,700,000 on May 7, 2024 (6% below the $1,800,000 asking price). It is currently off market. The Trulia Estimate is $1,774,900, with a rent estimate of $6,356/month.
Last check for updates: about 4 hours ago
Listed by Gregory A Maclaren, (305) 872-8442
Internet Realty of the Florida Keys
Bought with: Justyn Ewald, (305) 587-7330, Expert Realty LLC (HQ)
Source: FLKMLS, MLS#609052

Home Details for 2256 Matthews Rd

Interior Features

Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2000 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Refrigerator, Range, OvenDishwasherRefrigerator
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Has Heating Unspecified Type
View
No View

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/BalconyHas a Private Pool
Parking & Garage
No Attached GarageHas Open ParkingParking: Open
Pool
Pool: In Ground, ConcretePool
Frontage
WaterfrontOn Waterfront

Property Information

Year Built
Year Built: 2024
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Building: Medium - 5Ft - 9FtConstruction Materials: CBSIs a New Construction
Property Information
Condition: New ConstructionParcel Number: 00312571000500

Price & Status

Price
List Price: $1,800,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Big Pine KeyCommunity: Doctors Arm (30.5)

Building

Building Area
Building Area: 2000 Square Feet

HOA

HOA Fee Includes: NoneNo HOA

Lot Information

Lot Area: 6098.4 sqft

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 609052

Price and Tax history

DateEventPrice
May 7, 2024
Source: FLKMLS #609052
Sold
$1,700,000
Mar 21, 2024
Source: Key West AOR #609052
Contingent
$1,800,000
Mar 5, 2024
Source: Key West AOR #609052
Listed For Sale
$1,800,000
Mar 31, 2021
Source: FLKMLS #594966
Sold
$255,000
Mar 3, 2021
Source: Agent Provided
Listed For Sale
$235,000

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

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

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.

Frequently asked questions about 2256 Matthews Rd

  • What is 2256 Matthews Rd estimated to be worth?
    Trulia's estimated value for 2256 Matthews Rd in Big Pine Key, FL is $1,774,900.
  • What is the price history for 2256 Matthews Rd?
    2256 Matthews Rd in Big Pine Key, FL last sold for $1,700,000 in May 2024.
  • 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 2256 Matthews Rd have air conditioning?
    Yes, 2256 Matthews Rd in Big Pine Key, FL has air conditioning.
  • Does 2256 Matthews Rd have a pool?
    Yes, 2256 Matthews Rd in Big Pine Key, FL has a pool.

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