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$395,000
3 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 1 Rep SubDv. ⋅ 34677 Zip Code
Home Renovated to Perfection!** Welcome to your new home - a stunning, newly renovated home offering comfort and style. Located in a quiet and cozy area, this property is perfect for families looking for space and modernity. - **3 spacious rooms**: Ideal for the comfort of the whole family. - **2 completely renovated bathrooms**: With modern and elegant finishes. - **Large kitchen**: With new appliances and an ideal design to inspire any chef. - **Bright living room**: Perfect space to relax and enjoy pleasant meetings. - **Back garden**: An outdoor area to enjoy and customize to your liking. - **exclusive restaurants**, perfect for enjoying unforgettable dinners. - **Close to stores** and local services, making your daily purchases easier. - Excellent access to transportation and other urban amenities. This house perfectly combines modern design and functionality. Don't miss the opportunity to live in a home that has it all.

345 Country Club Drive, Oldsmar
$354,900
3 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Five SubDv. ⋅ 34677 Zip Code
Tucked away on a quiet dead-end street in the heart of Oldsmar, this fully renovated ranch home is the total package — move-in ready with the peace of mind of major updates already done. A fenced backyard, mature landscaping, and undeniable curb appeal welcome you home from the moment you arrive. Step inside to a spacious, light-filled living and dining area finished with new waterproof vinyl flooring — a perfect blend of durability and style. The layout flows effortlessly into a true chef's dream: a newly renovated eat-in kitchen featuring an abundance of granite countertops, newer appliances, and plenty of room to cook, gather, and entertain. The primary suite offers a private en-suite bathroom and generous space to unwind, while newer windows, doors, and baseboards run throughout the home for a fresh, cohesive feel. Contemporary lighting fixtures and recessed LED lighting add a modern touch in every room. Major systems are already handled, with a newer roof and HVAC 2023 — giving you real peace of mind for years to come. Outside, the expansive back porch and huge backyard set the stage for effortless Florida entertaining, from quiet mornings to weekend get-togethers. The entire home has been freshly painted inside and out, adding to its polished, turnkey appeal. Location seals the deal: this home sits in the heart of Oldsmar, offering a commuter's dream with easy access to Pinellas, Tampa, and North County. You're just 20 minutes from area airports and shopping, and less than 10 minutes to schools. Homes like this don't last — schedule your showing today, because you may just find yourself calling it home before you leave.

1806 Ironwood Court W, Oldsmar
$349,900
4 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Five SubDv. ⋅ 34677 Zip Code
Tucked into the sought-after Harbor Palms community, this beautifully maintained four-bedroom, two-bathroom home strikes the perfect balance of comfort, character, and Florida charm — and it's ready to welcome its next owner. Step inside to a bright, open living room where oversized windows flood the space with natural light. The kitchen is both stylish and functional, featuring warm butcher block countertops, sleek black appliances, and abundant cabinet and storage space for the home chef. Just off the kitchen, a spacious family room offers room for everyone to gather — and French doors lead you out to an enclosed porch, an idyllic retreat for morning coffee or unwinding as the sun sets. Retreat to the owner's suite, complete with a generous walk-in closet and a spa-inspired en-suite bath featuring a backlit LED mirror, elegant countertops, and a beautifully finished shower. Three additional bedrooms provide flexible space for family, guests, or a home office — whatever your lifestyle calls for. Location is everything, and this one delivers. You're just steps from Harbor Palms Nature Park, home to a 2.5-mile walking trail winding through natural Florida landscape. Next door, Sheffield Park rounds out the active lifestyle with baseball and softball fields, basketball courts, a disc golf course, a dog park, playground, tennis courts, shelters, and even more walking trails. Packed into 1,604 square feet of thoughtfully laid-out living space, this is more than a house — it's an invitation to live the Florida lifestyle you've been dreaming of.

711 Lemonwood Drive, Oldsmar
$329,000
2 Beds ⋅ 2 Baths ⋅ Harbor Palms-Unit Two SubDv. ⋅ 34677 Zip Code
MOVE-IN READY POOL HOME | NO HOA | 2 BEDROOMS | 2 BATHROOMS | NEW ROOF 2025 Welcome to your new home, a move-in ready 2-bedroom, 2-bathroom block home in Harbor Palms featuring a screened-in pool, fully fenced backyard, 1-car garage, and no HOA. Located on a quiet residential street in Oldsmar, this home offers comfortable Florida living with easy access to Tampa, Palm Harbor, Dunedin, and the Gulf beaches. The interior features a functional layout with tile flooring throughout the living room, dining area, and bedrooms for easy maintenance. The kitchen includes granite countertops, tile backsplash, and stainless steel appliances. Ceiling fans are located throughout the home. The primary bedroom offers a walk-in closet and private en-suite bathroom with a walk-in shower. The second bedroom includes a built-in closet, providing convenient storage. Outside, sliding glass doors open to an enclosed Florida room, overlooking the private pool and screened in paver deck. The fully fenced vinyl backyard offers plenty of space for entertaining, outdoor recreation, pets, or gardening. Conveniently located near shopping, restaurants, parks, schools, major roadways, and the Gulf beaches. Easy access to Alt-19 provides convenient connections throughout the area, while the nearby Jolly Trolley offers access toward Dunedin and Tarpon Springs. With a private pool, screened lanai, fenced yard, block construction, garage, updated roof (2025), no HOA, and convenient location, this home offers a combination of features that is increasingly difficult to find.

1806 Driftwood Circle S, Oldsmar
$559,000
5 Beds ⋅ 3 Baths ⋅ Oldsmar Rev Map SubDv. ⋅ 34677 Zip Code
Charming older block home. 5 bedroom 3 bath ranch style home in Historic Part of Oldsmar. 300 yds from Tampa Bay and 2 blocks from an "A" rated Elementary School. Home has several upgrades but needs a little TLC. Home sits on 2 lots, and the vacant Lot 13 is available for separate purchase at $349k. You can purchase the house on Lot 12 only for $449k and a leaseback of Lot 13.

604 Chestnut Street, Oldsmar
$329,000
2 Beds ⋅ 2 Baths ⋅ Harbor Palms - Unit Six SubDv. ⋅ 34677 Zip Code
Virtually Staged. Beautifully updated and move-in ready, this 2-bedroom, 2-bath Oldsmar home offers the perfect combination of modern updates, outdoor living, and everyday convenience with NO HOA and NO CDD! Step inside to a bright, inviting floor plan featuring tile flooring throughout and an open living and dining area that creates an easy flow for both everyday living and entertaining. The updated kitchen is a true highlight, featuring quartz countertops, stylish backsplash, updated cabinetry, and new stainless steel appliances(2025). The spacious primary bedroom offers a comfortable retreat, while the second bedroom provides flexibility for guests, a home office, or additional living space. Both bathrooms complement the home's clean, updated feel. Open the sliding doors and step into your screened in lanai, an ideal spot for morning coffee, outdoor dining, or relaxing at the end of the day. Beyond the lanai, the fully fenced backyard provides privacy and plenty of space to enjoy the outdoors, entertain, garden, or let the pets play. The home sits on approximately 0.14 acres in a quiet, established neighborhood. The updates don't stop at the kitchen! Major improvements include: A/C (2025), flooring (2025), appliances (2025), French drain (2025), gutters (2025), water heater (2023), windows (2021), and roof (2020), giving the next owner peace of mind and allowing you to enjoy the home rather than worry about major projects. NO HOA - NO CDD - Numerous major updates - Fenced yard - Screened lanai and easy access to Tampa, St. Petersburg, Tampa International Airport, and some of the area's most popular Gulf Coast beaches. This is the kind of home that checks the boxes buyers are looking for: updated, comfortable, and ready to enjoy. Come see it for yourself!

1707 Hibiscus Circle N, Oldsmar
$395,000
2 Beds ⋅ 3 Baths ⋅ Bayside Terrace SubDv. ⋅ 34677 Zip Code
Virtually Staged. WELCOME TO WATERFRONT LIVING IN BAYSIDE TERRACE! Built in 2019, this spacious 2-bedroom, 2.5-bath townhome with an oversized loft offers 1,888 SF of beautifully designed living space in a gated community along Tampa Bay. The open-concept main level is designed for everyday living and entertaining, featuring real wood cabinetry, quartz countertops, included appliances and a large walk-in pantry. Storage is abundant throughout the home, with generous closets and thoughtfully designed storage space rarely found in townhome living. The dining and living areas flow effortlessly to a private screened porch, perfect for enjoying Florida living year-round. A ONE-YEAR-OLD A/C adds comfort and peace of mind! Upstairs, both oversized bedrooms feature private en-suite baths and excellent closet space, while the exceptionally spacious loft offers even more flexibility for a home office, media room, gym, playroom or second living area. The lifestyle continues outside your front door! Bayside Terrace offers resort-style amenities directly on Tampa Bay. Relax by the waterfront pool and enjoy spectacular west-facing sunsets from the cabanas, fish from the private community dock, or launch your kayak or paddleboard directly onto the bay. The community is gated with 24-hour virtual guard service, and pets are welcome! HOA fees include water, sewer, trash, basic cable, community amenities, maintenance, escrow reserves and 24-hour guard service. Leasing is permitted after two years of ownership. Centrally located in Oldsmar, with convenient access to Tampa, Clearwater, Westchase, Palm Harbor and Safety Harbor, plus nearby shopping, dining, parks, golf, recreation, Tampa International Airport and the Gulf beaches. Spacious. Storage-packed. Gated. Waterfront. Resort-style living. Come experience everything 2404 Arch Ave has to offer!

2404 Arch Ave, Oldsmar
$395,000
3 Beds ⋅ 3 Baths ⋅ Sun Ketch Twnhms At Cypress Lakes SubDv. ⋅ 34677 Zip Code
WOW!!! Done home, move in ready in a great location!!! Welcome home to this beautifully updated pond front three-bedroom, 2½-bath townhome with a one-car garage in the desirable Sun Ketch community of Oldsmar! Best of all, the low $265/month HOA fee covers exterior maintenance, grounds care, the roof, and offering truly low-maintenance living. Residents also enjoy a community pool just steps from the home, making it easy to relax and enjoy the Florida lifestyle. Step inside to a welcoming foyer with a convenient half bath for guests. Continue into the bright, open-concept main living area, which boasts Travertine tile flooring, and where the beautifully updated kitchen features white cabinetry, quartz countertops, a breakfast bar, ample storage, and a fantastic corner pantry with built-in shelving. The kitchen flows seamlessly into the living and dining room, creating an ideal space for everyday living and entertaining. Pocket sliding doors lead to the screened-in lanai and brick-paver patio, where you can enjoy peaceful pond views and a private, fenced outdoor space. Upstairs, the spacious primary suite is positioned at the front of the home and features vaulted ceilings, an oversized wall closet, and a private en-suite bath with a step-in shower. Down the hall, the beautifully updated guest bath offers a tub/shower combination, while a linen closet provides additional storage. The two secondary bedrooms are located at the rear of the home, with one featuring a sizable walk-in closet and the other offering a generous wall closet. The entire second floor is light and bright with high-volume ceilings and attractive wood-look luxury vinyl plank flooring. Thoughtful storage continues throughout the home, including great under-stair storage, a laundry room with cabinetry, and direct access to the one-car garage. Recent updates in 2023 include quartz kitchen countertops, luxury vinyl plank flooring upstairs, carpeting on the staircase, reglazing of the guest bathtub, four new PGT hurricane rated windows (two double hung in the primary and sliding windows in the rear bedrooms), and a vinyl-coated chain-link fence enclosing the rear patio area overlooking the water. With these improvements already completed, there is truly nothing left to do but move in and start enjoying your new home. Located in a convenient Oldsmar location near Tampa Road, approximately 20 minutes to Tampa International Airport (TPA), St. Pete-Clearwater International Airport (PIE) and popular Honeymoon Island, you’ll also have easy access to restaurants, shopping, and so much more. Add in the community pool, peaceful pond setting, garage, and low-maintenance HOA lifestyle, and this wonderful townhome offers the perfect blend of comfort, convenience, and Florida living. Come see it for yourself!

216 Hemingway Drive, Oldsmar
$310,000
3 Beds ⋅ 1 Baths ⋅ Shoreview Ph 2 SubDv. ⋅ 34677 Zip Code
HIGH AND DRY! NEVER FLOODED. CHARMING 3 bed, 1 bath impeccable home in downtown Oldsmar area. NEW interior doors, NEW stove, NEW baseboards, NEW bathroom vanity, lighting, mirror,, NEW remote control ceiling fans with lights, NEW carriage lights (front and back) NEW GFCI outlets, NEW paint interior, exterior, NEW paint garage, patio, NEWER windows and slider with integral blinds (2023, 2026), HWH 2025, DISHWASHER 2023, MICROWAVE 2022, ROOF 2022. Use your imagination with the oversized patio for a total outside living experience; large fenced yard. This home is located a short distance from Mobbly Bayou waterfront park, RE Olds park with fishing pier, event and picnic areas, playgrounds, volleyball, and Bicentennial Park with tennis and pickleboard courts, shaded walking paths, and home to Adventure Zip Line Tours. Shopping, restaurants, theater, athletic facilities, museum, school and library all only minutes away. WORLD CLASS BEACHES and TAMPA INTERNATIONAL AIRPORT are both nearby. Zoned for Oldsmar Elementary School (A rated) and NOW a K through 8 school. This home is HIGH AND DRY! Motivated Seller!

650 Timber Bay Circle W, Oldsmar
$365,000
3 Beds ⋅ 2 Baths ⋅ Sheffield Village Ph Ii At Bayside Meadows SubDv. ⋅ 34677 Zip Code
--SERIOUS SELLER-WILLING TO NEGOTIATE-- Check out this BEAUTIFUL 3-bedroom, 2-bath BLOCK home WITH GARAGE. located on a quiet cul-de-sac in the heart of Oldsmar. BEAUTIFUL HIGH GLOSS TILE FLOORING THROUGHOUT Featuring spacious living areas with vaulted ceilings, a primary bedroom with an ensuite, and a split bedroom layout for added privacy and a rear screened porch perfect for relaxing or entertaining. The home has been thoughtfully upgraded with a new electrical panel (2018), roof (2020), air conditioning system (2021), gutters (2022), garage door (2022), water heater (2022), and water softener tank (2024) Exterior Water Line (2025). along with fresh exterior paint. Situated just steps from Sheffield Park, residents enjoy access to hiking and running trails, tennis and basketball courts, a playground, and a covered pavilion for events. Conveniently close to shopping centers, restaurants, downtown Tampa, the international airport, Clearwater beaches, and St. Pete, this neighborhood offers a peaceful environment with NO HOA fees. This turnkey home combines modern comfort with an unbeatable location—great curb appeal, stop by and take a look you wont be disappointed! MOTIVATED SELLER! SUBMIT YOUR OFFER TODAY!

1909 Castle Bay Court, Oldsmar
$445,000
3 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 3 SubDv. ⋅ 34677 Zip Code
Florida living at it's best. This fully renovated beautiful solid block home is located in the very desirable Oldsmar Country Club Estates neighborhood and is across the street from the bay and just down the street from three waterfront parks, Veterans Memorial Park, R.E. Olds Park and from Mobbly Bayou Beach Park. This charming house boasts a split bedroom open floor plan. It has a giant sun room/all day room connected to the back of the house with plenty of windows surrounding it. The owner just had the main front door and the rear door replaced with new high impact doors. The owner is selling personal items to get ready for the sale of the home and they show as clutter in the pictures, so I might be posting new pictures soon. These pictures don't do this wonderful home justice. Wait till you see this huge kitchen with it's quartz countertops, stainless steel appliances and very spacious wood cabinets. There are fruit trees in the back yard which include mango trees and sweet sop trees. The garage is air conditioned and heated. This home is conveniently located only 15-20 minutes from Tampa International Airport and only minutes to downtown Tampa and to some of the best beaches in the US, great restaurants, shopping, theaters and hotels. There are also tennis courts, a zip line, hiking trails, kayaking and paddle boarding, the neighborhood boat ramp, an organic garden, the public library and lots of shops all walking distance from the house.

331 Shore Drive E, Oldsmar
$399,000
3 Beds ⋅ 2 Baths ⋅ Heatherwood Unit One Condo SubDv. ⋅ 34677 Zip Code
Beautifully updated condo in East Lake Woodlands with 3 bedrooms, 2 full baths, 1 car garage and an added BONUS space/office! Right as you enter, notice the entire entryway is newly UPDATED with a custom door, paint, sconce lighting and Stanton carpet up the stairwell. Prepared to be wowed in the living room by the elegant, NEW custom built entertainment center with an electric fireplace. Set your color of choice and it can heat up the room for chilly nights. With the natural light from the 3 skylights, luxury vinyl plank flooring, vaulted ceilings, 2 huge fans on remotes.. this is quite the spot for entertaining. Kitchen features newer leathered granite countertops, wood cabinetry with soft close doors, stainless steel appliances, breakfast bar and new custom drapes. Step outside to the fully screened lanai with adjustable sunshades. Cool off with a new variable speed fan while enjoying all the wildlife East Lake Woodlands as to offer. The owner's suite also has a sliding door to the lanai, 2 closets with ample space, double bathroom vanities, countertops, garden tub and floor-to-ceiling tiled, glass-enclosed shower. Two other bedrooms with large windows share an updated bathroom. Enjoy an upstairs inside laundry with storage space and a bonus room with a convenient wet bar area. This space can be a TV room, office, playroom, sitting room for morning coffee..the ideas are endless. Additional updates include NEW water heater, new epoxy garage floor, remote blinds, water softener and light fixtures. HOA fee includes internet, cable, water, sewer, trash, community pool, exterior maintenance, grounds and insurance. Furniture is also available for purchase. East Lake Woodlands is central to Florida's most famous beaches, shopping, Tampa airport, A-rated schools and numerous dining options. There also is an option to join the Ardea Country Club and have access to 2 championship golf courses, tennis courts, fitness center, clubhouse, dining, swimming pools and social events. Don't miss this opportunity!

208 Clays Trail Unit 208, Oldsmar
$429,500
3 Beds ⋅ 3 Baths ⋅ Bayside Terrace SubDv. ⋅ 34677 Zip Code
Imagine coming home to breathtaking waterfront surroundings, resort-style amenities, and maintenance-free living in one of Tampa Bay's most desirable gated communities. Welcome to Bayside Terrace, where this beautifully upgraded 3-bedroom, 2.5-bath townhome with a 1-car garage offers the perfect blend of luxury, convenience, and coastal lifestyle. Ideally situated just steps from the community pool and clubhouse, this move-in-ready residence features one of the community's most desirable locations with peaceful courtyard views and easy access to all the amenities. Designed for today's lifestyle, the open-concept floor plan showcases soaring ceilings, abundant natural light, and elegant wood-look tile flooring throughout the main living areas. The chef-inspired kitchen is the centerpiece of the home, featuring stunning quartz countertops, custom all-wood cabinetry with pull-out shelving, a large quartz preparation island, designer lighting, a walk-in pantry, stylish backsplash, and premium stainless steel appliances including a double oven range and French door refrigerator. Whether entertaining guests or enjoying quiet evenings at home, this space was designed to impress. The spacious great room flows seamlessly onto the covered and screened lanai, creating an inviting indoor-outdoor living experience overlooking a tranquil courtyard. It's the perfect setting for morning coffee, evening cocktails, or simply relaxing after a day on the water. Upstairs, a versatile loft provides flexible living space that easily serves as a home office, media room, fitness area, or second family room. The luxurious owner's suite offers a true retreat with an oversized walk-in closet, dual vanities, linen storage, and a beautifully Upstairs, a versatile loft provides flexible living space that easily serves as a home office, media room, fitness area, or second family room. The luxurious owner's suite offers a true retreat with an oversized walk-in closet, dual vanities, linen storage, and a beautifully appointed frameless glass shower. Two additional bedrooms each feature walk-in closets, ceiling fans, and upgraded carpeting with premium padding for exceptional comfort. Living in Bayside Terrace means enjoying a true Florida waterfront lifestyle. Residents have exclusive access to a resort-style swimming pool, fitness center, clubhouse, fishing pier, kayak launch, and direct access to the beauty of Tampa Bay. Whether you enjoy kayaking, fishing, walking along the waterfront, or simply watching spectacular sunsets, every day feels like a vacation. Included with all of these amenities, the HOA offers exterior property insurance, high speed internet, cable tv, maintenance of exterior and pool, 24 virtual guard gate, common area taxes plus water, sewer and trash. Perfectly positioned between Hillsborough and Pinellas Counties, this exceptional location offers convenient access to Tampa International Airport, St. Pete-Clearwater International Airport, downtown Tampa, award-winning Gulf beaches, waterfront dining, shopping, and major employers. Whether you're searching for a waterfront townhome, a gated community with resort amenities, a low-maintenance primary residence, a second home, or a Florida retreat close to Tampa and the Gulf Coast. Schedule your private showing today and discover why Bayside Terrace continues to be one of Tampa Bay's most sought-after communities. COMMUNITY HAS NEVER FLOODED

2410 Arch Avenue, Oldsmar
$437,500
3 Beds ⋅ 3 Baths ⋅ Bayside Terrace SubDv. ⋅ 34677 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome (NEVER FLOODED) in one of Oldsmars most desirable waterfront gated communities. This move-in-ready home offers comfort, convenience and low-maintenance resort style living. The open-concept layout is designed for both everyday comfort and effortless entertaining, featuring a spacious living and dining area filled with natural light. Inside features new carpeting in all bedrooms, new ceiling fans throughout, in wall pest system and a recently serviced HVAC system. The open layout is perfect for everyday living and entertaining. Enjoy the screened-in lanai, ideal for relaxing, gardening, or morning coffee. The pet-friendly community offers sidewalks and green space for outdoor enjoyment. HOA covers water, trash, cable, high-speed internet, exterior maintenance, and 24-hour virtual guard service, providing exceptional value and ease of living. Community amenities include a fitness center and resort-style pool overlooking the Bay. Conveniently located near shopping, dining, parks, Gulf beaches, top-rated schools and both Tampa International and PIE airports. Assumable Mortgage Available! *If qualified* Whether you're searching for a primary residence, or luxury vacation home, this exceptional resort style townhouse community delivers a low-maintenance lifestyle, comfort, and location in one impressive package.

1309 Sunset Wind Loop, Oldsmar
$375,000
3 Beds ⋅ 3 Baths ⋅ Bayside Terrace - Pt Rep SubDv. ⋅ 34677 Zip Code
NEW PRICE — Exceptional value in one of Oldsmar’s most desirable gated communities! Now offered at $375,000, this beautifully maintained 3-bedroom, 2.5-bath townhome in Bayside Terrace delivers modern, low-maintenance living just minutes from the waterfront charm of Safety Harbor. Built in 2019, the home features a bright, open-concept layout designed for both everyday living and entertaining. The spacious kitchen offers generous counter space and an oversized island that flows seamlessly into the dining and living areas. Upstairs, the primary suite features upgraded custom closets, while an additional bedroom includes a custom Murphy bed—perfect for creating a flexible guest room or home office. Thoughtful upgrades include luxury vinyl flooring, a whole-home water filtration and anti-scale system, and a 1-car garage with EV charger. Step outside to a peaceful patio setting, or enjoy the community’s resort-style pool overlooking Safety Harbor. With guest parking nearby and convenient access to Tampa, Clearwater, St. Petersburg, shopping, dining and recreation, this home offers an ideal combination of location, lifestyle and value at $375,000. Schedule your private showing today!

2013 Sunset Wind Loop, Oldsmar
$214,900
1 Beds ⋅ 1 Baths ⋅ Bayside Meadows Ph Ii SubDv. ⋅ 34677 Zip Code
Welcome to this spacious 1,028 sq ft villa in the desirable Bayside Meadows community of Oldsmar. This beautifully updated home offers the comfort and privacy of villa living with a one-car garage, fenced backyard, and screened lanai—perfect for enjoying Florida’s year-round outdoor lifestyle. The thoughtfully designed interior features a kitchen overlooking the living area, a cozy wood-burning fireplace, convenient wet bar, updated bathroom, newer washer and dryer, and beautiful hardwood and luxury vinyl flooring throughout. The spacious layout provides plenty of room for relaxing, entertaining, or creating your own comfortable retreat. Enjoy the convenience of a low-maintenance community with a pool and HOA fees that include lawn care. The private fenced backyard and screened lanai create a peaceful outdoor space for morning coffee, entertaining guests, or simply enjoying the Florida weather. Pets are welcome, and long-term rentals are permitted, providing added flexibility for future owners. Conveniently located near parks, shopping, dining, and recreation, including nearby Sheffield Park, with easy access to Tampa, Clearwater, and the surrounding Tampa Bay area. This villa is a great fit for first-time buyers, downsizers, seasonal residents, investors, or anyone seeking an easy-care Florida lifestyle in a convenient Oldsmar location.

2034 Montego Court, Oldsmar
$355,000
3 Beds ⋅ 2 Baths ⋅ Bayside Meadows Ph Ii SubDv. ⋅ 34677 Zip Code
One or more photo(s) has been virtually staged. Motivated seller!!! Tucked away on a cul-de-sac, this beautifully maintained single-family home offers comfort, space, and thoughtful upgrades perfect for modern family living. Featuring 3 spacious bedrooms and 2 full bathrooms which one has a jacuzzi, the home boasts an open-concept living and dining area filled with natural light—ideal for both relaxing and entertaining. In addition there are 4 hurricane impact windows; 3 energy efficient which come with covers. New roof just placed in June 2026. Warranty 50 years. HVAC/Water Heater 2024. The primary suite is a true retreat, complete with a walk-in closet and a uniquely designed master bathroom featuring a luxurious Jacuzzi tub, separate shower, and elegant double glass sinks. An additional room provides the perfect space for a home office, study, or flex use. Throughout the home, you’ll find a stylish combination of porcelain tile flooring in the main living areas and durable laminate flooring in the bedrooms, offering both beauty and easy maintenance. There is a swim spa in the backyard; a screen porch for relaxation; a shed and some gardening to work on. Also, house has an attached storage that could be turn into office. Also, in the garage there is an 38amp RV plug.

2009 Peppertree Court, Oldsmar
$340,000
3 Beds ⋅ 3 Baths ⋅ Hayes Park Village SubDv. ⋅ 34677 Zip Code
NEW PRICE! Location, location, location is the key to finding the perfect home - and this one delivers on every level. If you have been searching for a place that blends character, convenience, and community, look no further. This charming 3-bedroom home with an attached garage, sits in the picturesque neighborhood of Hayes Park Village, a community that feels like a slice of the French Quarter right here in Florida. Nestled in the heart of the City of Oldsmar, this home offers the best of old-world-charm with modern comfort. Oldsmar is a great City known for having more parks per sq. mile than any other city in the state along with excellent schools and an abundance of activities for all ages. Also, the home of Tampa Bay Downs and Tampa Bay Skating Academy. It is a place where community pride runs deep and quality of life comes naturally. The homes inviting wrap-around porch sets the tone from the moment you arrive. Enjoy your morning coffee as you look out to the neighborhood courtyard complete with a welcoming fire pit, creating the perfect setting for neighborhood gatherings. Inside the home, gleaming hardwood floors flow through an open concept living space that feels both spacious and cozy. The kitchen is beautifully appointed with granite countertops and 36" cabinets and a center island that anchors the room- ideal for cooking, entertaining or simply enjoying daily life. A convenient first floor powder room adds practicality for guest and family alike. The master suite opens to a second floor balcony that overlooks the lake and Richard B. Rogers Park. The Master bedroom also features a tray ceiling with crown molding and an upgraded bathroom with frameless glass shower enclosure and a walk-in closet. Two additional ample sized bedrooms and a guest bath complete the upstairs. THIS HOME HAS BEEN WELL MAINTAINED; ROOF IS JUST OVER A YEAR OLD AND THE AC IS JULY OF 2025, WATER HEATER REPLACED IN 2024. The PERFECT LOCATION connects TAMPA to PINELLAS COUNTY. Close commute to Tampa International Airport and International Mall. Within minutes of Clearwater and downtown Safety Harbor, Approximately 30 minutes to the Gulf Coast Beaches.Current owner pays $1081 for FLOOD INS. Policy is transferable to new Buyer. NEVER FLOODED.

208 Cutlass Way, Oldsmar
$380,000
3 Beds ⋅ 3 Baths ⋅ Bayside Terrace SubDv. ⋅ 34677 Zip Code
This beautiful townhouse (NEVER FLOODED) is located in the highly desirable waterfront gated community of Bayside Terrace. The home offers three bedrooms and two and a half bathrooms with a modern, open layout designed for comfortable living and entertaining. The 9 foot ceilings enhance the spacious feel and allow natural light to flow throughout the home. There is no immediate rear neighbor, providing added privacy and a more open feel from the lanai. Grilling is allowed in the backyard area, giving you the ability to enjoy outdoor cooking and entertaining. The home has been meticulously kept and shows true pride of ownership. It also includes a private 1 car garage for secure parking and additional storage. Upon entering, you immediately notice the ultra-modern feel and the exceptionally well-maintained condition of the property. The spacious kitchen features an extra-large island that is so generously sized it feels like it has its own zip code, along with an under-mount sink, quartz countertops, stainless steel appliances, and a walk-in pantry. The main living area has tile flooring throughout, creating a clean and seamless look, and opens to a screened-in lanai with brick pavers for easy indoor and outdoor living. Upstairs, the upgraded Berber-carpeted staircase with elegant railing leads to a loft area and all bedrooms. The primary suite is generously sized and includes multiple walk-in closets and a beautifully designed en-suite bathroom. Bedrooms two and three each feature carpeting and their own walk-in closets, offering excellent storage and flexibility. The home also includes hurricane shutters stored in the garage, providing added storm protection and peace of mind. Bayside Terrace offers resort-style amenities including a waterfront infinity heated salt-water pool, a covered pavilion overlooking the water, a cabana, two BBQ grills, a gas fire pit, a fitness center, clubhouse, and a dock with kayak and canoe launch access. The gated entrance and deed restrictions add an extra layer of privacy and security, while the waterfront setting allows residents to enjoy Florida sunsets and an active coastal lifestyle. Please view two videos: Tour 1 & Tour 2.

1505 Sunset Wind Loop, Oldsmar
$345,000
3 Beds ⋅ 3 Baths ⋅ Hayes Park Village SubDv. ⋅ 34677 Zip Code
Welcome to this impeccably maintained 3 bedroom, 2.5 bath residence in the highly sought-after Hayes Park Village in Oldsmar. Offering approximately 1,392 square feet of thoughtfully designed living space, this home showcases a beautifully renovated kitchen with contemporary finishes, ceramic flooring on the first floor, and carpet flooring on the second floor. The split-bedroom floor plan and abundant natural light create a bright, open atmosphere that is both welcoming and functional. Step outside to a covered porch overlooking a breathtaking pond and a serene conservation area behind it —providing exceptional privacy. Combining generous living space, peaceful privacy, and an unbeatable location, this exceptional home is ready to welcome YOU!

103 Cutlass Way, Oldsmar
$385,000
3 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 2 SubDv. ⋅ 34677 Zip Code
Nestled in the highly deisrable City of Oldsmar, this home has been tastefuly renovated. You'll love the updated kitchen with new stainless steel appliances, stone counter top and lovely build in desk. This modern kitchen has beautiful black cabinets, double sink, new range, refrigerator, dishwasher, and microwave. There are new ceiling fans throughout the home and plenty of decorator lighting. The master suite has it's own bath and modern shower. It is a beauty. The secondary bath is very modern with decorator fixtures and lighted mirror, all done very tastefully. This shower has beautiful ceramic tile and modern features. There is spacious great room and separate dining room which is leading to the perfect entertaining back yard. There are 2 decks, brick pavers and it features a jacuzzi tub. You'll love the separate shed for storage and fenced in yard. There is plenty of room for your toys with gated entry to the back yard. No CDD or HOA fees here but there are several parks and a boat ramp in the neighborhood. Move in ready and a must see.

416 Country Club Drive, Oldsmar
$419,000
3 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 1 Rep SubDv. ⋅ 34677 Zip Code
"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.

347 Country Club Drive, Oldsmar
$329,900
3 Beds ⋅ 2 Baths ⋅ Heatherwood Unit One Condo SubDv. ⋅ 34677 Zip Code
Light and bright 3BED/2BA Condominium with attached garage. Vaulted ceilings, potting shelves, sky-lites, and sunburst windows! Elegant living/dining room, posh master bath with shower and separate steeping tub. Split bedroom plan, spacious eat-in kitchen with Oak cabinetry and breakfast bar. Extensive tile flooring, tiled and screened in lanai, tranquil pond views and nature galore! East Lake Woodlands has a private clubhouse, 2 golf courses, tennis, and more!! Conveniently located close to great restaurants, shopping, top rated schools, the popular Gulf Beaches, sports and performing arts venues, popular downtown Dunedin and only 20 minutes to Tampa Airport! John Chesnut Park and the Pinellas Trail are right across the street.

114 Clays Trail Unit 114, Oldsmar