Location: Oldsmar
Do Not Show Listings
1008 ROBINWOOD DR, OLDSMAR, FL 34677
$675,00035 Days on yellowkey MLS ID: TB8516701
REDUCED by $20,000 (2.9%) on 07/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2442 Built: 1997Monthly Fee: $70 Tax: $9,594 (2025)Community: Woods Of Forest Lakes The Ph OneSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,594
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: WOW! Big price Drop!! Prime Woods of Forest Lakes!!!This spacious 4-bedroom, 2-bath pool home is situated on a corner lot in the desirable Woods of Forest Lakes. With an expansive living room that features high ceilings and sliding glass doors to the pool area, separate family room, and formal dining area, there's plenty of space for gatherings, game nights, holiday celebrations, or simply spreading out and relaxing. The kitchen is centrally located and features granite countertops, abundant cabinet storage, generous prep space, and a bright breakfast nook surrounded by windows that fill the room with natural light. This is a split bedroom floorplan that features a large primary suite with two walk-in closets and an en-suite bathroom with dual vanities, a garden tub and walk-in shower. There's 3 additional good sized bedrooms and a large separate laundry room. Step outside to a poolside oasis, ideal for entertaining, along with a fully fenced grassy side yard that's a perfect outdoor game area, gathering spot or ideal for your fur babies. The Woods is a well established neighborhood featuring great community amenities including a tennis/pickleball court, playground and a lakefront community picnic area. Walk to the community water park and rec center, take advantage of nearby biking/walking trails, easy access to shops dining and entertainment. Whether you're hosting friends by the pool, enjoying a quiet morning coffee in the breakfast nook, or taking advantage of the community amenities, this home offers comfort, flexibility, and an unbeatable location.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Joe Koebel (727-410-1455)
1806 FOREST DR, OLDSMAR, FL 34677
$418,000260 Days on yellowkey MLS ID: TB8442794
1 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1539 Built: 1973 Tax: $4,086 (2024)Community: Harbor PalmsSingle Family
Taxes:$4,086
Elementary School: Oldsmar Elementary-PN
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to this beautifully remodeled home filled with natural light and modern charm. The open-concept floor plan features a spacious living area with brand new windows throughout the house, the new designed kitchen offers new cabinetry beautiful countertops, new stainless-steel appliances, and a breakfast bar the flows seamlessly into the dining and living spaces, interior laundry room with new cabinets and new washer & dryer. New central air condition and ductwork, new ceiling lights and fans, new flooring throughout the house. The primary bedroom includes a large closet and a stylish new bathroom with a glass - enclosed shower-tub combo, modern finishes. Two additional bedrooms provide versatility for guess, a home office, and the second new full bath is bright and modern. All interior doors are new so it is the front door and garage door, new interior and exterior paint, new wood fence, new landscape. this home is a perfect blend of comfort and value.
Listing Agent: Mena Reyes (727-789-5555)
2410 ARCH AVE, OLDSMAR, FL 34677
$450,000Listed 07/17/2026 7:18AM MLS ID: TB8529492
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1888 Built: 2019Monthly Fee: $580 Tax: $5,153 (2025)Community: Bayside TerraceTownhouse
Taxes:$5,153
Elementary School: None
High School: None
Middle School: None
Remarks: Imagine coming home to breathtaking waterfront surroundings, resort-style amenities, and maintenance-free living in one of Tampa Bay's most desirable gated communities. Welcome to Bayside Terrace, where this beautifully upgraded 3-bedroom, 2.5-bath townhome with a 1-car garage offers the perfect blend of luxury, convenience, and coastal lifestyle. Ideally situated just steps from the community pool and clubhouse, this move-in-ready residence features one of the community's most desirable locations with peaceful courtyard views and easy access to all the amenities. Designed for today's lifestyle, the open-concept floor plan showcases soaring ceilings, abundant natural light, and elegant wood-look tile flooring throughout the main living areas. The chef-inspired kitchen is the centerpiece of the home, featuring stunning quartz countertops, custom all-wood cabinetry with pull-out shelving, a large quartz preparation island, designer lighting, a walk-in pantry, stylish backsplash, and premium stainless steel appliances including a double oven range and French door refrigerator. Whether entertaining guests or enjoying quiet evenings at home, this space was designed to impress. The spacious great room flows seamlessly onto the covered and screened lanai, creating an inviting indoor-outdoor living experience overlooking a tranquil courtyard. It's the perfect setting for morning coffee, evening cocktails, or simply relaxing after a day on the water. Upstairs, a versatile loft provides flexible living space that easily serves as a home office, media room, fitness area, or second family room. The luxurious owner's suite offers a true retreat with an oversized walk-in closet, dual vanities, linen storage, and a beautifully Upstairs, a versatile loft provides flexible living space that easily serves as a home office, media room, fitness area, or second family room. The luxurious owner's suite offers a true retreat with an oversized walk-in closet, dual vanities, linen storage, and a beautifully appointed frameless glass shower. Two additional bedrooms each feature walk-in closets, ceiling fans, and upgraded carpeting with premium padding for exceptional comfort. Living in Bayside Terrace means enjoying a true Florida waterfront lifestyle. Residents have exclusive access to a resort-style swimming pool, fitness center, clubhouse, fishing pier, kayak launch, and direct access to the beauty of Tampa Bay. Whether you enjoy kayaking, fishing, walking along the waterfront, or simply watching spectacular sunsets, every day feels like a vacation. Perfectly positioned between Hillsborough and Pinellas Counties, this exceptional location offers convenient access to Tampa International Airport, St. Pete-Clearwater International Airport, downtown Tampa, St. Petersburg, award-winning Gulf beaches, waterfront dining, shopping, entertainment, and major employers. Whether you're searching for a waterfront townhome, a gated community with resort amenities, a low-maintenance primary residence, a second home, or a Florida retreat close to Tampa and the Gulf Coast, this exceptional property offers everything today's buyers are looking for. Experience waterfront living at its finest. Schedule your private showing today and discover why Bayside Terrace continues to be one of Tampa Bay's most sought-after communities.
Listing is courtesy of: KELLER WILLIAMS TAMPA PROPERTIES (813-264-7754)
Listing Agent: Joseph Richards (813-431-4408)
450 CYPRESS CREEK CIR, OLDSMAR, FL 34677
$625,000Listed 07/16/2026 3:26PM MLS ID: TB8529291
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2139 Built: 1976Monthly Fee: $147 Tax: $4,574 (2025)Community: East Lake WoodlandsSingle Family
Taxes:$4,574
Remarks: Welcome to 450 Cypress Creek Circle, a beautifully renovated single-story home nestled within the prestigious gated community of East Lake Woodlands. Perfectly positioned on the golf course, this exceptional residence enjoys wide-open fairway views of hole #2 on the South Course at Ardea Country club with no homes directly behind, creating a peaceful backdrop for everyday living and entertaining. Thoughtfully updated throughout in 2020, this three-bedroom, two-and-a-half-bath home offers the perfect blend of timeless elegance and modern comfort. The spacious floor plan features formal living and dining rooms, a welcoming family room with a dramatic floor-to-ceiling wood-burning fireplace, and multiple sliding glass doors that seamlessly connect the indoor living spaces to the expansive screened lanai. The beautifully updated kitchen showcases quartz countertops, stainless steel appliances, abundant cabinetry, recessed lighting, and an oversized breakfast bar—perfect for gathering with family and friends. The private primary suite offers direct lanai access, a beautifully renovated bath, and a custom walk-in closet, while the guest bath and powder room have also been tastefully remodeled. Stretching nearly the length of the home, the oversized covered and screened lanai is the perfect place to enjoy your morning coffee, unwind with evening sunsets, or entertain while taking in the panoramic golf course views. The spacious backyard offers plenty of room to add a private pool and create your own private outdoor retreat. Major improvements completed in 2020 include the roof, HVAC system, interior and exterior paint, and extensive interior renovations, providing buyers with added peace of mind. Residents of East Lake Woodlands enjoy beautifully maintained streets, mature landscaping, 24-hour guarded gate access, and optional membership opportunities at the newly renovated Ardea Country Club, featuring 36 holes of championship golf, tennis, pickleball, fitness facilities, swimming pools, exceptional dining, and a vibrant social calendar. Conveniently located just minutes from Boot Ranch shopping, restaurants, parks, Gulf beaches, Tampa International Airport, and everything the Tampa Bay area has to offer, this move-in-ready home delivers the Florida lifestyle you’ve been waiting for.
Listing Agent: Mark Fazzini (727-485-9981)
601 SHORE DR E, OLDSMAR, FL 34677
$525,000Listed 07/16/2026 2:10PM MLS ID: TB8529217
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1856 Built: 1968 Tax: $4,686 (2025)Community: Tampashores Bay SecSingle Family
Taxes:$4,686
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the heart of Oldsmar, offering 1,856 square feet of thoughtfully designed living space on an oversized 0.41-acre lot. Featuring a spacious floor plan with a Florida room and dedicated home office, this property provides the perfect blend of comfort and modern upgrades. This home has been extensively upgraded for peace of mind, including a new high-efficiency HVAC system (2023), new electric water heater, complete electrical rewire with updated panel, whole-house plumbing re-pipe, impact-rated exterior doors, LED lighting throughout, high-efficiency ceiling fans, and modern underground electrical service. Natural light fills the home through impact-rated Simonton double-hung windows, complemented by cellular window treatments and blackout blinds in the primary suite. Durable porcelain tile flooring extends throughout the home, creating a seamless and elegant look. The remodeled kitchen is designed for entertaining, showcasing quartz countertops, a stunning clay-fired farmhouse sink, a large,10 ft center island, solid-wood soft-close cabinetry, and modern stainless-steel appliances. The spacious primary suite offers a private retreat with walk-in shower and beautifully updated finishes. Both bathrooms have been tastefully remodeled with premium fixtures, including TOTO and KOHLER features, bidets, and marble countertops. Additional features include a butcher block laundry room workspace, spare garage rated refrigerator, a pull-down attic access with plywood flooring for extra storage, outdoor solar security lighting, front yard irrigation system utilizing reclaimed city water, and low utility costs through TECO services. Step outside to enjoy an expansive, fully fenced backyard with plenty of space for boat or RV parking and a large Tough Shed equipped with 220-volt electrical service, providing endless possibilities for storage, hobbies, or workshop space. Ideally located just minutes from the Oldsmar Trail, numerous parks including R.E. Olds Park and Mobbly Bayou Beach Park, shopping centers, and a variety of dining options, this exceptional home offers the perfect combination of location, space, and extensive upgrades. Schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
600 S WOODLANDS DR, OLDSMAR, FL 34677
$399,000119 Days on yellowkey MLS ID: TB8488468
REDUCED by $10,999 (2.7%) on 05/30/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1952 Built: 1979Monthly Fee: $490 Tax: $4,813 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$4,813
Remarks: Virtually Staged. This beautifully updated 3-bedroom, 2-bath attached villa style home is nestled in the highly sought-after Eastlake Woodlands community, offering serene preserve views in the front from your private fenced in patio and peaceful wooded and golf course views in the back. The home features a carport with a storage closet and a thoughtfully designed split-bedroom floor plan. Recent upgrades include all-new impact windows (2023), Roof (2020) a new air conditioner (2022), new washer & dryer (2022), remodeled entryway and bathrooms (2023), new blinds (2022), and remote-controlled ceiling fans throughout (2022). The living and dining areas showcase elegant crown molding, while the updated 150-amp electrical panel ensures modern efficiency. The kitchen boasts wood cabinetry, granite countertops, a glass mosaic backsplash, and stainless steel appliances. Laminate flooring extends throughout the home, with ceramic tile in the wet areas for added durability. The spacious primary suite offers a walk-in closet, access to the bonus room, and a luxurious bath with dual sinks, wood cabinetry, granite counters, and a step-in glass shower. The third bedroom also features a walk-in closet, built-in storage, and a slider to the bonus room, while the secondary bath includes a newer tile surround for the tub/shower and a stylish vanity with a granite countertop. Dont forget the huge, expansive bonus room that adds incredible flexibility for a family room, office, or hobby space. Perfectly blending comfort and style, this home delivers move-in-ready elegance in a premier location.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Jarod Brewer (727-647-1379)
1319 FORESTEDGE BLVD, OLDSMAR, FL 34677
$1,100,00035 Days on yellowkey MLS ID: TB8517867
REDUCED by $50,000 (4.3%) on 07/02/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3849 Built: 1991Monthly Fee: $243 Tax: $8,986 (2025)Community: Aberdeen Unit TwoSpa: NoSingle Family
Taxes:$8,986
Remarks: Welcome to this beautifully updated Arthur Rutenberg estate, perfectly positioned on a premium corner homesite with partial pond views and exceptional privacy in the sought-after Aberdeen enclave of East Lake Woodlands. This move-in-ready residence offers 5 bedrooms, a versatile bonus room with a wet bar, and 3.5 bathrooms, providing the ideal blend of luxury, comfort, and functionality. Extensively remodeled in 2021, the home showcases timeless design, quality craftsmanship, and modern finishes throughout. Upon entering, you are greeted by an abundance of natural light, soaring ceilings, and gorgeous Mohawk engineered wood flooring that flows throughout the main living areas. The heart of the home is the fully renovated kitchen, featuring a massive waterfall-edge island, crisp white shaker cabinetry, quartz countertops, high-end stainless steel appliances, and stylish Pottery Barn pendant lighting. The kitchen opens seamlessly to the breakfast nook and inviting family room, where a redesigned brick fireplace and custom mantle create a warm and elegant focal point. Designed for the Florida lifestyle, the living spaces transition effortlessly to the spectacular outdoor oasis. The expansive, recently rescreened pool enclosure showcases a sparkling PebbleTec pool with a tranquil rock waterfall, all surrounded by upgraded pavers. Whether hosting family and friends or enjoying a peaceful evening at home, this outdoor retreat is perfectly suited for both entertaining and relaxation. The primary suite serves as a private sanctuary, offering direct lanai access, custom-built closet organizers, and a spa-inspired en-suite bathroom complete with a soaking tub, dual vanities, and elegant finishes. The highly adaptable bonus room provides the perfect space for a game room, media center, home office, or multi-generational living area, complete with its own wet bar. Practical upgrades and peace of mind abound throughout the home. A brand-new HVAC system was installed in March of this year, and the property also features a 5-year-old water heater, a newer water softener, and fresh interior paint completed during the 2021 renovation. The oversized 3-car garage provides ample storage and showcases a sleek, durable epoxy floor. Aberdeen is a tranquil oasis featuring quiet streets, mature tropical landscaping, and abundant wildlife within the gated East Lake Woodlands community. Residents enjoy convenient access to top-rated schools, world-class beaches including Clearwater Beach and Honeymoon Island, major medical facilities, shopping, dining, and both Tampa International Airport and St. Pete-Clearwater International Airport. Optional Ardea Country Club memberships provide access to two championship 18-hole golf courses, premier tennis facilities, resort-style swimming, fitness amenities, dining venues, and a vibrant social calendar. Combining timeless Arthur Rutenberg craftsmanship, extensive modern updates, resort-style outdoor living, and an exceptional East Lake Woodlands location, this remarkable residence offers a rare opportunity to enjoy the very best of Florida living. Schedule your private showing today.
124 W CYPRESS CT, OLDSMAR, FL 34677
$185,00039 Days on yellowkey MLS ID: TB8516388
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $2,556 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,556
Remarks: Welcome to this meticulously maintained 2-bedroom, 2-bath condo located in the desirable gated community of East Lake Woodlands! Situated on the second floor, this high-and-dry unit is free from flood zone concerns and boasts numerous recent upgrades. The primary bathroom was beautifully remodeled in May 2024, while the guest bath received a stylish tile refresh in 2022. Enjoy the comfort and efficiency of a brand-new HVAC system, installed in 2023. Offered optionally furnished, this condo is ready to be your winter retreat or year-round sanctuary. The condo is conveniently located just across from the pool so you can soak up the sun! East Lake Woodlands offers an array of amenities and a serene, secure lifestyle—schedule your showing today!
Listing is courtesy of: CENTURY 21 INTEGRA (800-593-7653)
Listing Agent: Becki Server (727-835-9696)
117 BRENT CIR, OLDSMAR, FL 34677
$475,00049 Days on yellowkey MLS ID: TB8513394
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1834 Built: 2004Monthly Fee: $473 Tax: $4,404 (2025)Community: Seaside EstatesSpa: YesTownhouse
Taxes:$4,404
Remarks: Come and tour this cozy 3 bedroom, 3 bathroom waterfront townhouse and you will quickly see how easy it is to embrace the lifestyle that makes Florida living so desirable. This 1834 sq ft, 3 level townhouse delivers comfortable maintenance free living in a space where you can be in for years to come. Soak in endless water views as you sip your morning coffee or unwind with a good book, from 2 balconies to choose from. Sky lights brighten up multiple spaces in the home capturing natural night. Enjoy a slice of your own paradise with this sensible buy!” Not only does it give you endless water views, private tennis courts, playground, community pool area, this gated community also Includes your own deeded dock with a new seawall. The garage can fit up to 3 vehicles providing abundant storage.
Listing is courtesy of: BLAKE REAL ESTATE INC (727-359-0388)
Listing Agent: Jaybee Racaza-Benitez (847-660-3256)
101 DOLPHIN DR N, OLDSMAR, FL 34677
$225,000251 Days on yellowkey MLS ID: TB8444809
1 Days Off yellowkey (back on 7/2/2026)
REDUCED by $19,900 (8.1%) on 05/07/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1573 Built: 1989Monthly Fee: $70 Tax: $582 (2024)Community: Gull-Aire VillageSpa: NoManufactured Home
Taxes:$582
Remarks: Under contract-accepting backup offers. Welcome Home! Your move-in ready and partially furnished Florida retreat with a warm, contemporary flair awaits you in the heart of Oldsmar. This spacious 2-bedroom, 2-bath home is situated on a rare DOUBLE LOT (7,854 sq. ft.), that YOU OWN offering privacy and flexibility. The open and inviting floor plan features cathedral ceilings and newer laminate flooring throughout the family room, kitchen, laundry room and hallway. The kitchen is well-appointed with a spacious island/snack bar, newer refrigerator and a convenient pantry closet - perfect for entertaining. The generous primary suite includes access to the over sized (10.75' x 31') enclosed Florida room, a walk-in closet, an en-suite bath with a walk-in shower and relaxing garden tub. The Florida room features glass windows overlooking the beautifully landscaped backyard and provides an ideal space for entertaining or just enjoying Florida's indoor-outdoor lifestyle! More recent updates include a newer A/C system (2020), a spacious 2 car garage with a large workshop with ample storage space (2003) and a newer high-quality sliding glass door. Nestled in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers exceptional resort-style amenities, including a spacious clubhouse, large, heated pool and spa, library, enclosed shuffleboard court, bocce ball court, and an active calendar of social events and activities. This home sits on land you own and features a low monthly HOA fee of just $70 with one pet of any size permitted. The location is truly unbeatable! You're less than a mile from Woodlands Square, offering Bealls, Marshall’s, Ulta, PetSmart, AMC Theatres, Craft Street Kitchen, Shaker & Peel, Eve’s Family Restaurant, and more. Everyday conveniences such as Publix, Target, Walmart Neighborhood Market, and Mease Countryside Hospital are just 2 miles away. Honeymoon Island Beach is approximately 9 miles away, and Tampa International Airport is a easy 15-mile drive. An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, providing the perfect setting to enjoy Florida’s outdoor beauty. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply enjoying the peaceful surroundings, you’ll fall in love with the friendly, welcoming lifestyle of Gull-Aire Village. (Room dimensions are approximate and should be verified by Buyer.)
Listing is courtesy of: AH REALTY SERVICES, LLC (727-275-3512)
Listing Agent: Anne Hode (813-545-1960)
900 LUCAS LN, OLDSMAR, FL 34677
$495,0008 Days on yellowkey MLS ID: TB8527577
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1685 Built: 1992Monthly Fee: $575 Tax: $1,625 (2025)Community: Hunters Trail TwnhmsVilla
Taxes:$1,625
Remarks: Virtually Staged. Enjoy a serene setting, spacious floor plan and best of all, less maintenance! Welcome home to 900 Lucas Lane in the coveted Hunter’s Trail subdivision nestled in the gated, golf community of East Lake Woodlands. You can have it all with the privacy of a 1-story, end unit villa with gorgeous views, 3 bedrooms, 2 baths and 2-car garage with a long driveway providing plenty of parking for family and guests - all with less maintenance worries. No more yard work or pool maintenance - enjoy the Florida lifestyle and feel at ease when away from home since much is taken care of for you with a reasonable fee that includes lawn care, building maintenance including roof which was just replaced in 2026, cable television and internet, trash collection and recycling plus access to a sparkling community pool just steps away. From the moment you walk inside, you’re greeted with an inviting open floor plan with vaulted ceilings and a great room with living and dining space as well as glass sliders and a wood-burning fireplace and built-ins. Additional dining space is available in the bright eat-in area in the kitchen overlooking the beautiful water view. The kitchen also features plantation shutters and is well-equipped with GE and Whirlpool appliances as well as Bosch dishwasher, plenty of cabinetry and storage and a rolling cart for use as a center island or additional serving space off to the side – flexibility for different needs and occasions. The primary suite features glass sliders leading to the lanai, 2 walk-in closets with built-ins and a spacious bath with double vanities, a soaking tub and large walk-in shower. With a split floor plan, the 2nd and 3rd bedrooms each afford privacy for family and guests, plenty of natural light and generous built-in closets. The expansive screened enclosure with gorgeous pavers is a true retreat and spans the rear of the home overlooking a peaceful pond view and gazebo—an ideal, private setting for sipping morning coffee, enjoying an evening glass of wine, reading a book or simply taking in the calm surroundings. This home is located in the preferred Zone X which does not require flood insurance when financing. A new water heater was installed in 2023, new roof installed in June 2026 and brand new carpet and interior paint in July 2026. The washer and dryer are also included in the sale. For those who want even more to enjoy, optional memberships are available to Ardea Country Club, offering two championship golf courses, a fitness center, heated lap and freeform pools, poolside cafe, pickleball and tennis, casual and fine dining plus a full calendar of events and activities. Perfectly positioned and convenient to Tampa International Airport, medical facilities, beaches, parks, shopping and more, this home offers the ease, comfort and lifestyle you have been looking for in an ideal setting.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Claudia Tweed (727-433-4596)
4953 POINTE CIR, OLDSMAR, FL 34677
$865,00081 Days on yellowkey MLS ID: TB8502016
REDUCED by $20,000 (2.3%) on 05/12/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2513 Built: 1997Monthly Fee: $142 Tax: $11,677 (2025)Community: Cross PointeSpa: YesSingle Family
Taxes:$11,677
Elementary School: Cypress Woods Elementary-PN
Remarks: This newly renovated 4 bedroom 3 bath home is nestled in a quiet, cozy part of the elite Cross Pointe neighborhood located in the highly sought after Eastlake Woodlands development. From the moment you walk through the door, you’ll notice the attention to detail and inviting atmosphere that make this home truly special. Natural light, functional spaces, and stylish touches create a setting that’s both elegant and comfortable. Enjoy the amenities of Ardea Golf, Tennis, and Social club. This gem will not last long - schedule a viewing today.
Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)
Listing Agent: Camilo Perez (833-700-2782)
138 BRENT CIR, OLDSMAR, FL 34677
$650,00092 Days on yellowkey MLS ID: TB8496402
REDUCED by $75,000 (10.3%) on 07/16/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2258 Built: 2002Monthly Fee: $475 Tax: $9,980 (2025)Community: Seaside EstatesSpa: YesTownhouse
Taxes:$9,980
Remarks: Welcome to 138 Brent Circle in desirable gated Seaside Estates—an exceptional opportunity to own the largest corner townhome in this sought-after waterfront community in Oldsmar. Perfectly positioned to capture panoramic views of Tampa Bay, this residence offers a rare combination of space, scenery, and coastal lifestyle, complete with a private boat slip for easy access to the water. This spacious 4-bedroom, 3-bath home features a thoughtfully designed layout with abundant natural light and comfortable living areas ideal for both everyday living and entertaining. The inviting living room is anchored by a cozy fireplace, creating a warm focal point while showcasing the stunning water views beyond. A second fireplace in the primary bedroom adds an extra layer of comfort and charm, creating a relaxing private retreat. The kitchen offers ample cabinetry and workspace, seamlessly connecting to the dining and living areas for a functional, open feel. Each bedroom provides flexibility for a variety of living arrangements, while the three full bathrooms add convenience and comfort. An oversized garage delivers generous storage and parking space—an added benefit rarely found in townhome living. As a corner unit, the home enjoys enhanced privacy and additional natural light. Step outside and take in the tranquil waterfront setting, where you can relax, entertain, or set out for a day on Tampa Bay directly from your own boat slip. Conveniently located near parks, shopping, dining, and major roadways, this property offers the perfect blend of peaceful coastal living and everyday accessibility. Don’t miss your chance to own a premier waterfront residence in Seaside Estates—schedule your private showing today.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kathy Grams (727-259-9247)
800 SAINT PETERSBURG DR W, OLDSMAR, FL 34677
$399,000118 Days on yellowkey MLS ID: TB8489139
4 Days Off yellowkey (back on 7/6/2026)
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. BACK ON THE MARKET. PREVIOUS BUYER HAD FINANCING ISSUES. APPRAISAL AND HOME INSPECTION WERE GOOD. 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)
219 BAY ARBOR BLVD, OLDSMAR, FL 34677
$540,00091 Days on yellowkey MLS ID: TB8498550
REDUCED by $10,000 (1.8%) on 07/16/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1873 Built: 2000Monthly Fee: $100 Tax: $7,973 (2025)Community: Bay Arbor Unit 1ASingle Family
Taxes:$7,973
Remarks: Virtually Staged. NO MORE CARPET!!! BRAND NEW VINYL FLOORING INSTALLED and a NEW, HOT PRICE!!! We are the LOWEST-PRICED four-bedroom home around in a gated community!! Vaulted ceilings and an open floorplan welcome you as you step inside. The Living Room is HUGE, a wonderful place for family gatherings and entertaining for holidays and parties. The large Kitchen opens up to the Living Room for an expansion on entertaining space, featuring solid wood cabinets, matching Stainless Steel Frigidaire Appliances, and a large Breakfast Nook. The Formal Dining Room is set right across from the Kitchen, and is the perfect space for formal gatherings and family dinners. It even has a 4.5' x 2.5' nook that would house a China Cabinet or dry bar if desired. This home offers a split plan, providing maximum privacy to the Master Suite, as well as to the "Guest Wing" and other guest bedrooms. The Master Bedroom features a walk-in closet, access to the back patio, and a large en-suite Bathroom with dual vanities, a jetted tub and a standing shower. The "Guest Wing" or "Home Office Wing" is a wonderful layout to suit any needs. It has a bathroom located right off of the Bedroom, and is set apart from the rest of the bedrooms for added privacy. The other 2 Bedrooms are Jack-and-Jill style, both accessing the 3rd Full Bathroom. Large sliders in the Living Room open up to the peaceful back patio, laced in Slate Tile and fully covered. This space is a sanctuary, overlooking a small pond and greenery instead of facing a rear neighbor. The sun rises in the front of this home, so it is easy to enjoy your morning coffee at sun-up, as well as enjoy the sunsets thanks to the shade provided by the natural greenery. The Roof and Water Heater are NEW 2022, and the A/C was replaced in 2021! LOW HOA FEES only $100/month. This community is gated, with a playground and a community pool, as well as sidewalks for your morning jogs or evening walks! What's not to love?? Move right in and make this home your own!! Only a 30-minute drive to Tampa Int'l Airport, a 25-minute drive to Honeymoon Island, and just minutes from shopping, dining, and all you need to live your Florida dream to its fullest! Located in X Zone! That's right, NO FLOOD ZONE!
Listing Agent: Jessica Jurek (727-487-4957)
75 POOLE PL, OLDSMAR, FL 34677
$279,9002 Days on yellowkey MLS ID: TB8527830
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1979Monthly Fee: $490 Tax: $4,766 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$4,766
Remarks: Tucked within the gated community of East Lake Woodlands, this beautifully refreshed 2-Bedroom, 2-Bath End unit Villa offers the perfect blend of low-maintenance living and Florida lifestyle appeal. Boasting amazing walk-up curb appeal, this move-in ready home welcomes you in with fresh paint throughout and updated fixtures at every turn. Inside, the thoughtful split floor plan offers privacy and comfort, with a built-in office off the second bedroom—perfect for the work-from-home professional, or anyone who wants a dedicated space for a desk and computer without cluttering up a bedroom. The kitchen has been updated and highlights granite counter tops, a brand-new stainless steel refrigerator and microwave, ready for your everyday living, entertaining, or a 2nd home retreat. The updated primary bathroom adds a fresh, modern touch, while a new water heater, newer roof (2020), and newer HVAC system (approximately 6 years old) offer real peace of mind for years to come. As an end unit, this villa offers extra privacy and added outdoor space—ideal for tossing the ball around when the grandkids come by or hosting guests. Your dedicated spot includes covered parking with additional storage, and there's plenty of room for guest parking nearby. Take a stroll through the beautifully landscaped, gated community, or take advantage of the option to join Ardea Country Club for Social or Golf Membership, featuring two championship 18-hole golf courses, pools, tennis courts, an exercise room, and on-site dining. East Lake Woodlands is considered a bird sanctuary, with sidewalks and paths for walking and biking among nature and wildlife. Conveniently located in the heart of Oldsmar, you're close to John Chestnut Park, Oldsmar Park, and Safety Harbor's Philippe Park, with Caladesi Island State Park and Clearwater Beach just a short drive away. Tampa International and St. Pete/Clearwater Airports make travel easy, and shopping, dining, and entertainment are just minutes away. Don't miss this opportunity to experience low-maintenance Florida living at its finest—schedule your private showing today!
123 CYPRESS LN #23, OLDSMAR, FL 34677
$149,90014 Days on yellowkey MLS ID: TB8523064
REDUCED by $10,000 (6.3%) on 07/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1053 Built: 1980Monthly Fee: $571 Tax: $454 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$454
Remarks: Virtually Staged. HANDYMAN SPECIAL Priced to Sell! Opportunity knocks in the gated community of East Lake Woodlands. This first-floor 2-bedroom, 2-bath condo offers 1,053 square feet of living space and is ready for its next owner to bring their vision to life. Dues include Cable TV & internet another reason to call this home. Perfectly positioned on a private conservation lot with no rear neighbors, this home offers a peaceful natural setting rarely found at this price point. Enjoy your morning coffee from the screened lanai while taking in tranquil wooded views instead of looking into another building. Featuring a spacious split-bedroom floor plan, open living and dining areas, in-unit laundry, and assigned covered parking, this property provides an excellent foundation for renovation and customization. While the interior remains largely original, the electrical panel has already been updated, providing a valuable improvement for future updates. Residents enjoy the security of a 24-hour guard-gated community, beautifully maintained grounds, a community pool, and optional membership opportunities at the East Lake Woodlands Country Club featuring golf, tennis, pickleball, fitness facilities, dining, and social events. Monthly condo fees include cable, internet, water, sewer, trash, exterior maintenance, building insurance, roof maintenance, landscaping, and community amenities. Conveniently located near shopping, restaurants, Tampa International Airport, and Florida's award-winning Gulf Coast beaches, this condo presents an exceptional opportunity for a primary residence, seasonal retreat, or future investment property. Being sold As-Is and priced for a quick sale.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Angel Wilkinson (813-416-9575)
3858 SHORE BLVD, OLDSMAR, FL 34677
$1,100,00066 Days on yellowkey MLS ID: TB8506221
REDUCED by $50,000 (4.3%) on 07/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1594 Built: 1986 Tax: $8,857 (2025)Community: West Oldsmar Sec 1Single Family
Taxes:$8,857
Remarks: Experience the laid back lifestyle of Oldsmar, a sought-after community nestled between the urban hubs of Tampa and Clearwater. This serene, waterfront property offers the perfect balance of peaceful living and convenient access to local attractions. Residents here enjoy a tranquil, private environment, starting mornings with fresh coastal breezes on a private porch or deck, and spending evenings watching sunsets from a kayak or boat. This elevated, two-story home, topped with a 2025 roof, showcases an expansive layout filled with radiant natural light and soaring vaulted ceilings. The interior ambiance is both airy and welcoming, anchored by a charming wood-burning fireplace. The heart of the home is a sun-drenched, open-concept great room and kitchen, equipped with stainless steel appliances, granite surfaces, a propane stove, and a tankless water heater, all showcased by floor-to-ceiling windows. The generous primary suite acts as a private retreat, featuring an ensuite bathroom with a garden tub, dual vanities, and a separate shower, alongside a private deck offering stunning vistas. Functionality meets flexibility in the lower level, which houses a spacious two-car garage and a versatile 600-square-foot accessory dwelling unit. With its own entrance, bathroom, and kitchen facilities, this suite is perfectly suited for guests or extended family. The exterior features substantial paver parking, ready to accommodate RVs, boats, and other recreational vehicles. Nature enthusiasts will delight in the local wildlife, including dolphins and manatees, viewable directly from home. The property’s private floating dock and boat ramp provide effortless access to Tampa Bay without worrying about the tides. Elevated construction ensures peace of mind during inclement weather, while the property’s location—situated on a private, oversized lot on a quiet cul-de-sac—secures absolute seclusion. Located in a premier school district and just 20 to 30 minutes from the region’s best beaches and downtown centers, this home also offers residents easy access to the festive R.E. Olds Park and the vibrant dining scenes of nearby Safety Harbor. Both Mobbly Beach Park and the picturesque Phillippe Park are situated within a three-mile radius, making them a breeze to reach via cycling or boat. Oldsmar stands out for several unique reasons: it operates its own reverse osmosis water filtration system, houses the Tampa Bay Skating Academy Ice Rink, and maintains a higher density of parks per square mile than any other municipality in the state, with roughly 40% of its total area reserved for green spaces and conservation. Those who love the outdoors can take advantage of the ten-mile Oldsmar Trail, which winds through eight of the city's ten parks, providing endless chances for recreation and immersion in nature. Don't wait—secure your chance to live out your ideal Florida dream by booking your private viewing of this exceptional property today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Mark Yorke, Llc (727-481-2165)
50 WILLOWOOD LN, OLDSMAR, FL 34677
$1,499,900154 Days on yellowkey MLS ID: TB8475420
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4475 Built: 1987Monthly Fee: $240 Tax: $8,709 (2024)Community: Deerpath Unit OneSpa: YesSingle Family
Taxes:$8,709
Remarks: **6 Bedrooms | Private In-Law Suite | 4.5 Baths | 1.4 Acres | Gated East Lake Woodlands** If you've been searching for a home with room for everyone—this is one you need to see in person. Set on a private 1.4-acre cul-de-sac lot in the gated East Lake Woodlands community, this expansive home offers 6 total bedrooms, 4.5 baths, including a dedicated in-law suite with its own private entrance, and an oversized upstairs loft perfect for a media room, playroom, or home office. Designed for entertaining, the nearly 2,000-square-foot screened lanai creates an incredible extension of the home's living space. The space features a newly updated pool, outdoor kitchen, bar, and a full, dedicated, poolside bath complete with shower. Inside, soaring 25-foot ceilings, beautiful herringbone Turkish tile flooring, a spacious family room with a wet bar, and a chef-inspired kitchen with custom wood cabinetry, large island, prep sink, breakfast bar, and generous dining space make everyday living as enjoyable as hosting family and friends. Located just minutes from top-rated schools, shopping, dining, Tampa International Airport, and the Gulf beaches, this home also offers optional access to East Lake Woodlands' golf, tennis, fitness, and country club amenities. Homes offering this much space, flexibility, and outdoor living are rare. Schedule your private tour today and experience 50 Willowood Lane for yourself!
Listing Agent: Melissa Pranzo (646-509-7350)
1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677
$1,225,00093 Days on yellowkey MLS ID: TB8496474
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 4312 Built: 1990Monthly Fee: $207 Tax: $8,294 (2025)Community: Greenhaven Unit ThreeSpa: NoSingle Family
Taxes:$8,294
Remarks: Located in the highly desirable gated community of East Lake Woodlands, this spacious 4 bedroom, 3 bathroom home offers a versatile layout with 2 bonus rooms and a dedicated office. One of the bonus rooms is located upstairs, providing added flexibility for multi-use living. Pool table will convey with the sale. The home features a solar-heated in-ground pool with a large pool deck, fully enclosed by a screened lanai, creating the perfect space for year-round Florida living and entertaining. The inviting living room includes a fireplace, adding warmth and character to the main living area. The kitchen is well-appointed with abundant wood cabinetry, generous storage, and a center island ideal for cooking and gathering. The split-bedroom floor plan provides privacy, with the primary suite featuring sliding glass doors to the pool, a walk-in closet, and an en-suite bath with dual vanities, a bathtub, and a separate shower. Additional highlights include a 2-car garage, a laundry room, and exceptional interior space throughout. A unique third garage bay has been converted into an interior room, offering even more flexible living options. Residents of East Lake Woodlands enjoy resort-style amenities including a clubhouse, golf courses, country club, heated pools, tennis and pickleball courts, fitness center, dining options, and scenic walking and biking paths within a secure gated community. Conveniently located in Oldsmar, this home provides easy access to Gulf beaches, Tampa International Airport, top-rated schools, dining, and shopping, offering the best of the Tampa Bay lifestyle.
Listing is courtesy of: CONCI, REALTORS (727-405-0005)
Listing Agent: Cyndi Olmstead (727-203-4967)
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