Acreage Homes with Pool

7 Beds ⋅ 8 Baths ⋅ Acreage SubDv. ⋅ 34787 Zip Code

Exceptional custom estate on approximately 1.61 acres in Downtown Winter Garden's desirable Golf Cart District, just minutes from Historic Plant Street, the West Orange Trail, shopping, dining, and entertainment. This extensively renovated residence offers over 7,700 square feet of living space with 7 bedrooms, 6 full baths, 2 half baths, spacious living and entertaining areas, a chef's kitchen with premium appliances, marble countertops, wine bar, and an open-concept design. The resort-style outdoor living area features a heated saltwater pool, covered lanai, summer kitchen with pizza oven and built-in grill, and an NBA regulation half basketball court. A detached guest house with a full kitchen provides ideal space for guests, multigenerational living, or a private office. Additional features include a gated circular driveway, oversized 3-car garage with workshop, golf cart garage, mature oak trees, and no HOA. Conveniently located near SR-429, Florida's Turnpike, Winter Garden Village, downtown Orlando, area attractions, and Orlando International Airport.

900 W Plant Street, Winter Garden

$325,000

2 Beds ⋅ 2 Baths ⋅ Acreage SubDv. ⋅ 34607 Zip Code

Virtually Staged. ARIPEKA CHARM WITH A COMPLETELY REMODELED COASTAL COTTAGE FEEL! Located in one of the most loved Nature Coast communities near the water, this adorable 2 Bedroom, 2 Bathroom home sits on .28 of an acre surrounded by majestic oak trees, pretty flowers & a peaceful Old Florida setting. This home has been beautifully updated inside & out with Hardie Board construction, a Metal Roof, Impact Windows, Plantation Shutters, Crown Molding, New Fans, Luxury Vinyl Flooring throughout & an Open Floor Plan that makes the home feel light, bright & welcoming. The Kitchen has a fresh coastal look with White Wood Shaker Cabinets, Tile Backsplash, Quartz Counters, Stainless Steel Farmhouse Sink & Stainless Steel Appliances. Both Bathrooms have been updated, with one offering a Tub/Shower Combo & the other featuring a Walk-In Shower. The Inside Laundry Room includes cabinets, a hanging rack & a New Washer & Dryer. The home has been virtually staged so buyers can easily picture the space with furniture & see how cute and inviting it can be. Outdoor living is a big part of the charm, with a Large Front Screened Porch, Back Screened Porch, Deck, Fire Pit area, Above Ground Pool, Shed & Fenced Yard. Enjoy your morning coffee under the oaks, relax by the pool, garden, entertain or simply soak in the natural beauty Aripeka is known for. Additional updates include HVAC 2018, Water Heater 2025, Above Ground Pool 2024, Electrical 2006 & Septic recently pumped. Aripeka is a special Nature Coast community known for its waterfront surroundings, wildlife, kayaking, fishing, boating, sunsets, Gulf breezes & peaceful coastal lifestyle. If you have been looking for a move-in ready home with character, updates, outdoor space & that hard-to-find Aripeka charm, this one is absolutely worth seeing!

190 Osowaw Boulevard, Spring Hill

$435,000

3 Beds ⋅ 2 Baths ⋅ Acreage SubDv. ⋅ 33880 Zip Code

Welcome home to peaceful country living! Nestled on nearly 2 acres of beautiful pature land and no HOA. This charming 3-bedroom,2-bath farmhouse-style home offers the perfect blend of rustic character and modern comfort. The roof was installed about 5 years ago and the A/C was installed about 4 years ago. The windows have all been updated. Gather with family and friends in the inviting living room, where a cozy fireplace creates the perfect place to relax on cool evenings. The kitchen has updated appliances, farm-style sink and a large pantry. A versatile bonus room provides endless possibilities as a home office, game room, or guest retreat. Need a dedicated workspace? The property also features a separate office, offering privacy and felxibility for remote work, a home business or a creative studio. Step outside and embrace the country lifestyle. Spend warm Florida days cooling off in the above-ground pool with a 16x20 deck. Enjoy the wide-open views, or bring your horses, live-stock or gardening on the spacious pasture. The 2-car garage provides plenty of room for vehicles, tools and outdoor equipment. There is also a 18X18 storage shed with a air-conditioner. Whether you're sipping coffee on the porch at sunrise or watching th sunset over your own piece of the countryside, this property offers the peaceful farmhouse lifestyle you've dreaming of--all while providing the space and freedom to make it your own.

1755 Beth Lane, Winter Haven

$799,999

4 Beds ⋅ 3 Baths ⋅ Acreage SubDv. ⋅ 33597 Zip Code

32 acres MOL situated on a quiet country road in Sumter County, Florida that backs up to State Property. Ideally located, and centrally located to Orlando, Tampa, and Ocala areas. Property is perfect for gardening, grazing your livestock, training or simply enjoying the beauty of rural living. Fenced and crossed fenced into twelve pastures that are approximately 2.5 acres each. Property has a working well that furnishes water to pastures, and there are 6 livestock feeders and a cattle pen. There is also three additional wells on the property that are not currently being used. For all your equipment storage there is a 30x40 metal barn with 3-12ft rollup over head doors. Situated on this property is a triple-wide that boast 4 bedrooms, 3 full baths, plus office/den. All bedrooms are spacious and inviting, though the primary suite and ensuite bath is an exceptionally notable space with additional sitting area and private entrance to side deck for those quite moments. The Kitchen is fully equipped with stainless steel appliances, breakfast bar, loads of cabinet space and pantry space. The main living area is a huge space that provides a dining area and a cozy corner wood burning fireplace. Enjoy Florida's beautiful weather and those family cookouts from your covered 14xd30 rear deck and take a dip in your inground screened saltwater pool. If you are looking for quite rural living, Welcome Home!

14890 Cr 757, Webster

$490,000

4 Beds ⋅ 2 Baths ⋅ Acreage SubDv. ⋅ 33770 Zip Code

Virtually Staged. Discover the Florida lifestyle in this beautifully remodeled 4-bedroom, 2-bath pool home, ideally situated on a spacious lot in the heart of Largo, just minutes from Belleair Beach and the Gulf Coast’s stunning sandy shores. Thoughtfully updated throughout, this home features a stylish kitchen with quartz countertops, brand-new stainless-steel appliances, modern bathrooms, new wood laminate flooring, updated light fixtures, and fresh interior and exterior paint. AC (2026), WATER HEATER (2026), POOL PUMP (2026), AND STAINLESS STEEL APPLIANCES (2026).The desirable split floor plan provides both privacy and functionality, while the open layout creates a bright, inviting atmosphere that’s perfect for everyday living and entertaining. Step outside to your private backyard retreat and enjoy the sparkling pool, ideal for relaxing and embracing Florida’s outdoor lifestyle. Rear sheds offer additional storage or the perfect space, for a workshop. The property offers spacious front yard with possibility to park several cars, RV and a Boat. Conveniently located in walking distance to fine dining, shopping, bike to Belleair Beach, Indian Rocks Beach, and Clearwater beach. Beautiful Largo Central Park, Pinellas Trail, Largo City Hall are just minutes away from the house. This home offers exceptional flexibility with no HOA, no CDD fees, no flood zone, and lucrative long and short-term Airbnb rentals allowed. Whether you’re looking for a family home, vacation retreat, or investment property, this is a fantastic opportunity to own a slice of paradise on Florida’s Gulf Coast.

264 14th Street Nw, Largo

$1,074,999

3 Beds ⋅ 2 Baths ⋅ Acreage SubDv. ⋅ 34219 Zip Code

A rare opportunity to own 5 AG-zoned acres with direct frontage on beautiful Gamble Creek—all with no HOA or CDD! This private country retreat offers the perfect blend of peaceful living, outdoor recreation, and income-producing potential. The AG zoning provides exceptional flexibility for agricultural uses, livestock, hobby farming, and a variety of rural lifestyle opportunities. The thoughtfully updated 3-bedroom, 2-bath modern farmhouse offers more than 2,100 square feet of living space with soaring ceilings, abundant natural light, two wood-burning brick fireplaces, luxury vinyl plank flooring, and Anderson French doors that open to the pool and outdoor entertaining area. The beautifully renovated kitchen features quartz countertops, a farmhouse sink, subway tile backsplash, and newer stainless steel appliances. A spacious 320-square-foot mudroom provides exceptional flexibility as a home office, hobby room, fitness space, storage area, or potential fourth bedroom. Adding tremendous value is the fully converted 740-square-foot guest home (ADU) with its own private entrance. Complete with a full kitchen, living area, bedroom, full bathroom, and laundry, it's ideal for short-term rental income, extended family living, guests, or a private home office/workspace. Step outside and discover everything this unique property has to offer. Enjoy direct access to Gamble Creek for kayaking, paddleboarding, and fishing. The property also includes an RV or tiny home pad with electric, water, and septic hookups, a covered pole barn, and sprawling open acreage shaded by majestic oak trees. Whether you're envisioning a hobby farm, equestrian estate, workshop, event venue, multigenerational living, or simply a peaceful private retreat, this versatile property is ready to bring your vision to life. Recent improvements include impact-rated windows and doors, luxury vinyl plank flooring, an updated electrical panel, newer stainless steel appliances in both the main home and ADU, a new pool pump, water heater, drain field, well filtration system, and numerous additional upgrades—providing peace of mind for years to come. Waterfront acreage, income potential, versatile outbuildings, and unmatched privacy make this truly a one-of-a-kind opportunity. Schedule your private showing today and experience everything this exceptional property has to offer.

5310 Jim Davis Road, Parrish

$1,250,000

4 Beds ⋅ 4 Baths ⋅ Acreage SubDv. ⋅ 34604 Zip Code

Virtually Staged. Some properties you buy. This one, you arrive at. Beyond a gated entrance, a 1,500-foot oak- lined drive delivers you to ten private, fenced acres of Old Florida. Improved pastures, grandfather oaks, and a night sky still full of stars. It's the version of horse country that's become nearly impossible to find: your horses at home, thirty-five minutes to Tampa International, twenty to the Gulf, and an hour to Orlando's theme parks. The custom 3,450 sq ft farmhouse was refreshed for the way you actually live - new kitchen, wood beams, brick columns, and fresh paint inside and out. Four bedrooms, a private office, an oversized bonus or theater room, 3.5 baths, and a mudroom and laundry built for a working farm. Seven sets of French doors open to a 48-foot front porch and a 79-foot covered patio, where a saltwater pool, paver terraces, and an outdoor fireplace turn every evening into a getaway. For the horses: a newly built two-stall barn, three paddocks, and a tack and feed room with water and electric - plus the acreage, layout, and drive-through access to build the barn, arena, or full equestrian facility you've always pictured. Bring the horses now; build the dream on your own timeline. Already handled: a 22kW whole-house Generac generator, a private well with irrigation, a 2017 roof, a three-car garage, and gated, cross-fenced acreage that carries you through any Florida season. Whether you're relocating to Florida, bringing your horses home, or simply craving land, privacy, and quiet - this is the rare, turnkey estate that asks nothing of you but to move in. Ten acres. One gate. A world of your own. Private showings by appointment.

17163 Benes Roush Road, Brooksville

$1,595,000

3 Beds ⋅ 3 Baths ⋅ Acreage SubDv. ⋅ 34219 Zip Code

Rare opportunity to own a private 5+ acre estate in Parrish with endless possibilities! This unique property features a spacious 3-bedroom, 3-bath, plus bonus room main residence with a 2-car garage, offering comfortable living and plenty of room to spread out. Inside, you'll find a wood-burning fireplace that beautifully separates the family room from the study/den, creating warmth and character throughout the home. Enjoy Florida living at its finest with a large screened lanai overlooking the private pool and peaceful acreage. The property also includes a separate 2-bedroom, 2-bath guest home with approximately 900 square feet of living space plus a 400-square-foot enclosed, air-conditioned lanai—ideal for multi-generational living, guests, a home office, or rental potential. Bring your hobbies, business, and recreational vehicles! Additional improvements include a detached 30x15 garage and an impressive 3,000-square-foot workshop offering exceptional space for equipment, storage, projects, or a home-based business. Two picturesque ponds enhance the beauty of the property, while a private shooting range at the rear of the acreage provides added recreational enjoyment. With ample room for boats, RVs, trailers, and all your outdoor toys, this one-of-a-kind property combines privacy, functionality, and country living without sacrificing convenience.

4415 N Rye Road, Parrish

$1,950,000

5 Beds ⋅ 5 Baths ⋅ Acreage SubDv. ⋅ 32955 Zip Code

SELLERS MOTIVATED! REDUCED 250K TO APPRAISAL PRICE!! A RARE OPPORTUNITY FOR A ONE-OF-A-KIND HISTORIC HOME BUILT IN 1937 set on 0.97 acres beneath mature oak, maple, & mango trees, this exceptional direct riverfront estate on lovely Rockledge Drive is an extraordinary offering! The home beautifully blends historic character with timeless, high-end finishes & impeccable updates. Designed for the most discerning buyer, it offers 5 bedrms & 5 full baths, sweeping river views from eastern-facing windows and the 2nd floor primary suite,w/ coastal breezes. Boaters will appreciate the custom boathouse, 9,200-lb lift, h20, electric, & approx. 7-ft draw at the dock. A 429-sq-ft walk-up attic space in garage presents ideal potential for in-law or guest suite--just needs sheetrock & your finishes; ONE OF THE MOST DESIRABLE HOMES ON ROCKLEDGE DR!!! Peaceful fenced-in bkyd w/ pool, lanai, bar & shed; Furnishings are negotiable; Too many updates/improvements to list--see supplement

409 Rockledge Drive, Rockledge

$1,795,000

4 Beds ⋅ 4 Baths ⋅ Acreage SubDv. ⋅ 32726 Zip Code

Welcome to a private estate where luxury, recreation, and exceptional craftsmanship come together to create an unparalleled Florida lifestyle. Nestled on approximately three beautifully landscaped acres in Eustis, just minutes from charming downtown Mount Dora, this one-of-a-kind property offers over 3,825 square feet of elegant living space designed for both grand entertaining and everyday comfort. From the moment you arrive, the circular driveway, mature landscaping, and impressive estate presence set the tone for what awaits inside. Soaring ceilings, refined architectural details, spacious gathering areas, a dedicated home office, and a private theater room create a home that is both elegant and inviting. Pocket sliding doors seamlessly connect the interior living spaces to an extraordinary outdoor retreat. The resort-style saltwater pool and spa feature a beach entry, cascading waterfalls, tropical landscaping, expansive stone decking, and picturesque lake views, all enclosed within a spectacular screened lanai. Multiple covered entertaining areas, ceiling fans, outdoor dining spaces, and comfortable gathering areas create the feeling of a private Florida resort designed for year-round enjoyment. The spacious owner's retreat offers direct access to the lanai, dual walk-in closets, and a spa-inspired bath, while guest accommodations are thoughtfully positioned to provide comfort and privacy. One of the property's most remarkable features is the impressive detached RV, boat, and recreational garage. Designed for enthusiasts who need space to store, maintain, and showcase their collection, this extraordinary structure offers approximately 2,940 square feet of highly versatile space with insulated construction, soaring ceilings, oversized garage doors, extensive storage, workshop areas, and commercial-style 72-inch ceiling fans. Whether accommodating RVs, boats, classic cars, recreational vehicles, motorcycles, or hobby equipment, this exceptional building provides a level of flexibility and functionality rarely found in residential properties. Recent improvements include a new roof, updated HVAC systems, new kitchen appliances, a new pool and spa heater, updated wood flooring, refreshed exterior finishes, and numerous additional enhancements that reflect the pride of ownership found throughout the property. Additional features include a whole-house and pool generator system, hurricane shutters, an oversized attached garage, comprehensive surveillance system, mature landscaping, and scenic lake views that enhance the estate's peaceful and private setting. Whether you're searching for a luxury family retreat, an entertainer's dream, or a property that accommodates your passion for vehicles, boating, RV travel, and outdoor living, this exceptional estate delivers a lifestyle that is increasingly difficult to find. Conveniently located near downtown Mount Dora, Eustis, shopping, dining, golf, and the Harris Chain of Lakes, this is Florida estate living at its finest.

605 Old Mount Dora Road, Eustis

$2,500,000

4 Beds ⋅ 4 Baths ⋅ Acreage SubDv. ⋅ 32818 Zip Code

UNICORN. Truly one of a kind. Enter the 5.46 acre property through the automated front gate (controlled by smart phones & remotes). Equestrian dreams come true with an 11 stall horse barn & tack room. Separate hay barn. Separate back property entrance. The main house is 3600 sq ft of custom built luxury, including a 50 year, aluminum shingle roof. The double door entry welcomes you with Brazilian cherry wood flooring in the living & dining rooms. The perfect spot to highlight your baby grand or favorite piece of exquisite art. Light & bright thanks to recessed lighting & a tray ceiling above the dining table. Continue forward to the chef’s dream kitchen. Granite counters. Travertine flooring. Floor to ceiling, custom cabinetry with a massive, hidden, walk-in pantry. A unique 3’ round, prep sink is the focal point along with a classic range hood, matching the stainless steel appliances: double convection ovens, lux fridge/freezer, hybrid induction cook top. Under cabinet lighting, a lighted curio cabinet, & 110V AC receptacles above the cabinets. The primary suite is a true getaway. Durable laminate flooring, electronic blackout shades, tray ceiling w/ dual fans, & a custom, walk-in closet. Who needs a spa when you have a 12’ x 22’ en suite bathroom featuring two spacious vanities & sinks with a sitting area in between? The walk-in shower includes 7 heads & a detachable sprayer. Also a separate soaking tub & 2 linen closets. The 3 way split floor plan is ideal for privacy. The family room is pristine w/ lush carpeting & plantation shutters. Also a secondary eating space, complete w/built-in cherry China cabinets, a granite top bar & mini fridge. Sliding glass doors offer a view of the custom paver pool deck, heated, salt water pool & spa as well as the waterfall & fire element. The summer kitchen allows owners to enjoy the true Florida lifestyle. Pay attention, here comes the quality details you won’t find anywhere else: SIP (structural insulated panel) exterior construction with HardiPlank siding, a whole house air exchanger in the attic (also air conditioned), 5 zone A/C unit, straps from all corners of the house to the roof, R24 closed cell foam walls & R40 closed cell foam ceiling, and a 3ft thick slab with 5/8 rebar every 12 inches. One inspector said this slab has more steel than some of the downtown skyscrapers! Car lovers welcome to paradise. The 6 car garage could easily become an 8 car but the end unit is currently used as a workshop. Above the workshop is a 2 bedroom, 1 bathroom apartment with a living room & kitchen. Rent it out as an income property or use it for family. So much potential! Beside the garage is an ADU that could also be renovated into a rental. Currently used as storage. The location offers direct access to the 22-mile West Orange Trail equestrian path and proximity to local facilities like Golden Gate Equestrian. Bonus features: Interior room w/re-bar & filled cement blocks & 1/4 steel plate on ceiling, a direct tornado proof safe room. A 16 KW whole house generator, central vacuum with floor sweep ports in laundry room & kitchen, dual tankless water heaters, 2026 pool filter & motor, 6” crown & base molding throughout home, 50 amp RV outlet, irrigation lines with separate TAW perfect pressure pump for over 90 trees and plants, 350 gallon buried propane tank for pool and spa heat, & over 700 feet of 6 feet tall vinyl privacy fencing. This one is truly special and must be seen to appreciate.

5785 Gilliam Road, Orlando

$9,995,000

6 Beds ⋅ 7 Baths ⋅ Acreage SubDv. ⋅ 34209 Zip Code

Introducing “VISTA DEL FIUME”, an ABSOLUTELY SPECTACULAR GATED MANATEE RIVER ESTATE situated on nearly 3 ACRES with deep water access and breathtaking panoramic views! Truly one of the most impressive private waterfront residences ever offered on the Manatee River!!! Tucked behind private gates and surrounded by impeccably manicured grounds, towering palms, lush tropical landscaping, expansive lawn space, private pond with fountain, and a full sport court, this extraordinary estate offers the ultimate blend of luxury, privacy, boating lifestyle, and resort style living. A long winding driveway leads to the stunning coastal inspired residence featuring Hardy Board siding, standing seam metal roof, Chicago brick accents, and over 7,000 sqft of meticulously crafted living space with 6 bedrooms, 6.5 bathrooms, and 6 covered parking spaces including a 5 car garage and porte cochere. Step through the grand front porch entry into a breathtaking great room where soaring ceilings, dramatic transom windows, custom millwork, and walls of glass perfectly frame the incredible river views while flooding the home with natural light. The open concept design seamlessly blends the great room, dining area, and kitchen into one extraordinary waterfront entertaining space. The chef’s kitchen is remarkable featuring dual oversized islands, dual refrigerators and freezers, Thermador 6 burner gas range with griddle, double dishwashers, farmhouse sink, prep sink, walk in pantry, custom two tone cabinetry, exposed wood beams, pendant lighting, and a charming sitting room overlooking the pool and river. Additional main level spaces include a private office, mudroom, elevator access, powder bath, incredible wine grotto with extensive storage, and a spectacular bonus/game room complete with full bar area, mini fridge, keg system, ice maker, sink, and accordion serving window opening directly to the outdoor entertaining areas. The luxurious primary suite is a true retreat featuring a private balcony overlooking the river, spa inspired bathroom with soaking tub and oversized walk in shower, dual vanities, and massive custom closets. Upstairs also includes three additional ensuite bedrooms, secondary laundry room, and dramatic hallways overlooking the great room and waterfront beyond. Above the garage you will find a beautifully finished mother in law suite, while a detached structure creates a true waterfront compound feel featuring an additional guest suite, full air conditioned gym, and tackle room. The home also features three laundry areas and surround sound throughout. The outdoor living experience rivals any private resort with multiple covered entertaining areas, brick flooring, roll down screens, outdoor kitchen, multiple dining and lounge spaces, gorgeous pool and spa overlooking the water, and a stunning firepit area positioned directly along the riverfront. Boaters will appreciate the exceptional composite dock with 9 foot wide walkway easily accommodating a golf cart, deep water access capable of accommodating large yachts and sailboats, and three lifts including 10,000 lb, 13,000 lb, and 30,000 lb lifts. Enjoy unforgettable sunsets from the dock, amazing sunrises from the house, endless outdoor entertaining, and one of the most breathtaking waterfront settings on Florida’s Gulf Coast. This is a once in a lifetime opportunity to own one of the finest luxury waterfront estates on the West Coast of Florida!

1707 71st Street Nw, Bradenton

Acreage Homes with Pool

Newest Acreage Homes with Pool