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256 Cypress Lane, Oldsmar
$158,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
Lowest priced condo with updates in Eastlake Woodlands! Experience Eastlake Woodlands Country Club living at its finest in this beautifully updated Cypress Estates condo. Wake up to serene LARGE POND VIEW from your private, screened balcony—your morning coffee spot or evening retreat. Step inside to a bright, airy split floor plan where the spacious primary suite offers TWO WALK IN closets and exceptional storage. The kitchen is a true gathering space with ALL NEW STAINLESS STEEL APPLIANCES, a cozy eat-in nook, and a sleek high-top counter—perfect for casual dining, entertaining guests, or lining with stylish bar stools. MORE NEW UPDATES throughout include NEW FLOORING, NEW ELECTRIC PANEL, UPDATED BATHROOMS, HOT WATER HEATER and more! WASHER & DRYER are included, making the move-in process seamless. Just two blocks from the country club and steps to the golf course, this home places you in the heart of an active, friendly community. Enjoy a refreshing swim in the sparkling community pool that is steps away, take advantage of ample guest parking, and explore nearby shops and restaurants—all just minutes away. With a low HOA and a motivated seller, this is your chance to own a piece of one of Eastlake’s most desirable neighborhoods.

256 Cypress Lane, Oldsmar
304 Woodlake Wynde Unit 304, Oldsmar
$154,900
1 Beds ⋅ 1 Baths ⋅ East Lake Woodlands Woodlake Run SubDv. ⋅ 34677 Zip Code
Great Buy reduced 25,000 from original listing price. If you’re looking for a waterfront location in a non-flood zone and an exceptional condominium, this scenic residence in Woodlake Run at East Lake Woodlands is the perfect fit. Set within a gated, very well-maintained community, the condo offers outstanding curb appeal, tranquil water views, mature landscaping, and a peaceful natural setting that defines one of Pinellas County’s most desirable areas Just steps from the front door, the heated pool provides year-round enjoyment and adds to the effortless lifestyle this property delivers. Reserved parking space in front of your unit for easy access. Inside, the comfortable living area features a soaring ceiling and opens to a screened-in lanai overlooking the lake, The adorable kitchen includes shaker-style wood cabinetry and granite countertops, with the dining area conveniently positioned just off the kitchen for easy everyday living and entertaining. The spacious primary bedroom features lovely water views, new flooring and a generously sized walk-in closet. Major improvements include a 2023 A/C system, 2026 water heater, a 2022 electrical panel and the roof replacement in 2017 provided by the HOA. A full-size washer and dryer are also included with the unit. The owner is conveying everything with the unit, including a new leather sofa, leather accent chair, king-size bedroom set, Smart TV, décor, artwork, and all household items, making this a turnkey opportunity. The maintenance-free lifestyle is impressively comprehensive and reasonable, covering the heated pool, exterior maintenance, roof, internet, cable, water, sewer, pest control, waste services, grounds maintenance, and gated entry. East Lake Woodlands is known for its scenic surroundings, two golf courses, and optional country club, tennis, and swimming amenities. The location is ideal, close to shopping, dining, and outdoor recreation, approximately fifteen minutes to Honeymoon Island State Park for stunning beaches and Gulf sunsets, and about thirty minutes to Tampa International Airport for convenient travel. The property is also located in zone x- no-flood zone. Whether you’re seeking a primary residence, seasonal retreat, or investment property, this waterfront condo offers outstanding value in a highly sought-after community and is priced significantly below the comparable sales. This opportunity won't last long

304 Woodlake Wynde Unit 304, Oldsmar
124 Cypress Lane Unit 124, Oldsmar
$152,500
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
Virtually Staged. One or more photo(s) has been virtually staged. Welcome to Cypress Estates, nestled within the sought-after East Lake Woodlands community of charming Oldsmar! This stunning second-floor 2-bedroom, 2-bathroom condo features an updated kitchen and a newly renovated primary bath, offering the perfect canvas for you to personalize and call home. Designed with an open-concept Florida lifestyle in mind, this 1,054-square-foot residence showcases wood-like porcelain tile flooring throughout the main living and dining areas, a split-bedroom floor plan, and a private owner's suite tucked at the rear of the condo. The generously sized owner's suite boasts two walk-in closets, a linen closet, and direct sliding glass door access to the screened balcony - your own peaceful retreat. The second bedroom, conveniently situated at the front of the condo, offers a comfortable layout with a standard closet. The open kitchen flows seamlessly into the main living area, making it an entertainer's dream. Step out onto the screened balcony to unwind and soak in the lush outdoor views, where Florida's wildlife makes for a delightful backdrop. Rest easy knowing you're in a 24/7 manned gated community, complete with one covered designated parking space and ample guest parking. Take a dip in the community pool just steps from your door, or explore an optional private membership to the East Lake Woodlands Country Club for access to the golf course, clubhouse, additional pool, fitness center, and tennis facilities. This pet-friendly community truly delivers maintenance-free living ...the monthly condo fee covers a 24-hour security guard, cable TV, community pool, building insurance, building and grounds maintenance, sewer, trash, water, and pest control. Ideally situated close to an abundance of dining, shopping, the AMC movie theater, Publix, Neighborhood Walmart, Target, and area hospitals, with Tampa International Airport just 25 minutes away. Don't miss this opportunity - call today to schedule your private showing!

124 Cypress Lane Unit 124, Oldsmar
106 W Cypress Ct Unit 106, Oldsmar
$150,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
Welcome to 106 W Cypress Court, a cozy, inviting 2-bedroom, 2-bath condo in the desirable Cypress Estates community within East Lake Woodlands in Oldsmar. Perfect as a full-time residence, seasonal retreat, or investment opportunity, this home offers a comfortable layout with open living and dining areas, generous natural light. The spacious primary suite includes its own UPGRADED private bath with a large built-in linen closet, while the second bedroom and full guest bath provide flexibility for a home office or visitors - the owner had many - East Lake Woodlands is a lovely resort. Enjoy morning coffee from your screened lanai overlooking a peaceful green space. This well-kept community places you just steps from a heated neighborhood pool and nearby Ardea Country Club—a premier golf hub featuring the newly renovated North and South 18-hole championship courses, fresh off an $11 million renovation to its clubhouse, PICKLEBALL and tennis courts, and golf facilities. Ardea offers optional memberships for golf courses, tennis courts, a fitness center, dining, and social events. A great way to meet neighbors in your community while working out or refining your golf, pickleball and tennis skills! True turnkey, affordable LOW-MAINTENANCE living is made possible by value-packed HOA dues that fully cover cable TV, internet, community pool access, trash, sewer, water, and all exterior/grounds maintenance. Conveniently located close to essential shopping, dining, and major highways, you are also 15 minutes from adorable neighborhoods (Dunedin, Safety Harbor, Tarpon Springs, Palm Harbor), and less than 30 minutes from world-class Gulf beaches, Tampa International Airport (TPA), and St. Pete-Clearwater International Airport (PIE). Florida living at its best—schedule your private showing today!

106 W Cypress Ct Unit 106, Oldsmar
141 Lakeview Way, Oldsmar
$150,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
PRICE REDUCED! Why Rent when you can buy? Enjoy peaceful Florida living in this charming condo located in a quiet gated community in desirable East Lake Woodlands. This well-maintained residence offers a comfortable layout with abundant natural light and relaxing views of the lake, creating a serene setting to come home to each day. The living and dining areas flow seamlessly, providing an inviting space for both everyday living and entertaining. Large windows help bring the outdoors in while highlighting the tranquil lake view. The kitchen is conveniently located and designed for functionality and ease. Residents of this gated community enjoy access to a sparkling community pool, perfect for relaxing or cooling off on warm Florida days. The peaceful surroundings combined with scenic water views make this property especially appealing. Conveniently located near shopping, dining, parks, and major roadways, the home offers easy access to nearby destinations including Tampa, Clearwater, and St. Petersburg. A wonderful opportunity to enjoy low-maintenance living with beautiful lake views in one of Oldsmar’s most desirable gated communities, and with a freshly painted front door AND $8,000 in new HVAC.

141 Lakeview Way, Oldsmar
125 Cypress Lane Unit 125, Oldsmar
$149,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
Virtually Staged. Move in ready & the LOWEST priced condominium on the market in East Lake Woodlands! This first floor home has just been refreshed & looks fabulous & neutral! Enjoy your kitchen with solid surface countertops, a large sink & newer faucet, stainless steel appliances, under cabinet lighting and lovely modern style cabinets PLUS a large pantry closet! This is a split bedroom floor plan, so you & your guests have some privacy. Easy care flooring throughout includes tile & wood look luxury vinyl & laminate in the master bedroom. Your master bedroom offers two (!) walk in closets, an en-suite bath with shower & linen closet, & sliding patio doors out to your enclosed patio area with wooded green space behind your building to enjoy the Florida climate. Your main living area combines room for a dining area and living room, plus there is seating at the kitchen counter area. Residents enjoy a community pool just steps away from your front door! In addition, there is a new HVAC (2026), new water heater (2026), newer refrigerator & dishwasher, & brand new stove & microwave...never been used! This is truly low maintenance living with the following included in your monthly fees: cable TV & internet, community pool, exterior maintenance, grounds maintenance, sewer, water & trash. East Lake Woodlands if a very special community that includes the Ardea Country Club which can be joined for additional membership fees (contact Ardea for more information). This home is a DEAL for anyone looking for comfortable living in the finest community in Pinellas County! All measurements are believed to correct and buyer is encouraged to verify through inspections or other methods. Seller not responsible for any inaccuracies and home is sold strictly as is.

125 Cypress Lane Unit 125, Oldsmar
118 Lakeview Way Unit 118, Oldsmar
$145,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Condo SubDv. ⋅ 34677 Zip Code
Second floor condo with pond views! Lovely 2 bed/2 bath corner unit with fireplace, updated kitchen and a primary with three walk-in closets! Sit on your screen enclosed balcony overlooking the tranquil pond with you enjoy living the Florida lifestyle.

118 Lakeview Way Unit 118, Oldsmar
123 Cypress Lane Unit 23, Oldsmar
$136,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
Virtually Staged. HANDYMAN SPECIAL Priced to Sell! Opportunity knocks in the gated community of East Lake Woodlands. This first-floor 2-bedroom, 2-bath condo offers 1,053 square feet of living space and is ready for its next owner to bring their vision to life. Dues include Cable TV & internet another reason to call this home. Perfectly positioned on a private conservation lot with no rear neighbors, this home offers a peaceful natural setting rarely found at this price point. Enjoy your morning coffee from the screened lanai while taking in tranquil wooded views instead of looking into another building. Featuring a spacious split-bedroom floor plan, open living and dining areas, in-unit laundry, and assigned covered parking, this property provides an excellent foundation for renovation and customization. While the interior remains largely original, the electrical panel has already been updated, providing a valuable improvement for future updates. Residents enjoy the security of a 24-hour guard-gated community, beautifully maintained grounds, a community pool, and optional membership opportunities at the East Lake Woodlands Country Club featuring golf, tennis, pickleball, fitness facilities, dining, and social events. Monthly condo fees include cable, internet, water, sewer, trash, exterior maintenance, building insurance, roof maintenance, landscaping, and community amenities. Conveniently located near shopping, restaurants, Tampa International Airport, and Florida's award-winning Gulf Coast beaches, this condo presents an exceptional opportunity for a primary residence, seasonal retreat, or future investment property. Being sold As-Is and priced for a quick sale.

123 Cypress Lane Unit 23, Oldsmar
134 Cypress Court Unit 134, Oldsmar
$135,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
One or more photo(s) has been virtually staged. ***MOTIVATED SELLER***Welcome to easy Florida living in the peaceful Cypress Estates III neighborhood, located in the highly sought-after East Lake Woodlands gated golfing community. This light-filled two-bedroom, two-bath condo offers low-maintenance living with Condo fees that cover water, sewer, trash, cable, internet, exterior maintenance, grounds maintenance, and the community pool. Your second-floor unit is just a short stroll from your assigned parking space, making everyday living convenient and accessible. Step inside and you’re greeted by an open and inviting living, dining, and kitchen area designed for both comfort and entertaining. Natural light flows throughout the space, highlighting the updated flooring that extends across the entire home. Sliding glass doors lead you out to a screened-in lanai, the perfect place to start your morning with coffee or unwind in the evening while enjoying tranquil conservation views nearby. The lanai also features a convenient laundry closet along with additional storage space. Tucked toward the rear of the home, the spacious primary suite provides a peaceful retreat. It features two generous walk-in closets, private sliding door access to the lanai, an oversized linen closet with extra storage, and an en-suite bathroom complete with a step-in shower. Back near the main living area, the kitchen offers ample cabinetry, a range, refrigerator, and dishwasher, a pantry closet with shelving to keep everything organized, and space for a table. Just around the corner, the hallway includes a linen closet, along with a second full bathroom featuring a tub and shower combination located conveniently across from the second bedroom. The second bedroom is well-sized and includes an oversized wall closet providing excellent storage. Quietly situated within this desirable community, this bright and welcoming condo offers comfort, convenience, and a lifestyle that’s hard to beat. With updated flooring already in place, all that’s left to do is move in and make it your own. Cypress Estates has a community pool that is only a short distance from your new home. Located in close proximity to shopping and restaurants, with easy access to Tampa and the beaches, this home is ready for its new owner! Come see this property today and experience the charm of East Lake Woodlands.

134 Cypress Court Unit 134, Oldsmar
122 Cypress Lane, Oldsmar
$130,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
PRICE IMPROVEMENT!! Picture perfect, move-in ready condo, with beautiful private wooded view from your screened balcony. Open and bright with laminate flooring and freshly painted. Combo living and dining, split bedroom plan, kitchen with newer dishwasher in 2023 and upgraded lighting. Primary suite with 2 walk-in closets, ensuite bathroom and access to the balcony. New electrical panel in 2020, water heater 2021, dryer in 2021. Carport and guest parking, pets allowed, no age restrictions and BEST priced condo in this section. Walk to the heated pool. East Lake Woodlands is a gated golf community. Close to the beaches, Honeymoon Island, shopping, restaurants, Tampa airport and easy commute to St. Pete and Tampa. See it today!

122 Cypress Lane, Oldsmar
208 Cypress Court, Oldsmar
$130,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
Relax and enjoy the serene views from your screened balcony/patio overlooking the natural setting with trees, wildlife and pond! This 2 Bedroom 2 Bath condo in the gated community of East Lake Woodlands in Cypress Estates III has an open Living Room/Dining Room area offering creative options for your furniture. The Kitchen includes a pantry closet and room for a small table and chairs. Primary Bedroom has glass door access to the balcony, 2 walk-in closets and an ensuite private bathroom. Laminate flooring in the Living Room, Dining Room and both Bedrooms. Tile floors in the Kitchen and both Bathrooms. Washer and Dryer in Balcony closet. HVAC replaced 2021. Assigned Covered Carport Parking Space. Condo fees cover basic cable, water, sewer, trash and more! Option to join Ardea (formerly East Lake Woodlands) Country Club with 2 golf courses, tennis and pickleball courts, fitness center, dining options, and more! Shopping and restaurants nearby.

208 Cypress Court, Oldsmar
140 Hunter Lake Drive Unit 8C, Oldsmar
$117,000
2 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 34677 Zip Code
Location, Location, Location!!! Welcome to the carefree living community of Gardens of Forest Lakes in fabulous Oldsmar! Move-in ready… ALL BRAND NEW in this magnificent home that combines style and functionality. Be the first to live in this magnificent COMPLETELY REBUILT condo! Just under 1,000 sq. ft. with 2 bedrooms and 2 bathrooms plus a screened balcony. Beautiful luxury vinyl flooring throughout… desirable layout boasts an open concept great room floorplan featuring spacious dining and living areas. Extend your living and entertaining space outdoors through the sliding glass doors leading to the balcony with Trek decking and featuring a deep storage closet. A perfect setting for morning coffee or afternoon cocktails! Fabulous kitchen offers gorgeous quartz countertop, white shaker soft-close cabinetry with designer hardware, floating shelves, brand-new stainless-steel appliances including refrigerator, ceran top range, built-in microwave, dishwasher and large undermount SS sink. Hallway laundry room features brand new washer, dryer, water heater and upper cabinetry that is ideal for additional storage. Convenient hall bathroom boasts decorative single vanity with tub/shower combination with stunning tile waterfall accents. Primary bedroom is located at the end of the hallway with a spacious walk-in closet and amazing ensuite boasting a designer vanity and gorgeous walk-in shower with tile waterfall accents. Everything is NEW, including the AC! TOTALLY MOVE-IN READY!!!! The HOA fee includes exterior maintenance, exterior grounds care, trash as well as fabulous amenities including swimming pool, tennis and racquetball courts, playground and fishing pier. A true Florida lifestyle! Close to shopping, restaurants and medical, easy access to the Pinellas Trail, and of course the famed Gulf beaches are nearby. A welcoming community and a stylish, move-in ready home await! This is carefree Florida living at its finest!!! Seller financing is available!

140 Hunter Lake Drive Unit 8C, Oldsmar
121 Loblolly Court Unit C, Oldsmar
$115,000
2 Beds ⋅ 2 Baths ⋅ Gardens Of Forest Lakes Condo The SubDv. ⋅ 34677 Zip Code
This is not bank-owned, an auction or foreclosure. Owner remodeled for family member but family member chose other living arrangements. Here is your chance to have a fully updated unit fit for higher end living without the cost.

121 Loblolly Court Unit C, Oldsmar
472 Trout Lane, Oldsmar
$115,000
3 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
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 effortless organization and use. A convenient washer and dryer hookup is tucked away in a kitchen closet, maximizing space and functionality. Enjoy easy-care ceramic tile and laminate flooring throughout the home. The A/C and hot water heater were both replaced approximately five years ago, ensuring peace of mind and energy efficiency. Step into the enclosed, air-conditioned Florida room at the front of the house—perfect for relaxing year-round with its stylish tile flooring. There is also a screened porch on the side, ideal for enjoying Florida’s beautiful weather. Custom concrete curbs and pavers add curb appeal, while the generously sized utility room offers excellent storage—great for bikes or hobbies. The community is vibrant and welcoming, featuring a socially active clubhouse, library, pool table, shuffleboard, Bocce ball court, and a heated pool and spa. Monthly planned activities at the clubhouse include yoga, pool exercise, bingo, cards, and line dancing, so there is always something to do. The neighborhood is golf cart friendly for added convenience. HOA fees are just $70.00 per month. Gull-Aire Village is pet friendly—you can have one pet of any size. If you have two pets, one is permitted, and the second is allowed with an emotional support letter from your doctor. You own your land here, offering security and peace of mind. Location is unbeatable! Across the street, from the community you will find AMC Theatres, Bealls, Marshalls, PetSmart, Five Below, and the Dollar Store for all your shopping needs. Great dining options nearby include Shaker and Peel, Craft Street Kitchen, Mandolas, Country Pizza Italian Grill, and Eve’s Family Restaurant. You are just minutes from Super Walmart, Publix, and Countryside Hospital. The stunning beaches of Honeymoon Island and Caladesi State Park are just ten miles away, perfect for weekend getaways. Outdoor enthusiasts will love the biking/walking trail along the canal, with two convenient access points from Gull-Aire. Room sizes are approximate; buyers should verify measurements. Do not miss the opportunity to own this home in a sought-after, amenity-rich community!

472 Trout Lane, Oldsmar
68 Pelican Drive S, Oldsmar
$110,000
2 Beds ⋅ 2 Baths ⋅ Gull-Aire Village SubDv. ⋅ 34677 Zip Code
Step into Florida living at its best in this beautifully maintained home located in the highly desirable Gull-Aire Village, a 55+ community in the heart of Oldsmar. This spacious residence offers an inviting open layout, abundant natural light, and comfortable indoor–outdoor living perfect for year-round enjoyment. The home features a bright kitchen with ample cabinetry, a generous living and dining area, and well-sized bedrooms designed for privacy and convenience. Enjoy morning coffee or evening breezes from the enclosed Florida room, adding valuable extra living space. Gull-Aire Village residents enjoy a heated community pool, spa, clubhouse, shuffleboard, and a full calendar of social activities. Just minutes from shopping, dining, AMC theaters, medical facilities, and the beautiful waterfront parks of Oldsmar. A short drive brings you to award-winning Gulf beaches, Tampa International Airport, and all the best of the Tampa Bay area. Move-in ready and perfectly located — this home offers comfort, convenience, and a relaxed Florida lifestyle.

68 Pelican Drive S, Oldsmar
104 Cypress Lane Unit 104, Oldsmar
$92,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
This condo had a fire. HOA has replaced and all is new. New sub-floor, walls, doors, windows, plumbing, electric, a/c unit, sliding glass doors. Unit needs needs finishing.

104 Cypress Lane Unit 104, Oldsmar
201 Palmetto Court Unit 201, Oldsmar
$70,000
2 Beds ⋅ 2 Baths ⋅ East Lake Woodlands Cypress Estates SubDv. ⋅ 34677 Zip Code
Welcome to this beautiful 2 bedroom, 2 bathroom condominium located in the heart of desirable Oldsmar. This inviting home features an open-concept layout perfect for comfortable everyday living and entertaining. The spacious living and dining areas flow seamlessly to a private screened back porch, creating the ideal spot to relax and enjoy the Florida lifestyle. The kitchen is equipped with sleek stainless steel appliances, ample cabinet space, and overlooks the main living area for added convenience. Both bedrooms are generously sized with great closet space, while the primary suite offers a private bathroom and peaceful retreat. Residents will enjoy plenty of parking along with access to fantastic community amenities including a sparkling pool and welcoming clubhouse. Conveniently located near shopping, dining, parks, and beautiful Gulf beaches, this condo offers low-maintenance living in one of Pinellas County’s most sought-after communities.

201 Palmetto Court Unit 201, Oldsmar

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