Oldsmar, FL Homes

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  /34

  $595,000 Open Sun 11:30AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,901 Sq Ft

  301 1/2 Shore Dr E, Oldsmar, FL 34677

  A Magnificent Home in Oldsmar FL with SPECTACULAR WATER VIEWS!!This lovely home is one of the most unique properties for sale in Oldsmar FL, offering unobstructed views of Tampa Bay and picture-perfect sunsets. Elevated 14.5 feet above ground, this property was thoughtfully designed with no worries. Oldsmar real estate like this is hard to come by. The home has been retrofitted to withstand the

  

  John Stivey

  PEOPLE FIRST REAL ESTATE LLC.

  (813) 590-5183

  301 1/2 Shore Dr E, Oldsmar, FL 34677
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  /23

  $1,649 per month

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft
  • Condo for Rent

  138 Hunter Lake Dr Unit d, Oldsmar, FL 34677

  Great Location, condo is located in Gardens of Forest Lake, a peaceful community nestled in the heart of Oldsmar. Freshly painted 2-bedroom, 2-full bathroom, new laminate flooring in living room, bedrooms, and hallway. Nice size fully equipped kitchen. The large primary bedroom features a walk-in closet, en suite bathroom and a view of the water right when you look out the window. The sliding

  Sheila O'Neill

  QUARTZ MANAGEMENT

  (813) 723-3964

  138 Hunter Lake Dr Unit d, Oldsmar, FL 34677
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  /36

  $289,000 Sold May 01, 2025

  • 1,385 Sq Ft
  • $209/SF
  • 143 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  40 Sylvia Place, Oldsmar, FL 34677

  Back on Market with new updates! Master bath has new vanity, fixtures and elegant Quartz top with dual sinks. New flooring in all 3 bedrooms. This move in ready villa in desirable East Lake Woodlands offers a serene pond view setting located on a quiet cul-de-sac. The split bedroom open floor plan features beautiful wood look porcelain tile floors throughout living areas and an island bar with

  Jill Rees CHARLES RUTENBERG REALTY INC

  40 Sylvia Place, Oldsmar, FL 34677
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  /30

  Est $315,445 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  10 Thomas Ln, Oldsmar, FL 34677

  10 Thomas Ln, Oldsmar, FL 34677
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  /45

  $1,599,000

  • 4 Beds
  • 3 Baths
  • 2,496 Sq Ft

  316 Shore Dr E, Oldsmar, FL 34677

  Improved Price! Move-In Ready! Updated waterfront pool home with 4 bedrooms and 3 full bathrooms on an ELEVATED SLAB THAT HAS NEVER FLOODED. High and dry, without stilts! Panoramic water views across Upper Tampa Bay on a spacious lot (100 ft wide x 200 ft deep) with a new sea wall. Inside, a welcoming foyer leads to the open concept living/dining area and beyond to incredible scenic views of the

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 221-1408

  316 Shore Dr E, Oldsmar, FL 34677
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  /26

  $1,504 - $1,929 per month

  Aventine at Forest Lakes Apartment Homes

  1-3 Beds

  100 Old Village Way, Oldsmar, FL 34677

  Welcome to Aventine at Forest Lakes! Inside your new pet-friendly one, two, or three-bedroom apartment for rent, you'll find everything you need for comfortable and convenient apartment living in Oldsmar, Florida. Each apartment comes with a fully-equipped kitchen, screened-in patios/balconies, plenty of closet space, air conditioning, and washer/dryer hookups for your convenience and comfort. At

  100 Old Village Way, Oldsmar, FL 34677
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  /2

  $1,224,900 Sold Apr 30, 2025

  • 2,102 Sq Ft
  • $583/SF
  • 10 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1981

  610 Shore Dr E, Oldsmar, FL 34677

  WELCOME TO YOUR DREAM HOME WHERE THE KEY WEST LIFESTYLE MEETS SERENE WATERFRONT LIVING! NESTLED DIRECTLY ON 90FT OF OLD TAMPA BAY THIS STUNNING 3-BEDROOM, MULTI-LEVEL SPLIT STILT HOME OFFERS THE ULTIMATE BLEND OF MODERN STYLE AND RELAXED TROPICAL CHARM. WITH 2,102 SQ FT OF OPEN FLOOR PLAN LIVING SPACE, THIS RESIDENCE IS PERFECT FOR THOSE SEEKING COMFORT AND ADVENTURE. THE MASTERFUL DESIGN EXTENDS

  Albie Kissner TODAYS REALTY

  610 Shore Dr E, Oldsmar, FL 34677
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  /30

  Est $458,378 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft

  324 Tavernier Dr, Oldsmar, FL 34677

  324 Tavernier Dr, Oldsmar, FL 34677
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  /42

  $1,300,000

  • 4 Beds
  • 3.5 Baths
  • 3,420 Sq Ft

  380 Wellington Ave, Oldsmar, FL 34677

  Beautiful Key West style pool home in Oldsmar with an assumable government loan at just 2.75%! Located on a quiet cul de sac with no through traffic on nearly an acre of land, with lush tropical landscaping backing up to conservation for added privacy. At the main entry is an inviting wraparound porch. Step inside the welcoming foyer to a soaring vaulted ceiling in the great room, which also

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (813) 797-4705

  380 Wellington Ave, Oldsmar, FL 34677
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  /53

  $2,100 per month

  • 2 Beds
  • 2 Baths
  • 888 Sq Ft
  • Condo for Rent

  333 Woodlake Wynde, Oldsmar, FL 34677

  GROUND FLOOR CONDO with BEAUTIFUL SCENIC VIEW of the LAKE from the GREAT ROOM, KITCHEN, MASTER BEDROOM & PATIO. FULLY FURNISHED with NEW FURNITURE in the LIVING & DINNING ROOM. LARGE Master Suite with a Walk in Closet. The Wrap Around LANAI is ENCLOSED with Two Closets, one with Full Size Washer/Dryer & a Storage Closet. TWO Heated Community POOLS for Relaxing. Walk In Unpack your clothes and

  Marie Becklund FUTURE HOME REALTY INC

  333 Woodlake Wynde, Oldsmar, FL 34677
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  /2

  $581,000 Sold Apr 30, 2025

  • 1,881 Sq Ft
  • $309/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1997

  381 Tavernier Cir, Oldsmar, FL 34677

  THIS METICULOUSLY MAINTAINED, 1881 SQUARE FEET, SINGLE-STORY, POOL HOME FEATURES 4 BEDROOMS, 2 FULL BATHROOMS, AND 2 CAR GARAGE WITH TONS OF UPGRADES, AND IS MOVE IN READY! SPARKLING 48X24 CERAMIC TILES THROUGHOUT THE HOUSE PRESENT A LUXURIOUS IMPRESSION THE MOMENT YOU ENTER THE HOUSE! SPLIT FLOOR PLAN WITH HIGH CEILINGS IN THE LIVING AREA MAKES THIS HOME LIGHT AND BRIGHT. UPGRADES INCLUDE IMPACT

  Ameer Lakhani PINNACLE REALTY GROUP

  381 Tavernier Cir, Oldsmar, FL 34677
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  /21

  Est $627,829 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,350 Sq Ft

  1767 Oak Pond Ct, Oldsmar, FL 34677

  1767 Oak Pond Ct, Oldsmar, FL 34677
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  /36

  $579,000

  • 4 Beds
  • 2 Baths
  • 1,906 Sq Ft

  632 Lake Cypress Cir, Oldsmar, FL 34677

  Florida Pool Home!Welcome to your bright and sunny oasis featuring an oversized private backyard with a bonus grill and a brick-paved sun patio. This large corner lot boasts recently added vinyl fencing for added privacy. Enjoy cool breezes from Lake Cypress on your shaded screened patio. Located in Oldsmar, Florida, this home is centrally positioned among new neighborhoods, businesses, shopping,

  

  Don Moore

  KELLER WILLIAMS REALTY- PALM H

  (813) 946-6323

  632 Lake Cypress Cir, Oldsmar, FL 34677
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  /23

  $1,274 - $1,795 per month

  East Lake Club Apartments

  1-3 Beds

  150 East Lake Club Dr, Oldsmar, FL 34677

  East Lake Club Apartments is a place you can really call home. From the time you walk in for a tour until the day you move out we strive to make you feel comfortable and happy. Our gated community is located in the heart of Oldsmar, just minuets away from everything you need. Please feel free to give us a call, or stop by in person for more information on our property. We look forward to meeting

  150 East Lake Club Dr, Oldsmar, FL 34677
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  /2

  $315,000 Sold Apr 30, 2025

  • 1,445 Sq Ft
  • $218/SF
  • 41 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1982

  50 Gretchen Ct, Oldsmar, FL 34677

  HUGE PRICE DROP!!! SELLER WANTS A DEAL! Needs a little love, but this is your chance to own a home in desirable Quail Forest, East Lake Woodlands most sought after attached villa community! New flooring and paint would make a world of difference!! Not only do you get a very large 3/2 villa in ELW, but you get a home in great shape & ready for your decorating ideas! Lush carpeting in the

  Cathy McCarthy RE/MAX REALTEC GROUP INC

  50 Gretchen Ct, Oldsmar, FL 34677
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  /30

  Est $266,256 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft

  6 Emerald Bay Dr, Oldsmar, FL 34677

  6 Emerald Bay Dr, Oldsmar, FL 34677
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  /50

  $256,805

  • 2 Beds
  • 2 Baths
  • 1,094 Sq Ft

  129 Lakeview Way, Oldsmar, FL 34677

  Stunning Waterview Condo in the Gated Community of East Lake Woodlands!Experience low-maintenance, resort-style living with serene pond views in this beautifully updated, ground-floor residence located in one of the area’s most coveted gated communities. Light and airy throughout, this stylish home features durable plank tile flooring and a desirable split-bedroom layout, perfectly blending

  

  Eric Timmons

  KELLER WILLIAMS REALTY- PALM H

  (656) 228-0777

  129 Lakeview Way, Oldsmar, FL 34677
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  /27

  $2,050 per month

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft
  • Condo for Rent

  105 Woodlake Wynde, Oldsmar, FL 34677

  OUTSTANDING FURNISHED RENTAL NOW AVAILABLE!!!! Why lease in a standard apartment complex when you can enjoy the luxury and tranquility of a beautifully furnished condominium in a gated residential community? Available May 1st, this outstanding 2-bedroom, 2-bath first-floor condo offers the comfort of home with nearly all utilities included — even cable and Wi-Fi — and is located in a

  Frank Acerra SELECT PROPERTIES INC

  105 Woodlake Wynde, Oldsmar, FL 34677
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  /2

  $251,000 Sold Apr 29, 2025

  • 1,628 Sq Ft
  • $154/SF
  • 123 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  619 Pelican Dr S, Oldsmar, FL 34677

  This meticulously maintained home is within the sought-after 55+, resident owned, Gull-Aire Village community conveniently located in the heart of Oldsmar! This spectacular 3-bedroom 2-bath home is situated on a pond front lot, tucked in the back of the neighborhood for added peace and serenity. As you enter, you are greeted by an open, airy space with high ceilings and lots of natural light. The

  Sebrenna Walker SOUTHERN LIFE REALTY

  619 Pelican Dr S, Oldsmar, FL 34677
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  /51

  Est $790,776 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,348 Sq Ft

  2207 Warwick Dr, Oldsmar, FL 34677

  2207 Warwick Dr, Oldsmar, FL 34677
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  /47

  $559,000

  • 3 Beds
  • 3 Baths
  • 1,834 Sq Ft

  112 Brent Cir, Oldsmar, FL 34677

  Newly Improved Price on this Move-In Ready Townhouse! This beautifully updated waterfront home with deeded boat slip is located in the safe and picturesque golf cart community of Oldsmar. 3 bedrooms, 3 full bathrooms, and private garage with storage and 3-car tandem parking, in a gated community with pool, spa, and tennis courts, surrounded by Tampa Bay and charming Oldsmar. The open concept main

  

  James Wheeler

  CHARLES RUTENBERG REALTY INC

  (656) 219-4022

  112 Brent Cir, Oldsmar, FL 34677
• 

  

  /25

  $1,700 per month

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft
  • Condo for Rent

  127 Camphor Cir Unit A, Oldsmar, FL 34677

  127 Camphor Cir Unit A, Oldsmar, FL 34677
• 

  /2

  $305,000 Sold Apr 28, 2025

  • 1,550 Sq Ft
  • $197/SF
  • 14 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1978

  100 Sylvia Place, Oldsmar, FL 34677

  One or more photo(s) has been virtually staged. Potential here is unlimited! We have priced this home to sell based on it's current condition. Yes, it needs to be updated but at this price you can do a whole lot of updating to make it your own! The special feature of this home is the HUGE room addition at the rear that overlooks trees, green lawn & partial water views from the lake! There is

  Cathy McCarthy RE/MAX REALTEC GROUP INC

  100 Sylvia Place, Oldsmar, FL 34677
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  /32

  Est $635,132 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft

  5156 Pinnacle Dr, Oldsmar, FL 34677

  5156 Pinnacle Dr, Oldsmar, FL 34677
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  /33

  $279,900

  • 2 Beds
  • 1.5 Baths
  • 1,105 Sq Ft

  388 Countryside Key Blvd, Oldsmar, FL 34677

  Welcome to 388 Countryside Key, a charming 2-bedroom, 1.5-bathroom townhome nestled in the highly sought-after Oldsmar, FL community. This delightful two-story residence boasts an open-concept first floor, complete with a spacious kitchen featuring ample cabinetry and a generous pantry. The adjacent laundry/utility closet houses a full-size washer and dryer, adding to the convenience of this

  

  Sabrin Baker

  TROPIC SHORES REALTY LLC

  (813) 680-3927

  388 Countryside Key Blvd, Oldsmar, FL 34677
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  /33

  $1,950 per month

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  217 Palmetto Ct Unit 217, Oldsmar, FL 34677

  Unfurnished yearly rental -2BR/2BA ground floor remodeled First Floor Condo in in Eastlake Woodlands with enclosed patio, full size washer/dryer and carport parking. High-end finishes throughout including Tile Plank flooring throughout. Kitchen includes granite countertops, upgraded glass tile backsplash, stainless steel range and refrigerator, raised panel white cabinets, and a Separate Coffee

  Matthew Moskalczyk RE/MAX REALTEC GROUP INC

  217 Palmetto Ct Unit 217, Oldsmar, FL 34677
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  /2

  $570,000 Sold Apr 28, 2025

  • 1,646 Sq Ft
  • $346/SF
  • 84 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  873 Lucas Ln, Oldsmar, FL 34677

  BUYER DENIED LOAN APPROVAL!! BACK ON MARKET!! A Full Luxury Renovation and a Relaxing, Maintenance Free Lifestyle - an incredible opportunity that rarely comes on the market! This 3-Bedroom, 2-Bath, 2-Car Garage villa is nestled within the Gated Golf Community of East Lake Woodlands. No details were spared in this extensive transformation including removing a wall to provide that Open Kitchen

  Katherine Congdon KELLER WILLIAMS REALTY- PALM H

  873 Lucas Ln, Oldsmar, FL 34677
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  /20

  Est $333,289 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,930 Sq Ft

  137 Buckingham Ave W, Oldsmar, FL 34677

  137 Buckingham Ave W, Oldsmar, FL 34677
• 

  

  /31

  $374,000

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  50 Balsam Dr, Oldsmar, FL 34677

  Carefree Living in a Premier Gated Community with Country Club Lifestyle Options.Welcome to your dream villa in the highly sought-after gated enclave of East Lake Woodlands—a serene community surrounded by nature, yet close to every convenience. This immaculately maintained 3-bedroom, 2-bath villa-style home is just steps from the newly refurbished residents-only pool, and offers the perfect

  

  Eric Timmons

  KELLER WILLIAMS REALTY- PALM H

  (813) 602-7584

  50 Balsam Dr, Oldsmar, FL 34677
• 

  

  /46

  $1,850 per month

  • 1 Bed
  • 1 Bath
  • 168 Sq Ft
  • House for Rent

  250 Strathmore Ave, Oldsmar, FL 34677

  Maven Mansion: Where Legends Live + Create?? Oldsmar, FL | ?? $1,850/mo | ?? Luxury Private Suite AvailableWelcome to Maven Mansion — the premier content house and event haven where high-end living meets high-impact creativity. This is more than a room — it’s your personal sanctuary and professional launchpad.?? The Suite Life Includes: ??? King or Queen

  250 Strathmore Ave, Oldsmar, FL 34677
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  /2

  $225,000 Sold Apr 25, 2025

  • 1,148 Sq Ft
  • $196/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  232 Nina Way Unit 232, Oldsmar, FL 34677

  Beautiful WATER VIEWS from LIVING ROOM, KITCHEN, and MASTER BEDROOM! SECOND FLOOR END UNIT that makes the view even more incredible. No worries about being in an AE flood zone when you are on the second floor. Enjoy the tranquility of this updated 2-bedroom, 2-bathroom condo in the highly desirable community of EAST LAKE WOODLANDS. THIS UNIT MAY BE ELIGIBLE for a 5% DOWN CONVENTIONAL LOAN. The

  Denise Dorris COASTAL PROPERTIES GROUP INTERNATIONAL

  232 Nina Way Unit 232, Oldsmar, FL 34677
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  /55

  Est $1,014,686 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,021 Sq Ft

  500 Shore Dr E, Oldsmar, FL 34677

  500 Shore Dr E, Oldsmar, FL 34677
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  /47

  $375,000 Open Sat 1AM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  1171 Clays Trail, Oldsmar, FL 34677

  Welcome to your dream home! This spacious 3-bedroom, 2.5-bathroom townhouse offers an exceptional blend of luxury and carefree living. The living and dining room offer breathtaking water views on the main level as does the Master bedroom upstairs. The master features a fully screened in balcony making this unit perfect for those who appreciate natural beauty and tranquility. With over 2500 sqft

  

  Farzana Zalil

  CHARLES RUTENBERG REALTY ORLANDO

  (813) 519-3961

  1171 Clays Trail, Oldsmar, FL 34677
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  /32

  $2,100 per month

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft
  • Condo for Rent

  207 Woodlake Wynde Unit 207, Oldsmar, FL 34677

  Available Monthly September 1st through December 30th! Woodlake Run of gated East Lake Woodlands Country Club Community.......Beautiful Sunsets over the pond!! FIRST FLOOR CONDO. Entrance foyer takes you to tiled living area with comfortable leather couch complete with electric reclining, remote mood lighting tv cabinet (with Roku and Spectrum cable) into dining area and breakfast bar to open

  Sandra Harris PREFERRED REALTY GROUP, LLC

  207 Woodlake Wynde Unit 207, Oldsmar, FL 34677
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  /2

  $310,000 Sold Apr 25, 2025

  • 966 Sq Ft
  • $321/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  1803 Forest Dr, Oldsmar, FL 34677

  Beautifully Remodeled Home in Harbor Palms – No HOA! Welcome to this professionally remodeled 2-bedroom, 2-bathroom home with a 1-car garage in the desirable Harbor Palms neighborhood of Oldsmar! With modern upgrades, a spacious fenced yard, and a prime location, this home is perfect for first-time buyers, downsizers, or investors.Step inside to a bright and airy living room, where a large front

  Ashley Gajdosz KELLER WILLIAMS TAMPA PROP.

  1803 Forest Dr, Oldsmar, FL 34677
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  /45

  Est $274,458 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft

  317 Countryside Key Blvd, Oldsmar, FL 34677

  317 Countryside Key Blvd, Oldsmar, FL 34677
• 

  

  /19

  $279,000

  • 2 Beds
  • 2.5 Baths
  • 1,110 Sq Ft

  273 Countryside Key Blvd, Oldsmar, FL 34677

  Welcome to this MOVE IN READY 2-bedroom, 2.5-bathroom townhome in the desirable gated community of Countryside Key. Offering 1,110 sq ft of thoughtfully designed living space—plus an additional 75 sq ft ib the enclosed patio—this two-story home combines comfort, functionality, and convenience. Inside, you’ll find tile flooring throughout the first floor and luxury vinyl plank upstairs—no carpet!

  

  Mandy Cassiano

  KELLER WILLIAMS SOUTH SHORE

  (656) 226-3572

  273 Countryside Key Blvd, Oldsmar, FL 34677
• 

  

  /46

  $1,850 per month

  • 1 Bed
  • 1 Bath
  • 168 Sq Ft
  • House for Rent

  250 Strathmore Ave, Oldsmar, FL 34677

  Maven Mansion: Where Legends Live + Create?? Oldsmar, FL | ?? $1,850/mo | ?? Luxury Private Suite AvailableWelcome to Maven Mansion — the premier content house and event haven where high-end living meets high-impact creativity. This is more than a room — it’s your personal sanctuary and professional launchpad.?? The Suite Life Includes: ??? King or Queen

  250 Strathmore Ave, Oldsmar, FL 34677
• 

  /2

  $770,000 Sold Apr 25, 2025

  • 2,673 Sq Ft
  • $288/SF
  • 75 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1991

  1855 Eau Claire Ct, Oldsmar, FL 34677

  Contract fell through. Significant price adjustment! Owner motivated. Welcome to Cross Pointe, a gated subdivision of East Lake Woodlands. The home is located in a cul-de-sac and is part of a golf course community. It offers 4brms, 3bths, and 3car gar. Included are a fully landscaped conservation lot, with a private solar heated pool with spa. Step inside to an open floor plan great for

  Miguel Velazquez FLORIDA LUXURY REALTY INC

  1855 Eau Claire Ct, Oldsmar, FL 34677
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  /40

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,066 Sq Ft

  272 Pelican Dr N, Oldsmar, FL 34677

  272 Pelican Dr N, Oldsmar, FL 34677

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