20844 4th Ave W
Summerland Key, FL 33042
4 Beds
3 Baths
2,951 sqft (on 0.29 acres)
4 Beds
3 Baths
2,951 sqft
(on 0.29 acres)
We estimate this home will sell faster than 98% nearby.
Local Information
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Description
FISHERMAN'S DREAM! BIG BOATS WELCOME! DEEP WATER! LARGE WATERFRONT HOME in the prestigious neighborhood of Cudjoe Gardens. When you first walk up you will notice the beautiful landscaping, tropical fruit trees, key limes, mangoes, lemons, bananas and avocados! This stunning and elegant concrete residence on elevated lot, offers the perfect harmony of luxury and comfort. All new impact windows & doors, framed by custom plantation shutters. Every space has been meticulously curated, brand-new AC, and more! This incredible property with almost 3,000sf offers an open and spacious floor plan. The living area blends seamlessly with the screened in lanai with full bar, concrete heated, saltwater pool and overflow hot tub, offering full sun during the day. Leave the full wall of glass doors open to allow the fresh breeze of the Florida Keys as well as the gentle sound of the pool's waterfall. The Custom Chef's Kitchen has top of the line Stainless Steel Appliances, new wine cooler, Granite Countertops, huge island, and Custom Cabinetry. The home has a large master bedroom suite with its own living room/office/exercise area, sliders to back yard, 2 closets, and wonderful bathroom with spa like shower. 2 large guest bedrooms with full bath, an incredible Mother In Law/Guest Suite set up as bedroom sleeping 4-8 people with living area, with it's own driveway and private entrance and access to lanai, gorgeous bamboo flooring with inlayed Compass Rose and ceiling made of river recovered heart cypress, walk in closet designed as storm shelter, and full bath. Other features, outdoor kitchen and bar, 1 car garage with ample storage, double boat lift 20,000lb, 5 ft draft, 2 Ace 5,500lb davits, 100x10 concrete dock, Killer Dock brand fish cleaning station, commercial ice maker, and 5 min. Ride from the Ocean or Gulf, Fuel, Marina, and Tackle store, perfect for the avid fisherman. Wide canal, flow thru canal. This property is a boat lover, fisherman, and chef's Dream Home
We estimate this home will sell faster than 98% nearby.
Home Highlights
Parking
Attached Garage
Outdoor
Porch, Patio, Pool
View
Canal
HOA
$6/Monthly
Price/Sqft
$947
Listed
38 days ago
Home Details for 20844 4th Ave W
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Interior Details Wet Bar |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 2951 Square Feet |
Appliances & Utilities Utilities: FKAA, Propane, Cable ConnectedAppliances: Washer, Stainless Steel Appliance(s), Wine Cooler, Ice Machine, Gas Appliances, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, DryerDishwasherDisposalDryerLaundry: Laundry RoomMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Central,Propane Stove,ElectricHas CoolingAir Conditioning: Central Air,Ceiling Fans(s)Has HeatingHeating Fuel: Central |
Fireplace & Spa Spa: PrivateHas a Spa |
Gas & Electric Electric: Elect Separate Meter |
Windows, Doors, Floors & Walls Window: Drapes/Blinds Incl, Window Treatments, Impact Rstnce WindowDoor: Glass Doors, Impact Rstnce Doors, Sliding Glass DoorsFlooring: Tile, Wood |
Levels, Entrance, & Accessibility Levels: Ground LevelAccessibility: Yes, Accessible Doors, Parking, Accessible KitchenFloors: Tile, Wood |
View Has a ViewView: Canal |
Security Security: Smoke Detector(s), Patrolled Area, Other |
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Exterior Home Features Roof: MetalPatio / Porch: Lanai, Open Porch/Balcony, Patio, Screened Patio, Screened P/BFencing: Privacy, FencedVegetation: Fruit Tree(s)Exterior: Bar, Water Display, Storage, Sprinkler System, Outdoor Shower, Outdoor Kitchen, Lighting, Rain Gutters, Built-in BarbecueHas a Private PoolSprinkler System |
Parking & Garage No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Garage,Trailer Storage,Off Street,Guest,Open,Garage Door Opener,Attached |
Pool Pool: Heated, In Ground, Screen Enclosure, Decked, Concrete, Salt WaterPool |
Frontage WaterfrontWaterfront: Canal Front, Waterfront, Seawall: Concrete, Dock: Concrete, Dock Length: 100, Dockage: Davits, Boat LiftOn Waterfront |
Water & Sewer Sewer: Municipal Sewer, Public Sewer |
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Days on Market: 38 |
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Year Built Year Built: 1997 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
Building Construction Materials: CBS, ConcreteNot a New Construction |
Property Information Condition: Updated/RemodeledParcel Number: 00174635000700 |
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Price List Price: $2,795,000Price Per Sqft: $947 |
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MLS Status: Contingent/Show |
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Direction & Address City: CudjoeCommunity: Cudjoe Gardens (21.0) |
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Listing Agent Listing ID: 619299 |
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Community Features: Community Boat Ramp, Other |
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HOA Fee Includes: Maintenance Grounds, OtherAssociation for this Listing: Key West AssociationHas an HOAHOA Fee: $75/Yearly |
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Lot Area: 0.29 acres |
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Contingencies: Contingent/ShowListing Terms: Cash, FHA, VA Loan, Conventional |
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Energy Efficiency Features: Thermostat |
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Mls Number: 619299Zillow Contingency Status: Under ContractWater ViewWater View: Canal |
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Community Boat RampOther |
Last check for updates: about 4 hours ago
Listing courtesy of Stacey Nash Pillari, (305) 906-0144
Berkshire Hathaway HomeServices Knight & Gardner Realty
Originating MLS: Key West Association
Source: FLKMLS, MLS#619299
Price History for 20844 4th Ave W
| Date | Price | Event | Source |
|---|---|---|---|
| 04/11/2026 | $2,795,000 | Contingent | FLKMLS #619299 |
| 04/01/2026 | $2,795,000 | Listed For Sale | FLKMLS #619299 |
| 04/01/2026 | $2,795,000 | ListingRemoved | FLKMLS #616783 |
| 02/12/2026 | $2,795,000 | PriceChange | Key West AOR #616783 |
| 01/01/2026 | $2,875,000 | PriceChange | Key West AOR #616783 |
| 10/08/2025 | $2,950,000 | Listed For Sale | FLKMLS #616783 |
| 08/26/2022 | $2,599,000 | Sold | FLKMLS #601734 |
| 08/19/2022 | $2,599,000 | Pending | FLKMLS #601734 |
| 07/11/2022 | $2,599,000 | Contingent | Key West AOR #601734 |
| 07/09/2022 | $2,599,000 | Listed For Sale | Key West AOR #601734 |
| 06/09/2022 | ListingRemoved | FLKMLS #598777 | |
| 05/03/2022 | $2,695,000 | PriceChange | Key West AOR #598777 |
| 02/23/2022 | $2,799,000 | PriceChange | Key West AOR #598777 |
| 12/10/2021 | $2,950,000 | Listed For Sale | FLKMLS #598777 |
| 10/21/1998 | $364,500 | Sold | N/A |
| 06/06/1995 | $60,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $21,894 |
| Assessment | $2,431,616 |
Home facts updated by county records
Comparable Sales for 20844 4th Ave W
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.26 | Single-Family Home | $2,600,000 | 05/30/25 | 4 | 3 | 2,604 | |
0.07 | Single-Family Home | $1,350,000 | 07/24/25 | 3 | 3 | 2,524 | |
0.04 | Single-Family Home | $3,275,000 | 10/28/25 | 5 | 4 | 3,817 | |
0.04 | Single-Family Home | $1,900,000 | 06/29/25 | 3 | 2 | 1,702 | |
0.10 | Single-Family Home | $1,750,000 | 02/26/26 | 3 | 2 | 2,047 | |
0.09 | Single-Family Home | $1,350,000 | 08/18/25 | 3 | 2 | 1,582 | |
0.20 | Single-Family Home | $1,400,000 | 04/24/26 | 3 | 2 | 1,872 | |
0.42 | Single-Family Home | $1,550,000 | 02/23/26 | 3 | 2 | 1,645 | |
0.41 | Single-Family Home | $2,000,000 | 03/18/26 | 3 | 2 | 1,674 | |
0.24 | Single-Family Home | $1,100,000 | 06/27/25 | 3 | 2 | 1,361 |
Assigned Schools
These are the assigned schools for 20844 4th Ave W.
- Key West High School
- 9-12
- Public
- 1288 Students
3/10GreatSchools RatingParent Rating AverageSmall town, small mentality, the teachers are amazing but the overall quality is poor. Lots of bullying and old bubba mentality of your not from key West, you'll never truly fit inParent Review5mo ago - Sugarloaf School
- PK-8
- Public
- 671 Students
5/10GreatSchools RatingParent Rating AverageAs an educator with experience across multiple districts, I have observed ongoing challenges within this school and district that appear to reflect broader, system-level patterns rather than isolated concerns.Instructional Consistency:There is noticeable variability in instructional practices across classrooms, suggesting that expectations and implementation are not consistently aligned. This can result in uneven learning experiences for students.Student Support Systems:Supports intended for students, including those requiring additional or specialized services, are not consistently implemented. As a result, the effectiveness of these supports can vary and does not always translate into meaningful or measurable progress.Leadership & Staff Treatment:At the district level, expectations and accountability do not appear to be applied consistently across staff. There is a lack of uniformity in how employees are supported and held to expectations, which can create a perception that practices differ depending on the individual rather than being applied equitably.Communication:Communication from administration is often limited, unclear, or not provided in a timely manner. In some cases, attempts to seek clarification or guidance do not receive responses, which contributes to confusion and inconsistent implementation across classrooms and schools.Safety & School Environment:There are also concerns related to consistency in safety procedures and overall campus environment. At times, safety practices do not appear to be implemented in a consistent or clearly communicated manner, which can contribute to a sense of uncertainty for staff.Overall:Compared to other districts, these challenges appear more persistent and widespread. Greater consistency, responsiveness, and equitable implementation of expectations would be necessary to improve both staff effectiveness and student outcomes.Teacher Review1mo ago 
Check out schools near 20844 4th Ave W.
What Locals Say about Summerland Key
At least 14 Trulia users voted on each feature.
82 % Say it's dog friendly
81 % Say yards are well-kept
79 % Say people would walk alone at night
77 % Say car is needed
76 % Say parking is easy
71 % Say it's quiet
70 % Say there's holiday spirit
60 % Say neighbors are friendly
58 % Say they plan to stay for at least 5 years
58 % Say it's walkable to restaurants
47 % Say there are community events
44 % Say there's wildlife
29 % Say kids play outside
15 % Say it's walkable to grocery stores
14 % Say streets are well-lit
11 % Say there are sidewalks
Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Stacey Nash Pillari, Berkshire Hathaway HomeServices Knight & Gardner Realty
Agent Phone: (305) 906-0144
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 Board of Realtors.
20844 4th Ave W, Summerland Key, FL 33042 is a 4 bedroom, 3 bathroom, 2,951 sqft single-family home built in 1997. This property is currently available for sale and was listed by FLKMLS on Apr 1, 2026. The MLS # for this home is MLS# 619299.