Location: Prospect Park Sub Of Blk 5, Englewood
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370 E FRAY ST, ENGLEWOOD, FL 34223
$325,00029 Days on yellowkey MLS ID: A4687443
REDUCED by $25,000 (7.1%) on 05/05/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1692 Built: 1967 Tax: $2,794 (2025)Community: Prospect Park Sub Of Blk 5Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,794
Elementary School: Englewood Elementary
High School: Lemon Bay High
Tax Year: 2025
Middle School: SKY Academy Englewood
Remarks: Two homes, one roof, zero HOA — 370 E. Fray Street is one of those rare finds in Englewood’s beloved Dearborn area that works for whatever life looks like right now. The main residence is a 2-bedroom, 2-bathroom split floor plan with its own private front entrance, and connected through a shared lanai is a fully private mother-in-law (studio) suite complete with a kitchen, full bathroom, and its own separate entrance — perfect for extended family who want to be close without giving up their independence, or for generating rental income on your own terms. The front unit has earned 25+ five-star Airbnb reviews and the suite has a history of long-term rental use, so the income potential here isn’t theoretical — it’s already been proven. Recent updates give you confidence from day one: new windows (2024), new fully fenced yard (2024), new A/C (2023), and a newer roof (2020). Outside you’ll find shelled parking with room for boats, trailers, and multiple vehicles, storage sheds, a paved side walkway, and a shared lanai with washer and dryer. Want the whole thing for yourself? It converts back to a traditional 3-bedroom, 3-bathroom single-family home. Gulf beaches, Dearborn Street dining, and local shopping are just minutes away — schedule your showing and come see why this one is different.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Omar Shehaiber (908-662-4087)
105 SYLVANIA AVE, ENGLEWOOD, FL 34223
$269,900111 Days on yellowkey MLS ID: C7520261
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1434 Built: 1973 Tax: $2,433 (2025)Community: Prospect Park Sub Of Blk 5Single Family
Taxes:$2,433
Elementary School: None
High School: None
Middle School: None
Remarks: Perfectly located just a few blocks from Historic Dearborn Street, home to charming shops, local dining, year-round festivals, the farmers market, and vibrant community events. This updated three-bedroom home features a newer roof and windows and sits on a desirable corner lot. Enjoy the peace of mind of an X flood zone, all while being just minutes from Englewood’s beautiful beaches, waterways, and recreational facilities. Embrace the Southwest Florida tropical lifestyle, with easy access to boating, beaches, golf courses, walking trails, and outstanding natural resources. Conveniently located for quick drives to Venice, Sarasota, Port Charlotte, and Punta Gorda, making this home ideal for both full-time living and seasonal enjoyment.
Listing is courtesy of: KW PEACE RIVER PARTNERS (941-875-9060)
Listing Agent: Cynthia Logan (941-380-2456)
324 E GREEN ST, ENGLEWOOD, FL 34223
$220,00034 Days on yellowkey MLS ID: N6143714
REDUCED by $5,000 (2.2%) on 04/23/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 957 Built: 1969 Tax: $1,954 (2025)Community: Prospect Park Sub Of Blk 5Single Family
Taxes:$1,954
Middle School: L.A. Ainger Middle
Remarks: Charming cottage house in the heart of Englewood, just blocks from historic Dearborn Street! This adorable FENCED home is move-in ready and FRESHLY PAINTED inside and out! GREAT STARTER HOME, SEASONAL GETAWAY, or RENTAL! Peace of mind with updates with HURRICANE IMPACT WINDOWS INSTALLED 2022, A/C 2023, WATER HEATER 2024, ROOF 2017, FENCED YARD, plus X500 FLOOD ZONE - NO FLOOD INSURANCE NEEDED! Insurance inspection reports ready-to-go, offer low homeowners insurance! Features updated luxury vinyl flooring, new trim, baseboards, interior doors, granite counters, travertine backsplash, wood cabinets, brand new exterior door, and bright "beachy" shell landscaping! NO HOA, NO CDD, so bring your boat or RV! A private large fenced backyard features an entertaining deck, fire pit, newer enclosed lanai, and a storage shed for all your beach gear and lawn tools! LOCATION, LOCATION! You're just minutes from all the fabulous activities of Dearborn Street, and the famous Indian Mound Park is just a little over 1 mile away offering a boat ramp, kayak put in, fishing, and picnic shelters! LOVE THE BEACH? Englewood Beach is only 3.5 miles south! This home would also be a great rental income property, area homes show great rental history! Don't miss your chance to tour the adorable "GREEN HOUSE on GREEN STREET!" Call today for a private showing.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Roberta Olney (941-412-6684)
20 EUCLID AVE, ENGLEWOOD, FL 34223
$199,999175 Days on yellowkey MLS ID: TB8447042
1 Days Off yellowkey (back on 4/22/2026)
REDUCED by $10,000 (4.8%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1202 Built: 1969 Tax: $2,415 (2024)Community: Prospect Park Sub Of Blk 5Spa: NoSingle Family
Taxes:$2,415
Tax Year: 2024
Remarks: Welcome to 20 Euclid Ave in Englewood—a move-in ready home offering comfort, peace of mind, and easy Florida living. This well-maintained property features 2 spacious bedrooms plus a versatile bonus room perfect for a guest space, home office, or hobby room. Major recent upgrades mean the big-ticket items are already done for you: New roof (2022) New HVAC (2024) New electric panel (2025) New water heater (2025) Located just minutes from downtown Englewood, shopping, dining, and Gulf beaches, this home offers both convenience and lifestyle. Added peace of mind: This property has experienced no flooding since our ownership in 2016. Some photos have been virtually staged
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
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