Oldsmar Real Estate for Sale by Neighborhood

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ABERDEEN UNIT TWO real estate for sale BAY ARBOR real estate for sale
BAY ARBOR UNIT 1A real estate for sale BAY'S END real estate for sale
BAYSIDE MEADOWS PH II real estate for sale BAYSIDE MEADOWS-PHASE I real estate for sale
BAYSIDE TERRACE real estate for sale BUNGALOW BAY ESTATES real estate for sale
COUNTRY CLUB ADD TO OLDSMAR REV real estate for sale COUNTRYSIDE KEY real estate for sale
CREEKSIDE real estate for sale DEERPATH UNIT ONE real estate for sale
DIAMOND CREST real estate for sale EAST LAKE WOODLANDS real estate for sale
EAST LAKE WOODLANDS CLUSTER HOMES real estate for sale EAST LAKE WOODLANDS CONDO real estate for sale
EAST LAKE WOODLANDS CONDO UNIT 7 real estate for sale EAST LAKE WOODLANDS CYPRESS ESTATES real estate for sale
EAST LAKE WOODLANDS PATIO HOMES real estate for sale EAST LAKE WOODLANDS WOODLAKE RUN real estate for sale
EAST LAKE WOODLANDS WOODS LANDING TWNHMS real estate for sale EASTLAKE OAKS PH 1 real estate for sale
EASTLAKE OAKS PH 2 real estate for sale EASTLAKE OAKS PH 4 real estate for sale
EMERALD BAY real estate for sale ESTUARY OF MOBBLY BAY real estate for sale
FOUNTAINS AT CYPRESS LAKES II-B THE real estate for sale FOUNTAINS AT CYPRESS LAKES THE real estate for sale
GARDENS FOREST LAKES real estate for sale GARDENS OF FOREST LAKES CONDO THE real estate for sale
GREENHAVEN UNIT THREE real estate for sale GREENHAVEN UNIT-FOUR real estate for sale
GULL-AIRE VILLAGE real estate for sale GULL-AIRE VILLAGE PH 2C real estate for sale
HARBOR PALMS real estate for sale HARBOR PALMS UNIT ELEVEN real estate for sale
HARBOR PALMS-UNIT FIVE real estate for sale HARBOR PALMS-UNIT SIX real estate for sale
HARBOR PALMS-UNIT TWO real estate for sale HAYES PARK VILLAGE real estate for sale
HUNTERS TRAIL TWNHMS real estate for sale KINGSMILL real estate for sale
LAUREL OAKS AT EAST LAKE real estate for sale MANORS OF FOREST LAKES THE real estate for sale
MANORS OF FOREST LAKES THE PH 2 real estate for sale MEADOWS CONDO AT EAST LAKE WOODLANDS real estate for sale
MEADOWS CONDO UNIT TWO AT EAST LAKE WOODLANDS THE real estate for sale OLDSMAR COUNTRY CLUB ESTATES SEC 1 real estate for sale
OLDSMAR COUNTRY CLUB ESTATES SEC 1 REP real estate for sale OLDSMAR COUNTRY CLUB ESTATES SEC 2 real estate for sale
OLDSMAR COUNTRY CLUB ESTATES SEC 2 BLK 3, LOT 6 real estate for sale OLDSMAR COUNTRY CLUB ESTATES SEC 3 real estate for sale
OLDSMAR GALLERIA CONDO real estate for sale OLDSMAR REV MAP real estate for sale
PARCEL B - THE PINNACLE real estate for sale PRESERVE AT CYPRESS LAKES PH II THE real estate for sale
QUAIL FOREST CLUSTER HOMES real estate for sale SEASIDE ESTATES real estate for sale
SHEFFIELD VILLAGE AT BAYSIDE MEADOWS real estate for sale SHEFFIELD VILLAGE PH II AT BAYSIDE MEADOWS real estate for sale
SHOREVIEW PH 2 real estate for sale SHOREVIEW PH I real estate for sale
SHOREVIEW PHASE 2 BLK 6, LOT 3 real estate for sale ST ANDREWS CONDO real estate for sale
STONEBRIAR real estate for sale SUN KETCH TWNHMS AT CYPRESS LAKES real estate for sale
TAMPASHORES BAY SEC real estate for sale THE GARDENS OF FOREST LAKES CONDO real estate for sale
TURTLE CREEK UNIT-ONE real estate for sale TUSCANY WOODS SOUTH real estate for sale
VILLAS OF FOREST LAKES real estate for sale WARWICK HILLS real estate for sale
WEST OLDSMAR SEC 1 real estate for sale

Newest Real Estate in Oldsmar by Neighborhood

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  • 1924 MONTEGO CT, OLDSMAR, FL - MLS# TB8517782

    BAYSIDE MEADOWS-PHASE I - TB8517782 - 1924 MONTEGO CT, OLDSMAR, FL 34677
    3 Days on yellowkey

    $359,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    **SUPER STARTER HOME!!** What a fantastic house for the price! From the moment you arrive, you’ll be wowed by the striking curb appeal. The freshly painted exterior is complemented by a newer roof and landscaping, with a 30-year dimensional shingle roof installed in 2024 and a transferable 10-year warranty. Inside, the spacious, open floor plan is just as impressive, starting with a leaded glass front door. This move-in ready home has been updated throughout, featuring a tiled great room with a lighted ceiling fan and a large front window that fills the space with natural light. The eat-in kitchen offers a cozy dinette, updated soft-close cabinetry, stainless steel appliances, recessed lighting, and tile countertops with backsplash. Down the hall are three bedrooms, all with lighted ceiling fans and new carpet. The primary ensuite boasts an updated bathroom with a walk-in shower and new hardware, while the guest bath offers resort-style features. Step through the back sliding glass door to a screened lanai with tile floors—perfect for relaxing or entertaining. The modest fenced backyard has fresh mulch and is easy to maintain. With a new A/C installed in 2022 and a prime location near trendy restaurants, shopping, AMC Woodlands Movies, and just minutes from Tampa, the airport, or the beach, this home truly has it all—don’t miss it! (house has never had any issues with flooding in 20 years owner has owned it)

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    Listing is courtesy of: RE/MAX REALTEC GROUP INC

  • 108 WOODLANDS CT #108, OLDSMAR, FL - MLS# TB8514193

    EAST LAKE WOODLANDS CONDO UNIT 7 - TB8514193 - 108 WOODLANDS CT #108, OLDSMAR, FL 34677
    3 Days on yellowkey

    $199,000 | Condo | 2 beds | 2.0 baths | 1 car

    This adorable 2nd floor, 2 bedroom, 2 bathroom condo in the guarded/gated community of East Lake Woodlands! An open and airy front balcony welcomes you in to the unit. NO REAR NEIGHBORS! Just views of the lovely back yard wooded area and daily deer sightings from your 2nd balcony which is private and screened-in! A big picture window, recessed lighting, solid wood cabinets and tiled backsplash accent the kitchen. The kitchen has a floor to ceiling pantry and is open to living / dining with an breakfast bar. An elegant, 2 tiered chandelier, crown molding and new modern ceiling fan grace the ceiling. Newer laminate flooring installed in the living /dining and both bedrooms. Step through the living room sliding doors and onto the screened-in balcony where the true Florida lifestyle begins. Roller shades on the balcony create privacy while still allowing the cool breezes to flow through. This unit features a split bedroom plan with NO CARPET! Master bedroom has its own bath en suite with separate shower/commode area, 3 walk in closets (YES! 3), tropical ceiling fan with palm leaf blades, double picture window with beautiful views of the wooded back yard! It is spacious enough for a king bedroom furniture set and also has a set of sliding doors out to the balcony! Guest bedroom features a large closet and an adjacent full bathroom with tub/shower in the hall. No lack of storage here with a coat closet in the main entry hall and a full wall to wall reach in closet in the guest hallway. A side by side washer and dyer are conveniently located in the balcony closet. Your assigned covered parking spot is right in front of the entrance (#108). Plenty of extra guests spots for a 2nd car too. Heated pool just steps away! Love to golf? East Lake Woodlands County Club will become your new favorite spot with (2) 18 hole championship courses, upscale restaurant, fitness center, clubhouse, tennis courts, 2 pools and a multimillion dollar renovation underway! Located just around the corner from Oldsmar sports complex on Tampa Rd with a playground, ball hockey rink, BMX supercross track and fields for baseball football and soccer. Adjacent to the complex is Woodlands Square Mall with an IMAX movie theater, gourmet restaurants and shopping. East Lake Rd houses 2 large shopping centers with Target, Walmart, and an assortment of fast food chains. Short drive to Countryside mall, Tampa Airport, and the sugar sands of the Gulf’s finest beaches. Bring your furry friends! Two cats or dogs allowed under 20 lbs each (or a total of 40 lbs between the 2). Low condos fees with water, sewer, trash and basic cable included. Make your appointment to see today!

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    Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL

  • 415 COUNTRY CLUB DR, OLDSMAR, FL - MLS# TB8517638

    OLDSMAR COUNTRY CLUB ESTATES SEC 2 - TB8517638 - 415 COUNTRY CLUB DR, OLDSMAR, FL 34677
    3 Days on yellowkey

    $399,000 | Single Family Home | 4 beds | 2.0 baths

    Beautiful waterfront-view home overlooking the water from the backyard, located in the desirable Oldsmar Country Club Estates community. This fully renovated property features 4 bedrooms and 2 bathrooms and sits on a 0.21-acre lot with no HOA restrictions, offering comfort, functionality, and an excellent location. The home features new flooring throughout, a renovated kitchen with quartz countertops, stainless steel appliances, and ample cabinet space, along with updated bathrooms with modern finishes. The spacious backyard provides access to a canal leading to Tampa Bay, making it ideal for kayaking, paddleboarding, and other outdoor activities. It also offers the perfect setting to relax or entertain family and friends. Conveniently located near parks, recreational areas, public boat launches, Tampa Bay Pickleball, restaurants, shopping, and more. Additionally, Tampa International Airport is approximately 20 minutes away, providing excellent convenience and connectivity.

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    Listing is courtesy of: FRIENDS REALTY LLC

  • 1260 CLAYS TRL, OLDSMAR, FL - MLS# TB8514482

    EAST LAKE WOODLANDS - TB8514482 - 1260 CLAYS TRL, OLDSMAR, FL 34677
    3 Days on yellowkey

    $265,000 | Condo | 2 beds | 2.0 baths | 1 gar

    Enjoy maintenance-free living with stunning views of the 18th hole of the North Course at Ardea Country Club, located within the highly desirable gated community of East Lake Woodlands. Surrounded by beautifully maintained homes and lush Florida landscaping, this one-story, townhome-style condominium offers comfort, convenience, and scenic golf course views. A private courtyard entry welcomes you into a bright foyer with a coat closet, opening to an expansive, light-filled floor plan. The spacious living and dining areas flow seamlessly into the kitchen, creating an inviting space for everyday living and entertaining. The living room features a wet bar, a wood-burning fireplace, and sliding glass doors leading to a beautiful enclosed Florida Room overlooking the fairway. The oversized primary suite is filled with natural light and showcases picturesque golf course views through charming bay windows. The suite also features a large walk-in closet and an ensuite bath complete with dual vanities, a jetted soaking tub, separate shower, and private water closet A comfortable guest bedroom offers convenient access to a full bathroom with a tub/shower combination, providing an ideal retreat for family and visitors. The kitchen offers abundant counter space and cabinetry, a spacious eat-in area, and a built-in desk, making it both functional and welcoming. An oversized one-car attached garage includes a washer and dryer and provides additional storage space. Adding to the home's exceptional value, the reasonable HOA fee covers a wide range of services and amenities, including cable TV, internet, water, sewer, exterior maintenance, grounds maintenance, maintenance repairs, building insurance, escrow reserves, community pool access and pool maintenance, common area taxes, professional management, and 24-hour guarded gate entrances. Lovingly maintained by its owners, this residence offers a wonderful opportunity to update and personalize while enjoying an exceptional golf course setting and maintenance-free lifestyle.

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    Listing is courtesy of: FUTURE HOME REALTY INC

  • 629 BAY LAKE TRL, OLDSMAR, FL - MLS# TB8517300

    SHOREVIEW PH 2 - TB8517300 - 629 BAY LAKE TRL, OLDSMAR, FL 34677
    3 Days on yellowkey

    $350,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Oldsmar! Located in a desirable, golf-cart-friendly community with no HOA or CDD fees, this move-in-ready home remained HIGH & DRY during recent storms with no flood damage and includes attached insurance quotes for added peace of mind. Inside, you'll find fresh interior paint, brand-new luxury vinyl plank flooring (2026), updated lighting and ceiling fans, new blinds, and an inviting open layout perfect for everyday living and entertaining. The kitchen features all new appliances, including a new refrigerator, range, dishwasher, and microwave (2026). The spacious living area opens through new French doors to the outdoor living space. Step outside to your private backyard oasis with a screened lanai, new vinyl fence and gate (2024). Major updates include a 2019 roof, 2023 water heater, WiFi-enabled garage door opener, and tons more interior improvements throughout the home. Conveniently located near waterfront parks, pickleball courts, boat launches, shopping, dining, Safety Harbor, Tampa International Airport, and some of Florida's best beaches, this home offers the perfect blend of location, updates, and Florida lifestyle. Don't miss your chance to own this piece of paradise - schedule your showing today!

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    Listing is courtesy of: RE/MAX COLLECTIVE

  • 364 VENTURA DR, OLDSMAR, FL - MLS# TB8517197

    BAY ARBOR - TB8517197 - 364 VENTURA DR, OLDSMAR, FL 34677
    3 Days on yellowkey

    $599,900 | Single Family Home | 3 beds | 2.5 baths | 3 gar

    Tucked behind the gates of Bay Arbor, 364 Ventura Drive stands out from the moment you arrive with turret-style architecture, arched windows, a paver entry, and a 3-car garage that give this home a level of character and curb appeal that feels different from the typical Florida two-story. Inside, soaring cathedral and vaulted ceilings create an open, airy feel with natural light carrying through both levels, while the main living areas offer flexible spaces divided by a fireplace, giving you room for a formal dining area, sitting room, home office, or whatever best fits your lifestyle. The kitchen opens to the main living area, keeping the layout connected and practical for everyday living, entertaining, and everything in between. Upstairs, all three bedrooms are tucked away from the main living spaces, along with a second-floor loft/den that adds even more flexibility for a reading nook, desk space, play area, or quiet retreat. The spacious primary suite includes a walk-in closet and private en-suite bath, and with 2,218 square feet, the home offers a layout that feels intentional, functional, and easy to live in. Out back, the covered patio and deck overlook a peaceful conservation area with mature trees and no rear neighbors, creating a setting that feels private and relaxing. Major systems have also been thoughtfully updated, including a 2024 AC condenser, 2022 air handler, 2025 water heater, and 2016 roof. Located one home away from the community pool and playground, in Flood Zone X, and with convenient access to shopping, dining, Tampa International Airport, and the Gulf beaches, this home offers presence, privacy, and a location that keeps you close to everything Tampa Bay has to offer.

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    Listing is courtesy of: TREASURED HOME COLLECTION

  • 124 W CYPRESS CT, OLDSMAR, FL - MLS# TB8516388

    EAST LAKE WOODLANDS CYPRESS ESTATES - TB8516388 - 124 W CYPRESS CT, OLDSMAR, FL 34677
    5 Days on yellowkey

    $185,000 | Condo | 2 beds | 2.0 baths

    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!

    Contact Yellowkey Agent

    Listing is courtesy of: CENTURY 21 INTEGRA

  • 423 AURORA WAY, OLDSMAR, FL - MLS# TB8516678

    HAYES PARK VILLAGE - TB8516678 - 423 AURORA WAY, OLDSMAR, FL 34677
    6 Days on yellowkey

    $320,000 | Townhouse | 3 beds | 2.5 baths | 1 gar

    Welcome to Hays Park in the heart of Oldsmar, one of Tampa Bay’s most central and convenient locations. This beautifully maintained 3-bedroom, 2.5-bath townhome with a garage feels bright and welcoming with high ceilings, tile flooring downstairs, and updated laminate flooring upstairs. The open kitchen features granite countertops and shaker-style cabinetry, flowing easily into the main living space. Shiplap details add the perfect touch of charm, while the upstairs primary suite offers two closets, including a large walk-in. Start your mornings on the adorable front porch overlooking the courtyard, one of the sweetest settings in the community. With parks, shopping, dining, Tampa International Airport, Downtown Tampa, Downtown St. Pete, and the Gulf beaches all within easy reach, this home makes it simple to enjoy the best of Tampa Bay.

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    Listing is courtesy of: LIPPLY REAL ESTATE

  • 360 S WOODLANDS DR, OLDSMAR, FL - MLS# TB8515718

    EAST LAKE WOODLANDS PATIO HOMES - TB8515718 - 360 S WOODLANDS DR, OLDSMAR, FL 34677
    6 Days on yellowkey

    $414,900 | Villa | 2 beds | 2.0 baths | 2 gar

    Welcome to 360 S Woodlands Drive, a beautifully renovated 2-bedroom, 2-bath patio home nestled within the prestigious gated community of East Lake Woodlands in Oldsmar. Offering 24-hour guarded security and a maintenance-free lifestyle, this move-in ready residence combines modern upgrades with exceptional privacy and comfort. NEW ROOF + FLAT ROOF (2025)! NEW AC (2025)! Extensively updated throughout, the home features luxury vinyl plank flooring installed in 2022, a completely remodeled kitchen with granite countertops, premium cabinetry, and stainless steel appliances, along with two beautifully renovated bathrooms featuring updated tilework, granite countertops, and stylish vanities. The spacious primary suite serves as a private retreat with a custom-designed closet and an oversized soaking tub perfect for relaxation. Additional improvements include IMPAC impact windows, a new flat roof installed in December 2021, updated interior doors, and a custom 45-foot paver walkway that extends from the front entrance to the private rear patio, creating an ideal outdoor space for entertaining or enjoying Florida's beautiful weather. The HVAC system was replaced in 2025 for added peace of mind.The monthly HOA fee provides true maintenance-free living and includes lawn care, irrigation, Spectrum cable and internet service with two cable boxes, and exterior painting every five years. Residents also have the option to join East Lake Woodlands Country Club, offering two championship golf courses, tennis courts, swimming pools, fitness facilities, dining, and a vibrant social calendar. Ideally located near shopping, dining, parks, Tampa International Airport, and some of the area's most beautiful Gulf Coast beaches, this exceptional home offers the perfect blend of luxury, convenience, and Florida living. Schedule your private showing today.

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    Listing is courtesy of: RE/MAX REALTEC GROUP INC

  • 1007 STATE ST E, OLDSMAR, FL - MLS# TB8513144

    COUNTRY CLUB ADD TO OLDSMAR REV - TB8513144 - 1007 STATE ST E, OLDSMAR, FL 34677
    8 Days on yellowkey

    $695,000 | Single Family Home | 4 beds | 3.0 baths | 3 gar

    Tucked away beneath majestic oak trees on over an acre of lush Florida landscape, this one-of-a-kind Oldsmar estate offers the perfect blend of privacy, space, and convenience. If you've been searching for a private pool home with acreage, no HOA, room for all your toys, and a true Florida lifestyle, you've found it. Bring your boat, RV, camper, kayaks, golf cart, tools, and hobbies—there's plenty of room here and no CDD fees or HOA restrictions to hold you back. Every day feels like a vacation when you live in a home like this! From the moment you arrive, you'll feel the charm of Old Florida. A stunning wraparound porch, multiple sundecks, giant in ground pool and peaceful natural surroundings create a setting that feels like your own private retreat. The fenced property provides plenty of space for pets to roam, outdoor entertaining, gardening, or simply enjoying the beauty of nature right outside your door. The spacious open-concept living and dining areas are designed for both everyday comfort and memorable gatherings. The large kitchen features granite countertops, stainless steel appliances, an island overlooking the main living space, and plenty of room for family and friends to gather. Cozy up by the fireplace on cooler evenings or step outside to enjoy the screened deck overlooking your tropical backyard oasis. The large primary suite includes an ensuite bath with dual vanities, soaking tub, and a large walk-in shower. Updated bathrooms feature elegant travertine tile and granite-topped vanities, while thoughtful finishes throughout the home create warmth and character. Downstairs, the possibilities are endless. With over 1800 sq feet of workshop, garage, and flex space complete with electricity, this property is ideal for car enthusiasts, hobbyists, entrepreneurs, contractors, artists, or anyone needing substantial storage and workspace. The lower level also includes additional living space, a fourth bedroom, a pool bath, and a three-car garage (one bay currently a workshop)! Step outside and embrace the Florida lifestyle. Spend sunny afternoons lounging by the pool on the paver patio, hosting backyard barbecues with family and friends, or gather around the fire pit under the stars. This fenced backyard oasis offers the perfect combination of relaxation, recreation, and privacy. Located in one of Oldsmar's beloved equestrian-friendly areas, you'll enjoy the best of both worlds—a peaceful country-like setting just minutes from everyday conveniences. Publix, shopping, restaurants, coffee shops, and entertainment are right around the corner. Outdoor enthusiasts will appreciate nearby Upper Tampa Bay Park, Mobbly Bayou Beach Park, Veterans Memorial Park, hiking trails, kayak launches, dog parks, pickleball and tennis courts, playgrounds, ziplining, and waterfront recreation throughout Tampa Bay. Golf, tennis, and pickleball lovers will appreciate being just minutes from Ardea Country Club. Commuters and travelers will love the central location, approximately 10 miles from Tampa International Airport, 13 miles from St. Pete-Clearwater International Airport, and only 16 miles from the world-famous Clearwater Beach. Properties offering this much land, flexibility, privacy, workshop space, poolside living, and convenience are incredibly rare. Come experience the lifestyle you've been dreaming about and discover why this exceptional Oldsmar property feels like home the moment you arrive. Schedule your tour today!

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY

  • 4856 WESTCHESTER CT, OLDSMAR, FL - MLS# TB8515993

    KINGSMILL - TB8515993 - 4856 WESTCHESTER CT, OLDSMAR, FL 34677
    8 Days on yellowkey

    $589,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to Kingsmill in the highly sought-after East Lake Woodlands community! This beautifully maintained waterfront home features 3 bedrooms, 2 bathrooms, and a 2-car garage, and has been lovingly cared for by its original owner. From the moment you arrive, you'll be impressed by the home's private cul-de-sac location and newly paved driveway. Step inside to discover luxury vinyl flooring that flows seamlessly throughout the main living areas and bedrooms. High ceilings and natural light create an open, airy atmosphere throughout the home. The spacious living and dining room combination is highlighted by a cozy fireplace, creating the perfect setting for both everyday living and entertaining. The kitchen features wood cabinetry, solid-surface countertops, a tile backsplash, brand new matching GE stainless steel appliances, and a breakfast nook overlooking the water. A full pocket sliding glass door opens to the lanai, allowing you to fully enjoy the tranquil lake views. The primary suite is a true retreat, offering water views and private access to the screened porch through sliding glass doors. The ensuite bathroom features dual vanities, a garden tub, a walk-in tiled shower, tile flooring, and two walk-in closets. The secondary bedrooms provide ample storage with built-in closets, while the guest bathroom includes tile flooring, a wood vanity with a solid-surface countertop, and a walk-in tiled shower. Additional features include an indoor laundry room with brand new washer and dryer included, a freshly painted garage floor, a 2021 roof, 2026 water heater, and 2017 HVAC system. Enjoy maintenance-free living with low monthly HOA fees that include lawn maintenance and trash service. Located within the gated East Lake Woodlands community, residents have the option to join Ardea Country Club, which offers exceptional amenities including two championship 18-hole golf courses, a fitness center, restaurant, swimming pools, tennis courts, racquet sports facilities, and more. Conveniently located near shopping, dining, airports, and some of Florida's most beautiful beaches, this home offers the perfect combination of comfort, convenience, and resort-style living. Don't miss this opportunity—schedule your private showing today!

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 10 ARBOR LN, OLDSMAR, FL - MLS# TB8516041

    EAST LAKE WOODLANDS - TB8516041 - 10 ARBOR LN, OLDSMAR, FL 34677
    8 Days on yellowkey

    $669,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to this beautifully maintained 4-bedroom, 2-bath home located in the highly desirable gated community of East Lake Woodlands in Oldsmar. Perfectly positioned on a corner lot overlooking the 5th hole of the golf course, this residence offers the ideal combination of comfort, functionality, and outdoor living. Inside, you'll find a spacious split-bedroom floor plan featuring vaulted ceilings, exposed wood beams, and an open layout designed for both everyday living and entertaining. The inviting living room centers around a cozy fireplace, creating a warm gathering space for family and friends. The kitchen offers abundant teak wood cabinetry with convenient pull-out drawers, stainless steel appliances, a breakfast nook, and thoughtful updates that enhance both style and functionality. The outdoor living area is truly exceptional. A screened-in pool and hot tub overlook the golf course, while multiple seating and dining areas provide the perfect setting for entertaining guests or enjoying peaceful evenings outdoors. This home has been extensively updated and meticulously cared for. Major improvements include a new roof and gutters in 2022, a new HVAC system in 2025, exterior paint, updated exterior lighting, wired landscape lighting, removal of popcorn ceilings, replacement of eaves with anti-rot wood, and the addition of a skylight. The pool and spa systems have also been upgraded with a new pool filter, pool pump, pool sweep, pool equipment, propane tanks, and a new heater and pump for the hot tub. Interior enhancements include lifting and leveling the living room floor, installation of waterproof flooring in the living room and laundry room, a new kitchen sink and faucet, updated kitchen electrical, new garbage disposal, dishwasher, refrigerator, laundry room utility tub, and multiple lighting improvements throughout the home. Comfort has been enhanced with six new interior ceiling fans and remote-controlled lanai fans. The primary suite features a beautifully updated bathroom with new cabinetry, countertops, sinks, mirrors, faucet, toilet, lighting, and custom blinds. The guest bathroom has also been refreshed with updated lighting and a new toilet. Additional upgrades throughout the home include new blinds, new door knobs and locks, an outlet for a built-in beverage refrigerator, a new dining room chandelier, and a custom banquette in the kitchen. With its golf course setting, extensive upgrades, resort-style outdoor living, and prime location within East Lake Woodlands, this home offers a rare opportunity to enjoy Florida living at its finest. 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!

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H

  • 586 KINGSMILL CT, OLDSMAR, FL - MLS# TB8512390

    KINGSMILL - TB8512390 - 586 KINGSMILL CT, OLDSMAR, FL 34677
    9 Days on yellowkey

    $615,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Virtually Staged. Welcome to this inviting single-family home in the sought-after Kingsmill neighborhood of East Lake Woodlands—a premier gated community celebrated for its security, lush Florida landscapes, and vibrant lifestyle. Offering 2,453 square feet of living space, this beautifully updated residence features a grand total of three bedrooms, two full bathrooms, and a modernized half bath. Inside, the interior features soaring cathedral ceilings, fresh flooring, and brand-new carpeting. The main level hosts a formal dining room and an open kitchen that flows effortlessly into a spacious great room, complete with a cozy gas-burning fireplace. The primary suite is conveniently situated on the main floor, boasting a stunning, fully remodeled bathroom. Upstairs, discover the remaining bedrooms—including a flexible third bedroom created by walling in the former loft space, making it ideal for a quiet home office or guest room—alongside another full bath. Outside, the large backyard overlooks a peaceful pond and features an inground pool and spa under a brand-new screen enclosure, complemented by a built-in outdoor kitchen setup. Living here means embracing the East Lake Woodlands lifestyle. Residents can enjoy miles of scenic nature and biking trails, while a variety of optional club memberships unlock access to championship golf courses, a premier tennis and pickleball complex, resort-style swimming pools, and a private clubhouse with fine dining and social events. Located in the heart of Oldsmar, this property is also just minutes from excellent shopping, dining, highly rated schools, and pristine Gulf Coast beaches. Don’t miss the opportunity to make this Kingsmill gem your own. Schedule a private tour today to experience this beautiful pond-front retreat firsthand!

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    Listing is courtesy of: REDFIN CORPORATION

  • 133 SABAL CT #G, OLDSMAR, FL - MLS# TB8514567

    GARDENS OF FOREST LAKES CONDO THE - TB8514567 - 133 SABAL CT #G, OLDSMAR, FL 34677
    9 Days on yellowkey

    $135,000 | Condo | 2 beds | 2.0 baths

    One or more photo(s) has been virtually staged. Tucked into the trees of The Gardens of Forest Lakes, this 915 sq ft second-floor 2-bedroom, 2-bath condo pairs an open-concept living and dining layout with a private deck overlooking a quiet, wooded backdrop. Laminate flooring runs throughout for a clean, low-maintenance feel, and all appliances are included for a true move-in or rent-ready opportunity. The monthly fee covers trash, exterior maintenance, exterior insurance plus access to Forest Lakes community amenities including the pool, tennis and racquetball courts, park, and playground, all set among mature landscaping. One assigned parking space conveys. With a recent rent of $1,695/month, this is a strong fit for investors or buyers seeking an affordable Pinellas County footprint. Pet-friendly with HOA approval. Ideally positioned in Oldsmar, the city with more parks per square mile than any other in Florida, with Mobbly Bayou Wilderness Preserve, Mobbly Beach Park, and the 10-mile Oldsmar Trail nearby, plus easy reach to Tampa, Clearwater, St. Pete, Gulf beaches, dining, and shopping. A smart blend of nature, convenience, and value. Note: second-floor walk-up; no elevator.

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    Listing is courtesy of: KELLER WILLIAMS TAMPA PROP.

  • 2029 SAGINAW CT, OLDSMAR, FL - MLS# TB8515524

    BAYSIDE MEADOWS PH II - TB8515524 - 2029 SAGINAW CT, OLDSMAR, FL 34677
    9 Days on yellowkey

    $264,900 | Villa | 2 beds | 2.0 baths | 1 gar

    Under contract-accepting backup offers. Charming 2-bedroom, 2-bath villa with a 1-car garage in the desirable Eastlake/Oldsmar area, tucked away on a cul-de-sac just steps from the community pool. This home features an open, functional layout filled with natural light that creates a warm and welcoming feel. The kitchen offers granite countertops, breakfast bar seating, solid wood cabinets, abundant storage, and tile flooring. The living room features wood laminate flooring and a fireplace for added comfort during cooler months. A bonus room provides flexible space for a third bedroom or home office. The primary suite opens to the screened patio through sliding glass doors, creating a seamless indoor-outdoor connection. The second bedroom is generously sized and includes plantation shutters. Enjoy a private outdoor area that is perfect for relaxing or entertaining. Additional highlights include a roof replaced in 2022, A/C installed in 2017, and low HOA fees of just $160 a month. Community amenities include lawn service, grounds maintenance, and a pool. Located just minutes from shopping, great restaurants, Sheffield Park with convenient access to walking trails, playgrounds, outdoor recreation, and just a short drive to the beautiful Gulf beaches.

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    Listing is courtesy of: FLORIDAS BEST HOMES REALTY LLC

  • 124 CYPRESS LN #124, OLDSMAR, FL - MLS# TB8514283

    EAST LAKE WOODLANDS CYPRESS ESTATES - TB8514283 - 124 CYPRESS LN #124, OLDSMAR, FL 34677
    9 Days on yellowkey

    $158,500 | Condo | 2 beds | 2.0 baths | 1 car

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to Cypress Estates, nestled within the sought-after East Lake Woodlands community of charming Oldsmar! This stunning second-floor 2-bedroom, 2-bathroom condo features an updated kitchen and a newly renovated primary bath, offering the perfect canvas for you to personalize and call home. Designed with an open-concept Florida lifestyle in mind, this 1,054-square-foot residence showcases wood-like porcelain tile flooring throughout the main living and dining areas, a split-bedroom floor plan, and a private owner's suite tucked at the rear of the condo. The generously sized owner's suite boasts two walk-in closets, a linen closet, and direct sliding glass door access to the screened balcony - your own peaceful retreat. The second bedroom, conveniently situated at the front of the condo, offers a comfortable layout with a standard closet. The open kitchen flows seamlessly into the main living area, making it an entertainer's dream. Step out onto the screened balcony to unwind and soak in the lush outdoor views, where Florida's wildlife makes for a delightful backdrop. Rest easy knowing you're in a 24/7 manned gated community, complete with one covered designated parking space and ample guest parking. Take a dip in the community pool just steps from your door, or explore an optional private membership to the East Lake Woodlands Country Club for access to the golf course, clubhouse, additional pool, fitness center, and tennis facilities. This pet-friendly community truly delivers maintenance-free living ...the monthly condo fee covers a 24-hour security guard, cable TV, community pool, building insurance, building and grounds maintenance, sewer, trash, water, and pest control. Ideally situated close to an abundance of dining, shopping, the AMC movie theater, Publix, Neighborhood Walmart, Target, and area hospitals, with Tampa International Airport just 25 minutes away. Don't miss this opportunity - call today to schedule your private showing!

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    Listing is courtesy of: REAL BROKER, LLC

  • 2024 SHEFFIELD CT, OLDSMAR, FL - MLS# TB8510499

    SHEFFIELD VILLAGE AT BAYSIDE MEADOWS - TB8510499 - 2024 SHEFFIELD CT, OLDSMAR, FL 34677
    10 Days on yellowkey

    $260,000 | Villa | 2 beds | 2.0 baths

    Welcome home to this charming villa in the heart of Oldsmar! Light and bright with soaring cathedral ceilings, this home features laminate and tile flooring throughout along with stainless steel appliances, creating a clean and low-maintenance living space. Enjoy relaxing mornings or evenings on the screened porch overlooking your private backyard area, plus the convenience of 2 assigned parking spaces right outside your front door. Residents can enjoy the community pool, while Sheffield Park is just down the street for even more outdoor recreation. Ideally located near shopping, restaurants, the sports complex, and AMC movie theater, this villa offers comfortable Florida living in a convenient and desirable location.

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    Listing is courtesy of: WEICHERT REALTORS EXCLUSIVE PROPERTIES

  • 384 WINGATE CIR, OLDSMAR, FL - MLS# TB8515031

    BAY ARBOR - TB8515031 - 384 WINGATE CIR, OLDSMAR, FL 34677
    11 Days on yellowkey

    $599,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Nestled on a quiet street in the desirable gated community of Bay Arbor, this lovely two-story home offers 3 bedrooms, 2.5 bathrooms, two spacious bonus/great rooms, a 2-car garage, and a spectacular custom pebble tech pool with a stunning stone waterfall, pool pump 2025 and new pool filter 2025. The back yard is completely fenced and backs up to a peaceful conservation. As you enter, you'll be welcomed by charming Florida saltillo ceramic tile flooring that adds warmth and old-world Florida character throughout the main living areas. The spacious eat-in kitchen features granite countertops, abundant cabinetry with convenient roll-out trays, a huge pantry, stainless steel appliances, newer dishwasher 2022, refrigerator 2024, and lovely French doors leading directly to the beautiful screened pool area—perfect for indoor-outdoor living and entertaining with no rear neighbor’s. The first floor offers a formal living and dining room, a large family room, and a convenient powder room. Upstairs, you'll find an enormous bonus/great room that can easily serve as a media room, game room, home office, gym, or potential fourth bedroom. The oversized primary suite features a large walk-in closet and a private ensuite bath complete with a walk-in shower, garden tub, private water closet, and linen closet. Two additional bedrooms offer generous closet space and share a full hall bath with a tub/shower combination. Newer Roof (2020), Water Heater (2021), newer HVAC System (2024). In addition the house comes with hurricane shutters which are stored in the garage. Bay Arbor residents enjoy access to a community pool, playground, and beautifully maintained common areas. Conveniently located near top-rated schools, shopping, restaurants, hospitals, churches, golf courses, and Florida's award-winning beaches. Easy access to Tampa, Clearwater, St. Petersburg,and New Port Richey makes commuting a breeze. This is Florida living at its finest! Come Live the dream in Tampa Bay, Call me today!

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    Listing is courtesy of: RE/MAX MARKETING SPECIALISTS

  • 119 BRENT CIR, OLDSMAR, FL - MLS# TB8504789

    SEASIDE ESTATES - TB8504789 - 119 BRENT CIR, OLDSMAR, FL 34677
    11 Days on yellowkey

    $525,000 | Townhouse | 3 beds | 3.0 baths | 3 gar

    Are you dreaming of your own stylish urban OASIS surrounded by nature yet minutes from everywhere you want to be? Experience effortless coastal living in this exceptional waterfront townhome, perfectly designed for those who appreciate space, light and direct access to the water. Featuring two private boat slips, this residence offers a RARE opportunity to keep your vessels close and enjoy days on the water at a moment's notice. Inside, the home unfolds into an open, light-filled floor plan enhanced by soaring high ceilings and expansive windows that invite natural light throughout the day. The seemless flow between living, dining, and kitchen spaces creates an ideal setting for both RELAXED everyday LIVING and entertaining. Water views provide a constantly changing backdrop, adding a sense of CALM and CONNECTION to the outdoors. The generous layout offers flexibility for hosting family and guests, while the airy ceiling heights add architectural drama and a sense of openness rarely found in townhome living. Whether you're enjoying quiet mornings with coffee by the water or gathering with friends after a day on the boat, this home adapts effortlessly to your lifestyle. Outdoor living is just as compelling, with immediate access to the waterfront and your own boat slips just steps away - perfect for boating, paddleboarding, or sunset cruises. This is a home that blends convenience and luxury, offering the maintenance ease of a townhome with the experience of a private gated waterfront retreat. Ideally suited as a primary residence or a refined second home, this property delivers the best of waterfront living - space, light, and direct access to the water- all in one elegant package.

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    Listing is courtesy of: COMPASS FLORIDA LLC

  • 412 SHORE DR E, OLDSMAR, FL - MLS# TB8512698

    COUNTRY CLUB ADD TO OLDSMAR REV - TB8512698 - 412 SHORE DR E, OLDSMAR, FL 34677
    11 Days on yellowkey

    $2,700,000 | Single Family Home | 5 beds | 4.0 baths | 4 gar

    Unique opportunity to own a one-of-a-kind, beautiful property on Safety Harbour Bay with Direct access to Tampa Bay. Renovation by Herman Builders. The stunning modern completely updated home features: contemporary, Open and spacious Gourmet Chef's Kitchen High-end chef-quality appliances, with double ovens, fireplace Oversized Island loads of cabinets, storage , the home has natural stone floors throughout. Full water views across the entire back of the home large glass doors leading out to your beautiful contemporary pool. Boat Docs for keeping your boat and easy access to Tampa Bay for the deep water fishing. The home features mother-in-law's quarters separate from the main home. With kitchenette, and private entrance . On the main floor, there are also three Guest or family bedrooms a bonus space, laundry room , lots of storage. The Private owner's suite features a large spa bathroom fabulous walk-in closets with grand views of Safety Harbor bay. Conveniently located near airport and downtown with the best schools in Tampa.

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    Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE

  • 202 HEMINGWAY DR, OLDSMAR, FL - MLS# TB8514350

    SUN KETCH TWNHMS AT CYPRESS LAKES - TB8514350 - 202 HEMINGWAY DR, OLDSMAR, FL 34677
    12 Days on yellowkey

    $299,000 Reduced | Townhouse | 3 beds | 2.5 baths | 1 gar

    AS IS – Owner selling due to health concerns! This spacious 3-bedroom, 2.5 bath, townhome in the highly desirable community of Sun Ketch Townhomes of Cypress Lakes needs some cosmetic attention, but the structure and amenities are already there: vaulted ceilings, an inside laundry room, a kitchen pantry, a walk-in bathtub in the primary bathroom, and an enclosed porch, and much more. A new A/C unit was installed in October 2017. The HOA Fee is only $240 monthly. HOA Documents are available for review - contact the listing agent.

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    Listing is courtesy of: RE/MAX REALTEC GROUP INC

  • 368 TAVERNIER CIR, OLDSMAR, FL - MLS# A4694760

    FOUNTAINS AT CYPRESS LAKES II-B THE - A4694760 - 368 TAVERNIER CIR, OLDSMAR, FL 34677
    12 Days on yellowkey

    $585,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. BRAND NEW AIR CONDITIONER! GRADE A SCHOOL DISTRICT! COMPLETELY REMODELLED. WELL APPOINTED. Welcome to this beautifully upgraded 4-bedroom, 2-bathroom pool home with 1,880 sq ft of modern upgrades creating a more open and usable living space in one of Oldsmar’s top-rated school districts! Located in the desirable community of The Fountains II at Cypress Lakes, this move-in-ready residence offers a refreshing private pool, plus separate, dedicated living and family rooms. They are not building them like this any more!! And it is located in a quiet peaceful neighborhood known for its friendly atmosphere, with a low annual HOA, and NO CDD. Inside, you’ll first step into the dedicated living room/formal dining room upgraded to flow openly and seamlessly into the expensively upgraded kitchen. Trust me, you will love all the thoughtful and expensive upgrades made since purchase: all new luxury vinyl plank flooring throughout, both bathrooms fully updated, fresh paint on every wall, stylish new countertops, and a complete set of newer appliances (refrigerator, range, dishwasher, microwave, and disposal all purchased in 2022). Major systems have been upgraded too — enjoy a brand-new air conditioner installed just one month ago, a 4-year-old roof, and a 2-year-old water heater for worry-free living. No expense was spared, I tell you! Now step into the dedicated family room which opens into your own private saltwater pool (5 ft deep, resurfaced in 2022) — the perfect spot to cool off on warm Florida days or entertain family and friends, with the spacious backyard designed for Florida living. The primary bedroom has an expanded, upgraded walk-in closet and bathroom which you will LOVE. The secondary bathroom is also upgraded to modern standards. Set in the vibrant community of Oldsmar, you are very close to some of Tampa Bay's top destinations—Honeymoon Island (10 miles),Clearwater Beach (13 miles), Tampa International Airport (7.7 miles), Downtown Tampa (13 miles) and easy access to St. Petersburg. Restaurants, shopping, parks, activities and interests for all ages are in abundance around you. This home offers the ideal combination of convenience and lifestyle. And did I say it is in one of the most sought-after school districts? Yes, don't miss that one! This beautiful house will not last long. Schedule your showing today.

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    Listing is courtesy of: BRIGHT REALTY

  • 2005 HUDSON CT, OLDSMAR, FL - MLS# W7886259

    BAYSIDE MEADOWS PH II - W7886259 - 2005 HUDSON CT, OLDSMAR, FL 34677
    14 Days on yellowkey

    $310,000 Reduced | Single Family Home | 2 beds | 1.0 baths

    Your dream home in Bayside Meadows Oldsmar, Florida, offers a single-family home with 2 bedrooms plus a garage conversion that could function as a third bedroom with the addition of a closet. The home includes a dining area with French doors leading to a screened lanai, an indoor laundry area, ceramic tile flooring in the main living spaces, and carpet in the bedrooms. You’ll see ceiling fans in every room, and a comforting kitchen that has room to add a center island. Outside, you’ll find a spacious screened lanai, a shed, a tropical oasis of landscaping, and a fenced yard. The property is conveniently close to beaches, parks, nature areas, and nearby airports. Located in northeastern Pinellas County at the top of Old Tampa Bay, Oldsmar features attractions such as Tampa Bay Downs, an ice-skating rink, a flea market, Sheffield Park, the BMX Supercross Track, Mobbly Bayou Beach Park, and Mobbly Wilderness Preserve, which offers hiking trails, kayak launches, and eco tours. The area also offers a variety of dining and shopping options, along with convenient access to medical facilities and a hospital.

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    Listing is courtesy of: FUTURE HOME REALTY INC

  • 100 ARBOR LN, OLDSMAR, FL - MLS# TB8513463

    EAST LAKE WOODLANDS - TB8513463 - 100 ARBOR LN, OLDSMAR, FL 34677
    15 Days on yellowkey

    $570,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Move-in Ready and BEAUTIFULLY UPDATED, this inviting One-Story home in the Gated, Golf Community of EAST LAKE WOODLANDS offers 3 Bedrooms, 2 Baths and a spacious Outdoor Living Area. Step inside from the Double Glass Door entry to LUXURY VINYL PLANK FLOORING and TILE THROUGHOUT with No Carpet, loads of Natural Light, an Updated Kitchen with Wood Cabinetry and lots of storage and Full Pantry plus Fully Renovated Bathrooms. An Open Concept defines the combined Living and Dining Rooms with the added bonus of a Family Room open to the Well-Equipped Kitchen with Bar Seating. The Primary Bedroom is a true retreat with a Gorgeous Bath with STUNNING TILE, Spacious Vanity with QUARTZ COUNTERTOPS and Generously-Sized Closet with plenty of Built-ins. The Second and Third Bedrooms feature Vinyl Plank Flooring and have access to the Updated Guest Bath with a Soothing Color Palette, Vanity with QUARTZ COUNTERTOPS, Accent Lighting and Beautiful Tile. French Doors open to a SPARKLING POOL and oversized Covered Lanai, creating the perfect setting for relaxing or entertaining. The generous yard adds privacy and room to enjoy the outdoors. Additional Highlights and Upgrades include HURRICANE IMPACT WINDOWS, SHINGLE AND FLAT ROOFS REPLACED IN DECEMBER 2024, NEW WATER HEATER IN 2025, NEW DISPOSAL IN 2026, FRESH INTERIOR PAINT IN MAY 2026 - so you can just move in and relax! All this in a location convenient to Tampa International Airport, Beaches and Parks, Medical Facilities, Professional Sporting Events, Dining and more. Plus with optional memberships to Ardea Country Club, enjoy access to 2 Golf Courses, a Fitness Center, Tennis and Pickleball as well as a Heated Lap Pool and Freeform Pool, Poolside Café, Casual and Fine Dining and Events.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 201 PALMETTO CT #201, OLDSMAR, FL - MLS# O6411960

    EAST LAKE WOODLANDS CYPRESS ESTATES - O6411960 - 201 PALMETTO CT #201, OLDSMAR, FL 34677
    15 Days on yellowkey

    $129,000 | Condo | 2 beds | 2.0 baths

    Welcome to this beautiful 2 bedroom, 2 bathroom condominium located in the heart of desirable Oldsmar. This inviting home features an open-concept layout perfect for comfortable everyday living and entertaining. The spacious living and dining areas flow seamlessly to a private screened back porch, creating the ideal spot to relax and enjoy the Florida lifestyle. The kitchen is equipped with sleek stainless steel appliances, ample cabinet space, and overlooks the main living area for added convenience. Both bedrooms are generously sized with great closet space, while the primary suite offers a private bathroom and peaceful retreat. Residents will enjoy plenty of parking along with access to fantastic community amenities including a sparkling pool and welcoming clubhouse. Conveniently located near shopping, dining, parks, and beautiful Gulf beaches, this condo offers low-maintenance living in one of Pinellas County’s most sought-after communities.

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    Listing is courtesy of: HIGHLIGHT REALTY CORP/LW

  • 1623 GRAY BARK DR, OLDSMAR, FL - MLS# TB8512588

    EASTLAKE OAKS PH 1 - TB8512588 - 1623 GRAY BARK DR, OLDSMAR, FL 34677
    15 Days on yellowkey

    $419,900 Reduced | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. Welcome to 1623 Gray Bark Drive in the heart of Oldsmar! This well-maintained 3-bedroom, 2-bath home features a desirable split-bedroom floor plan offering both privacy and functionality. The kitchen has been updated with new countertops, while the refrigerator and microwave have both been recently replaced for added convenience. Major updates provide peace of mind, including a new roof in 2022, A/C in 2023 complete with a UV light sanitation system, interior paint refreshed in 2024, and a brand-new water heater installed in 2025. Step outside and enjoy a backyard designed for relaxation, complete with mature shaded trees creating the perfect setting for entertaining or unwinding after a long day. Residents enjoy extremely low HOA fees while still having access to fantastic community amenities including a pool, playground, and park area. Nature lovers and outdoor enthusiasts will appreciate the neighborhood trail leading directly to R.E. Olds Park, known for its scenic waterfront views, fishing pier, playgrounds, and community events. The home is also just 1.3 miles from Oldsmar Sports Complex, offering sports fields, pickleball courts, playgrounds, walking trails, and recreational activities for all ages. Conveniently located near shopping, dining, and Tampa Bay area attractions, this home combines comfort, updates, and lifestyle all in one.

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    Listing is courtesy of: REALTY ONE GROUP MVP

  • 627 TIMBER BAY CIR W, OLDSMAR, FL - MLS# TB8513485

    SHOREVIEW PH 2 - TB8513485 - 627 TIMBER BAY CIR W, OLDSMAR, FL 34677
    15 Days on yellowkey

    $329,000 Increased | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Pond View!!! Charming 3 bed / 2 bath ranch-style home (1,274 sq ft) in a peaceful, family-friendly neighborhood. Built in 1984, this light-filled residence offers a comfortable, single-level floor plan ideal for everyday living and easy entertaining. Enjoy serene pond views from the private backyard — a perfect quiet oasis for morning coffee or safe outdoor play. The home includes a two-car garage, ample parking, and a low-maintenance lot. Well-suited for families, commuters, or anyone seeking a relaxed Tampa Bay suburb lifestyle with quick access to shopping, schools, parks, and major roads. Move-in ready with great bones. With a little vision this property is a great sweet equity opportunity. Schedule a showing today to experience the setting and location in person.*New Roof Being Installed Next Week

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    Listing is courtesy of: MILLENNIAL REALTY & PROPERTY MGMT.

  • 117 BRENT CIR, OLDSMAR, FL - MLS# TB8513394

    SEASIDE ESTATES - TB8513394 - 117 BRENT CIR, OLDSMAR, FL 34677
    15 Days on yellowkey

    $475,000 | Townhouse | 3 beds | 3.0 baths | 3 gar

    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.

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    Listing is courtesy of: BLAKE REAL ESTATE INC

  • 611 TANGERINE DR, OLDSMAR, FL - MLS# TB8513141

    HARBOR PALMS UNIT ELEVEN - TB8513141 - 611 TANGERINE DR, OLDSMAR, FL 34677
    15 Days on yellowkey

    $355,000 Reduced | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to 611 Tangerine Drive a well-maintained 3-bedroom, 2-bathroom home located in one of Oldsmar’s most desirable and centrally located communities. Featuring a highly sought-after split floor plan, spacious living areas, and major system upgrades already completed, this home offers the perfect combination of comfort, functionality, and opportunity for a new owner to make the space their own over time. Inside, you’ll find tile flooring throughout the entire main living space, creating a clean, cohesive, and low-maintenance living environment. The split layout provides excellent separation between the primary suite and guest bedrooms, offering both privacy and flexibility for families, guests, or work-from-home living. The spacious primary suite features dual closets along with a beautifully updated master bathroom that adds a more modern touch to the home. The kitchen is equipped with stainless steel appliances and offers excellent functionality with ample cabinet and storage space, while still leaving room for future personalization and design possibilities to match your own style and vision. Several major improvements have already been completed for long-term peace of mind, including full-home repiping, a whole-house water softener and filtration system, and a durable Solar Shield metal roof designed for longevity, efficiency, and reduced maintenance for many years to come. The home has also never FLOODED! This provides additional confidence for future ownership. Outside, the screened-in porch creates the perfect place to relax and enjoy Florida’s year-round weather, while the newer fencing surrounds the backyard and offers both privacy and space for entertaining, pets, or outdoor enjoyment. A spacious two-car garage and abundant storage throughout the home further enhance everyday convenience. Located in the heart of Oldsmar, this property offers outstanding access to everything that makes the Tampa Bay area so desirable. Tampa International Airport, Clearwater Beach, Safety Harbor, Dunedin, and downtown Tampa are all within a convenient drive. Oldsmar is known for its excellent school district, strong community atmosphere, waterfront parks, scenic trails, playgrounds, nature preserves, and outdoor recreation. With its ideal location, major mechanical upgrades, flexible layout, and endless potential to further enhance and customize over time, 611 Tangerine Drive presents an exceptional opportunity in one of northern Pinellas County’s most sought-after communities.

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    Listing is courtesy of: AMERICAN HERITAGE REALTY, INC.

  • 112 LAKEVIEW PL #12, OLDSMAR, FL - MLS# W7886045

    EAST LAKE WOODLANDS CONDO - W7886045 - 112 LAKEVIEW PL #12, OLDSMAR, FL 34677
    16 Days on yellowkey

    $179,900 | Condo | 2 beds | 2.0 baths | 1 car

    Highly valued lifestyle and amenities all waiting for you! Second floor Condo in highly sought community of East Lake Woodlands. 2 BR, 2 BA, 1,094 sq/ft living, offering an unmatched maintenance free lifestyle in one of the Tampa Bay areas finest Communities. Enjoy the pond views from the great room, owers suite and covered porch.. This home comes with new A/C unit (April 2026) and electrical improvements. Clean, well maintained and waiting for you to make your own personal touches. Kitchen is well proportioned with plenty of cabinet space. Great room includes a wood burning fireplace. Maintenance free living with internet, cable, trash, water/sewer and exterior maintenance all covered with HOA fee. Included, Comnunity Pool is a short walk away. East Lake Woodlands is a popular golf course community that offers optional golf course, fitness and social club memberships. Gated and secured with 2 guarded entrances. East Lake Woodlands is central and convenient to many shopping options within a mile and healthcare. A short drive to Lake Tarpon, John Chestnut park, area beaches and Tampa International airport.

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    Listing is courtesy of: SAMUELSEN BUILDERS REALTY LLC

  • 706 SWEETBRIAR DR, OLDSMAR, FL - MLS# TB8513297

    MANORS OF FOREST LAKES THE PH 2 - TB8513297 - 706 SWEETBRIAR DR, OLDSMAR, FL 34677
    16 Days on yellowkey

    $440,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. Amazing opportunity to own this well-maintained 3 bedroom, 2 bathroom home in the desirable Forest Lakes community of Oldsmar, Florida! Major bonus - a brand NEW ROOF with warranty will be installed prior to closing, and the new homeowner will have the opportunity to choose the roof color! Situated on a beautiful CONSERVATION homesite, this home offers privacy and peaceful views from the oversized covered and screened outdoor living space , perfect for relaxing or entertaining year-round. The thoughtfully designed floor plan features a private primary suite located separately from the secondary bedrooms for added comfort and functionality. Enjoy multiple living areas including a spacious main living room, a formal dining area, and an additional flex/living space just off the kitchen, providing plenty of room for everyday living and gatherings. The backyard offers both privacy and space to enjoy the outdoors while taking in the serene conservation backdrop. Other NOTABLE FEATURES include IMPACT WINDOWS, IRRIGATION SYSTEM, and GUTTERS with gutter guards (majority of home). Residents of Forest Lakes enjoy fantastic amenities including pool, playground, splash pad, tennis courts, basketball courts, walking trails and access to the Oldsmar Trails and recreation center. With convenient access to shopping, dining, top-rated schools, Tampa International Airport, and the beautiful Gulf beaches this home will surely check all the boxes. Schedule your private showing today!

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    Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP

  • 4761 STONEBRIAR DR, OLDSMAR, FL - MLS# TB8509685

    STONEBRIAR - TB8509685 - 4761 STONEBRIAR DR, OLDSMAR, FL 34677
    16 Days on yellowkey

    $785,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Back on the Market.....PASSED 4point and Wind Mitigation. This is Florida luxury living at its finest in one of the area’s most desirable gated communities. Exclusive executive home located in the highly sought-after Stonebriar community within East Lake Woodlands, a desirable gated golf club community. Zoned for top-rated schools and ideally situated less than 30 minutes from Tampa International Airport and the area’s premier Gulf beaches. This exceptional 4-bedroom luxury residence offers the perfect blend of elegance, comfort, and privacy. Boasting 2,652 square feet of living space with soaring ceilings and abundant natural light, this beautifully updated home features a spacious oversized primary suite complete with a private sitting area overlooking the expansive screened pool, recently resurfaced for years of enjoyment. The gourmet kitchen is designed for both entertaining and everyday living. Newer appliances, newer pool pavers, Plantation shutters added throughout. Roof 2016, Water heater 2019, re screened porch 2017, fresh exterior pain 2019. The private conservation lot provides a tranquil setting ideal for relaxing or entertaining poolside. Room dimensions are approximate. All info is deemed to be reliable but not guaranteed. If there is an HOA, please confirm all information with the HOA directly.

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    Listing is courtesy of: PRIME INT'L REAL ESTATE GROUP

  • 2013 SUNSET WIND LOOP, OLDSMAR, FL - MLS# TB8507673

    BAYSIDE TERRACE - TB8507673 - 2013 SUNSET WIND LOOP, OLDSMAR, FL 34677
    16 Days on yellowkey

    $400,000 | Townhouse | 3 beds | 2.5 baths | 1 gar

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome in the heart of Oldsmar! Built in 2019, this move-in ready home offers the perfect blend of modern style, comfort, and low-maintenance living. The open-concept floorplan features a spacious living and dining area that flows seamlessly into the kitchen, complete with oversized counters ideal for entertaining, meal prep, and everyday living. Upstairs, the generously sized primary suite includes custom closet upgrades, while Bedroom 1 features a custom Murphy bed, creating the perfect flexible space for guests, a home office, or both. Additional thoughtful features throughout the home add both function and style, including luxury vinyl flooring, a 1-car garage with EV charger, and a whole-home water filtration and anti-scale system. Nestled in the corner of the community, this home offers added privacy and convenient access to guest parking. The peaceful rear patio faces mature trees and fencing, creating a relaxing outdoor setting to enjoy Florida living. Residents also enjoy access to a resort-style community pool with scenic views overlooking Safety Harbor, adding to the elevated lifestyle this community offers. Conveniently located near shopping, dining, parks, beaches, and top Tampa Bay commuting routes, this is an incredible opportunity to own a newer construction townhome in a highly desirable location.

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    Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL

  • 606 CABERNET WAY, OLDSMAR, FL - MLS# TB8512784

    TUSCANY WOODS SOUTH - TB8512784 - 606 CABERNET WAY, OLDSMAR, FL 34677
    17 Days on yellowkey

    $339,900 | Townhouse | 3 beds | 2.5 baths | 1 gar

    HERE IT IS! Located in the highly desirable Tuscany Woods community in Oldsmar, this impeccably maintained 3-bedroom, 2.5-bath townhome offers the perfect combination of comfort, convenience, and pride of ownership. Lovingly cared for by the original owner, this beautifully maintained home is truly move-in ready. Step inside to find fresh interior paint, like-new carpet, elegant crown molding downstairs, and custom trimmed windows throughout. The beautifully appointed kitchen features granite countertops, wood cabinetry, stainless steel appliances, and a stylish backsplash, creating the perfect blend of functionality and design. The nicely appointed floor plan features spacious living areas and a screened-in back porch overlooking a small yard — perfect for relaxing or entertaining. Every detail of this home reflects immaculate condition and thoughtful upkeep. Major updates include an HVAC system replaced in 2022, offering peace of mind for years to come. Located in a gated community with no flood insurance required, the HOA provides exceptional value by including water, sewer, trash, roof maintenance, exterior paint, lawn care, and landscaping. Situated within an A-rated school district and just minutes from top dining, shopping, Tampa International Airport, and the world-renowned Gulf beaches, Oldsmar continues to be one of the Tampa Bay area’s most sought-after locations. Don’t miss this rare opportunity to own a meticulously maintained home in a prime location!

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    Listing is courtesy of: THE SOMERDAY GROUP PL

  • 202 MARY DR #202, OLDSMAR, FL - MLS# TB8512754

    EAST LAKE WOODLANDS CONDO - TB8512754 - 202 MARY DR #202, OLDSMAR, FL 34677
    17 Days on yellowkey

    $165,000 | Condo | 2 beds | 2.0 baths | 1 car

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to easy Florida living in the highly desirable gated community of East Lake Woodlands! This 2-bedroom, 2-bath corner-unit condominium is located on the second floor of a charming two-story building and offers a bright, open layout filled with natural light. Recent updates include luxury vinyl flooring throughout the entire condo and fresh interior paint, creating a clean and modern feel. The guest bathroom features a brand-new toilet, while the primary bathroom was partially updated approximately five years ago. The water heater was replaced in 2019. Enjoy the added privacy and extra windows that come with a corner unit, along with peaceful community surroundings. The spacious living and dining areas flow seamlessly, making the home perfect for everyday living or seasonal enjoyment. Full size washer and dryer located on the balcony closet. Residents enjoy maintenance-free living with community amenities and the security of gated access. East Lake Woodlands also offers optional membership opportunities at the newly remodeled Ardea Country Club featuring golf, tennis, pickleball, fitness center, swimming pool, dining, and social activities. Conveniently located near shopping, dining, top-rated schools, beautiful Gulf beaches, and Tampa International Airport. Whether you are looking for a full-time residence, seasonal getaway, or investment opportunity, this condo is a fantastic choice. Schedule your private showing today! Room sizes are approximate.

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    Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP

  • 3133 HURON AVE, OLDSMAR, FL - MLS# TB8512032

    WEST OLDSMAR SEC 1 - TB8512032 - 3133 HURON AVE, OLDSMAR, FL 34677
    18 Days on yellowkey

    $499,000 | Apartment | 6 beds

    Amazing opportunity to purchase a duplex with potential assumable financing at an attractive below-market interest rate! Nice block duplex in a prime location! One unit is vacant and completely remodeled with luxury renovations. Must see this renovation! Renovation includes new luxury vinyl plank flooring, new bathrooms with brand new shower walls and tub, new toilet, new vanity, fresh paint inside and out, new fixtures, and much more. New electric panels replaced in 2026. New roof replaced in 2023. The back unit is currently rented to a great tenant at $1,700/month. Each unit has its own water meter and electric meter, along with washer/dryer hookups. Property has not experienced hurricane-related flood damage. No HOA or CDD fees. There is plenty of dedicated parking for each unit along with completely enclosed backyard areas. This duplex could make a great home to live in and also a great investment opportunity!

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    Listing is courtesy of: LPT REALTY, LLC

  • 130 NANCY DR #66, OLDSMAR, FL - MLS# W7886022

    EAST LAKE WOODLANDS - W7886022 - 130 NANCY DR #66, OLDSMAR, FL 34677
    21 Days on yellowkey

    $199,000 | Condo | 2 beds | 2.0 baths | 1 car

    "RESORT STYLE LIVING" in East Lake Woodlands! This beautifully maintained 2-bedroom,2-bath condominium offers approximately 1,151 sq ft of comfortable living space in one of Oldsmar’s most desirable gated communities. Major updates provide peace of mind, including flooring, A/C system, hot water heater, dishwasher, washer and dryer, and bedroom carpeting all approximately 3 years old, plus a refrigerator replaced in 2025. The open living and dining areas create an inviting space for entertaining, Move-in ready, thoughtfully designed and updated this home features a spacious layout, abundant natural light, and a screened lanai—perfect for enjoying Florida’s year-round lifestyle. Enjoy the convenience of covered parking and maintenance-free living. Residents enjoy access to a community pool, pool club house, beautifully maintained grounds, and optional country club amenities including golf, tennis, fitness, and social activities. Ideally located near shopping, dining, parks, beaches, Tampa International Airport, and top Pinellas destinations, this condo offers the perfect blend of convenience, value, and resort-style living. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this East Lake Woodlands gem is one you won’t want to miss!

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    Listing is courtesy of: RE/MAX ALLIANCE GROUP

  • 107 LAKEVIEW PL #7, OLDSMAR, FL - MLS# W7885525

    EAST LAKE WOODLANDS CONDO - W7885525 - 107 LAKEVIEW PL #7, OLDSMAR, FL 34677
    22 Days on yellowkey

    $224,900 | Condo | 2 beds | 2.0 baths | 1 car

    Beautiful First floor Condo in highly sought community of East Lake Woodlands. 2 BR, 2 BA, 1,094 sq/ft living, offering an unmatched maintenance free lifestyle in one of the Tampa Bay areas finest Communities. Enjoy serene pond views of pond with different species of birds from the Great room, Owners suite and screened covered porch. Updated, re-modeled, immaculately clean and move-in ready. Newer Luxury Vinyl Plank flooring - covering entry, Kitchen, great room/dining and both bedrooms. Kitchen features granite countertops and stainless appliances. Well maintained. Electric panels were retrofitted and updated in 2022. A/C is 6 years old. Maintenance free living with internet, cable, trash, water/sewer and exterior maintenance all covered with HOA fee. Included, Comnunity Pool is a short walk away. East Lake Woodlands is a popular golf course community that offers optional golf course, fitness and social club memberships. Gated and secured with 2 guarded entrances. East Lake Woodlands is central and convenient to many shopping options and healthcare. A short drive to Lake Tarpon, John Chestnut park, area beaches and Tampa International airport. A highly valued lifestyle and amenities all waiting for you!

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    Listing is courtesy of: SAMUELSEN BUILDERS REALTY LLC





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