Location: Oldsmar , 34677
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207 WOODLAKE WYNDE #207, OLDSMAR, FL 34677
$1,900103 Days on yellowkey MLS ID: TB8496771
REDUCED by $200 (9.5%) on 06/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 924 Built: 1984Community: East Lake Woodlands Woodlake RunCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Available May 1st through November 15th! Woodlake Run of gated East Lake Woodlands Country Club Community.......Beautiful sunsets over the pond in this first floor condo. Entrance foyer takes you to tiled living area with comfortable leather couch complete with electric reclining, remote mood lighting tv cabinet (with Roku and Spectrum cable) into dining area and breakfast bar to open kitchen with stainless appliances and granite counter tops. Sliding glass doors from kitchen (and guest bedroom) to screen enclosed patio in the front where the washer and dryer are located in the utility closet. Sliders from the living room and master bedroom will take you to the oversized glass enclosed lanai in the back overlooking the two acre pond. The condo has a split bedroom plan with primary bedroom having king size bed, walk in closet, shower/tub combination in the primary bath with oversized vanity and linen closet. The guest bedroom has twin trundle bed, guest bath with shower only and linen closet. This is a non smoking residence with nearby community pools, assigned parking and prefer no pets please. The rent includes water, sewer, trash, basic cable, internet and up to $100 of electric. All short term rentals are subject to a 13% sales/tourist tax. Please call for availability. .
Listing is courtesy of: PREFERRED REALTY GROUP, LLC (727-418-1020)
Listing Agent: Sandy Harris (727-365-3930)
250 WOODLAKE WYNDE #250, OLDSMAR, FL 34677
$1,95035 Days on yellowkey MLS ID: TB8521311
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 924 Built: 1984Community: East Lake Woodlands Woodlake RunDock-Rackominium
Remarks: Woodlake Run of East Lake Woodlands Country Club Community...... Vacation in Florida in this second floor end unit condo with vaulted ceilings and wonderful view of pond. You will find livingroom/diningroom combination with vinyl plank flooring, wonderful leather couches, vaulted ceilings and sliders out to screen enclosed lanai. Breakfast bar to the kitchen area with stainless appliances. Sliders off kitchen where washer and dryer are located in the utility closet. Split bedroom plan with queen bed in the master bedroom along with sliders out to lanai and twin beds in the guest bedroom also with sliders out to an open patio. Shower only in guest bath, tub/shower combination in master bath. This is a non smoking unit. Community pool nearby. Water, sewer, trash, internet, basic cable and up to $100 per month of electric is included in the rent. All short term rates are subject to 13% sales/tourist tax. This is a non smoking residents and no pets please. Please call for availability.
244 CYPRESS LN #244, OLDSMAR, FL 34677
$1,900412 Days on yellowkey MLS ID: TB8394650
REDUCED by $100 (5.0%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1053 Built: 1980Community: East Lake Woodlands Cypress EstatesCondo
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
Remarks: 2nd Floor Condo with Lake View in Cypress Estates of gated East Lake Woodlands......... Comfortable lifestyle in this second-floor condo with wonderful pond view of 2-acre lake in Cypress Estates of East Lake Woodlands Country Club Community. Walk into living room/dining room combination with sliders out to screen enclosed lanai overlooking pond. Spacious kitchen with breakfast bar to living area. Split bedroom plan. Primary bedroom with queen bed and guest bedroom with twin beds. Primary bath with walk in shower, guest bath with shower/tub combination. Community pool and covered parking nearby. This is a non-smoking residence. Water, sewer, trash, basic cable and up to $100 per month of electric is included in the rent. All short-term rentals are subject to a 13% sales/tourist tax. Please call for availability
9009 PALM KEY AVE, OLDSMAR, FL 34677
$4,25073 Days on yellowkey MLS ID: TB8507643
REDUCED by $250 (5.6%) on 06/15/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2587 Built: 2018Community: Bayside TerraceTownhouse
Elementary School: Oldsmar Elementary-PN
Remarks: WATERFRONT living in this beautifully upgraded townhome located in the gated Bayside Terrace community. This rare, larger waterfront unit stands out from the rest, offering expanded water views to create a bright, airy layout with even more breathtaking views of the bay and conservation area from the comfort of your kitchen, living room, and dining area. Step inside to find high ceilings, an open-concept floor plan, and an upgraded kitchen built for entertaining, featuring an extended island, a side bar with glass front cabinetry or the perfect coffee station, and equipped with a huge walk-in pantry. There is so much space in this kitchen! Upstairs, the owner’s suite overlooks the water and offers a luxurious en suite retreat with a soaking tub, separate shower, dual vanities, and a large walk-in closet. Two additional bedrooms and a spacious bonus room provide plenty of flexibility — ideal for a game room, movie room, or playroom. You’ll also love the oversized laundry room conveniently located just off the primary suite, so there’s no need to carry clothes far. Relax and unwind on your screened lanai overlooking the water, or take advantage of the resort-style amenities Bayside Terrace is known for which include a stunning infinity pool overlooking Tampa Bay, a fitness center, outdoor gas grills, a cozy fire pit to relax by after a long day, a kayak launch and storage area, as well as a waterfront pier perfect for fishing and enjoying those sunset views. LOCATION IS KEY as it's just minutes to downtown Oldsmar’s restaurants and shops, 10 minutes to downtown Safety Harbor, 20 minutes to Honeymoon Island, 25 minutes to Tampa International Airport, and 30 minutes to Clearwater Beach. This home offers the perfect balance of waterfront serenity and convenient access to everything you need throughout Tampa Bay. Plus your monthly rent includes: Cable, Internet, Water, Trash, AC Filters, Salt for Water Softener System, Grounds Maintenance and Gated Access. Enjoy maintenance-free, waterfront living in one of Oldsmar’s most desirable communities — this spacious, one-of-a-kind townhome is truly a rare find!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Nisa Gonzalez Smook (813-400-3680)
50 WOODLAKE PL #50, OLDSMAR, FL 34677
$1,95042 Days on yellowkey MLS ID: TB8518739
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 924 Built: 1983Community: East Lake Woodlands Woodlake RunCondo
Remarks: Welcome to Woodlake Run in the gated East Lake Woodlands Country Club community, where tranquil pond views and beautiful sunsets create the perfect Florida lifestyle. This first-floor condo offers a peaceful setting overlooking a scenic two-acre pond, with an oversized glass-enclosed lanai providing the ideal space to relax and enjoy the landscaped yard and water views year-round. Inside, the tiled entrance foyer opens to a spacious living and dining area with a breakfast bar connecting to the open kitchen, featuring granite countertops and stainless appliances. Sliding glass doors from both the living room and primary bedroom lead to the expansive rear lanai, while additional sliders from the kitchen and guest bedroom open to the screened front patio where the utility closet with washer and dryer is conveniently located. The split-bedroom floor plan offers privacy and comfort for residents and guests alike. The primary suite features a walk-in closet along with a second built in wall closet, oversized vanity, linen closet, and tub/shower combination. The guest bedroom is generously sized and located near the guest bath with walk-in shower and its own linen closet. This condo is completely tiled thru out! Ideally located near Westfield Countryside Mall, shopping, restaurants, entertainment, parks, walking trails, and the sandy beaches of Honeymoon Island, with easy access to the charming downtown areas of Tarpon Springs, Dunedin, and Safety Harbor. This is Florida living at its best in one of the area's most desirable gated communities. This is a non smoking residence with nearby community pools, assigned parking and prefer no pets please. The rent includes water, sewer, trash, basic cable, internet and up to $100 of electric. All short term rentals are subject to a 13% sales/tourist tax. Please call for availability.
70 JOANNE PL #70, OLDSMAR, FL 34677
$2,50097 Days on yellowkey MLS ID: TB8499303
REDUCED by $100 (3.8%) on 04/20/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1445 Built: 1981Community: Quail Forest Cluster HomesVilla
Remarks: One story villa in Quail Forest of gated East Lake Woodlands Country Club community! Tiled entrance foyer takes you to the living area which has vaulted ceilings with clearview windows, wall to wall sliding glass doors out to the screen enclosed tiled lanai overlooking the canal. Comfortable leather furniture and flat screen tv in the living room, separate dining nook with breakfast bar into the spacious kitchen where the laundry closet is located near the eating nook that has sliding glass doors out to the fenced open patio in the front. Split bedroom plan with the primary bedroom having a queen size bed, tv and sliders out to the back screen enclosed lanai and primary bath with oversized vanity, linen closet and walk in shower. On the other side of the villa are the guest bedrooms - one with queen bed and sliders out to the lanai, the third bedroom having double trundle bed. Guest bath with tub/shower combination. This is a non smoking/vaping residence and the owner would prefer no pets. Rent includes water, sewer, trash, basic cable, internet and up to $100 of electric monthly. All short term rentals are subject to a 13% sales/tourist tax. Please call for availability.
111 E CYPRESS CT #111, OLDSMAR, FL 34677
$1,90095 Days on yellowkey MLS ID: TB8499374
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980Community: East Lake Woodlands Cypress EstatesCondo
Remarks: Off Season Condo Available May 1st through December 30th. Cypress Estates of East Lake Woodlands Country Club Community This two-bedroom, two-bathroom condo on the first floor has eat-in kitchen, screen enclosed patio and split bedroom plan. Livingroom/dining room combination with leather furniture, dining table close to open kitchen and enclosed patio where washer and dryer are located in closet. Queen bed in primary and bedroom shower in primary bathroom. Twin beds in quest bedroom with tub in guest bathroom. Rent includes water, sewer, trash, basic cable, local phone service and up to $100 per month of electric. Rates are subject to 13% sales/tourist tax. Please call for availability.
107 WINDWARD PL #107, OLDSMAR, FL 34677
$2,00067 Days on yellowkey MLS ID: TB8508465
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 879 Built: 1984Community: Meadows Condo At East Lake WoodlandsCondo
Elementary School: Cypress Woods Elementary-PN
Remarks: Available June 1 though October 31. Rest and relaxation are the 'key' to this beautifully decorated first floor condo in The Meadows of gated East Lake Woodlands Country Club community. Tile flooring thru out the living area with comfortable setting to watch your flat screen tv or out to the glass enclosed lanai to enjoy your new book! Dining area to set up a more formal table or grab a bite in the eat in kitchen area. Kitchen has stainless appliances, breakfast bar overlooking the dining/living area. Split bedroom plan. Primary bedroom with queen size bed, tv, walk in closet and sliders out to the lanai (where the washer and dryer are located in the utility closet). Primary ensuite bath with tiled walk in shower and linen closet. Guest bedroom with twin beds, tv and guest bath with tub/shower combination. This is a non-smoking/vaping residence, and all short term rentals are subject to a 13% sales/tourist tax. Water, sewer, trash, basic cable, internet and up to $100 in electric included in the rent. Please call for availability.
270 WOODLAKE WYNDE #270, OLDSMAR, FL 34677
$1,625158 Days on yellowkey MLS ID: TB8476906
0 Days Off yellowkey (back on 6/9/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 674 Built: 1985Community: East Lake Woodlands Woodlake RunCondo
Remarks: AVAILABLE MARCH 1st - FULLY FURNISHED, second floor condo with vaulted ceilings in the Woodlake Run area of gated East Lake Woodlands Country Club community. Private foyer tiled entrance takes you to the dining/living area with vaulted ceilings and clear view windows to keep it light and bright. Efficient kitchen with window has built in microwave, wall pantry and pass thru window into the living area. Sliders from the living area and the bedroom out to the screen enclosed wrap around lanai has storage closet, ceiling fan, and utility closet where the washer and dryer are located. Bedroom with king size bed, ceiling fan, walk in closet and large linen closet. Bathroom offers large vanity area and shower/tub combination. Flat screen tv's in living area and bedroom. The community offers two heated pools and private membership to the golfing Country Club. This is a nonsmoking/vaping residence with water, sewer, trash, basic cable and internet included in the rent. No pets please.
47 EMERALD BAY DR, OLDSMAR, FL 34677
$1,75084 Days on yellowkey MLS ID: TB8492525
REDUCED by $50 (2.8%) on 05/26/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1100 Built: 1990Community: Emerald BayTownhouse
Remarks: Emerald Bay Townhome in Oldsmar just off Tampa Road. Great room floor plan on the first floor with sliders out to screen enclosed lanai off living area. Kitchen with pantry and breakfast bar overlooking the living area and separate dining nook. Two bedrooms and bathroom on second floor along with washer and dryer in utility closet. Large outside storage closet, covered parking and community pool nearby. Rent includes trash and lawn service. All Century21 Integra residents are enrolled in the Resident Benefits Package (RBP) for $50.00/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application.
Listing is courtesy of: CENTURY 21 INTEGRA (800-593-7653)
Listing Agent: Becki Server (727-835-9696)
161 LAKESIDE DR, OLDSMAR, FL 34677
$2,00063 Days on yellowkey MLS ID: TB8511614
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1981Community: East Lake Woodlands CondoSpa: NoCondo
Remarks: Call Fonda Dillard 813-514-5222 to Discover your perfect getaway! This inviting, fully furnished 2-bedroom, 2-bath condo awaits your arrival. Simply bring your essentials to enjoy a comfortable, updated living space, complete with in-unit washer and dryer. 2 bedrooms and they are seperated by closet space and bathrooms for privacy. Embrace tranquility on the back patio, offering serene lake views and glimpses of local wildlife. Located in a golf community for that well maintained and clean looks, you're moments away from shopping, dining, and entertainment. Available for a 3-month minimum stay from June 1 to October 31. Please note, pets are not permitted. Make this your home away from home; call now to secure your retreat!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-847-4444)
Listing Agent: Fonda Dillard (813-514-5222)
135 W CYPRESS CT, OLDSMAR, FL 34677
$2,100143 Days on yellowkey MLS ID: TB8471216
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980Community: East Lake Woodlands Cypress EstatesSpa: NoCondo
Remarks: Call to see this East Lake Woodlands Finest 2 Bedroom 2 Bath cute downstairs corner condo with almost everything new. Including most of the windows. Treat yourself to elegance in this remodeled Kitchen with LOTS of cupboard space and Quartz counters. New cabinets and lighting. Walk in to see the beautiful flooring throughout the condo. The large Master Bedroom has 3 closets and room for a King size bed. The guest room is separated by the closets and both baths. A small Pet is welcome under 20 lbs. Reserved space right in front of the building. Close to all kinds of shopping in the Eastlake corridor. Great Schools and gated community. Usually commute 25 minutes to airport or 20 to the beach.
112 LINDSAY LN, OLDSMAR, FL 34677
$2,50090 Days on yellowkey MLS ID: TB8501797
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1626 Built: 1985Community: St Andrews CondoSpa: NoTownhouse
Remarks: Call me today to book your short-term rental! in East Lake Woodlands. Thinking of moving to Florida? NOT AVAILABLE FEB TO APRIL 2027 Try before you buy with a short-term stay in beautiful East Lake Woodlands! This fully furnished 2-bedroom, 2-bath upstairs condo, complete with a loft that includes a trundle bed and/or space for a home office. Whether you're staying for a month or up to three months, this is the perfect opportunity to explore the area and figure out where you want to live long-term. Just bring your clothes and groceries—everything else is here! Located in the highly desirable, gated East Lake Woodlands community, you'll enjoy a serene golf course setting with every comfort of home. Step out onto your extra-large screened lanai and watch the golfers pass by, or enjoy your front screened balcony overlooking peaceful surroundings. Reserved covered parking and guest spots are available for your convenience. Included in your stay: All utilities (electricity covered up to $100/month), Water, sewer, trash, High-speed internet and cable TVs in both the living room and primary bedroom In-unit washer and dryer. Both the primary bedroom and the living room offer gorgeous views of the East Lake Woodlands golf course, adding to the relaxing atmosphere of this lovely condo. Located just minutes from shopping, restaurants, a local theater, and with easy access to Tampa International Airport and Florida’s world-famous beaches, this is the ideal spot for a temporary stay that feels like a vacation. Ready to experience the East Lake Woodlands lifestyle? Call me today to book your short-term rental!
109 PINE CT, OLDSMAR, FL 34677
$2,300121 Days on yellowkey MLS ID: TB8490609
REDUCED by $200 (8.0%) on 04/08/2026
Remarks: OFFERING FIRST MONTH FREE WITH A ONE YEAR LEASE! Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo located in East Lake Woodlands, a sought-after gated and guarded golf community in Oldsmar. This inviting home features an open floor plan that seamlessly connects the living, dining, and kitchen areas—perfect for both relaxing and entertaining. The spacious primary bedroom offers a walk-in closet and a cozy alcove ideal for a home office or reading nook. Both bedrooms feature brand new vinyl flooring, adding a fresh, modern touch along with durability and easy maintenance. A second bedroom and full bathroom provide comfort and flexibility for guests or additional living space. Step out back to enjoy your private screened-in patio, perfect for morning coffee or unwinding in the evenings while taking in the peaceful surroundings. Enjoy the security, serenity, and lifestyle that come with living in a well-maintained golf community—conveniently located near shopping, dining, and beautiful Gulf Coast beaches. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (813-977-3500)
Listing Agent: Scott Corr (631-992-1927)
3063 ST CLAIR AVE, OLDSMAR, FL 34677
$1,500120 Days on yellowkey MLS ID: TB8491085
REDUCED by $150 (9.1%) on 04/07/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 700 Built: 2006Community: West Oldsmar Sec 1Apartment
Remarks: Charming apartment in desirable Oldsmar featuring two spacious bedrooms and one full bathroom. Enjoy the convenience of an oversized one-car garage, a large inviting deck, and a fully equipped galley kitchen. INCLUDES ALL UTILITIES!!!—yes, even internet and electricity—making for truly hassle-free living. Ideally located just minutes from Tampa International Airport and within easy reach of Pinellas County’s beautiful parks and beaches.”
Listing is courtesy of: TOM TUCKER REALTY (727-692-3997)
Listing Agent: Tom Tucker (727-692-3997)
106 MEADOW LN, OLDSMAR, FL 34677
$1,695187 Days on yellowkey MLS ID: TB8465265
0 Days Off yellowkey (back on 3/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 879 Built: 1985Community: East Lake WoodlandsCondo
Remarks: Welcome home to this updated unfurnished second-floor condo located in the desirable Gated community of East Lake Woodlands. This two bedroom, two bath condo features an open floor plan with a split bedroom layout, offering privacy and flexibility. The condo has a nice eat in Kitchen with pantry. The Kitchen overlooks the bright living and dining areas. Sliders flow seamlessly out to a screened lanai overlooking a green belt, perfect for relaxing or enjoying your morning coffee. A laundry closet including a washer/dryer for use is located on the lanai & adds every day convenience. Both bedrooms are well sized and the updated interiors provide a clean modern feel throughout. You will find the primary bedroom has a walk-in closet and two additional closets. Also an ensuite bath featuring a walk-in shower. The guest bath has a tub/shower & is steps away from guest room. Water, sewer, trash, basic cable, and Internet are included in the rental rate! This adds Great value! The community pool is a short walk away. Newer Hurricane rated Windows & and Doors adds thermal & sound barrier protection. East Lake Woodlands is conveniently located near Shopping, Dining, Medical, Entertainment, Parks, Beautiful Beaches and easy access to Clearwater, Tampa, St Pete Airports.
Listing is courtesy of: TAMPA BAY SIGNATURE PROPERTIES, LLC (727-692-2847)
Listing Agent: Christi Watson (727-692-2847)
20 EMERALD BAY DR, OLDSMAR, FL 34677
$1,995200 Days on yellowkey MLS ID: TB8460835
0 Days Off yellowkey (back on 3/9/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1264 Built: 1996Community: Emerald BayTownhouse
Remarks: Updated, 3/2 Townhouse in Oldsmar available for now! Master bedroom downstairs, 2 bedrooms upstairs. 2 parking spaces under carport come with the unit. Located on a pond, with dock in back. Newly painted, dark wood like ceramic tile flooring downstairs. New carpet on stairs and entire 2nd floor. Beautiful water view from master bedroom.Washer and dryer included.Small pets (under 20 lbs) allowed at owners discretion only. Won't last long!
Listing is courtesy of: LISA HALL REALTY, INC (727-742-5830)
Listing Agent: Jeffrey Hall (727-744-3610)
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