Welcome to Moonwake — a rare and enchanting historic retreat on Drayton Island, where time slows, nature surrounds, and Old Florida charm meets extraordinary craftsmanship. Tucked away on the peaceful shores of Lake George and accessible only by private boat or the island ferry, Moonwake is more than a property — it’s a destination, a legacy, and a lifestyle. Designed in the late 1800s by renowned American designer Gustav Stickley, this one-of-a-kind estate is a masterpiece of rustic architecture and timeless design. The main home offers 5 bedrooms and 2 baths, beautifully curated with original Stickley touches and furnished with select authentic Stickley pieces that will convey with the sale. Rare for historic Florida homes, Moonwake features a true concrete-floor basement, adding both storage and structural integrity. A charming separate structure—known as the Cook’s House—provides an additional 1 bedroom and 1 bath. Currently operating as a highly successful 5-star Airbnb, this guest cottage generates over $20,000 annually, making it a perfect blend of personal retreat and income opportunity. Step outside and you’ll discover grounds designed to inspire: a vibrant butterfly and pollination garden, towering oaks dripping in Spanish moss, and open skies that glow at sunset—where “Moonwake” earns its name as moonlight shimmers across the lake. An all-house generator ensures comfort and security year-round, while a pontoon boat conveys with the property, offering immediate adventure on Florida’s second-largest lake. The included boat slip at the Drayton Island RV Resort is transferable, adding unmatched convenience for island living. Situated on agriculturally zoned land, Moonwake offers uncommon privacy, natural beauty, and a chance to own a true piece of Florida history. Whether you’re seeking a serene homestead, an exclusive getaway, or an income-producing island escape, Moonwake invites you to slow down, breathe deeply, and experience the unforgettable magic of Drayton Island.
Single-familyProperty Type
1900Year Built
6.9 acresLot Size
$325Est. Price/Sq.Ft.
4 car garageParking
Listed by Crystal Calderon• RE/MAX SELECT PROFESSIONALS
Contact: 386-283-4966
Bought with Melissa Jernigan• COLDWELL BANKER REALTY
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Earn from this home
Refinance
$0
Est. cash available
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Rent
$2,940/mo
Redfin rental estimate
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Market trends in 32139, FL
Last updated July 2026
Sale-to-List Price
93.4%
2.8% MoM
Median sale price
$265K
$17K MoM
Avg. days on market
36d
19 days MoM
Recently sold homes
2
4 MoM
Provided by Redfin
Sale history for 266 Drayton Island Rd
Date
Event
Price
Stellar MLS as Distributed by MLS Grid #FC313913
Feb 25, 2026
Sold
$875,000
$334/sq ft
Jan 16, 2026
Pending
—
Nov 25, 2025
Listed
$874,900
$334/sq ft
Stellar MLS as Distributed by MLS Grid #O6352504
Oct 27, 2025
Listing Removed
—
Oct 20, 2025
Listed
*
realMLS #1133186
Mar 30, 2022
Sold
$435,000
$166/sq ft
Feb 10, 2022
Pending
—
Jan 30, 2022
Contingent
—
Nov 15, 2021
Price Changed
$435,000
$166/sq ft
Nov 15, 2021
Price Changed
$399,900
$153/sq ft
Sep 25, 2021
Listed
$450,000
$172/sq ft
+49
ISLAND LIFE! This is your opportunity to own a piece of Drayton Island & live among the peace & quiet w/ old Florida charm & elegance in this 19th Century home w/ 150'+/- on Lake George! 5+/-acres of AG zoned land basking w/ lush natural landscape from the oak hammock drive, to the fruit trees & bamboo. Such a unique home w/master br/ba on the 1st fl, & 4br/1/2ba on the 2nd. Beautiful original wood floors can be found throughout the hm, plus high ceiling & lots of wood accent. Home features dining, living & office or small Florida Rm. This solidly built hm was built on concrete piers & comes w/small service basement, detached garage & ''could be'' cottage currently used as a workshop/storage building. Loads of potential throughout this lovely hm just waiting for you to come claim it! PLEASE NOTE, this home is CASH only due to non-potable water system that disqualifies the home for Freddie Mac or Fannie Mae type loan. Also the home current has cloth wiring in use and some older plumbing which will not pass a 4 pt insurance inspection and not allow for sufficient insurance for loan purposes. The ferry runs on Monday morning and afternoon and then again on Friday morning and afternoon based on weather etc. $20 round trip fee. The island is powered by Clay Electric Coop, has weekly garbage pick up, and cluster mailboxes based from the Georgetown Post office. There is only satellite internet on the island unless this has changed.
Year
Property tax
Land + Additions
Assessment*
2025
$5,915 (+0.9%)
$227,400 + $144,700
$372,100
2024
$5,860 (−6.2%)
$227,400 + $157,610
$385,010
2023
$6,244 (+435.1%)
$212,600 + $153,650
$366,250
2022
$1,167 (+0.5%)
2021
$1,161 (−0.6%)
2020
$1,169 (−0.7%)
2019
$1,176 (+0.6%)
2018
$1,169 (+0.6%)
2017
$1,162 (+3.5%)
2016
$1,122 (−0.5%)
2015
$1,128 (−4.1%)
2014
$1,176
Tax history for 266 Drayton Island Rd
Year
Property tax
Land + Additions
Assessment*
2025
$5,915 (+0.9%)
$227,400 + $144,700
$372,100
2024
$5,860 (−6.2%)
$227,400 + $157,610
$385,010
2023
$6,244 (+435.1%)
$212,600 + $153,650
$366,250
2022
$1,167 (+0.5%)
2021
$1,161 (−0.6%)
2020
$1,169 (−0.7%)
2019
$1,176 (+0.6%)
2018
$1,169 (+0.6%)
2017
$1,162 (+3.5%)
2016
$1,122 (−0.5%)
2015
$1,128 (−4.1%)
2014
$1,176
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
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Baths
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Stories
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Lot width
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Lot depth
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Lot size
5.21 Acres
Year renovated
1900
Sq. Ft.
1,296
Year built
1900
Style
Single Family Residential
County
Putnam County
APN
39-13-26-9022-0000-0081
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
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Features
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Last updated by owner on Jul 10, 2026.
Property details
Parking
Parking Information
Garage Spaces: 4
Has Garage
Interior
Virtual Tour
Bedroom Information
# of Bedrooms: 6
Bathroom Information
# of Full Baths (Total): 3
Laundry Room Information
Laundry Features: Inside, Laundry Room
Basement Information
Basement Features: Full
Other Rooms Information
Additional Rooms: Den/Library/Office,Family Room,Florida Room,Formal Dining Room Separate