Under contract-accepting backup offers. One hundred thousand dollars UNDER APPRAISED VALUE! Elegant and sophisticated aptly describes this pristine 1927 Historic Landmark pool home with a Carriage House situated on over a quarter acre lot in the highly sought after Downtown Dunedin golf cart friendly Fenway-on-the-Bay neighborhood. This stylish home is for the discerning buyer with every attention to detail being addressed. Built in the same era, and within walking distance of the iconic Fenway Hotel, this home has been meticulously renovated with high-end modern luxuries while retaining its era charm. The main home boasts a welcoming living room with gas fireplace, dining room, family room, and a large renovated kitchen with striking granite countertops, a huge kitchen island, farm sink, wood shaker cabinetry, high-end commercial Wolf and Subzero stainless-steel appliances, and a one hundred plus bottle wine cooler. Off of the kitchen is a charming Butler's pantry with copper sink, vintage window, built-in shelving and more spacious cabinetry. Open to the kitchen enjoy the family room featuring its original refinished oak floor and unique raised ceilings and unparalleled view of the pool and backyard. The primary bedroom is spacious and bright and offers a built-in closet plus modern extra tall cabinet storage space. The second bedroom is currently being used as an office and it too offers a built-in closet. The pristine primary bathroom has a frameless glass shower surround, vintage-look vanity, lighted mirror, modern tiled floor, and a Vela Plus Self-Cleaning Smart Toilet/Bidet. Off of the dining room is an intimate bespoke cocktail lounge with lighted built ins, mirror shelving and deep storage cabinets which could be transformed into an office. The home boasts wide wood plank and distinctive tile flooring, a neutral color palette, unique lighting fixtures, ample storage all culminating into a truly historic feel with modern luxurious updates. The fenced backyard is lush private and offers a view of St Joseph's Sound and a tranquil fifteen by thirty natural gas pebble tec heated pool and spill over eight-person spa. There is a cabana with electricity and windows currently used as a work shed. This backyard oasis is awesome and has been the scene of many events and festivities. The meticulous detail & size of this backyard oasis can only be appreciated in person. The light bright Carriage House is separate from the main home shares similar high-end finishes with its tall ceilings large tiled bathroom kitchenette spacious sunny living area bedroom offering a beachy vibe with ceiling fans two head mini-split air conditioning painted wood flooring & shiplap wall accents. This stunningly beautiful home is move-in ready offers many notable efficient structural features including LOW-E impact windows whole house Generac generator encapsulated crawl space UV air purification system. With a home of this vintage it is refreshing to see that renovations have been permitted through the City of Dunedin. Watch the attached VIDEO to fully appreciate this home. The location is also first class; walk or jump in your golf cart to nearby shops restaurants; Pinellas Trail intersects the street just stroll away. Watch sunset from your own exquisite backyard or head downtown for dinner or to many festivals events Couple this excellent schools pristine beaches all that fabulous Dunedin has to offer you have ultimate elegant Florida lifestyle home!