499 Maple St
Litchfield, CT 06759
4 Beds
3.5 Baths
3,180 sqft (on 38.19 acres)
4 Beds
3.5 Baths
3,180 sqft
(on 38.19 acres)
Local Information
- Map ViewExplore the area around 499 Maple St.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1760
Lot Size
38.19 acres
Living Area
3,180 sqft
Price/Sqft
$481
Parking
Garage
Description
This idyllic property offers an authentic circa 1760 colonial home in the community of Milton, a hamlet of the historic town of Litchfield. The unique character of this community is reflected in the two story farmhouse at 499 Maple Street. Its original colonial structure has been seamlessly outfitted with up to date conveniences of cable, WIFI, generator, garden irrigation system, modern wiring and contemporary kitchen appliances including a gas stove top, two electric ovens, dishwasher and clothes washer & dryer. Unique features of old polished oak and pine floors, paneling in the study, three working fireplaces on the first floor and one on the second floor, a wrap around, hand painted oil mural in the dining room, glorious flower gardens in addition to a fenced raised-bed vegetable garden with a shady pergola under which to enjoy a lazy lunch seen from French doors in the sun drenched living room and great room create a spectacular weekend getaway or a full time residence. The brick terrace overlooks a distant pond and 38 acres of fields and woods. Blazing sunsets and a small waterfall off the terrace make outside dining a particular summertime pleasure. Two barns, two sheds and a well house complete the inventory of this very special property. It offers a friendly, country lifestyle in elegant surroundings.
499 Maple St, Litchfield, CT 06759 is a 4 bedroom, 4 bathroom, 3,180 sqft single-family home built in 1760. It last sold for $950,000 on Sep 20, 2019. It is currently off market. The Trulia Estimate is $1,530,100, with a rent estimate of $4,286/month.
Home Details for 499 Maple St
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Interior Details BasementNumber of Rooms: 9 |
Heating & Cooling Heating: OtherHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: OtherExterior: OtherGardenPatio |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 1760 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 38.19 acres |
Price History for 499 Maple St
| Date | Price | Event | Source |
|---|---|---|---|
| 09/20/2019 | $950,000 | Sold | Smart MLS #170163598 |
| 08/07/2019 | $995,000 | Pending | Agent Provided |
| 06/21/2019 | $995,000 | PriceChange | Agent Provided |
| 02/13/2019 | $1,100,000 | Listed For Sale | Agent Provided |
Market trends in Litchfield
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
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Available listings
19
2MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $9,778 |
| Assessment | $488,910 |
Home facts updated by county records
Comparable Sales for 499 Maple St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.45 | Single-Family Home | $1,275,000 | 06/30/26 | 4 | 2.5 | 3,192 | |
0.53 | Single-Family Home | $1,300,000 | 05/04/26 | 4 | 4 | 2,880 | |
1.00 | Single-Family Home | $654,000 | 11/24/25 | 4 | 2.5 | 3,087 | |
0.64 | Single-Family Home | $638,000 | 11/03/25 | 3 | 1.5 | 1,680 | |
0.99 | Single-Family Home | $355,000 | 02/24/26 | 3 | 2 | 2,392 | |
1.48 | Single-Family Home | $806,500 | 12/19/25 | 3 | 2.5 | 2,521 | |
1.02 | Single-Family Home | $542,500 | 10/31/25 | 3 | 1.5 | 1,152 | |
1.33 | Single-Family Home | $422,500 | 04/09/26 | 4 | 1.5 | 1,794 | |
1.15 | Single-Family Home | $325,750 | 05/29/26 | 2 | 2 | 1,056 | |
2.13 | Single-Family Home | $1,225,500 | 09/19/25 | 4 | 2.5 | 2,740 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETKlemm Real Estate Inc
SOLDJUN 30, 2026E.J. Murphy Realty
SOLDMAY 4, 2026William Pitt Sotheby's Int'l
SOLDNOV 3, 2025William Pitt Sotheby's Int'l
OFF MARKETW. Raveis Lifestyles Realty
OFF MARKETCompass Connecticut, LLC
OFF MARKETHarry Waterhouse Realty
FOR SALE3.37 ACRESKlemm Real Estate Inc
OFF MARKETWilliam Pitt Sotheby's Int'l
OFF MARKETW. Raveis Lifestyles Realty
Assigned Schools
These are the assigned schools for 499 Maple St.
- Wamogo Regional High School
- 9-12
- Public
- 379 Students
8/10GreatSchools RatingParent Rating AverageExcellent atmosphere for our child. The range of course offered prepares them for real life. So happy with Wamogo.Parent Review7y ago - Litchfield Intermediate School
- 4-6
- Public
- 175 Students
7/10GreatSchools RatingParent Rating AverageThis school is the worst of the worst. In my opinion, children could do so much better than this horrible place. They employ inexperienced special ed teachers who do not know what they're doing. My child has had such a bad experience. You might do ok if you consider your child main stream. As far as special ed goes- it's more like a zoo. My child has learning delays and is significantly behind academically. My child has been bullied. He has had to suffer with health issues caused by stress from School. He has accumulated so much in medical bills. Does this sound like the type of school you would want to send your kid to? A child who asks to go to the nurse and is denied. A school that holds ppt meetings without parent or parent consent to have one without mom present. Discouraging me from bringing an advocate. Julie Haggard is the special Ed coordinator and she is the worst of the worst. I moved to a new school district. They refused to let my child finish the last 3 weeks of school. They also refused to speak to the new school or release paperwork. I have put a complaint in to the board of ed on multiple issues with this school. I'm not the type to complain so for me to write this, things have to be pretty bad. The school needs to be held accountable.Parent Review9y ago - Wamogo Regional Middle School
- 6-8
- Public
- 152 Students
9/10GreatSchools RatingParent Rating Average
No reviews available for this school. 
Check out schools near 499 Maple St.
What Locals Say about Litchfield
At least 27 Trulia users voted on each feature.
97 % Say car is needed
92 % Say yards are well-kept
91 % Say it's dog friendly
83 % Say parking is easy
76 % Say there's holiday spirit
75 % Say people would walk alone at night
73 % Say it's quiet
71 % Say there's wildlife
70 % Say they plan to stay for at least 5 years
68 % Say neighbors are friendly
56 % Say kids play outside
52 % Say there are community events
45 % Say it's walkable to restaurants
37 % Say there are sidewalks
33 % Say it's walkable to grocery stores
25 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
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Homes for sale near 499 Maple St
36.93 ACRESWilliam Pitt Sotheby's Int'l
10.23 ACRESWilliam Pitt Sotheby's Int'l
4.53 ACRESWilliam Pitt Sotheby's Int'l
7.3 ACRESW. Raveis Lifestyles Realty
See more homes for sale inLitchfield
Off Market Homes Near 499 Maple St
SOLDJUL 22, 2026William Pitt Sotheby's Int'l- SOLDJUN 30, 2026E.J. Murphy Realty
- SOLDJUN 23, 2026
- SOLDJUN 18, 2026
SOLDJUN 6, 2026William Pitt Sotheby's Int'l
SOLDJUN 5, 2026Coldwell Banker Realty
SOLDMAY 11, 2026Litchfield Hills Properties LLC
SOLDMAY 5, 2026W. Raveis Lifestyles Realty- SOLDMAY 4, 2026William Pitt Sotheby's Int'l
SOLDAPR 15, 2026William Pitt Sotheby's Int'l- See more homes for sale inLitchfield