Location: Oldsmar
Do Not Show Listings
140 ASHLEY LN, OLDSMAR, FL 34677
$309,90084 Days on yellowkey MLS ID: TB8504188
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1460 Built: 1981Monthly Fee: $440 Tax: $1,408 (2025)Community: East Lake Woodlands Cluster HomesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,408
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Positioned below two recent appraisals, presenting a compelling opportunity for buyers seeking immediate value. Located within a gated golf course community in North Pinellas County (club and golf memberships optional), this light and bright 4-bedroom, 2-bath villa offers a flexible split-bedroom floor plan and inviting indoor-outdoor living. The great room is the focal point, featuring updated sliding glass doors that frame tranquil pond and fairway views of the 13th hole on the South Course, along with recently installed recessed lighting and wood-look plank tile flooring that enhance both ambiance and overall brightness—creating a warm, open, and inviting living space. New plantation shutters throughout the home add a refined, cohesive look while enhancing light control and privacy. The enclosed lanai extends the living area and opens to an additional patio and deck, ideal for relaxing or entertaining while enjoying the scenic setting. The rear deck is further enhanced by a retractable awning, providing flexible shade and added comfort for outdoor living year-round. The updated kitchen includes wood cabinetry, solid surface countertops, abundant drawer storage, a closet pantry, coordinating wood-look tile flooring, and double sinks. A casual breakfast area offers direct access to a private rear patio, perfect for grilling. Interior laundry closet conveniently located just off the kitchen. The primary suite offers ample closet storage with dual sliding-door closets, along with a large vanity area and separate water closet with a glass-enclosed shower. Both bathrooms feature expansive counter space with room to accommodate dual vanities, offering flexibility for future customization. Three additional bedrooms are well-sized and thoughtfully positioned for privacy, with one offering access to a private side patio—ideal for guests, a home office, or flex space. Well-maintained and move-in ready, this villa delivers a low-maintenance lifestyle with water and golf course views in one of the area’s most desirable communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (727-472-1144)
Listing Agent: Rick Scherer (813-230-5472)
2005 HUDSON CT, OLDSMAR, FL 34677
$299,90056 Days on yellowkey MLS ID: W7886259
REDUCED by $10,100 (3.3%) on 07/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1170 Built: 1982 Tax: $923 (2025)Community: Bayside Meadows Ph IiSingle Family
Taxes:$923
Elementary School: Oldsmar Elementary-PN
High School: East Lake High-PN
Middle School: Carwise Middle-PN
Remarks: Your dream home in Bayside Meadows Oldsmar, Florida, offers a single-family home with 2 bedrooms plus a garage conversion that could function as a third bedroom with the addition of a closet. The home includes a dining area with French doors leading to a screened lanai, an indoor laundry area, ceramic tile flooring in the main living spaces, and carpet in the bedrooms. You’ll see ceiling fans in every room, and a comforting kitchen that has room to add a center island. Outside, you’ll find a spacious screened lanai, a shed, a tropical oasis of landscaping, and a fenced yard. The property is conveniently close to beaches, parks, nature areas, and nearby airports. Located in northeastern Pinellas County at the top of Old Tampa Bay, Oldsmar features attractions such as Tampa Bay Downs, an ice-skating rink, a flea market, Sheffield Park, the BMX Supercross Track, Mobbly Bayou Beach Park, and Mobbly Wilderness Preserve, which offers hiking trails, kayak launches, and eco tours. The area also offers a variety of dining and shopping options, along with convenient access to medical facilities and a hospital.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Gail Small (727-455-3057)
380 ROSALIND LN, OLDSMAR, FL 34677
$609,90064 Days on yellowkey MLS ID: TB8510265
REDUCED by $10,099 (1.6%) on 07/21/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2423 Built: 2001Monthly Fee: $100 Tax: $4,811 (2025)Community: Bay ArborSpa: NoSingle Family
Taxes:$4,811
Elementary School: Forest Lakes Elementary-PN
Remarks: One or more photo(s) has been virtually staged. Welcome to your private retreat in the gated community of Bay Arbor! Major Upgrades Include: New Roof (2022), New AC (2026), New Hurricane impact Windows and Doors (2024), New Screen Patio Screen Enclosure (2024), and much more! Nestled on a spacious wooded homesite, this beautifully maintained two-story home offers over 3,000 square feet of thoughtfully designed living space blending comfort, privacy, and everyday convenience. Porcelain tile and wood-like flooring throughout- No carpet. From the moment you step inside, you’re greeted by soaring ceilings, an open staircase, and an abundance of natural light. The formal living and dining rooms create the perfect setting for entertaining guests or hosting holiday gatherings. At the heart of the home, the spacious Updated kitchen with quartz countertops, stainless steel appliances and flows effortlessly into the inviting family room, all overlooking tranquil wooded views that bring a sense of peace and serenity indoors. Whether you're enjoying a quiet evening at home or entertaining, this layout was designed for both relaxation and connection. Upstairs, the primary suite serves as a true escape featuring an updated spa-inspired ensuite bath with dual sink vanity, soaking tub, and a step-in shower. Two additional generously sized bedrooms offer ample closet space and share a beautifully appointed bathroom. A large upstairs bonus room provides endless flexibility, ideal as a media room, second living area, home office, playroom, or gym. Step outside to your screened patio and enjoy the beauty of your private fenced backyard oasis surrounded by mature trees and nature views. It’s the perfect place for morning coffee, evening sunsets, or weekend gatherings. Located just minutes from Tampa, award-winning Gulf beaches, airports, major highways, top-rated schools, shopping, dining, and entertainment, this exceptional home offers the perfect balance of peaceful living and city convenience. Rarely does a home combine space, privacy, location, and lifestyle so effortlessly. Schedule your private showing today! HOA is $600 semi-annually and includes the Community Pool and playground.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Mark Fazzini (727-485-9981)
1745 OAK POND CT, OLDSMAR, FL 34677
$629,00013 Days on yellowkey MLS ID: TB8527516
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2324 Built: 2000 Tax: $8,785 (2025)Community: Eastlake Oaks Ph 4Spa: NoSingle Family
Taxes:$8,785
Remarks: Welcome to 1745 Oak Pond Court! Welcome to 1745 Oak Pond Court, a beautiful home located in the sought-after East Lake Oaks community. Situated on a quiet street with a premium lot, this home offers comfort, style, and numerous recent upgrades. The interior and exterior have been freshly painted, and the screened lanai has been recently updated. Some major updates include a new water heater installed in 2022, a new air-conditioning system installed in 2023, new carpeting on the stairs completed in May 2026, and stair railings that were sanded and freshly painted in May 2026. The primary bathroom was completely remodeled in 2022 and features a relaxing jetted tub, updated vanity, shower, tile flooring and walls, surround-sound speakers, and mood lighting in the ceiling. A luxurious outdoor kitchen was installed in 2025 and includes a grill, granite countertop, stainless-steel sink, and stainless-steel storage for all your entertaining needs. Additional improvements completed in June 2026 include freshly painted pool patio and garage floor. The kitchen was updated in 2022 with new cabinets and granite countertops, while wood-look laminate flooring was installed throughout the downstairs living areas. Conveniently located near Tampa International Airport, shopping, nature trails, and excellent restaurants, this home is also just twenty minutes from Honeymoon Island Beach. This move-in-ready home combines thoughtful upgrades, a prime location, and Florida living at its best!
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
645 TIMBER BAY CIR E, OLDSMAR, FL 34677
$295,000263 Days on yellowkey MLS ID: TB8443970
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1274 Built: 1984 Tax: $1 (2024)Community: Shoreview Phase 2Single Family
Taxes:$1
Tax Year: 2024
Remarks: Your Renovation Dream Home! This home is in the desirable Shoreview Subdivision situated on 1/3 of an acre of land. After necessary rehab this home will easily be the jewel of the subdivision located a short walking distance from Tampa Bay and Mobbly Beach Park!! The home is priced substantially below market value to attract CASH Buyers understanding the home will require rehabilitation. The homeowner has excess construction material that will convey with the purchase as a cost saving incentive. The home will include refrigerator, dishwasher, HVAC system, and bathroom fixtures to be installed. The home currently has eight (8) new windows already installed and a new back sliding glass door. This is a must see and golden Opportunity to own or invest in this highly desirable community and subdivision!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Michael Eddings (813-480-6026)
355 VENTURA DR, OLDSMAR, FL 34677
$615,00065 Days on yellowkey MLS ID: TB8510293
2 Days Off yellowkey (back on 7/20/2026)
REDUCED by $10,000 (1.6%) on 06/25/2026
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: Under contract-accepting backup offers. 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 sparing no expense, to the tune of over $80,000 for 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)
317 SHORE DR E, OLDSMAR, FL 34677
$484,700177 Days on yellowkey MLS ID: FC315737
REDUCED by $4,970 (1.0%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1660 Built: 2000 Tax: $6,929 (2024)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$6,929
Remarks: STUNNING TAMPA BAY VIEWS! UPDATED OLDSMAR SPLIT-LEVEL WITH RV/BOAT PAD! Breathtaking Tampa Bay views await in this updated, elevated home in one of Oldsmar’s most desirable neighborhoods! Just steps from the water, this 3-bedroom, 2-bath residence offers the perfect blend of peace of mind and outdoor living. The split-level design ensures durability, with a spacious 2-car garage on the ground level and all living areas elevated. Major upgrades include a new roof, a newer water heater (<5 years), and a renovated primary suite featuring a walk-in closet. The kitchen shines with stylish quartz countertops, and a large first floor laundry room. Step outside to your fully fenced, level backyard—ideal for entertaining or relaxing in the screened-in porch. The property includes a dedicated RV or Boat pad. Enjoy an incredible lifestyle within walking distance or take your golf cart to the waterfront parks, nature trails, pickleball courts, a fishing pier, and playgrounds. Located in a top-rated school district. This home is the complete package.
Listing is courtesy of: ADAMS, CAMERON & CO., REALTORS (386-445-5595)
Listing Agent: Charles Kelly (203-610-3091)
100 LISA LN, OLDSMAR, FL 34677
$299,00012 Days on yellowkey MLS ID: TB8526300
1 Days Off yellowkey (back on 7/20/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1320 Built: 1977Monthly Fee: $340 Tax: $2,859 (2025)Community: East Lake Woodlands Patio HomesSingle Family
Taxes:$2,859
Remarks: Under contract-accepting backup offers. Escape the winter chill in this fully furnished, turn-key Florida retreat on the greens of Ardea Country Club! Located in the premier gated community of East Lake Woodlands in Oldsmar, this charming home features a stunning view of the 17th hole directly from your private sunroom. Pack your bags and leave the snow shovel behind—everything you need is already here, from stylish furniture to essential housewares. Bring your four-legged family members along, as the community is pet-friendly, allowing up to two dogs or cats. The property includes a spacious two-car garage, perfect for secure vehicle and golf cart storage while you are away. Enjoy resort-style, low-maintenance living just minutes from pristine beaches, premier racquet facilities, and vibrant local dining. This is your ultimate hassle-free seasonal getaway or permanent paradise!. Fully Furnished: Move-in ready with all furniture and housewares included. Golf Course View: Front-row seats to the 17th hole from the bright sun oom. Your new living gives you access to two championship 18-hole courses, tennis, pickleball, and pools via optional membership. Pet-Friendly: Welcome home to your furry companions (up to two dogs or cats allowed). Low Maintenance: Perfect lock-and-leave property for seasonal residents.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Joseph Lee Morris (813-300-8486)
1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677
$1,225,000101 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
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)
450 CYPRESS CREEK CIR, OLDSMAR, FL 34677
$625,0009 Days on yellowkey MLS ID: TB8529291
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2139 Built: 1976Monthly Fee: $147 Tax: $4,574 (2025)Community: East Lake WoodlandsSingle Family
Taxes:$4,574
Remarks: Welcome to 450 Cypress Creek Circle, a beautifully renovated single-story home nestled within the prestigious gated community of East Lake Woodlands. Perfectly positioned on the golf course, this exceptional residence enjoys wide-open fairway views of hole #2 on the South Course at Ardea Country club with no homes directly behind, creating a peaceful backdrop for everyday living and entertaining. Thoughtfully updated throughout in 2020, this three-bedroom, two-and-a-half-bath home offers the perfect blend of timeless elegance and modern comfort. The spacious floor plan features formal living and dining rooms, a welcoming family room with a dramatic floor-to-ceiling wood-burning fireplace, and multiple sliding glass doors that seamlessly connect the indoor living spaces to the expansive screened lanai. The beautifully updated kitchen showcases quartz countertops, stainless steel appliances, abundant cabinetry, recessed lighting, and an oversized breakfast bar—perfect for gathering with family and friends. The private primary suite offers direct lanai access, a beautifully renovated bath, and a custom walk-in closet, while the guest bath and powder room have also been tastefully remodeled. Stretching nearly the length of the home, the oversized covered and screened lanai is the perfect place to enjoy your morning coffee, unwind with evening sunsets, or entertain while taking in the panoramic golf course views. The spacious backyard offers plenty of room to add a private pool and create your own private outdoor retreat. Major improvements completed in 2020 include the roof, HVAC system, interior and exterior paint, and extensive interior renovations, providing buyers with added peace of mind. Residents of East Lake Woodlands enjoy beautifully maintained streets, mature landscaping, 24-hour guarded gate access, and optional membership opportunities at the newly renovated Ardea Country Club, featuring 36 holes of championship golf, tennis, pickleball, fitness facilities, swimming pools, exceptional dining, and a vibrant social calendar. Conveniently located just minutes from Boot Ranch shopping, restaurants, parks, Gulf beaches, Tampa International Airport, and everything the Tampa Bay area has to offer, this move-in-ready home delivers the Florida lifestyle you’ve been waiting for.
4931 TURTLE CREEK TRL, OLDSMAR, FL 34677
$1,055,00039 Days on yellowkey MLS ID: TB8518188
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3189 Built: 1995Monthly Fee: $181 Tax: $10,115 (2025)Community: East Lake WoodlandsSpa: YesSingle Family
Taxes:$10,115
Elementary School: Cypress Woods Elementary-PN
Remarks: If you've been searching for a home that checks every box, this one is worth a serious look. Tucked inside the guard-gated East Lake Woodlands community — known for its canopied streets, two championship golf courses, pickle ball and tennis courts, and home to Ardea Country Club — this 4-bedroom, 3-bath pool home sits on nearly a full acre and has been genuinely well cared for. Equipped with a whole-house solar system - means electric bills that are almost laughably low — most months you're paying little more than the base statement fee. Pair that with a whole-home water filtration system, water softener, two brand-new AC units (April 2025 and March 2026), a tile roof replaced in 2019, and two water heaters also replaced in 2019, and you're looking at a home where the expensive stuff has already been done. At 3,189 square feet, the layout gives everyone room to breathe. The great room is the kind of space that feels both impressive and livable, and the split floor plan keeps the primary suite — complete with walk in closets and a sitting area — separate from the other bedrooms. Tile flooring runs throughout the entire home, so there's no carpet to worry about. The kitchen is built for real use: breakfast bar, convection oven, cooktop, and quality appliances, all with stone counters. Out back, the pool and lanai open up to a quiet, private setting that makes it easy to forget the rest of the world exists. Top-rated schools, easy access to Tampa, and a short drive to the Gulf beaches round out a package that's hard to replicate at this price point.
1008 ROBINWOOD DR, OLDSMAR, FL 34677
$675,00043 Days on yellowkey MLS ID: TB8516701
REDUCED by $20,000 (2.9%) on 07/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2442 Built: 1997Monthly Fee: $70 Tax: $9,594 (2025)Community: Woods Of Forest Lakes The Ph OneSingle Family
Taxes:$9,594
Remarks: WOW! Big price Drop!! Prime Woods of Forest Lakes!!!This spacious 4-bedroom, 2-bath pool home is situated on a corner lot in the desirable Woods of Forest Lakes. With an expansive living room that features high ceilings and sliding glass doors to the pool area, separate family room, and formal dining area, there's plenty of space for gatherings, game nights, holiday celebrations, or simply spreading out and relaxing. The kitchen is centrally located and features granite countertops, abundant cabinet storage, generous prep space, and a bright breakfast nook surrounded by windows that fill the room with natural light. This is a split bedroom floorplan that features a large primary suite with two walk-in closets and an en-suite bathroom with dual vanities, a garden tub and walk-in shower. There's 3 additional good sized bedrooms and a large separate laundry room. Step outside to a poolside oasis, ideal for entertaining, along with a fully fenced grassy side yard that's a perfect outdoor game area, gathering spot or ideal for your fur babies. The Woods is a well established neighborhood featuring great community amenities including a tennis/pickleball court, playground and a lakefront community picnic area. Walk to the community water park and rec center, take advantage of nearby biking/walking trails, easy access to shops dining and entertainment. Whether you're hosting friends by the pool, enjoying a quiet morning coffee in the breakfast nook, or taking advantage of the community amenities, this home offers comfort, flexibility, and an unbeatable location.
Listing Agent: Joe Koebel (727-410-1455)
586 KINGSMILL CT, OLDSMAR, FL 34677
$600,00051 Days on yellowkey MLS ID: TB8512390
REDUCED by $15,000 (2.4%) on 06/28/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2452 Built: 1998Monthly Fee: $298 Tax: $10,436 (2025)Community: KingsmillSpa: YesSingle Family
Taxes:$10,436
Remarks: Virtually Staged. Welcome to this inviting single-family home in the sought-after Kingsmill neighborhood of East Lake Woodlands—a premier gated community celebrated for its security, lush Florida landscapes, and vibrant lifestyle. Offering 2,453 square feet of living space, this beautifully updated residence features a grand total of three bedrooms, two full bathrooms, and a modernized half bath. Inside, the interior features soaring cathedral ceilings, fresh flooring, and brand-new carpeting. The main level hosts a formal dining room and an open kitchen that flows effortlessly into a spacious great room, complete with a cozy gas-burning fireplace. The primary suite is conveniently situated on the main floor, boasting a stunning, fully remodeled bathroom. Upstairs, discover the remaining bedrooms—including a flexible third bedroom created by walling in the former loft space, making it ideal for a quiet home office or guest room—alongside another full bath. Outside, the large backyard overlooks a peaceful pond and features an inground pool and spa under a brand-new screen enclosure, complemented by a built-in outdoor kitchen setup. Living here means embracing the East Lake Woodlands lifestyle. Residents can enjoy miles of scenic nature and biking trails, while a variety of optional club memberships unlock access to championship golf courses, a premier tennis and pickleball complex, resort-style swimming pools, and a private clubhouse with fine dining and social events. Located in the heart of Oldsmar, this property is also just minutes from excellent shopping, dining, highly rated schools, and pristine Gulf Coast beaches. Don’t miss the opportunity to make this Kingsmill gem your own. Schedule a private tour today to experience this beautiful pond-front retreat firsthand!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Susanne Jones (727-455-0769)
402 SHORE DR W, OLDSMAR, FL 34677
$795,000130 Days on yellowkey MLS ID: TB8485835
REDUCED by $54,000 (6.4%) on 07/18/2026
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1711 Built: 1999 Tax: $3,890 (2025)Community: Oldsmar Rev MapSpa: YesSingle Family
Taxes:$3,890
Remarks: One or more photo(s) has been virtually staged. HUGE PRICE ADJUSTMENT JULY 18TH. Gorgeous water views of Old Tampa Bay from this custom-built, original-owner home in a prime Oldsmar location, directly across from popular R.E. Olds Park with its amphitheater, fishing pier, playgrounds, sand volleyball and annual fireworks you can enjoy from your front porch. The resort-style backyard features a large in ground pool with spa, kiddie pool, spillover fountain and fiberoptic lighting, all within a screened enclosure with covered area for dining and parties would cost well over $100k to install today. A spacious concrete pad doubles as a basketball court and offers room to store a boat or add a shed, plus parking for 2 cars under carports and a deep driveway that has accommodated 10+ vehicles, with overflow available at the park. Upstairs, the main living level welcomes you through double hurricane-rated doors to beautiful Brazilian hand-scraped wood floors, abundant windows, and an eat-in kitchen with granite counters and arched opening to the living room, along with a formal dining room. An office or bedroom on this level opens via sliding glass doors to a balcony overlooking the pool, and a convenient half bath completes the floor. The bedroom level begins with a newer washer/dryer closet for easy access to all bedrooms. The primary suite offers stunning water views from sliders, the third-level deck and multiple windows, and its ensuite bath was updated in 2017 with new cabinetry, tile and quartz counters; the second full bath was also updated. Major updates include a 2016 roof and 2023 A/C, making this well-maintained home ideal for both everyday living and large gatherings.
Listing is courtesy of: HOMES BY SANDERS REALTY (727-409-6929)
Listing Agent: Mike Sanders (727-409-8000)
347 COUNTRY CLUB DR, OLDSMAR, FL 34677
$419,000164 Days on yellowkey MLS ID: TB8475491
REDUCED by $10,000 (2.3%) on 06/29/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1967 Tax: $1,515 (2024)Community: Oldsmar Country Club Estates Sec 1 RepSingle Family
Taxes:$1,515
Remarks: "Move-In Ready"... Freshly Painted and Beautifully completely Refurbished Single Family Pool Home, (3) Bedrooms, (2) Baths with plenty of storage space, vehicles, boat and golf cart(s) parking. Luxury vinyl flooring throughout this split plan homes interior, picturesque French Door views to the pool and lanai deck, all new kitchen appliances and home systems installed. An expansive corner lot property with plenty of green space, fenced yard and mature landscaping. Enjoy your Florida Lifestyle with family and social gatherings within the updated interior decor or outside in the screened pool and lanai deck area. We'll look forward to your visit.
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Frank Fundora (813-361-2505)
2151 DIAMOND CT, OLDSMAR, FL 34677
$1,350,000271 Days on yellowkey MLS ID: TB8440175
0 Days Off yellowkey (back on 7/18/2026)
REDUCED by $39,000 (2.8%) on 04/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3850 Built: 1998Monthly Fee: $142 Tax: $9,378 (2024)Community: Diamond CrestSpa: YesSingle Family
Taxes:$9,378
Remarks: Under contract-accepting backup offers. Turnkey Renovated Home with $200K+ Upgrades | No Major Expenses | Premium View Lot Fully Renovated Luxury Pool Home | New Roof + Impact Windows | Panoramic Water & Conservation Views. Welcome to 2151 Diamond Court, a fully renovated luxury residence located in the gated Diamond Crest community of East Lake Woodlands. This exceptional 4-bedroom, office ,3-bath home offers 3,850 square feet of thoughtfully updated living space, positioned on a premium lot with tranquil water, conservation, with sunrise and sunset views Over $230,000 in recent upgrades provide peace of mind and long-term value, including a new roof (2023-2024) with a 30-year warranty impact-rated hurricane windows(2024) Limited Lifetime warranty panoramic screened lanai enclosure(2024) designed to maximize views and outdoor living updated flooring throughout, a fully renovated kitchen, the result is a truly move-in ready home with no major projects or deferred maintenance. Inside, the home features a desirable split floor plan with a dedicated office, high ceilings, and expansive living spaces that seamlessly connect to the outdoor entertaining area. The updated kitchen with top-of-the-line GE CAFÉ Appliances serves as the centerpiece of the home, offering modern finishes, custom cabinetry, and a functional open layout ideal for everyday living and gatherings. The outdoor living space is equally impressive, panoramic lanai, pool, and spa overlooking peaceful natural surroundings—creating a private retreat perfect for relaxing or entertaining. Unlike many comparable homes, this property offers a rare combination of condition, recent upgrades, and insurance-friendly features, making it one of the best values among renovated homes in East Lake Woodlands. This is a unique opportunity to own a turnkey home in a highly desirable gated community with no major expenses expected for years and Reduced Insurance Premiums
Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)
Listing Agent: Michelle Johncola (727-515-2415)
650 SWEETBRIAR DR, OLDSMAR, FL 34677
$529,50033 Days on yellowkey MLS ID: A4697507
0 Days Off yellowkey (back on 7/10/2026)
REDUCED by $10,000 (1.9%) on 07/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1804 Built: 1988Monthly Fee: $35 Tax: $2,729 (2025)Community: Manors Of Forest Lakes The Ph 2Single Family
Taxes:$2,729
Remarks: Under contract-accepting backup offers. Beautifully maintained and situated on a professionally landscaped corner lot, this exceptional home offers outstanding curb appeal and an impressive list of upgrades throughout. The beautifully updated kitchen features modern finishes and abundant functionality, making it the perfect gathering place for family and friends. Step outside and enjoy your own private Florida retreat, complete with a heated inground pool featuring a newer electric heater, pool filter, paver deck, and walkway. The thoughtfully designed outdoor space is ideal for entertaining or simply relaxing year-round. Recent improvements include a newer A/C system, water heater, refrigerator, ceiling fans, lighting fixtures, custom window treatments, lanai ceiling, LeafGuard gutter system, hurricane-impact sliding glass doors, and an upgraded electrical panel with whole-home surge protection, providing both comfort and peace of mind. A standout feature of this home is the attached garage, which has been converted into a fully air-conditioned, climate-controlled flex space, creating valuable additional living area. Complete with laminate flooring, finished trim work, and ample storage, this versatile room is ideal as a home office, game room, media room, fitness studio, hobby space, playroom, home bar, or potential fourth bedroom. A separate storage area within the original garage footprint remains available for lawn equipment, tools, seasonal items, and trash bin storage. The spacious driveway provides ample off-street parking, and for buyers who prefer an enclosed garage for vehicle parking, the space can be converted back to a traditional garage at an estimated price of $2,500. This flexible design allows you to tailor the home to fit your lifestyle today and in the future.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Shannon Oleferchik (941-256-3368)
1206 SAWGRASS CT, OLDSMAR, FL 34677
$397,00027 Days on yellowkey MLS ID: TB8521459
1 Days Off yellowkey (back on 7/18/2026)
REDUCED by $2,000 (0.5%) on 07/12/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1204 Built: 1984Monthly Fee: $35 Tax: $907 (2024)Community: Hamlets Of Forest Lakes TheSingle Family
Taxes:$907
Remarks: Under contract-accepting backup offers. Beautifully modernly updated 3-Bedroom, 2 bath home with a 1 car garage, in the desirable Forest Lakes Community in Oldsmar! This lovely home is situated on a peaceful cul-de-sac in an ideal location. As soon as you enter the home, you will feel welcomed by the charming entry, with the open floor plan, vaulted ceilings and elegant porcelain tile throughout and large kitchen island which sets the stage for modern living. Great floor plan seamlessly connects the kitchen and dining area to the spacious living room, complete with a cozy electric fireplace and sliding doors out to the screened in patio. The kitchen is fully updated and sure to not disappoint, offering stunning quartz countertops, updated cabinetry, new stainless-steel appliances and a large island for friends and family to gather. Soft-close and pull out drawers along with a pantry cabinet enhance both functionality and style. Retreat to the primary bedroom, where comfort meets luxury—the en-suite bathroom features new tile, fixtures, custom sliding glass doors and a stylish vanity. All bedrooms feature new ceiling fans for those warm Florida days. A newly updated second bathroom features new decorative tile around the tub and a new modern vanity. Recent upgrades also include a a brand new roof (2026). Step outside to the screened in patio with new wide panoramic screens, and tile flooring which is just steps away from the community pool and recreational area(s). Enjoy exceptional community amenities for just $35/month, including a pool, fishing pier, tennis, basketball, handball courts, a playground, and picnic areas. Conveniently located near shopping, dining, and entertainment in Oldsmar. You know what they say: location, location location! Easy access to both sides of the bay, and within minutes to both Tampa and Clearwater/St Pete airports! This charming home offers a perfect blend of comfort, modern updates, and community living. Come and see what a great place this would be to call home! Schedule a viewing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Yandy Perez (813-407-9539)
412 SHORE DR E, OLDSMAR, FL 34677
$2,700,00053 Days on yellowkey MLS ID: TB8512698
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4454 Built: 1968 Tax: $15,354 (2025)Community: Country Club Add To Oldsmar RevSpa: YesSingle Family
Taxes:$15,354
Middle School: Oak Grove Middle-PN
Remarks: Unique opportunity to own a one-of-a-kind, beautiful property on Safety Harbour Bay with Direct access to Tampa Bay. Renovation by Herman Builders. The stunning modern completely updated home features: contemporary, Open and spacious Gourmet Chef's Kitchen High-end chef-quality appliances, with double ovens, fireplace Oversized Island loads of cabinets, storage , the home has natural stone floors throughout. Full water views across the entire back of the home large glass doors leading out to your beautiful contemporary pool. Boat Docs for keeping your boat and easy access to Tampa Bay for the deep water fishing. The home features mother-in-law's quarters separate from the main home. With kitchenette, and private entrance . On the main floor, there are also three Guest or family bedrooms a bonus space, laundry room , lots of storage. The Private owner's suite features a large spa bathroom fabulous walk-in closets with grand views of Safety Harbor bay. Conveniently located near airport and downtown with the best schools in Tampa.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Cynthia Kaszirer (813-743-2847)
601 SHORE DR E, OLDSMAR, FL 34677
$525,0009 Days on yellowkey MLS ID: TB8529217
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1856 Built: 1968 Tax: $4,686 (2025)Community: Tampashores Bay SecSingle Family
Taxes:$4,686
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the heart of Oldsmar, offering 1,856 square feet of thoughtfully designed living space on an oversized 0.41-acre lot. Featuring a spacious floor plan with a Florida room and dedicated home office, this property provides the perfect blend of comfort and modern upgrades. This home has been extensively upgraded for peace of mind, including a new high-efficiency HVAC system (2023), new electric water heater, complete electrical rewire with updated panel, whole-house plumbing re-pipe, impact-rated exterior doors, LED lighting throughout, high-efficiency ceiling fans, and modern underground electrical service. Natural light fills the home through impact-rated Simonton double-hung windows, complemented by cellular window treatments and blackout blinds in the primary suite. Durable porcelain tile flooring extends throughout the home, creating a seamless and elegant look. The remodeled kitchen is designed for entertaining, showcasing quartz countertops, a stunning clay-fired farmhouse sink, a large,10 ft center island, solid-wood soft-close cabinetry, and modern stainless-steel appliances. The spacious primary suite offers a private retreat with walk-in shower and beautifully updated finishes. Both bathrooms have been tastefully remodeled with premium fixtures, including TOTO and KOHLER features, bidets, and marble countertops. Additional features include a butcher block laundry room workspace, spare garage rated refrigerator, a pull-down attic access with plywood flooring for extra storage, outdoor solar security lighting, front yard irrigation system utilizing reclaimed city water, and low utility costs through TECO services. Step outside to enjoy an expansive, fully fenced backyard with plenty of space for boat or RV parking and a large Tough Shed equipped with 220-volt electrical service, providing endless possibilities for storage, hobbies, or workshop space. Ideally located just minutes from the Oldsmar Trail, numerous parks including R.E. Olds Park and Mobbly Bayou Beach Park, shopping centers, and a variety of dining options, this exceptional home offers the perfect combination of location, space, and extensive upgrades. Schedule your private showing today!
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
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