Crown Jewel in Highlands! 2 houses on 4 city lots in top location just blocks to Highlands Square & Tennyson! 3846 square foot 2-Story Denver Square with 5 bedrooms/3 bathrooms coupled with another 2-story fully self-contained 1092 square foot 2 bed/1 bath Carriage Home with farmhouse flair. Over 3000 sf of finish in main house with tremendous public spaces including a grand foyer, original staircase, a superb great room with media and conversation space, impressive formal dining room large enough to seat 10 with built-in hutch. A casual dining area overlooks lush backyard. Kitchen, laundry, & powder room complete the main floor. Original pocket doors, bay windows, rich wood floors throughout, front & back staircases, beautiful trim and large windows throughout. Upstairs you'll find 4 large bedrms, 1 full bath, a spacious office, plentiful closet space. Center hall access to the 2nd story deck overlooking expansive grounds. Casual dining area, large enough to pair with playroom, provides everyday dining space and opens to a magnificent deck and grounds. "Comfy" kitchen overlooks lush backyard, but kitchen needs future renovation and has space to expand into something extraordinary. Step outdoors to enjoy huge deck overlooking the manicured grounds, sunshine year round complete with veggie beds, play space, turf, dining areas and more... Main house basement features a new, beautifully crafted media room, a new 3/4 bath and plenty of storage, new HVAC/ducting, and new paint. Carriage home includes a cute, sunny kitchen with stainless steel appliances, 2 bedrooms, + 1 full bath. Rare Find! Great value for the size of house, grounds and setting! Note, main house is in need of a kitchen renovation to include a floor plan adjustment, and a primary suite on 2nd story as well... There is currently no garage, but the lower floor of carriage could be converted back... house lives nicely. Lots of upside here!