Location: Oldsmar , 34677
Do Not Show Listings
110 LAKESIDE CT #110, OLDSMAR, FL 34677
$175,000134 Days on yellowkey MLS ID: TB8484399
REDUCED by $14,900 (7.8%) on 07/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1981 Tax: $621 (2025)Community: East Lake Woodlands CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$621
Elementary School: Forest Lakes Elementary-PN
High School: East Lake High-PN
Tax Year: 2025
Middle School: Carwise Middle-PN
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)
438 LAFAYETTE BLVD, OLDSMAR, FL 34677
$550,000140 Days on yellowkey MLS ID: TB8480797
REDUCED by $25,000 (4.3%) on 07/24/2026
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
Middle School: None
Remarks: Beautiful 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)
432 COUNTRY CLUB DR, OLDSMAR, FL 34677
$465,000144 Days on yellowkey MLS ID: A4684573
REDUCED by $10,000 (2.1%) on 07/24/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1936 Built: 1960 Tax: $3,551 (2025)Community: Oldsmar Country Club Estates Sec 2 Blk 3, Lot 6Single Family
Taxes:$3,551
Remarks: Tucked inside a quiet neighborhood, but only one street away from the magnificent Tampa bay, this 3-bedroom, 3 bath, income- producing residence offers nearly 2000 sf of living space and on a large -size lot with lots of matured trees. With the pool centered in the courtyard, and sliding doors around to maximize the view, this scene will recalibrate your mood every time you walk through it regardless of whether you take a morning swim before work, or just read quietly on the deck with your glass of wine nearby. The house is completely renovated with granite counter tops and stainless -steel appliances, slider doors, and a new pool heater, new pool cage, AC 2025, BRAND-NEW July 2026 Shingle Roof. If you are a person who loves nature and calmness, Oldsmar is for you: R.E. Oldsmar Park, Oldsmar Trail, Veterans Memorial waterfront park are all nearby. The schools are great. If you want to invest, the house is already going strong with everything set up. Let's make it your home.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Phuong Vu Nguyen (941-909-4488)
4856 WESTCHESTER CT, OLDSMAR, FL 34677
$579,00049 Days on yellowkey MLS ID: TB8515993
REDUCED by $10,000 (1.7%) on 06/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2184 Built: 1996Monthly Fee: $295 Tax: $4,281 (2025)Community: KingsmillSingle Family
Taxes:$4,281
Remarks: Welcome to Kingsmill in the highly sought-after East Lake Woodlands community! LISTED BELOW APPRAISED VALUE! This beautifully maintained waterfront home features 3 bedrooms, 2 bathrooms, and a 2-car garage, and has been lovingly cared for by its original owner. From the moment you arrive, you'll be impressed by the home's private cul-de-sac location and newly paved driveway. Step inside to discover luxury vinyl flooring that flows seamlessly throughout the main living areas and bedrooms. High ceilings and natural light create an open, airy atmosphere throughout the home. The spacious living and dining room combination is highlighted by a cozy fireplace, creating the perfect setting for both everyday living and entertaining. The kitchen features wood cabinetry, solid-surface countertops, a tile backsplash, brand new matching GE stainless steel appliances, and a breakfast nook overlooking the water. A full pocket sliding glass door opens to the lanai, allowing you to fully enjoy the tranquil lake views. The primary suite is a true retreat, offering water views and private access to the screened porch through sliding glass doors. The ensuite bathroom features dual vanities, a garden tub, a walk-in tiled shower, tile flooring, and two walk-in closets. The secondary bedrooms provide ample storage with built-in closets, while the guest bathroom includes tile flooring, a wood vanity with a solid-surface countertop, and a walk-in tiled shower. Additional features include an indoor laundry room with brand new washer and dryer included, a freshly painted garage floor, a 2021 roof, 2026 water heater, and 2017 HVAC system. Enjoy maintenance-free living with low monthly HOA fees that include lawn maintenance and trash service. Located within the gated East Lake Woodlands community, residents have the option to join Ardea Country Club, which offers exceptional amenities including two championship 18-hole golf courses, a fitness center, restaurant, swimming pools, tennis courts, racquet sports facilities, and more. Conveniently located near shopping, dining, airports, and some of Florida's most beautiful beaches, this home offers the perfect combination of comfort, convenience, and resort-style living. Don't miss this opportunity—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Chris Arata (727-415-7271)
600 S WOODLANDS DR, OLDSMAR, FL 34677
$399,000126 Days on yellowkey MLS ID: TB8488468
REDUCED by $10,999 (2.7%) on 05/30/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1952 Built: 1979Monthly Fee: $490 Tax: $4,813 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$4,813
Remarks: Virtually Staged. This beautifully updated 3-bedroom, 2-bath attached villa style home is nestled in the highly sought-after Eastlake Woodlands community, offering serene preserve views in the front from your private fenced in patio and peaceful wooded and golf course views in the back. The home features a carport with a storage closet and a thoughtfully designed split-bedroom floor plan. Recent upgrades include all-new impact windows (2023), Roof (2020) a new air conditioner (2022), new washer & dryer (2022), remodeled entryway and bathrooms (2023), new blinds (2022), and remote-controlled ceiling fans throughout (2022). The living and dining areas showcase elegant crown molding, while the updated 150-amp electrical panel ensures modern efficiency. The kitchen boasts wood cabinetry, granite countertops, a glass mosaic backsplash, and stainless steel appliances. Laminate flooring extends throughout the home, with ceramic tile in the wet areas for added durability. The spacious primary suite offers a walk-in closet, access to the bonus room, and a luxurious bath with dual sinks, wood cabinetry, granite counters, and a step-in glass shower. The third bedroom also features a walk-in closet, built-in storage, and a slider to the bonus room, while the secondary bath includes a newer tile surround for the tub/shower and a stylish vanity with a granite countertop. Dont forget the huge, expansive bonus room that adds incredible flexibility for a family room, office, or hobby space. Perfectly blending comfort and style, this home delivers move-in-ready elegance in a premier location.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Jarod Brewer (727-647-1379)
1007 STATE ST E, OLDSMAR, FL 34677
$695,00049 Days on yellowkey MLS ID: TB8513144
2 Days Off yellowkey (back on 6/24/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2379 Built: 1981 Tax: $5,901 (2025)Community: Country Club Add To Oldsmar RevSingle Family
Taxes:$5,901
Elementary School: None
High School: None
Remarks: Under contract-accepting backup offers. Tucked away beneath majestic oak trees on over an acre of lush Florida landscape, this one-of-a-kind Oldsmar estate offers the perfect blend of privacy, space, and convenience. If you've been searching for a private pool home with acreage, no HOA, room for all your toys, and a true Florida lifestyle, you've found it. Bring your boat, RV, camper, kayaks, golf cart, tools, and hobbies—there's plenty of room here and no CDD fees or HOA restrictions to hold you back. Every day feels like a vacation when you live in a home like this! From the moment you arrive, you'll feel the charm of Old Florida. A stunning wraparound porch, multiple sundecks, giant in ground pool and peaceful natural surroundings create a setting that feels like your own private retreat. The fenced property provides plenty of space for pets to roam, outdoor entertaining, gardening, or simply enjoying the beauty of nature right outside your door. The spacious open-concept living and dining areas are designed for both everyday comfort and memorable gatherings. The large kitchen features granite countertops, stainless steel appliances, an island overlooking the main living space, and plenty of room for family and friends to gather. Cozy up by the fireplace on cooler evenings or step outside to enjoy the screened deck overlooking your tropical backyard oasis. The large primary suite includes an ensuite bath with dual vanities, soaking tub, and a large walk-in shower. Updated bathrooms feature elegant travertine tile and granite-topped vanities, while thoughtful finishes throughout the home create warmth and character. Downstairs, the possibilities are endless. With over 1800 sq feet of workshop, garage, and flex space complete with electricity, this property is ideal for car enthusiasts, hobbyists, entrepreneurs, contractors, artists, or anyone needing substantial storage and workspace. The lower level also includes a three-car garage (one bay currently a workshop)! Step outside and embrace the Florida lifestyle. Spend sunny afternoons lounging by the pool on the paver patio, hosting backyard barbecues with family and friends, or gather around the fire pit under the stars. This fenced backyard oasis offers the perfect combination of relaxation, recreation, and privacy. Located in one of Oldsmar's beloved equestrian-friendly areas, you'll enjoy the best of both worlds—a peaceful country-like setting just minutes from everyday conveniences. Publix, shopping, restaurants, coffee shops, and entertainment are right around the corner. Outdoor enthusiasts will appreciate nearby Upper Tampa Bay Park, Mobbly Bayou Beach Park, Veterans Memorial Park, hiking trails, kayak launches, dog parks, pickleball and tennis courts, playgrounds, ziplining, and waterfront recreation throughout Tampa Bay. Golf, tennis, and pickleball lovers will appreciate being just minutes from Ardea Country Club. Commuters and travelers will love the central location, approximately 10 miles from Tampa International Airport, 13 miles from St. Pete-Clearwater International Airport, and only 16 miles from the world-famous Clearwater Beach. Properties offering this much land, flexibility, privacy, workshop space, poolside living, and convenience are incredibly rare. Come experience the lifestyle you've been dreaming about and discover why this exceptional Oldsmar property feels like home the moment you arrive. Schedule your tour today!
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Courtney Stein (941-822-4080)
2009 PEPPERTREE CT, OLDSMAR, FL 34677
$364,99986 Days on yellowkey MLS ID: O6403164
REDUCED by $15,001 (3.9%) on 07/24/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1233 Built: 1981 Tax: $927 (2025)Community: Bayside Meadows Ph IiSpa: YesSingle Family
Taxes:$927
Remarks: One or more photo(s) has been virtually staged. Motivated seller!!! Tucked away on a cul-de-sac, this beautifully maintained single-family home offers comfort, space, and thoughtful upgrades perfect for modern family living. Featuring 3 spacious bedrooms and 2 full bathrooms which one has a jacuzzi, the home boasts an open-concept living and dining area filled with natural light—ideal for both relaxing and entertaining. In addition there are 4 hurricane impact windows; 3 energy efficient which come with covers. New roof just placed in June 2026. Warranty 50 years. HVAC/Water Heater 2024. The primary suite is a true retreat, complete with a walk-in closet and a uniquely designed master bathroom featuring a luxurious Jacuzzi tub, separate shower, and elegant double glass sinks. An additional room provides the perfect space for a home office, study, or flex use. Throughout the home, you’ll find a stylish combination of porcelain tile flooring in the main living areas and durable laminate flooring in the bedrooms, offering both beauty and easy maintenance. There is a swim spa in the backyard; a screen porch for relaxation; a shed and some gardening to work on. Also, house has an attached storage that could be turn into office. Also, in the garage there is an 38amp RV plug.
Listing is courtesy of: CFRP REALTY LLC (407-682-8686)
Listing Agent: Ola Lombardi (727-256-7762)
138 BLUE MARLIN DR, OLDSMAR, FL 34677
$349,900224 Days on yellowkey MLS ID: TB8452561
2 Days Off yellowkey (back on 7/1/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1364 Built: 2016Monthly Fee: $120 Tax: $4,005 (2025)Community: Gull-Aire VillageModular Home
Taxes:$4,005
Remarks: Under contract-accepting backup offers. Opportunities like this rarely come along. Set on a true double lot, this 2016 Skyline home offers an exceptional combination of space, privacy, and quality upgrades that are nearly impossible to replicate. With 3 bedrooms, 2 bathrooms, a one-car garage, and a massive carport with workshop, this property delivers flexibility and functionality rarely found in the community. Inside, vaulted ceilings and fresh paint create an open, airy feel, while a glass-enclosed living room addition off the dining area adds a sun-filled space perfect for entertaining or relaxing year-round. The kitchen is a showpiece, featuring custom white shaker cabinetry and stunning quartzite countertops that read more like artwork than stone. The bedroom layout provides privacy for guests, with two bedrooms sharing a full bath, while the primary suite offers a walk-in closet and a private bath with walk-in shower. Step outside and you’ll find what truly sets this property apart: rare outdoor space and privacy, enhanced by pavers ideal for grilling, gathering, and enjoying Florida living. Located in the sought-after Gull Aire community, residents enjoy a heated pool, golf-cart-friendly streets, and a vibrant social calendar featuring craft shows, dances, and live music at the community center. HOA is just $120 per month for both lots, and the land is owned—making this an exceptional and increasingly rare opportunity in today’s market. Across the street and within walking distancefrom restaurants, shopping and movies. Close to award winning golf courses, tampa international airport, beaches, recreation facilities and sporting events.
Listing Agent: Mark Fazzini (727-485-9981)
384 WINGATE CIR, OLDSMAR, FL 34677
$579,00052 Days on yellowkey MLS ID: TB8515031
REDUCED by $5,999 (1.0%) on 07/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2428 Built: 2001Monthly Fee: $100 Tax: $8,778 (2025)Community: Bay ArborSpa: NoSingle Family
Taxes:$8,778
Remarks: Nestled on a quiet street in the desirable gated community of Bay Arbor, this lovely two-story home offers 3 bedrooms, 2.5 bathrooms, two spacious bonus/great rooms, a 2-car garage, and a spectacular custom pebble tech pool with a stunning stone waterfall, pool pump 2025 and new pool filter 2025. The back yard is completely fenced and backs up to a peaceful conservation. As you enter, you'll be welcomed by charming Florida saltillo ceramic tile flooring that adds warmth and old-world Florida character throughout the main living areas. The spacious eat-in kitchen features granite countertops, abundant cabinetry with convenient roll-out trays, a huge pantry, stainless steel appliances, newer dishwasher 2022, refrigerator 2024, and lovely French doors leading directly to the beautiful screened pool area—perfect for indoor-outdoor living and entertaining with no rear neighbor’s. The first floor offers a formal living and dining room, a large family room, and a convenient powder room. Upstairs, you'll find an enormous bonus/great room that can easily serve as a media room, game room, home office, gym, or potential fourth bedroom. The oversized primary suite features a large walk-in closet and a private ensuite bath complete with a walk-in shower, garden tub, private water closet, and linen closet. Two additional bedrooms offer generous closet space and share a full hall bath with a tub/shower combination. Newer Roof (2020), Water Heater (2021), newer HVAC System (2024). In addition the house comes with hurricane shutters which are stored in the garage. Bay Arbor residents enjoy access to a community pool, playground, and beautifully maintained common areas. Conveniently located near top-rated schools, shopping, restaurants, hospitals, churches, golf courses, and Florida's award-winning beaches. Easy access to Tampa, Clearwater, St. Petersburg,and New Port Richey makes commuting a breeze. This is Florida living at its finest! Come Live the dream in Tampa Bay, Call me today!
Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (727-853-7801)
Listing Agent: Denise Denver Samsonenko (727-452-8608)
120 EVELYN CT, OLDSMAR, FL 34677
$239,90089 Days on yellowkey MLS ID: TB8501596
REDUCED by $9,100 (3.7%) on 07/13/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1979Monthly Fee: $490 Tax: $5,156 (2025)Community: East Lake Woodlands Cluster HomesVilla
Taxes:$5,156
Remarks: Welcome to 120 Evelyn Ct, Oldsmar, FL 34677, a beautifully maintained villa located within the highly desirable East Lake Woodlands community, one of the most sought-after neighborhoods in Pinellas County and the Tampa Bay area. This home offers a wonderful opportunity for buyers seeking low-maintenance living in a prime Oldsmar location. This immaculate villa has been very well maintained through the years and is ready for move-in, while also allowing the next owner the opportunity to update and personalize over time. The home features a thoughtfully designed floor plan with spacious living areas and generously sized bedrooms, creating a comfortable and functional living environment. The primary suite includes a walk-in closet and private ensuite bathroom, providing privacy and convenience. The additional bedroom is also well-sized, making the home ideal for guests, seasonal living, or a home office. One of the standout features of this property is the large sunroom/lanai, offering a bright and inviting space that can be enjoyed year-round. Whether you’re relaxing with your morning coffee or entertaining guests, this versatile area adds valuable living space and enhances the overall flow of the home. Important updates include an HVAC system installed in 2015, a new electrical panel installed in 2022, and a newer water heater, providing peace of mind for the next owner. The property also includes covered parking and ample storage space, adding convenience for everyday living. The home is fairly priced based on recent comparable sales within the East Lake Woodlands community, making it a strong opportunity in today’s Oldsmar real estate market. East Lake Woodlands is known for its beautiful surroundings, mature landscaping, and central location within Pinellas County. Residents enjoy easy access to shopping, restaurants, parks, golf courses, and everyday conveniences. The property is also conveniently located with an estimated 30-minute drive to Tampa International Airport, as well as a similar drive to many of Pinellas County’s award-winning Gulf Coast beaches. If you are searching for a villa in Oldsmar within East Lake Woodlands, 120 Evelyn Ct offers a combination of location, comfort, and value in one of the Tampa Bay area’s most desirable communities. Schedule your private showing today and discover everything this well-maintained Oldsmar villa in East Lake Woodlands has to offer.
Listing Agent: Lance Willard Llc (727-487-1894)
743 WELLINGTON CT, OLDSMAR, FL 34677
$787,00035 Days on yellowkey MLS ID: TB8515327
REDUCED by $12,000 (1.5%) on 07/24/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3058 Built: 2015Monthly Fee: $160 Tax: $6,370 (2025)Community: Wellington EstatesSpa: NoSingle Family
Taxes:$6,370
Remarks: Welcome to luxury living in the highly sought-after Wellington Estates community of Oldsmar. This stunning ENERGY STAR® certified residence offers over 3,000 square feet of thoughtfully designed living space featuring 3 bedrooms, a private den/office, 3.5 bathrooms, and an expansive bonus room that can easily serve as a media room, game room, home gym, or fourth bedroom. The home also includes a spacious 3-car garage and a resort-style outdoor living area. A dramatic two-story foyer with a designer crystal chandelier sets the tone upon entry. The open-concept floor plan showcases soaring ceilings, elegant crown molding, plantation shutters, and abundant natural light throughout. The gourmet kitchen is the centerpiece of the home, featuring rich espresso cabinetry, quartz countertops, stainless steel appliances, double ovens, a large center island, and a spacious dining area that seamlessly connects to the great room—perfect for entertaining. The spacious primary suite offers a luxurious retreat with a custom walk-in closet and spa-inspired bath complete with dual vanities, a soaking tub, and a walk-in shower. Upstairs, the oversized bonus room provides exceptional flexibility for today's lifestyle needs while the additional bedrooms offer comfort and privacy for family and guests. Step outside to your private backyard oasis featuring a screened-in pool with tranquil rock waterfall feature and an impressive outdoor kitchen complete with granite countertops, built-in grill, refrigerator, and ample prep space—ideal for year-round Florida entertaining. Mature landscaping and privacy hedges create a peaceful setting for relaxation and gatherings. Additional highlights include hurricane shutters, reclaimed water irrigation, in-wall pest defense system, abundant storage, and premium finishes throughout. Located just minutes from top-rated schools, shopping, dining, parks, beaches, and Tampa International Airport, this exceptional Wellington Estates home combines luxury, comfort, and convenience in one remarkable package.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
50 WILLOWOOD LN, OLDSMAR, FL 34677
$1,499,900161 Days on yellowkey MLS ID: TB8475420
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4475 Built: 1987Monthly Fee: $240 Tax: $8,709 (2024)Community: Deerpath Unit OneSpa: YesSingle Family
Taxes:$8,709
Elementary School: Cypress Woods Elementary-PN
Tax Year: 2024
Remarks: **6 Bedrooms | Private In-Law Suite | 4.5 Baths | 1.4 Acres | Gated East Lake Woodlands** If you've been searching for a home with room for everyone—this is one you need to see in person. Set on a private 1.4-acre cul-de-sac lot in the gated East Lake Woodlands community, this expansive home offers 6 total bedrooms, 4.5 baths, including a dedicated in-law suite with its own private entrance, and an oversized upstairs loft perfect for a media room, playroom, or home office. Designed for entertaining, the nearly 2,000-square-foot screened lanai creates an incredible extension of the home's living space. The space features a newly updated pool, outdoor kitchen, bar, and a full, dedicated, poolside bath complete with shower. Inside, soaring 25-foot ceilings, beautiful herringbone Turkish tile flooring, a spacious family room with a wet bar, and a chef-inspired kitchen with custom wood cabinetry, large island, prep sink, breakfast bar, and generous dining space make everyday living as enjoyable as hosting family and friends. Located just minutes from top-rated schools, shopping, dining, Tampa International Airport, and the Gulf beaches, this home also offers optional access to East Lake Woodlands' golf, tennis, fitness, and country club amenities. Homes offering this much space, flexibility, and outdoor living are rare. Browse the virtual tour here: https://my.matterport.com/show/?m=z1VXBRN6geg. Schedule your private tour today and experience 50 Willowood Lane for yourself!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Melissa Pranzo (646-509-7350)
35 GREENHAVEN TRL, OLDSMAR, FL 34677
$1,149,9001 Day on yellowkey MLS ID: TB8531583
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3098 Built: 1988Monthly Fee: $182 Tax: $6,658 (2025)Community: Greenhaven Unit TwoSingle Family
Taxes:$6,658
Remarks: Homes like this rarely become available in the highly sought-after gated community of East Lake Woods. Completely remodeled and situated on over a quarter acre overlooking a tranquil pond, this exceptional residence offers the perfect blend of luxury, comfort, and functionality. From the moment you arrive, you'll appreciate the expansive driveway, oversized three car garage, and impressive curb appeal. As you approach the grand double-door entrance, soaring 12 foot ceilings immediately set the tone for what awaits inside. Step through the front doors and your eyes are instantly drawn to the breathtaking views of the sparkling pool and peaceful pond beyond. The home has been freshly painted inside and out and showcases new luxury waterproof vinyl plank flooring throughout, creating a seamless, modern aesthetic. Designed with both everyday living and entertaining in mind, the home features a desirable three way split floor plan, offering privacy for family members and guests alike. The spacious primary suite is a true retreat, complete with high ceilings, plantation shutters, and a spa-inspired ensuite bathroom. Relax in the freestanding soaking tub or unwind in the oversized walk-in shower featuring a rainfall showerhead and body jets. The luxurious bath also includes dual vanities, a dedicated makeup station, and an illuminated LED mirror. As you continue into the heart of the home, you'll discover a stunning open-concept kitchen and family room designed to impress. The fully remodeled kitchen features brand-new solid wood soft-close cabinetry, Taj Mahal quartz countertops, a cooktop with pot filler, new stainless steel appliances, and exceptional workspace for the home chef. Adjacent to the kitchen is a bright breakfast nook overlooking the pool, as well as a separate butler's pantry perfect for a coffee bar, beverage station, or additional storage. Entertaining is effortless thanks to the beautifully redesigned wet bar, featuring rich dark cabinetry, ambient lighting, a sink, and a built-in wine refrigerator. Just beyond, the expansive family room provides ample space for gatherings of any size. A beautifully renovated guest bathroom off the kitchen features designer tile, a modern vanity, and an LED mirror. Toward the rear of the home, you'll find two additional spacious bedrooms and another fully remodeled bathroom with dual sinks, LED mirrors, and convenient access to the pool. Step outside to your own private backyard oasis. The oversized screened lanai surrounds the sparkling pool and offers the perfect setting for year-round Florida living. The outdoor kitchen is equally impressive, showcasing stunning Brown Fantasy granite countertops, a new built-in grill, and a beverage refrigerator. The finishing touch? Your very own private putting green. Whether you're practicing your short game, entertaining guests, or simply enjoying the peaceful pond views, this backyard is designed to be enjoyed. Every detail of this remarkable home has been thoughtfully updated, creating a truly move-in-ready opportunity in one of the area's most desirable gated communities. Additionally residents have the opportunity to join the on-site Ardea Country Club, optional memberships provide access to championship golf, tennis, pickleball, a resort style lap pool, state of the art fitness center and dining. Minutes from top rated schools, Tampa International and St. Pete-Clearwater airports, award-winning Gulf beaches, professional sports team and more!
Listing Agent: David Ares (813-833-7995)
4995 CAMBERLEY LN, OLDSMAR, FL 34677
$979,00028 Days on yellowkey MLS ID: TB8523334
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3410 Built: 1989Monthly Fee: $255 Tax: $8,168 (2025)Community: Aberdeen Unit OneSpa: YesSingle Family
Taxes:$8,168
Remarks: Virtually Staged. A lot and location so rare to find! Absolutely stunning describes this home’s pristine and sweeping golf course and water views with a magnificent lot perfectly positioned and affording much sought-after privacy from neighboring homes – creating a serene backdrop for relaxation and elegant entertaining. Nestled in the beautiful Aberdeen subdivision, this residence is located within the desirable gated golf community of East Lake Woodlands. Longing for a golf course lot but worried about fencing? A very special feature is the masonry wall enclosure located on the side of the home and measuring 50 feet long and 3 feet high - perfect for pets, a garden, play area or to create your own putting green - lots of possibilities to fit your individual needs! Stepping inside you are greeted with soaring volume ceilings, expansive living spaces, neutral tones throughout and transom windows and glass sliders inviting natural light while seamlessly connecting the interiors to the resort-style outdoor setting. A showcase gas fireplace anchors the family room complete with wet bar, adding sophistication and warmth, while the thoughtfully designed split floor plan offers exceptional privacy for owners and guests alike with 3 bedrooms plus an office/den that can be converted to a 4th bedroom. The kitchen blends style and function with stainless steel appliances, granite countertops, abundant cabinetry, a breakfast bar and ample eat-in area where golf course panorama can be enjoyed daily. Retreat to the primary suite with serene views and spacious bathroom with dual vanities, soaking tub, walk-in shower and 2 sizable closets. The expansive outdoor retreat is designed to impress, featuring a large sparkling pool and spa, generous covered lounging and dining areas and a well-appointed outdoor kitchen with gas grill. This lot is located in the preferred Zone X which does not require flood insurance and the owners had no issues during the 2024 hurricanes. Additional peace of mind comes with two Trane A/C units replaced in 2025, including 5-ton and 2-ton units. Major $7,500 investment in irrigation system renovation and brand new sod in front lawn all ready for new owners! Offering an enviable combination of privacy, luxury, indoor-outdoor living, and picturesque views, this East Lake Woodlands residence presents a rare opportunity to enjoy an elevated lifestyle in one of the area’s most desirable gated golf communities. Optional memberships are available for a wide array of amenities with Ardea Country Club including 2 golf courses, tennis and pickle ball, fitness center, heated lap and free form 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. Premier privacy and stunning views are hard to come by - you can enjoy waking up to this incredible scenery and make this home truly your own at this exceptional price.
Listing Agent: Claudia Tweed (727-433-4596)
112 CYPRESS CT #112, OLDSMAR, FL 34677
$169,900108 Days on yellowkey MLS ID: TB8494664
REDUCED by $20,000 (10.5%) on 07/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1980Monthly Fee: $587 Tax: $2,592 (2025)Community: East Lake Woodlands Cypress EstatesCondo
Taxes:$2,592
Remarks: Welcome to 112 Cypress Ln in the highly sought-after East Lake Woodlands / Cypress Estates community in Oldsmar. This charming 2-bedroom, 2-bath condo offers comfortable Florida living in a peaceful, gated setting with access to a community pool and beautifully maintained grounds. The home features a functional split floor plan, in-unit laundry, and a private screened patio — perfect for enjoying your morning coffee or unwinding in the evenings. Residents of East Lake Woodlands enjoy access to a range of community amenities, including a clubhouse, golf course, tennis courts, and multiple pool areas, creating a resort-style living experience right in your neighborhood. Ideally located just minutes from shopping, dining, entertainment, and major roadways, this property provides easy access to Clearwater, Tampa, St. Petersburg, and the Gulf Coast beaches. Oldsmar is known for its parks, community events, and convenient lifestyle, making this an excellent option for full-time residents or seasonal living. Property is also available for lease or lease option.
Listing Agent: Wil Sanders (813-380-6048)
2328 WARWICK DR, OLDSMAR, FL 34677
$829,000336 Days on yellowkey MLS ID: TB8419306
REDUCED by $25,000 (2.9%) on 06/23/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3294 Built: 1995Monthly Fee: $127 Tax: $5,742 (2024)Community: Warwick HillsSpa: YesSingle Family
Taxes:$5,742
Remarks: PRICE ADJUSTMENT! Buy now to get settled in over the summer! Welcome to Warwick Hills within the Eastlake Woodlands community! Two-story residence awaits on a large corner lot. A stately presence greets you with elegant landscaping. Side-entry 3-car garage & extended driveway. Step inside through double doors into the grand foyer. Formal living and dining rooms, as well as a spacious family room featuring a wood-burning fireplace. Sliding glass doors open up to the lanai and pool. The kitchen and family room blend seamlessly with an open floor plan, highlighted by wood cabinets, granite counter tops, island, wet bar, and multiple pantries. Ideal floor plan for everyday living and entertaining. Relaxing views of the pool & spa with tropical landscaping. A versatile office on the main floor can easily serve as a 5th bedroom. Full-size laundry room.All bedrooms on 2nd floor. Upstairs, the grand primary suite welcomes you with double-door entry and a private sitting area. Two walk-in closets and a renovated bathroom featuring soaking tub, dual vanities, private water closet, and new glass-enclosure. The 2nd floor also features 3 additional bedrooms and 2 more full baths. Property improvements include exterior painted (2023), interior painted (2026) roof (2022), A/C units (2018 & 2019). Hurricane shutters for windows & doors. Ardea Country Club: Residents can take advantage of golf, tennis, dining, and social memberships. With easy access to Hillsborough and Pasco counties, this centrally located home is just minutes to shopping, dining, top-rated schools, and all that the Tampa Bay area has to offer.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Roberta Celiberti (727-488-1235)
854 CHRISTINA CIR, OLDSMAR, FL 34677
$548,00032 Days on yellowkey MLS ID: TB8521571
REDUCED by $7,500 (1.4%) on 07/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2065 Built: 1994Monthly Fee: $68 Tax: $8,686 (2025)Community: Bays EndSpa: YesSingle Family
Taxes:$8,686
Remarks: Roof 2026!! Welcome to Bays End, a hidden gem community offering a peaceful setting with convenient access to everything the area has to offer. This well-maintained 3-bedroom, 2-bathroom home features a spacious and inviting layout. Enter to an open living room that flows into the dining area. The updated kitchen showcases beautiful cabinetry, generous storage, and plenty of workspace. The heart of the home is the family room, with vaulted ceilings and a fireplace create a warm and open space. The spacious primary suite offers walk-in closets and a tastefully updated en-suite bathroom. Split plan with two bedrooms and a bathroom. Step outside to your own private backyard retreat featuring a pool, spa, paver patio, and fully fenced yard—perfect for relaxing, entertaining, or enjoying Florida's year-round sunshine.
Listing Agent: Joe Koebel (727-410-1455)
219 BAY ARBOR BLVD, OLDSMAR, FL 34677
$540,00098 Days on yellowkey MLS ID: TB8498550
REDUCED by $10,000 (1.8%) on 07/16/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1873 Built: 2000Monthly Fee: $100 Tax: $7,973 (2025)Community: Bay Arbor Unit 1ASingle Family
Taxes:$7,973
Remarks: Virtually Staged. NO MORE CARPET!!! BRAND NEW VINYL FLOORING INSTALLED and a NEW, HOT PRICE!!! We are the LOWEST-PRICED four-bedroom home around in a gated community!! Vaulted ceilings and an open floorplan welcome you as you step inside. The Living Room is HUGE, a wonderful place for family gatherings and entertaining for holidays and parties. The large Kitchen opens up to the Living Room for an expansion on entertaining space, featuring solid wood cabinets, matching Stainless Steel Frigidaire Appliances, and a large Breakfast Nook. The Formal Dining Room is set right across from the Kitchen, and is the perfect space for formal gatherings and family dinners. It even has a 4.5' x 2.5' nook that would house a China Cabinet or dry bar if desired. This home offers a split plan, providing maximum privacy to the Master Suite, as well as to the "Guest Wing" and other guest bedrooms. The Master Bedroom features a walk-in closet, access to the back patio, and a large en-suite Bathroom with dual vanities, a jetted tub and a standing shower. The "Guest Wing" or "Home Office Wing" is a wonderful layout to suit any needs. It has a bathroom located right off of the Bedroom, and is set apart from the rest of the bedrooms for added privacy. The other 2 Bedrooms are Jack-and-Jill style, both accessing the 3rd Full Bathroom. Large sliders in the Living Room open up to the peaceful back patio, laced in Slate Tile and fully covered. This space is a sanctuary, overlooking a small pond and greenery instead of facing a rear neighbor. The sun rises in the front of this home, so it is easy to enjoy your morning coffee at sun-up, as well as enjoy the sunsets thanks to the shade provided by the natural greenery. The Roof and Water Heater are NEW 2022, and the A/C was replaced in 2021! LOW HOA FEES only $100/month. This community is gated, with a playground and a community pool, as well as sidewalks for your morning jogs or evening walks! What's not to love?? Move right in and make this home your own!! Only a 30-minute drive to Tampa Int'l Airport, a 25-minute drive to Honeymoon Island, and just minutes from shopping, dining, and all you need to live your Florida dream to its fullest! Located in X Zone! That's right, NO FLOOD ZONE!
Listing Agent: Jessica Jurek (727-487-4957)
5250 PINEHURST CT, OLDSMAR, FL 34677
$665,0006 Days on yellowkey MLS ID: TB8529582
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2074 Built: 1995Monthly Fee: $518 Tax: $6,099 (2025)Community: Parcel B - The PinnacleSingle Family
Taxes:$6,099
Remarks: RARELY AVAILABLE VILLA OPPORTUNITY IN PRIVATE PINNACLE COMMUNITY OF EAST LAKE WOODLANDS. WALK THRU DOUBLE GLASS ENTRY DOORS TO FOYER THAT OPENS TO LIVING ROOM. LIGHT AND BRIGHT EXPANDED FAMILY ROOM AND KITCHEN OFFERS QUIET VIEWS OF CONSERVATION AND GOLF COURSE AREA. NEWLY EXPANDED LANAI WITH PARORAMIC BIRDCAGE SCREENING. KITCHEN OVER LOOKS FAMILY ROOM HAS CENTER ISLAND AND WOOD CABINETRY, BUILT-IN PANTRY, GRANITE COUNTER TOPS AND ALL STAINLESS-STEEL APPLIANCES. SEPARATE DINING ROOM WITH EASY ACCESS FROM THE KITCHEN. MASTER BEDROOM WITH TWO WALK-IN CLOSETS AND MASTER BATH WITH FREE STAND TUB, SEPARATE STALL SHOWER, PRIVATE TOILET CLOSET, DOUBLE SINK VANTY WITH GRANITE COUNTER AND CUSTOM TILE. OFFICE WITH DOUBLE DOOR ENTRY CAN ALSO BE USED AS THIRD BEDROOM WITH CLOSET. SECLUDED SECOND BEDROOM IS PERFECT FOR GUESTS WITH ADJOINING BATH. INSIDE LAUNDRY ROOM WITH UTILITY SINK AND EXTRA STORAGE. GARAGE HAS EXTRA STORAGE AND SPACE FOR TWO CARS. THIS SEPTACULAR HOME LOCATED ON A PRIVATE CUL-DE-SAC. FOR SOCIAL ENJOYMENT YOU CAN RELAX IN THE COMMUNITY POOL. CLUBHOUSE MEMBERSHIP IS ALSO AVAILABLE FOR TENNIS AND GOLF. CLOSE TO BEACHES, SHOPPING, HOSPITALS, AND AIRPORTS. THIS IS WAITING FOR YOU!
Listing Agent: M Sam Mclaughlin (727-647-6767)
1319 FORESTEDGE BLVD, OLDSMAR, FL 34677
$1,100,00042 Days on yellowkey MLS ID: TB8517867
1 Days Off yellowkey (back on 7/23/2026)
REDUCED by $50,000 (4.3%) on 07/02/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3849 Built: 1991Monthly Fee: $243 Tax: $8,986 (2025)Community: Aberdeen Unit TwoSpa: NoSingle Family
Taxes:$8,986
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated Arthur Rutenberg estate, perfectly positioned on a premium corner homesite with partial pond views and exceptional privacy in the sought-after Aberdeen enclave of East Lake Woodlands. This move-in-ready residence offers 5 bedrooms, a versatile bonus room with a wet bar, and 3.5 bathrooms, providing the ideal blend of luxury, comfort, and functionality. Extensively remodeled in 2021, the home showcases timeless design, quality craftsmanship, and modern finishes throughout. Upon entering, you are greeted by an abundance of natural light, soaring ceilings, and gorgeous Mohawk engineered wood flooring that flows throughout the main living areas. The heart of the home is the fully renovated kitchen, featuring a massive waterfall-edge island, crisp white shaker cabinetry, quartz countertops, high-end stainless steel appliances, and stylish Pottery Barn pendant lighting. The kitchen opens seamlessly to the breakfast nook and inviting family room, where a redesigned brick fireplace and custom mantle create a warm and elegant focal point. Designed for the Florida lifestyle, the living spaces transition effortlessly to the spectacular outdoor oasis. The expansive, recently rescreened pool enclosure showcases a sparkling PebbleTec pool with a tranquil rock waterfall, all surrounded by upgraded pavers. Whether hosting family and friends or enjoying a peaceful evening at home, this outdoor retreat is perfectly suited for both entertaining and relaxation. The primary suite serves as a private sanctuary, offering direct lanai access, custom-built closet organizers, and a spa-inspired en-suite bathroom complete with a soaking tub, dual vanities, and elegant finishes. The highly adaptable bonus room provides the perfect space for a game room, media center, home office, or multi-generational living area, complete with its own wet bar. Practical upgrades and peace of mind abound throughout the home. A brand-new HVAC system was installed in March of this year, and the property also features a 5-year-old water heater, a newer water softener, and fresh interior paint completed during the 2021 renovation. The oversized 3-car garage provides ample storage and showcases a sleek, durable epoxy floor. Aberdeen is a tranquil oasis featuring quiet streets, mature tropical landscaping, and abundant wildlife within the gated East Lake Woodlands community. Residents enjoy convenient access to top-rated schools, world-class beaches including Clearwater Beach and Honeymoon Island, major medical facilities, shopping, dining, and both Tampa International Airport and St. Pete-Clearwater International Airport. Optional Ardea Country Club memberships provide access to two championship 18-hole golf courses, premier tennis facilities, resort-style swimming, fitness amenities, dining venues, and a vibrant social calendar. Combining timeless Arthur Rutenberg craftsmanship, extensive modern updates, resort-style outdoor living, and an exceptional East Lake Woodlands location, this remarkable residence offers a rare opportunity to enjoy the very best of Florida living. Schedule your private showing today.
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