Oldsmar Townhomes for Sale

Oldsmar Townhomes for Sale

Welcome to Oldsmar, a charming city located in Pinellas County, Florida. With its beautiful natural surroundings, vibrant community, and convenient location, Oldsmar offers the perfect blend of small-town charm and modern amenities.

If you are looking to settle down in this lovely city, townhomes for sale in Oldsmar might be the perfect choice for you. These properties offer the ideal mix of comfort, convenience, and style. Whether you are a first-time homebuyer, a growing family, or a retiree looking to downsize, Oldsmar's townhomes provide a range of options to suit your lifestyle and budget.

Living in a townhome in Oldsmar means enjoying low maintenance living while still having your own space to personalize and make your own. With various floor plans and designs available, you can find the perfect townhome that meets your needs and reflects your style.

Oldsmar boasts a thriving real estate market, with townhomes that feature modern amenities, spacious layouts, and beautiful surroundings. From cozy units for young professionals to larger townhomes for families, there is something for everyone in Oldsmar.

Don't miss the opportunity to own a piece of this wonderful city. Explore the townhomes for sale in Oldsmar and find your dream home in this picturesque Florida community.

Newest Oldsmar Townhomes for Sale

2 Beds ⋅ 3 Baths ⋅ TB8534362 MLS ⋅ N/A BLDG.

Welcome to this 2-bedroom, 2.5-bath townhome located in the desirable gated community of Countryside Key in the heart of Oldsmar. This spacious floor plan features two primary suites upstairs, each with its own private bathroom, while the convenient half bath downstairs is perfect for guests. Enjoy an open living and dining area with plenty of natural light and a private screened patio ideal for relaxing or entertaining. The seller is offering a concession toward new flooring and/or appliances, providing a great opportunity to personalize the home to your own style. Residents of Countryside Key enjoy access to a community pool, tennis courts, and beautifully maintained grounds, all just minutes from shopping, dining, parks, top-rated schools, Tampa International Airport, and the beaches.

366 Countryside Key Boulevard, Oldsmar

3 Beds ⋅ 3 Baths ⋅ OM728969 MLS ⋅ 158 BLDG.

Endless sunsets create this picture-perfect location in Seaside Estates. Resting on the banks of Old Tampa Bay, where everyday living feels like a vacation. This townhome has 3 bedrooms, 3 bathrooms, and 1,834 square feet of thoughtfully designed living space. The main living level, high ceilings, skylights, and oversized windows frame breathtaking open-water views and unforgettable sunsets. A spacious bedroom with a full bath is also located on this level, ideal for guests or flexible living. The top floor is home to the owner’s retreat, complete with a private balcony, double walk-in closets, a garden tub, separate shower, and dual vanities. An additional bedroom with a full bath and a conveniently located laundry area complete the upper level. The first level features a tandem 3 car garage offering enough space to store your water toys and vehicles. There is newly installed epoxy flooring, extra storage under the stairs, and a covered patio perfect for a grill. A deeded boat slip with a new 7000lb. electric lift is right outside the unit. Just steps from the pool, spa, and tennis courts, this community invites an active waterfront lifestyle. Launch a kayak into nearby mangroves, stroll the expansive boardwalk while watching dolphins and manatees, or enjoy the heated pool, playground, picnic areas, and harbor views. With minimal pet restrictions and HOA fees that include roof, exterior paint, water, sewer, exterior insurance, trash and amenities, living here is truly effortless. Located in the heart of Oldsmar, you’re just steps from R.E. Olds Park, a 15-acre waterfront park offering sweeping views of Tampa Bay. From seasonal festivals and community events to a 400-foot fishing pier and playground, this vibrant park is truly an extension of your neighborhood. With Pinellas beaches, Tampa International Airport, and downtown Tampa all nearby, you’ll enjoy easy access to everything the Tampa Bay area has to offer.

158 Brent Circle, Oldsmar

3 Beds ⋅ 3 Baths ⋅ TB8529492 MLS ⋅ 2410 BLDG.

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, this exceptional property offers everything today's buyers are looking for. Schedule your private showing today and discover why Bayside Terrace continues to be one of Tampa Bay's most sought-after communities.

2410 Arch Avenue, Oldsmar

3 Beds ⋅ 3 Baths ⋅ TB8526089 MLS ⋅ N/A BLDG.

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

3 Beds ⋅ 3 Baths ⋅ TB8504789 MLS ⋅ Seaside Estates BLDG.

Are you dreaming of your own stylish urban OASIS surrounded by nature yet minutes from everywhere you want to be? Experience effortless coastal living in this exceptional waterfront townhome, perfectly designed for those who appreciate space, light and direct access to the water. Featuring two private boat slips, this residence offers a RARE opportunity to keep your vessels close and enjoy days on the water at a moment's notice. Inside, the home unfolds into an open, light-filled floor plan enhanced by soaring high ceilings and expansive windows that invite natural light throughout the day. The seemless flow between living, dining, and kitchen spaces creates an ideal setting for both RELAXED everyday LIVING and entertaining. Water views provide a constantly changing backdrop, adding a sense of CALM and CONNECTION to the outdoors. The generous layout offers flexibility for hosting family and guests, while the airy ceiling heights add architectural drama and a sense of openness rarely found in townhome living. Whether you're enjoying quiet mornings with coffee by the water or gathering with friends after a day on the boat, this home adapts effortlessly to your lifestyle. Outdoor living is just as compelling, with immediate access to the waterfront and your own boat slips just steps away - perfect for boating, paddleboarding, or sunset cruises. This is a home that blends convenience and luxury, offering the maintenance ease of a townhome with the experience of a private gated waterfront retreat. Ideally suited as a primary residence or a refined second home, this property delivers the best of waterfront living - space, light, and direct access to the water- all in one elegant package.

119 Brent Circle, Oldsmar

3 Beds ⋅ 3 Baths ⋅ TB8514350 MLS ⋅ 202 BLDG.

AS IS – Owner selling due to health concerns! This spacious 3-bedroom, 2.5 bath, townhome in the highly desirable community of Sun Ketch Townhomes of Cypress Lakes needs some cosmetic attention, but the structure and amenities are already there: vaulted ceilings, an inside laundry room, a kitchen pantry, a walk-in bathtub in the primary bathroom, and an enclosed porch, and much more. A new A/C unit was installed in October 2017. The HOA Fee is only $240 monthly. HOA Documents are available for review - contact the listing agent.

202 Hemingway Drive, Oldsmar

3 Beds ⋅ 3 Baths ⋅ TB8513394 MLS ⋅ 120 BLDG.

Come and tour this cozy 3 bedroom, 3 bathroom waterfront townhouse and you will quickly see how easy it is to embrace the lifestyle that makes Florida living so desirable. This 1834 sq ft, 3 level townhouse delivers comfortable maintenance free living in a space where you can be in for years to come. Soak in endless water views as you sip your morning coffee or unwind with a good book, from 2 balconies to choose from. Sky lights brighten up multiple spaces in the home capturing natural night. Enjoy a slice of your own paradise with this sensible buy!” Not only does it give you endless water views, private tennis courts, playground, community pool area, this gated community also Includes your own deeded dock with a new seawall. The garage can fit up to 3 vehicles providing abundant storage.

117 Brent Circle, Oldsmar

3 Beds ⋅ 3 Baths ⋅ TB8507673 MLS

Discover modern comfort and effortless living in this beautifully maintained 3-bedroom, 2.5-bath townhome, ideally located in the sought-after Bayside Terrace community of Oldsmar. Built in 2019, this move-in ready home blends contemporary finishes with thoughtful upgrades designed for today's lifestyle. The bright, open-concept floorplan is anchored by a spacious kitchen featuring oversized countertops, providing the perfect space for entertaining, meal prep, or gathering with family and friends. Upstairs, the generous primary suite is enhanced with custom closet upgrades, while the first guest bedroom features a custom Murphy bed, offering exceptional flexibility as a guest room, home office, or both. Additional upgrades include luxury vinyl flooring, a whole-home water filtration and anti-scale system, and a one-car garage equipped with an EV charger. Tucked into a quiet corner of the community, this home enjoys added privacy, abundant guest parking nearby, and a peaceful rear patio overlooking mature trees and fencing—an ideal setting for morning coffee or unwinding at the end of the day. Residents of Bayside Terrace enjoy a resort-style community pool with beautiful views overlooking Safety Harbor, creating a true Florida lifestyle experience. Conveniently located just minutes from shopping, dining, parks, beaches, Tampa International Airport, and major commuting routes, this home offers the perfect combination of tranquility and accessibility. Don't miss the opportunity to own this thoughtfully upgraded, low-maintenance townhome in one of Oldsmar's most desirable communities.

2013 Sunset Wind Loop, Oldsmar

3 Beds ⋅ 3 Baths ⋅ TB8502559 MLS ⋅ Na BLDG.

Nature lovers! Enjoy the abundant wildlife and tranquil creek/preserve views from the patio and 2nd floor balcony of this fabulous townhome nestled in the heart of East Lake Woodlands, among the premier gated country club communities in northern Pinellas County! The primary suite—created by combining what was originally two bedrooms—feels exceptionally spacious, with plenty of room to unwind, and it can easily be reconfigured if a total of 3 bedrooms are needed. Many terrific features, including a huge great-room floor plan, roof (2025).... all in 2024: new luxury vinyl plank flooring in main areas, new kitchen cabinets/ granite countertops along with all new appliances, kitchen lights, washer/dryer, hot water heater, water softener, A/C (2018), painting exterior will be done July 2026, designated carport with storage, very large screened lanai, and so much more! Fantastic location, close to award winning beaches, airports, Pinellas Trail, golf courses, tennis club, St Pete, Tampa, restaurants, hospitals, and shopping! Don't pass up this special gem of a home in a special community at a great price! ***FYI, Zillow has not updated 2025 property tax of $2149, property is homesteaded and carries through for next homesteaded buyer***

110 Ingrid Place, Oldsmar

4 Beds ⋅ 3 Baths ⋅ TB8496402 MLS ⋅ 138 BLDG.

Welcome to 138 Brent Circle in desirable gated Seaside Estates—an exceptional opportunity to own the largest corner townhome in this sought-after waterfront community in Oldsmar. Perfectly positioned to capture panoramic views of Tampa Bay, this residence offers a rare combination of space, scenery, and coastal lifestyle, complete with a private boat slip for easy access to the water. This spacious 4-bedroom, 3-bath home features a thoughtfully designed layout with abundant natural light and comfortable living areas ideal for both everyday living and entertaining. The inviting living room is anchored by a cozy fireplace, creating a warm focal point while showcasing the stunning water views beyond. A second fireplace in the primary bedroom adds an extra layer of comfort and charm, creating a relaxing private retreat. The kitchen offers ample cabinetry and workspace, seamlessly connecting to the dining and living areas for a functional, open feel. Each bedroom provides flexibility for a variety of living arrangements, while the three full bathrooms add convenience and comfort. An oversized garage delivers generous storage and parking space—an added benefit rarely found in townhome living. As a corner unit, the home enjoys enhanced privacy and additional natural light. Step outside and take in the tranquil waterfront setting, where you can relax, entertain, or set out for a day on Tampa Bay directly from your own boat slip. Conveniently located near parks, shopping, dining, and major roadways, this property offers the perfect blend of peaceful coastal living and everyday accessibility. Don’t miss your chance to own a premier waterfront residence in Seaside Estates—schedule your private showing today.

138 Brent Circle, Oldsmar

3 Beds ⋅ 3 Baths ⋅ TB8483935 MLS ⋅ 108 BLDG.

Welcome to coastal lifestyle living in one of Oldsmar’s most desirable gated waterfront communities called Seaside Estates. This beautifully maintained home offers the perfect blend of comfort, convenience, and outdoor living just minutes from Tampa Bay. Step inside to an open-concept floor plan filled with natural light, high ceilings, and spacious living areas designed for both everyday living and entertaining. Sliding glass doors create a seamless connection between indoor and outdoor spaces, while the private patio provides the perfect setting for relaxing evenings. The home features a spacious primary suite with ensuite bath, additional guest accommodations, and a flexible office or study space ideal for remote work or hobbies. The open kitchen flows naturally into the main living area, creating an inviting atmosphere for gatherings. Additional highlights include walk-in closets, a cozy fireplace, and an oversized tandem garage offering plenty of storage. Recent improvements include a new A/C system 2022 and water heater installed 2025, with roof updates completed in 2017, offering peace of mind for future homeowners. Residents enjoy exceptional community amenities including scenic waterfront boardwalks, fishing pier, kayak and small-boat access, and peaceful water views where dolphins and manatees are frequently seen. Walking trails, parks, playgrounds, and picnic areas create a relaxing park-like setting within the neighborhood. Conveniently located near Tampa International Airport, downtown Tampa, Ybor City, shopping, dining, and Gulf beaches, this home offers the perfect balance of tranquility and accessibility. Experience the best of Florida coastal living in Oldsmar.

108 Brent Circle, Oldsmar

3 Beds ⋅ 3 Baths ⋅ W7883526 MLS ⋅ Na BLDG.

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

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