Oldsmar, FL Homes

/33
$256,000
- 2 Beds
- 1.5 Baths
- 1,105 Sq Ft
388 Countryside Key Blvd, Oldsmar, FL 34677

2025 HVAC! Assumable FHA Loan! Welcome to 388 Countryside Key, a charming 2-bedroom, 1.5-bathroom townhome located in the highly sought-after Oldsmar, FL community. This delightful two-story residence boasts an open-concept first floor with a spacious kitchen, ample cabinetry, a generous pantry, and a convenient laundry/utility closet with a full-size washer and dryer. The living and dining areas

Kevin Baker

TROPIC SHORES REALTY

(656) 240-3431

388 Countryside Key Blvd, Oldsmar, FL 34677
/35
$2,300 per month
- 2 Beds
- 2 Baths
- 1,450 Sq Ft
- Condo for Rent
1233 Clays Trail, Oldsmar, FL 34677

Fully Furnished, Completely Renovated, Short Term Rental available 4/20/2026-11/20/2026. Enjoy peaceful mornings and serene evenings on your private patio overlooking the water in this immaculate 2 Bedroom / 2 Bathroom / 1 Car Garage First Floor Condo. This property is light and bright with a large great room and open kitchen. The recently renovated kitchen features white cabinets, stainless

Beth Cupari COASTAL PROPERTIES GROUP INTER

1233 Clays Trail, Oldsmar, FL 34677
/2
$245,000 Sold Dec 29, 2025

421 Countryside Key Blvd, Oldsmar, FL 34677
- 2 Beds
- 2.5 Baths
- 1,105 Sq Ft
- Built 1998
Last Sold Summary
- 2% Below List Price
- $222/SF
- 137 Days On Market
Current Estimated Value $243,065

Last Listing Agent Sunny Alexander RED SASH REALTY LLC

421 Countryside Key Blvd, Oldsmar, FL 34677

/2
Est $307,035 Not Listed For Sale

110 Woods Landing Trail, Oldsmar, FL 34677
- 2 Beds
- 2.5 Baths
- 1,200 Sq Ft
- Built 1984
110 Woods Landing Trail, Oldsmar, FL 34677

Last Sold Summary
- 2% Below List Price
- $262/SF
- 3 Days On Market
Last Sold Price $314,900

Last Listing Agent Michael Lopez EXP REALTY LLC

/16
$274,000
- Land
- 1.13 Acres
- $242,478 per Acre
0 Strathmore Ave, Oldsmar, FL 34677

Discover a rare opportunity to own a sought-after 1.13-acre vacant lot in the heart of Oldsmar! Tucked away in a quiet, established neighborhood, this oversized parcel offers the perfect canvas to build your dream home—with **no HOA restrictions** holding you back. Large lots like this are incredibly hard to find in Oldsmar, especially in such a prime location. What truly sets this property apart

Steve Capen

COLDWELL BANKER REALTY

(656) 228-1955

0 Strathmore Ave, Oldsmar, FL 34677
/19
$2,600 per month
- 2 Beds
- 2 Baths
- 1,090 Sq Ft
- House for Rent
116 Dolphin Dr S, Oldsmar, FL 34677

Property Id: 217872455+ COMMUNITY!Enjoy coastal Florida living in this beautifully maintained 2BR/2BA home tucked into the serene Gull-Aire Village of Oldsmar. Featuring cathedral ceilings, plantation shutters, and an electric fireplace with custom built-ins, this home blends comfort and style. The updated kitchen offers stainless steel appliances, soft-close cabinetry, quartz

116 Dolphin Dr S, Oldsmar, FL 34677
/2
$1,075,000 Sold Dec 09, 2025

2019 Diamond Ct, Oldsmar, FL 34677
- 4 Beds
- 3 Baths
- 3,502 Sq Ft
- Built 1995
Last Sold Summary
- 7% Below List Price
- $307/SF
- 34 Days On Market
Current Estimated Value $1,070,550

Last Listing Agent Charlie Bodine REAL ESTATE FIRM OF FLORIDA, LLC

2019 Diamond Ct, Oldsmar, FL 34677

/2
Est $879,956 Not Listed For Sale

1278 Coverstone Ct, Oldsmar, FL 34677
- 4 Beds
- 3 Baths
- 3,022 Sq Ft
- Built 1993
1278 Coverstone Ct, Oldsmar, FL 34677

Last Sold Summary
- 1% Above List Price
- $288/SF
- 13 Days On Market
Last Sold Price $870,000

Last Listing Agent Georgete Frey DALTON WADE INC

/59
$249,999
- 2 Beds
- 2.5 Baths
- 1,285 Sq Ft
1718 Azalea Ct Unit B, Oldsmar, FL 34677

One or more photo(s) has been virtually staged. NO HOA! MARVELOUS WATER VIEW FROM YOUR BALCONY! Beautiful 2BR 2.5BA two-story townhouse in Oldsmar, FL. Master bedroom has French doors that open to a wonderful water view right in your backyard....enjoy the view of two lakes and a creek with stunning wildlife! Best of all, you get to rest assured that your property is high and dry, NO WATER

Daniel Hut

HUT REALTY, LLC

(656) 235-3010

1718 Azalea Ct Unit B, Oldsmar, FL 34677
/22
$1,450 per month
- 2 Beds
- 1 Bath
- 980 Sq Ft
- Townhouse for Rent
3588 Meriden Ave Unit B, Oldsmar, FL 34677

Back unit of a duplex, completely renovated, bathroom, kitchen, floors, paint and ceilings. Inside Laundry room W/D hook up. No dishwasher. Near cul-de-sac. quiet neighborhood. Large back yard view. Parking pad fits 2 cars. Great area to live in, close to everything: shopping, airport (20 min ride), restaurants and beaches. NO pets, NO drugs allowed. Clean background check + no eviction history,

Manuela Barone GLOBAL REALTY GROUP

3588 Meriden Ave Unit B, Oldsmar, FL 34677
/2
$175,000 Sold Jan 05, 2026

306 Martha Ln Unit 42, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 1,094 Sq Ft
- Built 1979
Last Sold Summary
- 15% Below List Price
- $160/SF
- 185 Days On Market
Current Estimated Value $182,268

Last Listing Agent Steven Olandese RE/MAX CHAMPIONS

306 Martha Ln Unit 42, Oldsmar, FL 34677

/2
Est $1,161,956 Not Listed For Sale

1299 Coverstone Ct, Oldsmar, FL 34677
- 5 Beds
- 5.5 Baths
- 4,295 Sq Ft
- Built 1991
1299 Coverstone Ct, Oldsmar, FL 34677

Last Sold Summary
- $270/SF
- 160 Days On Market
Last Sold Price $1,160,000

Last Listing Agent Vickee Walthall COASTAL PROPERTIES GROUP INTERNATIONAL

/32
$319,000 Open Sat 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,372 Sq Ft
108 Dolphin Dr E, Oldsmar, FL 34677

The Prettiest Home in Gull Aire – Turn-Key Perfection!Welcome to the crown jewel of Gull Aire, widely considered the most beautiful home in the entire community. This meticulously renovated 3-bedroom, 2-bathroom residence has been reimagined inside and out to offer the perfect blend of modern luxury and cozy community charm. If you are a social-seeking senior looking for a vibrant lifestyle

Jackie Little

KELLER WILLIAMS REALTY- PALM H

(656) 220-0950

108 Dolphin Dr E, Oldsmar, FL 34677
/16
$2,200 per month
- 2 Beds
- 2 Baths
- 1,250 Sq Ft
- Condo for Rent
60 Joanne Place, Oldsmar, FL 34677

Beautiful and updated 2/2 villa on a pond in East Lake Woodlands. Excellent school district and convenient to shopping center. Move in ready.

60 Joanne Place, Oldsmar, FL 34677
/2
$295,000 Sold Aug 05, 2025

190 Dale Place, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 1,250 Sq Ft
- Built 1982
Last Sold Summary
- 9% Below List Price
- $236/SF
- 18 Days On Market
Current Estimated Value $295,553

Last Listing Agent Cathy McCarthy RE/MAX REALTEC GROUP INC

190 Dale Place, Oldsmar, FL 34677

/2
Est $510,404 Not Listed For Sale

1733 Split Fork Dr, Oldsmar, FL 34677
- 3 Beds
- 2 Baths
- 1,967 Sq Ft
- Built 1997
1733 Split Fork Dr, Oldsmar, FL 34677

Last Sold Summary
- 1% Below List Price
- $262/SF
- 248 Days On Market
Last Sold Price $515,000

Last Listing Agent Lori Crawford RE/MAX

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$385,000 Open Sun 2PM - 4PM
- 3 Beds
- 2.5 Baths
- 1,773 Sq Ft
908 Vineyard Ln, Oldsmar, FL 34677

$14,000 PRICE REDUCTION! Welcome to elevated living in the heart of Oldsmar! This beautifully maintained 3-bedroom, 2.5-bath townhome by Taylor Morrison blends modern style, thoughtful upgrades, and a peaceful natural setting — all within a gated community. Step inside to a bright, open layout perfect for everyday living and entertaining. The stunning kitchen is a true centerpiece, featuring

Keegan Siegfried

LPT REALTY, LLC

(656) 209-5070

908 Vineyard Ln, Oldsmar, FL 34677
/32
$2,500 per month
- 4 Beds
- 2 Baths
- 1,232 Sq Ft
- House for Rent
648 Timber Bay Cir E, Oldsmar, FL 34677

Owner is living out of state, home is empty please go and show. Pictures represent current condition of property. Nice rental on small body of water.

Brenda Ayala GENSTONE REALTY

648 Timber Bay Cir E, Oldsmar, FL 34677
/2
$552,000 Sold May 23, 2025

1623 Bayhill Dr, Oldsmar, FL 34677
- 3 Beds
- 3 Baths
- 1,906 Sq Ft
- Built 1995
Last Sold Summary
- 3% Above List Price
- $290/SF
- 5 Days On Market
Current Estimated Value $545,551

Last Listing Agent Melissa McNeil EXP REALTY LLC

1623 Bayhill Dr, Oldsmar, FL 34677

/55
Est $201,104 Not Listed For Sale

272 Cypress Ln Unit 44, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 1,054 Sq Ft
- Built 1980
272 Cypress Ln Unit 44, Oldsmar, FL 34677

Last Sold Summary
- 4% Below List Price
- $199/SF
- 14 Days On Market
Last Sold Price $210,000

Last Listing Agent Vanessa Leonard KELLER WILLIAMS REALTY- PALM H

/35
$1,199,000 New Construction
- 4 Beds
- 3.5 Baths
- 3,000 Sq Ft
401 Park Blvd, Oldsmar, FL 34677

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Experience the perfect blend of luxury and location at 401 Park Blvd, Oldsmar. This brand-new 2025 custom home combines hurricane-resilient construction with modern elegance—all just minutes from Tampa’s vibrant downtown, world-class beaches, and waterfront parks. Set on a quiet street in the beautiful

Jessica Scialletti

URBAN REAL ESTATE US

(656) 206-4011

401 Park Blvd, Oldsmar, FL 34677
/20
$1,750 per month
- 2 Beds
- 1.5 Baths
- 1,080 Sq Ft
- Townhouse for Rent
144 Douglas Rd W, Oldsmar, FL 34677

This 2-bedroom, 1.5-bathroom property at 144 Douglas Rd W offers 1,080 square feet of living space. This unit is a corner unit, with an expanse of trees to the north of the property. Two parking spaces directly in front of the unit give tenant quick access to front door. The living room provides ample room for relaxation and opens up to a generous fenced in back yard with a covered deck with

144 Douglas Rd W, Oldsmar, FL 34677
/2
$321,000 Sold May 29, 2025

636 Timber Bay Cir E, Oldsmar, FL 34677
- 3 Beds
- 1 Bath
- 924 Sq Ft
- Built 1985
Last Sold Summary
- 2% Above List Price
- $347/SF
- 16 Days On Market
Current Estimated Value $312,887

Last Listing Agent Amanda Lebiszczak CHARLES RUTENBERG REALTY INC

636 Timber Bay Cir E, Oldsmar, FL 34677

/70
Est $313,051 Not Listed For Sale

400 Country Club Dr, Oldsmar, FL 34677
- 3 Beds
- 2 Baths
- 1,870 Sq Ft
- Built 1959
400 Country Club Dr, Oldsmar, FL 34677

Last Sold Summary
- 4% Above List Price
- $160/SF
- 28 Days On Market
Last Sold Price $299,900

Last Listing Agent George Hintenberger CHARLES RUTENBERG REALTY INC

/53
$1,280,000 New Construction
- 4 Beds
- 3.5 Baths
- 2,961 Sq Ft
506 Federal St, Oldsmar, FL 34677

One or more photo(s) has been virtually staged. Under Construction. This stunning new three-story residence by Danva Construction perfectly blends modern luxury with resilient, high-end design. Located at 504 Federal Street in the desirable waterfront community of Oldsmar, this home is built for peace of mind with a solid concrete block structure, pilings, impact-resistant windows, and a durable

Jessica Scialletti

URBAN REAL ESTATE US

(656) 267-6332

506 Federal St, Oldsmar, FL 34677
/24
$2,100 per month
- 2 Beds
- 2 Baths
- 1,054 Sq Ft
- Condo for Rent
135 W Cypress Ct, Oldsmar, FL 34677

Call to see this East Lake Woodlands Finest 2 Bedroom 2 Bath cute downstairs corner condo with almost everything new. Including most of the windows. Treat yourself to elegance in this remodeled Kitchen with LOTS of cupboard space and Quartz counters. New cabinets and lighting. Walk in to see the beautiful flooring throughout the condo. The large Master Bedroom has 3 closets and room for a King

Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

135 W Cypress Ct, Oldsmar, FL 34677
/2
$335,000 Sold Jan 15, 2026

303 Shore Dr W, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 1,106 Sq Ft
- Built 1959
Last Sold Summary
- 8% Below List Price
- $303/SF
- 162 Days On Market
Current Estimated Value $388,352

Last Listing Agent Ena Ebanks FUTURE HOME REALTY INC

303 Shore Dr W, Oldsmar, FL 34677

/2
Est $371,253 Not Listed For Sale

170 Eric Ct, Oldsmar, FL 34677
- 3 Beds
- 2 Baths
- 1,650 Sq Ft
- Built 1980
170 Eric Ct, Oldsmar, FL 34677

Last Sold Summary
- 2% Below List Price
- $228/SF
- 8 Days On Market
Last Sold Price $377,000

Last Listing Agent Judy Eaves, PA TARAPANI BANTHER & ASSOC LLC

/47
$170,000
- 2 Beds
- 2 Baths
- 1,148 Sq Ft
118 Lakeview Way Unit 34, Oldsmar, FL 34677

*** Motivated Seller *** Beautiful 2 bedroom, second floor end unit condo overlooking a tranquil pond, with scenic views from the living room and primary bedroom. Tasteful color tones throughout enhance the bright, inviting layout. The kitchen features a stunning mosaic glass backsplash and ample cabinetry. A charming stone wood burning fireplace anchors the living space. The spacious primary

Jennifer Albright HUNT BROTHERS REALTY, INC.

118 Lakeview Way Unit 34, Oldsmar, FL 34677
/18
$1,850 per month
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- Condo for Rent
3069 Huron Ave, Oldsmar, FL 34677

Stilt Triplex Large end unit 2/BR 2/BA Immaculate condition (Oldsmar)A quiet country-like setting, one block from the bay access to fishing. Ceramic tile floor, luxury tile planks in the bedrooms, appliance: fridge, glass top stove, dishwasher, washer/dryer connection. Ceiling fan in each room, mini blinds, private deck, 10X12 storage bin, 2 parking spaces reserved for you, No Pets, No

3069 Huron Ave, Oldsmar, FL 34677
/2
$385,000 Sold Sep 16, 2025

60 Woodridge Cir Unit 1, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 1,883 Sq Ft
- Built 1984
Last Sold Summary
- 9% Below List Price
- $204/SF
- 98 Days On Market
Current Estimated Value $382,677

Last Listing Agent June Connell COMPASS FLORIDA LLC

60 Woodridge Cir Unit 1, Oldsmar, FL 34677

/42
Est $344,431 Not Listed For Sale

601 Canal Way, Oldsmar, FL 34677
- 2 Beds
- 2 Baths
- 1,422 Sq Ft
- Built 2002
601 Canal Way, Oldsmar, FL 34677

Last Sold Summary
- $243/SF
- 39 Days On Market
Last Sold Price $345,000

Last Listing Agent Matt Mayers LIFES A BEACH REAL ESTATE

/41
$584,000
- 3 Beds
- 2.5 Baths
- 1,918 Sq Ft
1730 Oak Pond Ct, Oldsmar, FL 34677

Price Improvement.! Tucked inside the desirable Eastlake Oaks neighborhood, this 3-bedroom, 2.5-bath residence with a 3-car garage offers 1,918 square feet of well-designed living space and the kind of backyard retreat Florida buyers are searching for. Set on an oversized 11,000+ sq ft lot with water views and no neighbors on three sides, this Eastlake Oaks property delivers a rare combination of

Kirsten Kelley SMITH & ASSOCIATES REAL ESTATE

1730 Oak Pond Ct, Oldsmar, FL 34677
/9
$1,900 per month
- 2 Beds
- 2 Baths
- 1,143 Sq Ft
- House for Rent
2005 Montego Ct, Oldsmar, FL 34677

Charming Home in the Heart of Oldsmar Welcome to 2005 Montego Court, Oldsmar, FL a beautifully refreshed home tucked away in one of Oldsmar's desirable communities. Featuring new flooring and fresh interior paint, this home offers a clean, modern feel that's completely move-in ready.Step inside to find bright, inviting living spaces designed for both comfort and functionality. The fresh

Joyce Geras CAMELOT INC REALTORS

2005 Montego Ct, Oldsmar, FL 34677
/2
$560,000 Sold Aug 01, 2025

611 Shore Dr E, Oldsmar, FL 34677
- 3 Beds
- 2 Baths
- 2,160 Sq Ft
- Built 1979
Last Sold Summary
- $259/SF
- 29 Days On Market
Current Estimated Value $547,800

Last Listing Agent Lisa Carroll MIHARA & ASSOCIATES INC.

611 Shore Dr E, Oldsmar, FL 34677

/33
Est $237,604 Not Listed For Sale

345 Country Club Dr, Oldsmar, FL 34677
- 3 Beds
- 2 Baths
- 1,508 Sq Ft
- Built 1959
345 Country Club Dr, Oldsmar, FL 34677

Last Sold Summary
- 1% Below List Price
- $159/SF
- 134 Days On Market
Last Sold Price $240,000

Last Listing Agent Mark Fazzini RE/MAX

/61
$1,190,000 Pending
- 4 Beds
- 3 Baths
- 2,500 Sq Ft
804 Charles Blvd, Oldsmar, FL 34677

Direct Tampa Bay waterfront with spectacular west-facing sunsets, protected conservation views, and direct access to the bay, high and dry through recent storms. Set along 73 feet of direct Tampa Bay frontage, this private Bay’s End retreat captures sweeping open-water views, frequent dolphin and manatee sightings, and a tranquil waterfront lifestyle designed around nature, privacy, and relaxed

Warren Ring RE/MAX ALLIANCE GROUP

804 Charles Blvd, Oldsmar, FL 34677
/17
$2,199 per month
- 3 Beds
- 2 Baths
- 1,333 Sq Ft
- House for Rent
Unlisted Address

Take a look at this beautiful home, Clean and Move-In Ready, split plan featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,333 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance

Christopher Yambo TAH FLORIDA LLC

Unlisted Address
/2
$478,000 Sold Dec 16, 2025

317 Tavernier Dr, Oldsmar, FL 34677
- 3 Beds
- 2 Baths
- 1,753 Sq Ft
- Built 1995
Last Sold Summary
- 7% Below List Price
- $273/SF
- 57 Days On Market
Current Estimated Value $483,420

Last Listing Agent Dean Ribble RE/MAX REALTEC GROUP INC

317 Tavernier Dr, Oldsmar, FL 34677

/2
Est $360,180 Not Listed For Sale

608 Cabernet Way, Oldsmar, FL 34677
- 3 Beds
- 2.5 Baths
- 1,773 Sq Ft
- Built 2015
608 Cabernet Way, Oldsmar, FL 34677

Last Sold Summary
- 9% Below List Price
- $223/SF
- 9 Days On Market
Last Sold Price $395,000

Last Listing Agent Michael Fieldson PALM COAST REALTY LLC

Showing Results 41 - 80, Page 2 of 18

Florida Pinellas County Oldsmar

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