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Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota’s most prestigious gated communities. Surrounded by majestic oak trees and lush tropical landscaping, this extraordinary residence offers the perfect blend of elegance, comfort, and privacy. A brand-new roof (2024) crowns this sprawling estate, while a pavered circular driveway leads to a spacious 3-car side-load garage. Stately columns welcome you to the grand double-door entry, where you’ll step inside to find gleaming marble floors, soaring ceilings, and plantation shutters that set the stage for timeless sophistication. The thoughtfully designed floor plan includes a private office with built-ins and French doors, and a flexible open space with a dramatic backlit tray ceiling—ideal for a formal dining room, music room, or library. The formal living room features a stunning picture window that brings the outdoors in, along with a cozy fireplace and direct access to the luxurious pool area. The chef’s kitchen is a true showstopper, complete with an aquarium window breakfast nook, expansive breakfast bar, dual sinks, center island, double wall ovens, and a butler’s pantry. It opens seamlessly into the family room, where sliding glass doors, a wood-burning fireplace, wet bar, and built-in desk create a warm and inviting space for everyday living and entertaining. The primary suite is a tranquil retreat with a sunlit sitting area, private access to the pool, and a spa-inspired en suite bath with a walk-in shower and soaking tub that overlook your private tropical paradise. Step outside to your own resort-style oasis, where a sparkling pool, separate spa, travertine deck, and covered patio offer the ultimate in outdoor living. With over 6,000 square feet of living space, this estate features 5 bedrooms, 5 full bathrooms, and 2 half baths, along with two newer A/C systems (2023). As a resident of The Oaks, you’ll have access to The Oaks Club’s world-class amenities, including two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center, and fine dining. Ideally located near top-rated Pine View School, Historic Spanish Point, Casey Key, and Oscar Scherer State Park, this home offers both tranquility and convenience. Don’t miss your chance to own this exceptional estate—schedule your private tour today and experience the luxury of life at The Oaks Bayside.

5 Beds ⋅ 7 Baths ⋅ Oaks The SubDv. ⋅ 34229 Zip Code

Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota’s most prestigious gated communities. Surrounded by majestic oak trees and lush tropical landscaping, this extraordinary residence offers the perfect blend of elegance, comfort, and privacy. A brand-new roof (2024) crowns this sprawling estate, while a pavered circular driveway leads to a spacious 3-car side-load garage. Stately columns welcome you to the grand double-door entry, where you’ll step inside to find gleaming marble floors, soaring ceilings, and plantation shutters that set the stage for timeless sophistication. The thoughtfully designed floor plan includes a private office with built-ins and French doors, and a flexible open space with a dramatic backlit tray ceiling—ideal for a formal dining room, music room, or library. The formal living room features a stunning picture window that brings the outdoors in, along with a cozy fireplace and direct access to the luxurious pool area. The chef’s kitchen is a true showstopper, complete with an aquarium window breakfast nook, expansive breakfast bar, dual sinks, center island, double wall ovens, and a butler’s pantry. It opens seamlessly into the family room, where sliding glass doors, a wood-burning fireplace, wet bar, and built-in desk create a warm and inviting space for everyday living and entertaining. The primary suite is a tranquil retreat with a sunlit sitting area, private access to the pool, and a spa-inspired en suite bath with a walk-in shower and soaking tub that overlook your private tropical paradise. Step outside to your own resort-style oasis, where a sparkling pool, separate spa, travertine deck, and covered patio offer the ultimate in outdoor living. With over 6,000 square feet of living space, this estate features 5 bedrooms, 5 full bathrooms, and 2 half baths, along with two newer A/C systems (2023). As a resident of The Oaks, you’ll have access to The Oaks Club’s world-class amenities, including two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center, and fine dining. Ideally located near top-rated Pine View School, Historic Spanish Point, Casey Key, and Oscar Scherer State Park, this home offers both tranquility and convenience. Don’t miss your chance to own this exceptional estate—schedule your private tour today and experience the luxury of life at The Oaks Bayside.

340 Osprey Point Dr, Osprey

$485,000

A 2-car side entry garage enhances the curb appeal of this beautifully arranged 3-bedroom, 2-bath home set on a spacious 0.54-acre corner lot in The Oaks community. A covered entry with elegant double doors featuring oval glass detailing welcomes you inside, where soaring ceilings, tile flooring at the foyer, and laminate flooring throughout the main living areas create an airy and inviting feel. The spacious living room is centered around wide sliding glass doors that open to the rear porch and pool area, filling the home with natural light. To the left, the dining area features a bay window overlooking the front yard, while the nearby kitchen offers quartz countertops, updated appliances, abundant cabinetry, a breakfast bar, and an open flow into the adjoining family room with vaulted ceilings, oversized arched windows, and built-in shelving. A bright breakfast nook nearby includes sliding glass door access to the porch, creating an ideal everyday dining space. Privately positioned on the right side of the home, the primary suite features carpet flooring, dual walk-in closets, direct access to the pool area, and an en suite bath with tile flooring, a soaking tub beneath an arched window, dual vanities with quartz countertops, recessed lighting, a large mirror, and a glass-enclosed walk-in shower. Bedrooms 2 and 3 are located toward the rear of the home and offer carpet flooring, walk-in closets, and natural light, while Bedroom 3 also has sliding door access to the pool area. The secondary bathroom includes a quartz-topped vanity, private toilet area, and glass-enclosed step-in shower with convenient pool access. The laundry room features a utility sink, ample cabinetry, and garage access. Outside, the spacious screened porch and pavered pool area overlook the open backyard, creating a relaxing setting for entertaining or enjoying the Florida lifestyle year-round. The expansive outdoor space offers plenty of room for gatherings, outdoor seating, or simply unwinding while enjoying the peaceful surroundings. Large windows throughout the home allow natural light to flow from room to room, enhancing the bright and welcoming atmosphere. The combination of open living areas, private bedroom placement, and seamless indoor-outdoor flow creates a layout designed for both everyday comfort and easy entertaining. Additional updates include a 2021 roof and a 2025 pool pump. Located in Spring Hill, this home is near Weeki Wachee Springs State Park, Pine Island Park, and the Suncoast Trail, offering easy access to kayaking, Gulf sunsets, biking, walking trails, and outdoor recreation.

3 Beds ⋅ 2 Baths ⋅ Oaks The SubDv. ⋅ 34609 Zip Code

A 2-car side entry garage enhances the curb appeal of this beautifully arranged 3-bedroom, 2-bath home set on a spacious 0.54-acre corner lot in The Oaks community. A covered entry with elegant double doors featuring oval glass detailing welcomes you inside, where soaring ceilings, tile flooring at the foyer, and laminate flooring throughout the main living areas create an airy and inviting feel. The spacious living room is centered around wide sliding glass doors that open to the rear porch and pool area, filling the home with natural light. To the left, the dining area features a bay window overlooking the front yard, while the nearby kitchen offers quartz countertops, updated appliances, abundant cabinetry, a breakfast bar, and an open flow into the adjoining family room with vaulted ceilings, oversized arched windows, and built-in shelving. A bright breakfast nook nearby includes sliding glass door access to the porch, creating an ideal everyday dining space. Privately positioned on the right side of the home, the primary suite features carpet flooring, dual walk-in closets, direct access to the pool area, and an en suite bath with tile flooring, a soaking tub beneath an arched window, dual vanities with quartz countertops, recessed lighting, a large mirror, and a glass-enclosed walk-in shower. Bedrooms 2 and 3 are located toward the rear of the home and offer carpet flooring, walk-in closets, and natural light, while Bedroom 3 also has sliding door access to the pool area. The secondary bathroom includes a quartz-topped vanity, private toilet area, and glass-enclosed step-in shower with convenient pool access. The laundry room features a utility sink, ample cabinetry, and garage access. Outside, the spacious screened porch and pavered pool area overlook the open backyard, creating a relaxing setting for entertaining or enjoying the Florida lifestyle year-round. The expansive outdoor space offers plenty of room for gatherings, outdoor seating, or simply unwinding while enjoying the peaceful surroundings. Large windows throughout the home allow natural light to flow from room to room, enhancing the bright and welcoming atmosphere. The combination of open living areas, private bedroom placement, and seamless indoor-outdoor flow creates a layout designed for both everyday comfort and easy entertaining. Additional updates include a 2021 roof and a 2025 pool pump. Located in Spring Hill, this home is near Weeki Wachee Springs State Park, Pine Island Park, and the Suncoast Trail, offering easy access to kayaking, Gulf sunsets, biking, walking trails, and outdoor recreation.

6101 Krista Drive, Spring Hill

$399,000

The seller is highly motivated and is assisting with closing costs. Located in the peaceful community of The Oaks, this beautiful 3-bedroom, 2-bathroom pool home sits on a spacious half-acre lot, offering privacy and comfort. The home is designed for long-lasting quality and efficiency. The split-bedroom floor plan showcases high ceilings and a spacious owner’s suite with two walk-in closets, a Jacuzzi tub, a separate shower, and direct access to the screened-in pool area. Ideal for entertaining, the home includes built-in speakers, a patio prewired for a hot tub, and a 3-car garage prewired for both a generator and electric vehicle charging. Located near the Weeki Wachee State Park, Tampa International Airport and nearby shopping, dining, and entertainment. This property offers the perfect balance of comfort, convenience, and lifestyle—schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ Oaks The SubDv. ⋅ 34609 Zip Code

The seller is highly motivated and is assisting with closing costs. Located in the peaceful community of The Oaks, this beautiful 3-bedroom, 2-bathroom pool home sits on a spacious half-acre lot, offering privacy and comfort. The home is designed for long-lasting quality and efficiency. The split-bedroom floor plan showcases high ceilings and a spacious owner’s suite with two walk-in closets, a Jacuzzi tub, a separate shower, and direct access to the screened-in pool area. Ideal for entertaining, the home includes built-in speakers, a patio prewired for a hot tub, and a 3-car garage prewired for both a generator and electric vehicle charging. Located near the Weeki Wachee State Park, Tampa International Airport and nearby shopping, dining, and entertainment. This property offers the perfect balance of comfort, convenience, and lifestyle—schedule your private showing today!

6189 Schalekamp Drive, Spring Hill

$320,000

Step into timeless charm and everyday comfort in this beautifully appointed 3-bedroom, 2-bathroom home, perfectly placed on an oversized 0.54-acre corner lot in a peaceful Spring Hill neighborhood surrounded by mature trees and lush greenery. Back on the market due to no fault of the seller, this home now comes with a clean 4-point inspection available to share with future buyers—helping save valuable time and providing added peace of mind. The home features an arched entryway and manicured landscaping, while inside, natural light fills the open-concept living space with durable vinyl flooring, granite countertops, stainless steel appliances, a breakfast bar, and a recessed built-in shelving area ideal for media or décor. The primary suite offers a private retreat with a walk-in closet and a spacious vanity in the master bath, and the third bedroom has been thoughtfully converted into a versatile office space. A sunroom with panoramic windows opens to a backyard oasis complete with raised garden beds, shade trees, a dedicated outdoor cooking area, and a mix of chain-link and vinyl fencing for privacy. Additional highlights include a dedicated laundry room, thoughtful storage throughout, and convenient access to the Suncoast Expressway (4.2 miles), Weeki Wachee Springs State Park (6.8 miles), and Pine Island Beach (13.5 miles), blending everyday comfort with Florida’s natural beauty and coastal lifestyle.

3 Beds ⋅ 2 Baths ⋅ Oaks The SubDv. ⋅ 34609 Zip Code

Step into timeless charm and everyday comfort in this beautifully appointed 3-bedroom, 2-bathroom home, perfectly placed on an oversized 0.54-acre corner lot in a peaceful Spring Hill neighborhood surrounded by mature trees and lush greenery. Back on the market due to no fault of the seller, this home now comes with a clean 4-point inspection available to share with future buyers—helping save valuable time and providing added peace of mind. The home features an arched entryway and manicured landscaping, while inside, natural light fills the open-concept living space with durable vinyl flooring, granite countertops, stainless steel appliances, a breakfast bar, and a recessed built-in shelving area ideal for media or décor. The primary suite offers a private retreat with a walk-in closet and a spacious vanity in the master bath, and the third bedroom has been thoughtfully converted into a versatile office space. A sunroom with panoramic windows opens to a backyard oasis complete with raised garden beds, shade trees, a dedicated outdoor cooking area, and a mix of chain-link and vinyl fencing for privacy. Additional highlights include a dedicated laundry room, thoughtful storage throughout, and convenient access to the Suncoast Expressway (4.2 miles), Weeki Wachee Springs State Park (6.8 miles), and Pine Island Beach (13.5 miles), blending everyday comfort with Florida’s natural beauty and coastal lifestyle.

14008 N Bruni Drive, Spring Hill

$315,000

Click the Virtual Tour link to view the 3D walkthrough. Set on more than half an acre in The Oaks, this spacious residence offers a balance of comfort, privacy, and outdoor enjoyment. The thoughtfully designed split-bedroom layout features expansive living spaces, 10-foot ceilings, tile flooring throughout, and a seamless flow ideal for both everyday living and entertaining. The kitchen serves as the heart of the home with granite surfaces, stainless steel appliances, and plenty of space for gathering. The bathrooms are equally well-appointed, creating a cohesive and stylish feel throughout the home. Step outside and discover a backyard designed for relaxation. The custom gunite pool creates a striking focal point, while the screened lanai, outdoor shower, and fully fenced yard provide the perfect setting for enjoying Florida's year-round sunshine. Additional features include an indoor laundry room, security system, and a two-car garage. With generous outdoor space and a desirable location, this property offers an exceptional place to call home. Discounted rate options and no lender fee future refinancing may be available for qualified buyers of this home.

3 Beds ⋅ 2 Baths ⋅ Oaks The SubDv. ⋅ 34609 Zip Code

Click the Virtual Tour link to view the 3D walkthrough. Set on more than half an acre in The Oaks, this spacious residence offers a balance of comfort, privacy, and outdoor enjoyment. The thoughtfully designed split-bedroom layout features expansive living spaces, 10-foot ceilings, tile flooring throughout, and a seamless flow ideal for both everyday living and entertaining. The kitchen serves as the heart of the home with granite surfaces, stainless steel appliances, and plenty of space for gathering. The bathrooms are equally well-appointed, creating a cohesive and stylish feel throughout the home. Step outside and discover a backyard designed for relaxation. The custom gunite pool creates a striking focal point, while the screened lanai, outdoor shower, and fully fenced yard provide the perfect setting for enjoying Florida's year-round sunshine. Additional features include an indoor laundry room, security system, and a two-car garage. With generous outdoor space and a desirable location, this property offers an exceptional place to call home. Discounted rate options and no lender fee future refinancing may be available for qualified buyers of this home.

6233 Penna St, Spring Hill

$283,000

Nestled in the heart of Hernando County, this well-maintained 3-bedroom, 2-bathroom home sits proudly on a spacious corner lot of over half an acre in the desirable community of The Oaks. With a low annual HOA cost and an unbeatable location, this property offers the perfect blend of comfort, charm, and convenience. From the moment you arrive, you'll be captivated by the stunning curb appeal, featuring matured landscaping and decorative curb-a-lawn edging along each flowerbed. A 15-foot-long entry foyer welcomes you into the home, leading to a spacious 19x15 living room with cathedral ceilings, soft carpeting, and a beautiful arched bay window that fills the space with natural light. Arched entryways create an elegant flow into the formal 13x11 dining room, complete with chair rail accents and sliding glass doors that open to a generous 23x10 screened rear porch—ideal for relaxing or entertaining. The 12x11 kitchen is designed with functionality in mind, offering abundant countertop and cabinet space, a breakfast bar, and a separate 11x6 breakfast nook for casual dining. The split-bedroom layout provides privacy for the primary suite, which measures 17x14 and features carpet flooring, a large walk-in closet, an en-suite bathroom with a tiled walk-in shower equipped with handicap railings, a spacious vanity, linen storage, and direct access to the screened porch. Both guest bedrooms measure 12x11, offering generous closet space and are conveniently located near the full guest bathroom with a large vanity and tub/shower combination. Additional features include a 6x6 interior laundry room with wire shelving located just off the garage, and a 22x20 screened two-car garage with pull-down attic stairs, a laundry tub, a service door, and a dedicated workbench area with additional shelving for storage. The backyard includes a 10x10 open patio, perfect for outdoor dining or enjoying the Florida sunshine. Practical upgrades such as an irrigation system with well, installed grounding rods for lightning protection, and a security system add peace of mind. This is more than just a house—it's a place to call home. Don't miss your opportunity to live in one of Spring Hill's most established neighborhoods.

3 Beds ⋅ 2 Baths ⋅ Oaks The SubDv. ⋅ 34609 Zip Code

Nestled in the heart of Hernando County, this well-maintained 3-bedroom, 2-bathroom home sits proudly on a spacious corner lot of over half an acre in the desirable community of The Oaks. With a low annual HOA cost and an unbeatable location, this property offers the perfect blend of comfort, charm, and convenience. From the moment you arrive, you'll be captivated by the stunning curb appeal, featuring matured landscaping and decorative curb-a-lawn edging along each flowerbed. A 15-foot-long entry foyer welcomes you into the home, leading to a spacious 19x15 living room with cathedral ceilings, soft carpeting, and a beautiful arched bay window that fills the space with natural light. Arched entryways create an elegant flow into the formal 13x11 dining room, complete with chair rail accents and sliding glass doors that open to a generous 23x10 screened rear porch—ideal for relaxing or entertaining. The 12x11 kitchen is designed with functionality in mind, offering abundant countertop and cabinet space, a breakfast bar, and a separate 11x6 breakfast nook for casual dining. The split-bedroom layout provides privacy for the primary suite, which measures 17x14 and features carpet flooring, a large walk-in closet, an en-suite bathroom with a tiled walk-in shower equipped with handicap railings, a spacious vanity, linen storage, and direct access to the screened porch. Both guest bedrooms measure 12x11, offering generous closet space and are conveniently located near the full guest bathroom with a large vanity and tub/shower combination. Additional features include a 6x6 interior laundry room with wire shelving located just off the garage, and a 22x20 screened two-car garage with pull-down attic stairs, a laundry tub, a service door, and a dedicated workbench area with additional shelving for storage. The backyard includes a 10x10 open patio, perfect for outdoor dining or enjoying the Florida sunshine. Practical upgrades such as an irrigation system with well, installed grounding rods for lightning protection, and a security system add peace of mind. This is more than just a house—it's a place to call home. Don't miss your opportunity to live in one of Spring Hill's most established neighborhoods.

13418 Lawrence Street, Spring Hill