Woodland Terrace Condos in Stamford, CT

Address: 39 Woodway, Stamford, CT
Total Units: 35
Year Built: 1969–1976
Bedrooms: 1 and 2
Building Style: Townhouse
Verified Price Range (MLS): $167,543–$493,000
Median Sale Price (MLS): $289,000
HOA Fee: From $311/month
Property Tax: From $2,748/year

Woodland Terrace Condos for Sale

Woodland Terrace is a small, 35-unit townhouse condominium complex on Woodway in Stamford. With only 35 units and a turnover rate that reflects owner-occupant stability, active listings here are infrequent. This is not a complex where units sit on the market for weeks waiting for buyers. When a unit becomes available, especially a two-bedroom at the 1,150-square-foot mark, it draws attention quickly from buyers who have been tracking Stamford CT condos in this price range. If you are actively looking, do not wait for a unit to find you. Contact The Engel Team directly to get on the early notification list for Woodland Terrace and similar complexes.

Recently Sold at Woodland Terrace

MLS records show 21 confirmed sales at Woodland Terrace. Closed prices have ranged from $167,543 to $493,000. The median sale price across all recorded transactions is $289,000, though recent 2025 and 2026 sales tell a different story. The most recent sale, Unit APT C7, closed on April 3, 2026 at $425,000 for a two-bedroom, two-bath unit at 1,150 square feet. Unit A12 closed July 15, 2025 at $493,000, and Unit APT A17 sold April 21, 2025 at $485,000. These three 2025–2026 transactions average just over $467,000 for two-bedroom units at approximately $407 per square foot, a significant jump from historical comps in this building.

One-bedroom units at 760 square feet have shown similar momentum. Unit APT B2 sold August 23, 2024 at $380,000, compared to Unit B5 which sold in April 2021 for $262,000. That is a roughly $118,000 gain on the same floor plan in three years. At the 2025–2026 pace, one-bedroom buyers should budget well above the historical $289,000 median. The overall median price per square foot across all 21 MLS sales sits at approximately $307, but current-market buyers at Woodland Terrace should anchor their expectations to 2025 comps, not the full historical range.

About Woodland Terrace

Woodland Terrace is a townhouse-style condominium community at 39 Woodway in Stamford, built in phases between 1969 and 1976. The complex has 35 units total, a number small enough that every owner tends to know their neighbors and small enough that HOA decisions move without the bureaucratic drag of larger buildings. The townhouse format distinguishes Woodland Terrace from the mid-rise and high-rise condo inventory that dominates downtown Stamford. Buyers who want a multi-level unit with a more residential feel, without the maintenance obligations of a detached house, find the format appealing. The Woodway location places this complex in the quieter residential fabric of Stamford rather than on its commercial corridors, which has contributed to its owner-occupant stability over time. For buyers exploring the full range of Stamford homes for sale, Woodland Terrace represents an entry point that is meaningfully below the Stamford-wide median of $718,000 for all property types.

Homes and Layouts at Woodland Terrace

Woodland Terrace offers two unit sizes across its 35-unit complex. One-bedroom, one-bath units measure 760 square feet. Two-bedroom, two-bath units measure 1,150 square feet. Both configurations follow the townhouse format: vertical layouts spread across multiple levels rather than single-floor flat plans. This is a practical distinction for buyers. Townhouse living at Woodland Terrace means stairs are part of daily life, which affects downsizer suitability but adds privacy between levels that a single-floor condominium unit cannot match. The 390-square-foot difference between the one-bedroom and two-bedroom floor plans is significant at this scale. Buyers needing a home office or guest room will find the two-bedroom configuration far more functional. MLS data confirms all recorded unit sizes fall cleanly into these two categories, with no mixed or oversized outliers in the sales history.

What Buyers Need to Know

HOA fees at Woodland Terrace have ranged from $239 to $386 per month across the recorded sales history. The current baseline fee shown in recent MLS listings runs from $311 to $386 per month, depending on the unit. Property taxes have moved from roughly $2,748 annually in 2015 to $5,688 in 2025 and 2026 for two-bedroom units, which reflects both Stamford’s assessment cycle and the increase in appraised values. Buyers should confirm current HOA fees directly with the association at the time of offer, as fee schedules in a 35-unit complex can shift between sales cycles.

For a building constructed between 1969 and 1976, reserve fund health is the most important due diligence item. Buyers must request the reserve study, the most recent reserve fund balance, and the association’s history of special assessments before going under contract. Buildings of this age typically require periodic capital expenditures for roofing, siding, common area HVAC, and pavement. A thin reserve fund in a complex this size means a larger per-unit assessment exposure when major work hits. Ask for at least three years of meeting minutes. Renovation variation between units is also worth inspecting carefully. Some units in a complex of this vintage have been updated multiple times, while others retain original finishes. The price difference between a renovated and unrenovated unit at Woodland Terrace can be substantial, as the sales history shows a spread from $167,543 to $493,000 across the same floor-plan types.

Buyers should verify the current rental policy and owner-occupancy ratio. In a 35-unit complex, a high percentage of rentals can affect both financing eligibility for conventional and FHA loans and the overall resale environment. Request the current resale package from the HOA, which should include the budget, bylaws, rules and regulations, and any pending litigation or known assessments. The resale package review is not optional. It is the clearest window into the financial and operational health of the association before you commit.

Buying or Selling at Woodland Terrace

Buyers at Woodland Terrace are working in a market where 2025 and 2026 sales have pushed two-bedroom prices above $425,000 and as high as $493,000, while the full historical comp range still anchors at a $289,000 median. That spread matters when writing an offer or pricing a listing. Comparable sales from 2020 or earlier are not useful benchmarks for 2025 buyers or sellers. Pricing this complex correctly requires filtering the comp set to the last 12 to 18 months and understanding how renovation level and unit position affect value within the same floor plan.

The Engel Team tracks active and off-market inventory across Stamford CT real estate, including smaller townhouse complexes like Woodland Terrace that do not always generate broad market exposure before going under contract. If you are a buyer, we can put you in position to move quickly when a unit becomes available. If you are a seller, we can build a pricing strategy grounded in the most recent verified comps rather than the full historical average, which in this building would significantly undervalue your unit. Reach out to The Engel Team to discuss timing, valuation, and strategy.

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