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Modern Homes for Sale in Oldsmar, FL

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  • /100

    $625,000

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,258 Sq Ft

    138 Brent Cir, Oldsmar, FL 34677

    Welcome to 138 Brent Circle in desirable gated Seaside Estates—an exceptional opportunity to own the largest corner townhome in this sought-after waterfront community in Oldsmar. Perfectly positioned to capture panoramic views of Tampa Bay, this residence offers a rare combination of space, scenery, and coastal lifestyle, complete with a private boat slip for easy access to the water. This

    Agent Photo

    Kathy Grams

    COASTAL PROPERTIES GROUP INTERNATIONAL

    138 Brent Cir, Oldsmar, FL 34677
  • /52

    $379,999

    $65K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft

    370 S Woodlands Dr, Oldsmar, FL 34677

    Virtually Staged some photos. Hot off the press-new shingles, new TPO and new insulation August 2026. Attention all Golfers and Tennis players Dream in East Lake Woodlands that showcases 2 Championship 18 hold golf courses and 14 HAR-Tru tennis courts with no membership required!!.Newly remolded Patio Home with 2 bedroom 2 full bathroom with possible office/dining area in the Golf Course

    Agent Photo

    Michele Davis

    27NORTH REALTY

    370 S Woodlands Dr, Oldsmar, FL 34677
  • /97

    $2,457,000

    New Construction $422K PRICE INCREASE
    • 5 Beds
    • 4.5 Baths
    • 3,890 Sq Ft

    3420 Channelside Ct, Safety Harbor, FL 34695

    Under Construction. DON'T WORRY ABOUT DAYS ON MARKET(We have been under construction) The Showstopper at 3420 Channelside Ct - Completion is right around the corner for this premier custom waterfront home in Safety Harbor’s exclusive Edge Water Reserve. Meticulously designed by Grandview Custom Homes, this 5-bedroom, 5-bathroom architectural masterpiece offers 3,890 sq. ft. of living space on a

    Agent Photo

    Curt Chandler

    IMPACT REALTY TAMPA BAY

    3420 Channelside Ct, Safety Harbor, FL 34695
  • /31

    $245,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    230 Balsam Dr, Oldsmar, FL 34677

    Virtually Staged. Welcome home to this beautifully maintained 2-bedroom, 2-bathroom villa nestled in the highly desirable, gated community of East Lake Woodlands. Designed withboth comfort and functionality in mind, this home features a desirable split-bedroom floor plan, offering privacy for both owners and guests, with a convenientlylocated shared bathroom for the secondary bedroom.

    Dawn Walls MARK SPAIN REAL ESTATE

    230 Balsam Dr, Oldsmar, FL 34677
  • /26

    $340,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,333 Sq Ft

    1916 Hudson Ct, Oldsmar, FL 34677

    Welcome home to this charming 3-bedroom, 2-bathroom home with a 2-car garage, ideally located inthe desirable Bayside Meadows community with NO HOA or CDD fees. From the moment you stepinside, you'll appreciate the open layout featuring a spacious living room that flows seamlessly into thedining area, creating the perfect space for both everyday living and entertaining. Just beyond

    Dawn Walls MARK SPAIN REAL ESTATE

    1916 Hudson Ct, Oldsmar, FL 34677
  • /44

    $399,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,952 Sq Ft

    600 S Woodlands Dr, Oldsmar, FL 34677

    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

    Jarod Brewer RE/MAX ACTION FIRST OF FLORIDA

    600 S Woodlands Dr, Oldsmar, FL 34677
  • /66

    $640,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,074 Sq Ft

    5250 Pinehurst Ct, Oldsmar, FL 34677

    RARELY AVAILABLE VILLA OPPORTUNITY IN PRIVATE PINNACLE COMMUNITY OF EAST LAKE WOODLANDS. "THIS IS A MAINTENANCE FREE COMMUNITY." 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

    Sam McLaughlin RE/MAX REALTEC GROUP INC

    5250 Pinehurst Ct, Oldsmar, FL 34677
  • /75

    $2,698,000

    $2K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,454 Sq Ft

    412 Shore Dr E, Oldsmar, FL 34677

    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

    Cynthia Kaszirer SMITH & ASSOCIATES REAL ESTATE

    412 Shore Dr E, Oldsmar, FL 34677
  • /39

    $299,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,626 Sq Ft

    60 St Andrews Place Unit 60, Oldsmar, FL 34677

    Experience resort-style living in this beautifully renovated 2-bedroom + loft, 2-bath condominium offering approximately 1,600 square feet of bright, open living space. Perfectly positioned overlooking tranquil water and the golf course, this exceptional home combines modern updates with soaring architectural details in one of Oldsmar's most desirable communities. The impressive great room

    Robyn Humphreys PROFESSIONAL REAL ESTATE MGMT

    60 St Andrews Place Unit 60, Oldsmar, FL 34677
  • /46

    $524,000

    $41K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,065 Sq Ft

    854 Christina Cir, Oldsmar, FL 34677

    Priced to the Ridiculous!! 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

    Joseph Koebel RE/MAX REALTEC GROUP INC

    854 Christina Cir, Oldsmar, FL 34677
  • /58

    $469,900

    Open Sat 11:30AM - 2:30PM
    • 2 Beds
    • 2 Baths
    • 1,754 Sq Ft

    603 Canal Way, Oldsmar, FL 34677

    Welcome Home! Your beautifully updated move-in-ready Florida retreat with a warm, contemporary style awaits you in the heart of Oldsmar. This spacious 2-bedroom, 2-bath home with a den, (possible 3rd bedroom) and 2-car garage home is situated on a beautifully landscaped lot, offering privacy, flexibility and plenty of space to enjoy the Florida lifestyle. The open and inviting floor plan features

    Anne Hode AH REALTY SERVICES, LLC

    603 Canal Way, Oldsmar, FL 34677
  • /52

    $155,000

    $45K PRICE DROP Pre-Foreclosure
    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    372 Cobia Way, Oldsmar, FL 34677

    Welcome to 372 Cobia Way — one of the best locations in Gull-Aire Village, sitting directly across from the community pool, spa, and clubhouse! This resident-owned, 55+ golf cart friendly community in the heart of Oldsmar offers the best of Florida retirement living at an unbeatable value.Step inside to a bright, open floor plan featuring dark hardwood-style flooring and bold coastal teal

    Justin Cans IMPACT REALTY TAMPA BAY

    372 Cobia Way, Oldsmar, FL 34677
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