Location: Oldsmar , 34677
Do Not Show Listings
1810 DRIFTWOOD CIR S, OLDSMAR, FL 34677
$370,00018 Days on yellowkey MLS ID: TB8490101
REDUCED by $10,000 (2.6%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1973 Tax: $1,957 (2025)Community: Harbor PalmsSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,957
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: Rare opportunity with an assumable FHA loan—potential buyers can step into favorable financing, subject to lender approval. Great solid home in a well established family neighborhood. This 2 Bedroom 2 Bath, 2 car garage home easily converted Bonus room bedroom for a growing family or office. The large living room features an updated bay window and an elegant electric fireplace. There is also a living room with an area for a dining room. The back of the home features enclosed patio rooms fantastic for entertaining. built in jacuzzi. The yard is fenced in. New blown insulation, new roof, new electrical panel, new ceilings, new ductwork. It has a bonus room that can be used as an office or extra room of your choice.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Angelique Blake (248-808-9399)
2208 SUNSET WIND LOOP, OLDSMAR, FL 34677
$365,000168 Days on yellowkey MLS ID: TB8441891
1 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1667 Built: 2019Monthly Fee: $545 Tax: $1,495 (2024)Community: Bayside TerraceTownhouse
Taxes:$1,495
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. This beautiful 3 bedroom, 2.5 bathroom townhome located in the heart of Oldsmar and is ready for a new owner. This spacious open concept has tile throughout the first floor. The stunning kitchen features white cabinets and granite countertops, a breakfast bar that seats 6 comfortably, pendant lighting, stainless appliances, and large pantry. The living room has sliders leading into the screened, paved, and covered patio. Upon entering the second floor, you will be greeted with a large loft area that can be used as an additional living room, library, or whatever your heart desires. The bedrooms are a split floorpan with the primary bedroom on the left while the remaining bedrooms and full bathroom on the right. The primary bedroom has 2 walk-in closets. The primary bathroom has dual sinks and a stand up shower. There is a laundry closet upstairs making it easy to do laundry. This unit also has a one car garage. The community features: a fitness room, pool with cabana, outdoor kitchen with grilling area, community dock, and is gated. Included in the HOA is exterior paint, roof, lawn care, water, were, and wifi/cable.
Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)
Listing Agent: Yael Hatfield (813-264-7754)
20 FERNBROOK RD, OLDSMAR, FL 34677
$649,9994 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
Taxes:$5,980
Elementary School: Forest Lakes Elementary-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
$324,90020 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
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
$500,00073 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)
438 LAFAYETTE BLVD, OLDSMAR, FL 34677
$624,90038 Days on yellowkey MLS ID: TB8480797
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2138 Built: 1988 Tax: $8,284 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$8,284
Remarks: This exceptional home is situated on almost ½ acre fenced-in lot! Featuring 4 Bedrooms plus an office, 2 baths and a screened-in heated pool. Circular driveway and etched glass front door welcome you into a wide-open floor plan with vaulted ceilings and lots of windows. The living room offers a beautiful bay window and a cozy fireplace, open to a light and bright dining room. Large, updated kitchen with wood cabinetry, newer stainless-steel appliances, granite countertops, coffee bar and a garden window. The home flows effortlessly from room to room making it ideal for both everyday living and entertaining. Expansive primary suite with 2 large closets, beautiful new bath with a huge walk-in shower and a jetted tub. Additional 3 good size bedrooms plus a great in-home office with built-in shelving and double glass doors leading to the lanai and pool. Beautifully updated 2nd bath, nice size laundry room. 2 Car garage plus a spacious storage room. New A/C. Roof replaced in 2017. Newer flooring (No Carpet) The huge fenced-in backyard provides privacy and has plenty of space for pets or outdoor entertaining, with a grilling area. Beautiful, heated pool, newly re-screened and new pool heater installed. No HOA, No deed restriction, bring your Boat or RV! The beautiful Veterans Memorial waterfront Park is just down the street. Walking distance to downtown Oldsmar. Conveniently located near shopping, fine dining, theatres and golfing. 10-15 Minutes to Philippe Park and Safety Harbor Spa, 15-20 minutes to downtown Dunedin, Honeymoon Island and Pinellas Trails. 20-25 Minutes to Clearwater Beach, Tampa and St Pete airports.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Luigi Kalaj (727-388-4200)
1471 BRIARGROVE WAY, OLDSMAR, FL 34677
$919,00024 Days on yellowkey MLS ID: TB8488174
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3140 Built: 1991Monthly Fee: $243 Tax: $9,749 (2025)Community: Aberdeen Unit TwoSpa: YesSingle Family
Taxes:$9,749
Remarks: One or more photo(s) has been virtually staged. Live the Florida Lifestyle in Aberdeen at East Lake Woodlands Imagine waking up each morning in a home that feels like a private resort — where soaring ceilings, warm natural light, and thoughtful design greet you at every turn. This elegant Arthur Rutenberg-built executive home in the gated enclave of Aberdeen at East Lake Woodlands isn't just a place to live — it's a lifestyle you'll never want to leave. Set within one of Oldsmar's most sought-after golf and country club communities, the timeless Belleair split floor plan offers 3,140 square feet of beautifully designed living space — with five bedrooms, three and a half bathrooms, a bonus room, and a three-car garage that gives every member of the family room to breathe, grow, and thrive. Entertain effortlessly in a chef-inspired kitchen built for the way you actually live — featuring wood cabinetry with pull-out drawers, stainless steel appliances, granite countertops, and a built-in wine refrigerator. It flows naturally into a welcoming family room anchored by a gas fireplace, where evenings feel easy and guests never want to leave. Retreat to a primary suite designed for true rest — a walk-in closet with a custom organizer, sliding glass doors opening to a secluded patio, and a spa-like ensuite bath with dual sinks and granite countertops. Guests and family enjoy their own private wing, with three generous bedrooms, a Jack and Jill bath, and a full pool bath — giving everyone their own space and comfort. Then there's the backyard. Step through the doors and into your own private oasis: a screened and covered paver lanai, a sparkling pool shimmering in the Florida sun, and lush landscaping that wraps you in privacy and tranquility. Whether it's a quiet morning coffee or a lively weekend gathering, this outdoor space was made to be lived in — all year long. Major Systems: Roof (2019) · Water Heater (2022) · HVAC (2022) When you're ready to explore beyond your doorstep, the newly renovated Ardea Country Club awaits — with two championship 18-hole golf courses, tennis and pickleball courts, a fitness center, resort-style pool, and dining, all available through optional membership. Top-rated schools, parks, shopping, Lake Tarpon, the Gulf beaches, and Tampa International Airport are all just minutes away. Low HOA · No CDD · Flood Zone X Opportunities like this don't come around often. Come see what it feels like to call Aberdeen home — schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: David Timmons (727-480-5968)
807 JACARANDA DR, OLDSMAR, FL 34677
$325,00013 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)
141 LAKEVIEW WAY #141, OLDSMAR, FL 34677
$179,00038 Days on yellowkey MLS ID: TB8483907
REDUCED by $4,000 (2.2%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1980 Tax: $3,466 (2025)Community: East Lake WoodlandsSpa: NoCondo
Taxes:$3,466
Remarks: PRICE REDUCED!! Enjoy peaceful Florida living in this charming condo located in a quiet gated community in desirable East Lake Woodlands. This well-maintained residence offers a comfortable layout with abundant natural light and relaxing views of the lake, creating a serene setting to come home to each day. The living and dining areas flow seamlessly, providing an inviting space for both everyday living and entertaining. Large windows help bring the outdoors in while highlighting the tranquil lake view. The kitchen is conveniently located and designed for functionality and ease. Residents of this gated community enjoy access to a sparkling community pool, perfect for relaxing or cooling off on warm Florida days. The peaceful surroundings combined with scenic water views make this property especially appealing. Conveniently located near shopping, dining, parks, and major roadways, the home offers easy access to nearby destinations including Tampa, Clearwater, and St. Petersburg. A wonderful opportunity to enjoy low-maintenance living with beautiful lake views in one of Oldsmar’s most desirable gated communities, and with a freshly painted front door.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Douglas Brown (614-306-4665)
260 BALSAM DR, OLDSMAR, FL 34677
$249,900193 Days on yellowkey MLS ID: TB8433742
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1981Monthly Fee: $440 Tax: $960 (2024)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$960
Remarks: SIGNIFICANT PRICE DECREASE!!! Owners are motivated!!! This desirable end-unit villa in exclusive East Lake Woodlands combines comfort, privacy, and an ideal layout for everyday living or entertaining. Featuring two spacious primary suites, each with its own ensuite bath and split floor plan design, the home provides excellent privacy for residents and guests alike. The open layout includes a welcoming family room, a dedicated dining room, and a bright eat-in kitchen with a generous pass-through bar—perfect for casual dining, entertaining, or extra storage. A charming front courtyard offers an inviting spot for morning coffee or al fresco meals, while the expansive lanai, complete with removable windows, provides a versatile additional living space to enjoy year-round. Thoughtful storage solutions are found throughout, with ample closet space to keep everything organized. Important updates include a roof replacement in 2021, an upgraded electrical panel in 2017 and a 2016 AC system. The HOA provides peace of mind with coverage that includes roof replacement, exterior painting, wood repairs, landscaping, lawn maintenance, irrigation, and fertilization. Located within the highly regarded East Lake Woodlands, a premier gated golf course community, residents have access to optional membership opportunities that feature golf, tennis, swimming, fitness, dining, and social events. With its combination of thoughtful design, modern updates, and resort-style community amenities, this villa offers the perfect place to call your year round home or winter residence. Don't delay.
Listing is courtesy of: MARC JOSEPH REALTY, INC (727-644-9333)
Listing Agent: Colleen Monagas (727-644-9333)
600 S WOODLANDS DR, OLDSMAR, FL 34677
$409,99924 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
$849,00080 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
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
$199,00032 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
$139,90036 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
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
$499,00098 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
$450,0001 Day 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
$160,000375 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
$565,000164 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
$180,0006 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
$525,0003 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)
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