Location: Englewood, Englewood
Do Not Show Listings
270 S MAPLE ST, ENGLEWOOD, FL 34223
$1,9005 Days on yellowkey MLS ID: A4694738
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 893 Built: 1972Community: Palm Grove In EnglewoodSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Enjoy the best of historic Englewood living in this charming updated rental just blocks from Indian Mound Park and its public boat launch. This home offers a convenient location close to everything that makes Englewood special. The home features a brand-new fully renovated bathroom completed in 2026, along with major system updates including a roof replaced in 2017 and HVAC system replaced in 2020. An indoor storage area off the kitchen provides valuable extra space for pantry items, hobbies, or household storage. Outside, relax on the screened front porch, enjoy the spacious backyard and patio, or take advantage of the property's ample parking and storage possibilities. There is room to accommodate a boat, making it ideal for those who enjoy Florida's outdoor lifestyle. Located just a short walk or bike ride from downtown Dearborn Street, you'll have easy access to local restaurants, shops, community events, and the popular Englewood Farmers Market. Indian Mound Park is only blocks away and offers a beautiful setting to launch a boat, fish, or enjoy spectacular sunsets over Lemon Bay. Englewood Beach is approximately 3 miles away, putting morning beach walks, yoga, and sunset strolls within easy reach. The home can be offered partially furnished although not all photos have current furnishings. Tenant is responsible for electric, water, cable/internet, and lawn care. Don't miss this opportunity to enjoy a comfortable home in one of Englewood's most desirable and walkable locations.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Lauren Hofing (773-960-1122)
540 ALABAMA AVE, ENGLEWOOD, FL 34223
$2,950108 Days on yellowkey MLS ID: D6146239
0 Days Off yellowkey (back on 6/6/2026)
REDUCED by $200 (6.3%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1648 Built: 2023Community: Englewood ViewSingle Family
Elementary School: Englewood Elementary
High School: Lemon Bay High
Middle School: L.A. Ainger Middle
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)
50 S NEW YORK AVE #2, ENGLEWOOD, FL 34223
$1,600413 Days on yellowkey MLS ID: A4650167
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 530 Built: 1966Community: EnglewoodHalf Duplex
Middle School: SKY Academy Englewood
Remarks: Charming Furnished 1BR/1BA Home in Historic Downtown Englewood on a 30 day to 6 month plus 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, .
Listing is courtesy of: FLORIDA DREAMIN' REALTY GROUP INC (941-303-0855)
Listing Agent: Bill Williams (941-303-0855)
881 BAYSHORE DR, ENGLEWOOD, FL 34223
$4,500261 Days on yellowkey MLS ID: S5135274
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2041 Built: 1991Community: Englewood GardensSpa: YesSingle Family
Remarks: Not Available December1, 2026 through March 30, 2027.This three-bedroom, three-bath single-family home at 881 Bayshore Dr., Englewood, FL, is a clean and comfortable option for your winter retreat. It features two master suites, a split floor plan, and an open living room-to-kitchen design, providing ample space for relaxation and entertaining. The home also includes a private heated pool with a jacuzzi and a large screened lanai, perfect for enjoying the Florida sunshine. Additional amenities include a full-size washer and dryer and an outdoor grill. The property is conveniently located near local beaches, Wellen Park-Cool Today Park, fishing, dining, shopping, farmers' markets, and golf courses. The rent is $4,500 per month, plus 13% tax. There is a $300 departure cleaning fee and a $500 security deposit required to secure your reservation. A pet may be considered with owner approval, and a non-refundable pet fee of $300 will apply. Please note that this is a non-smoking rental property. Please reach out to Pineapple Gulf Property Mgmt for more details or to reserve this property. VOTED BEST OF ENGLEWOOD 2024/2025
Listing is courtesy of: CELEBRATION RENTAL GROUP (407-566-8009)
Listing Agent: Dane Bradley (407-566-8009)
255 PINEAPPLE ST #3, ENGLEWOOD, FL 34223
$1,32553 Days on yellowkey MLS ID: C7525069
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 650 Built: 1974Community: Englewood OfSpa: NoHalf Duplex
High School: Venice Senior High
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
$1,32553 Days on yellowkey MLS ID: C7525068
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 650 Built: 1958Community: Englewood OfSpa: NoApartment
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
$1,50053 Days on yellowkey 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
$3,000166 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)
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