2 CASTLEWOOD DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(4)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Monroe School District
Neighborhood · ZIP 06468These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
2 Castlewood Dr measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth more than 78% of homes in Monroe 06468
- Costs more per square foot than 77% of homes in Monroe 06468
- Bigger than 70% of homes in Greater Bridgeport County
- Has a bigger lot than 90% of homes in Greater Bridgeport County
- Newer than 97% of homes in Monroe 06468
What homes are worth in Monroe 06468
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 78% of homes in Monroe 06468.
How it measures up in Monroe 06468
The dot is this home. The mark in the middle is the typical home in Monroe 06468.
Pricier than 78% of homes nearby
Pricier than 77% of homes nearby
Bigger than 57% of homes nearby
Bigger than 65% of homes nearby
Newer than 97% of homes nearby
| Measure | This home | Monroe 06468 | Greater Bridgeport County |
|---|---|---|---|
| Estimated valuepricier than | $798,863 | 78% of homes | 73% of homes |
| Price per ft²pricier than | $351 | 77% of homes | 55% of homes |
| Living areabigger than | 2,279 ft² | 57% of homes | 70% of homes |
| Lot sizebigger than | 1.21 ac | 65% of homes | 90% of homes |
| Year builtnewer than | 2007 | 97% of homes | 97% of homes |
About 2 Castlewood Dr
How much is 2 Castlewood Dr, Monroe, CT worth?
The TopHap Estimate for 2 Castlewood Dr, Monroe, CT is $798,863 as of Jul 14, 2026. The likely range is $754,770 to $842,956. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 2 Castlewood Dr, Monroe, CT last sell?
2 Castlewood Dr, Monroe, CT last sold on Jun 5, 2023 for $575,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 2 Castlewood Dr, Monroe, CT?
2 Castlewood Dr, Monroe, CT has 3 bedrooms, 2.5 bathrooms, 2,279 square feet of living space and a 1.21-acre lot.
When was 2 Castlewood Dr, Monroe, CT built?
2 Castlewood Dr, Monroe, CT was built in 2007, making it 19 years old. It is a condo/apartment home. The building has 2 stories.
What schools serve 2 Castlewood Dr, Monroe, CT?
2 Castlewood Dr, Monroe, CT is assigned to Jockey Hollow School (middle), rated A-; Fawn Hollow Elementary School (elementary), rated A+; Masuk High School (high), rated A+. All sit in Monroe School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 2 Castlewood Dr, Monroe, CT compare to other homes in Monroe 06468?
Among the 6,749 homes in Monroe 06468, it is worth more than 78% of them ($798,863 against a typical $646,015), its price per square foot is higher than 77% of them ($351 against a typical $310), it is bigger than 57% of them (2,279 ft² against a typical 2,140 ft²), its lot is bigger than 65% of them (1.21 ac against a typical 1.05 ac) and it is newer than 97% of them (2007 against a typical 1975). Measured against all of Greater Bridgeport County, it is worth more than 73% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 2 Castlewood Dr, Monroe, CT?
The 2025 property tax bill for 2 Castlewood Dr, Monroe, CT was $11,024. The county assessed it at $384,500.
More homes on Castlewood Dr
- 7 Castlewood Dr$757K3 bd · 2.5 ba · 2,658 ft² · Sold $700K · Sep 2025
- 27 Castlewood Dr$698K3 bd · 3 ba · 2,232 ft² · Sold $599K · Dec 2024
- 38 Castlewood Dr$797K3 bd · 3.5 ba · 2,811 ft² · Sold $660K · Aug 2024
- 6 Castlewood Dr$737K3 bd · 2.5 ba · 2,218 ft² · Sold $575K · May 2024
- 11 Castlewood Dr$793K3 bd · 2.5 ba · 2,220 ft² · Sold $600K · Aug 2023
- 9 Castlewood Dr$816K3 bd · 2.5 ba · 2,281 ft² · Sold $385K · Jan 2019
- 34 Castlewood Dr$786K3 bd · 2.5 ba · 2,281 ft² · Sold $321K · Oct 2018
- 15 Castlewood Dr$563K3 bd · 2.5 ba · 1,568 ft² · Sold $272K · May 2018
- 32 Castlewood Dr$546K3 bd · 2.5 ba · 1,568 ft² · Sold $285K · Jan 2017
- 23 Castlewood Dr$815K3 bd · 3 ba · 2,281 ft² · Sold $360K · Nov 2016
- 4 Castlewood Dr$774K3 bd · 2.5 ba · 2,281 ft² · Sold $430K · Apr 2016
- 1 Castlewood Dr$742K3 bd · 3 ba · 2,154 ft² · Sold $398K · Nov 2015
Closest homes
- 8 Castlewood Dr$666K0 ft · 3 bd · 3 ba · 2,281 ft² · Sold $470K · Apr 2007
- 4 Castlewood Dr$774K0 ft · 3 bd · 2.5 ba · 2,281 ft² · Sold $430K · Apr 2016
- 6 Castlewood Dr$737K0 ft · 3 bd · 2.5 ba · 2,218 ft² · Sold $575K · May 2024
- 25 Castlewood Dr$676K307 ft · 3 bd · 2.5 ba · 1,892 ft² · Sold $465K · May 2006
- 21 Castlewood Dr$489K307 ft · 3 bd · 2.5 ba · 1,568 ft² · Sold $238K · Sep 2006
- 34 Castlewood Dr$786K307 ft · 3 bd · 2.5 ba · 2,281 ft² · Sold $321K · Oct 2018
- 32 Castlewood Dr$546K307 ft · 3 bd · 2.5 ba · 1,568 ft² · Sold $285K · Jan 2017
- 27 Castlewood Dr$698K307 ft · 3 bd · 3 ba · 2,232 ft² · Sold $599K · Dec 2024
More homes in Monroe 06468
- 50 Stony Brook Dr$611K4 bd · 1.5 ba · 2,664 ft² · Sold $589K · Aug 2026
- 40 Overlook Dr$481K2 bd · 2.5 ba · 1,555 ft² · Sold $485K · Aug 2026
- 29 Field Rock Rd$699K4 bd · 2.5 ba · 2,489 ft² · Sold $725K · Aug 2026
- 17 Gray St$569K3 bd · 2 ba · 1,245 ft² · Sold $593K · Aug 2026
- 94 Moosup Trl$299K4 bd · 2 ba · 1,512 ft² · Sold $270K · Aug 2026
- 18 Belle Vale St$699K4 bd · 2.5 ba · 2,512 ft² · Sold $740K · Aug 2026
- 6 Rosewood Cir1 bd · 1.5 ba · 1,444 ft² · Sold $420K · Aug 2026
- 368 Webb Cir$450K3 bd · 1 ba · 1,314 ft² · Sold $429K · Aug 2026
- 104 Cutlers Farm Rd$942K4 bd · 3.5 ba · 3,296 ft² · Sold $978K · Aug 2026
- 95 Bart Rd$730K4 bd · 3 ba · 2,628 ft² · Sold $730K · Aug 2026
- 53 Hidden Knolls Cir$231K1 bd · 1 ba · 765 ft² · Sold $205K · Aug 2026
- 6 Deepwood Cir$414K1 bd · 1.5 ba · 1,444 ft² · Sold $455K · Aug 2026
Assigned schools
Explore the area
See this home in context
Open 2 Castlewood Dr on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map