Location: Oldsmar
Do Not Show Listings
380 ROSALIND LN, OLDSMAR, FL 34677
$644,99978 Days on yellowkey MLS ID: TB8474772
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2423 Built: 2001Monthly Fee: $100 Tax: $4,479 (2024)Community: Bay ArborSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,479
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year: 2024
Middle School: Carwise Middle-PN
Remarks: One or more photo(s) has been virtually staged. Located in the beautiful, gated Bay Arbor community, this updated home sits on a quiet cul-de-sac and backs to a peaceful conservation lot. Features include soaring ceilings, abundant natural light, marble-look tile/porcelain flooring throughout (no carpet), formal living and dining rooms, a spacious family room, and a gorgeous kitchen with stainless steel appliances and tasteful tile backsplash. A convenient half bath is located on the main level. The open-concept layout flows to a screened-in patio with a brand new screen enclosure (2024) and preserve views. Major upgrades include a newer roof (2022) and impact-resistant hurricane windows (2022) for safety, quiet, and insurance savings. Additional updates include remodeled kitchen and bathrooms, new exterior paint, wood parquet-style tile in the screened porch, and new fans and light fixtures. Upstairs bonus room offers flexible space for office/media/playroom/extra bedroom. Community amenities include a pool, playground, and volleyball court. Zoned for A-rated schools and the Palm Harbor University IB program. Convenient to dining, shopping, Tampa, sporting events, and the beach.
Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)
Listing Agent: Beth Davis (727-512-1150)
83 PELICAN DR N, OLDSMAR, FL 34677
$205,000105 Days on yellowkey MLS ID: TB8465003
REDUCED by $5,000 (2.4%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1985Monthly Fee: $70 Tax: $3,045 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$3,045
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Discover exceptional value in Gull-Aire Village, a vibrant 55+ community, with this meticulously maintained home ready for its next owner. Move right in! this sale includes all furnishings and contents, including a 60-inch TV, for a seamless transition. Enjoy peace of mind with a host of recent upgrades: In March of 2024 a brand-new shingle roof, 11 new hurricane windows, and 11 new solar panels for energy efficiency were installed. Additional improvements include a new carport roof in 2025, a hot water heater installed in February 2026, updated flooring in the back bedroom (July 2025), and a modern A/C unit (September 2020). A vapor barrier was replaced in 2010.Convenience abounds with inside laundry and a relaxing screened porch. There is a utility room for storage or bikes. Gull Aire Village offers outstanding amenities, including a lively clubhouse, library, pool table, shuffleboard courts, bocce ball court, and a large, heated pool and spa. Residents enjoy a rich calendar of planned activities and the freedom of a golf cart-friendly neighborhood. The affordable HOA fee is just $70 per month. Pet lovers are welcome. One pet of any size is permitted, and a second pet is allowed with an Emotional Support letter from your primary physician. Best of all, you own the land. This ideal location places you across the street from popular destinations like AMC Theatres, Beall's, Marshall's, Pet Smart, Dollar Store, Ulta Beauty, and an array of dining options including Craft Street Kitchen, Country Pizza Italian Grill, Shaker and Peel, Chipotle, Mandolas, and Eve's Family Restaurant. Essential services such as Super Walmart, Publix, and Countryside Hospital are just a 15-minute drive away, while the stunning beaches of Honeymoon Island and Caladesi State Parks are approximately ten miles from your doorstep. All room measurements are approximate and should be verified by the buyer. Do not wait!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Jayne Phoenix (727-433-1411)
118 LAKEVIEW WAY #118, OLDSMAR, FL 34677
$150,000111 Days on yellowkey MLS ID: A4677135
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1148 Built: 1980 Tax: $3,415 (2025)Community: East Lake Woodlands CondoCondo
Taxes:$3,415
Remarks: *** Motivated Seller *** Beautiful 2 bedroom, second floor end unit condo overlooking a tranquil pond, with scenic views from the living room and primary bedroom. Tasteful color tones throughout enhance the bright, inviting layout. The kitchen features a stunning mosaic glass backsplash and ample cabinetry. A charming stone wood burning fireplace anchors the living space. The spacious primary suite offers generous closet space and a beautifully appointed en suite bath with dual sinks. This move in ready home is being sold furnished and is conveniently located close to community amenities.
Listing is courtesy of: HUNT BROTHERS REALTY, INC. (941-388-7017)
Listing Agent: Jennifer Albright (941-284-3092)
501 LAKEVIEW DR, OLDSMAR, FL 34677
$499,90090 Days on yellowkey MLS ID: TB8470254
3 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1667 Built: 1983Monthly Fee: $35 Tax: $4,306 (2024)Community: Manors Of Forest Lakes TheSpa: NoSingle Family
Taxes:$4,306
Remarks: Under contract-accepting backup offers. Fabulous...Location! Location! Location! This stunning pool home in the sought after community of Forest Lakes sits on an oversized corner lot and offers tranquil water and conservation views.; Move-in ready, delightfully updated home of nearly 1,700 sq.ft. features 3 bedrooms in a desirable split floorplan layout, 2 brilliantly renovated baths and an oversized 2 car garage. Enter thru the double leaded glass doors to the fabulous main living area featuring luxury vinyl flooring (2023) and centered by an elegant decorative stone and granite accented wood burning fireplace and offering views of your gorgeous pool side lanai thru large sliders. The spacious formal dining room also features luxury vinyl flooring and is an ideal space for entertaining. The extended galley kitchen boasts raised panel cabinetry, epoxy coating countertops, tile backsplash, dual stainless-steel sinks, large built in cabinet pantry including butler pull out drawers and plenty of storage and counter space for family meals and entertaining. Appliances include ceran top range, built in microwave, side by side refrigerator and dishwasher. The built-in desk is convenient and ideal for office space or homework area. The spacious eat in area offers tranquil serenity overlooking the lanai and pool. A perfectly situated laundry room is located just off the kitchen. The seller is generously including the washer and dryer with the sale of the home. Large primary suite features a walk-in closet and spectacular remodeled ensuite bath (2023). The magnificent, spa like bathroom boasts gorgeous tile flooring, designer vanity with quartz counter, undermount sink, spacious full walk-in shower with decorative tile accents and a bench seat... absolutely stunning! The secondary bedrooms and bath are conveniently situated on the other side of the home offering ultimate privacy. The spectacular remodeled second bath (2023) boasts dual vanities with undermount sinks, granite countertop, an enormous walk-in shower with fashionable frameless glass, floor to ceiling designer tilework, dual shower heads, corner bench seat and niche. Gorgeous!!! Entertaining and family living space is extended outdoors with a covered lanai accented by river rock decking and a vaulted screen enclosed saltwater pool (2023). Florida living at its best… enjoy a morning cup of coffee or afternoon cocktail watching the turkeys and deer graze while overlooking the tranquil pond and serene conservation views. Outdoor Jacuzzi, Trampoline and Zip line may convey. Furnishings are negotiable. Other notable updates include interior paint 2023, Roof 2015, AC Jan 2016, Impact windows and sliding glass doors. Forest Lakes Community offers basketball, racquetball, tennis and pickle ball courts, community pool, playground and picnic area. Zoned for top rated schools! Quick drive to Tampa International Airport & minutes from shopping, restaurants and a short drive to Dunedin’s Honeymoon Island. Florida living… can’t beat it!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Nancy Leslie (727-789-5555)
436 LAFAYETTE BLVD, OLDSMAR, FL 34677
$700,000273 Days on yellowkey MLS ID: TB8412856
1 Days Off yellowkey (back on 4/25/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2695 Built: 1994 Tax: $10,665 (2024)Community: Oldsmar Rev MapSingle Family
Taxes:$10,665
Elementary School: Oldsmar Elementary-PN
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Must see this 4 bedroom/2.5 bath home with almost 2700 Sq/Ft on one of the highest/majestic lots in downtown Oldsmar! Relax by the wood fireplace with your family in the comfortable living room! Entertain guests, make a fire-pit area, or start your own garden in the expansive backyard with Lanai! Lot is almost a half acre! Fantastic kitchen with granite countertops, stainless steel appliances, plenty of wood cabinets/countertop space and breakfast bar! Large master bedroom with enormous walk-in closet and newly updated master bath with soaking tub, his-and-her sinks and high end stone tile throughout! Take the private glass vacuum elevator to the second floor! Also a dining area, family room and office! Some additional upgrades include: High ceilings, sprinkler system, hurricane windows, whole house instant hot water, water softener/filter system, updated flooring throughout, vinyl fencing, smart-home switches/recessed lighting, updated 2 car garage, block home. Short walk to Bicentennial Park that has a dog park, playground, tennis/basketball/pickleball courts. Also near boat launch, hiking/biking trails, library, fishing pier, museum and schools. Home had no hurricane/water damage! Oldsmar is located centrally in north Pinellas County and is a short drive to world class gulf beaches, Tampa International Airport, sporting venues, theater, shopping, restaurants and much, much more!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Dillon Currier (727-919-4214)
800 SAINT PETERSBURG DR W, OLDSMAR, FL 34677
$399,00040 Days on yellowkey MLS ID: TB8489139
0 Days Off yellowkey (back on 4/25/2026)
REDUCED by $10,000 (2.4%) on 04/20/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1712 Built: 1949 Tax: $3,631 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$3,631
Elementary School: Oakhurst Elementary-PN
Remarks: Under contract-accepting backup offers. Completely Renovated Oldsmar Home on Oversized Fenced Lot – Move-In Ready! Welcome to this beautifully updated home located in the City of Oldsmar, situated on a generously sized, fully fenced lot with an expansive backyard—perfect for entertaining, pets, or future outdoor enhancements. This turnkey property has been fully renovated from top to bottom, offering modern finishes and a flexible layout. The home features two primary bedroom suites (or use one as a spacious family room), along with three fully updated bathrooms, each showcasing custom tile showers and high-end fixtures. Enjoy 24” tile flooring throughout, providing a clean, contemporary look with easy maintenance. The gourmet kitchen is designed for both function and style, complete with a center island, Frigidaire appliance package, and upgraded fixtures. Additional highlights include a washer and dryer, updated systems and finishes throughout, and a layout that accommodates a variety of living arrangements. Everything has been updated—just move in and enjoy. HVAC 2025, Roof November 2025, Water Heater 2026, plumbing and electrical updates 2026. City Water and Sewer.
Listing is courtesy of: TAM BAY REALTY LLC (813-493-2913)
Listing Agent: Stephanie Brubaker (813-475-1696)
10 LESLEY LN, OLDSMAR, FL 34677
$310,0006 Days on yellowkey MLS ID: TB8501611
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1982Monthly Fee: $451 Tax: $3,869 (2025)Community: Quail Forest Cluster HomesSpa: NoVilla
Taxes:$3,869
Elementary School: Cypress Woods Elementary-PN
Remarks: One or more photo(s) has been virtually staged. Welcome to 10 Lesley Lane, located in the gated community of Quail Forest, nestled within the private country club community of East Lake Woodlands. This beautifully maintained end-unit villa offers serene pond views and a thoughtfully designed split-bedroom floor plan for added privacy and comfort. The spacious, fully updated kitchen is a true highlight, featuring new cabinetry, sleek quartz countertops, and stainless steel appliances, perfect for both everyday living and entertaining. The layout flows effortlessly into the living and dining areas, all filled with natural light and peaceful water views. Enjoy your morning coffee or unwind in the evening on the charming front patio. Additional conveniences include one assigned carport and plenty of guest parking for visitors. Residents of East Lake Woodlands have access to two championship golf courses, consistently ranked among the top 5 in the entire Tampa Bay area, along with optional country club amenities. Ideally located near shopping, dining, parks, and just a short drive to Tampa International Airport and the Gulf beaches, this home offers the perfect blend of lifestyle and location. Don’t miss your opportunity to own in one of Oldsmar’s most desirable communities!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-251-2002)
Listing Agent: Alexis Sollenberger (850-687-2526)
313 JEFFERSON AVE S, OLDSMAR, FL 34677
$450,0006 Days on yellowkey MLS ID: O6402226
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1841 Built: 1940 Tax: $4,174 (2024)Community: Oldsmar Rev MapSingle Family
Taxes:$4,174
Remarks: Fully renovated and move-in ready, this 3-bedroom, 2-bath home features 1,841 square feet of updated living space in a desirable area of Oldsmar. Recent improvements include a brand-new roof, new windows, fresh paint, brand-new appliances, and a fully refurbished HVAC system, creating a true turnkey opportunity. Inside, the home includes a spacious living area filled with natural light, a charming front porch, and an upstairs additional room that can function well as a home office, playroom, guest area, or other flexible living space. Situated on a double lot, the property includes ample outdoor space with room for a shed, carport, or future improvements. Conveniently located near parks, schools, shopping, dining, and other local amenities, this home brings together style, comfort, and convenience in one well-updated property.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
300 STATE ST E #324, OLDSMAR, FL 34677
$315,0006 Days on yellowkey MLS ID: TB8500928
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1366 Built: 2007 Tax: $4,184 (2025)Community: Oldsmar Galleria CondoCondo
Taxes:$4,184
Remarks: Top-floor. Two true en-suite bedrooms. Downtown Oldsmar at your doorstep. Welcome to Unit #324 at the Oldsmar Galleria — a move-in-ready, corner of Pinellas County where thoughtful updates, a smart layout, and a walkable lifestyle come together. Step inside to an open floor plan dressed in fresh interior paint, brand-new carpet, and ceramic tile flowing through the main living spaces. The kitchen is built for real life — a welcoming breakfast bar for morning coffee or casual conversation, an appliance suite including refrigerator, dishwasher, built-in microwave, and disposal, and clean sightlines into the 20x13 living room that anchors the home. From your private balcony on the top floor — the third and highest level — take in mixed downtown views and the easy Florida breeze. The balcony functions as a true outdoor extension of the living area: a morning coffee perch, a sunset lounge, a quiet place to exhale at the end of the day. And then there's the neighborhood. Downtown Oldsmar has quietly become one of the Bay Area's most charming small-town-feel destinations — walkable streets, R.E. Olds Park on the shoreline of Old Tampa Bay, Oldsmar library, the Farmers Market, local cafés and restaurants, and year-round community events that turn neighbors into friends. You're minutes from the Veterans Expressway, an easy drive to Tampa International, and well-positioned for Westshore commutes or a spontaneous Gulf beach day.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Thuy Mang (813-390-2877)
1204 FORESTWOOD DR, OLDSMAR, FL 34677
$315,0006 Days on yellowkey MLS ID: O6402042
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1186 Built: 1984Monthly Fee: $35 Tax: $2,622 (2025)Community: Hamlets Of Forest Lakes TheSpa: NoSingle Family
Taxes:$2,622
Remarks: Picture yourself at 1204 Forestwood Dr, a residence recently refreshed with fresh interior paint and new appliances throughout. A cozy fireplace adds comfort, complementing the kitchen's all stainless steel appliances. The exterior features a covered patio that extends to a fully fenced in backyard. Ready to enjoy stylish updates and outdoor living. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
107 MARY DR #107, OLDSMAR, FL 34677
$189,000111 Days on yellowkey MLS ID: TB8462887
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1981 Tax: $3,445 (2025)Community: East Lake Woodlands CondoSpa: NoCondo
Taxes:$3,445
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Move-In Ready Ground Floor Condo in Gated East Lake Woodlands Community! Step into this beautiful updated ground floor condo, where comfort meets convenience in a secure gated environment. The kitchen and bathrooms were thoughtfully renovated in 2017, and brand-new luxury vinyl plank flooring flows seamlessly throughout the living, dining, hall, and both bedrooms—no carpet to worry about! The master suite is impressively spacious, featuring three closets, including two walk-ins, providing ample storage. The abundant windows and sliding doors fill the living spaces with natural Florida sunlight, creating a warm and inviting atmosphere. Unwind in the screened lanai, complete with tranquil views of the green space behind and adjacent picturesque pond, perfect for relaxation or entertaining. Additional storage and a laundry closet are conveniently located in the lanai as well. Enjoy maintenance-free living with a monthly fee that covers building exterior, insurance, roof, grounds maintenance, community pool, basic cable, water/sewer, trash removal, and secure gated entry points, allowing you more time to enjoy your home! Residents of East Lake Woodlands can take advantage of exceptional lifestyle amenities available through membership at the newly remodeled Ardea Country Club. Indulge in championship golf, tennis, pickleball, a swimming pool, fitness center, and much more—all just minutes from top-rated schools, shopping, dining, award-winning beaches, and Tampa International Airport. Don't miss out on this wonderful opportunity to live in a vibrant community—schedule your showing today! Room sizes are approximate.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Rachel Friesema (727-481-4757)
1820 DRIFTWOOD CIR N, OLDSMAR, FL 34677
$379,900164 Days on yellowkey MLS ID: TB8447176
0 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1528 Built: 1973 Tax: $1,160 (2024)Community: Harbor Palms-Unit TwoSpa: NoSingle Family
Taxes:$1,160
Remarks: Under contract-accepting backup offers. GREAT BUY ON THIS WONDERFUL 3 BEDROOM POOL HOME LOCATED IN THE DESIRABLE HARBOR PALMS SUBDIVISION. THE HOME FEATURES AN EXCELLENT SPLIT-BEDROOM FLOOR PLAN, A SPACIOUS LIVING ROOM, A COMFORTABLE FAMILY ROOM, AND GENEROUSLY SIZED BEDROOMS. ENJOY A SCREENED-IN POOL AND AN OVERSIZED ONE-CAR GARAGE. RECENT UPDATES INCLUDE A NEW A/C (2022), NEW ELECTRICAL PANEL (2023), AND A ROOF INSTALLED IN 2012. WITH INTERIOR UPDATES, THIS ADORABLE, COZY HOME CAN BECOME EXACTLY WHAT YOU’RE LOOKING FOR. NO FLOOD DAMAGE FROM RECENT STORMS. GREAT OLDSMAR LOCATION CLOSE TO MAJOR SHOPPING, GROCERY STORES, AREA BEACHES, PARKS, AND MORE!
Listing is courtesy of: SELECT PROPERTIES INC (727-934-4099)
Listing Agent: Frank Acerra (727-410-9849)
506 FEDERAL ST, OLDSMAR, FL 34677
$1,180,000206 Days on yellowkey MLS ID: TB8434625
REDUCED by $90,000 (7.1%) on 04/24/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2961 Built: 2025 Tax: $1,498 (2024)Community: Oldsmar Rev MapSingle Family
Taxes:$1,498
Remarks: One or more photo(s) has been virtually staged. This stunning new three-story residence by Danva Construction perfectly blends modern luxury with resilient, high-end design. Located at 504 Federal Street in the desirable waterfront community of Oldsmar, this home is built for peace of mind with a solid concrete block structure, pilings, impact-resistant windows, and a durable TPO roof, all backed by a comprehensive builder warranty. The exterior is finished in Sherwin Williams Chantilly Lace, creating a clean, modern curb appeal enhanced by professional landscaping and a signature magnolia tree. Inside, the open-concept layout features soaring ceilings, porcelain tile flooring, and a gourmet kitchen that serves as a true showpiece. The kitchen is complete with a waterfall island, designer backsplash, and premium Bosch 800-series appliances. The luxurious primary suite offers a spa-inspired retreat with a freestanding soaking tub and porcelain tiled walls. Indoor-outdoor living shines with a second-floor porcelain tile balcony and a covered lanai. Note that some images are virtually staged to show the home's potential. BUYER INCENTIVES: Take advantage of an $80,000 pool credit to be installed after closing by a vendor of the buyer's choice (ask for details; restrictions apply). Additionally, secure a 1% rate buy-down when using our preferred lender, Revolution Mortgage. Perfectly positioned just one block from Tampa Bay and five minutes to Mobbly Bayou Beach Park, this home offers a lifestyle of privacy and convenience. Oldsmar is a charming waterfront community known for its parks and trails, with effortless access to Tampa International Airport (under 20 mins), Downtown Tampa (30 mins), and the world-famous beaches of Clearwater. The location is a true paradise for outdoor enthusiasts and urban commuters alike. You are steps away from the Upper Tampa Bay Trail, offering miles of scenic cycling and jogging paths. Just minutes away, the historic downtown Oldsmar district provides an array of boutique dining, local craft breweries, and community events like the annual Oldsmar Days. For shopping, the International Plaza and Bay Street are a short drive away, offering world-class retail experiences. Nature lovers will appreciate being adjacent to the Mobbly Bayou Wilderness Preserve, featuring over 400 acres of kayaking, hiking, and even a zip-line adventure park. Golfers can enjoy proximity to several championship courses including the nearby East Lake Woodlands Country Club. Whether you are catching a flight for business or spending a Saturday at Honeymoon Island State Park, this central location puts the very best of the Florida Gulf Coast right at your doorstep. This rare opportunity combines elevated finishes and resilient materials in a highly sought-after location.This rare opportunity combines elevated finishes and resilient materials in a highly sought-after location. All financing information is for illustrative purposes only and not a commitment to extend credit.
Listing is courtesy of: URBAN REAL ESTATE US (786-322-9729)
Listing Agent: Jessica Scialletti (754-217-9348)
314 COUNTRY CLUB DR, OLDSMAR, FL 34677
$295,00010 Days on yellowkey MLS ID: TB8499975
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1050 Built: 1960 Tax: $556 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$556
Remarks: Under contract-accepting backup offers. Fully updated 3BR/1BA home in one of Oldsmar’s most desirable neighborhoods. This NON-HOA, golf-cart-friendly community sits just steps from the waterway leading to Tampa Bay and minutes from top dining, shopping, and recreation. Inside, enjoy new flooring, a beautifully updated kitchen, fresh interior/exterior paint, an updated bathroom, and a spacious new laundry/utility room. A charming, move-in-ready home offering the Oldsmar lifestyle at an incredible value. Schedule your private tour today.
Listing is courtesy of: FOUNDATION REALTY GROUP (813-729-6000)
Listing Agent: William Acosta (813-760-7812)
388 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677
$246,00069 Days on yellowkey MLS ID: TB8478422
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1105 Built: 1997Monthly Fee: $433 Tax: $1,771 (2025)Community: Countryside KeyTownhouse
Taxes:$1,771
Elementary School: Curlew Creek Elementary-PN
Remarks: Under contract-accepting backup offers. 2025 HVAC! Assumable FHA Loan! Welcome to 388 Countryside Key, a charming 2-bedroom, 1.5-bathroom townhome located in the highly sought-after Oldsmar, FL community. This delightful two-story residence boasts an open-concept first floor with a spacious kitchen, ample cabinetry, a generous pantry, and a convenient laundry/utility closet with a full-size washer and dryer. The living and dining areas flow seamlessly, enhanced by a kitchen bar and a convenient first-floor half bath. Upstairs, you'll find two generously sized bedrooms, each featuring vaulted ceilings that create an airy ambiance. Step outside to your enclosed screened patio, a serene retreat perfect for unwinding and enjoying the Florida weather year-round. This pet-friendly community offers a wealth of amenities including a secure gate, sparkling pool, tennis courts, sidewalks, and a car-wash station, with recreational storage for your RV, boat, or trailer available for a nominal fee. You'll have an assigned parking spot right at your doorstep with ample guest parking. Monthly HOA fees cover water, sewer, trash, cable, wifi, community pool, lawn and landscaping, roof maintenance and replacement, exterior pest control, and exterior building maintenance. Located in an area known for its highly-regarded school districts, buyers are encouraged to verify current school assignments and ratings. Situated near Tampa International Airport, St. Petersburg, and the area's stunning beaches, this gorgeous property offers an exceptional opportunity to create your dream home in a prime location. Don't miss out on this fantastic opportunity! Notable Features & Upgrades: HVAC-2025; Interior Paint-2025; Carpet-2017; Primary Bathroom Renovation-2016; Granite Countertops & Cabinets (Kitchen & Primary Bath)-2013; Upgraded Fixtures & Handles, Lights, Ceiling Fans.
Listing is courtesy of: TROPIC SHORES REALTY (800-775-1302)
Listing Agent: Kevin Baker (352-777-1507)
1718 AZALEA CT #B, OLDSMAR, FL 34677
$249,999296 Days on yellowkey MLS ID: P4935316
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1285 Built: 1977 Tax: $2,827 (2024)Community: Harbor Palms-Unit Four ASpa: NoTownhouse
Taxes:$2,827
Remarks: One or more photo(s) has been virtually staged. NO HOA! MARVELOUS WATER VIEW FROM YOUR BALCONY! Beautiful 2BR 2.5BA two-story townhouse in Oldsmar, FL. Master bedroom has French doors that open to a wonderful water view right in your backyard....enjoy the view of two lakes and a creek with stunning wildlife! Best of all, you get to rest assured that your property is high and dry, NO WATER INTRUSION! The property features an in-demand open concept floor plan layout & an L-shaped kitchen area with granite counter tops, under stair storage, kitchen pantry, newer bathroom vanities with tons of counter space and storage in the master bedroom. Upgrades galore including a new upgraded electrical panel, screened back and front porch with security camera and doorbell, new air conditioner with programmable thermostat, new hurricane sliders, new Energy Star stainless steel refrigerator/freezer, new disposal and new reverse osmosis water system. RENTED solar system proven to lower electric bills. Solar panels are leased at $108/per month. Tile and laminate flooring throughout. The front and back porches are screened, and the backyard area is spacious and fenced...perfect for backyard parties and barbecues, pets, gardening, or any other activity you can imagine, thanks to no HOA and no CCD restrictions! The master bedroom features a spacious balcony with a charming view of the nearby lake and creek. Property is also equipped with an indoor laundry closet including Energy Star front loader washer and dishwasher. Just minutes away from Mobbly Bayou Beach Park, the local theatre, grocery store, hospital, and many other services. NEW ROOF 02/2023. NEW HVAC 2023. NEW WATER HEATER 2023. Seller financing and private financing available. DO NOT WAIT; it will not last long!
Listing is courtesy of: HUT TEAM REALTY (407-559-2929)
Listing Agent: Daniel Hut (863-400-6090)
634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677
$321,50037 Days on yellowkey MLS ID: TB8489706
REDUCED by $3,400 (1.0%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1056 Built: 1985 Tax: $4,283 (2025)Community: Shoreview Phase 2 Blk 6, Lot 3Single Family
Taxes:$4,283
Remarks: Motivated Seller! Move-In Ready Oldsmar Home! Welcome to this 3-bedroom, 2-bath home home located in the heart of Oldsmar, offering easy access to Tampa, Clearwater, Safety Harbor, and surrounding areas. This move-in ready property combines comfort, convenience, and a great outdoor living space. Inside you'll find a functional layout featuring an interior laundry area with upgraded Washer and Dryer(2023). Other recent upgrades include Refrigerator, Garbage Disposal, and Water Heater(2024) and a new Heat/Air System (2025). Granite and stainless steel in kitchen and updated Bathrooms. Step outside to enjoy a fully fenced, pet-friendly backyard designed for relaxing and entertaining. The outdoor space includes a large screened-in lanai and a spacious wood deck -perfect for barbeques, gatherings, or simply enjoying sunny Florida days. Also Minutes away from R.E. Olds Park which features an Amphitheater, Fishing pier, Picnic shelters, Playgrounds, Sand Volleyball and trails. Also occasionally through the year there are music concerts and festivals! This centrally located home offers the perfect blend of updates, outdoor living, and great accessibility. A great opportunity for buyers seeking comfort, convenience, and a welcoming place to call home. Property also remained safe and dry during the most recent Hurricanes and has never had any flooding issues in prior years either! Schedule your showing today!
Listing is courtesy of: AMERICAN HERITAGE REALTY, INC. (727-726-7272)
Listing Agent: Catherine Katopis (727-656-6862)
122 CYPRESS LN, OLDSMAR, FL 34677
$139,90053 Days on yellowkey MLS ID: W7883694
0 Days Off yellowkey (back on 4/12/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $1,751 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$1,751
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT!! Picture perfect, move-in ready condo, with beautiful private wooded view from your screened balcony. Open and bright with laminate flooring and freshly painted. Combo living and dining, split bedroom plan, kitchen with newer dishwasher in 2023 and upgraded lighting. Primary suite with 2 walk-in closets, ensuite bathroom and access to the balcony. New electrical panel in 2020, water heater 2021, dryer in 2021. Carport and guest parking, pets allowed, no age restrictions and BEST priced condo in this section. Walk to the heated pool. East Lake Woodlands is a gated golf community. Close to the beaches, Honeymoon Island, shopping, restaurants, Tampa airport and easy commute to St. Pete and Tampa. See it today!
Listing is courtesy of: FLORIDA LUXURY REALTY INC (727-372-6611)
Listing Agent: Jennifer France (727-580-9007)
9009 PALM KEY AVE, OLDSMAR, FL 34677
$674,900113 Days on yellowkey MLS ID: TB8461356
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2587 Built: 2018Monthly Fee: $580 Tax: $6,740 (2025)Community: Bayside TerraceTownhouse
Taxes:$6,740
Remarks: Seller is offering a $5,000 CREDIT towards closing costs or an interest rate buy down! — Experience elevated WATERFRONT LIVING in this beautifully upgraded townhome located within the gated community of Bayside Terrace. This spacious waterfront townhome presents a rare opportunity and an added bonus is that the flood insurance is ASSUMABLE to new buyers for currently $1,101 annually. Enjoy a low maintenance lifestyle and even a lock up and go ability if it's your second home as the HOA INCLUDES: cable, internet, water, trash, roof and grounds maintenance, gated access, with electricity as the only additional utility needed. This rare, oversized waterfront unit in this community is one of a kind as it has expanded water views from the main floor that most other units do not have. It also provides additional natural lighting in the unit. Enjoy these stunning bay views from the kitchen, living, dining and primary bedroom spaces. High ceilings and an open-concept floor plan make this space feel expansive while the upgraded kitchen is designed for both everyday living and entertaining. Featuring an extended island, side bar/coffee station with glass-front cabinetry, and a spacious walk-in pantry. This unit has OVER $57k IN BUILDER UPGRADES making it a truly unique unit. Upstairs, the waterfront owner’s suite offers a serene retreat with water views and a spa-inspired en suite bath complete with a soaking tub, separate shower, dual vanities, and a very large walk-in closet. Two additional bedrooms and a generous bonus room provide flexible living options for a media room, game room, or play space. An oversized laundry room conveniently located near the primary suite upstairs, so no need to drag clothes downstairs. The fourth bedroom is downstairs and is currently configured as a home office but can easily be converted back to a bedroom if desired. Enjoy peaceful mornings and sunset views from the screened lanai overlooking the water, or take advantage of the RESORT STYLE AMENITIES Bayside Terrace is known for, including an infinity pool overlooking Old Tampa Bay, fitness center, outdoor grills, fire pit, kayak launch and storage, and a waterfront pier ideal for fishing and relaxation. LOCATION, LOCATION, LOCATION -- Ideally situated just minutes from downtown Oldsmar, approximately 10 minutes from Safety Harbor, 20 minutes from Honeymoon Island and Dunedin, 25 minutes to Tampa International Airport, and 30 minutes from Clearwater Beach. You have to see this in person!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Nisa Gonzalez Smook (813-400-3680)
113 NINA WAY #113, OLDSMAR, FL 34677
$199,900400 Days on yellowkey MLS ID: TB8366634
REDUCED by $25,100 (11.2%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1979 Tax: $2,895 (2024)Community: East Lake Woodlands CondoSpa: NoCondo
Taxes:$2,895
Remarks: Here is your opportunity to purchase a great condo in the popular East lake Woodlands development. This beautiful 2 bedroom, 2 full bath condo has plentiful closet space, the primary bedroom has 3! Unit has its own washer and dryer located in the enclosed porch just off the living room. All furniture is included! Both bathrooms have been remodeled along with the kitchen. The kitchen has quartz countertops, new cabinets and stainless appliances. You also get one covered parking spot under the carport. Plenty of guest parking. Walking distance to the pool. Close to schools, shopping, dining and the movie theaters. New acrylic windows and new screens will be installed on the porch by the end of May.
Listing is courtesy of: BRICK HOUSE REALTY SERVICES (727-804-4992)
Listing Agent: Joe Courey (727-804-4992)
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