Oak Park Real Estate

Oak Park Real Estate

Welcome to Oak Park, a hidden gem nestled in the heart of sunny Florida! This charming subdivision combines the best of suburban living with the vibrant community spirit that makes it truly special. Oak Park is known for its lush greenery, friendly neighbors, and a peaceful atmosphere that invites you to unwind and enjoy the beauty of nature.

One of the standout features of Oak Park is its stunning array of homes, each exuding unique character and warmth. From modern designs to classic styles, there’s a perfect residence for every lifestyle. Families will appreciate the spacious yards and well-planned layouts, providing ample space for children to play and for entertaining guests. The community is also pet-friendly, with plenty of walking trails and parks for furry friends to explore.

Location is everything, and Oak Park doesn’t disappoint. Situated just a short drive from Florida’s pristine beaches, residents can easily indulge in sunbathing, swimming, or beachside picnics. For those who enjoy shopping and dining, the vibrant local scene is just around the corner, featuring a variety of boutiques, cafes, and restaurants that cater to every palate.

Education is a top priority here, with highly-rated schools nearby, making Oak Park an ideal place for families. The sense of community is palpable, with neighborhood events and gatherings that foster friendships and create lasting memories.

Experience the charm of Oak Park, where serene living meets the excitement of Florida life. Discover your dream home in this delightful subdivision today!

Newest Listings in Oak Park

4 Beds ⋅ 2 Baths ⋅ Oak Park SubDv.

Spacious 3 bedroom, 2 bath home built in 2021 featuring a three-way split floor plan, covered rear porch, and no direct rear neighbors. The open kitchen features stainless steel appliances, white cabinetry, center island with sink, and seamless flow into the dining and living areas. The primary suite offers a tray ceiling, walk-in closet, ensuite bath with added shower door, and accessible shower and water closet. Plantation shutters throughout, oversized interior laundry room with washer and dryer included. Additional upgrades include smart home technology, ADT security, decorator light switches, prewired surround sound in the living room, hardie board siding, gutters, irrigation system, covered front entry, Carrier A/C, in-ground termite prevention, and AT&T fiber internet. City of Newberry utilities and low HOA fees. Located adjacent to Freddie Warmack Park and approximately one minute from Publix, with Easton Sports Complex less than two miles away. Convenient access to Jonesville, Gainesville, and I-75. 100% USDA financing eligibility. Schedule your showing today!

695 Nw 243rd Terrace, Newberry

3 Beds ⋅ 1 Baths ⋅ Oak Park SubDv.

Seller is offering up to $5,000 in buyer credits! Are you searching for a charming Gainesville cottage in a convenient central location? You found it! Welcome to 1019 NW 25th Avenue, a 2-bedroom, 1-bathroom home with a MASSIVE bonus room offering approximately 1,133 square feet of living space on a spacious 0.21-acre lot. Built in 1949, this classic concrete-block home offers plenty of character and a flexible floor plan. The generously sized yard provides ample room for entertaining, gardening, pets, or future outdoor improvements. Conveniently situated just minutes from the University of Florida, UF Health, Downtown Gainesville, shopping, dining, and everyday necessities, this property would make a wonderful primary residence or investment opportunity. Give us a call today to schedule a private tour!

1019 Nw 25th Avenue, Gainesville

3 Beds ⋅ 2 Baths ⋅ Oak Park SubDv.

Welcome to an exciting opportunity in the heart of Zephyrhills! This home offers a spacious and flexible floor plan with generous living areas, abundant natural light, and plenty of possibilities for a buyer to create a space that truly fits their needs. The versatile layout provides multiple areas for everyday living, entertaining, working from home, or creating additional functional space. Outside, an expansive covered area adds even more versatility with room for parking, outdoor living, hobbies, storage, or workshop use. Privacy fencing provides additional separation and usability of the outdoor space. Conveniently located near shopping, dining, medical facilities, recreation, and major roadways, the property combines an established residential setting with easy access to the conveniences of Zephyrhills. Whether you're looking for a place to call home or an investment opportunity, this property offers plenty of potential and possibilities. Schedule your showing and come see the opportunity for yourself!

38621 North Avenue, Zephyrhills

2 Beds ⋅ 2 Baths ⋅ Oak Park SubDv.

Virtually Staged. **SELLER SAYS SELL! REDUCED PRICE!!! WELCOME TO 321 CASSADY Street & 20 N OAK Avenue — TWO ADDRESSES, TWO LIVING SPACES, ONE UNIQUE PROPERTY! *MOTIVATED SELLER* Discover a truly unique investment opportunity featuring two separate living spaces! The charming front home is a 1920s country cottage, complete with a classic white picket fence and plenty of character, while the rear of the property features a beautifully renovated garage apartment/ADU with its own separate address, electric meter, and water meter—an excellent setup for extended family, guests, or potential rental income. The main cottage offers 2 bedrooms and an inviting open great room and kitchen, filled with the warmth and character you would expect from a vintage country home. Relax on the large screened front porch, the perfect spot for morning coffee or an evening spent enjoying the Florida breeze. Step into the private, fully fenced backyard and you'll find even more to love. A charming KOI pond filled with fish creates a peaceful outdoor setting, while a cement walkway connects the main cottage to the rear apartment. There is plenty of space for entertaining, hobbies, storage, and all your Florida toys! The rear building offers a workshop beneath the ADU, plus there are two additional newer storage sheds, including one with an awning providing covered parking for a boat or golf cart. You'll also find a concrete RV pad alongside the garage. The garage apartment/ADU was completely renovated in 2025 and provides a separate living area with its own utilities and address—making this property especially versatile. MAJOR UPDATES INCLUDE: Electrical – 2025 Plumbing – 2025 Garage Apartment/ADU Completely Renovated – 2025 Metal Roof on Garage/ADU 2019 Shingle Roof on the 1920s Cottage Updates Have Been Permitted Whether you're looking for a multi-generational property, income-producing opportunity, guest quarters, or simply extra space, 321 Cassady & 20 N Oak offer possibilities that are hard to find. Two addresses, separate utilities, two living spaces, workshop and extensive storage—all on one unique property! Please note stove will be replaced prior to closing.

321 Cassady Street, Umatilla

2 Beds ⋅ 1 Baths ⋅ Oak Park SubDv.

Character, charm, and a location you’ll love. This adorable cottage bungalow has been completely updated while preserving the details that give it so much character. The original parquet floors were refinished, with LVP added only where needed, keeping the home’s original feel while giving the spaces a fresh look. The kitchen is straight out of a magazine, featuring new cabinetry and countertops, floating shelves, stainless steel appliances, a cozy breakfast nook, and a custom-built kitchen bench. Major updates include new windows, a new mini-split HVAC system, a metal roof, and a newer water heater. Outside, the landscaping has been thoughtfully done to create a beautiful setting around the home, with space for gardening, outdoor projects, or simply enjoying the yard. The fully covered front porch gives you plenty of room to sit back with your morning coffee or enjoy the afternoon breeze. And the location is hard to beat. Tucked right behind one of Gainesville’s favorite donut shops, Baloo Donuts, you’re less than a 10-minute drive from UF, downtown Gainesville, Shands, the VA, and major hospitals. Cute, updated, full of character, and close to just about everything you need this is one you’ll want to see.

807 Nw 24th Avenue, Gainesville

3 Beds ⋅ 3 Baths ⋅ Oak Park SubDv.

Welcome Home! This beautiful two-story residence in the heart of Pinellas Park offers the perfect blend of comfort, style, and modern updates. From the moment you step inside, you’re greeted by an open, airy layout, elegant tile flooring, and spacious living and dining areas that flow effortlessly into the kitchen. The first floor is ideal for both everyday living and entertaining, featuring a convenient half bath and a large laundry room with abundant storage. The beautifully updated kitchen is a true centerpiece, showcasing a farmhouse-style sink, reverse osmosis system, tasteful backsplash, and walk in pantry—perfect for home-cooked meals and gathering with friends and family. A whole-house water softener adds everyday comfort and convenience. Upstairs, retreat to your spacious master suite—your own private sanctuary—complete with a large walk-in closet, relaxing garden tub, separate shower and double vanity with granite countertops. Two additional bedrooms provide generous closet space and share a well-designed Jack and Jill bathroom, making the layout both functional and family friendly. A versatile landing area at the top of the stairs provides the perfect spot for a home office, reading nook, or cozy lounge space. Step outside and embrace Florida living at its best. The fully fenced backyard is designed for relaxation and entertaining, featuring a large patio and gazebo with a sectional that conveys with the home. Whether you’re hosting weekend gatherings or enjoying quiet evenings outdoors, this space is ready for it all. A new storage shed adds even more practicality. This home has been thoughtfully upgraded for peace of mind and long-term value, including a new roof (2024), new washer and dryer (2025), new impact-rated French doors (2026), new kitchen backsplash, and new kitchen sink. Additional features include hurricane shutters, a reverse osmosis system, and a whole-house water softener. Perfectly located with quick access to beautiful Gulf beaches, shopping, dining, parks, and all that Pinellas County has to offer, this home delivers both convenience and lifestyle. Best of all, no flood insurance is required! This is more than just a home—it’s a place to live, relax, and create lasting memories.

7749 75th Street N, Pinellas Park

3 Beds ⋅ 2 Baths ⋅ Oak Park SubDv.

**INVESTOR'S ALERT** Private financing available. This 3 bed 2 bath brick house with metal roof is in the best location with only an 8 minute drive to University Of Florida and shopping, grocery and restaurants all within half a mile. Large front and back yard for plenty of space for cars, gardening or kids to play. There is an additional entrance to the left side of the house from a wood deck. In the back yard there is also wood shed great for storage. HVAC-2021 roof-2014 The owner also has several other investment properties available for sale. Please reach out to the list agent for more info.

1119 Nw 25th Avenue, Gainesville

3 Beds ⋅ 2 Baths ⋅ Oak Park SubDv.

Virtually Staged. Step inside this 3-bedroom, 2-bath home with an extra bonus room that would make a great office or turn it back into a 4th bedroom. As you first walk in, you'll notice the high ceilings and fireplace that gives a warm, homey feel. Enjoy the brand new floors. The kitchen offers a brand new stove- A Stainless Steel Whirlpool stove, nice stainless steel fridge and built in shelves. On one side of the home, you have a bedroom with a full bath with its own entrance. On the other side of the home, you have two bedrooms and the flex space plus a full bath. You'll love that there is NO carpet anywhere. Out back, enjoy a screened in porch and a spacious fenced yard with room to garden and entertain. Got toys? There is both a laundry room with storage and a full shed out back to house them. Note that washer and dryer are included but not warranted. Great updates: New Roof in 2024. Inside AC unit is a Trane. Electrical updated in 2021. Best of all, there is NO HOA. You have more freedom to do what you like with the property. Close to Ward's Supermarket or Satchel's Pizza. Near to Curia on the Drag Coffee shop, or Heartwood Stage with its many free concerts. Drive 11 minutes to either UF Health Shands or The VA Hospital. Whether you're looking for your first home, a smart investment property, or a place filled with charm and character, this opportunity deserves your attention. Act quickly—the seller is actively making improvements, and the price will increase as repairs and upgrades are completed. VA Loan Eligible, ask your favorite lender for details.

701 Nw 24th Avenue, Gainesville

3 Beds ⋅ 2 Baths ⋅ Oak Park SubDv.

Welcome to Oak Park at Palm River, one of North Naples’ best-kept secrets. Tucked away in a charming enclave of just 14 homes, this beautifully updated single-family residence offers the perfect combination of low-maintenance living, privacy, and comfort. Move-in ready and thoughtfully renovated, the home features a brand-new roof (2026), impact-resistant windows, updated bathrooms, and a stylish modern kitchen with quartz countertops, stainless steel appliances, and custom cabinetry. Vaulted ceilings and an open split-bedroom floor plan create a bright and spacious feel, while ceramic tile flooring throughout makes every day Florida living easy and carefree. The oversized screened lanai stretches across the entire back of the home and overlooks a peaceful park-like green space, with direct access to the community’s heated pool. It’s an ideal spot for entertaining guests or relaxing year-round. Offered turnkey furnished, the home also includes a spacious two-car garage with plenty of storage. Located in a quiet, non-gated community with mature landscaping, the HOA handles lawn maintenance and exterior common areas. Palm River is a wonderful neighborhood for biking and evening strolls, and the home is situated within highly rated school zones. Ideally located in highly desirable North Naples, you’re just minutes from Mercato, along with world-class dining, shopping, golf, and Naples’ renowned white-sand beaches. Whether you’re looking for a full-time residence, seasonal getaway, or an easy snowbird retreat, this home offers comfort, convenience, and timeless Naples charm.

142 Old Tamiami Trail, Naples

Oak Park SubDv.

One or more photo(s) has been virtually staged. Red outline shows approximate lot boundaries. Existing fence does not represent actual property lines. **DUPLEX APPROVED**The City of Tampa allows a duplex to be built on this property, creating the opportunity for two streams of rental income. Great opportunity for investors, builders, and developers seeking a single-family or multifamily development parcel. This 54x108 corner lot is zoned RM-16 and is centrally located near Interstate 4 with quick access to Downtown Tampa, Ybor City, and major surrounding areas. Convenient commute to Lakeland and Orlando. Seller financing may be considered, depending on terms.

4902 E 18th Avenue, Tampa

Oak Park SubDv.

Looking for a solid investment opportunity? Whether looking to add to your real estate portfolio or down size while still living rent free, this property satisfies both possibilities. Six bedrooms could be individually leased for extra income. Complete with some furnishings, including a fully equipped kitchen with 2 refrigerators, washer and dryer, and other appliances. Metal roof updated in 2010, updated 200 amp panel and plumbing throughout the main home. Separate to the main house sits a 1300 sqft one bedroom, one bathroom with a loft unit rented through June 2026 for $1400 per month. This space is also equipped with a functional kitchen and 3 wall mounted ac units, plus a functional workshop.

919 Nw 23rd Avenue, Gainesville

Oak Park SubDv.

Property had a house on it, burned down. Zoned RM-16. Title needs to be quited, Sold as is. owner doesn't want to pay for the quit title.

2907 Cord Street, Tampa

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