1585 E Hill Rd
Ludlow, VT 05149
5 Beds
3 Baths
3,545 sqft (on 13.39 acres)
$884,300
as of Jun 15, 2026
$884,300
as of Jun 15, 2026
5 Beds
3 Baths
3,545 sqft
(on 13.39 acres)
Local Information
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Description
Here it is! The quintessential Vermont farmhouse, minutes to Okemo and Ludlow town. This private, 13-acre estate, mostly wooded, on a country lane in the highly sought-after South Hill area, is a special property. The original Cape Cod farmhouse, built in 1776, has been restored and improved over time. You will love the grand, great room with majestic stone fireplace open to the oversized kitchen and island surrounded by beautiful Carlisle wide plank flooring. Enjoy your coffee in the morning room, with a secret garden view, boasting aged beams and Vermont Castings woodstove. The large first floor primary ensuite with a walk-in closet has its own stone fireplace and access to a private patio deck with room for a hot tub. It also has a laundry room and separate office/den complete with a full bathroom. The upstairs hosts four bedrooms and a full bathroom plus a finished storage area. The house has zoned boiler heating with an antifreeze system. The gorgeous grounds are partially fenced with established easy-care gardens, fenced, raised garden beds, maple trees, gazebo, pergola, and tennis court for tennis or pickleball. You must see the outhouse! You will especially like the 26 x 30 Jamaica Cottage workshop/studio. The property also has a two-car garage, carport, and plenty of additional parking space, and a half-acre fenced paddock. This is the life you've been dreaming about! last showings scheduled for Tuesday 3-22 2022-03-24
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 1585 E Hill Rd
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Heating & Cooling Heating: Baseboard, OilHeating Fuel: Baseboard |
Interior Details Number of Rooms: 13Types of Rooms: Walk In Closet, Dining Room, Sun Room |
Appliances & Utilities DishwasherMicrowaveRefrigerator |
Levels, Entrance, & Accessibility Floors: Tile, Carpet, Concrete, Hardwood |
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Exterior Home Features Roof: AsphaltExterior: Wood |
Parking & Garage GarageParking Spaces: 2Parking: Garage Detached |
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Year Built Year Built: 1776 |
Property Type / Style Property Type: Single Family Home |
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Lot Area: 13.39 acres |
Price History for 1585 E Hill Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 05/27/2022 | $725,000 | Sold | PrimeMLS #4901381 |
| 03/24/2022 | $685,000 | Pending | Engel & Volkers #4901381 |
| 03/17/2022 | $685,000 | Listed For Sale | PrimeMLS #4901381 |
| 07/01/2019 | $20,000 | Sold | N/A |
| 01/30/2019 | $455,000 | Sold | PrimeMLS #4704578 |
| 10/16/2018 | $500,000 | PriceChange | Agent Provided |
| 07/03/2018 | $595,000 | PriceChange | Agent Provided |
| 05/23/2018 | $620,000 | PriceChange | Agent Provided |
| 12/15/2017 | $685,000 | PriceChange | Agent Provided |
| 12/14/2017 | $725,000 | Listed For Sale | Agent Provided |
Market trends in Ludlow
Last updated May 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
59
1MoM
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | |
| Assessment | $468,800 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$4,703/mo
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Comparable Sales for 1585 E Hill Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.71 | Single-Family Home | $762,500 | 04/16/26 | 3 | 2.5 | 1,623 | |
0.63 | Single-Family Home | $590,000 | 11/07/25 | 3 | 2 | 1,701 | |
1.14 | Single-Family Home | $725,000 | 10/24/25 | 3 | 3 | 2,776 | |
1.00 | Single-Family Home | $300,000 | 03/19/26 | 5 | 2.5 | 2,880 | |
1.12 | Single-Family Home | $1,200,000 | 04/03/26 | 4 | 3 | 3,162 | |
1.29 | Single-Family Home | $815,000 | 04/17/26 | 3 | 3 | 3,271 | |
0.89 | Single-Family Home | $2,360,000 | 05/12/26 | 4 | 4.5 | 6,548 | |
1.50 | Single-Family Home | $1,250,000 | 08/28/25 | 4 | 4 | 10,052 | |
1.41 | Single-Family Home | $945,000 | 10/22/25 | 3 | 3 | 4,217 | |
1.51 | Single-Family Home | $970,000 | 02/05/26 | 5 | 4 | 3,063 |
Nearby homes
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Assigned Schools
These are the assigned schools for 1585 E Hill Rd.
- Ludlow Elementary School
- PK-6
- Public
- 87 Students
7/10GreatSchools RatingParent Rating AverageN/AStudent Review16y ago - Green Mountain Uhsd #35
- 7-12
- Public
- 326 Students
7/10GreatSchools RatingParent Rating AverageGreen Mountain Union High School has a 7th - 8th grade middle school. I would not recommend this school for kids who are intellectually advanced or sensitive in any way. The administration enables teachers to avoid good classroom management by allowing them to send kids from the classroom without just cause. The discipline approach is punitive and harsh. Teachers have very little understanding of adolescent development and the kids suffer for it. They keep talking about improvement but there is little evidence of it so far.Parent Review16y ago 
Check out schools near 1585 E Hill Rd.
What Locals Say about Ludlow
At least 9 Trulia users voted on each feature.
100 % Say people would walk alone at night
89 % Say there's wildlife
88 % Say it's dog friendly
85 % Say parking is easy
75 % Say it's walkable to restaurants
75 % Say yards are well-kept
73 % Say kids play outside
73 % Say car is needed
69 % Say streets are well-lit
67 % Say it's walkable to grocery stores
64 % Say it's quiet
62 % Say they plan to stay for at least 5 years
54 % Say neighbors are friendly
53 % Say there are sidewalks
50 % Say there are community events
40 % Say there's holiday spirit
Sourced by Trulia users. Learn more about our methodology.
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Apartments for Rent
Homes for sale near 1585 E Hill Rd
Off Market Homes Near 1585 E Hill Rd
SOLDMAY 29, 2026PrimeMLS, Closed
See more homes for sale inLudlow
1585 E Hill Rd, Ludlow, VT 05149 is a 5 bedroom, 3 bathroom, 3,545 sqft single-family home built in 1776. This property is not currently available for sale. 1585 E Hill Rd was last sold on May 27, 2022 for $725,000. The current Trulia Estimate for 1585 E Hill Rd is $884,300.