Location: Englewood, Englewood
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255 PINEAPPLE ST #3, ENGLEWOOD, FL 34223
$1,325Listed 04/19/2026 4:35PM MLS ID: C7525069
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 650 Built: 1974Community: Englewood OfSpa: NoHalf Duplex
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Englewood Elementary
High School: Venice Senior High
Tax Year:
Middle School: SKY Academy Englewood
Remarks: Welcome to your beautifully remodeled coastal retreat at 255 Pineapple Street #3 in Englewood, Florida! This charming 1-bedroom, 1-bath apartment has been thoughtfully updated, offering a clean, modern feel in a comfortable and efficient space. Step inside to find easy-to-maintain tile flooring throughout, creating a bright and cohesive living area. The updated kitchen features quartz countertops, stainless steel appliances, and ample cabinet space—perfect for everyday living. The bedroom is well-sized with plenty of natural light, and the bathroom has been refreshed with contemporary finishes for a crisp, updated look. Location is everything, and this apartment truly shines. Situated in a quiet neighborhood, you’re just minutes from the beautiful beaches of Manasota Key, as well as local dining, shopping, and entertainment. If you’re searching for a stylish, move-in-ready apartment in a prime Englewood location, this is one you won’t want to miss!
Listing is courtesy of: LANDMARK REALTY (941-575-4550)
Listing Agent: Lisa Blanchard (941-575-4550)
275 PINEAPPLE ST #B, ENGLEWOOD, FL 34223
$1,325Listed 04/19/2026 4:21PM MLS ID: C7525068
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 650 Built: 1958Community: Englewood OfSpa: NoApartment
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to your beautifully remodeled coastal retreat at 275 Pineapple Street #3 in Englewood, Florida! This charming 1-bedroom, 1-bath apartment has been thoughtfully updated, offering a clean, modern feel in a comfortable and efficient space. Step inside to find easy-to-maintain tile flooring throughout, creating a bright and cohesive living area. The updated kitchen features quartz countertops, stainless steel appliances, and ample cabinet space—perfect for everyday living. The bedroom is well-sized with plenty of natural light, and the bathroom has been refreshed with contemporary finishes for a crisp, updated look. Location is everything, and this apartment truly shines. Situated in a quiet neighborhood, you’re just minutes from the beautiful beaches of Manasota Key, as well as local dining, shopping, and entertainment. If you’re searching for a stylish, move-in-ready apartment in a prime Englewood location, this is one you won’t want to miss!
275 PINEAPPLE ST #1, ENGLEWOOD, FL 34223
$1,500Listed 04/19/2026 3:59PM MLS ID: C7525067
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 928 Built: 1958Community: Englewood OfSingle Family
Remarks: Welcome to your beautifully remodeled coastal retreat at 275 Pineapple Street in Englewood, Florida! This charming 2-bedroom, 1-bath home has been thoughtfully updated from top to bottom, offering a fresh, modern feel with all the comforts you’re looking for. Step inside to discover stylish luxury vinyl plank flooring throughout, complemented by a bright and open living space. The fully renovated kitchen is a standout feature, boasting sleek granite countertops, stainless steel appliances, and plenty of cabinet space—perfect for cooking and entertaining. Both bedrooms are well-sized with great natural light, while the updated bathroom showcases clean, contemporary finishes. A single-car garage adds convenience and includes a washer and dryer for your everyday needs. Location is everything, and this home truly delivers. Nestled in a quiet neighborhood, you’re just minutes from the stunning beaches of Manasota Key, local dining, shopping, and all that Englewood has to offer. If you’re looking for a move-in-ready rental in a prime location with modern upgrades throughout, this home is a must-see!
10 STONE MOUNTAIN BLVD, ENGLEWOOD, FL 34223
$3,000114 Days on yellowkey MLS ID: A4676254
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1867 Built: 1977Community: Englewood Isles SubSingle Family
Remarks: Turnkey Furnished Private Pool Home in Boating Community – Englewood Isles Retreat! 2BR | 2BA | Screened Pool | 2-Car Garage | Sleeps up to 6 people. Welcome to your perfect Florida escape in the sought-after boating community of Englewood Isles. This beautifully maintained 2-bedroom, 2-bathroom pool home is designed for comfort, relaxation, and convenience—ideal for a seasonal getaway, snowbird stay, or monthly vacation rental. From the moment you arrive, a new impact-rated front door welcomes you into a sunlit open living space with elegant ceramic tile throughout (no carpet!) and fresh interior paint. The formal living and dining areas are outfitted with electric blinds, custom drapes, and a pocket slider leading to the screened lanai and pool—perfect for indoor-outdoor living. Split Floor Plan for Privacy. The primary suite features a walk-in closet, ensuite bathroom, and Plantation shutters for a calm, coastal feel. On the opposite side, the spacious guest bedroom offers a walk-in closet and nearby access to a pool bath with granite vanity and impact door to the lanai—great for guests! Whip up meals in the Chef’s Kitchen equipped with: granite countertops, Thomasville soft-close cabinets, pull-out spice rack & touchless faucet, tile backsplash and newer appliances, accent cabinet lighting. Just off the kitchen is a pantry closet and a breakfast area that opens to a light-filled family room with views of the pool. Interior laundry room with washer & Dryer. Spacious 2-car garage with a fresh epoxy floor, double utility sink, and impact garage door. Outdoor Oasis where you can relax on your freshly painted lanai, enjoy a swim in the private screened-in pool, or take a walk through this serene, well-kept neighborhood. Englewood Isles sits on Forked Creek with a nearby community marina & boat ramp. Boat slips with access to Lemon Bay and the Gulf are available for rent. It's perfect for boating enthusiasts or anyone looking to enjoy coastal living. You're just minutes from Manasota Key beaches, golf, shopping, dining, and the charm of downtown Englewood. Whether you're looking for sun, sand, or simply serenity—this home has it all. Now booking for seasonal and monthly stays! Rental rates: *Off-Season: $3,000 per month plus taxes & fees. *In-Season: $6,000 / month plus taxes & fees. Additional rental fees include: (13%) Sales & Resort Tax, ($100) booking fee, ($350) exit cleaning fee, ($400) pool heater fee (mandatory from Nov - Apr). Pet Friendly: up to 3 pets, under 60 lbs each with $250 pet fee per animal * (see breed restrictions). *Prices based on 2-person occupancy. Additional persons staying in the unit for a period of longer than 7 days may be considered additional occupants and subject to additional rental fees being charged and/or application and approval process if the community is governed by association rules and regulations. Your rental Agent must be advised of all additional occupants and dates they will be in the unit. Note that rates are subject to change without notice and reservations are not guaranteed until an initial reservation deposit is received. Also available for long-term lease (over 6 months stay) at discounted rate of $2,500.00 per month plus utilities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Tanya Agle (484-904-5588)
50 S NEW YORK AVE #2, ENGLEWOOD, FL 34223
$1,600361 Days on yellowkey MLS ID: A4650167
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 530 Built: 1966Community: EnglewoodHalf Duplex
Remarks: Charming Furnished 1BR/1BA Home in Historic Downtown Englewood on an Annual Lease. Experience the best of Englewood living in this delightful, fully furnished 1-bedroom, 1-bath home nestled in the heart of historic downtown. Enjoy the convenience of walking to your favorite restaurants, live entertainment, and boutique shopping along vibrant Dearborn Street. Relax and unwind on your private porch, surrounded by a spacious shaded lot that lets you embrace Florida’s outdoor beauty. When you're ready for the beach, Englewood Beach is just a 10-minute drive away, while Venice’s charming downtown and stunning beaches are only 25 minutes away. This home is thoughtfully furnished and fully equipped, including a private washer and dryer for your convenience. Tenants pay all utilities. .
Listing is courtesy of: FLORIDA DREAMIN' REALTY GROUP INC (941-303-0855)
Listing Agent: Bill Williams (941-303-0855)
540 ALABAMA AVE, ENGLEWOOD, FL 34223
$3,15056 Days on yellowkey MLS ID: D6146239
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1648 Built: 2023Community: Englewood ViewSingle Family
Remarks: The landlord is offering a $500 credit for leases executed with an April move-in. Enjoy modern coastal living in this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, built in 2023 and located in the desirable Englewood View community, just 4.8 miles from the Gulf beaches. Designed for comfort and easy living, the home features porcelain tile flooring throughout and an open layout with sliding glass doors leading to a screened lanai and south-facing pool, offering excellent sun exposure throughout the day. The kitchen is equipped with raised-panel wood cabinetry, solid-surface countertops, stainless steel appliances, and a breakfast bar. The primary suite includes a private bath with a walk-in shower, while the additional bedrooms are thoughtfully positioned for added privacy. Conveniently located near beaches, boat ramps, Lemon Bay, golf courses, shopping, dining, and local amenities. Professionally cleaned and ready for occupancy.
Listing is courtesy of: HAMSHER REALTY, INC. (941-697-8888)
Listing Agent: Sabina Kirchherr (205-239-0313)
860 BAYSHORE DR, ENGLEWOOD, FL 34223
$2,8002337 Days on yellowkey MLS ID: A4452654
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 638 Built: 1971 Tax: $2,153 (2021)Community: Englewood GardensSingle Family
Taxes:$2,153
Tax Year: 2021
Remarks: Spend your winter in Florida (or make this your temporary home while your new home is being built) in this ADORABLE seasonal rental cottage located close by to all that Florida has to offer from beaches to shopping and dining. In addition, if you are a small plane pilot - you can PARK YOUR PLANE right behind the house after landing at Buchan Airport. The home was recently completely updated and remodeled and includes tile flooring throughout, a beautiful kitchen with marble counters. There is a Florida Room at the back of the home for reading or relaxing or watching the wildlife out the back door. The living room has a sofa that pulls out to a double bed. The bathroom has a tub/shower combo. The BEACH is minutes away as is the famous Old Englewood Village for shops and dining options. Reserve your time now and start planning your vacation TODAY! Three-month minimum. SEASON RATE (Nov-May) $2,800/mo.; OFF SEASON RATE (Jun-Oct) $2,200/mo. Sorry, no pets.
Listing is courtesy of: NEXTHOME IN THE SUN (941-706-1717)
Listing Agent: Renee Marquiss Pllc (941-807-5950)
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