Location: Oldsmar , 34677
Do Not Show Listings
313 JEFFERSON AVE S, OLDSMAR, FL 34677
$430,00028 Days on yellowkey MLS ID: TB8502786
REDUCED by $19,000 (4.2%) on 05/25/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1841 Built: 1940 Tax: $4,298 (2025)Community: Oldsmar Rev MapSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,298
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Fully renovated and move-in ready, this 3-bedroom, 2-bath home features 1,841 square feet of updated living space in a desirable area of Oldsmar. Recent improvements include a brand-new roof, new windows, fresh paint, brand-new appliances, and a fully refurbished HVAC system, creating a true turnkey opportunity. Inside, the home offers a spacious living area filled with natural light, a covered front porch, and an upstairs bonus room that can function well as a home office, playroom, guest area, kids room, or other flexible living space. The upstairs bonus room was not included in the total bedroom count. Situated on a double lot, the property includes ample outdoor space with room for a shed, carport, or future improvements. Conveniently located near parks, schools, shopping, dining, and other local amenities, this home brings together style, comfort, and convenience in one well-updated property. A clean 4-point inspection, wind mitigation report, WDO report, and recent appraisal are available. The recent appraisal came in at $475,000.
Listing is courtesy of: GRAYSTONE REAL ESTATE (727-201-4011)
Listing Agent: Bradley Dreher (863-346-0500)
209 CORKWOOD LN, OLDSMAR, FL 34677
$244,900347 Days on yellowkey MLS ID: TB8396745
REDUCED by $508 (0.2%) on 05/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1984Monthly Fee: $268 Tax: $2,960 (2024)Community: Villas Of Forest LakesVilla
Taxes:$2,960
Tax Year: 2024
Remarks: Amazing Location, Non Flood Zone, Renovated, New kitchen, New Water heater, New Bathroom Vanity, New flooring, Quartz counter tops and new appliances and there is a Storage room next to the car port and a Privacy back yard area. Good location next to Walmart supercenter Oldsmar and a few minutes away to walk from supermarket Aldi. Great school district. Community has a pool, Tennis Courts, Basketball court. Additional conveniences include a storage room and assign covered parking. The HOA takes care of exterior maintenance and the roof. According to the homeowners, this subdivision has not been flooded from the previous hurricanes in Tampa Bay area. About 20 minutes away from Tampa airport and 20 minutes away from honeymoon island State Park Dunedin Fl Etc...
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Genci Shurdha (727-400-9783)
5163 PINNACLE DR, OLDSMAR, FL 34677
$635,0006 Days on yellowkey MLS ID: TB8510486
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1886 Built: 1995Monthly Fee: $482 Tax: $7,853 (2025)Community: Parcel B - The PinnacleSpa: YesSingle Family
Taxes:$7,853
Elementary School: Cypress Woods Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
Remarks: Offering over $23,000 in upgrades! Located in X Flood Zone with no flood insurance required, this beautifully maintained residence offers one of the best values currently available in the highly sought-after gated golf community of East Lake Woodlands. This is one of the newer homes in the community and an exceptional opportunity to own a high-quality property at one of the lowest entry points in ELW. Tucked within the quaint and quiet Pinnacle neighborhood in the desirable north side of East Lake Woodlands, residents enjoy access to a private community pool and peaceful surroundings rarely found at this price point. Welcome to 5163 Pinnacle Drive, a thoughtfully updated 3-bedroom, 2-bath home featuring a desirable split floor plan, soaring ceilings, crown molding, arched openings, decorative column accents, and custom soffit ledge details that create an open, airy feel throughout. Ceramic tile flooring runs throughout the home with no carpet, while abundant natural light enhances the spacious living and dining areas designed for both everyday comfort and entertaining. The kitchen is both functional and stylish with 42-inch cabinetry, stainless steel appliances, a breakfast nook overlooking the lanai, and new custom window treatments. Pocket sliding glass doors fully open to the outdoor living space, seamlessly blending indoor and outdoor living. Enjoy a private screened and covered patio with pavers, an open-air grilling area, lush new landscaping with upgraded irrigation, and a relaxing in-ground spa perfect for unwinding year-round. The oversized primary suite offers three closets and a spacious en-suite bath with double vanities, a garden tub, and a walk-in shower with built-in bench seating. Two additional bedrooms and a full bath are located on the opposite side of the home, offering privacy for guests or family. Extensive updates and improvements include a 2019 roof, 2022 4-ton HVAC system, 2023 spa equipment, 2023–2025 appliances, 2024 exterior paint, whole-house insulation and surge protection, surround sound, garage organization systems, and more. The garage is exceptionally well-equipped with built-in cabinetry, slat-wall storage, overhead storage racks, and a ceiling-mounted air/electric/light station. The home has also been recently inspected by a professional contractor, including both a 4-point inspection and wind mitigation report. Monthly maintenance fees provide low-maintenance living and include lawn care, exterior painting, pressure washing, trash and recycling service, Spectrum cable and internet, and community pool access. Optional membership to the East Lake Woodlands/Ardea Country Club offers two championship golf courses, tennis, pickleball, fitness center, resort-style pools, dining, and year-round social activities. Homes on Pinnacle Drive rarely become available. Don’t miss this opportunity to own a move-in-ready home in one of Oldsmar’s premier gated communities.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Jenny Neumeyer (727-482-2656)
1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677
$1,225,00042 Days on yellowkey MLS ID: TB8496474
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 4312 Built: 1990Monthly Fee: $207 Tax: $8,294 (2025)Community: Greenhaven Unit ThreeSpa: NoSingle Family
Taxes:$8,294
Elementary School: Forest Lakes Elementary-PN
Remarks: Located in the highly desirable gated community of East Lake Woodlands, this spacious 4 bedroom, 3 bathroom home offers a versatile layout with 2 bonus rooms and a dedicated office. One of the bonus rooms is located upstairs, providing added flexibility for multi-use living. Pool table will convey with the sale. The home features a solar-heated in-ground pool with a large pool deck, fully enclosed by a screened lanai, creating the perfect space for year-round Florida living and entertaining. The inviting living room includes a fireplace, adding warmth and character to the main living area. The kitchen is well-appointed with abundant wood cabinetry, generous storage, and a center island ideal for cooking and gathering. The split-bedroom floor plan provides privacy, with the primary suite featuring sliding glass doors to the pool, a walk-in closet, and an en-suite bath with dual vanities, a bathtub, and a separate shower. Additional highlights include a 2-car garage, a laundry room, and exceptional interior space throughout. A unique third garage bay has been converted into an interior room, offering even more flexible living options. Residents of East Lake Woodlands enjoy resort-style amenities including a clubhouse, golf courses, country club, heated pools, tennis and pickleball courts, fitness center, dining options, and scenic walking and biking paths within a secure gated community. Conveniently located in Oldsmar, this home provides easy access to Gulf beaches, Tampa International Airport, top-rated schools, dining, and shopping, offering the best of the Tampa Bay lifestyle.
Listing is courtesy of: CONCI, REALTORS (727-405-0005)
Listing Agent: Cyndi Olmstead (727-203-4967)
438 LAFAYETTE BLVD, OLDSMAR, FL 34677
$599,90082 Days on yellowkey MLS ID: TB8480797
REDUCED by $25,000 (4.0%) on 04/13/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2138 Built: 1988 Tax: $8,284 (2025)Community: Oldsmar Rev MapSingle Family
Taxes:$8,284
Elementary School: Oldsmar Elementary-PN
Remarks: Seller is offering $10,000 toward Buyers Closing Cost! Custom built home is situated on ½ acre fenced-in lot (mol) No HOA, No deed restriction, Plenty of room for your Boat and RV! Featuring 4 Bedrooms plus an office, 2 baths and a screened-in heated pool. Circular driveway and etched glass front door welcome you into a wide-open floor plan with vaulted ceilings and lots of windows. Interior freshly painted. The living room offers a beautiful bay window and a cozy fireplace, open to a light and bright dining room. Large, updated kitchen with wood cabinetry, newer stainless-steel appliances, granite countertops, coffee bar and a garden window. The home flows effortlessly from room to room making it ideal for both everyday living and entertaining. Expansive primary suite with 2 large closets, beautiful new bath with a huge walk-in shower and a jetted tub. Additional 3 good size bedrooms plus a great in-home office with built-in shelving and double glass doors leading to the lanai and pool. Beautifully updated 2nd bath, nice size laundry room. 2 Car garage plus a spacious storage room. New top of the line Trane A/C. Roof replaced in 2017. Newer flooring (No Carpet) The huge fenced-in backyard provides privacy and has plenty of space for pets or outdoor entertaining, with a grilling area. Beautiful, heated pool, newly re-screened and new pool heater installed. The beautiful Veterans Memorial waterfront Park is just down the street. Walking distance to downtown Oldsmar. Conveniently located near shopping, fine dining, theatres and golfing. 10-15 Minutes to Philippe Park and Safety Harbor Spa, 15-20 minutes to downtown Dunedin, Honeymoon Island and Pinellas Trails. 20-25 Minutes to Clearwater Beach, Tampa and St Pete airports. Motivated Seller!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Luigi Kalaj (727-388-4200)
304 WOODLAKE WYNDE #304, OLDSMAR, FL 34677
$169,90027 Days on yellowkey MLS ID: TB8498051
REDUCED by $10,000 (5.6%) on 05/14/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 674 Built: 1985Monthly Fee: $418 Tax: $2,403 (2025)Community: East Lake Woodlands Woodlake RunCondo
Taxes:$2,403
Remarks: GREAT BUY!!! Looking for a fabulous Waterfront location and a beautifully furnished condominium, then this is it!! Scenic lakefront residence located in Woodlake Run community within the gates of East Lake Woodlands. Enjoy tranquil water views and a peaceful setting in one of Pinellas County’s most desirable upscale communities. Just steps from the front door, the heated pool offers year-round enjoyment. The comfortable living area features soaring ceilings and opens to a screened-in lanai overlooking the lake—perfect for morning coffee or relaxing at the end of the day while taking in the natural surroundings. Adorable kitchen features shaker style wood cabinetry and granite countertops. The dining area is conveniently located just off the kitchen, creating a functional and inviting layout for everyday living and entertaining. The spacious primary bedroom features gorgeous water views, brand new 2026 carpet and a generous size walk-in closet. Additional storage adds to the home’s convenience. Highlights include a 2023 A/C system, brand new 2026 water heater,2023 electric panel plus a full-size washer and dryer. The owner is leaving everything with the unit- beautiful leather Sofa, leather accent Chair, king size bedroom set, all furnishings, household items, Smart TV, linens, kitchen utensils, art, decor and more!!!The Maintenance free lifestyle is very reasonable and comprehensive covering the heated pool, exterior maintenance, roof, internet, cable, water, sewer, pest control, waste services, grounds maintenance and a gated entry. All you pay is electric averaging under 100.00 monthly!! East Lake Woodlands is a beautifully maintained gated community known for its mature landscaping and scenic surroundings, offering two golf courses along with optional country club, tennis, and swimming amenities. Ideally located near shopping, dining, and outdoor recreation. Approximately 15 minutes to Honeymoon Island State Park for stunning beaches and Gulf sunsets, and about 30 minutes to Tampa International Airport for convenient travel. Property is also located in a no flood zone. An excellent opportunity for your primary residence, seasonal getaway, or investment property.
Listing is courtesy of: SELECT PROPERTIES INC (727-934-4099)
Listing Agent: Frank Acerra (727-410-9849)
228 TARPON LN, OLDSMAR, FL 34677
$269,00019 Days on yellowkey MLS ID: TB8506652
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1686 Built: 1991Monthly Fee: $70 Tax: $2,143 (2025)Community: Gull-Aire VillageManufactured Home
Taxes:$2,143
Remarks: Discover this 1,686 sq ft, 1991 Jacobsen retirement home, featuring a new roof (2025), new A/C (2024), new water heater (2026) and a new Rainsoft water softener in 2020. The layout offers both comfort and flexibility for relaxing or entertaining. Step into the oversized living room featuring soaring cathedral ceilings and an abundance of windows that fill the space with natural light, creating a welcoming atmosphere. The chef’s kitchen is a standout, with ample cabinetry for storage, a convenient pantry, and generous countertops perfect for meal preparation. A separate dining room makes everyday meals and entertaining easy and elegant. The expansive family room, measuring 27x15, is ideal for a large screen TV and gathering with friends and family. Retreat to the updated primary suite, which boasts new, modern bath cabinet with double sinks for added style and functionality. The indoor laundry room is equipped with custom built-in cabinets, a desk, and countertop space—perfect for folding clothes or tackling craft projects. The 11x11 Florida room sits behind the carport with acrylic windows. The utility room can be used for a workshop or bike storage. The vibrant clubhouse serves as the lively centerpiece of the community, offering a welcoming space for residents to connect and unwind. Enjoy a wide range of amenities, including a pool table, shuffleboard, bocce ball court, and a luxurious heated pool and spa. Monthly events and regular activities such as bingo, card games, and line dancing create endless opportunities for fun and socializing, ensuring you stay active and engaged. Navigating the neighborhood is easy and enjoyable thanks to golf cart-friendly streets. With HOA fees at just $70 per month, you will appreciate affordable, worry-free living in a meticulously maintained environment. This pet-friendly community welcomes one pet of any size, and a second pet is allowed with an emotional support letter from your doctor. Ownership includes the land—no lot rent—giving you peace of mind and long-term value. Everyday conveniences are right at your doorstep, with AMC Theatres, Bealls, Marshalls, Ulta Beauty, PetSmart, Five Below, and Dollar Store just across the street. Savor the variety of dining options nearby, including Shaker & Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eves Family Restaurant. Major retailers like Super Walmart and Publix, as well as Countryside Hospital, are only about 10 minutes away. For outdoor enthusiasts, the breathtaking beaches of Honeymoon Island and Caladesi State Park are approximately ten miles from home, offering the perfect escape for sun and sand. A scenic biking and walking trail along the canal provide easy access from within the community, inviting you to enjoy nature at your own pace. This remarkable home combines comfort, practicality, and style, making it a wonderful place for your next chapter. Room sizes are approximate.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Jayne Phoenix (727-433-1411)
129 CAMPHOR CIR #C, OLDSMAR, FL 34677
$180,000106 Days on yellowkey MLS ID: TB8474438
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1986 Tax: $170 (2025)Community: Gardens Of Forest Lakes Condo TheCondo
Taxes:$170
Remarks: Welcome to The Gardens of Forest Lakes, one of Oldsmar’s well-kept secret communities. This 2 bedroom 2 bathroom condo is a true move-in ready home. The features and amenities are apparent upon entering this well-decorated unit. The newer luxury vinyl flooring set the stage for a great showing. The living room/dining room combination offers an open & spacious area you can call home. The kitchen was updated to include custom wood cabinets with hydraulic drawers; led area lighting; newer appliances including a brand new refrigerator & a double oven; brand new hot water heater (5/26); deep double steel sink; tile backsplash; granite-looking Formica countertops; Both bathrooms were updated to include wood-like tile; the guest bathroom offers a deep soaker tub; Enjoy the beautiful pond view from both bedrooms and the private balcony; An inside laundry room with a newer washer/dryer combo for your convenience; The master bedroom offers a walk-in closet; The balcony has a storage room for your extra stuff; The community has a recreation center that includes a swimming pool, tennis & racquetball courts, a playground and a fishing pier. Close to shopping, dining, entertainment and more. Schedule your private showing today. You’ll be glad you did.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Garrett Grimes (727-403-8723)
50 KELLEYS TRL, OLDSMAR, FL 34677
$1,100,00021 Days on yellowkey MLS ID: TB8504781
REDUCED by $100,000 (8.3%) on 05/20/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3240 Built: 1993Monthly Fee: $185 Tax: $7,792 (2025)Community: Turtle Creek Unit-OneSingle Family
Taxes:$7,792
Remarks: Welcome to an exceptional residence at 50 Kelleys Trail, nestled within the prestigious gated enclave of Turtle Creek within East Lake Woodlands in Oldsmar. This refined home embodies effortless elegance and elevated Florida living, offering a seamless blend of sophistication, comfort, and privacy. From the moment you enter, you’re greeted by soaring ceilings, abundant natural light, and thoughtfully designed living spaces that create an inviting yet upscale atmosphere. The open-concept layout flows beautifully, ideal for both intimate gatherings and grand entertaining. The kitchen serves as the heart of the home, featuring generous workspace, ample cabinetry, and a layout designed for both functionality and style. The primary suite is a true retreat, offering a serene escape with spacious proportions and a well-appointed en-suite bath. Step outside to your private outdoor setting, where you can unwind in tranquility or entertain guests while enjoying Florida’s year-round sunshine. Whether relaxing or hosting, this space offers the perfect backdrop for a luxury lifestyle. Located within one of Oldsmar’s most sought-after golf course communities, residents of East Lake Woodlands have access to optional resort-style amenities, including championship golf, tennis, fitness, and social experiences. Ideally positioned near upscale dining, boutique shopping, top-rated schools, Tampa International Airport, and the Gulf Coast’s renowned beaches, this home offers both convenience and exclusivity. Experience refined living in one of Oldsmar’s premier communities—schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
160 JAMES CT, OLDSMAR, FL 34677
$363,90026 Days on yellowkey MLS ID: TB8503480
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1445 Built: 1981Monthly Fee: $451 Tax: $5,927 (2025)Community: Quail Forest Cluster HomesVilla
Taxes:$5,927
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully Updated One-Story Villa nestled in the Gated, Golf Community of East Lake Woodlands, boasting 1,445 sq. ft. with 3 Bedrooms and 2 Full Baths and a Maintenance-Free Lifestyle. This Much-Sought-After End Unit provides the advantages of More Natural Light and More Privacy - plus a true Open Concept with Soaring Ceilings, Wood Beams and a Spacious Great Room that flows to the Dining Area and has Open Access to the Stunning Kitchen with white Shaker Cabinetry, gleaming Granite Countertops, Stainless Steel Appliances and Eat-In Breakfast Area. Glass sliders lead to a Large Screened Patio overlooking a Peaceful Water View that spans the entire length of the home. Enjoy a second outdoor space with a patio at the front of the home with Glass Sliders leading from both the Kitchen and Dining Area – perfect for that morning cup of coffee. The Primary Suite features Serene Water Views, Walk-In Closet and an Updated Bath with spacious Granite Countertops with Double Sinks and Beautifully Tiled Shower. This Split Floor Plan provides privacy with the 2nd and 3rd Bedrooms separated from the Primary Suite with access to the second Updated Bath. The Screened Lanai extends the living space and includes a Large Storage Closet for those extra items. Front Loading Washer and Dryer off the Breakfast Area are included in the sale. And best of all, you can Simplify Your Life and Relax with Maintenance-Free Living since Lawn Care and Exterior Building Maintenance including the Roof (replaced in 2025) is included in the HOA fees along with a sparkling Community Heated Pool, Basic Cable, Internet and Trash and Recycling Collection. Plus for additional fees, take advantage of a wide array of amenities with Ardea Country Club optional memberships featuring 2 Golf Courses, Tennis and Pickle Ball, Fitness Center, Lap and Freeform Pools, Dining and Social Events. All this in a Premier Location Convenient to Tampa International Airport, Medical Facilities, A-rated Schools, Award-Winning Beaches as well as Professional Sporting Events, Concerts, Fine Dining and more in the Tampa Bay Area. Discover Comfort and Convenience in this inviting villa and a Fabulous Lot located in the preferred Zone X so no flood insurance is required!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Claudia Tweed (727-433-4596)
355 VENTURA DR, OLDSMAR, FL 34677
$625,0006 Days on yellowkey MLS ID: TB8510293
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1938 Built: 2001Monthly Fee: $100 Tax: $5,919 (2025)Community: Bay ArborSingle Family
Taxes:$5,919
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained and completely updated four-bedroom, two-bathroom home located in the gated community of Bay Arbor. Situated on a premium lot with tranquil pond views and no rear neighbors, this exceptional property is directly across the street from the community pool, offering both convenience and scenic surroundings. Thoughtfully renovated from floor to ceiling, this stunning residence blends modern upgrades with comfortable Florida living. Major updates, including a 2020 remodel featuring updated bathrooms, kitchen, Pergo laminate flooring throughout, and upgraded 5 ¼-inch baseboards. Additional enhancements include custom kitchen window seating added in 2020, USB outlets in the kitchen, exterior painting in 2020 with a 10-year warranty, gutters and patio birdcage added in 2020, a 2023 water softener, 2019 water heater, EV outlet, and extensive hurricane protection, including 2025 impact windows, front French door hurricane fabric protection, and a 2011 hurricane impact-rated rear patio French door. The roof was replaced in 2020 and includes a 50-year warranty. Step inside through the inviting foyer entry and immediately notice the high ceilings, abundant natural light, and stylish wood-look flooring flowing throughout the home. The spacious kitchen is designed for both everyday living and entertaining, featuring stainless steel appliances, a beverage fridge, extensive cabinetry for storage, Corian countertops, and a cozy breakfast nook with built-in bench seating. The kitchen opens seamlessly to the dining area and expansive living room highlighted by vaulted ceilings and an open, airy feel. The oversized primary suite offers a relaxing retreat with a large walk-in closet and a beautifully updated private bathroom complete with a dual-sink vanity, soaking tub, glass-enclosed shower, updated fixtures, and private water closet. The additional bedrooms are all generously sized and equipped with ceiling fans for added comfort. Enjoy Florida living year-round from the large screened-in lanai overlooking the fenced backyard and peaceful pond views. Residents of Bay Arbor enjoy access to a community pool and a prime location close to popular dining spots, shopping centers, golf courses, parks, movie theaters, and outdoor recreation. Conveniently situated near Tampa International Airport, Mobbly Bayou Beach Park, Honeymoon Island State Park, Upper Tampa Bay Park Nature Center, AMC Woodlands Square 20, and Tampa Bay Downs, this home offers the perfect blend of privacy, convenience, and lifestyle. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Robert Paolini (727-365-8335)
25 TADS TRL, OLDSMAR, FL 34677
$249,00012 Days on yellowkey MLS ID: TB8509080
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1690 Built: 1979Monthly Fee: $490 Tax: $1,555 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$1,555
Remarks: Don’t miss out on an exceptional opportunity to own this 3 bedroom Maintenance Free Villa in the popular East Lake Woodlands Resort & Golf Community. This 1620 SF property includes an enclosed Florida room overlooking a beautiful peaceful backyard and is priced below appraised value so you can make it your own! The property boasts a brand new air conditioner and a 6 year old roof. The layout features a split bedroom plan, living and separate dining room, eating space in the kitchen and a fenced front patio to enjoy a morning cup of coffee! The spacious primary bedroom includes a walk-in closet, ensuite bath with dual sinks and sliders leading out to the lovely backyard. The second bedroom includes a Murphy Bed! This villa comes with an assigned carport space and a 5X6 outdoor storage room as well as a storage room in the rear lanai. John Chesnut Park on Lake Tarpon is directly across the street with a boat/jet ski ramp and is adjacent to the Pinellas Bike Trail! Conveniently located close to shopping fine restaurants, the sandy Gulf Beaches, popular Downtown Dunedin and only 20 minutes to Tampa Airport. Optional Ardea Country Club memberships provide access to two 18-hole golf courses, tennis, pools, fitness, dining and social amenities! Live the Florida Lifestyle at it’s best!!!
Listing Agent: Victoria Chapman (727-409-7197)
130 NANCY DR #66, OLDSMAR, FL 34677
$199,0004 Days on yellowkey MLS ID: W7886022
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1096 Built: 1979Monthly Fee: $560 Tax: $621 (2025)Community: East Lake WoodlandsCondo
Taxes:$621
Remarks: "RESORT STYLE LIVING" in East Lake Woodlands! This beautifully maintained 2-bedroom,2-bath condominium offers approximately 1,151 sq ft of comfortable living space in one of Oldsmar’s most desirable gated communities. Major updates provide peace of mind, including flooring, A/C system, hot water heater, dishwasher, washer and dryer, and bedroom carpeting all approximately 3 years old, plus a refrigerator replaced in 2025. The open living and dining areas create an inviting space for entertaining, Move-in ready, thoughtfully designed and updated this home features a spacious layout, abundant natural light, and a screened lanai—perfect for enjoying Florida’s year-round lifestyle. Enjoy the convenience of covered parking and maintenance-free living. Residents enjoy access to a community pool, pool club house, beautifully maintained grounds, and optional country club amenities including golf, tennis, fitness, and social activities. Ideally located near shopping, dining, parks, beaches, Tampa International Airport, and top Pinellas destinations, this condo offers the perfect blend of convenience, value, and resort-style living. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this East Lake Woodlands gem is one you won’t want to miss!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)
Listing Agent: Steve Dematos (727-457-2795)
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
Taxes:$5,439
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 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
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.
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
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
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 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)
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