Exceptional Living in Chesterfield’s Twin Estates
Experience refined living at 2259 Sycamore, a beautifully appointed residence in the prestigious Twin Estates neighborhood, served by the acclaimed Rockwood School District. This expansive home blends timeless elegance with everyday comfort, offering the perfect balance of space, privacy, and functionality. A dramatic two-story entry welcomes you inside, where dual staircases provide seamless access to both the front and back of the home. The thoughtfully designed layout features two spacious family rooms, a private primary suite with an ensuite bath, and a sun-drenched sunroom that opens to an inviting deck and walk-out patio—perfect for entertaining or quiet moments outdoors. Car collectors and adventurers alike will appreciate the 1,300 sq ft garage with a commercial-grade door, ideal for an RV, boat, or large vehicle, along with a parking pad that accommodates up to 7 cars. A dedicated wine cellar adds a refined touch for elegant entertaining. This is more than a home—it’s a lifestyle. VA buyers have the rare opportunity to assume an existing low-interest VA loan, offering exceptional value in today’s market.
Active
Price cut: $15.1K (8/13)
$799,900
2259 Sycamore Dr, Chesterfield, MO 63017
5beds
3,952sqft
Est.:
Single Family Residence
Built in 1995
0.35 Acres Lot
$785,800 Zestimate®
$202/sqft
$30/mo HOA
What's special
Commercial-grade doorDedicated wine cellarSun-drenched sunroomParking padDual staircasesPrivate primary suiteEnsuite bath
- 47 days
- on Zillow |
- 1,750 |
- 19 |
Zillow last checked: 7 hours ago
Listing updated: August 16, 2025 at 10:31pm
Listing Provided by:
Shantelle R Harris 618-402-6954,
RE/MAX Results
Source: MARIS,MLS#: 25041121
Originating MLS: St. Louis Association of REALTORS

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Primary bedroom
- Features: Floor Covering: Carpeting
- Level: Upper
- Area: 306
- Dimensions: 18x17
Bedroom 2
- Features: Floor Covering: Carpeting
- Level: Upper
- Area: 165
- Dimensions: 15x11
Bedroom 3
- Features: Floor Covering: Carpeting
- Level: Upper
- Area: 132
- Dimensions: 12x11
Bedroom 4
- Features: Floor Covering: Carpeting
- Level: Upper
- Area: 110
- Dimensions: 11x10
Bedroom 5
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Lower
- Area: 208
- Dimensions: 16x13
Primary bathroom
- Features: Floor Covering: Vinyl
- Level: Upper
Bathroom 2
- Features: Floor Covering: Vinyl
- Level: Upper
- Area: 154
- Dimensions: 14x11
Breakfast room
- Features: Floor Covering: Wood
- Level: Main
- Area: 120
- Dimensions: 12x10
Den
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Lower
Dining room
- Features: Floor Covering: Carpeting
- Level: Main
- Area: 143
- Dimensions: 13x11
Family room
- Features: Floor Covering: Wood
- Level: Main
- Area: 315
- Dimensions: 21x15
Kitchen
- Description: 9
- Features: Floor Covering: Wood
- Level: Main
- Dimensions: x13
Laundry
- Level: Main
- Area: 48
- Dimensions: 8x6
Living room
- Features: Floor Covering: Carpeting
- Level: Main
- Area: 234
- Dimensions: 18x13
Recreation room
- Features: Floor Covering: Luxury Vinyl Plank
- Level: Lower
- Area: 315
- Dimensions: 21x15
Sitting room
- Features: Floor Covering: Wood
- Level: Main
- Area: 247
- Dimensions: 19x13
Heating
- Forced Air
Cooling
- Central Air
Appliances
- Included: Electric Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Electric Oven, Built-In Electric Range, Refrigerator, Washer, Water Heater, Bar Fridge
- Laundry: Laundry Room, Main Level
Features
- Bar, Bookcases, Breakfast Room, Double Vanity, Granite Counters, High Ceilings, Kitchen Island, Open Floorplan, Pantry, Separate Dining, Separate Shower, Storage, Tub, Two Story Entrance Foyer, Walk-In Closet(s), Workshop/Hobby Area
- Flooring: Carpet, Hardwood, Vinyl
- Doors: French Doors, Storm Door(s)
- Basement: Finished,Sleeping Area,Walk-Out Access
- Number of fireplaces: 2
- Fireplace features: Basement, Family Room
Interior area
- Total structure area: 3,952
- Total interior livable area: 3,952 sqft
- Finished area above ground: 2,952
- Finished area below ground: 1,000
Property
Parking
- Total spaces: 6
- Parking features: Additional Parking, Attached, Boat, Covered, Driveway, Garage, Garage Door Opener, Garage Faces Side, Inside Entrance, Oversized, RV Garage
- Attached garage spaces: 6
- Has uncovered spaces: Yes
Features
- Levels: Two
- Exterior features: Entry Steps/Stairs, Storage
- Fencing: None
Lot
- Size: 0.35 Acres
- Dimensions: 152 x 100
- Features: Back Yard, Corner Lot, Few Trees, Front Yard
Details
- Parcel number: 21S430910
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Brick, Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 1995
Details
- Warranty included: Yes
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Sewer Connected, Water Connected
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Smoke Detector(s)
- Subdivision: Twin Estates At Sycamore Ridge
HOA
- Has HOA: Yes
- Amenities included: Other
- Services included: Other
- HOA fee: $30 monthly
- HOA name: TBA
Location
- Region: Chesterfield
Financial & listing details
- Price per square foot: $202/sqft
- Tax assessed value: $616,400
- Annual tax amount: $8,172
- Date on market: 7/3/2025
- Listing terms: Assumable,Cash,Conventional,FHA,VA Loan
- Ownership: Private
- Electric utility on property: Yes
- Road surface type: Concrete
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