My Active Listings

Some or all of the listings below are provided by the Longboat Key office.
$2,295,000 (USD)
Active

Sarasota Area Land

Active

355 S Shore Drive Sarasota, FL 34234

Bed
0 Baths
sqft
MLS# A4697839
Virtual Tour
Build Your Dream Home on Sarasota Bay in Sapphire Shores!

Set on an expansive 0.34-acre (14,665-sq.-ft.) waterfront lot, this property presents a rare opportunity to create a custom Sarasota residence in one of the city’s most desirable West-of-Trail neighborhoods. Perfectly positioned on a protected inlet that opens directly to Sarasota Bay, this oversized homesite offers stunning water views and the ideal setting for a modern coastal estate with private dockage and outdoor living space.
Nestled among multi-million-dollar properties in the sought-after Sapphire Shores community, the location captures both tranquility and convenience. Just minutes from downtown Sarasota, residents enjoy easy access to world-class dining, boutique shopping, cultural landmarks, and vibrant nightlife. Nearby attractions include The Ringling Museum of Art, Sarasota Jungle Gardens, and the Van Wezel Performing Arts Hall, while Lido Beach, Longboat Key, and St. Armands Circle are only a short drive away.
Offering a coveted combination of bay proximity, generous lot size, and prime positioning within Sarasota’s prestigious museum district, this property is ready for new vision—whether you imagine a coastal contemporary retreat or timeless Sarasota modern. Opportunities of this caliber are increasingly rare in today’s market—seize the chance to build your dream home in one of Sarasota’s most storied waterfront enclaves.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Roger Pettingell, Coldwell Banker Realty
$2,250,000 (USD)
Pending

Sarasota Area Single Family Home

Pending

440 S Lime Avenue Sarasota, FL 34237

5 Bed
6 Baths
3434 sqft
MLS# A4666533
Virtual Tour
Pre-Construction. To be built. Welcome to this stunning 3,434 sq. ft. single-story residence, where modern luxury meets timeless Italian craftsmanship. Ideally located within Sarasota city limits, this property qualifies for weekly rentals—a rare and highly desirable feature that opens the door to significant income opportunities in one of the area’s most sought-after vacation rental markets. This 5-bedroom, 5.5-bathroom residence is designed with both style and functionality in mind. Showcasing imported Italian fixtures, custom cabinetry, and premium flooring throughout, every detail reflects Milano Homes’ signature quality and sophistication. The expansive open-concept kitchen and living area are perfect for entertaining, while floor-to-ceiling hurricane-rated windows and sliding glass doors bathe the space in natural light and create a seamless connection to the outdoors. Step outside to your private retreat featuring a sparkling pool, sun-soaked deck, and ample space for relaxation or entertaining under the Florida sky. Perfectly positioned just minutes from downtown Sarasota, residents and guests will enjoy easy access to boutique shopping, fine dining, award-winning beaches, the scenic Legacy Trail, and local parks with tennis and pickleball courts. Whether you’re looking for a full-time residence, seasonal escape, or an income-producing short-term rental, this home offers a rare opportunity to enjoy the Sarasota lifestyle while capitalizing on high-demand weekly rental potential. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Rinat Sikdar, Coldwell Banker Realty
$2,175,000 (USD)
Pending

Osprey Area Single Family Home

Pending

362 Macewen Drive Osprey, FL 34229

4 Bed
4 Baths
4117 sqft
MLS# A4705572
Virtual Tour
Experience luxury living in this beautifully appointed traditional home featuring 4 bedrooms, 3.5 bathrooms, and a dedicated office. The formal living room offers a fireplace and French doors, allowing separation from the kitchen and family room for more intimate gatherings. The spacious master suite includes two walk-in closets with custom built-ins, a sitting area, and a spa-inspired bath with dual vanities, soaking tub, and separate shower. Guests enjoy privacy in an en suite bedroom with direct pool access, while two additional bedrooms share a conveniently located third bath. A three-car garage provides ample space for vehicles and hobbies, complete with a workspace, overhead storage, and cabinets. Ideally positioned as the closest residence to the clubhouse on MacEwen, the home overlooks the 2nd and 3rd holes of the Eagle Course. Manicured landscaping offers complete privacy. Beyond are breathtaking golf course and lake views. Outdoor living features an expansive pool deck, screened lanai, fully updated outdoor kitchen, and a charming open-air patio. The renovated kitchen opens to the family room and includes a breakfast nook with aquarium window offering pool views, plus a formal dining room and breakfast bar for flexible entertaining. This exceptional home combines privacy, comfort, and a prime location for the ultimate country club lifestyle. Membership in The Oaks Club is required. The Oaks Club, Sarasota’s premiere golf and country club, has two champion 18-hole golf courses, twelve HAR-TRU tennis courts (4 lighted), four pickleball courts, an over 7,500 square foot state-of-the-art WellFit Center, an award-winning culinary team, and robust activities and social calendars. Club membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Steve Abbe, Coldwell Banker Realty
$2,150,000 (USD)
Active

Nokomis Area Single Family Home

Active

327 Roberts Road Nokomis, FL 34275

4 Bed
4 Baths
3298 sqft
MLS# A4708918
Virtual Tour
Striking from the moment you arrive, this 2022-built contemporary residence combines the scale and quality of a custom coastal retreat with a design created for the way Florida is meant to be lived.

Set at 327 Roberts Road in Nokomis, the 4-bedroom, 3.5-bath home offers approximately 3,300 square feet under air and nearly 6,000 square feet in total, offering multiple levels of living, expansive balconies, oversized garages, a resort-style backyard, and no HOA. Built by OMKAL Construction and occupied since completion by its builder/owner, the property reflects a thoughtful approach to both design and construction.

The three-story layout creates a natural separation between entertaining, everyday living, and private retreat. Elevated above the ground level, the main living floor is bright and open, with abundant natural light, added privacy, and a dramatic two-story great room framed by oversized picture windows and a custom linear fireplace.

The kitchen opens seamlessly to the living and dining areas, pairing sleek modern cabinetry with an oversized center island designed for gathering. Expansive balconies extend the living spaces outdoors, capturing coastal breezes, elevated surroundings, and changing evening skies.

The primary suite and two additional bedrooms are located on the main level, while the upper floor offers a private fourth suite and spacious loft, ideal as an office, lounge, library, or additional living area. From here, elevated balconies capture views toward the Intracoastal Waterway and offer a quiet vantage point for sunset. The arrangement provides exceptional flexibility for everyday living, extended family, and overnight guests.

The finished lower level opens directly to the pool and backyard, creating a relaxed extension of the home's entertaining spaces. With room for a media lounge, fitness area, game room, or casual gathering space, it connects effortlessly to one of the property's most memorable features: its private outdoor retreat.

A large heated saltwater pool with spa and tanning ledge anchors the backyard, surrounded by tropical landscaping, custom fencing, accent lighting, tiki torches, porcelain feature walls, and a fire pit. A covered pergola and grilling area provide another inviting place to gather, while generous deck space allows for dining, lounging, and entertaining. Private and beautifully composed, the entire setting functions as a true outdoor living environment rather than simply a backyard.

The quality extends well beyond what is immediately visible. Built to newer Florida Building Code standards, the home features hurricane-impact windows and doors, an elevated stem-wall foundation, energy-efficient construction, a flat tile roof, synthetic stucco, large-format porcelain surfaces, and Level 5 smooth drywall, details chosen with Florida's climate, longevity, and ease of ownership in mind.

And despite the sense of privacy at home, the best of the Gulf Coast remains remarkably close. Venice, Sarasota, Casey Key beaches, the North Jetty, boating, dining, and recreation are all within easy reach.

Modern, substantial, and refreshingly individual, 327 Roberts Road offers something increasingly difficult to find near the coast: newer construction, exceptional indoor and outdoor space, no HOA, and the freedom to enjoy it all on your own terms.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Ryan Skrzypkowski, Coldwell Banker Realty
$2,150,000 (USD)
Active

Osprey Area Single Family Home

Active

642 Trenton Way Osprey, FL 34229

4 Bed
5 Baths
3939 sqft
MLS# A4709515
Virtual Tour
Beautifully updated and carefully maintained, this Rutenberg-designed home is idyllically situated on a half-acre corner lot surrounded by beautiful landscaping with views of the lake and the 14th Fairway of the Heron Course. This 4 bedroom residence has 4 full baths, 1 half bath, a formal living room with pool views, a separate formal dining room, and an open gourmet kitchen with gas cooktop, stainless appliances, two wallovens, a breakfast bar, an adjoining dining area and two pantries. The kitchen opens to an expansive family room overlooking the pool. The spacious master suite features a large luxury bath, two large his-and-hers closets and a lovely sitting area overlooking the pool. All three additional bedrooms are en suite. A dedicated office with built ins and a versatile bonus room/game room adds valuable flexibility for a wide variety of lifestyles. The large and lovely lanai includes an outdoor grill and bar, covered seating, awnings, and a freeform pool and spa overlooking the water and golf course. With a four-car garage, abundant storage and numerous updates, including a new roof installed in December 2024 (with warranty), a new pool heater installed in 2024, new central air conditioning (2 units, 2 zones) in 2022, freshly painted interior and exterior, this home is the perfect choice for those who want to live in comfort and luxury. A complete list of updates is available. The mandatory Membership to The Oaks Club will provide everything for living a country club lifestyle; two championship golf courses, tennis and pickleball courts, a regulation croquet lawn, state-of-the-art wellness center and a wide array of dining and social options. There is currently no waiting list for either Golf or Sports/Social membership.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Steve Abbe, Coldwell Banker Realty
$2,125,000 (USD)
Active

Longboat Key Area Condominium

Active

1211 Gulf Of Mexico Drive 701 Longboat Key, FL 34228

2 Bed
3 Baths
2100 sqft
MLS# A4694983
Virtual Tour
Virtually Staged. Sweeping sunrise to sunset views define this beautifully reimagined 7th floor residence at the Promenade on Longboat Key. Fully renovated in 2026, this residence offers two-bedrooms and a den with three full bathrooms. Floor to ceiling windows, abundant natural light, and a 180- degree views of both the Gulf of Mexico and Sarasota Bay. The double door entry opens to a freshly painted residence with new luxury plank flooring, nine-foot ceilings and modern lighting throughout. This residence is designed for entertaining with a large open living area and a full wet bar and wine refrigerator. The kitchen features quartz countertops and full quartz backsplash, Sub-Zero refrigerator, Cafe stove and double convection oven, and matching panel dishwasher. The custom modern white soft closed cabinetry with polished nickel hardware provides a stylish look as well as large amounts of storage and pantry space. A reimagined kitchen layout allows for a separate island that can be used for morning coffee, workspace or meal preparation all while enjoying gorgeous bay views. The primary suite features a spa-like oasis with new enlarged glass enclosed shower featuring waterfall and wall shower-heads, all quartz countertops, dual sinks, polished nickel faucets, fully backlit electric mirrors, separate water closet, linen storage and a custom designed walk-in closet. The two additional bedrooms each offer private bathrooms, one with a dazzling walk-in shower and the other with a new bathtub/shower. The renovations included removing all popcorn ceilings, updates to electrical and plumbing systems, all new fire sprinkler hardware and base boards. The full-sized laundry room includes new storage cabinetry, full sized washer/dryer and a wash-sink. All new interior doors fitted with Emtek polished nickel door hardware. The residence includes a private storage locker that is humidity and temperature controlled and a deeded underground parking space. The Promenade has undergone significant renovation over the past few years and features elegant marble foyer, 24-hour gate security, manned concierge desk, his and hers fitness rooms with shower and sauna, luxurious party rooms, EV charging station, a well-maintained pool deck and hot tub, verdant tropical landscaping and dual BBQ areas. The beach is located directly behind the building and features a secure entrance and beach chairs. There are also 4 Har-Tru tennis courts to complete the Longboat Key lifestyle. The Promenade is located near the south end of Longboat Key, minutes from St. Armand's Circle and the restaurants and arts offerings of downtown Sarasota. The Longboat Key Club and its golf, tennis and marina offerings is available for membership and just outside the property.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Maggie Hicks, Coldwell Banker Realty
$2,100,000 (USD)
Active

Longboat Key Area Single Family Home

Active

3617 Fair Oaks Place Longboat Key, FL 34228

3 Bed
4 Baths
2950 sqft
MLS# A4706856
Virtually Staged. Tucked within the highly sought after Queens Harbour enclave of Bay Isles, this exceptional residence captures the effortless elegance and relaxed sophistication of the Longboat Key lifestyle. Queens Harbour offers the rare combination of single-family living with a low-maintenance lifestyle, including landscaping, irrigation, and exterior painting.

Grand double entry doors open to nearly 3,000 square feet of beautifully refreshed interiors, where soaring 12- to 15-foot ceilings, abundant natural light, serene water views, and refined architectural details create an immediate sense of space and tranquility. Newly installed wood-look porcelain tile flows throughout the living and dining rooms, den, and first-floor bedrooms, bringing warmth and continuity to the home.

At the heart of the residence, the newly renovated kitchen pairs sophisticated design with exceptional functionality. Quartz countertops, a dramatic waterfall island, second prep sink, new backsplash, and stainless steel appliances create an inviting space for cooking and entertaining. An adjoining breakfast nook is framed by a bay window overlooking the pool and lake.

The thoughtfully designed split floor plan features three private en-suite bedrooms, a powder room, and an elegant den or office with custom cabinetry that may also serve as a fourth bedroom. The first-floor owner’s suite enjoys direct lanai access and tranquil lake views, complemented by a spa-inspired bath with dual vanities, soaking tub, and spacious walk-in shower. A second en-suite bedroom on the main level provides privacy and comfort for guests.

The upper level features an additional en-suite bedroom and flexible living area, creating a secluded retreat ideal for guests, extended stays, or multigenerational living.

Outdoors, the expansive screened lanai embraces the home’s peaceful waterfront setting. A heated pool and spa overlook the lake and fountain, while a generous covered sitting area with tongue-and-groove ceiling and coordinating accent wall provides an inviting setting for entertaining or relaxing. A 2023 tile roof adds to the home’s thoughtful updates and long-term appeal.

Ownership in Bay Isles includes access to the private Bay Isles Beach Club and its pristine Gulf shoreline. Optional membership to the Longboat Key Club offers golf, tennis, dining, resort amenities, and access to Harbourside Marina.

Ideally situated in the heart of Longboat Key, the home is convenient to the shops and everyday amenities of Bay Isles, with St. Armands Circle and downtown Sarasota’s acclaimed dining, arts, and cultural offerings just a scenic drive away. Boating, kayaking, fishing, waterfront dining, and some of Florida’s most beautiful beaches are all within easy reach.

A refined island residence offering the privacy of a single-family home, the ease of low-maintenance living, and the exceptional lifestyle that defines Bay Isles and Longboat Key.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Ryan Heers, Coldwell Banker Realty
$2,050,000 (USD)
Active

Sarasota Area Single Family Home

Active

430 Bird Key Drive Sarasota, FL 34236

3 Bed
3 Baths
2498 sqft
MLS# A4691206
Virtual Tour
This tastefully updated and remodeled single story home is ideally located within the sought after Bird Key neighborhood. Set on a large corner lot, it features a clean, contemporary style that feels both current and easy to live in. Important property improvements include a NEW TILE ROOF (2025), whole-house propane GENERATOR (2025), newer air-conditioning system (2023), and impact windows. The home offers three bedrooms, two and a half bathrooms, and a two car garage, creating a comfortable and well balanced living environment. Inside, the open concept split floor plan provides both flow and definition, with separate living and family rooms suited to modern living. The remodeled kitchen features quartz countertops and sleek contemporary cabinetry and is centrally positioned to connect the main living, dining, and family spaces. Both living areas open through impact sliding glass doors to the lanai and pool, creating an easy transition between indoor and outdoor living. Fully opening sliders from the living and family rooms extend the space onto the pool deck, making the home particularly well suited for entertaining. The primary suite includes a spacious bedroom, walk in closet, and an updated en suite bathroom. Two additional guest bedrooms and a bathroom are located on the opposite side of the home, offering privacy for family and guests. The generously sized family room easily incorporates a small home office area. Bird Key offers one of Sarasota’s most desirable locations, just minutes from downtown Sarasota, St. Armands Circle, and Lido Beach. Residents also benefit from the nearby Bird Key Yacht Club, currently undergoing a full redevelopment and expected to reopen early in 2027 as a premier destination for boating, tennis, and social activities. PLEASE NOTE FRONT DOOR ENTRY IS LOCATED ON BOBWHITE WAY.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Yvette Sellyn, Coldwell Banker Realty