14 Greenleaf Dr
Wolfeboro, NH 03894
3 Beds
3 Baths
2,782 sqft (on 0.55 acres)
$859,600
as of Jun 30, 2026
$859,600
as of Jun 30, 2026
3 Beds
3 Baths
2,782 sqft
(on 0.55 acres)
Local Information
- Map ViewExplore the area around 14 Greenleaf Dr.
- Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Description
Looking for a quiet, peaceful neighborhood in Wolfeboro with low-traffic roads, convenient to Brewster Beach? Come see this 3 Bedroom 3 Bath home within the subdivision called "Greenleaf". This home sits on a quiet cul de sac backed up to woods where you can listen to the birds and solitude. Walk up onto a covered front porch thru the front door and enter into the main living room with high double floor ceilings. Straight thru to the kitchen-dining-family room where open space was built before the concept was known. Walk thru the sliders to a 3 season porch to enjoy the outdoors. BBQ/outdoor dining area in the backyard. Also on first floor is the primary bedroom with a walk-in closet and a 3/4 bath with double sinks. Also on first floor is another full bathroom. Two more bedrooms and another full bath finish off the 2nd floor. Walk thru to the back of the home and enter into the 3 season porch. The unfinished basement has so much potential for an additional 1600 sf. Currently used for a workshop, storage, game area, tv and additional sleeping space. Enjoy the option of a full size door that exits to side of home. Home has a security system as well. Open House on Saturday, 9/18 from 10-12noon.
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
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 14 Greenleaf Dr
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Heating & Cooling Heating: Baseboard, OilHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 2 |
Interior Details Number of Rooms: 11 |
Appliances & Utilities DishwasherDisposalDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltExterior: Other |
Parking & Garage Parking Spaces: 2 |
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Year Built Year Built: 1993 |
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod |
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Lot Area: 0.55 acres |
Price History for 14 Greenleaf Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 10/19/2021 | $630,000 | Sold | PrimeMLS #4882874 |
| 10/06/2021 | $575,000 | Contingent | PrimeMLS #4882874 |
| 09/22/2021 | $575,000 | Pending | Berkshire Hathaway HomeServices Verani Realty #4882874 |
| 09/16/2021 | $575,000 | Listed For Sale | Berkshire Hathaway HomeServices Verani Realty #4882874 |
Market trends in Wolfeboro
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
43
13MoM
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $5,724 |
| Assessment | $360,000 |
Home facts updated by county records
Comparable Sales for 14 Greenleaf Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.22 | Single-Family Home | $865,000 | 10/17/25 | 3 | 2.5 | 2,448 | |
0.19 | Single-Family Home | $890,000 | 07/23/25 | 4 | 4 | 4,131 | |
0.55 | Single-Family Home | $684,500 | 04/01/26 | 3 | 2.5 | 2,548 | |
0.25 | Single-Family Home | $930,000 | 10/01/25 | 4 | 3.5 | 3,445 | |
0.19 | Single-Family Home | $4,145,000 | 01/07/26 | 2 | 2.5 | 2,922 | |
0.61 | Single-Family Home | $648,000 | 06/18/26 | 4 | 2 | 2,110 | |
0.89 | Single-Family Home | $665,000 | 11/12/25 | 3 | 2 | 1,820 | |
0.70 | Single-Family Home | $600,000 | 08/29/25 | 4 | 2 | 2,582 | |
0.79 | Single-Family Home | $1,475,000 | 03/20/26 | 3 | 2.5 | 1,300 | |
1.00 | Single-Family Home | $773,000 | 09/05/25 | 3 | 2 | 2,103 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETPrimeMLS, Closed
SOLDJUN 11, 2026PrimeMLS, Closed
Assigned Schools
These are the assigned schools for 14 Greenleaf Dr.
- Carpenter Elementary School
- K-3
- Public
- 183 Students
6/10GreatSchools RatingParent Rating AverageAwesome school, great community. Highly recommended to anyone who wants to live in the area.Parent Review7y ago - Kingswood Regional High School
- 9-12
- Public
- 729 Students
7/10GreatSchools RatingParent Rating AveragePoor administration at the top end. The teachers are great, but the upper administration is horrible. They let the students run the place with limited discipline. If you want your kid to be bullied, picked on, and feel worthless, this is the school for you! Do yourself a favor and stay clear!Parent Review1y ago - Kingswood Regional Middle School
- 7-8
- Public
- 345 Students
6/10GreatSchools RatingParent Rating AverageThis school isn't a safe place to learn, I am a student in 8th grade. I was walking up to my class minding my own business when a punk came up to me and "flat tired" me. he ended up taking off my shoe. I turned around and looked at who did it. another student who I've known for many years came to me and squared up, said "Want to f-ing go?" he put his fists up and came twords me, in self defense I put my hands up. The student then tried to punch me so I defended myself. I ended up getting punched multiple times in the head / face, almost getting pushed out of a window. I only swung once to defend myself.I am not a human punching bag, and I will not stay quiet about this. this school is not safe. and the staff need more training in how to prevent things that have happened for the last 5+ years. All 3 of the students (that includes me) where suspended for 3 days.Student Review4y ago - Crescent Lake School
- 4-6
- Public
- 181 Students
6/10GreatSchools RatingParent Rating AverageOur daughter loves Crescent Lake School. (2nd year). The staff is warm & friendly and the environment is safe & encouraging.Parent Review7y ago 
Check out schools near 14 Greenleaf Dr.
What Locals Say about Wolfeboro
At least 21 Trulia users voted on each feature.
95 % Say yards are well-kept
95 % Say people would walk alone at night
87 % Say it's dog friendly
86 % Say car is needed
81 % Say there's wildlife
80 % Say parking is easy
77 % Say there's holiday spirit
74 % Say they plan to stay for at least 5 years
73 % Say there are community events
68 % Say kids play outside
65 % Say neighbors are friendly
62 % Say it's walkable to grocery stores
62 % Say it's quiet
48 % Say streets are well-lit
46 % Say it's walkable to restaurants
17 % Say there are sidewalks
Sourced by Trulia users. Learn more about our methodology.
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Homes for sale near 14 Greenleaf Dr
NEWOPEN SUN, 12-3PMCOMING SOON 7/50.45 ACRESPrimeMLS, Coming Soon
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Off Market Homes Near 14 Greenleaf Dr
SOLDJUN 25, 2026PrimeMLS, Closed
SOLDJUN 11, 2026PrimeMLS, Closed- SOLDJUN 11, 2026PrimeMLS, Closed
SOLDJUN 10, 2026PrimeMLS, Closed
SOLDJUN 5, 2026PrimeMLS, Closed- See more homes for sale inWolfeboro
14 Greenleaf Dr, Wolfeboro, NH 03894 is a 3 bedroom, 3 bathroom, 2,782 sqft single-family home built in 1993. This property is not currently available for sale. 14 Greenleaf Dr was last sold on Oct 19, 2021 for $630,000. The current Trulia Estimate for 14 Greenleaf Dr is $859,600.