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8575 Sleepy Hollow Drive, Indian Hill
$2,200,000
5 Beds ⋅ 6 Baths ⋅ 1895611 MLS
Welcome to 8575 Sleepy Hollow Drive. A rare offering on 5.463 acres in Village of Indian Hill, with wide-open acreage & generously sized pond set the stage for a home that feels like a retreat every day. It offers 5 BR & 6 baths across 3,754 square feet above grade, complemented by a fully finished lower level of 2,313 square feet, for more than 6,000 square feet of finished living space. Every level is finished and ready to enjoy, giving home the flexibility to adapt to the way you live: formal & casual entertaining, a home office, guest accommodations, recreation, fitness & more. With more baths than bedrooms, the layout offers comfort & privacy for residents & guests alike. Outdoors, the land is the star. The pond creates a striking focal point & peaceful view, while more than five acres provide room to garden, play, explore or simply relax. Mornings by the water, evenings entertaining outdoors, & the changing seasons across your own acreage become part of everyday living.

8575 Sleepy Hollow Drive, Indian Hill

5500 Drake Road, Indian Hill
$3,275,000
6 Beds ⋅ 10 Baths ⋅ 1895054 MLS
Set on 4 serene acres along sought-after southern Drake Road, this spacious brick Federal-style estate adjoins The Nature Conservancy and Red Bird Hollow. The 6BR/7Full 3half bath residence features high ceilings, hardwood floors, beautiful millwork, abundant windows and a handsome wood-paneled library/pub. A recently renovated gourmet kitchen showcases top-tier appliances and finishes, while the spa-like primary bath features heated floors, an oversized zero-entry shower and soaking tub, convenient second-floor laundry and dual walk-in closets. Separate 1BR/2BA pool house with kitchenette. Dreamy Gunite pool, award winning gardens, tranquil pond and 4-car built-in garage complete this exceptional private retreat. Main House 7,051 + Pool House ~1,300 = ~8,350 sq. Ft. Finished square ft. Per floor plans

5500 Drake Road, Indian Hill

4805 Drake Road, Indian Hill
$1,899,000
4 Beds ⋅ 4 Baths ⋅ 1892500 MLS
Privacy galore! This beautifully appointed home is framed by mature trees, lovely landscaping, and a long private drive. Light-filled rooms, hardwood floors, custom built-ins, and thoughtful details are showcased throughout. The family room walks out to the rear covered deck, while the bright white kitchen features patio doors all leading to the deck. The peaceful primary suite offers wooded views, a walk-in closet, and a luxe bath. The loft provides the perfect retreat for reading, studying, or relaxing. The finished lower level is filled with natural light and wooded vistas and includes a wet bar, generous entertaining spaces, and a full bath. Outdoor living is exceptional with a spacious rear deck, beautiful pool, and pool house complete with a kitchen and bath sure to be a favorite gathering spot during warmer months. Attached 3-car garage plus a detached garage offering 3 additional spaces. Offers open for 48 hours. No escalation clauses.

4805 Drake Road, Indian Hill

4440 Miami Road, Indian Hill
$3,199,000
5 Beds ⋅ 5 Baths ⋅ 1888974 MLS
Unlock the excitement of starting fresh in a new build by Legendary Homes. Over an acre and surrounded by mature trees, this wooded lot is the perfect setting for the incredible 5,263 finished sf build. With 5 bedrooms, 5 baths, & 10ft first floor ceilings. First floor primary ensuite w/ large W.I.C, office, great room w/ fireplace, gourmet eat-in kitchen, private office and expansive covered porch w/ gas fireplace and vews of the creek. On the 2nd level there is a common loft w/ built-ins, 3 bedrooms, an ensuite bath & a jack-n-jill bath and W.I.Cs. In the lower level is full bath, bar, family room & game area. The 3 car garage gives you plenty of storage for cars, bikes, lawn equipment, storage etc. Construction has started. Spring 2027 Completion.

4440 Miami Road, Indian Hill

8625 Fawnmeadow Lane, Indian Hill
$2,650,000
5 Beds ⋅ 7 Baths ⋅ 1887603 MLS
Situated on a private cul-de-sac in sought-after Indian Hill, this original-owner custom build offers more than 10,000 finished sq ft designed for comfortable everyday living & entertaining alike. The thoughtfully designed floor plan features a desirable first-floor primary suite, an additional main-level bedroom, for a total of five spacious bedrooms with adjoining bathrooms. Expansive living spaces continue throughout the home, providing exceptional flexibility for family & guests including a spectacular lower-level walkout with phenomenal space for entertaining & recreation. Enjoy the peace and privacy of over 3 acres while being just minutes from Montgomery's restaurants, shopping, and everyday conveniences. Don't miss your opportunity to live in one of Cincinnati's premier communities known for its top-rated schools!

8625 Fawnmeadow Lane, Indian Hill

8100 Chinquapin Lane, Indian Hill
$2,995,000
4 Beds ⋅ 6 Baths ⋅ 1887875 MLS
The epitome of Central Village living in the heart of Clippinger Woods, 8100 Chinquapin Lane offers well over 5700 of finished square footage with custom finishes throughout. From the time you enter this home, there is a sense of quality and design from Engler Builders in 2007. The open custom kitchen has a separate bar area, butler pantry and loads of storage and counter space. The first floor primary offers 2 separate primary baths with a connecting shower and walk-in closets. A formal 1st floor study has handmade bookcases, hardwood flooring and French doors. The lower level has over 1800 square feet of finished space with a great room and an additional recreation room, complete with a mini-kitchen and fireplace. With a full bath in the lower level, there is potential for multi-generational living space. Location, location, location. Walk to the schools, parks, stroll down the street and so close to downtown Madeira and Mariemont.

8100 Chinquapin Lane, Indian Hill

5475 Waring Drive, Indian Hill
$2,800,000
6 Beds ⋅ 7 Baths ⋅ 1886131 MLS
PREMIERE location, off of Brill Rd, this beautiful setting is unmatched! Sitting on over 3 flat acres of privacy yet still only minutes away from shopping, restaurants, top rated schools, parks & more. This custom built home captivates the moment you walk in the door with its unique architectural details & spacious layout. Perfect for your quiet family moments to entertaining your closest family & friends with multiple walkouts from the kitchen, living room, & family room, allowing all to move seamlessly from inside to the patio, pool, & yard with ease. Water Heater (2026), First floor air conditioning unit & blower assembly (2022), Roof (2021), Kitchen appliances Subzero, Thermador (2021), Pool Heater (2021) & more updates!

5475 Waring Drive, Indian Hill

5035 Taft Place, Indian Hill
$2,499,000
4 Beds ⋅ 6 Baths ⋅ 1883576 MLS
Stunning open transition! Staycation resort living! Approx 8991 Sq Ft of pure Luxury! Soaring ceilings,3 gas fireplaces,2 story windows W/magnificent views,a Gourmet Chef's kitchen,2 family rms, billiard Rm, exercise rm, heated gunite pool w/hot tub,swim up bar,gazebo w/outdoor kitchen,built-in grill,& speakers!Circular driveway w/water feature.Sought after Taft Place!Bright & airy!Spacious eat-in kitchen open to family room & decking overlooking the pool & gorgeous grounds!Primary suite w/FP,private deck,large walk-in closet w/organizers,remodeled & spacious glamour bath w/walk in shower.Walkout lower lev w/bar-kitchenette,a generous media/entertainment area,flex spaces,2 full baths,a playroom,2 projectors,& guest room! Abundant storage.A gem-ready to go!Immaculate. Paint-Int & Ext/landscape/carpet on 1st floor/hardwood redone/driveway refresh/kitchen updates/1 AC unit-2026!Low Lev & primary bath full remodels by current owners.

5035 Taft Place, Indian Hill

6650 Alberly Lane, Indian Hill
$3,885,000
5 Beds ⋅ 8 Baths ⋅ 1881460 MLS
Elegant, classic home in a private setting on 3.6 acres. Tall ceilings, extensive custom built-ins, & hardwood flooring add timeless elegance. The chef's kitchen is equipped with top-tier appliances: Liebherr, Dacor, Fisher & Paykel, & Miele, & is highlighted by a stunning Rookwood Pottery tile backsplash. Walk out from the kitchen to the inviting veranda & expansive rear yard. The great room offers a lovely gas FP with a marble & wood mantel, while the cozy FR includes built-ins & a gas-start fireplace. The serene primary suite features a tray ceiling, gas FP, dressing area, & luxe bath. The lower level includes a FR, wine rm, pub bar, exercise rm, game area, & abundant storage. Outside, the rear veranda with bead-board ceiling overlooks a park-like backyard with beautiful vista views. A deep 4-car garage & partially fenced yard complete this exceptional, lovingly maintained home. Offers open for 48hrs. No escalation clauses. Pre-Qual letter required for showings. No yard sign.

6650 Alberly Lane, Indian Hill

9280 Indian Hill Road, Indian Hill
$4,900,000
5 Beds ⋅ 5 Baths ⋅ 1881495 MLS
To Be Built! Daley Design & Build presents an exceptional custom two story home set on over five private, wooded acres in the heart of Indian Hill. Thoughtfully designed for effortless one-floor living, this new construction opportunity offers over 6,000 square feet of beautifully finished space, featuring 5 bedrooms and 4.5 baths. Enjoy multiple outdoor entertaining areas overlooking serene natural surroundings, perfect for relaxing or hosting guests. The finished lower level expands the living space with a private guest suite and an expansive recreation room ideal for everyday living and entertaining alike. Every detail is expertly curated with high-end finishes and custom craftsmanship, creating a truly spectacular retreat. Daley Design & Build can build this plan as shown in the renderings or work with you to personalize and design the perfect home for your lifestyle.

9280 Indian Hill Road, Indian Hill

5 Old Orchard Lane, Indian Hill
$3,600,000
4 Beds ⋅ 6 Baths ⋅ 1881664 MLS
Set in the prestigious Meadows at Peterloon, this exceptional Indian Hill residence blends luxury, craftsmanship, and comfort. Custom details include built-ins, designer tilework, and a private golf simulator. The flexible floor plan offers two bedrooms on the main level and two lower-level suites. Outdoor living shines with a screened porch featuring vaulted tongue-and-groove ceilings, a stone fireplace, mounted TV, infrared heaters, and an outdoor kitchen. A resort-style pool and stamped concrete terrace are surrounded by water features, mature trees, and beautifully curated landscaping. Additional amenities include a Hearth Room with mini bar, refrigerator and freezer drawers, a lower-level rec room with bar/kitchenette, Control4 automation, heated primary bath floors, and a dog wash.

5 Old Orchard Lane, Indian Hill

6625 N Clippinger Drive, Indian Hill
$3,250,000
5 Beds ⋅ 6 Baths ⋅ 1878702 MLS
Build with Classic Living Homes on a private, tree lined street in Indian Hill. Approx. 6,100 sq ft, including 1,591 sq ft finished lower level on a 1 acre lot. The main level features a dramatic foyer, expansive great room, private study, and open-concept kitchen with oversized island, walk-in pantry, and seamless flow into the dining area and covered outdoor living spaces including a screened porch and patio with fireplace. Spacious 1st floor primary suite offers a spa-like bath, dressing area, and large walk-in closet. Flexible multi use room, laundry/mudroom, plus attached 1 and 2 car garages. Upstairs includes generously sized secondary bedrooms with ensuite and adjoining bath access. Finished lower level offers media, recreation, exercise, and storage space. Designed for comfortable living and entertaining alike. Or work with Classic Living Homes to design something perfect for you!

6625 N Clippinger Drive, Indian Hill

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