Oldsmar, FL Homes

/52
$429,999
- 2 Beds
- 2 Baths
- 1,500 Sq Ft
370 S Woodlands Dr, Oldsmar, FL 34677

Virtually Staged some photos. Price Reduction!! Seller offering a $5,000 credit towards buyers closing costs. 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

Michele Davis

27NORTH REALTY

(813) 536-4186

370 S Woodlands Dr, Oldsmar, FL 34677
/20
$1,790 per month
- 2 Beds
- 2 Baths
- 900 Sq Ft
- Condo for Rent
202 Corkwood Ln, Oldsmar, FL 34677

Property Id: 1378683Welcome home to your very own oasis with a great central location! This charming 2 bed, 2 bath villa is ready for a new tenant! The updated kitchen offers stainless steel appliances with plenty of storage space & a pass-through that is open to the dining room/living room combination. Both bedrooms have brand new carpet. The bathooms have built in Bluetooth speakers.

202 Corkwood Ln, Oldsmar, FL 34677
/2
$770,000 Sold Oct 15, 2025
- 2,606 Sq Ft
- $295/SF
- 83 Days On Market
- 4 Beds
- 3 Baths
- Built 1991
1827 Foxboro Ct, Oldsmar, FL 34677

Welcome to your dream home located on a cul-de-sac with only 4 homes in East Lake Woodlands. Built by high end builder, Nohl Crest homes and only ever having one owner! This impeccably maintained 4-bedroom, 3-bathroom residence offers the perfect blend of luxury, comfort, and privacy. Nestled on a serene private conservation lot, this stunning property features a **3-car garage**, **screened

Emily Harkins FLORIDA EXECUTIVE REALTY

1827 Foxboro Ct, Oldsmar, FL 34677

/72
Est $213,045 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,148 Sq Ft
316 Martha Ln, Oldsmar, FL 34677

316 Martha Ln, Oldsmar, FL 34677

/11
$325,000
- Land
- 0.35 Acre
- $928,571 per Acre
505 Federal St, Oldsmar, FL 34677

Home Sites Available in Oldsmar, FL! Own a piece of prime real estate in the highly sought-after location of downtown Oldsmar, FL located halfway between Tampa Bay and Pinellas county beaches. This home site offers a fantastic opportunity for investors and homeowners to build their dream residences in a desirable area on a quiet and peaceful dead end street. This oversized 100x150 home site is

John Blaeser

BHHS FLORIDA PROPERTIES GROUP

(813) 565-9394

505 Federal St, Oldsmar, FL 34677
/53
$2,000 per month
- 2 Beds
- 2 Baths
- 924 Sq Ft
- Condo for Rent
226 Woodlake Wynde Unit 44, Oldsmar, FL 34677

Welcome to East Lake Woodlands, where comfort meets sophistication in this beautifully renovated 2-bedroom, 2-bath upstairs condo. Step inside and enjoy two screened balconies offering peaceful views of lush trees, manicured landscaping, and local wildlife. The front balcony, just off the kitchen and guest room, is the perfect spot for your morning coffee. The second balcony, accessed from both

Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

226 Woodlake Wynde Unit 44, Oldsmar, FL 34677
/2
$635,000 Sold Oct 14, 2025
- 1,943 Sq Ft
- $327/SF
- 1 Day On Market
- 3 Beds
- 2 Baths
- Built 1981
455 Hickorynut Ave, Oldsmar, FL 34677

Stunning Renovated 3-Bedroom 2 Bath-Two Car Garage in Oldsmar–Your Private SANCTUARY Awaits! This beautifully remodeled 3-bedroom, 2-bathroom gem is ideally situated in one of Oldsmar's most sought-after neighborhoods. Boasting 1,943 square feet of exquisitely designed living space, this property offers the perfect blend of comfort, style, and entertainment. At the heart of this home lies a

Jared Davis SANCTUARY REAL ESTATE GROUP, LLC

455 Hickorynut Ave, Oldsmar, FL 34677

/17
Est $154,115 Not Listed For Sale
- 2 Beds
- 2 Baths
- 915 Sq Ft
124 Loblolly Ct Unit G, Oldsmar, FL 34677

124 Loblolly Ct Unit G, Oldsmar, FL 34677

/41
$500,000 Pending
- 3 Beds
- 2.5 Baths
- 1,928 Sq Ft
1608 Sunset Wind Loop, Oldsmar, FL 34677

Under contract-accepting backup offers. **This home has over $90,000 in upgrades and has experienced NO flooding or water issues ever!** Don’t miss this incredible opportunity—Situated on Old Tampa Bay, this waterfront and sought out gated community provides the best location for travel to Tampa, St Pete or our Gulf Beaches! Curb appeal draws you in, and once you step inside, you discover an open

Nicole DiSabato Harmon RE/MAX REALTEC GROUP INC

1608 Sunset Wind Loop, Oldsmar, FL 34677
/20
$2,495 per month
- 5 Beds
- 2 Baths
- 1,876 Sq Ft
- House for Rent
505 Devonshire St, Oldsmar, FL 34677

Property Id: 1810040Annual Lease. Pets Allowed (Restrictions Apply). No Smoking. Unfurnished 5-room home: 3-bed/2-bath with family room (399 sq. ft.) and bonus room (231 sq. ft.). Total 1,876 sq. ft.-great for gatherings. FEATURES: Fully equipped kitchen, screened lanai, large backyard with shed, covered porch, private driveway. New hurricane-impact windows, retaining wall, seamless

505 Devonshire St, Oldsmar, FL 34677
/2
$550,000 Sold Oct 10, 2025
- 1,927 Sq Ft
- $285/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1998
1640 Gray Bark Dr, Oldsmar, FL 34677

Welcome to the home that truly has everything! No detail has been overlooked in this fully renovated showpiece. Step inside to discover luxury vinyl plank flooring throughout, impact-rated windows and doors, LED lighting, and soaring ceilings that enhance the spacious, open feel. The open-concept floor plan creates an inviting environment ideal for both everyday living and stylish entertaining.

Maria Hourdas KELLER WILLIAMS REALTY- PALM H

1640 Gray Bark Dr, Oldsmar, FL 34677

/42
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
142 Blue Marlin Dr, Oldsmar, FL 34677

142 Blue Marlin Dr, Oldsmar, FL 34677

/35
$1,290,000 Open Sat 11AM - 2PM
- 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
/19
$2,250 per month
- 3 Beds
- 2 Baths
- 1,298 Sq Ft
- House for Rent
1916 Sheffield Ct, Oldsmar, FL 34677

AVAILABLE NOVEMBER 1ST! Charming 3 bedroom, 2 bath home for rent in Oldsmar! This home offers a split floor plan, vaulted ceilings, ceramic tile throughout, an updated kitchen with granite countertops, a one-car garage, and a washer and dryer. Enjoy the Florida weather from the screened-in lanai and fully fenced backyard. LOCATION! LOCATION! LOCATION! This property is in the heart of Tampa Bay.

Angie Hill COASTAL PIONEER REALTY

1916 Sheffield Ct, Oldsmar, FL 34677
/2
$205,000 Sold Oct 10, 2025
- 1,094 Sq Ft
- $187/SF
- 59 Days On Market
- 2 Beds
- 2 Baths
- Built 1981
105 Mary Dr Unit 5, Oldsmar, FL 34677

Welcome to this beautifully maintained 2 bedroom, 2 bathroom ground-floor condo located in the highly sought-after gated golf course community of East Lake Woodlands. This home is adorned with impact-resistant windows and 2 sets of sliding glass doors, providing peace of mind and energy efficiency. From the spacious master suite, you can relax in bed and enjoy serene views of the pond. The suite

Lyn DeBoer RE/MAX REALTEC GROUP INC

105 Mary Dr Unit 5, Oldsmar, FL 34677

/53
Est $564,120 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,834 Sq Ft
162 Brent Cir, Oldsmar, FL 34677

162 Brent Cir, Oldsmar, FL 34677

/21
$1,200,000 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. Experience the perfect blend of modern luxury, thoughtful design, and resilient construction with this stunning new three story residence by Danva Construction. Designed with strength and style in mind, this home features a durable thermoplastic polyolefin roof, impact-resistant windows, a solid concrete block structure, and

Jessica Scialletti

URBAN REAL ESTATE US

(656) 231-8982

506 Federal St, Oldsmar, FL 34677
/44
$2,780 per month
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
- House for Rent
1806 Ironwood Ct W, Oldsmar, FL 34677

Beautiful newly remodeled home located on Sheffield Park and right near the water. Having the amazing local park in your backyard and water just a short distance away makes this a highly attractive area with tons to do and a nice private neighborhood on a quiet street.This home was just recently remodeled sporting a BRAND NEW kitchen with all new kitchen appliances, new paint, new floors,

1806 Ironwood Ct W, Oldsmar, FL 34677
/2
$393,900 Sold Oct 08, 2025
- 1,142 Sq Ft
- $345/SF
- 51 Days On Market
- 3 Beds
- 2 Baths
- Built 1980
1923 Montego Ct, Oldsmar, FL 34677

One or more photo(s) has been virtually staged. CONCRETE BLOCK HOME | FULLY REMODELED | NEW ROOF, HVAC & FENCE | NO HOA | NO CDD | FLOOD ZONE X500 Welcome to this stunning, move-in ready home in the heart of Oldsmar! This beautifully renovated 3-bedroom, 2-bathroom residence boasts a brand-new roof (2025), new HVAC system (2025), and fully updated interiors. From the elegant kitchen with

Angie Gomez Salas, PA HOME PRIME REALTY LLC

1923 Montego Ct, Oldsmar, FL 34677

/61
Est $165,452 Not Listed For Sale
- 2 Beds
- 2 Baths
- 915 Sq Ft
137 Hunter Lake Dr Unit C, Oldsmar, FL 34677

137 Hunter Lake Dr Unit C, Oldsmar, FL 34677

/62
$499,900 Pending
- 3 Beds
- 2 Baths
- 1,753 Sq Ft
317 Tavernier Dr, Oldsmar, FL 34677

Under contract-accepting backup offers. Set between conservation views in the front and a pond with a wooded backdrop in the back, this beautifully updated three-bedroom, two-bath pool home boasts a serene natural setting and a convenient Oldsmar location. The charming front portico porch and subzero landscaping create a warm welcome and set the stage for the thoughtful design you’ll find

Dean Ribble RE/MAX REALTEC GROUP INC

317 Tavernier Dr, Oldsmar, FL 34677
/29
$2,500 per month
- 2 Beds
- 2 Baths
- 1,250 Sq Ft
- Apartment for Rent
150 Dale Place, Oldsmar, FL 34677

Call to schedule your viewing of this exceptional 2-bedroom, 2-bath VILLA in Eastlake Woodlands As you approach the front door, youll be greeted by a charming entrance with a patio perfect for BBQs, potted plants, or a cozy seating area. Step inside to find a welcoming dining room and kitchen that lead seamlessly to a living room with a serene view through the slider doors. To the left, youll

Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

150 Dale Place, Oldsmar, FL 34677
/2
$280,000 Sold Oct 07, 2025
- 1,544 Sq Ft
- $181/SF
- 151 Days On Market
- 2 Beds
- 2 Baths
- Built 1981
70 Ashley Ln, Oldsmar, FL 34677

One or more photo(s) has been virtually staged. Welcome to Your Personal Haven in East Lake Woodlands!From the moment you step through the door of this beautifully cared-for villa, you’re greeted by tranquil views of a sparkling pond and the 13th fairway gently unfolding beyond. Sip your morning coffee on the private front porch as Florida’s soft breezes whisper through the trees—this is not

Karen Snyder COLDWELL BANKER REALTY

70 Ashley Ln, Oldsmar, FL 34677

/51
Not Listed For Sale
- 6 Beds
- 3,468 Sq Ft
1713 Azalea Ct Unit A, Oldsmar, FL 34677

1713 Azalea Ct Unit A, Oldsmar, FL 34677

/62
$425,000 Pending
- 3 Beds
- 2.5 Baths
- 2,700 Sq Ft
1292 Clays Trail Unit 1404, Oldsmar, FL 34677

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to Laurel Oaks in the sought after East Lake Woodlands Country Club, and make this spacious and beautifully updated 3-bedroom, 2.5-bath, 1 car garage two-story townhome your new home. Perfectly blending comfort, style, and functionality, the heart of the home is the modern kitchen featuring stainless

Roger Fruits HOMEFRONT REALTY

1292 Clays Trail Unit 1404, Oldsmar, FL 34677
/44
$3,000 per month
- 2 Beds
- 2 Baths
- 1,053 Sq Ft
- Condo for Rent
146 Cypress Ln, Oldsmar, FL 34677

Paradise in Florida awaits! Call today to see this stunning furnished short-term rental in East Lake Woodlands, available for the 2026 season. This beautifully updated 2-bedroom, 2-bath upstairs unit has been thoughtfully renovated and is ready for you to move right in. Relax on your private balcony and enjoy the peaceful, scenic view. Just bring your clothes, food, and a great

Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

146 Cypress Ln, Oldsmar, FL 34677
/2
$563,000 Sold Oct 03, 2025
- 1,906 Sq Ft
- $295/SF
- 111 Days On Market
- 4 Beds
- 2 Baths
- Built 1998
632 Lake Cypress Cir, Oldsmar, FL 34677

Reduced. 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,

Don Moore KELLER WILLIAMS REALTY- PALM H

632 Lake Cypress Cir, Oldsmar, FL 34677

/42
Est $192,482 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,054 Sq Ft
215 Palmetto Ct Unit 215, Oldsmar, FL 34677

215 Palmetto Ct Unit 215, Oldsmar, FL 34677

/35
$154,900
- 2 Beds
- 2 Baths
- 915 Sq Ft
128 Camphor Cir Unit C, Oldsmar, FL 34677

Welcome home to this beautifully updated 2-bedroom, 2-bath condo tucked away in the desirable Gardens of Forest Lakes community in Oldsmar. Every inch of this home has been refreshed and maintained with care, making it truly move-in ready and perfect for both homeowners and long-term investors alike. Inside, you’ll find an open, light-filled layout featuring stylish finishes throughout, a modern

Matt Vigh REAL BROKER, LLC

128 Camphor Cir Unit C, Oldsmar, FL 34677
/36
$2,500 per month
- 3 Beds
- 2 Baths
- 2,109 Sq Ft
- House for Rent
314 Fountainview Cir, Oldsmar, FL 34677

Charming Oldsmar home with an open floor plan and peaceful water and conservation views. The spacious kitchen overlooks the living and dining areas, creating a bright and inviting space. The split-bedroom layout features a large primary suite with private bath on one side of the home, and two additional bedrooms with a full bath on the other.The garage has been converted into a storage

Michele Ranjbar COLDWELL BANKER REALTY

314 Fountainview Cir, Oldsmar, FL 34677
/2
$180,000 Sold Oct 01, 2025
- 1,148 Sq Ft
- $157/SF
- 147 Days On Market
- 2 Beds
- 2 Baths
- Built 1980
108 Lakeview Ct, Oldsmar, FL 34677

Immaculately Maintained 2-Bedroom Condo with Serene Pond Views in Eastlake Woodlands. Welcome to this beautifully maintained 2-bedroom, 2-bathroom condominium nestled within the exclusive, gated community of Eastlake Woodlands. Boasting tranquil pond views and an abundance of natural light, this home offers both comfort and convenience in a prime location and a covered car parking space

Dyan Pithers COLDWELL BANKER REALTY

108 Lakeview Ct, Oldsmar, FL 34677

/50
Est $194,852 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,148 Sq Ft
116 Mary Dr Unit 16, Oldsmar, FL 34677

116 Mary Dr Unit 16, Oldsmar, FL 34677

/32
$249,900
- 2 Beds
- 2.5 Baths
- 1,110 Sq Ft
273 Countryside Key Blvd, Oldsmar, FL 34677

MOTIVATED SELLER – offering $5,000 toward your choice of ONE YEAR of HOA fees, closing costs, or a loan rate buydown! Welcome home to this beautifully maintained MOVE-IN READY 2-bedroom, 2.5-bath townhome in the desirable gated community of Countryside Key! With 1,110 sq. ft. of comfortable living space plus an enclosed 75 sq. ft. patio, this home offers both style and practicality—perfect for

Sharanne Rothenbucher KELLER WILLIAMS TAMPA PROP.

273 Countryside Key Blvd, Oldsmar, FL 34677
/30
$1,850 per month
- 2 Beds
- 2 Baths
- 924 Sq Ft
- Condo for Rent
331 Woodlake Wynde, Oldsmar, FL 34677

Updated and remodeled first floor end unit condo in the Woodlake Run area of gated East Lake Woodlands Country Club Community. This beautiful condo has luxury vinyl plank flooring thru out. Foyer entrance takes you past the hallways for primary and guest bedrooms into the living area with side window, sliders out to the glass enclosed tiled lanai overlooking the two acre pond. Custom made

Karen Sewell CHARLES RUTENBERG REALTY INC

331 Woodlake Wynde, Oldsmar, FL 34677
/2
$278,000 Sold Oct 01, 2025
- 1,388 Sq Ft
- $200/SF
- 194 Days On Market
- 3 Beds
- 2 Baths
- Built 1993
610 Cobia Way, Oldsmar, FL 34677

Charming updated model home in Gull Aire Village where you own the land and there’s no lot rent. Gull Aire Village is a 55+ community with an incredibly low HOA of just $60 per month. This original model home has been lovingly updated over the years to feel more like a single-family home than a manufactured one.Located on a private corner lot across from the Lake Tarpon Canal, this

Samantha Greene JAY ALAN REAL ESTATE

610 Cobia Way, Oldsmar, FL 34677

/2
Est $191,991 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,094 Sq Ft
106 Mary Dr Unit 6, Oldsmar, FL 34677

106 Mary Dr Unit 6, Oldsmar, FL 34677

/60
$1,200,000
- 4 Beds
- 3 Baths
- 2,500 Sq Ft
804 Charles Blvd, Oldsmar, FL 34677

“Tranquil Tampa Bay Waterfront Home Featuring Panoramic Views & Luxury Finishes” .Discover a rare waterfront sanctuary on Tampa Bay in Oldsmar’s exclusive Bay’s End community. This immaculate, move-in ready single-story custom home offers 4 bedrooms, 3 bathrooms, an oversized 3-car garage, Plus an elegant circular driveway offering extra parking. Perfect for locals or out-of-state buyers seeking

Warren Ring RE/MAX ALLIANCE GROUP

804 Charles Blvd, Oldsmar, FL 34677
/7
$1,600 per month
- 2 Beds
- 2 Baths
- 1,053 Sq Ft
- Condo for Rent
144 Cypress Ln, Oldsmar, FL 34677

This Condo is a second floor unit loacted in Gated Community of East Lake Woodlands.. Cypress Estates One - New Carpet and Fresh Paint - This unit comes with water/sewer/trash, basic cable and basic internet. One space under carport. Open floor plan with Split bedroom layout, good closet space, screened Lanai - Washer/Dryer Closet on Lanai. Near Beautiful Clearwater Beaches,

Christi Watson TAMPA BAY SIGNATURE PROPERTIES, LLC

144 Cypress Ln, Oldsmar, FL 34677
/2
$741,500 Sold Sep 30, 2025
- 2,486 Sq Ft
- $298/SF
- 75 Days On Market
- 4 Beds
- 3 Baths
- Built 1995
4797 Stonebriar Dr, Oldsmar, FL 34677

Don’t miss this beautifully upgraded and meticulously maintained pool home in the coveted gated community of Stonebriar at East Lake Woodlands with over $100K of recent upgrades! This home sits on a premium conservation lot with huge side-yard and no rear neighbors. This 4-bedroom, 3-bath home offers an impressive list of upgrades inside and out, beginning with stunning curb appeal featuring

Mark Fazzini RE/MAX REALTEC GROUP INC

4797 Stonebriar Dr, Oldsmar, FL 34677

/20
Not Listed For Sale
- 2 Beds
- 2 Baths
- 879 Sq Ft
413 Windward Place Unit 53, Oldsmar, FL 34677

413 Windward Place Unit 53, Oldsmar, FL 34677

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