Browse All Chestnut Hill Properties for Sale

True custom living in sought-after Chestnut Hill! Custom built by Justin Doyle, this one-of-a-kind home stands apart with quality craftsmanship & a thoughtfully designed floor plan. High ceilings, hand-scraped hardwoods, custom millwork, built-ins & distinctive ceiling details add character throughout. Amish-built kitchen cabinetry, high-end appliances & hidden walk-in pantry. A cozy hearth room opens to impressive outdoor living with a covered patio, custom media center & expansive hardscape overlooking a large, flat private backyard with room for a future pool. Finished LL offers 9' ceilings, bedroom, full bath & office. Oversized garage with extra-wide/deep bays & attic storage. Enjoy the community pool & adjacent 50-acre Fleckenstein Park. Mason City Schools. Truly custom, thoughtfully designed & unlike any other.

4721 Citation Court, Mason

$1,275,000

5 Beds ⋅ 5 Baths ⋅ 1891265 MLS

Move-in ready custom home in Chestnut Hill w/4,644 SF above grade plus approx. 1,000 SF finished LL. Inside, distinct living spaces offer room for everyday living & entertaining. The kitchen connects to the breakfast area & inviting hearth room w/coffered ceilings & custom trim, while the dramatic 2-story great room provides a separate light-filled gathering space. Vaulted 1st-floor primary suite w/spacious bath & patio access. Upstairs offers 3 spacious bedrooms, including one ensuite & two w/shared bath. Finished LL w/9' ceilings, 5th bedroom, full bath, wet bar, media & game areas. Large .60-acre cul-de-sac lot w/mature trees, privacy & stone fireplace. Fresh paint plus improvements to roof, HVAC, water heater, water softener & sump pump. 3-car garage. Fleckenstein Park access, neighborhood pool, Mason Schools & Deerfield Twp/no earnings tax.

4727 Medallion Way, Deerfield Twp.

$1,425,000

6 Beds ⋅ 6 Baths ⋅ 1886925 MLS

Home Beautiful! Tucked away on a quiet cul-de-sac in the prestigious Chestnut Hill community, this exceptional residence offers approx 6,034 sq ft of refined living space with 6 bedrooms and 6 full bathrooms. Designed for elegant entertaining and comfortable everyday living, the home features an updated chef's kitchen with wood cabinetry, hardwood floors, Dacor gas range, Bosch appliances (2022), new LG frig, expansive gathering spaces, and a spectacular finished lower level complete with home theater, wet bar and beverage frig. Sunroom leads to composite deck (2021) and level backyard on nearly 0.9 acres with a wooded view. Significant capital improvements, including a new roof (2015), tankless water heater (2017), new A/C units (2019 & 2021), new Bryant furnaces (2024), and water softener (2021), this home offers both luxury and peace of mind. An extraordinary opportunity to own a beautifully updated home in one of the area's most sought-after neighborhoods!

4681 Homestretch Lane, Deerfield Twp.

$1,500,000

6 Beds ⋅ 5 Baths ⋅ 1883339 MLS

Experience luxury living in this beautifully updated home in Chestnut Hill, a former Homearama community. A private courtyard welcomes you into a home filled w/custom details, including a private office w/hdwd floors & courtyard access. The great room features a coffered ceiling & overlooks a stunning backyard oasis w/a large patio, saltwater pool, & outdoor stone fireplace. The gourmet kitchen is designed for entertaining w/stainless steel appliances, double ovens, gas cooktop, & ample workspace. Offering 6 BDRMS & 5 full BTHS, including a first-floor guest room, this home provides exceptional space and flexibility. Upstairs, enjoy a spacious primary suite w/an oversized walk-in closet, connected laundry RM, 3 additional BDRMS, and a versatile loft. The finished lower-level includes a wet bar w/wine & 2 beverage refrigerators, theater area, exercise room or bedroom, and full bath. Community amenities include a pool & nearby park. Exceptional home for entertaining & everyday living!

3815 Winning Stakes Way, Mason

$1,600,000

5 Beds ⋅ 5 Baths ⋅ 1877053 MLS

Former Homearama showpiece ideally situated in a prime setting in sought-after Chestnut Hill. Designed for elevated living and effortless entertaining, the outdoor spaces feature covered front and rear patios, a private putting green, and water views with dock. Inside, soaring ceilings, striking trim and molding details, and refined architectural finishes create a warm yet sophisticated feel. Renovated Chefs Kitchen with High-end Appliances and updated baths offer true move-in luxury. First-floor primary suite, private study, and custom built-ins. Finished lower level with recreation area, full bar, home theater, 5th bedroom, full bath, and a stunning second office or wine room with custom cabinetry. Deerfield Twp (no earnings tax), Mason Schools

4911 Chestnut Hill Drive, Deerfield Twp.

$1,050,000

5 Beds ⋅ 5 Baths ⋅ 1875440 MLS

Sought-after Chestnut Hill, pool community! Situated on a private, tree-lined cul-de-sac near Masons Fleckenstein Park, this beautifully updated home offers over 5,400 sq ft of light-filled living space. The open floor plan features a stunning great room with fireplace and box-beamed ceiling flowing into a gourmet kitchen with newer Wolf and KitchenAid appliances. A private study and five spacious bedrooms provide excellent flexibility. Recent updates include newer roof, furnace, paint, carpet, and refinished front door. The finished lower level features a media area with custom built-ins, additional built-in bookcases with counter seating, a separate exercise room, and abundant storage. Enjoy a private, tree-lined backyard with a beautiful paver patio, ideal for entertaining. Truly move-in ready in a premier location!

3887 The Ridings, Deerfield Twp.

$975,000

4 Beds ⋅ 5 Baths ⋅ 1858417 MLS

Welcome to Luxury Living in Mason's Prestigious Estates of Chestnut Hill! This stunning former Zicka model home spans 5,464 sq. ft. and offers a perfect blend of sophistication and comfort. Featuring 4 spacious bedrooms, including a first-floor primary suite, 5 bathrooms and a versatile oversized bonus room. The open-concept layout dazzles and features a two-story living room, designer molding, and custom cabinetry. Freshly painted interiors and brand-new carpet create a move-in-ready feel. The 1500 sq. ft. finished lower-level boasts an entertainer's dream with a media room, gym, stylish bar, and full bath. Enjoy a gourmet kitchen and elegant hardwood flooring and surround sound system. The professionally landscaped yard provides a generous flat lot for outdoor activities, while the vibrant community offers a pool and playground. Don't miss your chance to own this exceptional property where luxury meets lifestyle. Your dream home awaits with immediate occupancy available!

4738 Saddletop Ridge Lane, Mason

$1,210,000

4 Beds ⋅ 5 Baths ⋅ 1845967 MLS

Welcome to this stunning custom-built Zicka home, ideally situated on a quiet cul-de-sac street in the highly sought-after Chestnut Hill community. Designed with comfort and elegance in mind, this residence features a luxurious first-floor primary suite and a versatile first-floor study complete with built-ins and French doors. Gourmet kitchen w/gas range, stainless appliances, and abundance of cabinets. Gleaming hardwood floors flow throughout the foyer, dining room, study, and kitchen, creating a warm and inviting atmosphere. Step outside to the covered patio with a beautiful stone fireplace, perfect for entertaining or relaxing while overlooking the expansive backyard. Upstairs, you'll find a Jack & Jill bathroom setup, a private en-suite in bedroom four, and a spacious bonus room offering additional flexibility. The finished lower level adds even more living space with a full bar and bathroom. HOA includes a pool and playground, and the home is just moments from Fleckenstein Park.

4709 Country Downs Drive, Mason

$1,497,000

5 Beds ⋅ 6 Baths ⋅ 1838536 MLS

A rare gem in Mason! Why build when you can move into a home that feels brand new! Tucked on a quiet cul-de-sac in the Estates of Chestnut Hill, a stunning custom home delivers space, style, & comfort on nearly an acre of wooded privacy*With 5 bedrooms, 6 baths, & approx. 7000 SF of finished living, there's room for everyone & every occasion*The first-floor primary suite is a serene escape with a vaulted tray ceiling & spa-like bath*A chef's kitchen anchors the main floor, opening to a cozy great room with a stone fireplace & built-ins*Fresh updates throughout-refinished hardwoods, new carpet, paint, & lighting make the home feel brand new*Finished lower level offers 9' ceilings, a media room, fitness area, 5th bed, full bath, & rec space*Entertain with ease on the covered patio, featuring soaring ceilings, a stunning stone fireplace that creates a private outdoor retreat*Experience the perfect blend of luxury, comfort, & convenience. This is more than just a home, it's a lifestyle!

4691 Saddletop Ridge Lane, Mason

$1,215,000

5 Beds ⋅ 5 Baths ⋅ 1837651 MLS

This gorgeous Mark Bradley custom home in the Chestnut Hill community (Mason Schools) has 5196 SF of stylish living space on over half an acre, backing up to the 50+ acre Fleckenstein Park, the ultimate backyard view! Inside, you'll find custom moldings and trim, a vaulted first-floor primary suite with a spa-like bath, and an updated kitchen with newly refinished cabinets, a sleek KitchenAid smooth cooktop, and a cozy hearth room. The soaring two-story great room with a fireplace brings in tons of natural light, creating a bright and airy feel. The finished lower level is made for fun, featuring a home theater, a flexible bedroom or workout space, and a full bath, perfect for movie nights or guests. Start your morning with coffee on the charming front porch, then wind down in the backyard's outdoor living space, soaking in the incredible park views. Bonus: Pool community!

4960 Chestnut Hill Drive, Deerfield Twp.

$975,000

5 Beds ⋅ 5 Baths ⋅ 1832657 MLS

Don't miss out on your opportunity to own this gorgeous home in desirable Chestnut Hill. This home has many updates throughout. Updated kitchen features new quartz counters & backsplash, stainless appliances, & gas range. The spacious family room is centered around a cozy fireplace w/built-ins. The living room provides the ideal space for a study. A convenient 5th bedroom, located on the 1st level, is complemented by a full bath, creating a perfect suite for guests or multi-generational living. 1st floor mud room with built in cubbies and storage closet. The primary suite features a luxury bathroom & 2 walk-in closets (one w/laundry room access!). 2nd floor laundry. 4th bedroom features a private bath. The finished walkout lower level includes a wet bar, full bath, and a versatile flex room. Outside, the private backyard is your own retreat, surrounded by mature trees that ensure privacy, and spacious patio with fireplace. HOA includes pool & playground. Adjacent to Fleckenstein Park!

4726 Saddletop Ridge Lane, Mason

$1,330,000

5 Beds ⋅ 5 Baths ⋅ 1812020 MLS

Stunning Mason former Homearama home nestled in the vibrant Chestnut Hill neighborhood offering a blend of elegance, comfort & modern amenities*Enter thru glass double doors to open floor plan, exquisite finishes & relaxing water views*5000+SF, 5 bedroom, 5 bath home*First floor primary suite with spa-like ensuite bathroom, two walk-in closets & walk-out to a private oasis*Great room with box beam ceilings, bookcases, fireplace, wall of windows with inviting water views*Chef's kitchen featuring island with seating, adorned with sophisticated custom cabinetry, butler pantry, spacious breakfast area & walk-out*2nd floor features 3 spacious bedrooms & 2 full baths*Enjoy entertaining in finished lower level with wet bar, media, exercise, bedroom & bath*Embrace outdoor living with cozy evenings by the wood-burning fireplace while taking in the beautiful water view*Walk to community pool & 50 acre Fleckenstein Park*Easy access to shopping, dining & Hwy's*Deerfield Twp. so No Earning tax.

4923 Chestnut Hill Drive, Deerfield Twp.

$1,135,000

5 Beds ⋅ 5 Baths ⋅ 1808096 MLS

Embracing The Current Design Trend of Earthy Cream Tones, Shoji White by SW, Takes Center Stage On The 1st Floor Of This Light Filled Brick & Stone Custom Home*Luxury Is Translated Through The High End Design Decisions That Whisper Sophistication: 1st Floor Primary Bdrm/Rich Wood Floors/High Profile Wood Trim/Lots Of Windows/4-Season Room/Classic Plantation Shutters/Wide Deep Stairs/3-Car Side Entry Garage/Professionally FinLL w/Media Area+Bar+Billiards+WorkOut+5th BdRm & Full Bath*Sumptuous CulDeSac .65 ac Yd Exudes Privacy w/Elevated Landscape Design Elements, Putting Green, Irrigation System & Landscape Lights*Located In Chestnut Hill, A Highly Sought After Community w/Exceptional Amenities in One Of The Area's Most Desirable Places To Live w/Tree-Lined Streets-Sidewalks-Vintage Lighting-Corner Parks-Community Cntr*5 Houses Down From Fleckenstein Park (50ac Park w/Soccer-Baseball Fields-Batting Cages-Tennis/Pickleball Courts-Playground-Ponds-Picnic Shelter w/Restrooms)

4744 Medallion Way, Deerfield Twp.

$1,100,000

4 Beds ⋅ 5 Baths ⋅ 1802868 MLS

Enjoy all the Seller Improvements in this Spectacular Chestnut Hill Home featuring a 1st floor Primary Suite. Spacious 5010 SF open floor plan, custom moldings/trims, home emanates charm & style. Cooks dream in the newly remodeled gourmet kitchen featuring granite countertops, stone backsplash, high-end Thermador & Frigidaire professional appliances, all complemented by a lg walk-in pantry. Relax in the gorgeous 2-story great room w/stone gas fireplace & blt-in bookcases. 2nd floor offers 4 bdrms or 3 bdrms & family room with coffee/entertainment bar. The finished walk-up lower-level features endless entertainment possibilities with custom wet bar, media/recreation/exercise areas, & a temperature-controlled wine room. Experience outdoor living at its best on beautiful patio w/custom stone wood-burning fireplace & landscaping for ultimate privacy in fenced-in yard, perfect for a pool! Plus, enjoy the amenities of the pool community. MUST SEE VIRTUAL TOUR! Amazing Home!

3826 Winning Stakes Way, Mason

$1,090,000

5 Beds ⋅ 6 Baths ⋅ 1802435 MLS

Unbelievable backyard space created! Sellers removed landscape, trees and re-created landscape beds! Take a look at before and after photos! Plenty of room for a pool or more outdoor living space! Offering 5 bedrooms, 4 full / 2 half baths this expansive floorplan gives plenty of room to relax and entertain! This custom-built home includes a finished LL boasting a Rec Room, Media Room, Wet Bar, and Spacious Bedroom with an adjoining full bathroom, And separate entrance to LL! There are high-end finishes throughout the home like Sonos music throughout all 3 levels, 10' ceilings, a gourmet kitchen with appliances, a formal living room and dining room, Two FPs, Dual staircases, and a Study with built-ins. The Outdoor spaces offer a screened-in covered porch that overlooks the backyard and woods, a lower-level patio, and an outdoor Grill...all surrounded by manicured landscaping with an irrigation sys, and all the Chestnut Hill HOA amenities including a Clubhouse and Pool!

4856 Classic Turn Lane, Deerfield Twp.

$1,200,000

5 Beds ⋅ 7 Baths ⋅ 1776528 MLS

A masterpiece awaits in coveted Chestnut Hills. Alluring updates. Covrd front porch, iron spindle grand staircase. Private study, sitting rm adj Form DinRm w/ tray ceil & chair rail. Form LR w/ french doors. Gourmet Eat-in Kit w/ SS Apps, gas range w/ hood, island counterbar, adj brkfest rm w/ w/o to deck/patio. Fam rm w/ gas fp & Cath ceil. Prim Ste w/ sit area, WIC, corner tub, tile shower. Fin LL feat full wet bar, theater, flex rms, and w/o to patio. Enjoy Chestnut Hills Community.

4685 Homestretch Lane, Mason

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DEERFIELD TOWNSHIP, OHIO • CHESTNUT HILL

Chestnut Hill Homes for Sale in Deerfield Township, Ohio

Chestnut Hill is an established luxury residential community in the Mason and Deerfield Township area, known for larger single-family homes, neighborhood recreation, mature streetscapes and convenient access to parks, shopping, schools and major roads.

The community was developed in multiple phases and spans both Deerfield Township and the City of Mason, making the exact jurisdiction of an individual Chestnut Hill property an important detail for buyers to verify.

Homes throughout Chestnut Hill include a variety of traditional and transitional designs, with many properties offering generous floor plans, finished lower levels, three-car garages and substantial outdoor living space.

Community amenities include a swimming pool, hot tub, playground, community center, neighborhood green spaces and convenient connections to nearby walking and biking routes.

Browse current Chestnut Hill homes for sale below, or contact the Oscar Asesyan Group at (513) 800-9299 for current availability, recent neighborhood sales and property-specific guidance.

NEIGHBORHOOD OVERVIEW

About Chestnut Hill

Chestnut Hill is a large planned residential community in the Mason and Deerfield Township area of Warren County, Ohio.

The Chestnut Hill Community Association identifies the neighborhood as spanning both Deerfield Township and the City of Mason. The original southern portion is within Deerfield Township, while a northern portion extends into Mason.

That distinction can affect municipal services, taxation and other address-specific considerations, making it important for buyers to confirm the exact jurisdiction of the individual Chestnut Hill property they are considering.

Chestnut Hill is known for its tree-lined streets, attractive residential design and larger single-family homes. Recent properties demonstrate substantial finished square footage, larger lots, three-car garages, finished basements and a wide variety of upgraded interior and outdoor features.

CHESTNUT HILL REAL ESTATE

Homes in Chestnut Hill

Chestnut Hill features substantial single-family homes with traditional and transitional architecture, generous floor plans and upscale interior and exterior features.

Larger Luxury Homes

Chestnut Hill includes substantial residences with multiple bedrooms, generous gathering spaces and significant finished living area.

Three-Car Garages

Three-car and other larger garage configurations can be found among many of the community's larger properties.

Finished Lower Levels

Many homes include finished basements with recreation rooms, guest areas, bars, media space or additional bathrooms.

Larger Homesites

Lot sizes vary, with some Chestnut Hill properties offering substantial yard space, mature landscaping and added privacy.

Cul-de-Sac Properties

Cul-de-sac locations can be found throughout the community and may offer additional privacy or distinctive yard configurations.

Outdoor Amenities

Select homes include covered patios, outdoor fireplaces, private pools, extensive landscaping or attractive pond and green-space settings.

COMMUNITY AMENITIES

Recreation Within Chestnut Hill

Chestnut Hill offers a substantial amenity package that adds to its appeal as an established Deerfield Township-area community.

The Chestnut Hill Community Association identifies a neighborhood swimming pool, hot tub and playground along with a community center and shared common areas.

Tree-lined streets, vintage-style lighting and corner parks also contribute to the community's established planned-neighborhood atmosphere.

Fleckenstein Park is adjacent to the community, and nearby bike-path connections provide additional recreational opportunities throughout the Mason and Deerfield Township area.

DEERFIELD TOWNSHIP & MASON

Understanding the Chestnut Hill Location

Chestnut Hill is closely associated with Deerfield Township but extends across a municipal boundary, making address-specific verification important.

ORIGINAL SECTION

Deerfield Township

The original southern portion of Chestnut Hill is located within Deerfield Township.

NORTHERN SECTION

City of Mason

A northern portion of the Chestnut Hill community extends into the City of Mason.

BUYER NOTE

Verify Each Address

Buyers should confirm municipality, township, tax district and other address-specific information for the individual property.

PROPERTY FEATURES

What You May Find in Chestnut Hill

Features vary by property, but Chestnut Hill offers a broad selection of larger homes and upscale residential features.

ARCHITECTURE

Traditional & Transitional

Brick and stone exteriors are common, with traditional and transitional home designs represented throughout the neighborhood.

LOWER LEVELS

Finished Basements

Finished lower levels can add substantial recreation, guest, office and entertainment space.

OUTDOORS

Private Outdoor Living

Covered patios, porches, fireplaces, pools and landscaped yards can be found on select properties.

SETTING

Pond & Green-Space Lots

Certain homes offer pond views, mature landscaping or other attractive lot settings depending on location.

DEERFIELD TOWNSHIP LOCATION

Convenient to Mason & Northeast Cincinnati

Chestnut Hill offers convenient access to shopping, restaurants, recreation and employment centers throughout Deerfield Township and the surrounding Mason area.

Fleckenstein Park and nearby bike-path connections add recreational opportunities, while major local roads and Interstate 71 provide convenient access throughout Greater Cincinnati.

Buyers can also explore additional Deerfield Township homes for sale to compare Chestnut Hill with nearby communities.

NEARBY

Fleckenstein Park
Deerfield Township shopping and dining
Mason-area amenities
Local bike-path connections
Interstate 71 access
Greater Cincinnati employment centers

SCHOOL INFORMATION

Schools Serving Chestnut Hill

School district information should be verified for each Chestnut Hill property based on the individual address.

Because the neighborhood extends across Deerfield Township and the City of Mason, buyers should confirm the current school district and individual school assignment directly before purchasing.

Explore Deerfield Twp Homes Ask About Chestnut Hill

BUYING IN CHESTNUT HILL

Comparing Homes Within the Community

Chestnut Hill includes homes from different phases, lot types and construction periods, so careful property-by-property comparison is important.

Two similarly sized properties may differ materially in lot size, finished basement space, outdoor amenities, interior updates, garage capacity and jurisdiction.

Buyers should also review the Chestnut Hill HOA documents, current dues, rules and community responsibilities during the purchase process.

SELLING IN CHESTNUT HILL

Selling a Chestnut Hill Home

Pricing a Chestnut Hill property requires a neighborhood-specific analysis because homes can differ significantly in size, lot characteristics, construction period, renovations and outdoor amenities.

Jurisdiction can also be relevant when selecting comparable properties, particularly when comparing homes within the Deerfield Township and Mason portions of the community.

If you own a Chestnut Hill home, use the valuation tool below or contact the Oscar Asesyan Group for a detailed pricing analysis based on the most relevant recent comparable sales.

CHESTNUT HILL FAQ

Frequently Asked Questions

Where is Chestnut Hill?

Chestnut Hill is a residential community in the Deerfield Township and Mason area of Warren County, Ohio.

Is Chestnut Hill in Deerfield Township?

Yes. The original southern portion of Chestnut Hill is in Deerfield Township, while a northern portion of the community extends into the City of Mason.

Does Chestnut Hill have a pool?

Yes. The community association identifies a neighborhood swimming pool and hot tub.

Does Chestnut Hill have a playground?

Yes. The neighborhood includes a community playground for residents.

Does Chestnut Hill have an HOA?

Yes. Chestnut Hill has an active homeowners association responsible for shared facilities, common areas and community standards.

Are there larger lots in Chestnut Hill?

Yes. Lot sizes vary, and some Chestnut Hill homes offer substantial yards, mature landscaping and more private settings.

Are there private pools in Chestnut Hill?

Some individual properties have private in-ground pools in addition to the neighborhood's shared community pool.

Are there walking or biking trails nearby?

Yes. Chestnut Hill is adjacent to Fleckenstein Park and provides convenient access to broader Mason and Deerfield Township-area bike-path connections.

What school district serves Chestnut Hill?

Buyers should verify the current school district and individual school assignment for the specific Chestnut Hill property they are considering.

Where can I see current Chestnut Hill homes for sale?

Current active and pending Chestnut Hill MLS listings are displayed toward the top of this page.

EXPLORE DEERFIELD TOWNSHIP

More Deerfield Township Neighborhoods

Compare Chestnut Hill with other established, newer and luxury communities throughout Deerfield Township.