Back 363 Oak St
Off Market

363 Oak St

Englewood FL 34223

2
2
2
3022 sq. ft.
25110 sq. ft.
Single-Family
Last sold for $490,000
Erin HalsteadErin Halstead, last sold this property on 17 February 2026 after 24 days on market.

Overview

Welcome to a place where every day feels intentionally slower, where sunsets paint the sky, water glimmers in the distance, and nature wraps around you like a private retreat. Set on over half an acre, this elevated coastal home offers breathtaking sunsets and tranquil water views, creating a peaceful, park-like setting that’s rare to find so close to town. Mature native landscaping, citrus trees, and open green space surround this fenced property, offering privacy, shade, and a true Old Florida feel. The main living level features a 2-bedroom, 2-bathroom split floor plan, designed for easy, comfortable living. You will appreciate the generous living spaces all having easy care flooring, so you can spend your time enjoying life and not cleaning. Downstairs, a ground-level bonus room provides endless flexibility, ideal for a home office, gym, storage, or creative space tailored to your lifestyle. The pool area offers a huge screened lanai with a large covered area, the perfect spot for morning coffee, evening wine, or entertaining friends as the sun dips over the water. Adding to the charm is a separate artist studio, once the working studio of renowned local artist James Sears — a truly special feature that adds history, character, and inspiration to the property. Outdoor living shines here with a heated saltwater pool, outdoor shower, chickie hut with ample room for RV or boat parking, making it easy to embrace the coastal lifestyle. Whether you’re hosting gatherings, enjoying quiet evenings, or heading out on the water, this home supports it all. A new roof, elevated construction, and thoughtful design provide peace of mind, while the location puts you just minutes from the shops, dining, and energy of Dearborn Street, and steps from Lemon Bay Park, offering trails, kayaking, and natural beauty right outside your door. This isn’t just a home, it’s a lifestyle rooted in creativity, connection, and coastal living.

Features

2 bedrooms
2 bathrooms
2 carspaces
2 carport spaces
3022 sq. ft. floor area
25110 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 2 bedroom single-family properties sold in Englewood over the last 12 months, the estimated median property value of 363 Oak St is $325k.

Median value
$325k
Estimated value range
$149k - $1.06m
Median days on market
63
Estimated value trend
-10%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Englewood. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 363 Oak St

2026
Sold
$490,000
17 Feb 2026 by Erin Halstead, of MICHAEL SAUNDERS & COMPANY
2019
Sold
$410,000
14 Jan 2019 by Lora Keller, of RE/MAX Palm Realty
2014
Sold
$280,000
12 Sep 2014 by ARLENE KNIGHT, of KEY REALTY, INC.

Happy sellers in Englewood

77%
77% of sellers in Englewood reported that their sale price either exceeded or met their price expectations.

Englewood stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 19 reviews in Englewood over the last 12 months.

Local market activity for 2 bedroom single-family properties in Englewood

In the last 12 months, 167 two-bedroom single-family properties similar to 363 Oak St, have been sold.

This represents a 15% increase in two-bedroom single-family properties sales when compared to the previous 12 months.

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