Oldsmar, FL Homes for Sale under $300,000

OUTSTANDING BLACK FRIDAY/CYBER MONDAY PRICING!! 1203 Clays Trail #406 nestled in the highly sought after community of Eastlake Woodlands. This spacious 2bed/2bath condo has it all to include a 1 car garage and a fantastic layout. As you enter the condo there are stairs that take you up to the living area that features a beautiful kitchen in the center of the condo with a large living room to the

John Bailey Jr BHHS FLORIDA PROPERTIES GROUP

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.

Here is your opportunity to purchase a great condo in the popular East lake Woodlands development. This beautiful 2 bedroom, 2 full bath condo has plentiful closet space, the primary bedroom has 3! Unit has its own washer and dryer located in the enclosed porch just off the living room. All furniture is included! Both bathrooms have been remodeled along with the kitchen. The kitchen has quartz

Joseph Courey BRICK HOUSE REALTY SERVICES

Cozy 2 bed / 2 bath, Villa ready for you to add your personal touch to, in Oldsmar backing directly to Sheffield Park. Enjoy peaceful views from the screened lanai & bonus room. Bright open layout and spacious living area offers comfort and privacy. Perfectly located near shops and trails. A rare park-back retreat with endless potential in the sought out Sheffield Village.

Orlando Izquierdo Jr JAY ALAN REAL ESTATE

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

Gary Jones, Jr EZ CHOICE REALTY

Welcome home to this beautifully updated Townhouse in the sought after East Lake Woodlands Gated Community. The views from the enclosed Florida room offering wooded pond view, wildlife and complete serenity. This home features 2 bedroom, 2.5 baths, private driveway with car port and storage shed, updated kitchen with granite countertops and stainless steel appliances. In the kitchen is a sliding

Loren Roye THE KEYES COMPANY - SARASOTA

This charming and spacious 3-bedroom, 2-bath residence is nestled within a 55+ community. Residents benefit from a modest $60 per month Homeowners Association (HOA) fee, ensuring affordability while enjoying a range of community amenities. INTERIOR FEATURES:The inviting home features a generously sized master bedroom, perfectly accommodating a king-sized bed. The living room is enhanced by a

Sue Hirsch COLDWELL BANKER REALTY

Welcome Home! Your meticulously maintained, move-in ready, and stylishly furnished Florida retreat with a warm, contemporary flair awaits you in the heart of Oldsmar, Florida. This beautifully updated 2-bedroom, 2-bath home offers an open and inviting layout featuring cathedral ceilings, newer high-quality laminate flooring throughout, updated ceramic tile in both bathrooms and an indoor laundry

Anne Hode AH REALTY SERVICES, LLC

This well maintained 2 bedroom 2 bath villa in Quail Forest tucked away in the gated East Lake Woodlands Community is now available for you! The open floor plan and wet bar create a great entertaining area. Both ensuite bedrooms feature plenty of closet space and sliders that open to the finished Florida room. The Florida room overlooks a serene back yard where deer walk through. You will enjoy

Doug Addeo COMMUNITY REALTY ASSOCIATES

Beautifully Updated & Move-In Ready in Gull-Aire Village. This spacious 2-bed, 2-bath manufactured home offers 1,239 sq ft of air-conditioned living, including a newly enclosed Florida Room (2022). Enjoy an open floor plan with high ceilings, stylish VINYL PLANK flooring (2021), and Brand-New Stainless Steel Appliances with a double oven (2024). Major upgrades include NEW WINDOWS (2019) and CPVC

Andrea Bladt Knudsen CHARLES RUTENBERG REALTY INC

SIGNIFICANT PRICE DECREASE!!! This desirable end-unit villa in exclusive East Lake Woodlands combines comfort, privacy, and an ideal layout for everyday living or entertaining. Featuring two spacious primary suites, each with its own ensuite bath and split floor plan design, the home provides excellent privacy for residents and guests alike. The open layout includes a welcoming family room, a

Colleen Monagas MARC JOSEPH REALTY, INC

Welcome to your new home in the highly sought-after 55+ Gull-Aire Village! Perfectly situated on a spacious corner lot, this charming Jacobsen manufactured residence offers both comfort and convenience within walking distance to the community pool and clubhouse. Constructed in 1993, it features durable 3⁄4 inch plywood subfloors with laminate, carpet, and tile flooring throughout. Enjoy the

Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

Welcome Home! Your move-in ready and partially furnished Florida retreat with a warm, contemporary flair awaits you in the heart of Oldsmar. This spacious 2-bedroom, 2-bath home is situated on a rare DOUBLE LOT (7,854 sq. ft.), that YOU OWN offering privacy and flexibility. The open and inviting floor plan features cathedral ceilings and newer laminate flooring throughout the family room,

Anne Hode AH REALTY SERVICES, LLC

2.875% Rate Assumable VA with Roam! Your Renovation Dream Home! This home is in the desirable Shoreview Subdivision situated on 1/3 of an acre of land. After necessary rehab this home will easily be the jewel of the subdivision located a short walking distance from Tampa Bay and Mobbly Beach Park!! The home is priced substantially below market value to attract CASH Buyers understanding the home

Michael Eddings MARK SPAIN REAL ESTATE

This meticulously maintained Florida home with a coastal vibe awaits you in centrally located Oldsmar! Tucked in a quiet corner of Gull-Aire Village you can relax on your tranquil, oversized side-patio surrounded by magnificent palm trees and lush landscaping. This beautiful furnished, move-in ready 2 bedroom/2 bathroom home features luxury vinyl plank flooring, crown molding, upgraded doors and

Anne Hode AH REALTY SERVICES, LLC

Now available in Gull Aire Village is a well-maintained residence offering exceptional value in a tranquil environment. This spacious home spans 1,402 square feet and features a remodeled eat-in kitchen with modern stainless-steel appliances, as well as an interior laundry area for added convenience. Cathedral ceilings throughout provide an open and airy atmosphere. The primary suite includes a

Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

Welcome Home! Your pristine, stylishly furnished/fully equipped Florida retreat situated on an oversized lot awaits you in the heart of Oldsmar, Florida. This beautifully updated 2-bedroom, 2-bathroom home offers an open layout with a spacious living room/dining area for entertaining or just relaxing. Features include newer high-quality laminate flooring in the kitchen, dining area and hallway,

Anne Hode AH REALTY SERVICES, LLC

Amazing Location, Renovated, New kitchen, Quartz counter tops and new appliances and there is a Storage room next to the car port. Good location next to Walmart supercenter Oldsmar and a few minutes away to walk from supermarket Aldi. Great school district. Community has a pool, Tennis Courts, Basketball court. Additional conveniences include a storage room and assign covered parking. The HOA

Genci Shurdha CHARLES RUTENBERG REALTY INC

Welcome to this BEAUTIFULLY RENOVATED, LOW HOA, NON-FLOOD ZONE, 2-Bedroom, 2-Bathroom END-UNIT villa with a CARPORT in a highly desirable area, offering the perfect blend of comfort, style, and convenience. This stunning home features luxury vinyl flooring throughout with new 5” baseboards, new interior doors and frames, and elegant chair rail detailing. The spacious living area boasts a

Denise Dorris COASTAL PROPERTIES GROUP INTERNATIONAL

One or more photo(s) has been virtually staged. Fully remodeled 2 bedroom, 2 bathroom, second floor condo now available in the highly sought after gated community of East Lake Woodlands. You will first notice the open kitchen with new cabinets, quartz countertops, stainless steel appliances, and new hardware. There is room for a table and chairs to create an eat-in kitchen if desired. The living

Mary White SOUTHERN LIFE REALTY

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

Ben Coughanour MANGROVE BAY REALTY LLC

Gull-Aire Village. 55+ community. Welcome to this 1998 Jacobsen home, built to newer standards and offering the perfect blend of comfort and convenience. This spacious residence features a desirable split floor plan with three bedrooms, providing ample privacy for family or guests. The chef’s kitchen is a true highlight, boasting high-quality Kraft Maid Cabinetry with custom pull-outs for

Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

Welcome to Your New Home in East Lake Woodlands! Discover comfort, functionality, and Florida living in this spacious 2-bedroom, 2-bath condo located in the highly sought-after, gated community of East Lake Woodlands.The inviting primary suite features both a walk-in closet and an additional closet, along with a private ensuite bath featuring a tub/shower combination. Step directly onto the

Liliana Rincon BILTMORE GROUP INC

This home is in highly desirable 55+ Gull-Aire Village! This beautifully updated Palm Harbor home boasts 1,286 square feet of comfortable living space with two generous bedrooms and two modern baths. The open floor plan is perfect for entertaining family and friends, while the freshly painted interior and brand-new luxury wide-width, high-traffic vinyl plank flooring with new baseboards add a

Jayne Phoenix BHHS FLORIDA PROPERTIES GROUP

Welcome to Eastlake Woodlands, a stunning golf community nestled in a serene and picturesque setting. This beautiful 2 Bedroom/ 2 Bath split floor plan condo boasts elegant wood floors and breathtaking views of the of the conservation pond from your back porch. Enjoy the privacy and seclusion of this end unit with no rear neighbors. With inviting outdoor spaces in both the front and back of the

Jessica Patriarch MIHARA & ASSOCIATES INC.

**COME ON IN - MAKE YOURSELF AT HOME ** This 2 Bed 2 Bath GROUND FLOOR unit has been totally REMODELLED to an exceptionally high standard!! New Floors, New Bathrooms, New Windows, MOVE IN READY!! And what's more?? NOT OVERLOOKED at the rear!!! Enjoy your morning coffee or evening drink on the front enclosed patio or watch the wildlife from the rear patio .. you have a choice!! Within easy walking

Joanne Todd RE/MAX REALTEC GROUP INC

Beautiful remodeled home. Move in ready. Plantation shutters thoughout. All new porcelain tile, new appliances. Freshly painted inside and out. Tiled kitchen with open shelving with large corner windows that allow for the light to fill the room. Spacious living and dinning room with a open floor plan. Primary bedroom has adjoining ensuite with bay windows and walkin closet. Guest Bedroom is also

Ruthann Underwood PAM RYAN REALTY INC

Seller offering 5k concessions towards buyer's closing costs! Don’t miss this incredible opportunity to own an affordable 3-bedroom, 2-bath condo in the beautiful East Lake Woodlands community - an amazing find at this price point perfect for young families to down-sizers or snowbirds who still want room to spread out and NO FLOOD INSURANCE REQUIRED! With 1,292 square feet of living space, this

Rebecca Norton COLDWELL BANKER REALTY

Welcome Home! This renovated condo is simply beautiful! Located in the premier golf community of East Lake Woodlands, you will enjoy the many upgrades that have been added to this home. This fantastic condo is a 2 bedroom, 2 bath, on the second floor so no need to worry about flooding or having to purchase Flood Insurance. This home features a brand new A/C system and many new appliances. As you

Steven Koleno BEYCOME OF FLORIDA LLC

HUGE Price Drop!! Welcome to Gull-Aire Village, a 55+ PET-Friendly and Golf Cart Friendly community in the Heart of Oldsmar! Gull-Aire Village is a Land-Owned community, meaning YOU OWN THE LAND! not just the home. A Very unique property with No rear neighbors. This home comes FULLY FURNISHED! and Features New Flooring(2025) New Water Heater(2025) Newer AC(2022) Newer Samsung Washer and

Asher Walli CHARLES RUTENBERG REALTY INC

VERY DESIRABLE GATED COMMUNITY OF EAST LAKE WOODLANDS, CORNER CONDO has VIEWS OF LAKE SHILOH & GOLF COURSE. Condo Sold FULLY FURNISHED including DECOR, Three TV's & KITCHEN ITEMS Or Removed per Buyers Request. Living Room & Dining Room have a WOOD BURNING FIREPLACE adding AESTHETICS & is SOOTHING & RELAXING. Condo was BEAUTIFULLY REMODELED IN 2018, EAT-IN KITCHEN with NEW WOOD CABINETS, QUARTZ

Marie Becklund FUTURE HOME REALTY INC

Location location****DON'T LOSE THIS OPORTUNITY, This Magnificent Second floor Condo 2-bedroom, 2 bathrooms, in the Gated community of Eastlake Woodlands a golf community, has been tastefully renovated. Great open concept, new high-quality vinyl floors, new baseboards, new paint, new LED lighting, the kitchen has new cabinets, new stainless-steel appliances, granite countertop, tile backsplash,

marisol cordero VITA LUXURY REALTY LLC