Location: Oldsmar , 34677
Do Not Show Listings
1505 SUNSET WIND LOOP, OLDSMAR, FL 34677
$390,00065 Days on yellowkey MLS ID: W7883526
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1667 Built: 2018Monthly Fee: $580 Tax: $5,187 (2025)Community: Bayside TerraceTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,187
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This beautiful townhouse (NEVER FLOODED) is located in the highly desirable waterfront gated community of Bayside Terrace. The home offers three bedrooms and two and a half bathrooms with a modern, open layout designed for comfortable living and entertaining. The 9 foot ceilings enhance the spacious feel and allow natural light to flow throughout the home. There is no immediate rear neighbor, providing added privacy and a more open feel from the lanai. Grilling is allowed in the backyard area, giving you the ability to enjoy outdoor cooking and entertaining. The home has been meticulously kept and shows true pride of ownership. It also includes a private 1 car garage for secure parking and additional storage. Upon entering, you immediately notice the ultra-modern feel and the exceptionally well-maintained condition of the property. The spacious kitchen features an extra-large island that is so generously sized it feels like it has its own zip code, along with an under-mount sink, quartz countertops, stainless steel appliances, and a walk-in pantry. The main living area has tile flooring throughout, creating a clean and seamless look, and opens to a screened-in lanai with brick pavers for easy indoor and outdoor living. Upstairs, the upgraded Berber-carpeted staircase with elegant railing leads to a loft area and all bedrooms. The primary suite is generously sized and includes multiple walk-in closets and a beautifully designed en-suite bathroom. Bedrooms two and three each feature carpeting and their own walk-in closets, offering excellent storage and flexibility. The home also includes hurricane shutters stored in the garage, providing added storm protection and peace of mind. Bayside Terrace offers resort-style amenities including a waterfront infinity heated salt-water pool, a covered pavilion overlooking the water, a cabana, two BBQ grills, a gas fire pit, a fitness center, clubhouse, and a dock with kayak and canoe launch access. The gated entrance and deed restrictions add an extra layer of privacy and security, while the waterfront setting allows residents to enjoy Florida sunsets and an active coastal lifestyle. Please view two videos: Tour 1 & Tour 2.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Eric Jenkins, Pa (727-409-3484)
1362 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677
$849,000103 Days on yellowkey MLS ID: TB8467569
3 Days Off yellowkey (back on 4/29/2026)
REDUCED by $30,000 (3.4%) on 04/07/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2650 Built: 1992Monthly Fee: $207 Tax: $11,111 (2024)Community: Greenhaven Unit ThreeSpa: YesSingle Family
Taxes:$11,111
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year: 2024
Middle School: Carwise Middle-PN
Remarks: Under contract-accepting backup offers. Welcome home to a rare blend of privacy, space, and resort-style living in this stunning four-bedroom, two-and-a-half-bath residence, nestled on two secluded acres within the exclusive 22-home enclave of Greenhaven II, a sought after gated community in Oldsmar. This exceptional property offers the tranquility of a private retreat while remaining close to Tampa International Airport, top dining and shopping destinations, professional sports and concert venues, and world-class Gulf beaches. From the moment you arrive, you’ll feel how special this home truly is. Inside, abundant natural light pours through large windows, illuminating tile flooring throughout and an open, airy layout designed for both everyday comfort and effortless entertaining. The open-concept kitchen and family room serve as the heart of the home—perfect for morning coffee, lively gatherings, and relaxed evenings—while separate living and dining spaces provide added flexibility for hosting or quiet moments. Step outside and embrace the best of Florida indoor-outdoor living. A heated pool and spa offer year-round enjoyment, whether you’re entertaining on the weekends, unwinding after a long day, or simply soaking in the peaceful surroundings of your expansive, private lot. The primary suite is a serene retreat featuring his-and-hers closets, while thoughtful updates—including a 2018 roof and a 2020 HVAC system—add confidence and peace of mind. Optional membership at the on-site ARDEA Country Club unlocks an impressive array of amenities, including golf, tennis, pickleball, a lap pool, fitness center, restaurant, and a full calendar of social, holiday, and private events for family and guests. Homes offering this level of privacy, acreage, and exclusivity within a gated setting are truly rare. This isn’t just a place to live—it’s a place to slow down, entertain, and fully enjoy the Florida lifestyle. Schedule your private showing today!
Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)
Listing Agent: Ian Deran (813-508-7118)
238 PELICAN DR N, OLDSMAR, FL 34677
$199,000415 Days on yellowkey MLS ID: TB8360914
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1286 Built: 1983Monthly Fee: $70 Tax: $2,285 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$2,285
Remarks: This home is in highly desirable 55+ Gull-Aire Village! This beautifully updated Palm Harbor home boasts 1,286 square feet of comfortable living space with two generous bedrooms and two modern baths. The open floor plan is perfect for entertaining family and friends, while the freshly painted interior and brand-new luxury wide-width, high-traffic vinyl plank flooring with new baseboards add a touch of sophistication throughout. The hall bath features a stunning new white wood vanity with marble top, new brushed nickel faucets, a mirrored medicine cabinet, LED lighting, and elegant custom wainscoting. The main suite bath is equally impressive, offering double white wood vanities with marble tops, (2) mirrored medicine cabinets, LED lighting, and custom wainscoting for a spa-like retreat. Both bathrooms are equipped with new shut-off valves for peace of mind. The chef’s kitchen is outfitted with a brand-new range, stainless steel refrigerator, dishwasher, range hood, and bright LED lighting. You will appreciate the spacious pantry and convenient, inside washer/dryer hookup. Relax in the inviting living room with an electric fireplace or enjoy the sunshine year-round in the spacious Florida room with acrylic windows. Additional storage is provided by a utility room—perfect for bikes and lawn equipment. The home also features a newer vapor barrier and metal roof-over. Gull-Aire Village offers incredible amenities including a socially active clubhouse, library, pool table, shuffleboard, Bocce ball court, and a heated pool & spa. There are planned events at the clubhouse every month, plus regular activities such as yoga, bingo, cards, and line dancing. The community is golf cart friendly, and the HOA is just $70.00 per month. Pet lovers rejoice—one pet of any size is welcomed, and if you have two pets, the additional pet will need an emotional support letter from the Buyers doctor for approval. You own your own land! Conveniently located across the street from AMC Theatres, Beall’s, Marshalls, PetSmart, Five Below, and Dollar Store, with a variety of restaurants including Shaker and Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eve’s Family Restaurant just steps away. You are only minutes from Super Walmart, Publix, and Mease Countryside Hospital. For nature lovers, the stunning beaches of Honeymoon Island and Caladesi State Parks are about ten miles away, and a scenic biking/walking trail along the canal offers two access points from Gull-Aire Village. Room sizes are approximate and should be verified by the Buyer. Do not miss your chance to own this move-in ready gem—schedule your showing today and experience all that Gull-Aire Village living has to offer!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Jayne Phoenix (727-433-1411)
600 S WOODLANDS DR, OLDSMAR, FL 34677
$409,99947 Days on yellowkey MLS ID: TB8488468
REDUCED by $15,001 (3.5%) on 04/12/2026
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: One or more photo(s) has been 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)
908 VINEYARD LN, OLDSMAR, FL 34677
$369,00063 Days on yellowkey MLS ID: TB8481839
0 Days Off yellowkey (back on 4/20/2026)
REDUCED by $16,000 (4.2%) on 04/15/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1773 Built: 2017Monthly Fee: $418 Tax: $4,090 (2025)Community: Tuscany Woods PreserveTownhouse
Taxes:$4,090
Remarks: $16,000 PRICE REDUCTION! SPACIOUS END-UNIT; RARE OPPORTUNITY IN OLDSMAR; A-RATED SCHOOL DISTRICT. Welcome to elevated living in the heart of Oldsmar! This beautifully maintained 3-bedroom, 2.5-bath townhome by Taylor Morrison blends modern style, thoughtful upgrades, and a peaceful natural setting — all within a gated community. Step inside to a bright, open layout perfect for everyday living and entertaining. The stunning kitchen is a true centerpiece, featuring stainless steel appliances, granite countertops, 42-inch cabinets, and abundant storage, all flowing seamlessly into the spacious living and dining areas. Upstairs, brand-new carpet (Feb 2026) on the stairs and upper level adds warmth and a fresh, move-in-ready feel. This home is loaded with valuable upgrades, including a reverse osmosis system with electrolytes and a whole-home water softener, elevating your everyday comfort. Pride of ownership shines throughout in its pristine condition and meticulous care. Out back, enjoy rare privacy as the home backs to a tranquil conservation area — no rear neighbors, just peaceful nature views. The screened-in lanai is the perfect retreat for morning coffee or unwinding in the evening breeze. Location truly sets this home apart. Situated directly across from Cypress Forest Spray Park and Recreation Center and just minutes from parks, waterfront trails, shopping, dining, and easy access to Tampa and Clearwater, you get the best of convenience and serenity. Move-in ready, beautifully upgraded, and perfectly located — this is Oldsmar living at its finest. AC (2017); water heater (2025); reverse osmosis system with electrolytes and whole-home water softener (2024); new carpet (Feb 2026); NO flood insurance required; conservation view; gated
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Fernanda Benalcazar (813-452-9977)
140 BRENT CIR, OLDSMAR, FL 34677
$565,000187 Days on yellowkey MLS ID: O6357016
REDUCED by $35,000 (5.8%) on 04/11/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1791 Built: 2002Monthly Fee: $475 Tax: $3,527 (2024)Community: Seaside EstatesTownhouse
Taxes:$3,527
Remarks: Seller Motivated! Asking price is under last appraisal value. Come take a look at this beautiful 3 bedroom, 3 bath bay front townhome overlooking Old Tampa Bay and Safety Harbor. Seaside Estates is a gated community, located in the heart of Oldsmar, which offers may options for access to the water, as well as major thoroughfares. 3 Car tandem garage that walks out to a beautiful view, the common area and boat docks. This unit owns Slip 12, with a cover and brand new $17,000 boat lift. One of two grandfathered in with covered biminy top. Stainless Steel appliances, wood flooring, renovated spare bathrooms, and spacious balconies from the great room, and the primary bedroom as well. A wood burning fireplace is also located in the primary bedroom for those cosy nights overlooking the water. The spacious floor plan beautiful water views. Seaside estates is a golf cart-friendly community, offering amenities such tennis and pickelball courts, a swimming pool and Jacuzzi. There is a dock area that offers fishing opportunities and houses the particular residents that own boat docks. Located on a few minutes away from waterfront public parks, recreational facilities, and restaurants. 20 events annually are hosted by the community annually, with monthly dinners strategically planned around the scenic Tampa Bay. This neighborhood is just minutes from downtown Oldsmar and Safety Harbor which have a variety of restaurants, nightlife, street and music festivals, walking and biking trails, kayaking, Seaside estates is also pet friendly. 20 min to Caladesi State Park and the pristine Honeymoon Island and 20 minutes to Tampa Airport and 30 minutes to downtown Clearwater. Come take a look at this waterfront gem. Some of these photos have been virtually staged.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Nicci Meyer, Pa (407-913-1131)
271 HEMINGWAY DR, OLDSMAR, FL 34677
$380,000233 Days on yellowkey MLS ID: TB8426952
REDUCED by $5,000 (1.3%) on 04/28/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1452 Built: 1998Monthly Fee: $265 Tax: $1,157 (2024)Community: Sun Ketch Twnhms At Cypress LakesSpa: NoTownhouse
Taxes:$1,157
Remarks: One or more photo(s) has been virtually staged. Welcome to this inviting 3-bedroom, 2.5-bath townhome with a private garage, perfectly set on a premier conservation lot, in the quaint Oldsmar community of Sun Ketch Townhomes of Cypress Lakes. Step inside to find brand-new luxury vinyl plank flooring and a bright, open layout. The spacious great room features sliding glass doors leading to a sunroom, expanding your living area while offering serene views of the conservation! The kitchen is both functional and stylish, with white cabinetry, solid-surface countertops, tile flooring, a breakfast bar and a closet pantry. For added convenience, the inside laundry room—complete with full-size Bosch washer and dryer—is located just off the kitchen. Upstairs, the primary suite impresses with vaulted ceilings, a walk-in closet and a private bath, while the additional bedrooms are well-sized for family, guests, or office space. Enjoy the saltwater, community pool, a low HOA fee of only $265 per month and the unbeatable location! Oldsmar is the gateway to Tampa, offering easy access to shopping, dining, parks, Tampa Skating Academy, and highly rated schools including Forest Lakes Elementary, Carwise Middle, and East Lake High. Plus, Tampa International Airport is less than 30 minutes away!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Marcy Daniels (727-560-8080)
1654 BAYHILL DR, OLDSMAR, FL 34677
$570,000203 Days on yellowkey MLS ID: TB8438417
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2320 Built: 1995Monthly Fee: $177 Tax: $5,855 (2024)Community: CreeksideSingle Family
Taxes:$5,855
Elementary School: Cypress Woods Elementary-PN
Remarks: "SELLER OFFERING $6000 TOWARDS CLOSING COSTS" THIS HOME SITS IN THE QUAINT SECLUDED CREEKSIDE COMMUNITY INSIDE THE GATES OF EASTLAKE WOODLANDS, LARGE FAMILY HOME OF 4 BEDROOMS, 2 AND HALF BATHS, 2 CAR GARAGE WITH POOL, YOUR OPEN CONCEPT OF DINING AND LIVING ROOM GREAT FOR THE FAMILY TO GATHER, KITCHEN WITH GRANITE COUNTER TOPS AND UPDATED BACKSPLASH, APPLIANCES TO INCLUDE DISHWASHER OCTOBER 2025, FAMILY ROOM WITH SLIDING GLASS DOORS GOING TO YOUR PERSONAL PARADISE TO ENJOY YOUR SCREENED ENCLOSED PAVED PATIO INGROUND POOL OUT DOORS ANOTHER GREAT ENTERTAINMENT SPACE, THEN OUTSIDE TO SWING AND ENJOY THE WILD LIFE AND DEER AND THE PRIVATE AND QUIET BROOKER CREEK PRESERVE AREA, THEN YOUR BEAUTIFUL STAIRCASE TO YOUR PRIMARY BEDROOM RETREAT WITH LARGE EN-SUITE BATHROOM, INSIDE LAUNDRY ROOM, AC SYSTEM INSTALLED 2021, ROOF 2018. DON'T MISS OUT ON THIS RARE OPPORTUNITY TO OWN THIS MUCH SQUARE FOOTAGE FOR SUCH A GREAT COMMUNITY. POSSIBILITIES ARE ENDLESS!!
Listing is courtesy of: ECKERT REALTY & PROPERTY MGMT (727-240-0668)
Listing Agent: Karen Hutson (727-240-0668)
4766 STONEVIEW CIR, OLDSMAR, FL 34677
$645,00040 Days on yellowkey MLS ID: TB8487161
4 Days Off yellowkey (back on 4/27/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2114 Built: 1993Monthly Fee: $108 Tax: $3,755 (2025)Community: StonebriarSingle Family
Taxes:$3,755
Remarks: Under contract-accepting backup offers. Welcome to an exceptional opportunity in the highly desirable Stonebriar enclave of East Lake Woodlands—where timeless design meets effortless Florida living. This impeccably maintained four-bedroom, two-bath pool home showcases true pride of ownership and offers a seamless blend of comfort, functionality, and style. From the moment you arrive, the home’s pristine condition and inviting curb appeal set the tone. Step through the front door and be immediately captivated by a stunning sightline that draws your eye through the living space to the screened lanai and sparkling pool beyond—an ideal introduction to the indoor-outdoor lifestyle that defines this residence. To the right, the formal dining room offers generous proportions, perfect for hosting gatherings both intimate and grand. Straight ahead, the formal living room provides direct access to the lanai, creating a fluid transition for entertaining and allowing you to fully embrace Florida’s beautiful weather year-round. Privately positioned to the left of the entry, the primary suite is a serene retreat featuring its own access to the lanai. The en suite bath is thoughtfully appointed with a deep soaking tub, step-in shower, and a spacious walk-in closet—delivering both comfort and convenience. At the heart of the home, the updated kitchen is a standout, boasting white shaker cabinetry, stone countertops, and an elegant tile backsplash. A breakfast bar and optional nook space add flexibility, while the open layout flows effortlessly into the family room, complete with a cozy wood-burning fireplace—perfect for relaxed evenings at home. The split-bedroom floor plan enhances privacy, with three additional generously sized bedrooms located toward the rear of the home, each offering ample closet space. The secondary bath features a tub/shower combination and provides direct access to the laundry room and lanai, functioning perfectly as a pool bath. Step outside to your private oasis—an expansive screened lanai featuring a solar heated saltwater pool, ideal for year-round enjoyment. The covered area offers the perfect setting for outdoor dining and lounging, and select patio furnishings are available for purchase, making this space move-in ready for immediate enjoyment. A spacious backyard completes the outdoor experience. With its thoughtful layout, stylish updates, and inviting indoor-outdoor flow, this home is truly ready for its next chapter. Roof 2013, HVAC 2024, Hurricane rated impact windows throughout, new gutters and pool cage rescreening. Don’t miss the opportunity to experience everything this exceptional property has to offer—schedule your private showing today.
Listing Agent: Vanessa Leonard (727-647-2706)
1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677
$1,225,00021 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)
4738 PEBBLE BROOK DR, OLDSMAR, FL 34677
$535,000121 Days on yellowkey MLS ID: TB8460875
REDUCED by $14,000 (2.6%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1938 Built: 1996Monthly Fee: $470 Tax: $4,041 (2025)Community: Cross Creek - Unit TwoSingle Family
Taxes:$4,041
Remarks: One or more photo(s) has been virtually staged. Enjoy a Relaxing Lifestyle in the desirable Gated, Golf Community of East Lake Woodlands and the convenience of Less Maintenance responsibilities! This home provides Privacy and Stunning Water Views with a Large, Covered Screened Lanai to enjoy that morning cup of coffee or evening glass of wine. Plus it’s situated in the preferred Zone X so no flood insurance is required. An added bonus is the Cul de Sac location and longer driveway for more parking for family and guests. Volume Ceilings, Crown Molding and an Open Concept highlight a versatile floor plan featuring 2 Bedrooms plus an Office or Den - complete with Custom Paneling, Spacious Desk and Bookcase and even the Luxury of a Wood Burning Fireplace! Open to the generous 28’ x 18’ Great Room, the bright Kitchen features an Eat-In Breakfast Area, Bay Windows with Plantation Shutters, Double Ovens, French Door Fridge and plenty of storage. The Primary Suite features 2 Walk-In Closets complete with Custom Built-in Shelving and Pull-Down Clothing Racks and a Large Bath with Dual Vanities, Large Soaking Tub and Separate Shower. Relax since the reasonable HOA fee includes Lawn Maintenance with Mowing, Fertilizing and Mulching, Cable TV and Internet, Trash and Recycling Collection, a Sparkling Community Pool and Spa for Cross Creek residents, Escrow Reserves, Pressure Cleaning of Roofs and Exterior Painting every 7 years. Home Updates include New Water Heater in Dec. 2025, New Tile Roof in 2019, A/C Unit New in 2018. Washer and Dryer included in the sale plus Manual and Remote-Controlled Exterior Hurricane Shutters and a Generac Generator. This long-time owner had no issues with the 2024 Hurricanes. Enjoy that Gorgeous View and put your touches on this home since this amazing price takes updating into account. All this in a Great Location convenient to Tampa International Airport, beautiful Beaches, Medical Facilities, Professional Sporting Events and Fine Dining. A variety of memberships to Ardea Country Club are available for additional fees and include access to 2 Golf Courses, a Fitness Center, Heated Lap Pool and Freeform Pool, Pickle Ball and Tennis plus Dining and a host of Activities and Events!
Listing Agent: Claudia Tweed (727-433-4596)
835 CHRISTINA CIR, OLDSMAR, FL 34677
$485,00061 Days on yellowkey MLS ID: TB8483303
0 Days Off yellowkey (back on 4/26/2026)
REDUCED by $14,999 (3.0%) on 04/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1692 Built: 1994Monthly Fee: $68 Tax: $2,569 (2025)Community: Bays EndSpa: NoSingle Family
Taxes:$2,569
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4-bedroom, 2-bath pool home in the highly sought-after Bays End community of Oldsmar, a private neighborhood of just 53 homes where properties rarely come available. Perfectly positioned with only one neighboring home, this property offers exceptional privacy along with stunning water views and breathtaking sunset skies from your own backyard. Inside, the home features soaring ceilings, spacious bedrooms, and a bright open layout that creates an inviting atmosphere for both everyday living and entertaining. The home has been thoughtfully upgraded with numerous major improvements, providing peace of mind for years to come. Recent upgrades include Category 5 double-insulated impact windows and sliding doors (2024), all new kitchen appliances (2024), a new hot water heater (2024), and a beautifully remodeled guest bathroom (2025). The HVAC system underwent a full rebuild in 2019 including condenser, compressor, ductwork, registers, and intake grates, ensuring efficient cooling throughout the home. Step outside to your private screened pool area, where the pool was remarcited in 2023 along with a new filter and motor, creating the perfect space to relax while enjoying peaceful water views and colorful Gulf Coast sunsets. Additional improvements include a new architectural shingle roof (2018) and new garage door (2020). This home is also equipped with solar panels installed in 2019–2020 through Sunrun, significantly reducing monthly electric costs. The system includes an LG Brightbox battery backup capable of powering six 120-volt outlets, currently supporting the refrigerator, microwave, office outlets, and living room outlets, with the ability to reassign circuits through Sunrun. Homes in Bays End are rarely available, and this one offers an incredible combination of privacy, water views, energy efficiency, major upgrades, and a fantastic Oldsmar location close to parks, shopping, dining, and Tampa Bay’s best amenities. Don’t miss the opportunity to own a pool home with water views in one of Oldsmar’s premier neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)
Listing Agent: Jonathan Hernandez (727-417-1122)
110 DEERPATH DR, OLDSMAR, FL 34677
$1,199,900113 Days on yellowkey MLS ID: TB8462357
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4246 Built: 1991Monthly Fee: $263 Tax: $10,446 (2024)Community: Deerpath Unit OneSpa: YesSingle Family
Taxes:$10,446
Remarks: Simply sensational in prestigious Deerpath of East Lake Woodlands!! Enter through double leaded glass entry doors to this spectacular, sprawling executive residence! 4,246 sq. ft. of exceptionally well-planned design and custom built to precise detail. Soaring ceilings with four bedrooms, plus a study that could be a 5th bedroom and 3.5 baths… elegantly designed! Privacy prevails on this gorgeous, wooded home site surrounded by lush landscaping. Enter the grand foyer and take in the refined view of three sets of French doors with lovely transom windows looking out on the lanai and pool area. The formal living and dining areas highlight the gorgeous architecture of the home and the sunken living room is beautifully designed with plant shelves and lighted niches! The 5th bedroom is currently used as an office. It has its own set of French doors and boasts custom built-in desk and shelving with granite counters and desktop. A convenient half bath completes the entry area and leads to the magnificent kitchen! Wow! An entertainer’s dream! Ingenious design with prep space and cabinetry galore! Designer quartz counters are stunning! Large center island as well as a breakfast bar and butler’s pantry with beverage fridge in addition to a generous sized eat-in breakfast room. Stainless appliances include a 4-door refrigerator. Huge walk-in pantry! Lovely bead board accents with chair railing, gorgeous pendant lighting…designer lighting throughout the home! The kitchen overlooks the large family room centered by a travertine faced wood burning fireplace and walk-in bar with sink. The primary retreat is nothing short of fabulous! Large sitting area, romantic 2-way wood burning fireplace and totally updated spa-like ensuite bath with massive counter space, separate sink areas, whirlpool tub, walk in shower with designer tile work, water closet, Venetian finish on walls and a massive walk-in closet. Secondary bedrooms are vast and have large wall closets or walk-in closet space! The shared bath space is creatively redesigned with fashionable updates and substantial counter space accented by double sinks with splendid oiled bronze hardware. And the additional full bath/pool bath boasts the most recent upgrades with the same designer granite counters and a beautifully tiled, glass enclosed walk-in shower. All bathrooms are stylishly upgraded. Entertaining and family space is extended outdoors to the grand lanai and pool area! Gorgeous pool with spillover spa and vaulted screen enclosure looks out on a lushly landscaped and private wooded paradise! The convenient pool bath has been recently, renovated with designer touches. And a poolside kitchen area with sink completes the setting and allows for ultimate entertaining! Truly a must see. Endless upgrades and details! All found within the gates of the fabulous East Lake Woodlands Country Club community… A+ rated schools, close to everything, medical, shopping, parks, restaurants, TIA and gorgeous Gulf beaches! An extraordinary find!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Nancy Leslie (727-789-5555)
1203 CLAYS TRL #406, OLDSMAR, FL 34677
$285,000439 Days on yellowkey MLS ID: W7871895
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1910 Built: 1991 Tax: $2,028 (2024)Community: Laurel Oaks At East LakeCondo
Taxes:$2,028
Remarks: UNBELIEVVABLE VALUE in East Lake Woodlands!! 1203 Clays Trail #406 nestled in the highly sought after community of Eastlake Woodlands. This spacious 2bed/2bath condo has it all to include a 1 car garage and a fantastic layout. As you enter the condo there are stairs that take you up to the living area that features a beautiful kitchen in the center of the condo with a large living room to the left and a spacious living/dining room combination complete with a woodburning fireplace to the right. The balcony can be accessed by both the family room as well as the primary bedroom and offers a tranquil view of the pond below while enjoying a morning coffee or and early evening libation. The kitchen has plenty of cabinet space and a center island with a range top for prepping and cooking but is also large enough to eat at or entertain guests. The countertops are granite and there is a built-in pantry. The guest bath has a tub/shower, and the primary bath has a jetted tub and separate shower and dual sinks. The carpets were recently replaced, the A/C in 2019 and roof was replaced in 2012. While there is a one car garage there is an additional parking pad for another vehicle. Eastlake Woodlands has a variety of amenities to enjoy such as golf, tennis, pickleball, swimming and a restaurant which can be used for additional fees. The community is centrally located with easy access to Tampa, the Gulf Beaches including Honeymoon Island State Park and numerous restaurants and shopping. Don't miss out on the wonderful opportunity to live and enjoy the best of what Tampa Bay has to offer.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-835-3110)
Listing Agent: John Bailey Jr (727-809-0062)
304 PATTY DR, OLDSMAR, FL 34677
$397,00011 Days on yellowkey MLS ID: TB8500425
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1960 Tax: $3,150 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$3,150
Remarks: Incredible Opportunity in Oldsmar! Potential for Water Views and Coastal Lifestyle Discover the perfect canvas for your next dream home or investment project in this single-family property located in the coveted Oldsmar Country Club Estates subdivision. Situated on a generous lot of approximately 1/4 acre (10,054 square feet), this residence offers an unbeatable location just across the street from the Oldsmar boat ramp and the beautiful Mobbly Bayou. 3 bedrooms and 2 full bathrooms spread over 1,344 square feet of living space. It has a large family/multipurpose room of 450 sq. ft. and plenty of storage space. The house has newer windows and a recent metal roof. The current structure allows for renovation or upward construction to capture spectacular water views from a second level. Enjoy the true Florida lifestyle with immediate access to launch your kayak or boat. The property is highly walkable to several waterfront parks, including R.E. Olds Park, Bicentennial Park, and Veterans Memorial Park, where you will find dog areas, pickleball courts, and playgrounds. There is no HOA or CDD, offering maximum flexibility for the owner. Located in Pinellas County, with easy access to local amenities in Oldsmar and major routes to Tampa and Clearwater.
Listing is courtesy of: SELLING USA, LLC (813-723-0086)
Listing Agent: Eleydi Alvarez Lopez, Llc (813-585-2717)
403 E TUSCAN LN E, OLDSMAR, FL 34677
$330,000382 Days on yellowkey MLS ID: TB8376561
1 Days Off yellowkey (back on 1/14/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1525 Built: 2015Monthly Fee: $333 Tax: $5,075 (2024)Community: Tuscany Woods SouthTownhouse
Taxes:$5,075
Remarks: Under contract-accepting backup offers. Welcome home in Oldsmar, FL! This two-story 1,525 square foot townhouse, located in the HIGHLY-desirable gated community of "Tuscany Woods", was built in 2015 and has 3 bedrooms and 2.5 bathrooms. The first floor offers an open floor plan, which seamlessly connects the living, dining, and kitchen areas, making it an ideal space for entertaining friends or simply relaxing. The tile flooring throughout the entire first floor provides both style and ease of cleanup. After a long day, retreat to the second floor, where you can find serenity in either of the large secondary bedrooms, which both share a full bathroom, or the huge primary bedroom, with its own ensuite bathroom and walk-in closet. For convenience, a laundry room, complete with washer and dryer, are also located upstairs. The upstairs and stairs has plush, upgraded wall-to-wall carpeting. The one-car garage offers a secure space for your vehicle and extra storage, and the private driveway provides additional parking. The townhome also has a screened-in lanai. Don't miss out on this incredible opportunity to make this townhouse your home. Located in the desirable Oldsmar area, you'll have convenient access to I-275, and be in close proximity to top-rated public and private schools. You're also only a stone's throw away from various amenities, including shopping centers, restaurants, parks, not to mention Florida's award-winning beaches! Whether you're a nature enthusiast or prefer the hustle and bustle of city life, this location offers the best of both worlds. Contact us today to schedule a viewing and start envisioning your new life in this fantastic home.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Kirk Ray Smith (727-383-1871)
207 CYPRESS LN, OLDSMAR, FL 34677
$180,00029 Days on yellowkey MLS ID: TB8492844
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $2,309 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,309
Remarks: First-floor 2-bedroom, 2-bathroom condo located in the East Lake Woodlands community in Oldsmar. This pet-friendly unit offers a peaceful pond view and a comfortable, functional layout. The living room and kitchen feature updated luxury vinyl flooring, creating a clean and cohesive living space. The primary bedroom includes two walk-in closets, private access to the enclosed Florida room, and an updated en-suite bathroom. All windows have been upgraded for efficiency and durability, including hurricane impact windows throughout the main living areas and double-pane Low-E windows in the Florida room. The AC was replaced in 2023, and the washer and dryer are approximately 3 years old. The enclosed Florida room overlooks the pond and offers a comfortable space to relax and enjoy nature and the Florida weather. Just outside, the patio features updated pavers installed in 2023, adding to the outdoor usability and appeal. The HOA covers water, sewer, trash, exterior maintenance including the roof, and common areas, making upkeep simple. Residents also have access to a heated community pool. The unit includes an assigned covered parking space. Located near East Lake Woodlands Country Club, which offers optional memberships with access to golf courses, tennis courts, fitness facilities, dining, and social events. Conveniently located near shopping, dining, and major roadways, this condo offers low-maintenance living in a well-kept community.
Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)
Listing Agent: Scott Mayhew (617-631-4060)
1795 BAYHILL DR, OLDSMAR, FL 34677
$539,90023 Days on yellowkey MLS ID: TB8476650
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1844 Built: 1994Monthly Fee: $199 Tax: $8,406 (2025)Community: CreeksideSingle Family
Taxes:$8,406
Remarks: This unique home exudes character and is located on a peaceful conservation lot with no rear neighbors situated within the secure, gated community of East Lake Woodlands! The minute you step inside this charming home, you'll be captivated with impressive design features such as stone accents, glass block, mirrored walls and doors that display vibrant color prints contributing to the home’s style and appeal! The impressive living area has a stone-face fireplace and attractive laminate flooring. The kitchen with solid surface counters, stainless steel appliances, a wine refrigerator, stackable washer/dryer and closet pantry offers an abundance of cabinets and counterspace, complemented by plant shelves for additional decor! The home has a split bedroom layout for maximum privacy. The primary bedroom offers an ensuite bath with soaking tub, double vanities, a step in shower with artistic tile and relaxing shower jet system. A versatile bonus room with French Doors at the front of the home, provides endless possibilities, whether you require a guest room, office, playroom, reading nook, den or exercise room. Both bedrooms and the bonus room are outfitted with striking wall-mounted wood closet organizer systems. Sliding doors from the living room open fully to a screened porch, which leads to a pavered patio offering serene views of nature – a perfect place to unwind and enjoy the outdoors! Your new home is equipped with a Tesla home battery system powered by solar panels and includes 3 powerwalls, all paid off! Additional features include a water filtration system, sprinkler system and impact-resistant windows and sliding doors for peace of mind and energy efficiency. The craftsman of the home will appreciate the garage with its working table, storage cabinets, an auto-rewind air hose reel, an overhead drop cord with electrical outlet and convenient sink. The roof was installed in 2016, AC in 2012 and water heater in 2014. Enjoy low HOA fees, NO CDD fees and non-Flood Zone X. Living in East Lake Woodlands provides a casual way of living surrounded by natural beauty, wildlife, walking paths, conservation areas, ponds and lakes. The Ardea Country Club offers residents membership options for their resort style amenities which include two 18 hole championship golf courses, driving range, tennis and pickleball courts, lap and freeform pools, clubhouse, dining, fitness center, children's clubs and social activities. This premier location is close to major medical facilities, entertainment venues, a wide array of restaurants, malls, parks, marinas, sporting events and concerts. There’s easy access to Honeymoon Island, Clearwater Beach and both Tampa International Airport and St. Pete/Clearwater Airport are just a 35 minute drive away. This home is truly a must see for those looking for privacy, modern conveniences and a relaxing lifestyle!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Rose Brown (727-403-0180)
317 SHORE DR E, OLDSMAR, FL 34677
$484,70097 Days on yellowkey MLS ID: FC315737
REDUCED by $4,970 (1.0%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1660 Built: 2000 Tax: $6,929 (2024)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$6,929
Remarks: STUNNING TAMPA BAY VIEWS! UPDATED OLDSMAR SPLIT-LEVEL WITH RV/BOAT PAD! Breathtaking Tampa Bay views await in this updated, elevated home in one of Oldsmar’s most desirable neighborhoods! Just steps from the water, this 3-bedroom, 2-bath residence offers the perfect blend of peace of mind and outdoor living. The split-level design ensures durability, with a spacious 2-car garage on the ground level and all living areas elevated. Major upgrades include a new roof, a newer water heater (<5 years), and a renovated primary suite featuring a walk-in closet. The kitchen shines with stylish quartz countertops, and a large first floor laundry room. Step outside to your fully fenced, level backyard—ideal for entertaining or relaxing in the screened-in porch. The property includes a dedicated RV or Boat pad. Enjoy an incredible lifestyle within walking distance or take your golf cart to the waterfront parks, nature trails, pickleball courts, a fishing pier, and playgrounds. Located in a top-rated school district. This home is the complete package.
Listing is courtesy of: ADAMS, CAMERON & CO., REALTORS (386-445-5595)
Listing Agent: Charles Kelly (203-610-3091)
402 SHORE DR W, OLDSMAR, FL 34677
$849,00050 Days on yellowkey MLS ID: TB8485835
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1711 Built: 1999 Tax: $3,890 (2025)Community: Oldsmar Rev MapSpa: YesSingle Family
Taxes:$3,890
Remarks: One or more photo(s) has been virtually staged. Gorgeous water views of Old Tampa Bay from this custom-built, original-owner home in a prime Oldsmar location, directly across from popular R.E. Olds Park with its amphitheater, fishing pier, playgrounds, sand volleyball and annual fireworks you can enjoy from your front porch. The resort-style backyard features a large inground pool with spa, kiddie pool, spillover fountain and fiberoptic lighting, all within a screened enclosure with covered area for dining and parties. A spacious concrete pad doubles as a basketball court and offers room to store a boat or add a shed, plus parking for 2 cars under carports and a deep driveway that has accommodated 10+ vehicles, with overflow available at the park. Upstairs, the main living level welcomes you through double hurricane-rated doors to beautiful Brazilian hand-scraped wood floors, abundant windows, and an eat-in kitchen with granite counters and arched opening to the living room, along with a formal dining room. An office or bedroom on this level opens via sliding glass doors to a balcony overlooking the pool, and a convenient half bath completes the floor. The bedroom level begins with a newer washer/dryer closet for easy access to all bedrooms. The primary suite offers stunning water views from sliders, the third-level deck and multiple windows, and its ensuite bath was updated in 2017 with new cabinetry, tile and quartz counters; the second full bath was also updated. Major updates include a 2016 roof and 2023 A/C, making this well-maintained home ideal for both everyday living and large gatherings.
Listing is courtesy of: HOMES BY SANDERS REALTY (727-409-6929)
Listing Agent: Mike Sanders (727-409-8000)
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