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10040 Trail Lane, Montgomery
$1,580,000
4 Beds ⋅ 5 Baths ⋅ 1874273 MLS
Presenting a refined residence in The Trails of Montgomery with approx. 5,400 sq ft of transitional living space. The gourmet kitchen, remodeled by Evolo Design, features an 11-ft quartz waterfall island, Sub-Zero fridge, Wolf range, Wood-Mode cabinetry, and walk-in pantry, opening to a spacious family room with stone fireplace and access to a new deck overlooking private wooded views. The first-floor primary suite offers dual walk-in closets and a spa bath with heated floors, multi-spray shower, and soaking tub. A private office and custom mudroom complete the main level. Upstairs are three bedrooms with walk-in closets, including one ensuite and a Jack-and-Jill. The lower level, finished by Evolo Design, includes a large rec room, impressive bar, see-through fireplace, office/hobby room, full bath, cedar closet, and walkout to a flagstone patio with outdoor fireplace. Just mins from I-275/I-71, scenic parks & top-rated Sycamore Schools.

10040 Trail Lane, Montgomery

10451 Grand Oaks Lane, Montgomery
$1,298,000
5 Beds ⋅ 6 Baths ⋅ 1872358 MLS
*Open house cancelled 4/12 due to an accepted offer* Step into history at the Stix-Durbrow House, a prohibition era Tudor at the end of a cul-de-sac with views of Pioneer Park. With 6,000+ sqft, 5+ bedrooms and 4+ baths, this Montgomery landmark blends timeless character with modern amenities. The renovated kitchen features a Thermador gas range, built-in SubZero, farmhouse sink, and custom cabinetry. Original hardwoods and leaded diamond-pane windows remain, along with hidden surprises: a concealed fireplace cabinet once used to stash liquor bottles and a secret wood-paneled door leading to the basement speakeasy with walk-in vault. A slate-floor sunroom offers a bright retreat overlooking the park-like backyard. Modern comforts include 2nd floor laundry, a spacious primary suite with balcony and dressing room, guest en-suites, and a cozy sitting room with fireplace. Roof approx. 5-7 years, newer ACs, plus a rare 5-car garage.

10451 Grand Oaks Lane, Montgomery

25 Vintage Walk, Montgomery
$2,250,000
5 Beds ⋅ 8 Baths ⋅ 1869311 MLS
Breathtaking Masterpiece! Luxury & Lifestyle Merge in Former Custom Homearama Rnch by Artisan to Create Ultimate Entertainer's Paradise in Sought After Vintage Club. Exquisite Arch Details at Every Turn & Sophistication Beyond Compare! Host Unforgettable Gatherings in Priv Pub Adorned w/Rich Wd Accents & Stunning Stone FP w/ w/o Incredible Expansive, Resort-like Courtyard. Fabulous, Bckyrd Oasis with Pool w/ Rock Form & Cascading Wtrfalls Offering a Tranquil Escape. Spectacular, Show-Stopping Fin w/o LL feat a Sleek Full Bar, Wine Rm, Lounge, Rec Area & Incredible Thtr, Perfect for Hosting Bengal's Parties or Movie Nights. Gorgeous Primary Ste/Luxurious Spa-Inspired Ba Complete w/Fish Aquarium Adjacent to Expansive Shower. This Hm Exudes a Sense of Grandeur & Timeless Luxury while Still Providing a Peaceful Sanctuary. Vintage Club Amenities:Pool, Exerc, Clbhs, Wlk Trl. UNIQUE, RARE GEM! Your Dream Home Awaits!

25 Vintage Walk, Montgomery

10550 Cinderella Drive, Montgomery
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 1868454 MLS
Brand new opportunity to build with Fry Homes! Ideally located just 10 minutes north of downtown Montgomery with quick access to I71 and I275, this thoughtfully designed two-story home offers over 3,800 finished square feet plus a full unfinished basement, option to finish for even more space. The open concept layout features a spacious great room with gas fireplace, a gourmet kitchen with walk-in pantry, double ovens, and gas range, and a dining area that opens to a covered patio. The main level also includes a private study with French doors and built-ins, plus a flexible bonus room perfect for a hobby room, second office, or gym. Upstairs are four bedrooms, including a luxurious primary suite with dual vanities and a large walk-in closet, along with a cozy family/media room. Complete with a two car garage and a generous .48 acre lot - customize this plan to fit your lifestyle!

10550 Cinderella Drive, Montgomery

9850 Zig Zag Road, Montgomery
$1,500,000
5 Beds ⋅ 5 Baths ⋅ 1865375 MLS
A truly beautiful custom-built home in the heart of downtown Montgomery, offering timeless design & modern comfort throughout. From the moment you arrive, the inviting wraparound porch sets the tone for this exceptional property. Inside, the open floor plan is ideal for everyday living & entertaining. A spacious family room flows seamlessly into the kitchen, anchored by a stunning stone fireplace & complemented by hardwood flrs that extend throughout the 1st and 2nd levels. The first-floor primary suite is a private retreat, featuring a spa-like primary bath & a generous walk-in closet. A dedicated study with walkout access to a screened-in porch provides the perfect space for work or quiet relaxation. Upstairs, you'll find 3 additional bdrms & 2 full baths, offering flexibility for family or guests. The finished LL adds more living space, complete with a bdrm, full bath, and an impressive wine cellar. Outside, the backyard offers beautiful green space w/ample room to add a pool.

9850 Zig Zag Road, Montgomery

47 Traditions Turn, Montgomery
$2,000,000
5 Beds ⋅ 8 Baths ⋅ 1857263 MLS
Welcome to this showstopper of a home in the prestigious Vintage Club of Montgomery offering over 5,400 finished square feet of elevated luxury. From the grand double door entry to the copper tin dining room ceiling, every detail makes a statement. Impress everyone in the gourmet kitchen with chefs office, dual islands, Wolf appliances & tons of high end amenities, while the first-floor guest suite & sprawling primary wing provide refined comfort. Take the elevator to the finished lower level - an entertainer's dream, complete with a wet bar, billiard room, exercise space & three additional bedrooms (all ensuite). Both levels open to stunning private patios w/ stamped concrete, an outdoor grill off the family room , a fireplace feature & plenty of room to gather. Whole home speaker system. Surrounded by lush landscaping and just minutes from downtown Montgomery, this home is a rare opportunity to own a true masterpiece of craftsmanship & design.

47 Traditions Turn, Montgomery

8714 Weller Road, Montgomery
$1,200,000
5 Beds ⋅ 6 Baths ⋅ 1853005 MLS
Step into unparalleled craftsmanship in this custom-built home by Christopher Robin perfectly situated in Montgomery on over an acre. Featuring Five generous bedrooms, two primary suites with spa-worthy bathrooms, and two laundry rooms which offer refined luxury at every turn. Gorgeous finished walkout basement with a fitness room, rec room, wet bar, and office/flex space. A geothermal heating and cooling system provides extraordinary efficiency and year-round comfort, while the newer roof (2020) gives you peace of mind. The three-car garage and expansive lot make this home ideal for gatherings and outdoor living. An outdoor kitchen and a fully fenced yard elevate outdoor entertaining. Every detail has been thoughtfully designed to create a timeless, sophisticated home you'll be proud to call yours.

8714 Weller Road, Montgomery

10550 Deerfield Road, Montgomery
$1,505,000
4 Beds ⋅ 4 Baths ⋅ 1851172 MLS
Cheaper to buy than to build- Unrivaled quality throughout- 10' ceilings graciously greet you in the first floor with 9' ceilings in the 2nd floor & basement. Uniquely this home has a fully integrated Control4 Automation system- effortlessly allowing you control your house while inside or across the globe. Site finish hardwood floors throughout first and second floor. Kitchen boasts a steam oven, 48 Wolf cooktop with flatiron griddle, Wolf and Sub Zero appliances, & walk-in pantry! Beamed ceilings, extensive trim details throughout with timeless style.Full bathroom in basement with a professional designed recreation room gives perfect scale for your entertaining along side a gym space with 9' ceilings. Outside has been professionally landscaped and provides a covered porch sitting area, fire pit & playset.Fenced vegetable garden protects from grazing deer. Dulle Park adjoining behind and Pioneer Park across the street- this special setting gives you access to these incredible parks

10550 Deerfield Road, Montgomery

8270 Weller Road, Montgomery
$610,000
3 Beds ⋅ 4 Baths ⋅ 1845167 MLS
Welcome to a home designed for both everyday living and unforgettable gatherings! The gourmet kitchen features an open layout and walk-out access to a deck where you can soak in views of the wooded lot - perfect for morning coffee or summer barbecues. The first floor offers a dining room, a quiet study with French doors, living room, and family room. The family room is the heart of the home, filled with natural light thanks to a soaring vaulted ceiling, two-story windows, and a cozy wood-burning fireplace that brings warmth and charm year-round. Upstairs, unwind in the spacious primary suite with its own vaulted ceiling, fireplace, huge walk-in closet, and adjoining bath. Two additional bedrooms share a convenient Jack-and-Jill bath, offering plenty of room for family and guests. The expansive lower level includes a full bath and an impressive 23' x 52' recreation room ready for a home theater, gym, or game room. With a bit of personal touch and updates, this home will truly shine!

8270 Weller Road, Montgomery

9835 Orchard Trail, Montgomery
$1,275,000
3 Beds ⋅ 3 Baths ⋅ 1848593 MLS
Don't miss out on the LAST available lot in the desirable Orchard Trail community. Located in the heart of Montgomery, just minutes from I-71 and I-275. This stunning home offers over 3,893 square feet of thoughtfully designed living space with an ELEVATOR for top notch convenience. The gourmet kitchen features quartz countertops, a large island, and opens seamlessly into the living room with a cozy fireplace. Step outside to a covered deck conveniently located off the dining room, perfect for relaxing or entertaining. Upstairs, you'll find a luxurious primary suite w/ an expansive walk-in closet and ensuite bath, two more bedrooms plus a second home office. Finished LL family room, workout room and a walkout covered patio. This low-maintenance community offers a stress-free lifestyle, with easy access to parks, top-rated restaurants, hospitals, and major interstates.

9835 Orchard Trail, Montgomery

10435 Londonderry Court, Montgomery
$1,331,000
4 Beds ⋅ 4 Baths ⋅ 1848243 MLS
Welcome to this beautifully designed 2019 custom built home! Nestled on a 0.482 acre lot on a cul-de-sac street near Pioneer & Dulle Parks with 4 bedrooms + loft, 3.5 bathrooms, 3,663 square feet of finished living space, 2-story entryway, hardwood floors, & a neutral palette throughout. Gourmet Kitchen boasts quartzite countertops, island, eat-in, walk-in pantry & open concept to family room with cozy fireplace & coffered ceilings. Primary bedroom features attached spa-like en-suite with freestanding tub & walk-in closet. Dedicated 1st floor office & mudroom, 2nd floor laundry for optimal functionality! Enjoy your view from your covered front porch or rear stone patio! Full basement with rough-in awaits your finishing touches! 3-car garage! All of this + more near I-71/275, shopping & dining!

10435 Londonderry Court, Montgomery

10007 Windzag Lane, Montgomery
$825,000
4 Beds ⋅ 4 Baths ⋅ 1848281 MLS
Stunning home in the Winds of Montgomery. From the moment you walk into this home you will know it's special. Open entry welcomes you with gorgeous refinished hardwood floors. Fabulous chef's kitchen with quartz counters, ample cabinetry & coffee bar. The eat in kitchen is open to the cozy great room with custom built-ins & wood burning fireplace. Charming study with French doors & custom bookshelves is the perfect place to work from home. The private primary suite has a spa like bath with soaking tub & walk-in shower. All 3.5 baths have been tastefully renovated. Great additional living space in the lower level that has a family room with dry bar, rec room, 5th bedroom/flex room & full bath. Enjoy outdoor living on the back deck overlooking the spacious flat backyard with playset & your own basketball court. Located close to downtown Montgomery and in Sycamore School District.

10007 Windzag Lane, Montgomery

8931 Terwilligers Trail, Montgomery
$849,900
4 Beds ⋅ 6 Baths ⋅ 1844700 MLS
Situated in Montgomery's prestigious Teriwilliger's Run subdivision within the Sycamore School District, this exquisite home offers over 4,800 sq. ft. of refined living space. It features three wood-burning fireplaces, custom molding, and a first-floor study. An entertainer's dream, the home boasts a soundproofed theater room, heated floors, and a luxurious primary suite with a spa-like ensuite. The finished walk-out basement offers incredible versatility, complete with a full kitchen, bonus bedroom and bathroom, making it perfect for independent living quarters, a guest retreat, or additional entertainment space. Nestled in a serene, wooded setting, the property is enhanced by seasonal landscaping and a picturesque creek. A 3-car garage adds convenience, and the prime location is just minutes from shopping, dining, and major highway access. A rare opportunity to own in one of Montgomery's most sought-after communities!

8931 Terwilligers Trail, Montgomery

8750 Tanagerwoods Drive, Montgomery
$995,000
5 Beds ⋅ 4 Baths ⋅ 1844506 MLS
The home you've been waiting for is here! Don't miss this beautifully upgraded 5-bedroom, 4-bath luxury home with 5,164 sq ft of refined living space on a landscaped 0.61-acre lot. It offers classic architecture, an open floorplan, and modern upgrades ideal for elegant living and entertaining. Updates include a large addition by Neals Remodeling, refinished hardwood floors and front door, and a gourmet kitchen with Wolf cooktop, hood, and double oven, open to the family and breakfast rooms. A spacious laundry room features cabinets, nooks, and smart organization. Upstairs, the primary suite boasts a fully remodeled bath, plus four more bedrooms and a full bath. The finished basement offers a large rec room, full bath, built-ins, and storage. Outside, enjoy a fenced yard, basketball court on the 3-car side-entry drive, and professional landscaping with two paver patios and a front walk. Schedule your private tour today! Interior photos coming later this week.

8750 Tanagerwoods Drive, Montgomery

9775 Delray Drive, Montgomery
$1,315,000
5 Beds ⋅ 7 Baths ⋅ 1843271 MLS
Location, location, location! Sycamore schools and Montgomery, Ohio, who could ask for more. This 5 bedroom 5 full and 2 half bath home features a 4 car garage with premium epoxy garage floor coating by Garage Kings and offer so many options for the whole family to enjoy saltwater pool with multilevel deck. This gorgeous home is looking for a new owner. Many updates throughout a beautiful dining room, Eat in Kitchen, living room, formal sitting room and personal office space finishes out the 1st floor living! Walk-in closets throughout the entire home and a completely finished lower level with bar area. This home is situated perfectly on a gorgeous corner lot only minutes to Sycamore Schools. All the top hot spots in Blue Ash are within a short walk which makes this a spectacular choice for your next place to call home!

9775 Delray Drive, Montgomery

9500 Todd Drive, Montgomery
$1,644,000
4 Beds ⋅ 4 Baths ⋅ 1843583 MLS
Build with Classic Living Homes, steps from Swaim Park and the vibrant shops and restaurants of downtown Montgomery. This exceptional home is over 4,800sqft and features a stunning great room with a coffered ceiling and a cozy fireplace, setting the tone for elegant yet functional living. The gourmet kitchen features quartz countertops and a hidden butler's pantry w/ a second sink, perfect for discreet prep work or bulky countertop appliances. Just beyond the formal dining room, a office/den reveals a secret door leading to a hidden room, ideal for storing a safe, important documents, or just a private retreat. All four bdrms upstairs, including a luxurious primary suite with a spa like ensuite bath and walk-in closet. A versatile loft area provides the perfect space for homework or 2nd office. Step outside to a covered porch off the great room, perfect for relaxing evenings or weekend gatherings! Build this house or adjust the plan to fit your needs! Option to add elevator.

9500 Todd Drive, Montgomery

6690 Cooper Road, Montgomery
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 1842952 MLS
Welcome to this stunning custom home in the award-winning Sycamore School District. With high-end finishes throughout, this 4 bedroom, 3.5 bath home offers luxury living at its finest. Step inside to an open foyer with beautiful hardwood floors and coffered ceilings. Exceptional attention to detail. The gourmet kitchen features timeless cherry cabinets and flows seamlessly into spacious living and dining areas-perfect for everyday living and entertaining. Retreat to the finished lower level complete with a rec room, full bar, bedroom and full bath. Outside, enjoy a private fenced beautifully landscaped 1/2 acre lot with views of Swaim Park! Enjoy cool nights out by the fire pit. Additional highlights include a 3 car side garage, newer roof, tray ceilings, crown molding and spacious bedrooms. It's the perfect blend of luxury and livability!

6690 Cooper Road, Montgomery

10672 Creeknoll Court, Montgomery
$715,000
3 Beds ⋅ 3 Baths ⋅ 1842801 MLS
Beautifully updated ranch with nearly 4,000 finished sq ft, a heated saltwater pool, and owned solarnestled on a quiet cul-de-sac in a top-rated school district. This 3 bed, 3 bath home offers an updated kitchen, formal living and dining rooms, and a cozy family room on the main level. The finished lower level features a spacious rec room with wet bar/kitchenette, a dedicated home office, exercise area, and a transferable Aqua Proofing warranty. Step outside to your private retreat with a heated saltwater pool, hot tub, and pool houseperfect for entertaining or relaxing year-round. Energy-efficient upgrades include owned solar panels, a Tesla EV charger, and a new 50-year roof with transferable warranty. Walk or bus to nearby elementary and high schools, and enjoy easy access to parks, shopping, and dining. This rare find blends comfort, convenience, and long-term savingsmove-in ready and built for today's lifestyle. Showings start June 12.

10672 Creeknoll Court, Montgomery

10396 Southwind Drive, Montgomery
$795,000
8 Beds ⋅ 5 Baths ⋅ 1843021 MLS
This property features an excellent open concept floor plan in the highly sought-after Winds of Montgomery. The first floor boasts a large family room, a spacious remodeled kitchen with new appliances that opens to the dining area, and a versatile flex room that can serve as a private study or bedroom, with full bath access across the hall. There is also a sizable mudroom equipped with a hand washing station. On the second floor, you will find a luxurious primary suite with a private sitting room, a spa bath, and a large walk-in closet. Additionally, there are four more bedrooms, two full baths, and a laundry room on this level. The lower level includes a second laundry room, two recreation spaces, and three bedrooms. The property also offers an oversized two-car garage and a substantial side yard. You will love all of the versatility that this home offers, all in a fabulous Montgomery location!

10396 Southwind Drive, Montgomery

9625 Delray Drive, Montgomery
$1,210,000
4 Beds ⋅ 4 Baths ⋅ 1840807 MLS
A truly exquisite and beautifully appointed 3.5 year old Ashford Home situated on nearly 1/2 acre lot. 3,524 above grade sq ft with 4 spacious bedrooms, sitting area, 3 full baths and laundry room all on the 2nd floor. 1st floor office, A gourmet kitchen with stainless appliances, beautiful family room and walk-out to the deck - an entertainers dream set-up. Finished lower-level with egress window and bathroom rough-in. Meticulously selected up-grades and $40k in post-closing features including custom window treatments, built-in office cabinetry, Generac generator, shed and gutter guards. Walk to downtown Blue Ash with many restaurants, shops and new concert venue, Sycamore Junior High School, Greene Intermediate School and Swaim Park.

9625 Delray Drive, Montgomery

9715 Zig Zag Road, Montgomery
$1,740,000
4 Beds ⋅ 7 Baths ⋅ 1840138 MLS
Beautiful 4 bedroom home in the heart of Montgomery. Walk to parks, shops, and Sycamore Schools! Entry foyer with beautiful hardwood floors and 11ft ceilings, closet and half bath. Large entry way leads into Kitchen and Great Room. Great room has coffered ceiling, many built ins and 2 sided Fireplace into Screened in Porch. Kitchen offers a large eat in Island with Quartz Counters, Pantry and SS thermador appliances. Mudroom, laundry room, pool bathroom all remodeled recently. Primary suite offers, walkout, soaking tub, double vanity, heated floors, and 2 walk-in closets. 3 large bedrooms upstairs with their own full bathrooms. The finished lower level has a wide open entertainment area with Wet Bar, projector, massive playroom, workout room, half bathroom. The backyard feels like vacation, with heated salt water pool,large patio and covered patio with fire place.

9715 Zig Zag Road, Montgomery

6553 Cooper Road, Montgomery
$1,275,000
5 Beds ⋅ 6 Baths ⋅ 1839142 MLS
World class private sanctuary sitting 250 ft off-street in the heart of Montgomery! Gorgeous transitional with expansive spaces, an open floor plan of approx 6000+ sq ft, 3 levels of luxury, and incredible outdoor living areas to enjoy including an inground pool & greenhouse with multiple patios and porches! 1st floor primary & study! Oversized bedrooms! 2nd floor loft! Chef's kitchen with maple cabinets, granite counter tops, SS appliances, and huge pantry! 2-story foyer, lots of hardwood, & 2 garages - one was the former horse barn when the property was a farm! New paint, carpet, landscaping 2025. Enjoy Swaim Park just across the street and nearby amenities in both downtown Montgomery AND downtown Blue Ash, easy access to both I-71 and Ronald Reagan Hwy.

6553 Cooper Road, Montgomery

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity™ program of the Multiple Listing Service of Greater Cincinnati. Real estate listings held by brokerage firms other than our company are marked with the Broker Reciprocity™ logo (the small house as shown to the left) and detailed information about them includes the name of the listing brokers. This data is up-to-date as of . Copyright 2026, MLS of Greater Cincinnati, Inc. All rights reserved. Information deemed reliable but not guaranteed.

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