New Listings for Sale in Oldsmar, FL

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NEW 6 HRS AGO

ABOUT THIS HOME
New Listing for sale in Oldsmar, FL:
Discover Gated Serenity in East Lake Woodlands. Welcome home to this beautifully renovated 2-bedroom, 2-bath condo offering 1,094 square feet of comfortable, light-filled living at 229 Mary Dr, Oldsmar, FL—nestled within the guard-gated East Lake Woodlands community, one of Tampa Bay’s most desirable enclaves. From the moment you arrive, you’ll feel the peace of mind that comes with 24-hour gated security, manicured grounds, and a neighborhood designed for relaxed, resort-style living. Inside, the thoughtfully designed layout offers generous living and dining spaces, well-proportioned bedrooms, and the flexibility to suit both everyday living and entertainment. Whether you

$204,900

2 beds2 baths1,094 sq ft

229 Mary Dr #45, Oldsmar, FL 34677

New flooring • Newer a c system • Updated kitchen

NEW 8 HRS AGO

ABOUT THIS HOME
New Listing for sale in Oldsmar, FL:
Welcome to see this beautiful house completely remodeled. This house has extreme quality of luxury materials and quality work and finish in the heart of Oldsmar FL, 4 bedrooms and 2 bathrooms. The property has a new kitchen that we fall in love with to give us the family touch and glamor at the same time of preparing food together, with an original wood design combined with an incredible luxury stone!!!!!New Appliances and cabinets that makes us feel the cozy space as a family to unite and watch the expectation and great time. Completely updated electricity 2025, new water heater, the property was completely renovated with everything new and a modern tile floor, a spacious patio for enterta

$419,000

4 beds2 baths1,480 sq ft

318 Country Club Dr, Oldsmar, FL 34677

New kitchen • Modern tile floor • New water heater

NEW 17 HRS AGO

ABOUT THIS HOME
New Listing for sale in Oldsmar, FL:
CHARMING WATERFRONT HOME WITH NATURE VIEWS This home has remained untouched by recent hurricanes. This welcoming 2-bedroom, 2-bathroom block home offers the perfect blend of comfort and natural beauty. You'll enter through a beautiful leaded glass front door into a bright, open floor plan featuring a spacious living room and highlighted by an updated kitchen with stainless steel appliances, breakfast bar, and a separate eating area. The convenient 1.5-car garage provides space for both your car and golf cart. A lovely enclosed 140-square-foot porch invites you to relax while watching pelicans play and local birds on the water. You'll also enjoy the outdoor patio with its cooling summer bre

$374,900

2 beds2 baths1,226 sq ft

531 Canal Way, Oldsmar, FL 34677

Waterfront home • Nature views • Updated kitchen

ABOUT THIS HOME
New Listing for sale in Oldsmar, FL:
Spacious Golf Course Townhome in Gated East Lake Woodlands. Welcome to 140 Michaels Circle, a serene 3-bedroom, 2.5-bathroom townhome tucked away on a large cul-de-sac lot within the exclusive East Lake Woodlands community—one of Pinellas County’s premier gated neighborhoods. Enjoy 24-hour security patrols, lush landscaping, and a peaceful setting surrounded by nature, golf, and resort-style amenities. This home is inside ELW Cluster 2 is ideally located just 300 yards from the newly renovated Ardea Country Club, including Heron’s Grill, heated pool, tennis & pickleball courts, and the 1st tee of the 36-hole golf course. Whether you're enjoying a morning coffee with

$299,000

3 beds2.5 baths1,755 sq ft

140 Michaels Cir, Oldsmar, FL 34677

Pickleball courts • Tennis courts • Large cul de sac lot

ABOUT THIS HOME
New Listing for sale in Oldsmar, FL:
Welcome to this beautifully updated ground-floor corner unit located in the highly desirable gated community of East Lake Woodlands – Cypress Estates. This well-maintained, move-in-ready condominium offers the perfect blend of comfort, convenience, and serene natural surroundings. This 2-bedroom, 2-bath residence features an open and airy floor plan with high ceilings, creating a bright and spacious feel. The enclosed, screened rear porch overlooks a tranquil pond, providing a peaceful setting to relax and enjoy Florida wildlife. Situated at the end of a quiet street, the unit includes one assigned covered parking space and offers added privacy as a corner unit. The generously sized k

$190,000

2 beds2 baths1,054 sq ft

219 Cypress Ct #219, Oldsmar, FL 34677

Gated community • Solid wood cabinetry • Tranquil pond

Property at 712 Lemonwood Dr, Oldsmar, FL 34677, 3 beds, 2 baths

$338,900

3 beds2 baths1,304 sq ft

712 Lemonwood Dr, Oldsmar, FL 34677

Property at 103 Meadow Ln #2 Ln, Oldsmar, FL 34677, 2 beds, 2 baths

$5,000

2 beds2 baths879 sq ft

103 Meadow Ln #2 Ln, Oldsmar, FL 34677

Property at 705 Shore Dr E, Oldsmar, FL 34677, 4 beds, 2.5 baths

$178,990

4 beds2.5 baths2,155 sq ft

705 Shore Dr E, Oldsmar, FL 34677

Property at 101 Dolphin Dr N, Oldsmar, FL 34677, 2 beds, 2 baths

$259,900

2 beds2 baths1,573 sq ft

101 Dolphin Dr N, Oldsmar, FL 34677

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NEW 56 MINS AGO

ABOUT THIS HOME
New Listing for sale in Oldsmar, FL:
LOWEST HOA FEES IN HIGHLAND LAKES and PET FRIENDLY! Tucked away in desirable Duplex Village 1, this 2 Bedroom Villa has 2 Full Baths and an attached Garage. Thoughtfully updated and Freshly PAINTED with Soothing, calming colors, also features brand-new, light & neutral Luxury Vinyl Floors that will go with any decor. A NEW HVAC (8/2025), NEW ELECTRICAL PANEL (4/2023), NEW ROOF (12/2025), and A NEW IMPACT GLASS DOOR (12/2025) that brings in the Light from the Large Four-Season living area at the front of the villa - perfect for enjoying your morning coffee or an evening cocktail while watching the sunset. The spacious side and back yard provide an ideal space for BBQs and entertaining.

$297,500

2 beds2 baths1,178 sq ft

3470 Maclaren Dr, Palm Harbor, FL 34684

New hvac • New electrical panel • New roof

NEW 8 HRS AGO

ABOUT THIS HOME
New Listing for sale in Oldsmar, FL:
EXQUISITE, MOVE-IN FREADY and TASTEFULLY FURNISHED GROUND-FLOOR condo in a highly sought-after location. The aesthetically pleasing exterior features fresh paint and a spacious front porch with a newer storm door—perfect for relaxing and welcoming guests. Inside, beautiful wood-look laminate flooring flows throughout the main living areas, with tile in the Florida room and bathrooms—no carpet anywhere. This desirable split floor plan offers a spotless guest bathroom with a shower/tub combination. The spacious primary bedroom features new panel-door sliders and a convenient laundry closet with approved washer and dryer hookups. The clean and pristine primary bathroom includes a n

$210,000

2 beds2 baths1,080 sq ft

2401 Franciscan Dr #17, Clearwater, FL 33763

Ground floor condo • Laundry closet • Spacious front porch

NEW 9 HRS AGO

ABOUT THIS HOME
New Listing for sale in Oldsmar, FL:
Opportunity knocks with this spacious 4-bedroom, 2-bath home offering lots of extras, including a 2-car garage and a large detached shed for ample storage or workspace. The home features central air and a beautiful backyard with plenty of room to relax, garden, or entertain. The property needs some TLC, making it an excellent opportunity for buyers looking to add value and customize to their taste. Ideal for investors, renovators, or owner-occupants seeking a project with strong potential. Call today to learn more! More Pictures Coming Soon.

$469,000

4 beds2 baths2,100 sq ft

2228 NE Coachman Rd, Clearwater, FL 33765

Central air • Beautiful backyard • Detached shed

NEW 10 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
New Listing for sale in Oldsmar, FL:
Discover a refreshed take on Florida living in this beautifully updated Clearwater residence designed for comfort, style, and convenience. Offers 1% lender credit at closing. Positioned in a highly desirable area, this home places you just minutes from renowned beaches, popular dining spots, shopping destinations, and major commuter routes. Inside, the home showcases a bright, open layout enhanced by modern finishes and thoughtful updates throughout. The kitchen serves as a focal point, featuring updated cabinetry, quartz-style countertops, stainless steel appliances, and an open connection to the living and dining areas—ideal for entertaining or everyday living. Renovation highlights

$475,000

4 beds2 baths1,927 sq ft

2186 Waterside Dr, Clearwater, FL 33764

Luxury flooring • Updated cabinetry • Updated lighting

NEW 12 HRS AGO

ABOUT THIS HOME
New Listing for sale in Oldsmar, FL:
If you’re tired of cookie-cutter and crave a home with soul, updates, and the kind of peace that only nature and hurricane-impact windows can bring — you just found it. This updated, character-filled beauty sits on a . 52-acre lot backing to conservation in the 55+ community of Anchorage, with no rear neighbors and your own fenced backyard oasis. Lush landscaping, paver patio, screened lanai, and it backs to a greenbelt — it’s like living in a private park. Bonus: the front of the home has a full Castle Stone facelift. Curb appeal? Check. Inside, the vibe is warm, modern, and move-in ready. The fresh Sherwin-Williams Agreeable Gray walls let the custom finishes shine

$454,900

2 beds2 baths1,751 sq ft

1120 Lanyard St, Palm Harbor, FL 34685

Screened lanai • Paver patio • Deeded greenbelt

NEW 12 HRS AGO

ABOUT THIS HOME
New Listing for sale in Oldsmar, FL:
Two Bedroom/Two Bath “C” Unit: Sitting on top of the PGA Tour Valspar Championship’s Copperhead #15 par three, you’ll have a birds-eye view of the tee and green. Large kitchen is great for preparing meals, everything you need is right there. The living room/dining area offers large sliding doors onto the tiled balcony. Guest bedroom has queen pillow-top bed as well as sliders to the balcony. Guest bathroom has granite vanity and tiled stall shower. Master bedroom has 2 queen pillow-top beds, walk-in closet, separate vanity area and master bath with granite vanity and tiled tub/shower combination. Need more sleeping space…there is a queen sleeper sofa in the li

$419,000

2 beds2 baths1,210 sq ft

36750 US Highway 19 N #13303, Palm Harbor, FL 34684

Tiled balcony • Walk-in closet • Central location

Property at 3121 Beecher Dr E Unit A, Palm Harbor, FL 34683, 2 beds, 2 baths

$244,800

2 beds2 baths976 sq ft

3121 Beecher Dr E Unit A, Palm Harbor, FL 34683

Property at 3534 Cayman Ct, Palm Harbor, FL 34684, 2 beds, 2 baths

$364,900

2 beds2 baths1,375 sq ft

3534 Cayman Ct, Palm Harbor, FL 34684

Property at 2040 World Parkway Blvd #34, Clearwater, FL 33763, 2 beds, 2 baths

$159,000

2 beds2 baths1,400 sq ft

2040 World Parkway Blvd #34, Clearwater, FL 33763

Property at 2291 Americus Blvd W #7, Clearwater, FL 33763, 2 beds, 2 baths

$222,000

2 beds2 baths1,210 sq ft

2291 Americus Blvd W #7, Clearwater, FL 33763

Property at 2513 Frisco Dr, Clearwater, FL 33761, 4 beds, 2 baths

$725,000

4 beds2 baths2,316 sq ft

2513 Frisco Dr, Clearwater, FL 33761

Property at 1318 Moreland Dr #105, Clearwater, FL 33764, 3 beds, 2 baths

$299,500

3 beds2 baths1,465 sq ft

1318 Moreland Dr #105, Clearwater, FL 33764

Property at 2467 Finlandia Ln #75, Clearwater, FL 33763, 1 bed, 1 bath

$80,000

1 bed1 bath825 sq ft

2467 Finlandia Ln #75, Clearwater, FL 33763

Property at 2943 Whisper Ln N, Clearwater, FL 33762, 4 beds, 4 baths

$1,150,000

4 beds4 baths3,548 sq ft

2943 Whisper Ln N, Clearwater, FL 33762

Property at 1123 Hounds Run, Safety Harbor, FL 34695, 4 beds, 2 baths

$775,000

4 beds2 baths2,384 sq ft

1123 Hounds Run, Safety Harbor, FL 34695

Property at 2263 Curtis Dr N, Clearwater, FL 33764, 3 beds, 3 baths

$479,900

3 beds3 baths1,729 sq ft

2263 Curtis Dr N, Clearwater, FL 33764

Property at 2927 Macalpin Dr S #9, Palm Harbor, FL 34684, 3 beds, 3 baths

$497,999

3 beds3 baths1,535 sq ft

2927 Macalpin Dr S #9, Palm Harbor, FL 34684

Property at 3400 Cove Cay Dr Unit 7H, Clearwater, FL 33760, 2 beds, 2 baths

$279,000

2 beds2 baths1,070 sq ft

3400 Cove Cay Dr Unit 7H, Clearwater, FL 33760

Property at 3300 Fox Chase Cir N #231, Palm Harbor, FL 34683, 2 beds, 2 baths

$185,000

2 beds2 baths871 sq ft

3300 Fox Chase Cir N #231, Palm Harbor, FL 34683

Property at 1627 Farrier Trl, Clearwater, FL 33765, 3 beds, 2 baths

$550,000

3 beds2 baths2,190 sq ft

1627 Farrier Trl, Clearwater, FL 33765

Based on information submitted to the MLS GRID as of Sat Jan 03 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

New Listings for Sale in Oldsmar

There are currently 9 new listings for sale in Oldsmar at a median listing price of $415K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Oldsmar stay on the market for 100 days. Popular neighborhoods include Gull Aire Village, Twin Branch Acres, Bridgeport, East Lake Woodlands, and Briar Creek. This map is refreshed with the newest listings in Oldsmar every 15 minutes.

In the past month, 23 homes have been sold in Oldsmar. In addition to houses in Oldsmar, there were also 7 condos, 19 townhouses, and 1 multi-family unit for sale in Oldsmar last month. Find your dream home in Oldsmar using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Oldsmar are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Oldsmar. Our Oldsmar real estate stats and trends will give you more information about home buying and selling trends in Oldsmar. If you're looking to sell your home in the Oldsmar area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Oldsmar with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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