Homes for Sale $300K to $500K in Englewood, FL
This page tracks every Englewood listing with an asking price between $300,000 and $500,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.
124 homes listed between $300,000 and $500,000 are for sale or pending in Englewood, FL today across 76 communities. The median asking price is $391,778, from $300,000 to $499,876. Listings in Englewood without that feature have a median of $259,000. Most listings right now: Esplanade At Wellen Park (17), Shores At Stillwater (6), Oyster Creek Ph 02 (6). Updated October 2, 2026 from the MLS.
Live $300k–$500k homes in Englewood: the listings
95 active listings match today (26% of Englewood inventory), median asking $395,898, $259/sq ft, median 57 days on market. Photo cards link to the listing; refreshed nightly.
Newest $300k–$500k homes in Englewood
The most expensive $300k–$500k homes in Englewood
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 352 Oak Street | $499,876 | 1,354 | — |
| 1401 Beach Road #303 | $495,000 | 1,856 | — |
| 1040 Bay Harbor Drive | $490,000 | 2,337 | — |
| 5055 N Beach Road #101 | $489,300 | 1,002 | — |
| 26886 Pavin Drive | $485,000 | 1,850 | — |
| 1460 Cortes Drive | $485,000 | 1,541 | — |
| 1751 Beach Road #202 | $484,000 | 1,070 | — |
| 2501 Englewood Road | $479,000 | 2,269 | — |
| 1551 Beach Road #205 | $475,000 | 1,070 | — |
| 1751 Beach Road #404 | $475,000 | 1,222 | — |
$300K–$500K Homes by price
| Band | For sale | Share |
|---|---|---|
| $300K–$500K | 95 | 100% |
Englewood homes $300K–$500K by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale. The 60 communities with the most homes $300K–$500K listed are tabled; the rest follow.
| Community | Homes $300K–$500K | New build | Median list | From |
|---|---|---|---|---|
| Esplanade At Wellen Park | 17 | 17 | $394,053 | $375,898 |
| Shores At Stillwater | 6 | 6 | $408,490 | $347,990 |
| Oyster Creek Ph 02 | 6 | 0 | $368,995 | $345,000 |
| Coco Bay | 3 | 0 | $435,000 | $324,900 |
| Englewood Park Amd Of | 3 | 0 | $399,900 | $389,900 |
| Park Forest Ph 5 | 3 | 0 | $399,900 | $390,000 |
| Island Lks/Coco Bay | 3 | 1 | $347,597 | $307,597 |
| Englewood Isles Sub | 2 | 0 | $479,875 | $460,000 |
| Sandpiper Key Bldg 08 | 2 | 0 | $479,500 | $475,000 |
| Boca Royale Un 16 | 2 | 0 | $475,000 | $465,000 |
| Boca Royale East Unit 20 | 2 | 2 | $459,490 | $455,990 |
| Sandpiper Key Bldg 04 | 2 | 0 | $457,450 | $439,900 |
| Boca Royale Un 13 | 2 | 0 | $437,400 | $399,900 |
| Rock Creek Park | 2 | 0 | $417,500 | $385,000 |
| Beachwalk By Manasota Key Ph | 2 | 0 | $399,000 | $379,000 |
| Bay Vista Blvd Add 03 | 2 | 1 | $397,450 | $385,000 |
| Tiki Apts Bldg 01 | 2 | 0 | $394,650 | $300,000 |
| Shamrock Shores | 2 | 2 | $361,500 | $344,000 |
| Hammocks-Villas Ph 01 | 2 | 0 | $357,000 | $315,000 |
| Port Charlotte Sec 065 | 2 | 0 | $347,499 | $309,999 |
| Park Forest | 2 | 0 | $325,000 | $320,000 |
| Lemon Bay Park | 1 | 0 | $499,876 | $499,876 |
| Sandpiper Key Bldg 01 | 1 | 0 | $495,000 | $495,000 |
| Bay Harbor Estate | 1 | 0 | $490,000 | $490,000 |
| Deer Creek Cove | 1 | 0 | $485,000 | $485,000 |
| Fantasy Island Bldg C | 1 | 0 | $479,900 | $479,900 |
| Manasota Acres | 1 | 0 | $479,000 | $479,000 |
| Englewood Isles | 1 | 0 | $469,000 | $469,000 |
| Live Oak Landings Ph 03 | 1 | 0 | $459,900 | $459,900 |
| Deer Creek Estates | 1 | 0 | $459,000 | $459,000 |
| Boca Royale | 1 | 0 | $450,000 | $450,000 |
| Grove City Terrace Unit 03 | 1 | 0 | $450,000 | $450,000 |
| Oxford Manor 3Rd Add | 1 | 0 | $442,500 | $442,500 |
| Pine Glen West | 1 | 0 | $439,900 | $439,900 |
| Village At Oyster Creek Ph | 1 | 0 | $435,000 | $435,000 |
| Sandpiper Key Bldg 03 | 1 | 0 | $429,000 | $429,000 |
| Casa De Meadows | 1 | 0 | $425,000 | $425,000 |
| Heasley Thomas E Sub | 1 | 0 | $410,000 | $410,000 |
| Gulf Wind | 1 | 0 | $399,999 | $399,999 |
| Bartlett Sub | 1 | 0 | $399,900 | $399,900 |
| Gulf Aire | 1 | 0 | $399,900 | $399,900 |
| Grove City | 1 | 0 | $399,000 | $399,000 |
| Pine Lake Dev | 1 | 0 | $396,000 | $396,000 |
| Manasota Shores Ph 02 Bldg B | 1 | 0 | $395,000 | $395,000 |
| Walden | 1 | 0 | $394,500 | $394,500 |
| Longlake Estates | 1 | 0 | $389,000 | $389,000 |
| Boca Royale Un 12 Ph 2 | 1 | 0 | $387,500 | $387,500 |
| Englewood Gardens | 1 | 0 | $375,000 | $375,000 |
| Rock Creek Park 2Nd Add | 1 | 0 | $375,000 | $375,000 |
| Oyster Creek Ph 01 | 1 | 0 | $375,000 | $375,000 |
| Englewood Golf Villas 11 | 1 | 0 | $374,500 | $374,500 |
| Englewood Beach Condo Villa 44 | 1 | 0 | $373,000 | $373,000 |
| Hammocks-Villas Ph 02 | 1 | 0 | $370,018 | $370,018 |
| N Englewood Rep | 1 | 0 | $364,999 | $364,999 |
| Shamrock Shores 1St Add | 1 | 0 | $360,000 | $360,000 |
| Alston Haste | 1 | 0 | $360,000 | $360,000 |
| Boca Royale Ph 2 & 3 | 1 | 0 | $359,000 | $359,000 |
| Engelwood Beach Condo Villa 01 | 1 | 0 | $358,000 | $358,000 |
| Englewood Beach Condo Villa | 1 | 0 | $354,900 | $354,900 |
| Boca Royale Ph 1 | 1 | 0 | $350,000 | $350,000 |
Also with homes $300K–$500K for sale
- Heritage Creek (1)
- Manasota Gardens (1)
- Hammocks-Villas Ph 12 (1)
- Englewood East (1)
- Bay Heights (1)
- River Edge 02 (1)
- Oak Forest Phase 1 (1)
- Englewood Heights (1)
- Harris 03 (1)
- Gulf Aire 1St Add (1)
- Holiday Condo (1)
- Tiki Apts Bldg 02 (1)
- Bay Vista Blvd (1)
- Hammocks-Preserve Ph 01 (1)
- Palm Lk/Coco Bay (1)
- Stillwater (1)
Where this band sits in the market
The answer block above shows how the median of this band compares with the rest of the city’s listings, which tells you whether $300,000–$500,000 is the middle of the market here or the top of it. Within the band, compare on price per square foot and year built: newer subdivisions usually price higher per foot with lower expected maintenance, older ones the reverse. Each community page carries the HOA and CDD picture, the year-built range and the sales history, so two homes at the same price can be told apart in a few minutes.
Questions to ask about any listing in this band
What are the total monthly carrying costs (taxes, insurance, HOA, CDD) and how do they compare with a similar home two communities over? What is the age of the roof, HVAC and water heater? Is the community’s HOA financially healthy (reserves, no pending assessment)? How many days has the listing been on the market and has the price moved? A local agent who works the area will know which communities in this band are trading at asking and which are negotiating.
Common questions
How many homes listed between $300,000 and $500,000 are for sale in Englewood?
What do homes $300K–$500K cost in Englewood?
Which Englewood community has the most homes $300K–$500K for sale?
What is the monthly payment on a $400,000 home?
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Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Englewood, FL whose MLS record reports an asking price between $300,000 and $500,000. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.