Displaying: For Sale
Location: Oldsmar
Property Type(s): Single Family
Living Area Square Feet: 3500+
Do Not Show Listings
Oldsmar - 7 properties found
2151 DIAMOND CT, OLDSMAR, FL 34677
$1,350,000189 Days on yellowkey MLS ID: TB8440175
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,378
Elementary School: Cypress Woods Elementary-PN
High School: East Lake High-PN
Tax Year: 2024
Middle School: Carwise Middle-PN
Remarks: Welcome to 2151 Diamond Court ~ Where luxury meets everyday comfort and style. This beautifully updated residence in the exclusive, gated community of Diamond Crest at East Lake Woodlands offers stunning water and conservation views and a thoughtfully designed 3-way split floor plan with a dedicated front office. From the moment you step inside, you’ll notice the meticulous attention to detail. The spacious, NEWLY RENOVATED GOURMET KITCHEN features custom cabinetry, quartz countertops, Café Platinum Collection appliances (including double wall ovens with air fryer and 36” induction cook-top), and a show-stopping triple frosted glass pantry door. The kitchen opens seamlessly to the expansive great room where a 60”, three-sided glass linear fireplace and floor-to-ceiling picture window frame the serene natural backdrop. Nearly every major improvement has already been completed for peace of mind — including a BRAND NEW TILE ROOF, PGT LOW-E IMPACT WINDOWS, luxury plank flooring throughout, and a NEW PANORAMIC-VIEW SCREENED LANAI enclosure that beautifully extends your indoor living outdoors. Enjoy unobstructed views of lush conservation and tranquil water, making this home perfect for both relaxing and entertaining. The primary suite is generously sized with large windows that bring the outdoors in, while each guest wing offers privacy and comfort. All bathrooms have been tastefully remodeled, and remote-operated window treatments and ceiling fans add to the home’s thoughtful conveniences. Outside your front door, discover the newly re-imagined Ardea Country Club, offering championship golf, state-of-the-art racquet facilities, expanded dining, resort-style amenities, and engaging spaces for all ages. Membership is optional — simply visit the clubhouse for details. Location is unbeatable — tucked in a quiet, private setting yet just 20–25 minutes to Tampa International Airport, award-winning Gulf beaches, and the vibrant dining and shopping of both Tampa and Clearwater. This home truly has it all — luxury, convenience, and a view you’ll never tire of. Come experience it in person.
Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)
Listing Agent: Michelle Johncola (727-515-2415)
165 MOBBLY BAY DR, OLDSMAR, FL 34677
$1,219,900222 Days on yellowkey MLS ID: TB8430614
REDUCED by $20,000 (1.6%) on 04/21/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3945 Built: 2012Monthly Fee: $183 Tax: $8,887 (2024)Community: Estuary Of Mobbly BaySpa: YesSingle Family
Taxes:$8,887
Elementary School: Oldsmar Elementary-PN
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 is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Nancy Leslie (727-789-5555)
1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677
$1,225,00019 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
Tax Year: 2025
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)
110 DEERPATH DR, OLDSMAR, FL 34677
$1,199,900111 Days on yellowkey MLS ID: TB8462357
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4246 Built: 1991Monthly Fee: $263 Tax: $10,446 (2024)Community: Deerpath Unit OneSpa: YesSingle Family
Taxes:$10,446
Remarks: Simply sensational in prestigious Deerpath of East Lake Woodlands!! Enter through double leaded glass entry doors to this spectacular, sprawling executive residence! 4,246 sq. ft. of exceptionally well-planned design and custom built to precise detail. Soaring ceilings with four bedrooms, plus a study that could be a 5th bedroom and 3.5 baths… elegantly designed! Privacy prevails on this gorgeous, wooded home site surrounded by lush landscaping. Enter the grand foyer and take in the refined view of three sets of French doors with lovely transom windows looking out on the lanai and pool area. The formal living and dining areas highlight the gorgeous architecture of the home and the sunken living room is beautifully designed with plant shelves and lighted niches! The 5th bedroom is currently used as an office. It has its own set of French doors and boasts custom built-in desk and shelving with granite counters and desktop. A convenient half bath completes the entry area and leads to the magnificent kitchen! Wow! An entertainer’s dream! Ingenious design with prep space and cabinetry galore! Designer quartz counters are stunning! Large center island as well as a breakfast bar and butler’s pantry with beverage fridge in addition to a generous sized eat-in breakfast room. Stainless appliances include a 4-door refrigerator. Huge walk-in pantry! Lovely bead board accents with chair railing, gorgeous pendant lighting…designer lighting throughout the home! The kitchen overlooks the large family room centered by a travertine faced wood burning fireplace and walk-in bar with sink. The primary retreat is nothing short of fabulous! Large sitting area, romantic 2-way wood burning fireplace and totally updated spa-like ensuite bath with massive counter space, separate sink areas, whirlpool tub, walk in shower with designer tile work, water closet, Venetian finish on walls and a massive walk-in closet. Secondary bedrooms are vast and have large wall closets or walk-in closet space! The shared bath space is creatively redesigned with fashionable updates and substantial counter space accented by double sinks with splendid oiled bronze hardware. And the additional full bath/pool bath boasts the most recent upgrades with the same designer granite counters and a beautifully tiled, glass enclosed walk-in shower. All bathrooms are stylishly upgraded. Entertaining and family space is extended outdoors to the grand lanai and pool area! Gorgeous pool with spillover spa and vaulted screen enclosure looks out on a lushly landscaped and private wooded paradise! The convenient pool bath has been recently, renovated with designer touches. And a poolside kitchen area with sink completes the setting and allows for ultimate entertaining! Truly a must see. Endless upgrades and details! All found within the gates of the fabulous East Lake Woodlands Country Club community… A+ rated schools, close to everything, medical, shopping, parks, restaurants, TIA and gorgeous Gulf beaches! An extraordinary find!
50 WILLOWOOD LN, OLDSMAR, FL 34677
$1,499,90080 Days on yellowkey MLS ID: TB8475420
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4172 Built: 1987Monthly Fee: $240 Tax: $8,709 (2024)Community: Deerpath Unit OneSingle Family
Taxes:$8,709
Remarks: Tucked away on a quiet lane in the highly desirable East Lake Woodlands community, this beautifully updated residence at 50 Willowood Ln offers exceptional space, flexibility, and privacy—perfect for today’s modern lifestyle. Featuring 4-6 bedrooms: 4 true bedrooms PLUS a dedicated office (5th bedroom) and an additional flex room with its own private entrance (ideal as a 6th bedroom, guest suite, or in-law space), this home provides endless possibilities. Of note, two bedrooms are located upstairs, with a jack-and-jill bath and massive loft area, also with infinite uses for entertaining, studying, working, gaming or an additional family room. Step inside to discover a light-filled, open-concept layout with generous living and dining areas designed for both everyday comfort and entertaining. The spacious kitchen flows seamlessly into the main living space and offers ample cabinetry, counter space, and a functional layout for the home chef. The primary suite is a private retreat, complete with an en-suite bath and ample closet space, while the secondary bedrooms are well-sized and thoughtfully positioned. The separate office provides the perfect work-from-home setup, and the versatile flex room—with its own entrance—adds incredible value and adaptability. Enjoy Florida living outdoors with a serene backyard setting, with almost 2,000sf of screened-in pool/lounge space, perfect for relaxing or entertaining. Located within the gated East Lake Woodlands community, residents enjoy access to golf, tennis, and country club amenities (optional membership), all while being just minutes from top-rated schools, shopping, dining, and Gulf Coast beaches. Key Highlights include 4 Bedrooms + Office (5th Bedroom Option) + Flex Room (6th Bedroom Option with Private Entrance), a Flexible floor plan with a multitude of options. This home is located in a sought-after double-gated community, convenient to beaches, airports, shopping, and dining. This is a rare opportunity to own a highly adaptable home in one of Oldsmar’s most coveted neighborhoods—schedule your private showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Melissa Pranzo (646-509-7350)
2270 CHRISTY LN, OLDSMAR, FL 34677
$1,250,00075 Days on yellowkey MLS ID: TB8477474
2 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3993 Built: 1996Monthly Fee: $181 Tax: $11,849 (2025)Community: Turtle Creek Unit-ThreeSpa: YesSingle Family
Taxes:$11,849
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to luxury living in the desirable Gated, Golf Community of East Lake Woodlands! This stunning home in Turtle Creek has a Premium Conservation Setting and features 4 Bedrooms plus Office/Den and Bonus Room, 4.5 Baths all on One-Story with the exception of the bonus room. Perfectly nestled on a picturesque Cul-de-Sac, tranquility and privacy are yours. Enjoy the best of both worlds with a serene, fenced back yard that’s easy to maintain while having the privacy of Deep Conservation beyond on this Expansive 1.95-acre lot. Plus this home is located in the preferred Zone X so No flood insurance is required! The wide Side Load Garage measuring 28’ x 22’ and large Pavered Driveway provide generous parking and set the tone for a stately entrance accented with Travertine along front and side. Step inside to Open Living Room and Dining Room elegance with Soaring Volume Ceilings, Stunning Crown Molding and Dramatic Windows that create an inviting ambiance. Flexibility abounds with this Floor Plan with the Office/Den and Bonus Room providing plenty of options to best fit your family’s needs now and in the future. And the Three-way Split bedroom layout gives everyone their own space. Need a 5th Bedroom? No problem, the front Office/Den is generously sized and features a closet plus gorgeous windows. The Open Concept continues to the Kitchen and Family Room ideal for entertaining small or large gatherings of family and friends. Stainless Steel Appliances including Oversized Fridge, Gas Range and loads of Storage highlight this kitchen in addition to its large Center Island with Prep Sink, Walk-In Pantry and Breakfast Bar for lots of seating. Retreat to the luxurious Primary Suite which occupies the entire right wing of the home and includes an Additional Sitting Area complete with Cozy Gas Fireplace and a Spa-like Primary Bathroom with long Dual Vanity, Deep Soaking Tub and all Neutral Creamy Tones - your personal oasis. This home also boasts a convenient shared bathroom for bedrooms 2 and 3 plus another separate 4th bedroom and bath. Outdoor Living and all that privacy is accentuated with the Gorgeous Pool and Spa with Electric and Gas Heaters respectively, impressive Covered and Screened Lanai and Extensive Pavers which carry through to the side walkway spanning the length of the home. Upgrades include Tankless Water heater installed in 2026, New Trane A/C for main portion of the house in 2021, Bosch Dishwasher in 2025, Electric Pool Heater in 2021, Reverse Osmosis System, Tile Roof in 2013, Aluminum Fencing and Mini-Split A/C in Garage. Plus 2023 Samsung Washer and Dryer are included in the sale. Relax and take advantage of Optional Memberships to Ardea Country Club including Resort-Style Amenities such as 2 Golf Courses, Fitness Center, Heated Lap Pool and Freeform Pool, Poolside Café, Pickleball and Tennis, Dining and a host of Events. Located conveniently to Tampa International Airport, Top-rated schools, Beautiful Beaches, Medical Facilities, Parks and Outstanding Dining, this exceptional home offers the perfect blend of Luxury, Convenience and Lifestyle. Don’t miss your opportunity to own this East Lake Woodlands gem!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Claudia Tweed (727-433-4596)
5044 KILKENNEY CT, OLDSMAR, FL 34677
$1,695,00050 Days on yellowkey MLS ID: TB8483853
0 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4554 Built: 1995Monthly Fee: $255 Tax: $10,483 (2025)Community: Aberdeen Unit OneSingle Family
Taxes:$10,483
Remarks: This exquisite residence is an exceptionally rare blend of fine design, impeccable finishes and open concept with much sought-after privacy. A stunning showcase including just over 4,500 sq. ft. with 4 bedrooms, office/den, bonus room and 3 full and 2 half baths, this home in Aberdeen in the gated, golf community of East Lake Woodlands has been stunningly curated with more than $800,000 in upgrades. The serene cul de sac location is a stellar setting with a grand circular drive entrance measuring 5,500 sq. ft. with gorgeous pavers and custom LED lighting. The expanse of this 1.2 acre lot with landscape lighting and beautifully manicured lawn has the added benefit of being in the preferred Zone X500 so no flood insurance is required by lenders. Step inside to soaring ceilings, luxury vinyl plank flooring throughout and dramatic windows overlooking the resort-style pool and expansive view. Living and dining rooms flow easily to the family room and amazing kitchen beautifully appointed with massive custom cabinetry with glass displays and built-in features for the gourmet chef, a Sub-Zero refrigerator and freezer, Wolf 6-burner gas stove, Cove dishwasher, Bosch in-wall coffee maker, a stunning range hood and generous center island with quartz countertops. A special feature is the bonus room with palatial windows, custom wood cabinetry and quartz countertops with undermount LED lighting. Commissioned by an artist, the smooth Venetian plaster accent wall provides a soft backdrop for the large entertaining space complete with Sub-Zero appliances including ice maker, freezer drawer, 2 under-counter fridges offering the perfect setting for cozy evenings or grand gatherings. Experience unparalleled luxury and sophistication in the primary suite, where views of nature greet you through expansive windows. The primary bath is a true sanctuary featuring custom cabinetry, suede quartz countertops plus a polished stainless steel soaking tub, tile accents and an expansive shower with multiple sprays and Koehler smart shower technology. Guest bathrooms are fully updated with the largest en par with a primary bath complete with freestanding soaking tub, massive shower with stunning wave design tile and U By Moen smart shower controls. Step outside to resort-style living with a stunning pool renovation that awaits. Travertine tile and pebble tec pool finish create an inviting oasis. Entertain with ease in the fully-equipped outdoor kitchen which features custom cabinetry, a large Le Griddle, warming burners, a Green Egg for grilling, a True bar fridge and an expansive serving area. Ample covered space ensures you can host large gatherings in comfort while stacked stone travertine accent walls and wood plank ceilings provide the finishing touches. Not to be overlooked, the garage is a custom highlight with extra storage or work shop space in addition to a 3rd bay garage perfect for that golf cart. All A/C units updated in the last 4 years as well as 2 Rinnai tankless water heaters, water softener, exterior paint in 2025 and 8 exterior security cameras convey with the home as well as the washer and dryer. Experience timeless elegance in this exceptional home with the added benefit of optional memberships to Ardea Country Club with 2 golf courses, fitness center, 2 pools, tennis and pickleball, dining and events. All in a preferred location convenient to Tampa International Airport, top-rated schools, beaches, professional sporting events and more.
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.