Enter through the gated driveway and follow the winding private drive to this beautifully renovated contemporary high ranch, thoughtfully sited well back from the road for exceptional privacy. Nestled among mature hardwoods and sweeping lawns, the property offers a tranquil retreat with a sophisticated, modern aesthetic. Designed to embrace its natural surroundings, the home's open-concept layout is filled with natural light from expansive windows that frame picturesque views and blur the line between indoors and out. Double wood entry doors welcome you into a spacious mid-level foyer that opens to the home's inviting living spaces. The main level features a beautifully updated kitchen with direct access to the newly rebuilt rear deck, creating a seamless flow for indoor-outdoor entertaining. A spacious living room anchored by a cozy fireplace, along with a dining area overlooking the scenic grounds, provides the perfect gathering space. The private primary suite offers its own access to the deck through sliding glass doors, while three additional bedrooms and a renovated full bath complete this level. The walk-out lower level expands the home's living space with a second fireplace, a comfortable media and recreation area, workout space, kitchenette, newly renovated full bath, laundry room, and direct access to the newly created screened porch--ideal for enjoying summer evenings surrounded by nature. Outside, the property transforms into a private resort. A heated saltwater in-ground pool is surrounded by expansive patios, professionally crafted stone terraces, and beautifully landscaped perennial gardens. Natural stone retaining walls, rolling lawns, and mature trees create a serene, park-like setting, while multiple decks and entertaining areas offer endless opportunities for relaxing, dining, and gathering with family and friends. Some recent improvements include new premium white oak flooring throughout main level, an updated kitchen, complete reconstruction of the rear deck down to the supporting columns, a newly created screened porch, new air conditioner condenser, 2 propane fireplaces, a new boiler, and wiring already in place for a future hot tub. Ideally located just minutes from the Village of Rhinebeck, the Taconic State Parkway, and some of the Hudson Valley's finest farmers' markets, wineries, vineyards, distilleries, breweries, and acclaimed restaurants, this exceptional property offers the perfect balance of privacy, luxury, and convenience. Experience the best of Dutchess County living in a home designed for every season.
Active
$1,300,000
242 Milan Hollow Road, Rhinebeck, NY 12572
4beds
3,000sqft
Single Family Residence
Built in 1975
8 Acres Lot
$1,259,000 Zestimate®
$433/sqft
$-- HOA
What's special
Second fireplaceWorkout spaceNatural stone retaining wallsWinding private driveLaundry roomHeated saltwater in-ground poolExpansive patios
- 3 days |
- 1,227 |
- 103 |
Zillow last checked:
Listing updated:
Listed by:
Houlihan Lawrence, Inc. 845-876-4443,
Karen Volino
Source: HVCRMLS,MLS#: 20263650
Loading...
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Baseboard, Fireplace(s), Oil
Cooling
- Ceiling Fan(s), Central Air
Appliances
- Included: Washer/Dryer, Washer, Stainless Steel Appliance(s), Refrigerator, Microwave, Exhaust Fan, Dryer, Dishwasher, Built-In Electric Range, Bar Fridge
- Laundry: Electric Dryer Hookup, Lower Level, Washer Hookup
Features
- Ceiling Fan(s), Chandelier, Double Vanity, Open Floorplan, Recessed Lighting
- Flooring: Carpet, Tile, Wood
- Doors: Sliding Doors
- Basement: Finished,Full,Interior Entry,Walk-Out Access
- Number of fireplaces: 2
- Fireplace features: Living Room, Propane, Recreation Room
Interior area
- Total structure area: 3,000
- Total interior livable area: 3,000 sqft
- Finished area above ground: 1,800
- Finished area below ground: 1,200
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: Two
- Patio & porch: Deck, Screened
- Pool features: Heated, In Ground
Lot
- Size: 8 Acres
Details
- Additional structures: Barn(s)
- Parcel number: 13360064707351320000
- Zoning: A5A
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other
- Property subtype: Single Family Residence
Materials
- Frame
- Roof: Shingle
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1975
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Septic Tank
- Water: Well
Community & HOA
Location
- Region: Rhinebeck
Financial & listing details
- Price per square foot: $433/sqft
- Tax assessed value: $823,900
- Annual tax amount: $11,915
- Date on market: 6/30/2026
- Road surface type: Paved
Estimated market value
$1,259,000
$1.20M - $1.32M
$5,921/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/29/2026 | Listed for sale | $1,300,000+97%$433/sqft |
Source: | ||
| 9/28/2018 | Sold | $660,000-2.2%$220/sqft |
Source: | ||
| 8/22/2018 | Pending sale | $675,000$225/sqft |
Source: J. Ettenson Realty #121509 Report a problem | ||
| 6/15/2018 | Listed for sale | $675,000-15.1%$225/sqft |
Source: J. Ettenson Realty #121509 Report a problem | ||
| 2/22/2018 | Listing removed | $795,000$265/sqft |
Source: HH Hill Realty Services Inc #20173975 Report a problem | ||
| 8/21/2017 | Listed for sale | $795,000+175.1%$265/sqft |
Source: H.H. HILL REALTY SERVICE RH #364683 Report a problem | ||
| 11/1/2000 | Sold | $289,000$96/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $823,900 +7% |
| 2024 | -- | $770,000 |
| 2023 | -- | $770,000 +11% |
| 2022 | -- | $693,700 +14% |
| 2021 | -- | $608,500 +10.8% |
| 2020 | -- | $549,350 |
| 2019 | -- | $549,350 +25.6% |
| 2018 | -- | $437,400 +1% |
| 2017 | $9,679 | $433,100 |
| 2016 | -- | $433,100 |
| 2015 | -- | $433,100 +2.4% |
| 2014 | -- | $422,900 |
| 2012 | -- | $422,900 -0.9% |
| 2011 | -- | $426,900 +9.8% |
| 2010 | -- | $388,900 -6% |
| 2009 | -- | $413,700 +0.7% |
| 2008 | -- | $411,000 +5% |
| 2007 | -- | $391,400 +19.3% |
| 2006 | -- | $328,000 +12% |
| 2005 | -- | $292,900 +10% |
| 2004 | -- | $266,300 +9% |
| 2003 | -- | $244,300 +19% |
| 2002 | -- | $205,300 |
| 2001 | -- | $205,300 |
Find assessor info on the county website
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 12572
Nearby schools
GreatSchools rating
- 6/10Chancellor Livingston Elementary SchoolGrades: PK-5Distance: 5.5 mi
- 8/10Bulkeley Middle SchoolGrades: 6-8Distance: 5.6 mi
- 7/10Rhinebeck Senior High SchoolGrades: 9-12Distance: 5.6 mi
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Dutchess County
- Rhinebeck
- 12572
- 242 Milan Hollow Road





