Location: Oldsmar
Do Not Show Listings
1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677
$1,225,00059 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,294
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
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)
3858 SHORE BLVD, OLDSMAR, FL 34677
$1,150,00032 Days on yellowkey MLS ID: TB8506221
REDUCED by $50,000 (4.2%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1594 Built: 1986 Tax: $8,857 (2025)Community: West Oldsmar Sec 1Single Family
Taxes:$8,857
Elementary School: None
High School: None
Middle School: None
Remarks: Experience the laid back lifestyle of Oldsmar, a sought-after community nestled between the urban hubs of Tampa and Clearwater. This serene, waterfront property offers the perfect balance of peaceful living and convenient access to local attractions. Residents here enjoy a tranquil, private environment, starting mornings with fresh coastal breezes on a private porch or deck, and spending evenings watching sunsets from a kayak or boat. This elevated, two-story home, topped with a 2025 roof, showcases an expansive layout filled with radiant natural light and soaring vaulted ceilings. The interior ambiance is both airy and welcoming, anchored by a charming wood-burning fireplace. The heart of the home is a sun-drenched, open-concept great room and kitchen, equipped with stainless steel appliances, granite surfaces, a propane stove, and a tankless water heater, all showcased by floor-to-ceiling windows. The generous primary suite acts as a private retreat, featuring an ensuite bathroom with a garden tub, dual vanities, and a separate shower, alongside a private deck offering stunning vistas. Functionality meets flexibility in the lower level, which houses a spacious two-car garage and a versatile 600-square-foot accessory dwelling unit. With its own entrance, bathroom, and kitchen facilities, this suite is perfectly suited for guests or extended family. The exterior features substantial paver parking, ready to accommodate RVs, boats, and other recreational vehicles. Nature enthusiasts will delight in the local wildlife, including dolphins and manatees, viewable directly from home. The property’s private floating dock and boat ramp provide effortless access to Tampa Bay without worrying about the tides. Elevated construction ensures peace of mind during inclement weather, while the property’s location—situated on a private, oversized lot on a quiet cul-de-sac—secures absolute seclusion. Located in a premier school district and just 20 to 30 minutes from the region’s best beaches and downtown centers, this home also offers residents easy access to the festive R.E. Olds Park and the vibrant dining scenes of nearby Safety Harbor. Both Mobbly Beach Park and the picturesque Phillippe Park are situated within a three-mile radius, making them a breeze to reach via cycling or boat. Oldsmar stands out for several unique reasons: it operates its own reverse osmosis water filtration system, houses the Tampa Bay Skating Academy Ice Rink, and maintains a higher density of parks per square mile than any other municipality in the state, with roughly 40% of its total area reserved for green spaces and conservation. Those who love the outdoors can take advantage of the ten-mile Oldsmar Trail, which winds through eight of the city's ten parks, providing endless chances for recreation and immersion in nature. Don't wait—secure your chance to live out your ideal Florida dream by booking your private viewing of this exceptional property today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Mark Yorke, Llc (727-481-2165)
364 VENTURA DR, OLDSMAR, FL 34677
$599,9003 Days on yellowkey MLS ID: TB8517197
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2237 Built: 2001Monthly Fee: $100 Tax: $9,325 (2025)Community: Bay ArborSingle Family
Taxes:$9,325
Remarks: Tucked behind the gates of Bay Arbor, 364 Ventura Drive stands out from the moment you arrive with turret-style architecture, arched windows, a paver entry, and a 3-car garage that give this home a level of character and curb appeal that feels different from the typical Florida two-story. Inside, soaring cathedral and vaulted ceilings create an open, airy feel with natural light carrying through both levels, while the main living areas offer flexible spaces divided by a fireplace, giving you room for a formal dining area, sitting room, home office, or whatever best fits your lifestyle. The kitchen opens to the main living area, keeping the layout connected and practical for everyday living, entertaining, and everything in between. Upstairs, all three bedrooms are tucked away from the main living spaces, along with a second-floor loft/den that adds even more flexibility for a reading nook, desk space, play area, or quiet retreat. The spacious primary suite includes a walk-in closet and private en-suite bath, and with 2,218 square feet, the home offers a layout that feels intentional, functional, and easy to live in. Out back, the covered patio and deck overlook a peaceful conservation area with mature trees and no rear neighbors, creating a setting that feels private and relaxing. Major systems have also been thoughtfully updated, including a 2024 AC condenser, 2022 air handler, 2025 water heater, and 2016 roof. Located one home away from the community pool and playground, in Flood Zone X, and with convenient access to shopping, dining, Tampa International Airport, and the Gulf beaches, this home offers presence, privacy, and a location that keeps you close to everything Tampa Bay has to offer.
Listing is courtesy of: TREASURED HOME COLLECTION (727-210-3282)
Listing Agent: Angel Bueno (727-437-6583)
627 TIMBER BAY CIR W, OLDSMAR, FL 34677
$329,00015 Days on yellowkey MLS ID: TB8513485
INCREASED by $19,000 (6.1%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1274 Built: 1984 Tax: $645 (2025)Community: Shoreview Ph 2Single Family
Taxes:$645
Remarks: Pond View!!! Charming 3 bed / 2 bath ranch-style home (1,274 sq ft) in a peaceful, family-friendly neighborhood. Built in 1984, this light-filled residence offers a comfortable, single-level floor plan ideal for everyday living and easy entertaining. Enjoy serene pond views from the private backyard — a perfect quiet oasis for morning coffee or safe outdoor play. The home includes a two-car garage, ample parking, and a low-maintenance lot. Well-suited for families, commuters, or anyone seeking a relaxed Tampa Bay suburb lifestyle with quick access to shopping, schools, parks, and major roads. Move-in ready with great bones. With a little vision this property is a great sweet equity opportunity. Schedule a showing today to experience the setting and location in person.*New Roof Being Installed Next Week
Listing is courtesy of: MILLENNIAL REALTY & PROPERTY MGMT. (813-217-5691)
Listing Agent: Christopher Nelson (813-313-6338)
438 LAFAYETTE BLVD, OLDSMAR, FL 34677
$584,90099 Days on yellowkey MLS ID: TB8480797
REDUCED by $15,000 (2.5%) on 06/10/2026
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
Elementary School: Oldsmar Elementary-PN
Remarks: Beautiful Custom-built home is situated on ½ acre fenced-in lot (mol) No HOA, No deed restriction, Plenty of room for your Boat and RV! 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. Interior freshly painted. 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 top of the line Trane 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. 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. Motivated Seller!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Luigi Kalaj (727-388-4200)
604 LIMETREE DR, OLDSMAR, FL 34677
$375,00052 Days on yellowkey MLS ID: O6401483
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1430 Built: 1980 Tax: $3,108 (2025)Community: Harbor Palms Unit ElevenSingle Family
Taxes:$3,108
Remarks: Welcome to this spacious and versatile home situated on a generously sized lot with extra space between neighboring properties, offering privacy and comfort. With NO HOA and NO CDD fees, you’ll enjoy the freedom to bring your boat, RV, and recreational toys. The spacious driveway accommodates plenty of vehicles. Inside, the designed split floor plan features three bedrooms, each with its own private bathroom and large walk-in closets . The home has undergone few recent renovations, while abundant storage can be found throughout. The converted garage has been transformed into a private suite with its own private entrance and a full bathroom with shower, creating an ideal in-law suite, guest quarters, home office, or potential income-producing rental opportunity. The kitchen features granite countertops and brand-new stainless steel appliances. Recent improvements also include impact-resistant windows and an additional bathroom. Step outside to enjoy the fully fenced backyard and screened patio. Elevated above the roadway, the property has remained high and dry through storms with no water damage, offering additional peace of mind. Residents also enjoy quick access to shopping, dining, entertainment, and major roadways. For beach lovers, Honeymoon Island, the Dunedin Causeway, Clearwater Beach, and the beautiful Gulf Coast shoreline are only a short drive away, offering some of the area’s most desirable beaches, boating, and waterfront recreation. Located in A-rated school zones, this home provides access to highly regarded schools.
Listing is courtesy of: JUPITER PROPERTIES, INC (386-547-6161)
Listing Agent: Sulamita Del Valle (813-510-9619)
1924 MONTEGO CT, OLDSMAR, FL 34677
$359,9003 Days on yellowkey MLS ID: TB8517782
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1269 Built: 1980 Tax: $5,005 (2025)Community: Bayside Meadows-Phase ISingle Family
Taxes:$5,005
Remarks: **SUPER STARTER HOME!!** What a fantastic house for the price! From the moment you arrive, you’ll be wowed by the striking curb appeal. The freshly painted exterior is complemented by a newer roof and landscaping, with a 30-year dimensional shingle roof installed in 2024 and a transferable 10-year warranty. Inside, the spacious, open floor plan is just as impressive, starting with a leaded glass front door. This move-in ready home has been updated throughout, featuring a tiled great room with a lighted ceiling fan and a large front window that fills the space with natural light. The eat-in kitchen offers a cozy dinette, updated soft-close cabinetry, stainless steel appliances, recessed lighting, and tile countertops with backsplash. Down the hall are three bedrooms, all with lighted ceiling fans and new carpet. The primary ensuite boasts an updated bathroom with a walk-in shower and new hardware, while the guest bath offers resort-style features. Step through the back sliding glass door to a screened lanai with tile floors—perfect for relaxing or entertaining. The modest fenced backyard has fresh mulch and is easy to maintain. With a new A/C installed in 2022 and a prime location near trendy restaurants, shopping, AMC Woodlands Movies, and just minutes from Tampa, the airport, or the beach, this home truly has it all—don’t miss it! (house has never had any issues with flooding in 20 years owner has owned it)
Listing Agent: Shay Adelman (727-458-3702)
368 TAVERNIER CIR, OLDSMAR, FL 34677
$585,00012 Days on yellowkey MLS ID: A4694760
1 Days Off yellowkey (back on 6/11/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1880 Built: 1997Monthly Fee: $75 Tax: $7,344 (2025)Community: Fountains At Cypress Lakes Ii-B TheSingle Family
Taxes:$7,344
Remarks: Under contract-accepting backup offers. BRAND NEW AIR CONDITIONER! GRADE A SCHOOL DISTRICT! COMPLETELY REMODELLED. WELL APPOINTED. Welcome to this beautifully upgraded 4-bedroom, 2-bathroom pool home with 1,880 sq ft of modern upgrades creating a more open and usable living space in one of Oldsmar’s top-rated school districts! Located in the desirable community of The Fountains II at Cypress Lakes, this move-in-ready residence offers a refreshing private pool, plus separate, dedicated living and family rooms. They are not building them like this any more!! And it is located in a quiet peaceful neighborhood known for its friendly atmosphere, with a low annual HOA, and NO CDD. Inside, you’ll first step into the dedicated living room/formal dining room upgraded to flow openly and seamlessly into the expensively upgraded kitchen. Trust me, you will love all the thoughtful and expensive upgrades made since purchase: all new luxury vinyl plank flooring throughout, both bathrooms fully updated, fresh paint on every wall, stylish new countertops, and a complete set of newer appliances (refrigerator, range, dishwasher, microwave, and disposal all purchased in 2022). Major systems have been upgraded too — enjoy a brand-new air conditioner installed just one month ago, a 4-year-old roof, and a 2-year-old water heater for worry-free living. No expense was spared, I tell you! Now step into the dedicated family room which opens into your own private saltwater pool (5 ft deep, resurfaced in 2022) — the perfect spot to cool off on warm Florida days or entertain family and friends, with the spacious backyard designed for Florida living. The primary bedroom has an expanded, upgraded walk-in closet and bathroom which you will LOVE. The secondary bathroom is also upgraded to modern standards. Set in the vibrant community of Oldsmar, you are very close to some of Tampa Bay's top destinations—Honeymoon Island (10 miles),Clearwater Beach (13 miles), Tampa International Airport (7.7 miles), Downtown Tampa (13 miles) and easy access to St. Petersburg. Restaurants, shopping, parks, activities and interests for all ages are in abundance around you. This home offers the ideal combination of convenience and lifestyle. And did I say it is in one of the most sought-after school districts? Yes, don't miss that one! This beautiful house will not last long. Schedule your showing today.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Millicent Schandorf-Lartey (941-960-3580)
1758 OAK POND CT, OLDSMAR, FL 34677
$585,00030 Days on yellowkey MLS ID: TB8507682
Bed: 6 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2867 Built: 2001Monthly Fee: $13 Tax: $4,224 (2025)Community: Eastlake Oaks Ph 4Single Family
Taxes:$4,224
Remarks: Virtually Staged. ROOM TO ROAM!!! From the moment you arrive at 1758 Oak Pond, the 6 bedroom 3 bath home’s beautifully maintained exterior and impressive curb appeal set the tone for the exceptional living experience within. A spacious two-car garage and elegant front entry welcome you inside, where a dramatic two-story foyer creates an immediate sense of grandeur and sophistication. Natural light pours through the space, highlighting the home’s soaring ceilings and thoughtfully designed layout. To the left of the entry, formal living and dining spaces offer the perfect setting for entertaining guests or hosting intimate gatherings. An architectural archway gracefully connects the dining room to the expansive kitchen, where abundant cabinetry, a built-in pantry, and the possibility of a dedicated breakfast area provide both style and functionality. Overlooking the inviting family room, this open-concept design allows for effortless everyday living and entertaining alike. Sliding glass doors lead to the oversized screened lanai, seamlessly blending indoor and outdoor living. Tucked discreetly beneath the staircase, an additional storage pantry offers exceptional convenience, while a nearby full powder bath and linen closet further enhance the home’s practical elegance. The adjacent first-floor bedroom provides flexibility for guests, multi-generational living, or a private home office. The expansive screened lanai stretches the full length of the residence and overlooks a private backyard retreat, creating the perfect atmosphere for relaxing evenings or weekend gatherings. Upstairs, the primary suite serves as a private sanctuary, featuring generous proportions, abundant natural light, and an en suite bath complete with a dual-sink vanity, tub, walk-in shower, private water closet, and multiple storage options including both a spacious closet and linen closet. The second floor also features a conveniently located laundry room with additional storage, four spacious secondary bedrooms, along with a full guest bath with tub/shower combination. Throughout the home, engineered hardwood flooring enhances the main living areas, complemented by tile flooring in all bathrooms. Recent updates include a newer HVAC system and hot water heater, offering peace of mind for years to come. The separately air-conditioned garage is an added luxury rarely found at this price point. This exceptional residence combines comfort, elegance, and functionality in one remarkable package. Ideally located with convenient access to Tampa, world-renowned Gulf beaches, premier shopping, dining, and entertainment, this home presents an incredible opportunity to enjoy the very best of Florida living. Come experience the lifestyle that awaits at 1758 Oak Pond and begin creating memories that will last a lifetime. No flooding in recent storms - flood $1010 a year and transferrable.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Vanessa Leonard (727-647-2706)
549 LONGWOOD CIR, OLDSMAR, FL 34677
$515,00038 Days on yellowkey MLS ID: A4692285
REDUCED by $10,000 (1.9%) on 06/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1344 Built: 1984Monthly Fee: $30 Tax: $5,336 (2025)Community: Manors Of Forest Lakes TheSingle Family
Taxes:$5,336
Remarks: Welcome to your private retreat in the heart of Oldsmar. Located in the desirable Longwood community, this beautifully maintained home offers the perfect blend of comfort, charm, and Florida living. Surrounded by mature landscaping and peaceful streets, 549 Longwood Circle features spacious living areas, abundant natural light, and an inviting layout ideal for both entertaining and everyday living. Step outside to enjoy a relaxing backyard setting with room to unwind, host gatherings, or create your own outdoor oasis. Conveniently located near top-rated schools, parks, shopping, dining, and the Gulf beaches, this home delivers both privacy and accessibility. Whether you're looking for a full-time residence or a seasonal getaway, this property is an incredible opportunity to own a piece of paradise in one of Tampa Bay’s most sought-after communities.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Susan Kolesnikov (916-272-9177)
586 KINGSMILL CT, OLDSMAR, FL 34677
$615,0009 Days on yellowkey MLS ID: TB8512390
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2452 Built: 1998Monthly Fee: $298 Tax: $10,436 (2025)Community: KingsmillSpa: YesSingle Family
Taxes:$10,436
Remarks: Virtually Staged. Welcome to this inviting single-family home in the sought-after Kingsmill neighborhood of East Lake Woodlands—a premier gated community celebrated for its security, lush Florida landscapes, and vibrant lifestyle. Offering 2,453 square feet of living space, this beautifully updated residence features a grand total of three bedrooms, two full bathrooms, and a modernized half bath. Inside, the interior features soaring cathedral ceilings, fresh flooring, and brand-new carpeting. The main level hosts a formal dining room and an open kitchen that flows effortlessly into a spacious great room, complete with a cozy gas-burning fireplace. The primary suite is conveniently situated on the main floor, boasting a stunning, fully remodeled bathroom. Upstairs, discover the remaining bedrooms—including a flexible third bedroom created by walling in the former loft space, making it ideal for a quiet home office or guest room—alongside another full bath. Outside, the large backyard overlooks a peaceful pond and features an inground pool and spa under a brand-new screen enclosure, complemented by a built-in outdoor kitchen setup. Living here means embracing the East Lake Woodlands lifestyle. Residents can enjoy miles of scenic nature and biking trails, while a variety of optional club memberships unlock access to championship golf courses, a premier tennis and pickleball complex, resort-style swimming pools, and a private clubhouse with fine dining and social events. Located in the heart of Oldsmar, this property is also just minutes from excellent shopping, dining, highly rated schools, and pristine Gulf Coast beaches. Don’t miss the opportunity to make this Kingsmill gem your own. Schedule a private tour today to experience this beautiful pond-front retreat firsthand!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Susanne Jones (727-455-0769)
316 COUNTRY CLUB DR, OLDSMAR, FL 34677
$328,90029 Days on yellowkey MLS ID: TB8508856
REDUCED by $100 (0.0%) on 06/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1960 Tax: $616 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$616
Remarks: Yes! This beautifully renovated mid-century modern block home actually looks this good in person - no AI staging here! Located in the desirable NO HOA community of Oldsmar Country Club Estates. Timeless character with modern upgrades are inside this 3 bedrooms, 2 bathrooms. Under the exposed beams is 1,344 square feet of thoughtfully updated living space. The fully renovated kitchen features elegant quartz countertops, 42” upper cabinets, and stainless steel appliances, creating a stylish and functional space for everyday living and entertaining. Don't let the floor to ceiling windows fool you eco-friendly design allows a low-cost energy bill. Additional highlights and upgrades include: newer vinyl windows, a 2017 roof, 2023 ductless mini-split system, 2023 hot water heater, and updated electrical in 2025 for added peace of mind. Step outside to enjoy the fully fenced backyard, perfect for pets, entertaining, or relaxing in privacy. The attached carport provides convenient covered parking and additional storage flexibility. Ideally situated just yards from the Oldsmar Boat Ramp with direct access to Tampa Bay, this golf cart-friendly community offers the perfect Florida lifestyle. R.E. Olds Park is a 15-acre dog- friendly waterfront park featuring a 400 -foot fishing pier, playgrounds, picnic shelters, an amphitheater, and trails with scenic views of Tampa Bay. Named after automotive pioneer Ransom E. Olds, the park hosts numerous community events and offers amenities like volleyball, tennis & pickleball courts & restrooms. With no HOA restrictions, park the boats, RV’s and work trucks with ease. This property is ideal for a first-time homebuyer, seasonal resident, or as an income-producing short-term rental investment opportunity. Annual Flood quote $2,653.34
Listing is courtesy of: TMWRK BROKERAGE LLC (727-277-9032)
Listing Agent: Faith Walston (813-303-1239)
355 VENTURA DR, OLDSMAR, FL 34677
$625,00023 Days on yellowkey MLS ID: TB8510293
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1938 Built: 2001Monthly Fee: $100 Tax: $5,919 (2025)Community: Bay ArborSingle Family
Taxes:$5,919
Remarks: Virtually Staged. Welcome to this beautifully maintained and completely updated four-bedroom, two-bathroom home located in the gated community of Bay Arbor. Situated on a premium lot with tranquil pond views and no rear neighbors, this exceptional property is directly across the street from the community pool, offering both convenience and scenic surroundings. Thoughtfully renovated from floor to ceiling, this stunning residence blends modern upgrades with comfortable Florida living. Major updates, including a 2020 remodel featuring updated bathrooms, kitchen, Pergo laminate flooring throughout, and upgraded 5 ¼-inch baseboards. Additional enhancements include custom kitchen window seating added in 2020, USB outlets in the kitchen, exterior painting in 2020 with a 10-year warranty, gutters and patio birdcage added in 2020, a 2023 water softener, 2019 water heater, EV outlet, and extensive hurricane protection, including 2025 impact windows, front French door hurricane fabric protection, and a 2011 hurricane impact-rated rear patio French door. The roof was replaced in 2020 and includes a 50-year warranty. Step inside through the inviting foyer entry and immediately notice the high ceilings, abundant natural light, and stylish wood-look flooring flowing throughout the home. The spacious kitchen is designed for both everyday living and entertaining, featuring stainless steel appliances, a beverage fridge, extensive cabinetry for storage, Corian countertops, and a cozy breakfast nook with built-in bench seating. The kitchen opens seamlessly to the dining area and expansive living room highlighted by vaulted ceilings and an open, airy feel. The oversized primary suite offers a relaxing retreat with a large walk-in closet and a beautifully updated private bathroom complete with a dual-sink vanity, soaking tub, glass-enclosed shower, updated fixtures, and private water closet. The additional bedrooms are all generously sized and equipped with ceiling fans for added comfort. Enjoy Florida living year-round from the large screened-in lanai overlooking the fenced backyard and peaceful pond views. Residents of Bay Arbor enjoy access to a community pool and a prime location close to popular dining spots, shopping centers, golf courses, parks, movie theaters, and outdoor recreation. Conveniently situated near Tampa International Airport, Mobbly Bayou Beach Park, Honeymoon Island State Park, Upper Tampa Bay Park Nature Center, AMC Woodlands Square 20, and Tampa Bay Downs, this home offers the perfect blend of privacy, convenience, and lifestyle. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Robert Paolini (727-365-8335)
206 BEDFORD ST, OLDSMAR, FL 34677
$359,700182 Days on yellowkey MLS ID: TB8455925
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1274 Built: 1988 Tax: $3,766 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$3,766
Remarks: Virtually Staged. Short Sale. This beautifully updated, single-level home offers a smart, open layout with 3 bedrooms, 2 full baths, and a 2-car garage, designed for both everyday living and easy entertaining. Completely renovated in 2022, the interior has been thoughtfully updated and modernized. The main living area features high ceilings and an open floor plan that creates a bright, spacious feel. A striking fireplace accent wall anchors the living room and adds both character and warmth. Luxury vinyl plank flooring runs through the common areas, complemented by modern finishes throughout. The kitchen features granite countertops, stainless steel appliances, updated cabinetry, and a stylish backsplash, seamlessly connecting to the dining and living spaces. The split-bedroom floor plan provides privacy, and both bathrooms were updated with sleek tile in the showers and floors, new vanities, mirrors, and contemporary lighting. Additional features include a durable metal roof, a fully fenced backyard, and multiple outdoor living spaces. A screened-in porch offers a comfortable spot to unwind, while the expansive rear deck is ideal for entertaining or enjoying outdoor time year-round. Trustee sale, must sell!!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Tanja Cisliek (727-480-4155)
307 COUNTRY CLUB DR, OLDSMAR, FL 34677
$349,95046 Days on yellowkey MLS ID: TB8502335
REDUCED by $27,950 (7.4%) on 05/25/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1670 Built: 1960 Tax: $3,567 (2025)Community: Oldsmar Country Club Estates Sec 3Single Family
Taxes:$3,567
Remarks: Virtually Staged. HONEY STOP THE CAR! THIS IS THE ONE! LOCATION LOCATION LOCATION! Welcome to this FULLY RENOVATED, PRIME OLDSMAR LOCATION. This RARE OPPORTUNITY is a 3 Bed 2 Bath Home that checks every box for buyers looking for a move-in-ready property and investors searching for a smart opportunity in one of Tampa Bay’s fastest-growing hidden gems. This fully updated residence has been transformed from top to bottom with the modern finishes today’s buyers are chasing. From the moment you walk in, you’ll notice the attention to detail from tile flooring, a beautifully renovated kitchen with stylish cabinetry, upgraded countertops, modern fixtures, refreshed bathrooms, and finishes that make this feel like home. Every inch has been thoughtfully improved so the next owner can simply move in and enjoy. The layout offers the perfect blend of functionality and comfort with spacious living areas, generously sized bedrooms, and plenty of natural light throughout. Step outside and you’ll find ample outdoor space perfect for entertaining, relaxing, or creating your own backyard oasis. But what truly makes this property special is location. Situated in the heart of Oldsmar, you’re minutes from everything to love about the area including Waterfront parks and trails including R.E. Olds Park and Veterans Memorial Park, Close to Toronto Blue Jays spring training games at TD Ballpark, Easy access to shopping, dining, and entertainment throughout Oldsmar, Safety Harbor, and Tampa. Convenient commute to Tampa International Airport, Clearwater beaches, and major employers. Near golf courses, pickleball courts, breweries, and the vibrant charm that continues to make Oldsmar one of Tampa Bay’s most desirable places to live. Whether you’re a first-time homebuyer looking for a turnkey home, someone relocating to Florida, or an investor searching for a high-demand rental opportunity in a rapidly appreciating area, this property delivers. Homes this updated in Oldsmar at this price point don’t last. And opportunities like this? They attract attention fast. Schedule your showing before everyone else does, because this one is built to sell quickly.
Listing Agent: Mark Fazzini (727-485-9981)
634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677
$321,50081 Days on yellowkey MLS ID: TB8489706
0 Days Off yellowkey (back on 4/30/2026)
REDUCED by $3,400 (1.0%) on 04/24/2026
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: Under contract-accepting backup offers. Motivated Seller! 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)
415 COUNTRY CLUB DR, OLDSMAR, FL 34677
$399,0003 Days on yellowkey MLS ID: TB8517638
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1748 Built: 1959 Tax: $3,505 (2024)Community: Oldsmar Country Club Estates Sec 2Single Family
Taxes:$3,505
Tax Year: 2024
Middle School: John Hopkins Middle-PN
Remarks: Beautiful waterfront-view home overlooking the water from the backyard, located in the desirable Oldsmar Country Club Estates community. This fully renovated property features 4 bedrooms and 2 bathrooms and sits on a 0.21-acre lot with no HOA restrictions, offering comfort, functionality, and an excellent location. The home features new flooring throughout, a renovated kitchen with quartz countertops, stainless steel appliances, and ample cabinet space, along with updated bathrooms with modern finishes. The spacious backyard provides access to a canal leading to Tampa Bay, making it ideal for kayaking, paddleboarding, and other outdoor activities. It also offers the perfect setting to relax or entertain family and friends. Conveniently located near parks, recreational areas, public boat launches, Tampa Bay Pickleball, restaurants, shopping, and more. Additionally, Tampa International Airport is approximately 20 minutes away, providing excellent convenience and connectivity.
Listing is courtesy of: FRIENDS REALTY LLC (813-464-1640)
Listing Agent: Madelin Artigas (713-384-5600)
629 BAY LAKE TRL, OLDSMAR, FL 34677
$350,0003 Days on yellowkey MLS ID: TB8517300
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1338 Built: 1984 Tax: $4,224 (2025)Community: Shoreview Ph 2Spa: NoSingle Family
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Oldsmar! Located in a desirable, golf-cart-friendly community with no HOA or CDD fees, this move-in-ready home remained HIGH & DRY during recent storms with no flood damage and includes attached insurance quotes for added peace of mind. Inside, you'll find fresh interior paint, brand-new luxury vinyl plank flooring (2026), updated lighting and ceiling fans, new blinds, and an inviting open layout perfect for everyday living and entertaining. The kitchen features all new appliances, including a new refrigerator, range, dishwasher, and microwave (2026). The spacious living area opens through new French doors to the outdoor living space. Step outside to your private backyard oasis with a screened lanai, new vinyl fence and gate (2024). Major updates include a 2019 roof, 2023 water heater, WiFi-enabled garage door opener, and tons more interior improvements throughout the home. Conveniently located near waterfront parks, pickleball courts, boat launches, shopping, dining, Safety Harbor, Tampa International Airport, and some of Florida's best beaches, this home offers the perfect blend of location, updates, and Florida lifestyle. Don't miss your chance to own this piece of paradise - schedule your showing today!
Listing is courtesy of: RE/MAX COLLECTIVE (813-438-7841)
Listing Agent: Heather Stotts Llc (951-505-6515)
347 COUNTRY CLUB DR, OLDSMAR, FL 34677
$429,000122 Days on yellowkey MLS ID: TB8475491
REDUCED by $20,000 (4.5%) on 04/05/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1967 Tax: $1,515 (2024)Community: Oldsmar Country Club Estates Sec 1 RepSingle Family
Taxes:$1,515
Remarks: "Move-In Ready"... Freshly Painted and Beautifully completely Refurbished Single Family Pool Home, (3) Bedrooms, (2) Baths with plenty of storage space, vehicles, boat and golf cart(s) parking. Luxury vinyl flooring throughout this split plan homes interior, picturesque French Door views to the pool and lanai deck, all new kitchen appliances and home systems installed. An expansive corner lot property with plenty of green space, fenced yard and mature landscaping. Enjoy your Florida Lifestyle with family and social gatherings within the updated interior decor or outside in the screened pool and lanai deck area. We'll look forward to your visit.
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Frank Fundora (813-361-2505)
1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677
$370,00085 Days on yellowkey MLS ID: TB8488580
REDUCED by $10,000 (2.6%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1248 Built: 1973 Tax: $1,036 (2025)Community: Harbor Palms-Unit TwoSingle Family
Taxes:$1,036
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of Oldsmar! Offering 1,248 sq ft of well-designed living space, this move-in-ready property features a functional layout, abundant natural light, and modern updates throughout. Enjoy spacious living and dining areas that flow seamlessly, perfect for both everyday living and entertaining. The kitchen offers ample cabinetry and workspace, while the bedrooms are generously sized for comfort and flexibility. Conveniently located near parks, shopping, dining, and major roadways, this home provides easy access to Tampa, Clearwater, and surrounding areas. Don’t miss this opportunity to own a well-maintained home in a desirable location!
Listing Agent: Julio Vasquez (727-404-8889)
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