C21okeechobee.com Search Results

$1,599,000

Timeless Character & Exceptional Living in Coveted Rose Isle! This home makes a wonderful first impression with its Craftsman-inspired design, layered gables & freshly painted rich gray exterior, accented by textured stone and aged copper, all framed by lush, manicured landscaping. The column-lined front porch, arched entry and winding travertine front steps create a gracious, inviting approach, adding to the home’s welcoming neighborhood feel. Designed with a natural sense of openness, the home is grounded by newly refinished hardwood floors that carry beautifully from room to room. Freshly repainted interiors give the spaces a crisp, refreshed feel, while new recessed lighting, crown molding and other thoughtful details add interest throughout. The floor plan easily connects each of the living spaces, with wide openings from the centrally placed dining area to the kitchen, family room and living room, creating an effortless flow whether enjoying a simple evening at home or celebrating with family and friends. The family room is substantial yet comfortable, with rich hardwood floors and custom cabinetry paired with open shelving for displaying favorite pieces, books and collected finds. French doors bring the outdoors into view and open directly to the backyard, filling the room with natural light. The kitchen makes a statement with its generous scale, abundant cabinetry and stone counters, providing exceptional storage and workspace along with glass-front display cabinets and dedicated wine storage. A uniquely curved island creates a distinctive centerpiece, while the extended breakfast bar provides seating for six. The split floor plan adds privacy, with two spacious bedrooms and a full bath thoughtfully positioned together in their own area of the home. Tucked away through its own vestibule entry, the impressive owner’s suite addition feels private from the rest of the home. The bedroom features a tray ceiling, brick fireplace, customized walk-in closet and French doors opening directly to the pool. The adjoining bath has a personality all its own, featuring a clawfoot soaking tub, furniture-style vanity, glass-enclosed walk-in shower and brick-pattern tile floors. A wonderful surprise is the bonus room off the suite, complete with its own French doors to the pool and flexibility as a private office, fitness room or sitting room. The home opens beautifully to the backyard through multiple sets of French doors, leading to a free-form pool surrounded by travertine decking. Beyond the pool, a wide stretch of fully fenced lawn framed by mature trees and established landscaping gives the backyard an added sense of space and privacy. All of this in one of Orlando’s most sought-after neighborhoods, known for its tree-lined streets, with convenient access to Orlando’s major hospitals, renowned museums, Downtown Orlando and Winter Park’s celebrated Park Avenue, all within the highly rated Audubon K–8 school district.

3 Beds ⋅ 3 Baths ⋅ O6440666 MLS

Timeless Character & Exceptional Living in Coveted Rose Isle! This home makes a wonderful first impression with its Craftsman-inspired design, layered gables & freshly painted rich gray exterior, accented by textured stone and aged copper, all framed by lush, manicured landscaping. The column-lined front porch, arched entry and winding travertine front steps create a gracious, inviting approach, adding to the home’s welcoming neighborhood feel. Designed with a natural sense of openness, the home is grounded by newly refinished hardwood floors that carry beautifully from room to room. Freshly repainted interiors give the spaces a crisp, refreshed feel, while new recessed lighting, crown molding and other thoughtful details add interest throughout. The floor plan easily connects each of the living spaces, with wide openings from the centrally placed dining area to the kitchen, family room and living room, creating an effortless flow whether enjoying a simple evening at home or celebrating with family and friends. The family room is substantial yet comfortable, with rich hardwood floors and custom cabinetry paired with open shelving for displaying favorite pieces, books and collected finds. French doors bring the outdoors into view and open directly to the backyard, filling the room with natural light. The kitchen makes a statement with its generous scale, abundant cabinetry and stone counters, providing exceptional storage and workspace along with glass-front display cabinets and dedicated wine storage. A uniquely curved island creates a distinctive centerpiece, while the extended breakfast bar provides seating for six. The split floor plan adds privacy, with two spacious bedrooms and a full bath thoughtfully positioned together in their own area of the home. Tucked away through its own vestibule entry, the impressive owner’s suite addition feels private from the rest of the home. The bedroom features a tray ceiling, brick fireplace, customized walk-in closet and French doors opening directly to the pool. The adjoining bath has a personality all its own, featuring a clawfoot soaking tub, furniture-style vanity, glass-enclosed walk-in shower and brick-pattern tile floors. A wonderful surprise is the bonus room off the suite, complete with its own French doors to the pool and flexibility as a private office, fitness room or sitting room. The home opens beautifully to the backyard through multiple sets of French doors, leading to a free-form pool surrounded by travertine decking. Beyond the pool, a wide stretch of fully fenced lawn framed by mature trees and established landscaping gives the backyard an added sense of space and privacy. All of this in one of Orlando’s most sought-after neighborhoods, known for its tree-lined streets, with convenient access to Orlando’s major hospitals, renowned museums, Downtown Orlando and Winter Park’s celebrated Park Avenue, all within the highly rated Audubon K–8 school district.

2911 Middlesex Road, Orlando

Listing courtesy of FANNIE HILLMAN & ASSOCIATES. 407-644-1234

$2,295,000

A distinctive piece of Orlando history in Beverly Shores, this gracious 1942 Colonial Revival enjoys wide views of Lake Estelle and offers an extraordinary combination of character, space and flexibility. Featured in The Orlando Sentinel when selected as the Hope and Help Center’s 1999 Designer Show House, the residence underwent an extensive transformation through the work of nine area design firms, with enhancements to the kitchen, primary suite, baths, living spaces, outdoor entertaining areas and classic Colonial façade. Continued renovations and improvements followed over the years by a family who has loved living here for decades. Today, the home offers approximately 3,781 square feet of living space with six bedrooms, five full and one half baths, plus an approximately 237-square-foot third-floor bonus area not included in the living square footage. Set on approximately .28 acres with sweeping lake views, the property pairs traditional architecture and mature landscaping with a uniquely private outdoor setting. French doors and windows connect the interiors to an expansive covered porch and terraced backyard designed for outdoor living, with a large swimming pool surrounded by generous deck space, a garden area, pergola and covered entertaining area with a summer kitchen. Dedicated storage for towels and outdoor supplies, along with a separate storage shed, adds everyday practicality. Inside, generously proportioned living and dining rooms are complemented by a well-positioned kitchen with abundant storage that connects naturally to the formal dining room, casual eat-in area and family room. The floor plan offers an unusual degree of separation and flexibility for both gathering and privacy. A dual-primary arrangement includes a first-floor primary suite with a zero-entry shower and a spacious second-floor primary suite with a private balcony overlooking Lake Estelle. Also on the first floor is an office or music room adjoining the formal living room, with beautiful lake views. Upstairs, four additional bedrooms are served by two Jack-and-Jill-style baths, while the third-floor bonus space provides further flexibility for living, working, recreation or storage. A two-car garage with abundant storage completes the property. The home’s documented design history brought together notable Central Florida design and architectural talent, including architect Randall Slocum, Robb & Stucky, Beasley & Henley, Pam Niemann Interiors, Pasternak Designs and Kitchen Designs of Winter Park—many names that have stood the test of time and remain recognizable in our market today. The result is a home with a layered history reflecting its original 1940s architecture and decades of thoughtful evolution, with scale and versatility that can be difficult to find in an established Orlando neighborhood. Conveniently positioned between Downtown Orlando and Winter Park and zoned for Audubon K-8 and Edgewater High, both A-rated for 2025, the location makes everyday life remarkably convenient. A recent 4-point inspection, floor plan and measured appraiser’s sketch are available for review. Comfortable and ready to enjoy today, the home also offers its next owner the opportunity to thoughtfully make it their own over time, carrying forward more than 80 years of character and history.

6 Beds ⋅ 6 Baths ⋅ O6436124 MLS

A distinctive piece of Orlando history in Beverly Shores, this gracious 1942 Colonial Revival enjoys wide views of Lake Estelle and offers an extraordinary combination of character, space and flexibility. Featured in The Orlando Sentinel when selected as the Hope and Help Center’s 1999 Designer Show House, the residence underwent an extensive transformation through the work of nine area design firms, with enhancements to the kitchen, primary suite, baths, living spaces, outdoor entertaining areas and classic Colonial façade. Continued renovations and improvements followed over the years by a family who has loved living here for decades. Today, the home offers approximately 3,781 square feet of living space with six bedrooms, five full and one half baths, plus an approximately 237-square-foot third-floor bonus area not included in the living square footage. Set on approximately .28 acres with sweeping lake views, the property pairs traditional architecture and mature landscaping with a uniquely private outdoor setting. French doors and windows connect the interiors to an expansive covered porch and terraced backyard designed for outdoor living, with a large swimming pool surrounded by generous deck space, a garden area, pergola and covered entertaining area with a summer kitchen. Dedicated storage for towels and outdoor supplies, along with a separate storage shed, adds everyday practicality. Inside, generously proportioned living and dining rooms are complemented by a well-positioned kitchen with abundant storage that connects naturally to the formal dining room, casual eat-in area and family room. The floor plan offers an unusual degree of separation and flexibility for both gathering and privacy. A dual-primary arrangement includes a first-floor primary suite with a zero-entry shower and a spacious second-floor primary suite with a private balcony overlooking Lake Estelle. Also on the first floor is an office or music room adjoining the formal living room, with beautiful lake views. Upstairs, four additional bedrooms are served by two Jack-and-Jill-style baths, while the third-floor bonus space provides further flexibility for living, working, recreation or storage. A two-car garage with abundant storage completes the property. The home’s documented design history brought together notable Central Florida design and architectural talent, including architect Randall Slocum, Robb & Stucky, Beasley & Henley, Pam Niemann Interiors, Pasternak Designs and Kitchen Designs of Winter Park—many names that have stood the test of time and remain recognizable in our market today. The result is a home with a layered history reflecting its original 1940s architecture and decades of thoughtful evolution, with scale and versatility that can be difficult to find in an established Orlando neighborhood. Conveniently positioned between Downtown Orlando and Winter Park and zoned for Audubon K-8 and Edgewater High, both A-rated for 2025, the location makes everyday life remarkably convenient. A recent 4-point inspection, floor plan and measured appraiser’s sketch are available for review. Comfortable and ready to enjoy today, the home also offers its next owner the opportunity to thoughtfully make it their own over time, carrying forward more than 80 years of character and history.

1221 Dorchester Street, Orlando

Listing courtesy of KELLY PRICE & COMPANY LLC. 407-645-4321

$2,995,000

A REFINED CUSTOM SINGLE-STORY RESIDENCE WITH CASITA BY M. LAHR HOMES! Located in the highly sought-after Beverly Shores / Rose Isle neighborhood of Orlando / Winter Park, this newly completed custom residence represents a rare opportunity in one of Central Florida’s most desirable and seldom-available areas. This home reflects the level of craftsmanship, detail, and execution that has made the builder one of the most respected names in Winter Park and Orlando luxury construction. Thoughtfully designed as a large single-story residence, the main home offers an expansive beautifully planned living space with 4 bedrooms, a private office, 4.5 baths, and a layout that balances scale, functionality, and everyday livability. Adding to the rarity of the offering is the casita / secondary living space, creating exceptional flexibility for guests, extended family, private work space, or additional lifestyle needs. From the moment of arrival, the home conveys a sense of timeless design and quality. Inside, the experience is defined by a clean, cohesive aesthetic and a level of finish that is simply not typical in today’s new construction market. Every element, from the architectural lines to the material selections, has been intentionally executed, resulting in a home that feels both elevated and enduring. The floor plan is open and highly functional, with expansive living areas that transition seamlessly to the outdoor environment, creating a natural extension of the interior living space. The result is a home that lives comfortably day-to-day while offering the scale, presence, and design quality expected at this level. Opportunities in Beverly Shores / Rose Isle rarely present themselves, and large single-story custom homes with a casita are especially difficult to find. This is one of those moments. What ultimately sets this property apart is the consistency of its execution — a level of detail, craftsmanship, and finish quality that is rarely achieved, even among competing new construction offerings in Winter Park and Orlando. Located in a fantastic location in the highly desirable Audubon Park School K-8 School District. Minutes to Downtown Orlando, Downtown Winter Park, Winter Park’s Park Avenue, Winter Park Village, AdventHealth, ORMC, shopping, dining, and more. An exquisite luxury estate in one of Central Florida’s most dynamic and desirable areas!

5 Beds ⋅ 6 Baths ⋅ O6425268 MLS

A REFINED CUSTOM SINGLE-STORY RESIDENCE WITH CASITA BY M. LAHR HOMES! Located in the highly sought-after Beverly Shores / Rose Isle neighborhood of Orlando / Winter Park, this newly completed custom residence represents a rare opportunity in one of Central Florida’s most desirable and seldom-available areas. This home reflects the level of craftsmanship, detail, and execution that has made the builder one of the most respected names in Winter Park and Orlando luxury construction. Thoughtfully designed as a large single-story residence, the main home offers an expansive beautifully planned living space with 4 bedrooms, a private office, 4.5 baths, and a layout that balances scale, functionality, and everyday livability. Adding to the rarity of the offering is the casita / secondary living space, creating exceptional flexibility for guests, extended family, private work space, or additional lifestyle needs. From the moment of arrival, the home conveys a sense of timeless design and quality. Inside, the experience is defined by a clean, cohesive aesthetic and a level of finish that is simply not typical in today’s new construction market. Every element, from the architectural lines to the material selections, has been intentionally executed, resulting in a home that feels both elevated and enduring. The floor plan is open and highly functional, with expansive living areas that transition seamlessly to the outdoor environment, creating a natural extension of the interior living space. The result is a home that lives comfortably day-to-day while offering the scale, presence, and design quality expected at this level. Opportunities in Beverly Shores / Rose Isle rarely present themselves, and large single-story custom homes with a casita are especially difficult to find. This is one of those moments. What ultimately sets this property apart is the consistency of its execution — a level of detail, craftsmanship, and finish quality that is rarely achieved, even among competing new construction offerings in Winter Park and Orlando. Located in a fantastic location in the highly desirable Audubon Park School K-8 School District. Minutes to Downtown Orlando, Downtown Winter Park, Winter Park’s Park Avenue, Winter Park Village, AdventHealth, ORMC, shopping, dining, and more. An exquisite luxury estate in one of Central Florida’s most dynamic and desirable areas!

1204 Nottingham Street, Orlando

Listing courtesy of KELLER WILLIAMS REALTY AT THE PARKS. 407-629-4420