Location: Oldsmar , 34677
Do Not Show Listings
40 SYLVIA PL, OLDSMAR, FL 34677
$289,00065 Days on yellowkey MLS ID: TB8487410
0 Days Off yellowkey (back on 5/23/2026)
REDUCED by $5,900 (2.0%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1385 Built: 1978Monthly Fee: $450 Tax: $5,439 (2025)Community: East Lake Woodlands Cluster HomesVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,439
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
Remarks: Under contract-accepting backup offers. NEW PRICE!! Welcome to this exceptional 3-bedroom villa located in the fabulous East Lake Woodlands community. This villa is move-in ready and offers a split bedroom floor plan, making it ideal for comfort and convenience. Enjoy a relaxing water view from the rear of the home, perfect for peaceful contemplation. The open floor plan features wood-look tile throughout the living spaces, creating a warm and inviting atmosphere. The island bar with seating is designed for entertaining guests. The updated kitchen is both cozy and functional, equipped with cherry wood cabinets, granite countertops, and high-end Frigidaire Gallery appliances. The master bedroom boasts a large walk-in closet and a sliding door that leads to the screened patio, allowing you to enjoy water views when you wake up. The en-suite master bath has been tastefully updated with a spacious vanity area featuring double sinks, quartz countertops, newer fixtures, mirrors, and a medicine chest. The separate shower and toilet area have also been refreshed for your comfort. Your guest bedrooms are perfectly suited for visitors. Bedroom 2 has a sliding patio door that opens onto the rear screened lanai, while bedroom 3, located at the front, is ideal for use as an office or for any additional needs. The hall guest bath has been thoughtfully updated with a newer vanity featuring a solid surface top, updated fixtures, and a shower/tub combination. This villa offers ample outdoor space, including a front open patio that is perfect for BBQs and a rear screened lanai for relaxing without the annoyance of insects. There is also a large storage area/closet at the end of the lanai for your extra belongings. The home includes a deeded one-car carport with its own storage closet, as well as open parking available in the cul-de-sac for guests. Enjoy peace of mind with recent updates, including a roof installed in 2025, HVAC system from 2021, water heater from 2022, and an updated electrical panel. These improvements should ensure there are no insurance issues based on 4-point inspections. Optional membership is available at the Ardea Country Club, which offers two championship 18-hole golf courses, a large clubhouse, tennis and pickleball courts, two pools with a splash play area, putting greens, a restaurant and snack bar near the pool, and a fitness center. Contact Ardea for additional information. This community is served by top-rated schools and offers convenient access to all surrounding areas. What's not to like here? Make your deal today! some furniture may be available, let us know if interested. All measurements are believed to correct and buyer is encouraged to verify through inspections or other methods. Seller not responsible for any inaccuracies and home sold strictly as is.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Cathy Mccarthy (727-452-9339)
417 DOLPHIN DR S, OLDSMAR, FL 34677
$269,00026 Days on yellowkey MLS ID: TB8504194
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1253 Built: 1985Monthly Fee: $70 Tax: $3,616 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$3,616
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully renovated home in the desirable 55+ Gull-Aire Village where comfort, style, and convenience seamlessly come together. Step inside to discover luxury vinyl flooring throughout, a modern kitchen featuring elegant shaker cabinetry, granite countertops, a convenient pot filler, premium stainless-steel appliances, smooth ceilings, and five-inch baseboards. The custom kitchen island comfortably seats three, perfect for casual dining or entertaining. The primary bathroom has been thoughtfully designed for both style and accessibility, boasting a fully updated, wheelchair-friendly walk-in shower. The guest bathroom is also refreshed, offering a versatile tub/shower combination. The spacious laundry room includes newly installed custom cabinetry and a sink, with the potential to serve as a second kitchen for those who enjoy cooking. Enjoy Florida living year-round in the expansive glass-enclosed, air-conditioned Florida room, complete with durable vinyl plank flooring. Upgrades include a new air conditioning system installed with permit in November 2018, a permitted TPO roof added in August 2012, and a whole-house Generac generator that guarantees uninterrupted power during any weather. Additional storage is available in the handy shed. The vibrant clubhouse is the heart of the community, hosting monthly events and providing amenities such as a pool table, shuffleboard, bocce ball courts, a heated pool, and spa. Residents can take part in regular activities like bingo, card games, and line dancing, fostering an active, social lifestyle. The golf cart-friendly streets make getting around the neighborhood both easy and fun. Enjoy affordable living with HOA fees of just $70 per month in this meticulously maintained community. Pet owners are welcome—one pet of any size is allowed, and a second pet may be permitted with an emotional support letter from a physician. Ownership includes the land, so there is no lot rent. Everyday conveniences are right across the street, with options like AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store. Dining choices abound including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers such as Super Walmart and Publix, along with Countryside Hospital, are about ten minutes away. Outdoor enthusiasts will love being just ten miles from the stunning beaches at Honeymoon Island and Caladesi State Park, plus direct access to a scenic biking and walking trail along the canal. Room measurements are approximate.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Jayne Phoenix (727-433-1411)
110 LAKESIDE CT #110, OLDSMAR, FL 34677
$199,00076 Days on yellowkey MLS ID: TB8484399
REDUCED by $10,900 (5.2%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1981 Tax: $621 (2025)Community: East Lake Woodlands CondoCondo
Taxes:$621
Remarks: Nestled within the highly desirable East Lake Woodlands community of Oldsmar is this beautiful 1094 sq ft 2 bedroom 2 bath 2nd floor condominium. The kitchen has been updated with granite countertops and contemporary white cabinets that have been professionally resurfaced. There is also a laundry closet with a washer and dryer inside that is accessed from the lanai. This unit has closets galore! With plenty of storage space including three closets in the primary bedroom ensuite alone, you'll find there is ample storage for all your needs. As a bonus, the lanai/balcony has access not only from the amazing great room but from the primary bedroom as well. East Lake Woodlands is rich in tree-lined streets and nature trails and is a 24-hour gated community! Enjoy a convenient HEATED salt water pool just steps away from the unit. The modest $465 monthly condo association fee includes just about everything: water, sewer, trash, lawn care, internet and cable, insurance, the heated pool you can see from your window, pest control, the reserve fund and outdoor maintenance including the recently replaced roof. For an additional membership fee you can enjoy the East Lake Woodlands Country Club which offers two 18-hole golf courses, an olympic-sized swimming pool, tennis, a remodeled country club and more. You will also have a reserved covered parking space conveniently located right below the unit! Pets are welcome as are people and children of all ages. Your new home will be conveniently located to shopping, restaurants, excellent medical facilities, theaters, Tampa International Airport, the beautiful Pinellas beaches and all that the Tampa Bay area has to offer. Please note that the furnishings currently in the unit can remain at no extra cost should you want them. This beautiful home will not last long so schedule your showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Barry Rothstein (727-365-4725)
165 MOBBLY BAY DR, OLDSMAR, FL 34677
$1,149,900245 Days on yellowkey MLS ID: TB8430614
REDUCED by $70,000 (5.7%) on 05/04/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3945 Built: 2012Monthly Fee: $183 Tax: $8,887 (2024)Community: Estuary Of Mobbly BaySpa: YesSingle Family
Taxes:$8,887
Elementary School: Oldsmar Elementary-PN
Tax Year: 2024
Remarks: Wow!! Picture perfect model home located in the exclusive gated community of ‘Estuary of Mobbly Bay’. This home boasts 5 large bedrooms, plus a den/office, plus an upstairs bonus room, 4 full baths and a 3-car garage... Nearly 4,000 sq.ft. of grandeur! The moment you walk through the commanding solid wood front door you are greeted to excellence!!! A true “family home” with separate formal living and dining areas. The kitchen and family room are perfectly positioned as an entertainer’s dream! The kitchen includes a cook top, wall oven/microwave, granite counters and a designer tile back splash. The desirable double island layout allows for a substantial breakfast bar in addition to an eat-in area. And this wide-open space overlooks the huge family room accented by magnificent French doors and views of a beautiful outdoor living space! Of course, the splendor extends outside!! There is a large pavered lanai & beautifully designed pool, with a ‘sun shelf’ and raised hot tub!! The remainder of the main living level claims 4 of the 5 bedrooms. All generously sized with large windows revealing a light & bright setting. The primary retreat is fit for royalty and has upgrades galore! Crown molding, ensuite w center set soaking tub and a massive double-entry ‘walk in’ shower! All bathrooms are elegantly designed and completed with striking finishes! A bonus living space and the 5th bedroom with an additional full bath are found upstairs. Absolutely perfect for a nanny or in-law quarters or a fitting design for a large family! Infinite upgrades! Pride of ownership and exquisite taste prevail in this stunning home near to shopping, restaurants, Tampa International Airport and the famed Gulf beaches!! This one has it all! A true must see!!
Listing Agent: Nancy Leslie (727-789-5555)
1758 OAK POND CT, OLDSMAR, FL 34677
$585,00013 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: One or more photo(s) has been virtually staged. 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.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Vanessa Leonard (727-647-2706)
340 CANAL WAY, OLDSMAR, FL 34677
$168,00061 Days on yellowkey MLS ID: TB8491525
REDUCED by $8,000 (4.5%) on 05/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1993Monthly Fee: $50 Tax: $2,288 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$2,288
Remarks: Welcome to easy Florida living in the sought-after 55+ community of Gull-Aire Village in Oldsmar. This well-maintained 2BR/2BA home offers a comfortable, open layout with updated flooring, a spacious living area, and a split-bedroom floor plan that gives both you and your guests privacy. The kitchen and bathrooms are clean and functional with room to make it your own, making this a great opportunity to move right in and update over time to your style. Enjoy the benefits of a covered carport, extra storage, and low-maintenance living in a community where neighbors know each other and there’s always something to do. Gull-Aire Village is a resident-owned 55+ community featuring a clubhouse, heated pool and spa, fitness center, shuffleboard courts, and a full calendar of social activities. Conveniently located near shopping, dining, Gulf beaches, Tampa International Airport, and major highways—everything you need is close by. Land-owned with no lot rent—perfect for a full-time residence or a seasonal Florida escape.
Listing is courtesy of: ACROPOLIS REALTY GROUP LLC (315-396-0493)
Listing Agent: Sal Degaetano (315-396-0493)
1912 CUTTY BAY CT, OLDSMAR, FL 34677
$325,0007 Days on yellowkey MLS ID: TB8509310
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1080 Built: 1984 Tax: $2,313 (2025)Community: Sheffield Village Ph Ii At Bayside MeadowsSingle Family
Taxes:$2,313
Remarks: Must see this beautiful 3 bedroom, 2 bathroom, 1 car garage pool home ideally situated in the highly desirable Sheffield Village at Bayside Meadows in Oldsmar. Location truly speaks for itself with direct access to one of Oldsmar’s premier parks. Sheffield Park offers tennis courts, baseball fields, basketball courts, walking and biking trails, a dog park, disc golf, playground, kayak launch, picnic shelters, and restrooms. Tucked away on a quiet cul-de-sac, this charming home showcases exceptional pride of ownership from the moment you arrive. Inside, the thoughtfully designed floor plan features a spacious family room with soaring cathedral ceilings that flows seamlessly into the updated eat in kitchen complete with wood cabinetry, granite countertops, tiled backsplash, and newer stainless steel appliances. The primary suite features a spacious closet and a beautifully renovated ensuite bathroom, while two additional bedrooms share an updated full bathroom. French doors lead to an oversized patio and private backyard oasis featuring a built in pool, perfect for entertaining and relaxing year round. Additional updates include HVAC 2022, roof estimated 2011, water filtration system, and a fully fenced yard with vinyl fencing, double gate access, and plenty of room for your boat, trailer, or recreational toys. NO HOA. Conveniently located near shopping, dining, Honeymoon Island Beach, Caladessi Island State Park, Clearwater Beach, John Chestnut Sr. Park on Lake Tarpon, and the Pinellas Trail. Don’t miss this incredible opportunity to own a beautiful pool home in one of Oldsmar’s most sought after communities.
Listing Agent: Linda Caruso (727-410-7501)
1815 DRIFTWOOD CIR S, OLDSMAR, FL 34677
$439,00012 Days on yellowkey MLS ID: W7885693
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1855 Built: 1972 Tax: $2,731 (2025)Community: Harbor Palms-Unit TwoSingle Family
Taxes:$2,731
Remarks: This beautifully remodeled three-bedroom, two-bath home is perfectly located in Oldsmar at the top of Tampa Bay. Completely updated from top to bottom, it features a stunning new kitchen with stainless steel appliances, soft-close cabinetry, magnificent quartz countertops, and a cozy breakfast nook. A standout feature is how all three bedrooms are nicely separated for added privacy. The spacious master suite boasts a huge California-style walk-in closet, peaceful backyard views, and a gorgeous bathroom with a walk-in shower. The open-concept living space extends into a roomy bonus area at the back of the house, accented by tandem ceiling fans. From here, French doors lead to a fully fenced backyard, complete with a poured slab ready for a shed. A generous laundry room with a utility sink connects to the two-car garage, featuring a new hurricane-rated door and opener. Oldsmar offers unmatched access to the Pinellas Beaches, all that Tampa has to offer, plus its own great dining, excellent schools and shopping scene. Don’t miss the opportunity to check out this beautiful home!
Listing is courtesy of: SNAP REALTY LLC (727-457-5453)
Listing Agent: Dean Glicos (727-509-9296)
291 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677
$225,000133 Days on yellowkey MLS ID: TB8463435
REDUCED by $15,000 (6.3%) on 05/15/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1110 Built: 1996Monthly Fee: $454 Tax: $2,205 (2025)Community: Countryside KeyTownhouse
Taxes:$2,205
Remarks: Welcome to the highly sought-after gated community of Countryside Key, ideally located in the heart of Oldsmar! This well-maintained home offers wood laminate flooring, a convenient ground-level laundry closet, and a screened-in lanai with an additional storage closet—perfect for relaxed Florida living. The kitchen opens seamlessly to the dining and living areas, creating an inviting open-concept layout ideal for everyday living and entertaining. Upstairs, you’ll find a desirable split floor plan featuring vaulted ceilings and two spacious, carpeted bedroom suites, each with its own private bath. Residents of Countryside Key enjoy a wealth of amenities, including a secure gated entrance, community pool, tennis courts, and a car wash station. Boat and RV parking are also available. Low monthly HOA fees cover cable, internet, phone, water, sewer, trash, exterior building maintenance, and exterior insurance—offering both convenience and peace of mind. Recent updates include new shut-off valves and a 2024 water heater. Ideally situated near airports, dining, shopping, entertainment, sports venues, and Florida’s award-winning Gulf beaches. Don’t miss this opportunity—schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
142 WOODLAKE WYNDE #48, OLDSMAR, FL 34677
$199,50013 Days on yellowkey MLS ID: TB8507526
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 924 Built: 1983Monthly Fee: $606 Tax: $3,165 (2025)Community: East Lake Woodlands Woodlake RunCondo
Taxes:$3,165
Remarks: One or more photo(s) has been virtually staged. Stunning Updated Condo in the Heart of East Lake Woodlands! Experience the ultimate Florida lifestyle in this light, bright, and move-in-ready 2-bedroom, 2-bathroom condo located within the gated community of East Lake Woodlands. Whether you are looking for a permanent residence, a savvy investment, or a relaxing second home, this property delivers. Key Interior Features: • Architectural Flair: Impressive 20ft cathedral ceilings and extra-high windows flood the living space with natural light. • Modern Updates: Featuring refinished kitchen cabinets, stylish backsplash, and premium stainless steel Whirlpool appliances. • Refined Finishes: No carpet here! Enjoy easy-maintenance ceramic tile and laminate flooring throughout, complemented by updated LED lighting. • Designer Baths: Both bathrooms boast updated tile work and sleek quartz countertops. • Functional Layout: A split floor plan offers maximum privacy. The spacious master suite includes dual closets and ample storage. • Convenience: Includes a full-sized washer and dryer. Outdoor Living & Amenities: • Dual Balconies: Unique front and back screened balconies allow you to enjoy the peaceful surroundings and cross-breezes. • Prime Location: Situated directly across from the community heated pool and just a short walk to the pickleball courts. • Peace of Mind: Recent exterior updates include a newer roof and fresh paint. Location & Lifestyle: East Lake Woodlands is a premier gated community featuring a country club and championship golf course. • Travel & Beach: Just 10 minutes to pristine Gulf beaches and 25 minutes to Tampa International Airport. • Walkability: Walking distance to shopping, dining, and theaters. • Flexibility: Short-term leases are accepted, making this a rare and flexible investment opportunity.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Marsha Rantala, Pa (727-422-6642)
1637 GRAY BARK DR, OLDSMAR, FL 34677
$559,900216 Days on yellowkey MLS ID: TB8440841
1 Days Off yellowkey (back on 5/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2146 Built: 1998Monthly Fee: $9 Tax: $5,256 (2024)Community: Eastlake Oaks Ph 2Spa: YesSingle Family
Taxes:$5,256
Remarks: Under contract-accepting backup offers. Beautifully maintained 4-bedroom, 3-bath, 2-story home with over 2,100 square feet of living space and a 2-car garage. The home features wood flooring throughout, tall ceilings, and a comfortable, open layout. The kitchen and bathrooms have been fully updated with modern finishes, quality cabinetry, and solid-surface countertops. Recent improvements include a roof replacement in 2022. The living area offers a wood-burning fireplace, and updated lighting and fixtures enhance the home’s appeal. AC system 2014. Enjoy the screened pool and covered veranda with NO REAR NEIGHBORS, offering added privacy and a relaxing outdoor setting. This property combines thoughtful updates with a functional floor plan in a desirable location. Make your showing appointment today!
Listing is courtesy of: LISA HALL REALTY, INC (727-742-5830)
Listing Agent: Lisa Hall (727-742-5830)
10 LESLEY LN, OLDSMAR, FL 34677
$299,00033 Days on yellowkey MLS ID: TB8501611
REDUCED by $11,000 (3.5%) on 05/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1982Monthly Fee: $451 Tax: $3,869 (2025)Community: Quail Forest Cluster HomesSpa: NoVilla
Taxes:$3,869
Elementary School: Cypress Woods Elementary-PN
Remarks: One or more photo(s) has been virtually staged. Welcome to 10 Lesley Lane, located in the gated community of Quail Forest, nestled within the private country club community of East Lake Woodlands. This beautifully maintained end-unit villa offers serene pond views and a thoughtfully designed split-bedroom floor plan for added privacy and comfort. Major updates provide peace of mind, including a new roof (2022), HVAC (2023), and water heater (2022). The spacious, fully updated kitchen is a true highlight, featuring new cabinetry, sleek quartz countertops, and stainless steel appliances, perfect for both everyday living and entertaining. The layout flows effortlessly into the living and dining areas, all filled with natural light and peaceful water views. Enjoy your morning coffee or unwind in the evening on the charming front patio. Additional conveniences include one assigned carport and plenty of guest parking for visitors. Residents of East Lake Woodlands have access to two championship golf courses, consistently ranked among the top 5 in the entire Tampa Bay area, along with optional country club amenities. Ideally located near shopping, dining, parks, and just a short drive to Tampa International Airport and the Gulf beaches, this home offers the perfect blend of lifestyle and location. Don’t miss your opportunity to own in one of Oldsmar’s most desirable communities!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-251-2002)
Listing Agent: Alexis Sollenberger (850-687-2526)
316 COUNTRY CLUB DR, OLDSMAR, FL 34677
$329,00012 Days on yellowkey MLS ID: TB8508856
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: Welcome home to this beautifully renovated and FURNISHED mid-century modern block home located in the desirable community of Oldsmar Country Club Estates. Offering 3 bedrooms, 2 beautifully updated bathrooms, and 1,344 square feet of thoughtfully updated living space, this home blends timeless character with modern upgrades. 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. 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, 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)
1471 BRIARGROVE WAY, OLDSMAR, FL 34677
$899,99968 Days on yellowkey MLS ID: TB8488174
REDUCED by $19,001 (2.1%) on 04/13/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3140 Built: 1991Monthly Fee: $243 Tax: $9,749 (2025)Community: Aberdeen Unit TwoSpa: YesSingle Family
Taxes:$9,749
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Live the Florida Lifestyle in Aberdeen at East Lake Woodlands Imagine waking up each morning in a home that feels like a private resort — where soaring ceilings, warm natural light, and thoughtful design greet you at every turn. This elegant Arthur Rutenberg-built executive home in the gated enclave of Aberdeen at East Lake Woodlands isn't just a place to live — it's a lifestyle you'll never want to leave. Set within one of Oldsmar's most sought-after golf and country club communities, the timeless Belleair split floor plan offers 3,140 square feet of beautifully designed living space — with five bedrooms, three and a half bathrooms, a bonus room, and a three-car garage that gives every member of the family room to breathe, grow, and thrive. Entertain effortlessly in a chef-inspired kitchen built for the way you actually live — featuring wood cabinetry with pull-out drawers, stainless steel appliances, granite countertops, and a built-in wine refrigerator. It flows naturally into a welcoming family room anchored by a gas fireplace, where evenings feel easy and guests never want to leave. Retreat to a primary suite designed for true rest — a walk-in closet with a custom organizer, sliding glass doors opening to a secluded patio, and a spa-like ensuite bath with dual sinks and granite countertops. Guests and family enjoy their own private wing, with three generous bedrooms, a Jack and Jill bath, and a full pool bath — giving everyone their own space and comfort. Then there's the backyard. Step through the doors and into your own private oasis: a screened and covered paver lanai, a sparkling pool shimmering in the Florida sun, and lush landscaping that wraps you in privacy and tranquility. Whether it's a quiet morning coffee or a lively weekend gathering, this outdoor space was made to be lived in — all year long. Major Systems: Roof (2019) · Water Heater (2022) · HVAC (2022) When you're ready to explore beyond your doorstep, the newly renovated Ardea Country Club awaits — with two championship 18-hole golf courses, tennis and pickleball courts, a fitness center, resort-style pool, and dining, all available through optional membership. Top-rated schools, parks, shopping, Lake Tarpon, the Gulf beaches, and Tampa International Airport are all just minutes away. Low HOA · No CDD · Flood Zone X Opportunities like this don't come around often. Come see what it feels like to call Aberdeen home — schedule your private showing today.
Listing Agent: David Timmons (727-480-5968)
208 HEMINGWAY DR, OLDSMAR, FL 34677
$305,00062 Days on yellowkey MLS ID: TB8490712
REDUCED by $9,900 (3.1%) on 05/09/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1207 Built: 1997Monthly Fee: $265 Tax: $4,507 (2025)Community: Sun Ketch Twnhms At Cypress LakesVilla
Taxes:$4,507
Remarks: Under contract-accepting backup offers. This beautifully maintained end-unit villa offers the perfect combination of comfort, privacy, and modern upgrades along with water views from most rooms. Step inside to high-volume ceilings that create a bright and spacious atmosphere throughout. The home features all-new luxury flooring, giving every room a sleek and cohesive look. The thoughtful layout includes a separate living and dining area, ideal for both everyday living and entertaining guests. From here, step out onto your private screened lanai with an epoxy floor, overlooking a serene pond—a perfect spot for morning coffee or relaxing evenings. The back yard is fenced for extra privacy. The split-bedroom floorplan has a spacious primary suite boasting a large walk-in closet and an en suite bathroom with a walk-in shower and dual sink vanity. The open, tiled kitchen is a chef’s delight, offering ample counter space and a convenient breakfast bar. Additional highlights include a 2-car garage with extra driveway space, French drains, rain gutters, and the added privacy of an end unit. Conveniently located near shopping, airports, schools, beaches, and the community pool, this villa truly combines style, convenience, and tranquility. Your new home awaits—move in and enjoy the perfect blend of comfort and elegance!
Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (727-853-7801)
Listing Agent: Lisa Heberlein Pa (727-432-8769)
709 LEMONWOOD DR, OLDSMAR, FL 34677
$345,000104 Days on yellowkey MLS ID: TB8475735
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1667 Built: 1973 Tax: $4,799 (2024)Community: Harbor Palms-Unit FiveSingle Family
Taxes:$4,799
Remarks: Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bath home offering 1,667 square feet of comfortable living space on a spacious 60x100 lot, located on a quiet street in desirable Oldsmar. This home features newer appliances, a 2025 hot water heater, and a 2022 AC system, providing peace of mind for years to come. Inside, you’ll find new carpet in Bedrooms 2 and 3, along with a bright and functional layout that includes both a living room and family room with a wood-burning fireplace, perfect for relaxing or entertaining. The kitchen is enhanced with a new slider and updated windows in the living room and family room, allowing for abundant natural light and easy access to the backyard. An inside laundry room adds everyday convenience. Enjoy the tranquility of the neighborhood while having direct access to Harbor Palms Nature Park, offering walking and biking trails just steps away. Ideally located less than 20 minutes from Clearwater Beach, with nearby shopping, dining, and major roadways, this home delivers the perfect blend of comfort, location, and Florida lifestyle. Schedule your private showing today—this Oldsmar opportunity won’t last!
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Jay Hundt Pa (813-765-9438)
107 LAKEVIEW PL #7, OLDSMAR, FL 34677
$224,9005 Days on yellowkey MLS ID: W7885525
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1980Monthly Fee: $663 Tax: $2,780 (2025)Community: East Lake Woodlands CondoCondo
Taxes:$2,780
Remarks: Beautiful First floor Condo in highly sought community of East Lake Woodlands. 2 BR, 2 BA, 1,094 sq/ft living, offering an unmatched maintenance free lifestyle in one of the Tampa Bay areas finest Communities. Enjoy serene pond views of pond with different species of birds from the Great room, Owners suite and screened covered porch. Updated, re-modeled, immaculately clean and move-in ready. Newer Luxury Vinyl Plank flooring - covering entry, Kitchen, great room/dining and both bedrooms. Kitchen features granite countertops and stainless appliances. Well maintained. Electric panels were retrofitted and updated in 2022. A/C is 6 years old. Maintenance free living with internet, cable, trash, water/sewer and exterior maintenance all covered with HOA fee. Included, Comnunity Pool is a short walk away. East Lake Woodlands is a popular golf course community that offers optional golf course, fitness and social club memberships. Gated and secured with 2 guarded entrances. East Lake Woodlands is central and convenient to many shopping options and healthcare. A short drive to Lake Tarpon, John Chestnut park, area beaches and Tampa International airport. A highly valued lifestyle and amenities all waiting for you!
Listing is courtesy of: SAMUELSEN BUILDERS REALTY LLC (727-243-4464)
Listing Agent: Michael Ryan (727-243-4464)
2313 SUNSET WIND LOOP, OLDSMAR, FL 34677
$425,000136 Days on yellowkey MLS ID: TB8461950
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $15,000 (3.4%) on 05/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2230 Built: 2019Monthly Fee: $580 Tax: $7,434 (2025)Community: Bayside TerraceTownhouse
Taxes:$7,434
Remarks: Under contract-accepting backup offers. Experience coastal luxury and step into a lifestyle of refinement in this stunning 3-bedroom, 2.5-bath, 2 car garage townhome, nestled within the impressive gated waterfront enclave of Bayside Terrace! Curb appeal draws you into an open-concept layout designed for seamless entertaining with 10’ ceilings and beautiful tile flooring. The gourmet kitchen is a showstopper, featuring tons of cabinets, endless gorgeous granite counters, top of the line appliances and a large center island. A butler’s pantry and a huge walk in pantry complete the kitchen. Enjoy casual meals at the breakfast bar and formal meals in the dining room, which is open to the living room. The great room is just perfect for entertaining large or small gatherings and is open to the screened lanai, where you can enjoy your morning coffee or a cocktail after dinner. Upstairs, you’ll find three well-appointed bedrooms, two full bathrooms, and a versatile loft area perfect for a home office, fitness space, or secondary living room. Plantation shutters grace the upper level, and ceiling fans are installed in every room. The primary suite features elegant tray ceilings and expansive his-and-hers walk-in closets, while the en suite bathroom offers dual vanities and a spacious walk-in shower. The guest bedrooms each include walk-in closets, and the guest bath is finished with granite countertops. An upstairs laundry room makes laundry day a breeze and adds everyday convenience. The desirable two-car garage includes durable epoxy flooring and custom built-in shelving. Low monthly maintenance fees cover cable and high-speed internet in addition to water, sewer and trash for added ease of living. Ideally located, Bayside Terrace offers quick access to Tampa, major highways, top-rated schools, dining, and shopping—along with spectacular sunrise and sunset views over the water. Flood insurance is required and can be assumable from the current owners at an affordable price. Experience true resort-style living with premier amenities including a clubhouse, a breathtaking saltwater infinity pool overlooking Tampa Bay, a gas fire pit, fully equipped fitness center, fishing pier, and kayak launch—all just steps from your door! Don’t miss the opportunity to enjoy waterfront resort living every day—schedule your private showing today!
Listing Agent: Nicole Harmon (727-385-1357)
413 COUNTRY CLUB DR, OLDSMAR, FL 34677
$349,90054 Days on yellowkey MLS ID: O6396122
REDUCED by $25,000 (6.7%) on 05/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 1959 Tax: $3,829 (2024)Community: Oldsmar Country Club Estates Sec 2Single Family
Taxes:$3,829
Remarks: **Seller is offering Assistance to Buyer's Closing Costs/Buy Down Rate** Welcome to this stunning, fully renovated 3-bedroom, 2-bathroom waterfront home located in the highly desirable Oldsmar Country Club Estates. Situated on a spacious 0.21-acre lot with no HOA, this property offers a rare opportunity to enjoy true Florida living with direct water access. Follow the scenic water trail right from your backyard all the way out to Tampa Bay, making this a dream for kayaking, paddleboarding, and outdoor enthusiasts. From the moment you arrive, you’ll be drawn in by the beautiful curb appeal, manicured landscaping, and inviting exterior. Inside, luxury vinyl tile flooring flows throughout the home, complemented by an open, modern layout filled with natural light. The renovated kitchen features stainless steel appliances, quartz countertops, and ample cabinetry, perfectly blending style and functionality. The primary suite offers a spa-like retreat with an updated bathroom, modern vanity, designer lighting, and a tiled walk-in shower. Sliding doors lead to an expansive backyard where tranquil waterfront views set the stage for relaxing evenings, entertaining, and unforgettable sunsets. Beyond the home, enjoy an unbeatable lifestyle where you can walk, bike, or even take your golf cart to nearby attractions including Mobbly Bayou Beach Park, a public boat launch to Tampa Bay, Tampa Bay Pickleball, Veterans Park, Bicentennial Park, RE Olds Park, and more. You’re also just minutes from local favorites like Empower Adventures Zip Line and the Oldsmar Organic Community Garden. With Tampa International Airport only about 20 minutes away, convenience meets lifestyle in this exceptional property. This is a rare chance to own a fully updated waterfront home with no HOA in one of Oldsmar’s most established and sought-after communities.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Julian Jackson (301-272-4192)
1384 FORESTEDGE BLVD, OLDSMAR, FL 34677
$699,00062 Days on yellowkey MLS ID: TB8490510
REDUCED by $21,000 (2.9%) on 05/21/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2814 Built: 1991Monthly Fee: $243 Tax: $13,366 (2025)Community: Aberdeen Unit TwoSpa: NoSingle Family
Taxes:$13,366
Remarks: Under contract-accepting backup offers. Welcome to refined Florida living in the highly sought-after gated community of Aberdeen within East Lake Woodlands. This exceptional Arthur Rutenberg-built residence offers over 2,814 square feet of thoughtfully designed living space, perfectly positioned on an oversized lot with a private screened pool with lovely water feature. This freshly painted 4-bedroom, 2.5-bath split floor plan is designed for both comfort and sophistication. The expansive primary suite is a true retreat, featuring a spa-inspired bath with a freestanding clawfoot tub, separate shower, water closet, dual vanities, and walk-in closet, along with sliding glass doors leading directly to the pool. The pool bath features a jacuzzi tub and updated finishes. Enter through elegant double front doors into a light-filled interior with soaring ceilings and abundant natural light. The home offers a seamless blend of formal and casual living, including a formal living room with sliders to the pool, a dedicated dining space, and a spacious family room with wood burning fireplace that opens to the kitchen. The refreshed kitchen features an open layout, breakfast nook, with sliders leading to pool/patio making it an easy flow for entertaining. The large laundry room features a wash sink and an ample space for storage. Step outside to your screen-enclosed pool and covered patio, the perfect setting for year-round entertaining, relaxing, and enjoying Florida’s indoor-outdoor lifestyle. Additional highlights include a 3-car garage, new water softener system, 2013 Barrel Tile Roof. HVAC 2019 Located in Flood Zone X500 for added peace of mind, this home is surrounded by top-rated schools and unmatched convenience. Enjoy having an active lifestyle being close to Lake Tarpon, the Gulf beaches, Tampa International Airport, and outdoor destinations like John Chestnut Park, the Pinellas Trail, and the YMCA. Residents also have access to the newly renovated Ardea Country Club, offering two championship 18-hole golf courses, tennis and pickleball courts, fitness center, resort-style pool, and dining, available through optional membership. Don’t miss the rare opportunity to own a magnificent home in one of East Lake’s most desirable gated enclaves.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Kerri Rodriguez (727-385-8823)
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