Homes for sale · Englewood, FloridaOld Englewood Village
Walkable Gulf-coast charm near Dearborn Street
23
Homes for sale
$399,900
Median list price
$353
Avg price / sqft
30
Median days on market
Old Englewood Village sits at the heart of Englewood's original downtown, a short walk from Dearborn Street and close to the Gulf. It's a place with real character — cottage-scale homes, mature trees, and a pace that rewards people who'd rather stroll than drive everywhere. The neighborhood suits buyers who want to be near the water and the action without paying full waterfront prices, whether that's a first home, a seasonal retreat, or a downsizing move.
The market here is active but approachable. With 23 active listings and a median list price of $399,900, there's genuine range — from entry points near $195,000 to a handful of homes above $1.35 million. Homes move at a healthy clip (median 28 days on market) and sellers are getting about 94% of asking, so this is neither a fire sale nor a bidding frenzy. Browse the current inventory on the live map or compare against the wider Englewood homes for sale.
Old Englewood Village is a community in Englewood, Florida.
Quick facts
$195,000 – $1.4M price range
1,297 sqft median home
$10/mo median HOA
$1,325/mo median rent
85 sold in 12 months
Living in Old Englewood Village
Old Englewood Village occupies the oldest part of Englewood, close to the historic Dearborn Street district and a short hop from the Gulf of Mexico on Florida's southwest coast. The housing is cottage-scale and the streets are lined with mature trees, giving the neighborhood a lived-in, walkable feel that newer subdivisions can't replicate. It's the kind of place where you can leave the car at home for a morning walk to downtown shops and events.
The neighborhood draws a mix of residents: first-time buyers attracted by the accessible entry prices, seasonal snowbirds who want to be near the water, and downsizers who prefer a manageable home and lot. Because this is an established area rather than a planned community, you get variety in home styles and ages rather than a uniform look.
If your priority is proximity to the Gulf, a real downtown within walking distance, and a casual coastal lifestyle, Old Englewood Village delivers it at a price point that leaves room for the extras. It's a practical, character-rich corner of Englewood for buyers who value location over brand-new finishes.
Neighborhoods and communities in Old Englewood Village
Around and near Old Englewood Village you'll find several named communities worth knowing. Park Forest and Boca Royale are among the better-known options, offering different styles of living from the cottage-scale homes at the heart of the village. Exploring these helps you understand the range of what greater Englewood offers.
Quail's Run and Alameda Isles round out the notable communities in the area, along with Foxwood. Each has its own character and price profile, so it's worth comparing them against the walkability and location of Old Englewood Village itself.
Within the village, there are no gated, golf or 55+ communities — it's a residential, non-planned neighborhood by nature. That keeps the atmosphere informal and the HOA costs low, which is part of the appeal for buyers who don't want the structure of a managed community.
Homes for sale in Old Englewood Village: prices and housing
There are 23 active listings in Old Englewood Village with a median list price of $399,900. The range is wide — from $195,000 at the entry level up to $1,350,000 at the top — and the average price works out to about $353 per square foot. Homes tend to be compact, with a median size around 1,297 square feet, so you're buying location and lot as much as interior space.
Over the past 12 months, 86 homes sold here at a median price of $330,000, and sellers received about 94% of their asking price on average. The median listing takes roughly 28 days to sell, which points to a steady, balanced market rather than an overheated one. Among active listings, 10 have a private pool and 3 are waterfront, while three homes sit above the $1 million mark.
Carrying costs are a strong selling point: the median HOA is just $10 per month and the median property tax runs about $3,083 per year. There is no new-construction inventory currently active, so expect established, often renovated homes. For renters or investors, the median rent sits around $1,325 per month. You can see everything currently listed on the live map.
Schools in Old Englewood Village
The schools most commonly assigned to Old Englewood Village are Englewood Elementary School, L. A. Ainger Middle School and Lemon Bay High School. These fall under the Charlotte County school district.
School zoning can shift from one street to the next, so the assignment for a specific home may differ from the most common one. Always verify the exact zone with the Charlotte County school district using the property's address before you make an offer.
For families, this is a key step in the buying process — confirming the zone early means no surprises later, especially in an established neighborhood where boundaries aren't always intuitive.
Getting around Old Englewood Village
Old Englewood Village's biggest everyday advantage is walkability to the historic Dearborn Street district, which anchors Englewood's downtown. Being able to reach shops and local events on foot is a genuine difference from the car-dependent subdivisions common across southwest Florida.
The neighborhood sits near the Gulf, and the surrounding road network connects it to the rest of Englewood and Charlotte County. For destinations beyond walking distance, you'll rely on a car as you would anywhere in the region.
Because specific drive times aren't part of the data here, plan to test your own commute and errand routes during a visit. The compact, central location generally means shorter trips to local essentials than you'd find in outlying developments.
Is Old Englewood Village a good place to live?
For the right buyer, Old Englewood Village is one of the more compelling spots in Englewood. You get walkability to a real downtown, proximity to the Gulf, low carrying costs — a $10 median HOA and about $3,083 in annual taxes — and a price range that opens the door from $195,000 up. Pool homes are unusually well represented, with 10 of 23 active listings including one.
The trade-offs are honest ones. Homes are older and compact, with a median size near 1,297 square feet, and there's no new construction, so buyers wanting modern builds or resort-style amenities will need to look elsewhere. There are also no gated, golf or 55+ options within the neighborhood itself.
If you value location, character and walkability over square footage and brand-new finishes, this is a strong fit. The market is active but balanced — 86 sales last year, a 28-day median time to sell, and sellers getting about 94% of asking — which gives serious buyers real opportunities without undue pressure. Compare it against the broader Englewood homes for sale to see how it stacks up.
On the market now
Homes for sale in Old Englewood Village
View all 23 →
$309,900
430 W HARVARD STREET, ENGLEWOOD
2 bd · 1 ba · 999 sqft
$1,350,000
901 CHAPIN BOULEVARD, ENGLEWOOD
2 bd · 2 ba · 1,248 sqft
$549,900
316 S MANGO STREET, ENGLEWOOD
3 bd · 2.5 ba · 2,372 sqft
$210,000
845 PALM AVENUE, ENGLEWOOD
2 bd · 2 ba · 994 sqft
$199,000
15 W BAY STREET, ENGLEWOOD
1 bd · 1 ba · 528 sqft
$195,000
812 WRIGHT STREET, ENGLEWOOD
2 bd · 2 ba · 804 sqft
$300,000
115 VIRGINIA COURT, ENGLEWOOD
2 bd · 2 ba · 1,080 sqft
$499,000
338 PINE GLEN COURT, ENGLEWOOD
4 bd · 3 ba · 1,994 sqft
$749,900
750 HARMONY LANE, ENGLEWOOD
4 bd · 3 ba · 3,089 sqft
$623,700
660 GILLESPIE STREET, ENGLEWOOD
3 bd · 2 ba · 1,850 sqft
$279,900
401 LEACH STREET, ENGLEWOOD
2 bd · 1 ba · 885 sqft
$299,998$299,999
123 VIRGINIA COURT, ENGLEWOOD
4 bd · 2 ba · 1,297 sqft
Every active listing inside the Old Englewood Village boundary
Open full map search →Find your fit
Browse Old Englewood Village
By feature — on the live map
Where the market lives
The numbers that matter
The Old Englewood Village market
85
Sold, last 12 months
$330,000
Median sold price
94%
Sale-to-list ratio
What sellers actually get vs asking
63 days
Median time to sell
Old Englewood Village vs Englewood
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 32.9% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Old Englewood Village boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Old Englewood Village is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Old Englewood Village home
≈ $2,584/mo
$399,900 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$10/mo
Median HOA
From current listings inside the boundary
$1,325/mo
Median rent
Homes for rent inside the boundary
Population
3,484
Median age
63
Median income
$60,331
Median home value
$368,948
Beyond the listings
Living in Old Englewood Village
Food & Drink
Top 23% in the U.S.Fueling for Fitness
A population characterized by healthy eating. Often pre-planning for meals for the purpose of fitness and convenience. Likely to participate in meal prep trends.
Lifestyles
Top 24% in the U.S.Wealth Signaling
Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.
Food & Drink
Trendy Eats
Meals are a social experience, and these foodies take it to the next level. This population can't wait to snap a pic of their plate and share it before chowing down.
Active
Yoga Advocates
Improving flexibility, strength, and overall well-being is the yogi's aim. This population is looking for the right community, instruction, and accessories.
Relationships
Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
Beliefs
Local Engagement
These citizens want to make their neighborhood a better, more beautiful place to live. They're attentive to the needs and affairs of the local community.
Straight answers
Old Englewood Village FAQs
Is Old Englewood Village a good place to live?+
It's a strong fit for buyers who value walkability and proximity to the Gulf and Englewood's historic Dearborn Street corridor. The cottage-scale housing and mature setting give it character you don't find in newer subdivisions. It suits first-time buyers, seasonal residents and downsizers alike.
Is Old Englewood Village expensive?+
It's mid-range for coastal Englewood. The median list price is $399,900 and the median sold price over the past year was $330,000, with an entry point near $195,000 for smaller homes. Compared to full waterfront pricing elsewhere in Englewood, it offers more accessible ways in.
What do homes cost in Old Englewood Village?+
Active listings run from $195,000 up to $1,350,000, with a median of $399,900 and an average of about $353 per square foot. Homes here are compact — the median size is around 1,297 square feet — so you're paying for location and lot more than square footage. Three listings currently top $1 million, reflecting the higher-end waterfront and pool properties.
How is the market right now?+
Active and balanced. There are 23 homes on the market, the median listing sells in about 28 days, and sellers are getting roughly 94% of asking. With 86 sales in the past year, there's steady turnover without the frenzy of a true seller's market — leaving room to negotiate on the right property.
What are the HOA fees and property taxes like?+
Carrying costs are low for this area. The median HOA is just $10 per month, since many homes here aren't in formal associations, and the median annual property tax is about $3,083. That keeps ongoing ownership costs modest compared to gated or amenity-heavy communities.
What schools serve Old Englewood Village?+
The most commonly assigned schools are Englewood Elementary School, L. A. Ainger Middle School and Lemon Bay High School. Zoning can vary by exact address, so confirm the assignment with the Charlotte County school district before you buy.
Is there new construction in Old Englewood Village?+
No — there are currently zero new-construction listings active in the neighborhood. This is an established area of older, cottage-scale homes, so buyers looking for new builds will generally be renovating or looking to nearby communities instead.
Are there waterfront or pool homes available?+
Yes. Of the 23 active listings, 3 are waterfront and 10 include a private pool, so pool homes are especially well represented here. There are no gated, golf or 55+ communities within the neighborhood itself, which keeps the character casual and residential.
Keep exploring
More Englewood neighborhoods
Neighborhood boundary by edgeAI; listings matched to the polygon. 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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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