2256 Matthews Rd
Big Pine Key, FL 33043
- 4 Beds
- 3 Baths
- 2,000 sqft
4 Beds
3 Baths
2,000 sqft
Home Value
Trulia Estimate
$1.77MSince 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
| Month | Estimated 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.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.08 | $762,400 | 2 | 2 | 912 | Off Market | |
0.06 | $848,200 | 2 | 2 | 960 | Off Market | |
0.03 | $1,061,900 | 2 | 2 | 1,252 | Off Market | |
0.13 | - | - | - | - | Off Market | |
0.12 | $1,014,100 | 3 | 2 | 1,080 | Off Market | |
0.12 | - | - | - | - | Off Market | |
0.09 | $1,599,000 | 2 | 3 | 1,244 | Recently Sold | |
0.10 | - | - | - | - | Off Market | |
0.10 | - | - | - | - | Off Market | |
0.10 | - | - | - | - | Off Market | |
0.10 | $100,000 | - | - | - | Recently Sold |
Local Information
-- mins to
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
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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 |
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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 |
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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 |
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Price List Price: $1,800,000 |
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MLS Status: Closed |
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Direction & Address City: Big Pine KeyCommunity: Doctors Arm (30.5) |
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Building Area Building Area: 2000 Square Feet |
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HOA Fee Includes: NoneNo HOA |
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Lot Area: 6098.4 sqft |
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Listing Terms: Cash, Conventional |
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Mls Number: 609052 |
Price and Tax history
| Date | Event | Price |
|---|---|---|
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 |
Aug 19, 2016 Source: N/A | Sold | $69,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $12,514 | $1,381,275 |
Home facts updated by county records
Market trends in Big Pine Key
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
90
3MoM
Around this home
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.
LGBTQ Local Legal Protections
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.

