Location: Oldsmar , 34677
Do Not Show Listings
20 FERNBROOK RD, OLDSMAR, FL 34677
$649,9995 Days on yellowkey MLS ID: TB8492357
2 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 1982Monthly Fee: $148 Tax: $5,980 (2025)Community: East Lake WoodlandsSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,980
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: Under contract-accepting backup offers. Tucked inside the 24-hour gated community of East Lake Woodlands, this beautifully maintained waterfront pool home welcomes you with undeniable curb appeal and a sense of arrival. A stamped concrete driveway accented with brick pavers and a charming brick walkway guide you to the inviting front entry, where a glass-insert front door with sidelights creates a light-filled first impression. Framed by swaying palm trees, lush landscaping, and outdoor lighting, the exterior sets the tone for relaxed Florida living. Inside, the home offers a thoughtfully designed split-bedroom floor plan with 4 bedrooms and 2 full baths, across 2,147 sq ft, providing both privacy and functionality. Rich engineered hardwood flooring flows throughout, adding warmth and sophistication. The heart of the home is the beautifully updated kitchen, featuring raised panel cabinetry with crown molding, soft-close drawers and cabinets, stainless pulls, under-cabinet lighting, and a built-in pantry with pull-outs. A Quartz countertop (2020) is complemented by a sleek glass tile backsplash. Appliances include a smooth-top range, new Frigidaire Gallery French door refrigerator and microwave, Bosch dishwasher, and a sink with touchless faucet. Recessed lighting enhances the galley-style layout, while the sunlit café area with floor-to-ceiling windows overlooking the lanai creates the perfect spot for casual dining. A separate closet pantry completes the space. The formal dining room features built-in cabinetry mirroring the kitchen, complete with a Quartz buffet server, glass backsplash and designer lighting. The living room impresses with a vaulted ceiling, wood-burning fireplace, and skylight, while sliding glass doors open to the lanai and pool area, enhancing indoor-outdoor living. The sunken family room offers a relaxed retreat, with lanai access, and includes a stunning billiard table with all accessories and overhead lighting fixture. The updated primary suite, with direct access to the lanai, offers a private retreat. The ensuite bath is beautifully designed, featuring a barn door entry that opens to a double vanity with Quartz countertops, undermount sinks, and ample cabinetry and drawers. The expansive walk-in shower showcases a seamless glass panel, built-in bench, shampoo niches, rain head and handheld fixtures, and a high window for natural light, along with an exhaust fan for added comfort. A custom walk-in closet with built-ins completes this well-appointed space. Secondary bedrooms are generously sized, with ample closet space, and share a well-appointed bathroom featuring a jetted tub, and a vessel sink set atop a double vanity. The hallway includes a linen closet with attic access and a door with convenient access to the lanai. Step outside to your private outdoor oasis, where an upgraded Pebble Tec pool is surrounded by a stamped concrete deck. The home is ideally positioned alongside a pond bordering the side and rear of the property. The covered, screen-enclosed lanai with a beadboard ceiling, three fans, and a manual retractable screen for added shade and comfort. A pass-through window from the kitchen with a bar counter on the lanai side makes outdoor dining effortless. Additional highlights include NEW A/C 2026, PGT hurricane windows, new baseboards, interior doors, and updated deora switches and outlets. Don’t miss this opportunity to own a waterfront pool home in one of Oldsmar most sought after gated communities. Schedule your showing today.
Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)
Listing Agent: Raymond Mihara (813-960-2300)
634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677
$324,90021 Days on yellowkey MLS ID: TB8489706
REDUCED by $4,100 (1.2%) on 04/04/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1056 Built: 1985 Tax: $4,283 (2025)Community: Shoreview Phase 2 Blk 6, Lot 3Single Family
Taxes:$4,283
Elementary School: Oldsmar Elementary-PN
Remarks: Move-In Ready Oldsmar Home! Welcome to this 3-bedroom, 2-bath home home located in the heart of Oldsmar, offering easy access to Tampa, Clearwater, Safety Harbor, and surrounding areas. This move-in ready property combines comfort, convenience, and a great outdoor living space. Inside you'll find a functional layout featuring an interior laundry area with upgraded Washer and Dryer(2023). Other recent upgrades include Refrigerator, Garbage Disposal, and Water Heater(2024) and a new Heat/Air System (2025). Granite and stainless steel in kitchen and updated Bathrooms. Step outside to enjoy a fully fenced, pet-friendly backyard designed for relaxing and entertaining. The outdoor space includes a large screened-in lanai and a spacious wood deck -perfect for barbeques, gatherings, or simply enjoying sunny Florida days. Also Minutes away from R.E. Olds Park which features an Amphitheater, Fishing pier, Picnic shelters, Playgrounds, Sand Volleyball and trails. Also occasionally through the year there are music concerts and festivals! This centrally located home offers the perfect blend of updates, outdoor living, and great accessibility. A great opportunity for buyers seeking comfort, convenience, and a welcoming place to call home. Property also remained safe and dry during the most recent Hurricanes and has never had any flooding issues in prior years either! Schedule your showing today!
Listing is courtesy of: AMERICAN HERITAGE REALTY, INC. (727-726-7272)
Listing Agent: Catherine Katopis (727-656-6862)
948 LUCAS LN, OLDSMAR, FL 34677
$500,00074 Days on yellowkey MLS ID: TB8448286
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1685 Built: 1990Monthly Fee: $575 Tax: $4,086 (2025)Community: Hunters Trail TwnhmsVilla
Taxes:$4,086
Remarks: One or more photo(s) has been virtually staged. Welcome to a truly impressive home set in the East Lake Woodlands nature-filled, and amenity-rich golf community. Private .25 ACRE corner lot - NON-FLOOD zone, SERENE POND VIEWS - Oversized SCREENED-IN PATIO. $60,000 investment of newer top-of-the-line HURRICANE-RATED WINDOWS, DOORS and Garage Door installed 2023. Inside, the home opens up with tons of natural light, cathedral ceilings (no popcorn) and a BRAND NEW 2025 AC with UV-C germicidal lights for better air quality. The spacious living room features a WET BAR and WOOD-BURNING FIREPLACE, creating the perfect backdrop for a dinner event, movie night or just a relaxing evening entertaining. The kitchen has picturesque views through the windows overlooking the lush backyard and pond, yes, deer and owl frequent here! With a 3-bedroom, 2-bath TRUE SPLIT FLOOR PLAN, everyone enjoys their own space, and the full-size washer and dryer are perfectly situated in the hallway laundry closet. Step outside to the SHOWSTOPPER: a HUGE BIRDCAGE PATIO overlooking the tranquil pond - ideal for morning coffee, evening wine, weekend entertaining, or large gatherings. This home also features a 2-car garage, so bring your golf cart as well, and ride or walk to the community pool just at the end of the street. Set among flourishing nature, top-tier amenities, and the prestige of a highly sought-after golf community, this villa delivers an ideal mix of comfort, privacy, and elevated living. No Flood insurance required! The HOA fee includes Cable TV, Internet, Community Pool, Escrow reserves, Maintenance Exterior, Roof, Grounds, Security and Trash. East Lake Woodlands is home to the Adrea Country Club offering a variety of optional memberships for homeowners to join. These exclusive amenities include Two Championship 18-hole Golf Courses, Tennis and Pickleball Courts, Clubhouse Bar, Casual and Fine Dining, Fitness Center, Splash Pad, Swimming Pools, Clubhouse Events and more. Centrally located near trending restaurants, shopping, movies, parks, Tarpon Lake, Gulf Coast beaches, top rated hospitals, Tampa Airport and more, you’ll never run out of activities in town! Come experience it for yourself - schedule your showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Rebecca Norton (727-365-5513)
807 JACARANDA DR, OLDSMAR, FL 34677
$325,00014 Days on yellowkey MLS ID: TB8490680
0 Days Off yellowkey (back on 4/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1341 Built: 1986Monthly Fee: $35 Tax: $3,029 (2025)Community: Manors Of Forest Lakes The Ph 2Single Family
Taxes:$3,029
Remarks: Under contract-accepting backup offers. Welcome to your next smart move in Oldsmar. This 3-bedroom, 2-bathroom home with a 2-car garage checks the boxes that matter, and leaves room for you to make it your own without paying someone else’s design bill. Inside, you’ll find a functional split floor plan with the kitchen and living room right where they should be, in the heart of the home. It’s the kind of layout that just makes sense for everyday living, entertaining, or pretending you cook more than you actually do. The screened porch out back offers a solid space to relax, unwind, or enjoy Florida evenings without becoming a mosquito buffet. Now let’s talk honestly. This home could use a little glow-up. Think cosmetic updates, not a full-blown rescue mission. If you’ve been waiting for a chance to build some sweat equity and add your personal touch, this is it. The bones are there, and the upside is real. The yard is partially fenced, with some sections needing repair, and the roof, installed in 2002, is ready for your attention as well. It’s a great opportunity to roll improvements into your vision and truly make the home your own from top to bottom. Important updates you’ll appreciate: the AC was replaced in August 2022, so that’s one big-ticket item already handled. The property sits in a non-flood zone and stayed high and dry through both Hurricane Helene and Hurricane Milton, which says a lot. Located in a deed-restricted community with a low HOA of just $35 a month, you get a little structure without feeling over-managed. Bottom line, this is a solid starter home with good fundamentals, in a desirable area, priced with its potential in mind. If you’ve got vision and a little ambition, this one could turn into something really special. Come see it today!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Quyen Le, Llc (813-409-7446)
600 S WOODLANDS DR, OLDSMAR, FL 34677
$409,99925 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 HomesSingle Family
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)
1362 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677
$849,00081 Days on yellowkey MLS ID: TB8467569
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: $178 Tax: $11,111 (2024)Community: Greenhaven Unit ThreeSpa: YesSingle Family
Taxes:$11,111
Tax Year: 2024
Remarks: 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)
110 LAKESIDE CT #110, OLDSMAR, FL 34677
$199,00033 Days on yellowkey MLS ID: TB8484399
REDUCED by $10,900 (5.2%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1981 Tax: $621 (2025)Community: East Lake Woodlands CondoCondo
Taxes:$621
Remarks: Nestled within the highly desirable East Lake Woodlands community of Oldsmar is this beautiful 1094 sq ft 2 bedroom 2 bath 2nd floor condominium. The kitchen has been updated with granite countertops and contemporary white cabinets that have been professionally resurfaced. There is also a laundry closet with a washer and dryer inside that is accessed from the lanai. This unit has closets galore! With plenty of storage space including three closets in the primary bedroom ensuite alone, you'll find there is ample storage for all your needs. As a bonus, the lanai/balcony has access not only from the amazing great room but from the primary bedroom as well. East Lake Woodlands is rich in tree-lined streets and nature trails and is a 24-hour gated community! Enjoy a convenient HEATED salt water pool just steps away from the unit. The modest $465 monthly condo association fee includes just about everything: water, sewer, trash, lawn care, internet and cable, insurance, the heated pool you can see from your window, pest control, the reserve fund and outdoor maintenance including the recently replaced roof. For an additional membership fee you can enjoy the East Lake Woodlands Country Club which offers two 18-hole golf courses, an olympic-sized swimming pool, tennis, a remodeled country club and more. You will also have a reserved covered parking space conveniently located right below the unit! Pets are welcome as are people and children of all ages. Your new home will be conveniently located to shopping, restaurants, excellent medical facilities, theaters, Tampa International Airport, the beautiful Pinellas beaches and all that the Tampa Bay area has to offer. Please note that the furnishings currently in the unit can remain at no extra cost should you want them. This beautiful home will not last long so schedule your showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Barry Rothstein (727-365-4725)
122 CYPRESS LN, OLDSMAR, FL 34677
$139,90037 Days on yellowkey MLS ID: W7883694
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980 Tax: $1,751 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$1,751
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT!! Picture perfect, move-in ready condo, with beautiful private wooded view from your screened balcony. Open and bright with laminate flooring and freshly painted. Combo living and dining, split bedroom plan, kitchen with newer dishwasher in 2023 and upgraded lighting. Primary suite with 2 walk-in closets, ensuite bathroom and access to the balcony. New electrical panel in 2020, water heater 2021, dryer in 2021. Carport and guest parking, pets allowed, no age restrictions and BEST priced condo in this section. Walk to the heated pool. East Lake Woodlands is a gated golf community. Close to the beaches, Honeymoon Island, shopping, restaurants, Tampa airport and easy commute to St. Pete and Tampa. See it today!
Listing is courtesy of: FLORIDA LUXURY REALTY INC (727-372-6611)
Listing Agent: Jennifer France (727-580-9007)
112 BRENT CIR, OLDSMAR, FL 34677
$499,00099 Days on yellowkey MLS ID: TB8461018
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1834 Built: 2004Monthly Fee: $473 Tax: $4,946 (2025)Community: Seaside EstatesTownhouse
Taxes:$4,946
Remarks: PRICE IMPROVEMENT! LUXURY MEETS UNBEATABLE VALUE. Skip the rehab and move right in to the most updated waterfront townhome in the gated community of Seaside Estates. This beautifully maintained three-story home radiates pride of ownership and offers three bedrooms, three bathrooms, and over 1,800 square feet of thoughtfully designed living space. Premium features include IMPACT WINDOWS, IMPACT SLIDERS, and PLANTATION SHUTTERS, providing extra security, energy savings, and a whisper-quiet interior. Inside, this immaculate townhouse shines with high ceilings, skylights, an open-concept layout, luxury waterproof flooring, and modern updates in the kitchen and all three bathrooms. The inclusive HOA fee covers your roof (replaced in 2017), water, sewer, trash, and fire sprinklers, making this one of the most affordable and low-maintenance lifestyles available. The DEEDED SLIP is perfect for kayaks, jet skis, or a flats boat. Complete with a new AC (2023), 3-car garage, and resort-style pool/spa/tennis, every detail is covered. Located in the heart of Oldsmar, you’ll enjoy easy access to all the best of the Tampa Bay area, including sparkling Gulf Coast beaches, Tampa International Airport, Westshore, Clearwater, and Tampa/St Pete. You’re also just steps away from R.E. Olds Park, a 15-acre waterfront park with the city pier, amphitheater, playgrounds, trails, beach volleyball and more. Whether it’s your primary residence or Florida getaway, this waterfront gem delivers the lifestyle you’ve been waiting for. Schedule your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: James Wheeler, Pa (813-285-1229)
100 KILSYTHE ST, OLDSMAR, FL 34677
$450,0003 Days on yellowkey MLS ID: TB8496212
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1100 Built: 1986 Tax: $5,670 (2025)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$5,670
Remarks: Tucked along picturesque Shore Drive E near the bay, this beautifully remodeled 3-bedroom, 3-bathroom concrete block home offers a great combination of space, updates, and relaxed Florida living. Set on an oversized, pie-shaped lot of just over a quarter acre, there’s plenty of room for outdoor entertaining, recreation, and golf cart living in this charming coastal pocket of Oldsmar. No HOA or CDD, and the home never flooded during storms. Inside, you’ll find a bright, open-concept layout with newer interior paint and modern fixtures throughout. The kitchen features shiplap accents, quartz countertops, and stainless steel appliances, all flowing seamlessly into the main living space. Each room is equipped with its own mini-split system for efficient, personalized comfort. All three bathrooms have been updated with modern finishes, including slate hex tile and new vanities. The spacious primary suite offers a comfortable private retreat. Impact-resistant windows and an energy-efficient sliding glass door lead to a plasti-wood deck—perfect for entertaining or relaxing outdoors. The backyard also includes a paved seating area with a fire pit, ideal for Florida winter nights. Additional highlights include a remodeled garage with an air-conditioned laundry room and full bathroom. Enjoy close proximity to R.E. Olds Park, Mobbly Bayou Wilderness Preserve, and the Pinellas Trail, offering scenic waterfront areas, walking and biking trails, kayaking, dog park, zipline park and outdoor recreation. Convenient to Tampa, St. Petersburg, and world-class Gulf beaches, and zoned for East Lake High School, this move-in-ready home combines thoughtful updates and an excellent location.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Christine Bogdanovic (813-439-4404)
106 LAKESIDE CT, OLDSMAR, FL 34677
$160,000376 Days on yellowkey MLS ID: TB8350281
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1981 Tax: $2,932 (2024)Community: East Lake Woodlands CondoCondo
Taxes:$2,932
Remarks: Great Value!! This Condo is located within the Gated community of East Lake Woodlands. This unit is on the second floor and features an eat in kitchen, living/dining room with sliders out to the screened lanai, split bedroom plan, the primary suite has a walk-in closet, a secondary closet and a linen closet. The primary bath has a step in shower. The guest suite has a bath off the hallway. The laundry closet is located on the lanai & includes a washer/dryer. Covered parking 1 space under carport. Unit is located across from the Pool! This unit needs your attention & priced to offset reno to make it your own. Great rental, primary residence or winter getaway..No waiting period for a buyer to rent the condo. Excellent opportunity!
Listing is courtesy of: TAMPA BAY SIGNATURE PROPERTIES, LLC (727-692-2847)
Listing Agent: Christi Watson (727-692-2847)
140 BRENT CIR, OLDSMAR, FL 34677
$565,000165 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)
207 CYPRESS LN, OLDSMAR, FL 34677
$180,0007 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)
1004 MANGO CT, OLDSMAR, FL 34677
$525,0004 Days on yellowkey MLS ID: TB8495697
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2230 Built: 2018Monthly Fee: $545 Tax: $4,995 (2025)Community: Bayside TerraceTownhouse
Taxes:$4,995
Remarks: Welcome to refined coastal living in a highly desirable waterfront community in Oldsmar. This newer construction 3-bedroom, 2.5-bath townhouse at 1004 Mango Ct offers the perfect blend of contemporary design, quality craftsmanship, and low-maintenance luxury. From the moment you enter, you’ll notice the clean lines and upscale materials that define this home. The open-concept layout is designed for both everyday comfort and effortless entertaining, featuring a spacious living and dining area filled with natural light. High-end materials and thoughtful details are evident throughout—from sleek flooring to modern fixtures and designer touches that create a polished, cohesive aesthetic. The wood look ceramic tile planks continue throughout the bottom floor. The kitchen is open and faces the dining and living room on the first floor, showcasing contemporary cabinetry, premium quartz countertops, and a streamlined design that will appeal to even the most discerning buyers. Many premium options were selected, elevating the look and feel of the kitchen. Upstairs, the primary suite provides a private retreat with a well-appointed en-suite bath and 2 generous walk-in closets. Two additional bedrooms offer flexibility for guests, a home office, or growing needs. There’s a large loft area that serves as a great secondary living room/family room. Built with efficiency in mind, this home features energy-efficient windows and doors, helping to enhance comfort while keeping utility costs in check. As a newer construction property, you’ll also enjoy the peace of mind that comes with modern building standards and materials. Located within a waterfront community, residents benefit from a serene coastal setting while still being close to everything the Tampa Bay area has to offer. Enjoy easy access to nearby parks, walking trails, dining, and shopping, all while being just a short drive to the vibrant hubs of Tampa and St. Petersburg. Whether you're searching for a primary residence, or luxury vacation home, this exceptional townhouse delivers a low-maintenance lifestyle, comfort, and location in one impressive package.
Listing Agent: Rob Demarest (727-331-0671)
2313 SUNSET WIND LOOP, OLDSMAR, FL 34677
$440,00093 Days on yellowkey MLS ID: TB8461950
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2230 Built: 2019Monthly Fee: $580 Tax: $7,434 (2025)Community: Bayside TerraceTownhouse
Taxes:$7,434
Remarks: Experience coastal luxury and step into a lifestyle of refinement in this stunning 3-bedroom, 2.5-bath, 2 car garage townhome, nestled within the impressive gated waterfront enclave of Bayside Terrace! Curb appeal draws you into an open-concept layout designed for seamless entertaining with 10’ ceilings and beautiful tile flooring. The gourmet kitchen is a showstopper, featuring tons of cabinets, endless gorgeous granite counters, top of the line appliances and a large center island. A butler’s pantry and a huge walk in pantry complete the kitchen. Enjoy casual meals at the breakfast bar and formal meals in the dining room, which is open to the living room. The great room is just perfect for entertaining large or small gatherings and is open to the screened lanai, where you can enjoy your morning coffee or a cocktail after dinner. Upstairs, you’ll find three well-appointed bedrooms, two full bathrooms, and a versatile loft area perfect for a home office, fitness space, or secondary living room. Plantation shutters grace the upper level, and ceiling fans are installed in every room. The primary suite features elegant tray ceilings and expansive his-and-hers walk-in closets, while the en suite bathroom offers dual vanities and a spacious walk-in shower. The guest bedrooms each include walk-in closets, and the guest bath is finished with granite countertops. An upstairs laundry room makes laundry day a breeze and adds everyday convenience. The desirable two-car garage includes durable epoxy flooring and custom built-in shelving. Low monthly maintenance fees cover cable and high-speed internet in addition to water, sewer and trash for added ease of living. Ideally located, Bayside Terrace offers quick access to Tampa, major highways, top-rated schools, dining, and shopping—along with spectacular sunrise and sunset views over the water. Flood insurance is required and can be assumable from the current owners at an affordable price. Experience true resort-style living with premier amenities including a clubhouse, a breathtaking saltwater infinity pool overlooking Tampa Bay, a gas fire pit, fully equipped fitness center, fishing pier, and kayak launch—all just steps from your door! Don’t miss the opportunity to enjoy waterfront resort living every day—schedule your private showing today!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Nicole Harmon (727-385-1357)
1732 SPLIT FORK DR, OLDSMAR, FL 34677
$585,00041 Days on yellowkey MLS ID: TB8482923
0 Days Off yellowkey (back on 4/11/2026)
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2163 Built: 1997Monthly Fee: $13 Tax: $9,151 (2025)Community: Eastlake Oaks Ph 1Spa: YesSingle Family
Taxes:$9,151
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully updated home in the highly desirable Eastlake Oaks community of Oldsmar, where comfort, privacy, and location come together perfectly. NO FLOOD INSURACE REQUIRED. This 3-bedroom, 2.5-bath home with a rare 3-car garage offers stunning water views and no rear neighbors, creating a peaceful setting that’s hard to find. Inside, the home has been meticulously upgraded throughout, making it completely move-in ready. Enjoy a beautifully renovated kitchen, updated bathrooms, new flooring, and fresh interior paint, all designed to create a modern and inviting living space. The open layout flows perfectly for both everyday living and entertaining while allowing you to enjoy the tranquil water views from the back of the home. Major updates provide peace of mind for years to come, including a new water heater (2024), HVAC system (2022), and roof (2019). One of the most exceptional features of this home is that it is one of only a handful of properties in the entire neighborhood that does NOT require flood insurance, offering significant long-term savings while still enjoying a beautiful water view setting. Located in one of Oldsmar’s most desirable neighborhoods, Eastlake Oaks is known for its welcoming community feel and convenient access to top-rated schools, parks, shopping, dining, Tampa International Airport, and the Gulf beaches. Homes with this combination of water views, privacy with no rear neighbors, extensive upgrades, a 3-car garage, and no flood insurance requirement are incredibly rare. Don’t miss your opportunity to own this exceptional home in a fantastic neighborhood.
Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)
Listing Agent: Jonathan Hernandez (727-417-1122)
835 CHRISTINA CIR, OLDSMAR, FL 34677
$485,00039 Days on yellowkey MLS ID: TB8483303
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: 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.
301 TAVERNIER DR, OLDSMAR, FL 34677
$440,0004 Days on yellowkey MLS ID: TB8491384
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2122 Built: 1995Monthly Fee: $75 Tax: $3,240 (2025)Community: Fountains At Cypress Lakes Ii-ASpa: NoSingle Family
Taxes:$3,240
Remarks: Welcome to comfortable Florida living in the heart of Oldsmar. This beautifully maintained 3 bedroom, 2.5 bathroom home offers a bright, open layout filled with natural light and an inviting sense of space. The main living area features high ceilings and abundant sunlight, creating an airy and welcoming atmosphere. The thoughtfully designed floor plan flows seamlessly for everyday living and entertaining. The primary suite serves as a private retreat, complete with a walk-in closet, an en-suite bathroom featuring dual vanities and a walk-in shower, and sliding glass doors providing direct access to the pool area for true indoor-outdoor living. Step outside to your private backyard oasis featuring an in-ground pool within a screened lanai enclosure, perfect for year-round enjoyment, relaxing, and entertaining. Enjoy the convenience of a 2-car attached garage with additional storage space. Conveniently located near shopping, dining, parks, top-rated schools, and major highways, this home offers easy access to Tampa and the Gulf beaches while maintaining a peaceful residential setting. Experience the best of Florida living with comfort, privacy, and convenience all in one—schedule your private showing today.
Listing is courtesy of: CONCI, REALTORS (727-405-0005)
Listing Agent: Cyndi Olmstead (727-203-4967)
433 SAILFISH BLVD, OLDSMAR, FL 34677
$256,00043 Days on yellowkey MLS ID: TB8481608
REDUCED by $3,000 (1.2%) on 04/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1987Monthly Fee: $70 Tax: $1,585 (2025)Community: Gull-Aire VillageSpa: NoManufactured Home
Taxes:$1,585
Remarks: SPECTACULAR VIEWS! Welcome home to your quaint, cozy - yet surprisingly spacious - cottage nestled along a serene pond directly across from a peaceful tropical bird sanctuary in the heart of Oldsmar, Florida! This beautifully updated 2-bedroom, 2-bathroom home features cathedral ceilings, along with a bright open-concept layout with a generous living room and dining area – perfect for entertaining guests or enjoying quiet evenings in comfort. Thoughtfully upgraded throughout, the home showcases charming barn wood accent walls, and newer luxury vinyl flooring that flows seamlessly from room to room. The spacious primary suite is a true retreat, complete with a large walk-in closet accented by stylish barn doors and a private en-suite bathroom featuring a separate walk-in shower and enclosed toilet area for added privacy. Recent improvements provide peace of mind and modern appeal, including newer vinyl siding, double-pane windows, fresh interior and exterior paint, ungraded doors with stylish hardware, and much more - making this home truly move-in ready. Located in the highly desirable 55+ community of Gull-Aire Village, this golf cart-friendly neighborhood offers resort-style amenities including a spacious clubhouse, large, heated pool and spa, library, enclosed shuffleboard court, bocce ball court, and an active calendar of social events and activities. Enjoy the rare benefit of owning the land with a low monthly HOA fee of just $70 and one pet of any size is welcomed. You’ll love the unbeatable location—less than a mile from Woodlands Square and just minutes to everyday conveniences. Honeymoon Island Beach is approximately 9 miles away, Mease Countryside Hospital among other health facilities are approximated 2 miles away and Tampa International Airport is a quick 15-mile drive. An adjacent walking, running, and biking trail along Canal Way leads directly to picturesque Sheffield Park, the perfect spot to enjoy Florida’s outdoor lifestyle. Whether you’re socializing at the clubhouse, relaxing by the sparkling pool, or simply soaking in the tranquil water views, you’ll fall in love with the welcoming charm and vibrant lifestyle of Gull-Aire Village. Schedule your private tour today! (Room dimensions are approximate and should be verified by Buyer.)
Listing is courtesy of: AH REALTY SERVICES, LLC (727-275-3512)
Listing Agent: Anne Hode (813-545-1960)
35 GREENHAVEN TRL, OLDSMAR, FL 34677
$789,90038 Days on yellowkey MLS ID: TB8484093
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3098 Built: 1988Monthly Fee: $182 Tax: $6,658 (2025)Community: Greenhaven Unit TwoSingle Family
Taxes:$6,658
Remarks: Under contract-accepting backup offers. Welcome to Greenhaven II, where this beautiful 12,000sqFt waterfront homesite create a serene setting within the desirable gated community of East Lake Woodlands. This spacious 4 bedroom, 3 bath residence offers 3,098 SqFt of living space with a 3 car garage on a Cul-De-Sac street, perfectly designed for comfortable living and effortless entertaining. Approaching the home welcoming double door entry set the stage. As you step through the double door foyer, you are greeted by a formal living room with soaring 12’ ceilings and views of the pool and tranquil water beyond. Natural light fills the space, creating a warm and inviting first impression. Just off the foyer is a formal dining room, ideal for gatherings and holiday meals, complete with a convenient butler’s pantry that provides additional serving and storage space. Moving further into the home, the layout opens to the light and bright kitchen and great room with wet bar, designed with an open concept that is perfect for everyday living and entertaining. The great room features 12’ ceilings, a wood-burning fireplace, and large sliding glass doors that lead out to the pool and lanai area, seamlessly blending indoor and outdoor living.The kitchen offers abundant workspace and storage with wood cabinetry, granite countertops, tile backsplash, a pantry, breakfast bar, and an eat-in dining area, making it a central gathering place for family and guests alike. Step outside to enjoy the expansive outdoor lanai, featuring an exceptionally spacious covered outdoor living area, caged pool and spa, with peaceful water views, the perfect place to relax, entertain, or enjoy Florida living year-round. The Primary Bedroom Suite is privately situated and generously sized, featuring sliding doors with direct access to the pool area. The suite also includes a generous walk-in closet and a primary bathroom with double vanity, walk-in shower, and garden tub. Bedroom 2 is features its own private bathroom, perfect for guests or extended family. Bedrooms 3 and 4 share a convenient Jack and Jill bathroom, providing functionality for family members. The Laundry room is complete with washer and dryer, for everyday convenience. The 3-car garage offers ample parking along with plenty of storage space. Located in one of the Tampa Bay Area’s premier golf, tennis, and country club communities, residents can enjoy the Optional membership at the on-site Ardea Country Club, offering exceptional amenities including golf, tennis, pickleball, lap pool, fitness center, restaurant, and social events for family and guests. Conveniently located minutes from highly rated schools, airports, shopping, restaurants, beaches, arts and entertainment, as well as Tampa Bay sports venues. This location has it all, along with No flood insurance required. AC 2019, Metal/tile Roof 2004, water heater aprox 2020 This home offers space, comfort, and a lifestyle that truly captures the best of Florida living. A must see today!
Listing Agent: George Hintenberger (727-644-7793)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.