Location: Oldsmar , 34677
Do Not Show Listings
130 CYPRESS LN #130, OLDSMAR, FL 34677
$160,00039 Days on yellowkey MLS ID: TB8502597
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980Monthly Fee: $571 Tax: $2,571 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,571
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: One or more photo(s) has been virtually staged. Welcome to this two-bedroom, two-bath condominium in Oldsmar, offering 1,054 square feet and a flexible opportunity for investors, first-time buyers or seasonal residents. This residence is vacant and ready for immediate occupancy or renovation. The interior reflects the original condition, presenting a value-add opportunity for customization. The primary bedroom includes a walk-in closet, and the layout supports functional living and dining spaces. Recent updates include an air-conditioning system installed in 2025, along with a washer, dryer and refrigerator replaced in 2024. This property is well-suited for buyers seeking to personalize a residence or secure an investment with long-term potential. Conveniently near shopping, dining and commuter routes, supporting full-time and seasonal living.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (813-217-5288)
Listing Agent: Maria Azuaje (317-371-0935)
103 CUTLASS WAY, OLDSMAR, FL 34677
$345,000103 Days on yellowkey MLS ID: TB8479354
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1392 Built: 2016Monthly Fee: $255 Tax: $6,017 (2025)Community: Hayes Park VillageSingle Family
Taxes:$6,017
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this impeccably maintained 3 bedroom, 2.5 bath residence in the highly sought-after Hayes Park Village in Oldsmar. Offering approximately 1,392 square feet of thoughtfully designed living space, this home showcases a beautifully renovated kitchen with contemporary finishes, ceramic flooring on the first floor, and carpet flooring on the second floor. The split-bedroom floor plan and abundant natural light create a bright, open atmosphere that is both welcoming and functional. Step outside to a covered porch overlooking a breathtaking pond and a serene conservation area behind it —providing exceptional privacy. Combining generous living space, peaceful privacy, and an unbeatable location, this exceptional home is ready to welcome YOU!
Listing is courtesy of: FLORIDA COMMERCIAL GROUP (813-935-9600)
Listing Agent: Leyla Mohebbi (813-359-7999)
405 HOLLY HILL RD, OLDSMAR, FL 34677
$660,00037 Days on yellowkey MLS ID: TB8503763
0 Days Off yellowkey (back on 5/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2311 Built: 1979Monthly Fee: $149 Tax: $3,606 (2026)Community: East Lake WoodlandsSpa: YesSingle Family
Taxes:$3,606
Tax Year: 2026
Remarks: Under contract-accepting backup offers. Welcome to your private retreat in the highly sought-after gated community of East Lake Woodlands in Oldsmar. This beautifully updated 3-bedroom, 2-bathroom home features a thoughtfully designed open split floor plan that provides both comfort and privacy. Step inside to a stunning living room with vaulted ceilings and exposed beams, creating a warm yet spacious atmosphere. Entertain with ease at the bar, or open the French doors to seamlessly extend your living space onto the re-screened lanai. Outside, enjoy your own slice of Florida paradise with a sparkling PebbleTec pool and spa overlooking the scenic golf course. The home has been fully updated, including a modern updated kitchen equipped with granite countertops, stainless steel appliances, and soft-close drawers. Both bathrooms have been tastefully renovated, with the spacious primary suite offering dual sinks with granite counters and two walk-in closets. ADDITIONAL RECENT UPGRADES INCLUDE THE REMOVAL OF POPCORN CEILINGS, NEW ATTIC INSULATION, REPLACEMENT OF ALL INTERIOR DOORS, A NEW POOL MOTOR, AND BEAUTIFUL PAVERS INSTALLED IN THE DRIVEWAY, WALKWAY, AND PORCH. Major improvements such as a NEW ROOF (2025) and HVAC system (2017) add even more value and peace of mind. Further enhancements include HURRICANE RATED WINDOWS IN ALL BEDROOMS AND THE BATHROOM, a WATER SOFTNER SYSTEM, NEW WINDOW TREATMENTS, NEW OUTDOOR LIGHTING, ADDED LAUNDRY ROOM FEATURES, UPDATED BASEBOARDS THROUGHOUT, —just to name a few. Additional highlights include a cozy fireplace, a 240 sq ft BONUS ROOM perfect for a home office or gym, with flex space that offers endless possibilities. East Lake Woodlands is a deed-restricted, gated community offering exceptional amenities including golf, pickleball, tennis courts, a community pool, and a clubhouse. Ideally located, this home is approximately 25 minutes from Tampa International Airport, 20 minutes from St. Pete-Clearwater International Airport, 30 minutes from Clearwater Beach, and 35 minutes from Honeymoon Island. Enjoy easy access to a variety of nearby restaurants, shopping, and everyday conveniences. Don’t miss your opportunity to own this exceptional home—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Jan Thomas-Smith (727-492-7825)
124 LOBLOLLY CT #H, OLDSMAR, FL 34677
$157,00085 Days on yellowkey MLS ID: TB8481313
REDUCED by $3,000 (1.9%) on 05/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1986Monthly Fee: $666 Tax: $2,517 (2025)Community: The Gardens Of Forest Lakes CondoCondo
Taxes:$2,517
Remarks: Investor-friendly opportunity: This turn-key property currently has a cash flowing year-long tenant in place, making it an excellent 1031 exchange option for investors seeking immediate rental income with a low-maintenance property. Welcome to this beautifully fully remodeled 2-bedroom, 2-bathroom condo located at 124 Loblolly Ct, Unit H in desirable Oldsmar. This move-in-ready home has been thoughtfully updated from top to bottom, featuring brand new carpet, fresh interior paint, and new appliances, creating a clean and modern living space ready for its next owner. The spacious layout offers comfortable living with two well-appointed bedrooms, including a primary suite with a private bathroom. The open living and dining area provides a comfortable setting for relaxing or entertaining, while the fresh upgrades throughout give the home a bright, refreshed feel. Located in a quiet, well-maintained community, residents enjoy the convenience of nearby parks, swimming pool, playground, tennis, basketball and racquetball courts, shopping, dining, and easy access to major commuting routes. The location provides quick connectivity to both Tampa and Clearwater, while still enjoying the charm and waterfront lifestyle of Oldsmar along Tampa Bay. Whether you're looking for an investment property or a future personal residence, this fully updated condo offers comfort, convenience, and long-term value in a highly desirable Tampa Bay location.
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Nikki Pagoria (314-221-6810)
235 WOODS LANDING TRL #235, OLDSMAR, FL 34677
$279,900111 Days on yellowkey MLS ID: TB8474969
REDUCED by $20,000 (6.7%) on 04/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1201 Built: 1984Monthly Fee: $591 Tax: $4,279 (2024)Community: East Lake Woodlands Woods Landing TwnhmsTownhouse
Taxes:$4,279
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Move-in ready and tucked inside one of Oldsmar’s most established gated communities, East Lake Woodlands, this single story townhome offers low-maintenance living and peaceful pond views. . The kitchen features updated cabinetry, crisp white quartz countertops (2025), stainless steel appliances, and a dining area that flows seamlessly into the living space. The split-bedroom floor plan provides privacy, with both bedrooms offering wide-plank luxury vinyl flooring, built-in closet shelving, and brand-new doors. The primary suite includes a private en-suite bath with a fully tiled walk-in shower and glass enclosure. Neutral finishes and a pedestal sink create a clean, bright, and easy-to-maintain space. Large windows and sliding glass doors bring in natural light, while the enclosed lanai overlooking the pond offers a quiet spot for morning coffee or relaxed evenings. Located near the community pool and close to everything Oldsmar residents love; parks, restaurants, shopping, with convenient access to Tampa and Clearwater. Optional membership at Ardea Country Club provides access to championship golf, tennis, pickleball, fitness facilities, pools, and clubhouse dining.
Listing is courtesy of: SOUTHERN LIFE REALTY (727-642-1758)
Listing Agent: Kelsi Ward (727-488-7032)
604 LIMETREE DR, OLDSMAR, FL 34677
$375,00045 Days on yellowkey MLS ID: O6401483
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1430 Built: 1980 Tax: $3,108 (2025)Community: Harbor Palms Unit ElevenSingle Family
Taxes:$3,108
Remarks: If you love the beauty of Florida’s outdoors, this home is a must-see. Just a short walk to Harbor Palms Nature Park, you will enjoy scenic biking and walking trails, fishing, manatee sightings, and plenty of space to relax with family and friends. NO HOA and NO CDD, so bring your toys. With no HOA restrictions and a large driveway that comfortably fits six cars, there is plenty of room for guests, boats, or recreational vehicles. This spacious split floor plan home features three master bedrooms, each with its own bathroom. Two of the master bedrooms include walk-in closets, and the home offers abundant closet space throughout. You will also enjoy a large, inviting family room and a fenced backyard perfect for entertaining, pets, or quiet evenings outdoors. The converted garage offers its own private suite with a full bathroom and exterior entrance, creating an excellent opportunity for a mother-in-law suite, guest quarters, or potential rental income. The spacious kitchen has all-new appliances and granite countertops. Thoughtful updates throughout the home include an additional bathroom and all-new impact windows. A NEW ROOF and Room FLOORS will be installed after closing with a full-price proposal, allowing the buyer to choose finishes. Enjoy peaceful sunsets from the screened patio overlooking a generously sized lot with extra space between neighbors, making it your own private retreat. Bird watchers will love spotting a variety of exotic birds from the nearby nature preserve. The home is elevated from the road and has remained high and dry through storms, offering added peace of mind. It is located in a highly desirable school zone including Oldsmar Elementary, Carwise Middle, and East Lake High School. Both Oldsmar Elementary and East Lake High have earned placement on the excellence list for three-plus years. Oldsmar is centrally located between Tampa and St. Petersburg, making this an ideal spot for an easy commute while still enjoying a peaceful, nature-filled community. Just 15 minutes from Honeymoon Island, one of the most desirable beaches in the area. You will also enjoy convenient access to dining, restaurants, malls, and shopping just minutes away. Comfort, flexibility, and location this home truly has it all. Schedule your showing today.
Listing is courtesy of: JUPITER PROPERTIES, INC (386-547-6161)
Listing Agent: Sulamita Del Valle (813-510-9619)
370 S WOODLANDS DR, OLDSMAR, FL 34677
$369,999442 Days on yellowkey MLS ID: TB8361268
REDUCED by $27,400 (6.9%) on 05/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1500 Built: 1979Monthly Fee: $340 Tax: $5,324 (2025)Community: East Lake Woodlands Patio HomesSpa: NoVilla
Taxes:$5,324
Remarks: Virtually Staged some photos. Price Reduction!! Attention all Golfers and Tennis players Dream in East Lake Woodlands that showcases 2 Championship 18 hold golf courses and 14 HAR-Tru tennis courts with no membership required!!.Newly remolded Patio Home with 2 bedroom 2 full bathroom with possible office/dining area in the Golf Course Community of East Lake Woodlands. This meticulously maintained 1500 sq. ft. open floor plan home features New Contemporary Cabinetry (2025), brand new quartz countertops (2025), brand new kitchen sink (2025), brand new garbage disposal (2025), brand new light fixtures including can lighting throughout (2025), and new stainless steel appliances including double oven. Both bathrooms have been remolded with new cabinets, new tile shower tile (2025), new vanities and sinks (2025). Imported Italian tile throughout the home. Wood plantation shutters through out, large crown and floor molding, California closets in master bedroom, 4 magnificent skylights that bring in natural light, LARGE electric retractable patio awning for private courtyard perfect for entertaining, 2 car oversized garage, new AC (2016), new TPO Roof (2016), new Hurricane Impact Triple Sliding Doors and ALL Windows (2020), new Hurricane Impact Garage Door (2015), new Ceramic Tile Floors (Wood Look)(2018), new Construction of Den/Study w/ Vaulted Wood Ceiling and Ceiling Fan (2018), new Brick Paver Walkway and Patio area (2018), new Water Heater (2018), new Water Softener (2016), new LARGE Driveway (2023), new Epoxy Garage Floor (2023), All new Interior Paint (2023), All new Exterior Lights (2023), A MUST SEE to truly appreciate this turnkey home! Home is located within approximately 15- 30 minutes to the beaches ( Honeymoon Island, Caladesi Island and Clearwater Beach). You can also drive to Walt Disney World, Epcot and Hollywood Studios in approximately 1 hour and 30 minutes depending on traffic. Call today to schedule your showing appointment!
Listing is courtesy of: 27NORTH REALTY (630-803-8506)
Listing Agent: Michele Davis (813-787-4413)
472 TROUT LN, OLDSMAR, FL 34677
$195,900430 Days on yellowkey MLS ID: TB8369073
REDUCED by $10,000 (4.9%) on 04/30/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 1998Monthly Fee: $70 Tax: $3,420 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$3,420
Remarks: Gull-Aire Village. 55+ community. Welcome to this 1998 Jacobsen home, built to newer standards and offering the perfect blend of comfort and convenience. This spacious residence features a desirable split floor plan with three bedrooms, providing ample privacy for family or guests. The chef’s kitchen is a true highlight, boasting high-quality Kraft Maid Cabinetry with custom pull-outs for effortless organization and use. A convenient washer and dryer hookup is tucked away in a kitchen closet, maximizing space and functionality. Enjoy easy-care ceramic tile and laminate flooring throughout the home. The A/C and hot water heater were both replaced approximately five years ago, ensuring peace of mind and energy efficiency. Step into the enclosed, air-conditioned Florida room at the front of the house—perfect for relaxing year-round with its stylish tile flooring. There is also a screened porch on the side, ideal for enjoying Florida’s beautiful weather. Custom concrete curbs and pavers add curb appeal, while the generously sized utility room offers excellent storage—great for bikes or hobbies. The community is vibrant and welcoming, featuring a socially active clubhouse, library, pool table, shuffleboard, Bocce ball court, and a heated pool and spa. Monthly planned activities at the clubhouse include yoga, pool exercise, bingo, cards, and line dancing, so there is always something to do. The neighborhood is golf cart friendly for added convenience. HOA fees are just $70.00 per month. Gull-Aire Village is pet friendly—you can have one pet of any size. If you have two pets, one is permitted, and the second is allowed with an emotional support letter from your doctor. You own your land here, offering security and peace of mind. Location is unbeatable! Across the street, from the community you will find AMC Theatres, Bealls, Marshalls, PetSmart, Five Below, and the Dollar Store for all your shopping needs. Great dining options nearby include Shaker and Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eve’s Family Restaurant. You are just minutes from Super Walmart, Publix, and Countryside Hospital. The stunning beaches of Honeymoon Island and Caladesi State Park are just ten miles away, perfect for weekend getaways. Outdoor enthusiasts will love the biking/walking trail along the canal, with two convenient access points from Gull-Aire. Room sizes are approximate; buyers should verify measurements. Do not miss the opportunity to own this home in a sought-after, amenity-rich community!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Jayne Phoenix (727-433-1411)
238 PELICAN DR N, OLDSMAR, FL 34677
$199,000446 Days on yellowkey MLS ID: TB8360914
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1286 Built: 1983Monthly Fee: $70 Tax: $2,285 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$2,285
Remarks: This home is in highly desirable 55+ Gull-Aire Village! This beautifully updated Palm Harbor home boasts 1,286 square feet of comfortable living space with two generous bedrooms and two modern baths. The open floor plan is perfect for entertaining family and friends, while the freshly painted interior and brand-new luxury wide-width, high-traffic vinyl plank flooring with new baseboards add a touch of sophistication throughout. The hall bath features a stunning new white wood vanity with marble top, new brushed nickel faucets, a mirrored medicine cabinet, LED lighting, and elegant custom wainscoting. The main suite bath is equally impressive, offering double white wood vanities with marble tops, (2) mirrored medicine cabinets, LED lighting, and custom wainscoting for a spa-like retreat. Both bathrooms are equipped with new shut-off valves for peace of mind. The chef’s kitchen is outfitted with a brand-new range, stainless steel refrigerator, dishwasher, range hood, and bright LED lighting. You will appreciate the spacious pantry and convenient, inside washer/dryer hookup. Relax in the inviting living room with an electric fireplace or enjoy the sunshine year-round in the spacious Florida room with acrylic windows. Additional storage is provided by a utility room—perfect for bikes and lawn equipment. The home also features a newer vapor barrier and metal roof-over. Gull-Aire Village offers incredible amenities including a socially active clubhouse, library, pool table, shuffleboard, Bocce ball court, and a heated pool & spa. There are planned events at the clubhouse every month, plus regular activities such as yoga, bingo, cards, and line dancing. The community is golf cart friendly, and the HOA is just $70.00 per month. Pet lovers rejoice—one pet of any size is welcomed, and if you have two pets, the additional pet will need an emotional support letter from the Buyers doctor for approval. You own your own land! Conveniently located across the street from AMC Theatres, Beall’s, Marshalls, PetSmart, Five Below, and Dollar Store, with a variety of restaurants including Shaker and Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eve’s Family Restaurant just steps away. You are only minutes from Super Walmart, Publix, and Mease Countryside Hospital. For nature lovers, the stunning beaches of Honeymoon Island and Caladesi State Parks are about ten miles away, and a scenic biking/walking trail along the canal offers two access points from Gull-Aire Village. Room sizes are approximate and should be verified by the Buyer. Do not miss your chance to own this move-in ready gem—schedule your showing today and experience all that Gull-Aire Village living has to offer!
140 BRENT CIR, OLDSMAR, FL 34677
$565,000218 Days on yellowkey MLS ID: O6357016
REDUCED by $35,000 (5.8%) on 04/11/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1791 Built: 2002Monthly Fee: $475 Tax: $3,527 (2024)Community: Seaside EstatesTownhouse
Taxes:$3,527
Remarks: Seller Motivated! Asking price is under last appraisal value. Come take a look at this beautiful 3 bedroom, 3 bath bay front townhome overlooking Old Tampa Bay and Safety Harbor. Seaside Estates is a gated community, located in the heart of Oldsmar, which offers may options for access to the water, as well as major thoroughfares. 3 Car tandem garage that walks out to a beautiful view, the common area and boat docks. This unit owns Slip 12, with a cover and brand new $17,000 boat lift. One of two grandfathered in with covered biminy top. Stainless Steel appliances, wood flooring, renovated spare bathrooms, and spacious balconies from the great room, and the primary bedroom as well. A wood burning fireplace is also located in the primary bedroom for those cosy nights overlooking the water. The spacious floor plan beautiful water views. Seaside estates is a golf cart-friendly community, offering amenities such tennis and pickelball courts, a swimming pool and Jacuzzi. There is a dock area that offers fishing opportunities and houses the particular residents that own boat docks. Located on a few minutes away from waterfront public parks, recreational facilities, and restaurants. 20 events annually are hosted by the community annually, with monthly dinners strategically planned around the scenic Tampa Bay. This neighborhood is just minutes from downtown Oldsmar and Safety Harbor which have a variety of restaurants, nightlife, street and music festivals, walking and biking trails, kayaking, Seaside estates is also pet friendly. 20 min to Caladesi State Park and the pristine Honeymoon Island and 20 minutes to Tampa Airport and 30 minutes to downtown Clearwater. Come take a look at this waterfront gem. Some of these photos have been virtually staged.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Nicci Meyer, Pa (407-913-1131)
4766 STONEVIEW CIR, OLDSMAR, FL 34677
$645,00071 Days on yellowkey MLS ID: TB8487161
4 Days Off yellowkey (back on 4/27/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2114 Built: 1993Monthly Fee: $108 Tax: $3,755 (2025)Community: StonebriarSingle Family
Taxes:$3,755
Elementary School: Cypress Woods Elementary-PN
Remarks: Under contract-accepting backup offers. Welcome to an exceptional opportunity in the highly desirable Stonebriar enclave of East Lake Woodlands—where timeless design meets effortless Florida living. This impeccably maintained four-bedroom, two-bath pool home showcases true pride of ownership and offers a seamless blend of comfort, functionality, and style. From the moment you arrive, the home’s pristine condition and inviting curb appeal set the tone. Step through the front door and be immediately captivated by a stunning sightline that draws your eye through the living space to the screened lanai and sparkling pool beyond—an ideal introduction to the indoor-outdoor lifestyle that defines this residence. To the right, the formal dining room offers generous proportions, perfect for hosting gatherings both intimate and grand. Straight ahead, the formal living room provides direct access to the lanai, creating a fluid transition for entertaining and allowing you to fully embrace Florida’s beautiful weather year-round. Privately positioned to the left of the entry, the primary suite is a serene retreat featuring its own access to the lanai. The en suite bath is thoughtfully appointed with a deep soaking tub, step-in shower, and a spacious walk-in closet—delivering both comfort and convenience. At the heart of the home, the updated kitchen is a standout, boasting white shaker cabinetry, stone countertops, and an elegant tile backsplash. A breakfast bar and optional nook space add flexibility, while the open layout flows effortlessly into the family room, complete with a cozy wood-burning fireplace—perfect for relaxed evenings at home. The split-bedroom floor plan enhances privacy, with three additional generously sized bedrooms located toward the rear of the home, each offering ample closet space. The secondary bath features a tub/shower combination and provides direct access to the laundry room and lanai, functioning perfectly as a pool bath. Step outside to your private oasis—an expansive screened lanai featuring a solar heated saltwater pool, ideal for year-round enjoyment. The covered area offers the perfect setting for outdoor dining and lounging, and select patio furnishings are available for purchase, making this space move-in ready for immediate enjoyment. A spacious backyard completes the outdoor experience. With its thoughtful layout, stylish updates, and inviting indoor-outdoor flow, this home is truly ready for its next chapter. Roof 2013, HVAC 2024, Hurricane rated impact windows throughout, new gutters and pool cage rescreening. Don’t miss the opportunity to experience everything this exceptional property has to offer—schedule your private showing today.
Listing Agent: Vanessa Leonard (727-647-2706)
110 DEERPATH DR, OLDSMAR, FL 34677
$1,199,900144 Days on yellowkey MLS ID: TB8462357
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4246 Built: 1991Monthly Fee: $263 Tax: $10,446 (2024)Community: Deerpath Unit OneSpa: YesSingle Family
Taxes:$10,446
Remarks: Simply sensational in prestigious Deerpath of East Lake Woodlands!! Enter through double leaded glass entry doors to this spectacular, sprawling executive residence! 4,246 sq. ft. of exceptionally well-planned design and custom built to precise detail. Soaring ceilings with four bedrooms, plus a study that could be a 5th bedroom and 3.5 baths… elegantly designed! Privacy prevails on this gorgeous, wooded home site surrounded by lush landscaping. Enter the grand foyer and take in the refined view of three sets of French doors with lovely transom windows looking out on the lanai and pool area. The formal living and dining areas highlight the gorgeous architecture of the home and the sunken living room is beautifully designed with plant shelves and lighted niches! The 5th bedroom is currently used as an office. It has its own set of French doors and boasts custom built-in desk and shelving with granite counters and desktop. A convenient half bath completes the entry area and leads to the magnificent kitchen! Wow! An entertainer’s dream! Ingenious design with prep space and cabinetry galore! Designer quartz counters are stunning! Large center island as well as a breakfast bar and butler’s pantry with beverage fridge in addition to a generous sized eat-in breakfast room. Stainless appliances include a 4-door refrigerator. Huge walk-in pantry! Lovely bead board accents with chair railing, gorgeous pendant lighting…designer lighting throughout the home! The kitchen overlooks the large family room centered by a travertine faced wood burning fireplace and walk-in bar with sink. The primary retreat is nothing short of fabulous! Large sitting area, romantic 2-way wood burning fireplace and totally updated spa-like ensuite bath with massive counter space, separate sink areas, whirlpool tub, walk in shower with designer tile work, water closet, Venetian finish on walls and a massive walk-in closet. Secondary bedrooms are vast and have large wall closets or walk-in closet space! The shared bath space is creatively redesigned with fashionable updates and substantial counter space accented by double sinks with splendid oiled bronze hardware. And the additional full bath/pool bath boasts the most recent upgrades with the same designer granite counters and a beautifully tiled, glass enclosed walk-in shower. All bathrooms are stylishly upgraded. Entertaining and family space is extended outdoors to the grand lanai and pool area! Gorgeous pool with spillover spa and vaulted screen enclosure looks out on a lushly landscaped and private wooded paradise! The convenient pool bath has been recently, renovated with designer touches. And a poolside kitchen area with sink completes the setting and allows for ultimate entertaining! Truly a must see. Endless upgrades and details! All found within the gates of the fabulous East Lake Woodlands Country Club community… A+ rated schools, close to everything, medical, shopping, parks, restaurants, TIA and gorgeous Gulf beaches! An extraordinary find!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Nancy Leslie (727-789-5555)
207 CYPRESS LN, OLDSMAR, FL 34677
$180,00060 Days on yellowkey MLS ID: TB8492844
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $2,309 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,309
Remarks: First-floor 2-bedroom, 2-bathroom condo located in the East Lake Woodlands community in Oldsmar. This pet-friendly unit offers a peaceful pond view and a comfortable, functional layout. The living room and kitchen feature updated luxury vinyl flooring, creating a clean and cohesive living space. The primary bedroom includes two walk-in closets, private access to the enclosed Florida room, and an updated en-suite bathroom. All windows have been upgraded for efficiency and durability, including hurricane impact windows throughout the main living areas and double-pane Low-E windows in the Florida room. The AC was replaced in 2023, and the washer and dryer are approximately 3 years old. The enclosed Florida room overlooks the pond and offers a comfortable space to relax and enjoy nature and the Florida weather. Just outside, the patio features updated pavers installed in 2023, adding to the outdoor usability and appeal. The HOA covers water, sewer, trash, exterior maintenance including the roof, and common areas, making upkeep simple. Residents also have access to a heated community pool. The unit includes an assigned covered parking space. Located near East Lake Woodlands Country Club, which offers optional memberships with access to golf courses, tennis courts, fitness facilities, dining, and social events. Conveniently located near shopping, dining, and major roadways, this condo offers low-maintenance living in a well-kept community.
Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)
Listing Agent: Scott Mayhew (617-631-4060)
401 PARK BLVD, OLDSMAR, FL 34677
$1,150,000288 Days on yellowkey MLS ID: TB8420002
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3000 Built: 2025 Tax: $2,064 (2024)Community: Oldsmar Rev MapSingle Family
Taxes:$2,064
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Experience the perfect blend of luxury and location at 401 Park Blvd, Oldsmar. This brand-new 2025 custom home combines hurricane-resilient construction with modern elegance—all just minutes from Tampa’s vibrant downtown, world-class beaches, and waterfront parks. Set on a quiet street in the beautiful historic district, this home rises at a 12’ elevation with solid concrete block construction on both floors, full impact-rated windows & doors, and spray foam insulation for energy efficiency and peace of mind. Inside, soaring 10’ ceilings and expansive living spaces flow into a chef’s kitchen with Bosch appliances, quartz waterfall island, and butler’s pantry—designed for everyday comfort and stylish entertaining. The main home offers 4 bedrooms, 3.5 baths, 3-car garage and over 3,000 sq ft of living space, complemented by a detached 1 bed / 1 bath garage apartment (780 sq ft) with private AC and water heater—ideal for multi-generational living, guests, or rental income. Step outside to enjoy covered porches, an upstairs deck, a paver driveway, irrigation system, and lush landscaping with privacy fencing. From your front door, you can bike to R.E. Olds Park, waterfront trails, and community events, or drive just 20 minutes to Downtown Tampa, Tampa International Airport, or the amazing beaches of Clearwater and Honeymoon Island. Oldsmar’s central location puts you at the crossroads of Pinellas and Hillsborough, offering a lifestyle that’s both connected and serene. This is more than a home—it’s a rare opportunity to own new construction in a hidden-gem location, built for luxury, resilience, and convenience.
Listing is courtesy of: DANVA URBAN REAL ESTATE LLC (786-322-9729)
Listing Agent: Jessica Scialletti (754-217-9348)
113 NINA WAY #113, OLDSMAR, FL 34677
$199,900437 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)
4007 PALM KEY AVE, OLDSMAR, FL 34677
$629,000242 Days on yellowkey MLS ID: TB8435073
REDUCED by $10,000 (1.6%) on 04/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2587 Built: 2019Monthly Fee: $580 Tax: $7,398 (2024)Community: Bayside TerraceTownhouse
Taxes:$7,398
Remarks: Walk in the front door and look straight out to the water. Head out to the screened-in back porch to hang out and enjoy the views, from dolphins and mother duck with her ducklings, to the pink & orange glowing sunsets. This unit comes with floodplain X zoning tied to the title, which means you’re grandfathered in, and the cheap flood insurance is transferable to you (less than $800/yr.). Soaring ceilings, open floor plan, hard floors throughout, and a finished garage with a high-end epoxy floor that makes it feel like you’re parking in a showroom. Built in 2019, it looks and feels fresh and new. 1st floor bedroom with water views (great for guests!). Large media room upstairs with numerous possibilities. It could be a game room. It could be a gym or just a TV area. 3 bedrooms upstairs, including the master. The master bath overlooks the water with an oversized tub, a walk-in shower, dual vanities, and a custom walk-in closet. DirectTV, Frontier internet, water, recycling, and trash (2x/week) are included in the monthly HOA fee. The unit is far enough away from the gate, where you won't hear the road noise of 580. Bayside Terrace offers an array of amenities, including an infinity-edge swimming pool, BBQ area, a gym, a fire-pit, and a community dock with kayak, paddleboard, and canoe launch. This exceptional townhome provides the perfect blend of luxury, comfort, and Florida's natural beauty
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Jacob Gross (727-303-2063)
343 SHORE DR E, OLDSMAR, FL 34677
$399,00051 Days on yellowkey MLS ID: TB8498400
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1169 Built: 1958 Tax: $2,652 (2025)Community: Oldsmar Country Club Estates Sec 1Spa: NoSingle Family
Taxes:$2,652
Remarks: Some photos have be virtually staged. Beautifully renovated 3 bedroom 2 bath in desirable Oldsmar neighborhood. Spacious floorplan with a large living area at the front allows flexibily for furniture. The kitchen has a modern feel with and all appliances. Both baths have been tastefully upgraded in a contemporty style and home is move in ready. Convenient inside laudry room is a special feature. You'll love the separate shed and large yard. This home is conveniently located by 2 parks and a public boat ramp.Restaurants, shopping and airport are nearby for your convenience.
Listing is courtesy of: MURRAY BELL REAL ESTATE LLC (813-629-8202)
Listing Agent: Jenny Meers (813-748-8112)
106 BRENT CIR, OLDSMAR, FL 34677
$400,000109 Days on yellowkey MLS ID: TB8476573
REDUCED by $9,000 (2.2%) on 04/16/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 2002Monthly Fee: $473 Tax: $3,513 (2025)Community: Seaside EstatesTownhouse
Taxes:$3,513
Elementary School: Oldsmar Elementary-PN
Remarks: NEW PRICE – $19,000 REDUCTION! Enjoy all the features this home has to offer at a more attractive price. The perfect opportunity for buyers ready to make a move! Welcome to this stunning gated luxury townhome in the highly sought-after waterfront community of Seaside Estates! This beautifully maintained residence offers an exceptional blend of comfort, style, and coastal living. The open-concept main level features gorgeous bamboo hardwood flooring, a cozy fireplace, and a private balcony with scenic views, while the expanded kitchen (extended by 3 feet in 2021) provides extra functional space for everyday living and entertaining. This spacious floor plan includes 3 full baths and a flexible main-level third bedroom perfect for a home office, study, or guest retreat. The impressive primary suite features a private balcony, soaring ceilings, dual walk-in closets, and a spa-like bath, while bedroom two offers an ensuite bath and tranquil water views of Tampa Bay. The oversized 2–3 car tandem garage offers abundant storage and sliding doors to a ground-level patio with access to the dog walking trail. Residents enjoy a resort-style pool and spa, tennis courts, scenic boardwalk, and a community day dock with direct Tampa Bay access for kayaking or small boats, all just minutes to top dining, shopping, beaches, Tampa International Airport, and only a short walk to R.E. Olds Waterfront Park. Extensive updates include bamboo flooring (2021), kitchen expansion (2021), updated light fixtures and interior paint (2021), roof (2017), A/C (2013), water heater (2019), new toilets (2025), new faucets (2026), new washer (2025), blinds including electric living room blinds (2016), balcony floors painted (2025), balcony railing painted (2024), and quality appliances including GE washer (2024), GE cooktop (2021), LG refrigerator (2021), Bosch microwave drawer (2021), Blomberg dishwasher with panel (2021), and Hauslane range hood (2021). Immaculate and move-in ready — schedule your private showing today!
Listing is courtesy of: HOMEFRONT REALTY (727-641-4444)
Listing Agent: Magdalena Paszkowski (727-364-7212)
218 CARYL WAY, OLDSMAR, FL 34677
$198,00050 Days on yellowkey MLS ID: TB8499124
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1979 Tax: $2,995 (2025)Community: East Lake Woodlands CondoCondo
Taxes:$2,995
Remarks: Welcome home to this beautifully updated second-floor condo located in the highly sought-after, gated community of East Lake Woodlands with golf course views. Known for its peaceful surroundings and resort-style living, this community offers both comfort and convenience in an ideal setting. Step inside to discover a bright and airy interior filled with natural light. This move-in-ready residence has been thoughtfully upgraded with a brand-new eat-in kitchen, featuring new white wood cabinetry, quartz countertops, and new appliances—perfect for everyday living and entertaining alike with pass thru window into the dining area. Fresh interior paint and new flooring flow seamlessly throughout the home, complemented by energy-efficient LED lighting, new ceiling fans and updated bathroom vanities for a clean, modern, and cohesive design. Primary bedroom with two walk in closets, separate dressing area and walk in shower with glass door in primary bathroom. Guest bedroom with wall closets. Washer and dryer are located in closet off hall near guest quarters. Generous storage and ample closet space add to the home’s functionality and overall comfort. Enjoy the added privacy of a second-floor location while taking advantage of the exceptional lifestyle within the East Lake community. The community pool and Condo 2 Clubhouse is just across the parking lot! Pets are welcome and the monthly maintenance fee provides an outstanding value and ease of living. If you are ready to explore, the location of the condo is fantastic - starting with the nearby community heated pools (two of them) or visit/join Ardea Country Club that offers two 18 hole golf courses, their own pools, tennis, pickleball, fitness center, Clubhouse, restaurants and activities. Your condo is an easy commute to Westfield Countryside Mall, area shopping, various restaurants and entertainment plus the sandy beaches of Honeymoon Island along with local parks and walking trails for your low stress lifestyle. More dining and shopping in the surrounding downtown areas of Tarpon Springs, Dunedin and Safety Harbor.
Listing Agent: Karen Sewell (727-542-4467)
122 CARYL WAY #122, OLDSMAR, FL 34677
$214,00093 Days on yellowkey MLS ID: TB8481510
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1979Monthly Fee: $560 Tax: $2,781 (2025)Community: East Lake WoodlandsCondo
Taxes:$2,781
Remarks: Move right into this beautifully updated first-floor condo located in the highly desirable gated community of East Lake Woodlands in Oldsmar. Offering comfort, convenience, and low-maintenance living, this bright and inviting home features abundant natural light and a functional open layout perfect for everyday living. The home includes an updated kitchen with modern cabinetry and stainless steel appliances, along with fresh interior paint and ceramic tile flooring throughout for a clean, modern feel. Hurricane impact windows provide added safety and energy efficiency, while elegant French doors from the living room open to the patio, allowing for seamless indoor-outdoor living and plenty of natural light. Ample closet space and additional storage add to the home's comfort and functionality. This pool-facing unit offers convenient access to the community pool, creating a relaxing setting just steps from your door. Residents also enjoy nearby championship golf courses, along with optional clubhouse membership that provides additional amenities, dining, and social activities. The HOA fee includes water, trash, cable, and internet, making ownership both simple and cost-effective. Conveniently located close to shopping, restaurants, parks, Gulf beaches, and major commuting routes, this property is ideal as a primary residence, seasonal home, or investment opportunity. Don't miss your chance to own in one of Oldsmar's most sought-after gated communities - schedule your showing today.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Mo Khan (954-998-3336)
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