For sale

$2,700,000

1630 Chesapeake AVE, NAPLES, FL 34102

4beds

2,150sqft

$16,431/mo

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Single Family Residence

Built in 1964

0.26 Acres Lot

$-- Zestimate^®

$1,256/sqft

$-- HOA

What's special

New roofExisting four-bedroom three-bath homeImpact windows

One or more photo(s) has been virtually staged, AI generated or rendered. Exceptional waterfront opportunity at 1630 Chesapeake Avenue in desirable Oyster Bay, near Royal Harbor. Enjoy southern exposure on a wide, deep-water canal with direct Gulf access and no bridges. The private boat dock accommodates vessels up to about 40 feet, making it ideal for boating enthusiasts. The existing four-bedroom, three-bath home features a new roof, impact windows, and a large pool in a private waterfront setting. The home sustained flooding, and the interior has not been restored, offering an opportunity to renovate to your vision or explore building a new waterfront residence. Just minutes from downtown Naples, Fifth Avenue South’s shopping and dining, and the Gulf beaches, this property combines an outstanding location with exceptional potential.

5 days
345
13

Likely to sell faster than

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 3
Full bathrooms: 3

Rooms

Room types: Great Room, Guest Bath, Guest Room, 4 Bed

Dining room

Features: Dining - Family

Heating

Central

Cooling

Central Air

Appliances

Included: None

Features

Other, Great Room, Guest Bath, Guest Room
Flooring: Tile
Doors: Impact Resistant Doors
Windows: Impact Resistant Windows
Has fireplace: No

Interior area

Total structure area: 2,260
Total interior livable area: 2,150 sqft

Video & virtual tour

View virtual tour

Property

Parking

Total spaces: 1
Parking features: Attached
Attached garage spaces: 1

Features

Stories: 1
Exterior features: Dock, Elec Avail at dock, Water Avail at Dock
Has private pool: Yes
Pool features: In Ground
Has view: Yes
View description: Canal
Has water view: Yes
Water view: Canal
Waterfront features: Canal Front

Lot

Size: 0.26 Acres
Features: Regular

Details

Parcel number: 15350120007

Construction

Type & style

Home type: SingleFamily
Architectural style: Ranch
Property subtype: Single Family Residence

Materials

Block, Stucco
Foundation: Concrete Block
Roof: Shingle

Condition

New construction: No
Year built: 1964

Utilities & green energy

Water: Central

Community & HOA

Community

Features: Non-Gated
Subdivision: OYSTER BAY

HOA

Has HOA: No
Amenities included: None

Location

Region: Naples

Financial & listing details

Price per square foot: $1,256/sqft
Tax assessed value: $1,573,675
Annual tax amount: $15,030
Date on market: 10/29/2026
Lease term: CASH ONLY

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
10/29/2026	Listed for sale	$2,700,000+462.5%$1,256/sqft
Source: SWFLMLS #226038819 Report a problem
8/30/2022	Listing removed	--
Source: Zillow Rental Manager Report a problem
6/1/2022	Listed for rent	$18,000-10%$8/sqft
Source: Zillow Rental Manager Report a problem
4/8/2022	Listing removed	--
Source: Zillow Rental Manager Report a problem
3/8/2022	Listed for rent	$20,000+2.6%$9/sqft
Source: Zillow Rental Manager Report a problem
2/28/2022	Listing removed	--
Source: Zillow Rental Manager Report a problem
2/22/2022	Price change	$19,500-22%$9/sqft
Source: Zillow Rental Manager Report a problem
2/16/2022	Listed for rent	$25,000+455.6%$12/sqft
Source: Zillow Rental Manager Report a problem
8/26/2020	Sold	$480,000-59.1%$223/sqft
Source: Public Record Report a problem
5/10/2019	Listing removed	$4,500$2/sqft
Source: Hartford Realty LLC #218081110 Report a problem
2/7/2019	Price change	$4,500-10%$2/sqft
Source: Hartford Realty LLC #218081110 Report a problem
12/9/2018	Listed for rent	$5,000+42.9%$2/sqft
Source: Hartford Realty LLC #218081110 Report a problem
11/30/2017	Listing removed	$3,500$2/sqft
Source: Hartford Realty LLC #217061470 Report a problem
10/12/2017	Listed for rent	$3,500$2/sqft
Source: Hartford Realty LLC #217061470 Report a problem
10/10/2017	Listing removed	$1,175,000$547/sqft
Source: Hartford Realty LLC #217002623 Report a problem
4/3/2017	Price change	$1,175,000-6%$547/sqft
Source: Hartford Realty LLC #217002623 Report a problem
12/2/2016	Listed for sale	$1,250,000+1724.8%$581/sqft
Source: Owner Report a problem
9/24/2003	Sold	$68,500-85.7%$32/sqft
Source: Public Record Report a problem
12/6/2000	Sold	$480,000+8.5%$223/sqft
Source: Public Record Report a problem
6/21/1999	Sold	$442,500+58%$206/sqft
Source: Public Record Report a problem
12/24/1997	Sold	$280,000$130/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$15,031 +76.7%	$1,573,675 +70.4%
2024	$8,505 -44.1%	$923,266 -40.9%
2023	$15,227 +77.8%	$1,561,111 +79.4%
2022	$8,565 -1.3%	$870,267 +3%
2021	$8,677 -3.6%	$844,919 +0.6%
2020	$9,003 +9.5%	$839,991 +10%
2019	$8,219 +68.6%	$763,628 +55.2%
2018	$4,876	$492,101 +2.1%
2017	$4,876 +1.7%	$481,979 +2.1%
2016	$4,795 +1.8%	$472,066 +0.7%
2015	$4,709 -1.9%	$468,785 +12.9%
2014	$4,801 +2.8%	$415,064 +4.5%
2013	$4,668 -9.8%	$397,149 -8.6%
2012	$5,177 -3.1%	$434,576 -3.8%
2011	$5,345 -14.9%	$451,630 +1.6%
2010	$6,284 +6.3%	$444,599 -18%
2009	$5,913	$541,929 -8.7%
2008	$5,913 -7.6%	$593,688 +3%
2007	$6,401 -4.6%	$576,396 +2.5%
2006	$6,710	$562,338 +0.7%
2005	$6,710 +2%	$558,492 +3%
2004	$6,576 -7.8%	$542,225 -5.5%
2003	$7,135 -16%	$573,618 -14.4%
2002	$8,492 -19%	$670,023 +72.2%
2001	$10,490 +149%	$389,062
2000	$4,214	--