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. This delightful home is light and bright. 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, mirrored 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 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 and size of this backyard oasis can only be appreciated in person. The light bright Carriage House is separate from the main home and shares similar high-end finishes with its tall ceilings large tiled bathroom kitchenette spacious sunny living areaand bedroom offering a beachy vibe with ceiling fans two head mini-split air conditioning painted wood flooringand shiplap wall accents. This stunningly beautiful home is move-in readyand offers many notable efficientand structural features including LOW-E impact windows whole house Generac generator encapsulated crawl spaceand UV air purification system.Withahome of this vintage itis refreshing to see therenovations have been permitted throughthe CityofDunedin.WatchtheattachedVIDEOtofullyappreciatethishome.Thelocationisalsofirstclass; walk or jump in your golf cart tonearby shopsand restaurants;the Pinellas Trailintersectsthestreetandisjustastrollaway.Watchthesunsetfromyourownexquisitebackyardorheaddowntowfor dinnerortothemanyfestivalsandevents.Couplethiswithexcellentschoolspristinebeachesandallthatfabulous Dunedinhas to offerandyoubetheultimate elegant Florida lifestylehome!